Caribbean Honeymoon Villas

Caribbean Honeymoon Villas

Private, quiet and intimate, these villas are perfect for a honeymoon or any romantic celebration. Imagine a private chef-prepared dinner for two under the stars with no one else around but the two of you. Or perhaps, lounge by the ocean side at your private beach or private island villa. Away from the crowded hotels, resorts and cruise ships, a villa provides the ultimate romantic getaway.

There's really no island quite like Calivigny. This gem was purchased in 2000 by a couple who wanted to create a ... 20 BR rate available. Calivigny Island is located just south of Woburn Bay, Grenada

Calivigny Island - Estate

Grenada

Beachfront | Pool | AC

25 25
Details
Necker Island is the place to go if you want the ultimate privacy, luxury, and pampering. You can rent out ... Has specials. The Beach pool at Necker Island

Necker Island

Necker Island, BVI, British Virgin Islands

Beachfront | Pool | AC

17 11
Details
This private island resort is perfect for a casual, relaxing vacation for any group of travelers. Every activity you can ... Thatch Caye photo

Thatch Caye

Belize

Near Beach

15 15
Details
The Beach House is the biggest and most impressive accommodation on the island. If you want to vacation in style, ... The Beach House at Calivigny Island

Calivigny Island - The Beach House

Grenada

Beachfront | Pool | AC

10 10
Details
Silent Waters Villa is a sprawling villa just outside of Montego Bay that offers everything you could possibly need for ... 3, 4, 5 & 7 BR rates available. Aerial View of Silent Waters

Silent Waters Villa

Montego Bay, Jamaica

Pool

10 6
Details
Yarari Royale is one of a kind when it comes to luxury. You'll be spoiled by daily housekeeping, full butler ... 5, 6, 7 & 8 BR rates available. Yarari Royale is a beautiful home located in Cap Cana

Yarari Royale

Cap Cana, Dominican Republic

Pool

9 9+
Details
If you want to hear the ocean from every room, then Sunrise Villa is the perfect setting for your next ... Sunrise Villa photo

Sunrise Villa

Cabrera, Dominican Republic

Beachfront | Pool | AC

8 8
Details
Monte Bay Villa is an attractive getaway with a master suite that will make you want to spend your entire ... 1, 2, 3, 4, 5 & 6 BR rates available. Monte Bay Villa sits atop a hillside just above Monte Bay

Monte Bay Villa

Klein Bay, St. John

Near Beach | Pool

7 6+
Details
Aurora Villa is a seven-bedroom luxury villa perfect for couples or families with children over the age of ten. The ... 5 & 6 BR rates available.
Has specials. Aurora Villa is located in between Sandy Lane and Paynes Bay’s beaches

Aurora Villa

Barbados

Pool

7 7+
Details
Cayo Espanto strips away the world-weary savviness of travelers who have been everywhere and seen everything, leaving every guest feeling ... Cayo Espanto - Entire Island photo

Cayo Espanto - Entire Island

Belize

Pool

7 9
Details
These resort villas are perfect for any group that wants to vacation in style. The villas range from three to ... 5 BR rate available. The elegant Shore Club Villas feature private swimming pools

The Shore Club Oceanfront Villa

Long Bay, Turks and Caicos

Beachfront | Pool | AC

6 8
Details
White Coral is a bright, modern villa right on the Leeward Canal. The six bedrooms are great for a family ... White Coral Villa is located right on the Leeward Canal

White Coral

Leeward, Turks and Caicos

Pool

6 6
Details
At Summer Heights, you can jumpstart your day with coffee in bed while you watch the sailboats and yachts head ... Summer Heights is located on a hillside above Nanny Cay

Summer Heights

Tortola, BVI, British Virgin Islands

Pool

6 5+
Details
Bajacu Villa has a totally unique design that gives you the best of both worlds: hilltop views and easy ocean ... Bajacu is located on a private hilltop in Turtle Cove

Bajacu

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

6 7+
Details
With fantastic sweeping water and hillside views, Amancaya is a private and beautifully landscaped villa near Anse des Cayes and ... 1, 2, 3, 4 & 5 BR rates available. Amancaya is located near Anse des Cayes and Saint Jean

Amancaya Villa

Anse des Cayes, St. Barts

Pool

6 6
Details
Colibri Cottage is ideal for a nature-centric getaway in St. Lucia. The villa has gorgeous views of Petit Piton and ... 4 BR rate available. Colibri Cottage sits on a hill above Soufriere Bay

Colibri Cottage

Soufriere, St. Lucia

Near Beach | Pool

6 6
Details
There’s something for everyone at Sandalwood House. You can enjoy a round of golf and a romantic dinner for ... 3 & 4 BR rates available.
Has specials. Twilight on the patio at Sandalwood Cottage

Sandalwood House

Barbados

Near Beach | Pool

6 7
Details
This six-bedroom Clairmont Overlook Villa is absolutely perfect for large family getaways, employee retreats, or for a group of friends ... 1, 2, 3, 4 & 5 BR rates available. Clairmont Overlook is located right on Salt River

Clairmont Overlook

St. Croix, USVI

Pool

6 6+
Details
If you're looking for an oceanfront honeymoon or group vacay villa, Sea's Edge is perfect. It has easy ocean access ... 2, 3 & 4 BR rates available. Sea’s Edge sits above Rendezvous Bay with amazing ocean views

Sea's Edge

Rendezvous Bay, St. John

Pool

5 5+
Details
Crystal Waters, formerly known as Mudslide, is the perfect villa for your next family vacation. Every room is oversized, and ... Crystal Waters Villa sits beach front near the popular Water Cay and Kaibo Yacht Club

Crystal Waters

Grand Cayman, Cayman

Beachfront | Pool | AC

5 4
Details
The Five Bedroom Beach Level residences are perfect for families or four couples to share. They're right on Grace Bay ... Has specials. The Grace Bay Club Estate

Grace Bay Club Estate Five Bedroom Beach Level Pool Residence

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

5 4+
Details
Dunes 2 by Grace Bay Resorts is an easy, breezy way to relax in luxury in Turks and Caicos. This villa ... Has specials. Dunes 2 Villa (Turtle Inlet) on Grace Bay

Dunes 2

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

5 5+
Details
Residence 3 enjoys luxurious design inside and out, from the open exterior to the elegant living area. The kitchen is well-designed ... Has specials. The Residences are located directly on Grace Bay Beachfront and each have private infinity pools

Residence 3

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

5 5+
Details
Looking for luxury? Crystal Waters has it in spades. This beachfront villa has an ideal location within walking distance of ... Crystal Waters Villa is located just across the street from the Kaibo Yacht Club

Crystal Waters - Platinum

Grand Cayman, Cayman

Beachfront | Pool | AC

5 4
Details
Tre Vista is a super tranquil, comfortable villa perfect for you and your closest friends. There's a separate suite for ... 1, 2, 3 & 4 BR rates available. Tre Vista Estate sits on a hillside overlooking Great Cruz Bay

Tre Vista Estate

Chocolate Hole, St. John

Pool

5 5+
Details
Your Caribbean vacation will be something special when you stay at the beautiful Wild Orchid villa. The house itself is ... Wild Orchid Villa photo

Wild Orchid Villa

Cap Estate, St. Lucia

Near Beach | Pool

5 4
Details
With amazing sunsets and fresh breezes, Solare is the perfect villa for a family getaway. Spend time relaxing by the ... 2, 3 & 4 BR rates available. Solare Villa is located on a hilltop above Great Cruz Bay

Solare Villa

Great Cruz Bay, St. John

Near Beach | Pool

5 5
Details
This villa would be lovely for a family vacation. You and the kids can play all day on the tennis ... 3 & 4 BR rates available.
Has specials. Lounge by the pool and enjoy views of the ocean in the distance at San Flamingo Villa

San Flamingo Villa

Barbados

Pool

5 5
Details
Heronetta has an enviable location between Sandy Lane Beach and Paynes Bay. On Sandy Lane, guests can enjoy exclusive access ... 4 BR rate available.
Has specials. Heronetta Villa- Sandy Lane photo

Heronetta Villa- Sandy Lane

Barbados

Beachfront | Pool | AC

5 5+
Details
Point of View Villa is a five-bedroom villa in the heart of the Sandy Lane Estate. Thanks to its central ... 3 & 4 BR rates available.
Has specials. Point of View Villa has an extremely large pool and surround to enjoy the Caribbean sun

Point of View Villa

Barbados

Near Beach | Pool

5 5
Details
Because La Paloma Villa sits directly on the beach, you have access to unlimited snorkeling and kayaking. For evenings in, ... 3 & 4 BR rates available.
Has specials. La Paloma Villa photo

La Paloma Villa

Barbados

Beachfront | Pool | AC

5 5
Details
Mystic Villa is located on a St. Jean hillside and is ideal for a family with older children, four couples, ... 2, 3 & 4 BR rates available. Mystic Villa overlooks the beautiful St. Jean Bay and the famous Eden Rock hotel

Mystic Villa

Saint Jean, St. Barts

Pool

5 5+
Details
Take a path down to the beach from Solitude House and enjoy the ease of access to snorkeling and the ... 1, 2, 3 & 4 BR rates available. Solitude House is situated above the calm waters of Solitude Bay

Solitude House

St. Croix, USVI

Near Beach | Pool

5 4+
Details
If you are looking for a vacation villa that is just steps away from the beach with a full staff ... Bali Dreams Villa is located in the prestigious Orchid Bay Estates

Bali Dreams Villa

Cabrera, Dominican Republic

Near Beach | Pool

5 6
Details
Arc En Ciel is set in an exotic wonderland with volcanos, waterfalls, and the Piton mountain range. Its near diving, ... Arc En Ciel is located at the base of the Piton mountain range on Beau Estate

Arc En Ciel Villa

Soufriere, St. Lucia

Near Beach | Pool

5 5
Details
St. Barts is known for its vibrant Caribbean charm, and the Ocean's 5 villa puts you right in the middle of ... 2, 3 & 4 BR rates available. Ocean's 5 Villa is located on a hilltop with amazing ocean views

Ocean's 5 Villa

Flamands, St. Barts

Pool

5 5
Details
Beaches Edge villa has a smart design that maximizes the ocean views. Of course there's a pool, daily maid service, ... Has specials. Lounge by the pool and enjoy amazing ocean views at Beaches Edge East Villa

Beaches Edge

Anguilla

Near Beach | Pool

5 5+
Details
The Dunes 1 is perfect for any traveler who wants five-star resort amenities on picturesque Grace Bay. Stroll along the beach ... Has specials. Dunes 1 Villa - (Sundog) Villa is located on Grace Bay

Dunes 1

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

5 5+
Details
Truffle Villa is perfect for romantic getaways. The master bedroom is really well-designed, you can open your door to the ... 2 & 4 BR rates available.
Has specials. Truffle Villa is located in Terres Basses on a hillside overlooking the Caribbean

Truffle Villa

Terres Basses (French side), St. Martin

Pool

5 5
Details
This villa is a great choice for any group of travelers. The villa is only a few minutes from Flamands ... 3 BR rate available. Alpaka Villa has beautiful views from its hillside location over Flamands Beach

Alpaka Villa

Flamands, St. Barts

Pool

4 4
Details
The Penthouse Suite in the Villas at Grace Bay Club is perfect for travelers who want to be as close ... Has specials. Grace Bay Club Resort pool

Grace Bay Club Penthouse Suite in the Villas

Grace Bay, Turks and Caicos

Beachfront | AC

4 4
Details
Villa Islander is an architect's dream. Its surrounded by greenery, has floor-to-ceiling windows in every room, and uses only the ... Villa Islander is located just off the famous Grace Bay Beach

Villa Islander

Grace Bay, Turks and Caicos

Near Beach | Pool

4 4
Details
Residence 2 lets you enjoy the convenience of a resort community and the comforts of home, in one villa. The villa ... Has specials. The Residences are located directly on Grace Bay Beachfront and each have private infinity pools

Residence 2

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

4 5+
Details
Oceanside Tower is a magnificent oceanfront villa with unforgettable views of the Caribbean Sea and the Caicos Bank. This four-bedroom ... Oceanside Tower Villa is located in the Silly Creek area

Oceanside Tower Villa

Providenciales, Turks and Caicos

Pool

4 4+
Details
Turks and Caicos is well known for its beautiful beaches, and Five Turtles Villa gives you direct access to one ... Five Turtles Villa is just steps away from Taylor Bay Beach

Five Turtles Villa

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

4 3+
Details
A stay at Mille Fleurs is undeniably relaxing. This Terres Basses beauty has chic, elegant design, spacious common areas, and ... 1, 2 & 3 BR rates available. Mille Fleurs Villa is located in Terres Basses and overlooks Plum Bay Beach

Mille Fleurs Villa

Terres Basses (French side), St. Martin

Near Beach | Pool

4 4+
Details
If you are looking for a place to have a couple's get-away or to honeymoon, consider Cadasse Villa. The maid ... 2 & 3 BR rates available. Cadasse Villa has beautiful views and fun area for swimming and relaxing

Cadasse Villa

Cap Estate, St. Lucia

Pool

4 4+
Details
Bonavista Villa is located in a gated community, and is just steps away from Gibbs Beach. It has a cook, ... 3 BR rate available.
Has specials. Tropical surroundings greet you at the pool at Bonavista Villa

Bonavista Villa

Barbados

Beachfront | Pool | AC

4 4+
Details
Fosters House is a gorgeous beachfront property directly on Mullins Beach. It offers 4 bedrooms, all with air-conditioning and their own ... Has specials. Fosters House Villa is located right on Mullins Bay Beach

Fosters House Villa

Barbados

Beachfront | Pool | AC

4 5
Details
Sundown Villa provides views of the ocean with the security of a gated entrance. Whether you're honeymooners or a vacationing ... Has specials. Sundown Villa is located near Mullins Beach

Sundown Villa

Barbados

Near Beach | Pool

4 5
Details
Just one minute from local cuisine and ten minutes from the airport, Fregate Villa houses four bedrooms that sleep up ... 1, 2 & 3 BR rates available. Fregate Villa photo

Fregate Villa

Pointe Milou, St. Barts

Pool

4 4
Details
With a rooftop sundeck, swimming pool, and easy access to the beach, you'll be amazed by this waterfront villa. Whether ... The shaded pool at Jasmine Villa is a great place to relax

Jasmine Villa

Taylor Bay/Sapodilla Bay, Turks and Caicos

Near Beach | Pool

4 4
Details
St John's Las Brisas Caribe Villa is tropical Caribbean architecture at its best! What could be better than waking up ... Las Brisas Caribe is located on Maria Bluff in St. John

Las Brisas Caribe

Great Cruz Bay, St. John

Pool

4 4+
Details
Great Turtle sits nestled within the hills and enjoys wonderful views of Coral Bay, the Caribbean Sea, and the Bordeaux ... 2 & 3 BR rates available. Great Turtle Villa is nestled on a tropical hillside above Coral Bay

Great Turtle Villa

Coral Bay, St. John

Pool

4 4+
Details
Ixora Villa is located off of the Royal Westmoreland Golf Course’s 16th fairway. This luxurious villa is ensconced in ... 3 BR rate available.
Has specials. Ixora Villa is located in the gated Royal Westmoreland neighborhood on the Golf Course 16th fairway

Ixora Villa - Royal Westmoreland

Barbados

Pool

4 4+
Details
Located in the peaceful Turtle Tail area, Sandy Shore has direct beach access, a private onsite swimming pool, a kayak, ... Sandy Shore Villa is located on the beach of the beautiful Taylor Bay

Sandy Shore Villa

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

4 4
Details
The area of Terres Basses, on the French side of St. Martin, is highly sought-after due to its location and ... 2 & 3 BR rates available.
Has specials. Sea Vous Play photo

Sea Vous Play

Terres Basses (French side), St. Martin

Pool

4 4+
Details
If you love to cook, a great kitchen can make a huge difference. At Mangrove Villa at Indigo Reef, there's ... Mangrove - is located in the Villas at Indigo Reef on West End Bay

Mangrove Villa at Indigo Reef

Anguilla

Beachfront | Pool | AC

4 4
Details
If you know what Poggenpohl and Miele are, you know you want them in your kitchen. Not only do guests ... Sandcastle Pointe Villa is located on the waterfront on Shoal Bay

Sandcastle Pointe at Shoal Bay

Anguilla

Pool

4 4
Details
The View Villa is a four-bedroom, four-bath property in Columbier that hangs over the ocean (therefore the name, "The View"). ... 3 BR rate available. The View Villa is located in Columbier with a great view of Gustavia harbor

The View

Colombier, St. Barts

Pool

4 4
Details
Amateras is a gorgeous, expansive villa estate with unbelievable views, elegant design, and luxurious amenities. Every inch of the space ... Amateras Villa is located at Princess Quarters with views of the Caribbean all around

Amateras

Virgin Gorda, BVI, British Virgin Islands

Pool

4 4
Details
If you love a beautiful sunset view, come to BP Villa. This villa offers a heated pool, covered porches, and ... 1, 2 & 3 BR rates available. BP Villa is located near Shoal Bay Beach

BP Villa

Anguilla

Near Beach | Pool

4 4+
Details
Vista Villa offers panoramic views and a small, private beach next to a reef perfect for snorkeling. The home is ... 1, 2 & 3 BR rates available. Vista Villa has a beautiful private pool and great ocean views

Vista Villa

Anguilla

Pool

4 4
Details
With a private pool, onsite restaurants and activities, and a beachfront location, you and your family will never want to ... Turtle Villa is located in Jolly Harbour on the beautiful Lignum Vitae Bay

Turtle Villa

Jolly Harbour, Antigua

Beachfront | Pool | AC

4 4+
Details
If you like both contemporary and Caribbean styles, you'll love the beautiful browns, blues and whites at Seabird Villa. This ... 2 & 3 BR rates available. Seabird Villa has beautiful sunset views

Seabird Villa

Anguilla

Near Beach | Pool

4 4+
Details
Kaya has everything guests need, including four air-conditioned bedrooms, U.S. satellite TV, and WiFi. This villa is a short ... 2 & 3 BR rates available. Kaya Villa located in Vitet and overlooks Lorient Bay

Kaya

Vitet, St. Barts

4 4
Details
Island Rider overlooks some of the clearest Caribbean water you've ever seen. You can spend hours just relaxing on the ... 1, 2 & 3 BR rates available. Impressive views of the Caribbean from the pool and deck area at Island Rider Villa

Island Rider Villa

Rendezvous Bay, St. John

Pool

4 4+
Details
Westshore Beach House is ideal for two couples or families who are traveling together. Both levels have two bedrooms, seating ... Has specials. Westshore Beach House is located right on the beach between Alleyne's Bay and Reeds Bay

Westshore Beach House

Barbados

Beachfront | Pool | AC

4 4+
Details
Every room in this villa has breathtaking water views! Whether you're relaxing on the covered deck or creating a light ... 1, 2 & 3 BR rates available. Pool at La Bella Vita

La Bella Vita Villa

Virgin Grand Estates, St. John

Pool

4 4+
Details
When ISLANDS magazine names you 'One of the Top 20 villas in the World', it's always a good sign. It has ... 1, 2 & 3 BR rates available. The beautiful Bird of Paradise Villa

Bird of Paradise Villa

Anguilla

Near Beach | Pool

4 4+
Details
Avalon Villa, located right on the world-famous Grace Bay Beach, is where fun meets relaxation. This lush, tropical island getaway ... Beautiful resort-like pool and landscaping at Avalon Villa located near Smith's Reef

Avalon Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

4 4
Details
Imagine waking up to a perfect ocean view every morning, walking into a gourmet kitchen for breakfast, and enjoying a ... 2 & 3 BR rates available.
Has specials. Happy Bay Villa is located on the northern coast of the island within walking distance of Friars Bay

Happy Bay Villa

Happy Bay (French Side), St. Martin

Near Beach | Pool

4 4+
Details
2B at Peter Bay Villa is known for its spacious design, high end furnishings, and waterfront location. This spectacular home ... 2B at peter Bay is perched on a tropical hillside above the west end of Peter Bay

2B at Peter Bay Villa

Peter Bay, St. John

Near Beach | Pool

4 4+
Details
Mirande Villa, in the hills of Pointe Milou, offers a relaxing getaway for up to 3 couples. The villa is done ... 2 & 3 BR rates available. Mirande Villa is located in the hills of Pointe Milou overlooking Lorient Bay

Mirande Villa

Pointe Milou, St. Barts

Pool

4 3
Details
Atelier's architect, Alistair Downie, infused tranquility and serenity into every modern detail at this two-story villa. From the master bedroom ... Has specials. Atelier Villa has modern architectural lines and a beautiful pool

Atelier Villa

Barbados

Near Beach | Pool

4 3+
Details
Right on the coastline, the Bora Bora Lower Villa provides easy access to the water sports and beaches that make ... 2 BR rate available.
Has specials. Dining

Bora Bora Lower Villa

Barbados

Beachfront | AC

4 4
Details
Looking out over the waters of Paynes Bay Beach, the Bora Bora Upper Villa is the complete mix of privacy ... 2 BR rate available.
Has specials. Bora Bora Upper Villa photo

Bora Bora Upper Villa

Barbados

Beachfront | AC

4 4
Details
Rose Dog is truly an eclectic gem on the island of St. Barts. It has a comfortable layout, unique design, ... 2 & 3 BR rates available. Rose Dog is located on a hillside in Dévé

Rose Dog Villa

Vitet, St. Barts

Pool

4 4
Details
Island Girl has a really cool layout that gives everyone in your party plenty of room to kick back and ... 1, 2 & 3 BR rates available. View of Coral Bay from the villa pool area

Island Girl

Coral Bay, St. John

Pool

4 4
Details
Turks and Caicos is well-known as one of the best areas in the Caribbean for beach lovers, and the Venetian ... Has specials. Penthouse at The Venetian photo

Penthouse at The Venetian

Grace Bay, Turks and Caicos

Beachfront | AC

3 3
Details
Bikini Villa is simply cozy. An open floor plan allows you to see all your guests relaxing, and the rooms ... 1 & 2 BR rates available. Bikini Villa photo

Bikini Villa

Lorient, St. Barts

Near Beach | Pool

3 3
Details
Alaia is chic and convenient! The decor is very minimalist and modern, and the villa is just a short walk ... 2 BR rate available. Alaia photo

Alaia

Saint Jean, St. Barts

Near Beach | Pool

3 3
Details
Lone Palm gives guests an up close and personal view of the ocean. In fact, the sea is a few ... Has specials. Lone Palm Villa is located on a beautiful white sand beach

Lone Palm

Grand Cayman, Cayman

Beachfront | Pool | AC

3 3
Details
Babylon Reef feels like a classic beach house, with every amenity you could ask for. It's oceanfront, with a great ... The private pool at Babylon Reef has a man made -beach- surrounding it

Babylon Reef

Grand Cayman, Cayman

Beachfront | Pool | AC

3 2+
Details
Sienna has a gorgeous terrace and views of the golf course. The terrace can be closed off to the pool ... Has specials. Sienna Villa

Sienna Villa

Barbados

Pool

3 3
Details
This three-bedroom resort villa has everything you need for an easy family vacation. Everything has been thought of for you, ... Seafire Resort

The Residences at Seafire 3 Bedroom South

Grand Cayman, Cayman

Beachfront | AC

3 3+
Details
Nuit Blanche is designed for relaxation. The minimalist, modern decor is straight out of a magazine, and every room has ... 1 & 2 BR rates available.
Has specials. Nuit Blanche is located in Terres Basses on the French side of St-Martin

Nuit Blanche

Terres Basses (French side), St. Martin

Pool

3 3
Details
White Villa 5 is a great choice for a carefree Turks and Caicos vacation. It’s minutes from kiteboarding and paddle ... The White Villas are located very close to the beautiful Long Bay Beach

White Villa 5

Long Bay, Turks and Caicos

Near Beach | Pool

3 3
Details
This waterfront villa offers panoramic ocean views, an open design, and ample privacy. It’s quiet location by Jolly Harbour ... 2 BR rate available. Jolly Harbour #29 is located at Reeds Point on the peninsula inside Jolly Harbour

Jolly Harbour #29

Jolly Harbour, Antigua

Pool

3 3
Details
With sunset views, a large and private swimming pool, and direct ocean access, you'll begin to relax the moment you ... 1 BR rate available. Sublime Villa is situated near Silly Creek, and just a short distance to Taylor Bay

Sublime Villa

Chalk Sound, Turks and Caicos

Pool

3 3+
Details
Osprey villa has gorgeous sunset views and outdoor amenities perfect for a family vacation. The waterfront location is enhanced by ... Has specials. Osprey is located on the ocean side of Chalk Sound

Osprey Villa

Taylor Bay/Sapodilla Bay, Turks and Caicos

Pool

3 3
Details
With its contemporary West Indian design, Baie Longue Beach House provides a much-needed relaxing getaway for couples, friends, or families ... 1 & 2 BR rates available.
Has specials. Baie Longue Beach House Villa overlooks the beautiful Beach and Bay

Baie Longue Beach House

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

3 3
Details
Surrounded by palms and offering views of the Caribbean Sea and Pigeon Island, the Sand Dollar is everything you would ... 2 BR rate available. Sand Dollar Villa photo

Sand Dollar Villa

Cap Estate, St. Lucia

Pool

3 3
Details
The beautifully landscaped and stylish Saline Reef is a great vacation spot for families with children over 12, or adults who ... 2 BR rate available. Saline Reef sits on the northernmost end of St. Lucia and has a beautiful pool and patio

Saline Reef Villa

Cap Estate, St. Lucia

Near Beach | Pool

3 3
Details
Tequila Sunrise is a beachfront villa perfect for anyone who wants to have a truly relaxing vacation. It's extremely private, ... 1 & 2 BR rates available. Lounge poolside with amazing views of the ocean

Tequila Sunrise Villa

Anguilla

Near Beach | Pool

3 3
Details
Bell'mare is a unique property located right on Dawn Beach; in fact, it's the only home in the area with ... 1 BR rate available.
Has specials. Bell'mare photo

Bell'mare

Dawn Beach (Dutch side), St. Martin

Near Beach | Pool

3 3
Details
It's rare that the name of a vacation rental could truly summarize the benefits you will find inside, but this ... 1 & 2 BR rates available. Villa Serenity has a beautiful deck and unparalleled views of Gustavia Harbour

Serenity Villa

Gustavia, St. Barts

Near Beach | Pool

3 3
Details
Located in Terres Basses, Joie de Vivre is one of St. Martin's finest homes. It sits on over 4 acres and ... Has specials. Joie de Vivre sits above a beautiful stretch of Baie Rouge Beach

Joie de Vivre

Terres Basses (French side), St. Martin

Near Beach | Pool

3 3+
Details
Balinese truly is a Caribbean oasis. You can jump directly into the pool from two of the bedrooms, which also ... Balinese Villa sits in the Turtle Tail area of Providenciales

Balinese Villa

Turtle Tail, Turks and Caicos

Pool

3 3
Details
Maison Villa is ideal for those who want to be within walking distance to all that St. Jean has to ... 1 & 2 BR rates available. Maison Villa is located in St. Jean overlooking the beach

Maison Villa

Saint Jean, St. Barts

Near Beach | Pool

3 3
Details
Le Mas de Sables is one of the most gorgeous villas on St. Martin, both inside and out. It has ... 1 & 2 BR rates available.
Has specials. Le Mas des Sables Villa sits on the waterfront in beautiful Terres Basses

Le Mas des Sables Villa

Terres Basses (French side), St. Martin

Pool

3 3+
Details
You're bound to enjoy the gardens, but there are many other features in this estate to make you feel at ... 1 & 2 BR rates available. Canefield house sits on a lovely hillside in the heart of Tortola

Canefield House

Tortola, BVI, British Virgin Islands

Pool

3 3+
Details
Abby Villa is the perfect St. Barts getaway for three couples who want a cozy, peaceful location near multiple beaches. ... 2 BR rate available. Abby Villa photo

Abby Villa

Vitet, St. Barts

Pool

3 3
Details
Coqui Villa has an ideal location near town without sacrificing privacy. The pool deck and balcony have an absolutely gorgeous ... 1 & 2 BR rates available. Amazing views of the Caribbean from the balconies at Coqui Villa

Coqui Villa

Great Cruz Bay, St. John

Pool

3 3
Details
If you want to spend a lot of time outside, Royal Palm Villa is for you. The decor and design ... 1 & 2 BR rates available. Royal Palm Villa photo

Royal Palm Villa

Vitet, St. Barts

Pool

3 3
Details
Terres Basses in St. Martin is known for fine beaches and great scenery, and La Magnolia Villa is situated to ... 1 & 2 BR rates available.
Has specials. La Magnolia sits on a hilltop over Baie Longue with a great view of the ocean

La Magnolia Villa

Terres Basses (French side), St. Martin

Pool

3 3
Details
Dasha Villa is quickly building a roster of loyal fans. A recent visitor summed up her stay at the villa ... 1 & 2 BR rates available. Dasha Villa is located on a hillside overlooking Views of Gouverneur

Dasha Villa

Lurin, St. Barts

Pool

3 3
Details
The large pool is a focal point for this light-filled, 3-bedroom villa. Kids can play without getting in each others ... 1 & 2 BR rates available. Cactus Villa has amazing views of Gustavia Harbor wether it be by day or by night

Cactus Villa

Colombier, St. Barts

Pool

3 3
Details
Once you settle into this villa, you may never want to leave! The views are as entertaining as any movie ... 2 BR rate available. Datcha Villa photo

Datcha Villa

Flamands, St. Barts

Pool

3 3
Details
COMO Villa is perfect if you want ocean views and lots of privacy. With a staff that’s delighted to ... Has specials. Como Villa has a private location in Parrot Cay among the sand dunes and lush vegetation

COMO Villa at COMO Parrot Cay

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

3 3
Details
Villa del Sol's infinity pool and beachfront location make the perfect backdrop for week in the sun. With nearby golf, ... Poolside views of the Caribbean from Villa del Sol

Villa del Sol

Leeward, Turks and Caicos

Beachfront | Pool | AC

3 3
Details
Church Point #2 is a cozy mix of urban living and island casual. The vaulted ceilings keep the house cool by ... 2 BR rate available.
Has specials. A view to the ocean from the patio at Church Point Two

Church Point Two

Barbados

Beachfront | Pool | AC

3 3+
Details
Andara Villa is a peaceful, private hillside villa perfect for travelers who want to get away from it all. Located ... 1 & 2 BR rates available. Andara Villa has amazing views over Haulover Bay

Andara Villa

East End, St. John

Pool

3 3+
Details
Esprit Villa is a charming three-bedroom cottage on St. John. This unique island home has everything one could need for ... 1 & 2 BR rates available. Esprit Villa is located in the Virgin Islands National Park on Bordeaux Mountain

Esprit Villa

Bordeaux, St. John

Pool

3 3+
Details
Gibbes Beach is one of Barbados' nicest white sand beaches on the West Coast. Shops, groceries, and restaurants are only ... Has specials. Plunge pool and gardens leading to the beach at Waverly Villa

Waverly One

Barbados

Beachfront | Pool | AC

3 2
Details
Ocean's Edge puts you close to golfing, tennis, water sports, and duty-free retail therapy. You can relax by the plunge ... Has specials. Ocean’s Edge Villa is located in Merlin Bay’s beachfront development

Ocean's Edge Villa - Merlin Bay

Barbados

Beachfront | Pool | AC

3 3
Details
Carolina Villa is perfect for any traveler who loves ocean views and lots of privacy. The home is comfortably furnished ... 1 & 2 BR rates available. Carolina Villa photo

Carolina Villa

Coral Bay, St. John

3 3
Details
Sol e Luna is very private with gardens that surround the house giving guests the option of dressing or not. ... 1 & 2 BR rates available.
Has specials. Sol e Luna is located in the desirable Terres Basses

Sol e Luna Villa

Terres Basses (French side), St. Martin

Pool

3 3
Details
Located just 10 minutes from Cruz Bay, Latitude Villa on Klein Bay has some of the best views on the island! ... 1 & 2 BR rates available. Latitude Villa is located on a hilltop above Klein Bay

Latitude Villa

Klein Bay, St. John

Near Beach | Pool

3 3+
Details
Panarea Villa is truly beautiful, with a great housekeeper and lush gardens all around. I think this villa is ideal ... 1 & 2 BR rates available. Panarea is located in Anguilla's West End, just minutes away from the island's most beautiful beache

Panarea Villa

Anguilla

Near Beach | Pool

3 3
Details
Reeds House is a private beach-front development between the Royal Pavilion and Cobblers Cove Hotel in St. James. Reeds House ... 2 BR rate available.
Has specials. Reeds House #14 is a Penthouse accommodation at the beachfront Reeds House complex

Reeds House Penthouse #14

Barbados

Beachfront | AC

3 3
Details
Waterfall Villa can accommodate up to 6 guests within its 3 luxurious bedrooms. Light and open, Waterfall is situated to enjoy island ... 1 & 2 BR rates available. Waterfall Villa is located on a tropical hillside over looking the Caribbean

Waterfall Villa

Rendezvous Bay, St. John

Pool

3 3+
Details
Blue Horizon Villa may look like a plantation from the outside, but inside it is everything modern and comfortable. The ... 1 & 2 BR rates available. njoy the views of the Caribbean from the deck at Blue Horizon Villa

Blue Horizon Villa

Camaruche, St. Barts

Pool

3 3
Details
Tuscany Resort is one of my favorite properties on Turks and Caicos. At WhereToStay.com, we only list resorts that ... 1 & 2 BR rates available.
Has specials. The Tuscany Resort is located on East Grace Bay Beach

Tuscany

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

3 3
Details
A stay at Villa Gardenia will make you feel like you're a world away from the stress of everyday life. ... 1 & 2 BR rates available. Villa Gardenia is surrounded by beautiful tropical foliage

Villa Gardenia

St. Thomas, USVI

Pool

3 3+
Details
Located within walking distance to a grocery store and restaurants, Ecoute les Vagues sits right on Flamands Beach, giving guests ... 1 & 2 BR rates available. Ecoute les Vagues is located right on the beach in Flamands Bay

Ecoute les Vagues

Flamands, St. Barts

Beachfront | Pool | AC

3 2
Details
Sea Bird is a one-of-a-kind villa in Mont Jean, St. Bart's, with 3 bedrooms, a full kitchen, and large living areas ... 1 BR rate available. Sea Bird Villa is located on a hilltop in Mont Jean overlooking the Caribbean

Sea Bird Villa

Mont Jean, St. Barts

Pool

3 3
Details
One thing every traveler wants from their villa is a view from every room...at Grand Large Villa, you get ... 1 & 2 BR rates available. Beautiful views of the Caribbean from the pool deck at Grand Large Villa

Grand Large Villa

Gouverneur, St. Barts

Pool

3 3
Details
Situated on a hillside, Lataniers Villa has a great view of St. Jean Bay and the surrounding island greenery. Guests ... 2 BR rate available. Beautiful views from Lataniers Villa

Lataniers Villa

Saint Jean, St. Barts

Pool

3 2
Details
There is no mistaking that you are on island time when you step foot in Hurakan Villa. Each room has ... 1 & 2 BR rates available. Perched on the hillside of Colombier - Hurakan provides beautiful views of Gustavia Harbour

Hurakan Villa

Colombier, St. Barts

3 3
Details
Turks and Caicos is well-known as one of the best areas in the Caribbean for beach lovers, and the Venetian ... 1 & 2 BR rates available.
Has specials. The Venetian photo

The Venetian

Grace Bay, Turks and Caicos

Beachfront | AC

3 3+
Details
Bayugita is perched on the hillside of Pointe Milou, an ideal home away from home for vacationers. A large, open ... 1 & 2 BR rates available. Villa Bayugita enjoys great views of Lorient Bay

Bayugita Villa

Pointe Milou, St. Barts

Pool

3 3
Details
Situated on a Vitet hillside, Carmen Villa is a contemporary home that enjoys a great location with nice ocean views. ... 1 & 2 BR rates available. Enjoy views of Marigot Bay in the distance from the pool deck at Carmen Villa

Carmen Villa

Vitet, St. Barts

Pool

3 3
Details
Dream Come True Villa delivers not only privacy, but magnificent ocean views. Just steps above Devers Bay, this three-bedroom villa ... 1 & 2 BR rates available. A Dream Come True Villa has amazing ocean views and a fun pool area

Dream Come True Villa

Devers Bay, St. John

Beachfront | AC

3 3+
Details
Ti Moun Villa has one of the best locations in St. Barts! Situated on a hillside in Lurin, this villa ... 1 & 2 BR rates available. Ti Moun Villa sits on a hillside just above Gustavia Harbor

Ti Moun Villa

Lurin, St. Barts

3 3
Details
This is just what every couple needs! A perfect, cozy hideaway that has everything you and your special someone need ... 1 & 2 BR rates available. Always Villa is located in Colombier with amazing views of the Caribbean

Always Villa

Colombier, St. Barts

Pool

3 3
Details
Your next holiday should help you unwind like never before, and at Les Amis du Vent Villa, you will find ... 1 & 2 BR rates available. Les Amis du Vent Villa is located near Anse de Marigot overlooking the Caribbean

Les Amis du Vent Villa

Mont Jean, St. Barts

Pool

3 6
Details
The perfect location for your dream vacation is right here at Villa Sunrise. This modern home is designed for relaxation ... 2 BR rate available.
Has specials. Villa Sunrise is located over Orient Bay with views out to Tintamarre and St. Barth

Villa Sunrise

Orient Bay (French side), St. Martin

Pool

3 3
Details
This gorgeous property is a mini paradise of luxury and relaxation. This home has an airy and dreamy feel, with ... 2 BR rate available.
Has specials. Greystone Villa is located in Terres Basses and it is just a short drive to Baie Rouge Beach

Greystone

Terres Basses (French side), St. Martin

Pool

3 3
Details
Luxury, beauty, and a walk on the wild side of Grand Fond await when you reserve La Roche Dans L'eau ... 1 & 2 BR rates available. A beautiful beach entry pool at La Roche dans l’Eau

La Roche Dans L'Eau Villa

Grand Fond, St. Barts

Pool

3 3
Details
The best thing about Soleil Villa is the location. You get a stunning view of Trunk Bay, and you can ... 2 BR rate available. Infinity edge pool with amazing views of Trunk Bay Beach at Soleil villa

Soleil Villa

Tortola, BVI, British Virgin Islands

Near Beach | Pool

3 2
Details
Recently renovated, the Fairwind Villa at Cap Estate is ideally situated for a private getaway to St. Lucia. Located in ... Fairwind Villa is located very near to the St. Lucia golf club

Fairwind Villa

Cap Estate, St. Lucia

Near Beach | Pool

3 3
Details
Dining outdoors has never been more picturesque as you watch the beautiful sunset from your porch overlooking the ocean. With ... 1 & 2 BR rates available.
Has specials. The Lookout - Schooner Bay 307 at the Schooner Bay Resort

Schooner Bay #307 Penthouse - The Lookout

Barbados

Beachfront | Pool | AC

3 3
Details
Emvie is super modern and crisp, which I love because it only makes the view better. The master bedroom is ... 1 BR rate available.
Has specials. Emvie Villa photo

Emvie Villa

Orient Bay (French side), St. Martin

Pool

3 3
Details
When you look out from the second-level deck at Grand Palms, you’ll see luscious St. Martin flora and a ... 1 & 2 BR rates available.
Has specials. Grand Palms is located in the exclusive Terres Basses with views of tropical flora and distant views

Grand Palms Villa

Terres Basses (French side), St. Martin

Near Beach | Pool

3 3
Details
Perched high above Toiny, Enzuma is a true haven for families who want tons of privacy, comfort, and a sweeping ... 1 & 2 BR rates available. Enzuma sits on the hillside above Toiny with amazing views of Toiny Bay

Enzuma Villa

Toiny, St. Barts

Pool

3 2+
Details
This villa is super conveniently located, just a few minutes from town and the beach. I love the villa's simple ... Patio deck and pool at Villa Indyana

Indyana

Lurin, St. Barts

Pool

2 2+
Details
This villa is only a 30 second walk up to the beach, which has plenty of beach chairs and umbrellas for ... 1 BR rate available. Beads Bay Beachside Villa 2 is in the Meads Bay Villas

Meads Bay Beachside 2

Anguilla

Near Beach

2 2+
Details
This villa has everything you could want on a romantic vacation, and balances privacy and comfort. You'll have your own ... 1 BR rate available. Beads Bay Beachside Villa 3 is in the Meads Bay Villas

Meads Bay Beachside 3

Anguilla

Near Beach | Pool

2 2+
Details
This villa is charming, with a spacious outdoor area and plenty of seating to enjoy the hillside view. I recommend ... 1 BR rate available. Salamandres has a private pool nestled in the Vitet hillside

Salamandres

Vitet, St. Barts

Pool

2 2
Details
La Lune is great for families or couples who want to vacation right on the beach without sacrificing peace and ... Has specials. La Lune is located on Gibbs Bay Beach

La Lune Villa

Barbados

Beachfront | AC

2 2+
Details
If you love the sea, then this beachfront home will be the perfect fit for your next vacation. This cozy ... Has specials. The Two Bedroom Beach House at Como Parrot Cay

Como Parrot Cay - 2 Bedroom Beach House

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

2 2
Details
Island Spice is a vibrant, picturesque villa rental on the western side of Virgin Gorda. With gorgeous ocean views, a ... Island Spice Villa is located over Nail Bay and has views of Sir Francis Drake Channel

Island Spice

Virgin Gorda, BVI, British Virgin Islands

Pool

2 2
Details
White Villa 3 is great for two couples who want their own space, a quiet location, and modern design. It’s ... White Villa 3 photo

White Villa 3

Long Bay, Turks and Caicos

Near Beach | Pool

2 2
Details
Beach Cake's beachfront location makes it easy to walk to everything you could need on vacation: the beach, restaurants, water ... Beach Cake Villa is located near Turtle Cove Marina on Grace Bay Beach

Beach Cake

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

2 2+
Details
Casa Capriolo is everything you could want in a low-maintenance vacation rental: understated, tranquil, and accessible. Two beaches are within ... 1 BR rate available.
Has specials. Casa Capriolo is located just moments away from Baie Rouge

Casa Capriolo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

2 2
Details
This villa is a dream come true for kiteboarders and watersport lovers. It’s right on the beach with direct ... Has specials. Beach Enclave Long Bay is located on the southeastern edge of Providenciales

Beach Enclave - 2 Bedroom Beach Front at Long Bay

Long Bay, Turks and Caicos

Beachfront | Pool | AC

2 2+
Details
Beach Enclave is the place to stay if you want to be on the beach, near water sports, and secluded ... Has specials. Beach Enclave Long Bay is located on the southeastern edge of Providenciales

Beach Enclave -2 Bedroom Beach Front at Long Bay

Long Bay, Turks and Caicos

Beachfront | Pool | AC

2 2+
Details
Rockworks Villa is situated in a cocoon of lush, tropical gardens. The two-bedroom villa is designed to be the perfect ... 1 BR rate available. Rockworks photo

Rockworks

St. Thomas, USVI

Pool

2 2
Details
Secret Cove #1 is part of a 4-apartment cluster that comes complete with its own private beach where you can swim ... Has specials. Secret Cove #1 photo

Secret Cove #1

Barbados

Beachfront | AC

2 2
Details
Want privacy? Like to snorkel? Love to relax? If you answered yes, the Sea Pearl in St. Lucia has what ... Sea Pearl Villa photo

Sea Pearl Villa

Cap Estate, St. Lucia

Near Beach | Pool

2 2
Details
If you're after true privacy, Smuggler's Nest has got you covered. Surrounded by lush vegetation and not visible from the ... Ocean front gazebo at Smugglers Nest Villa

Smugglers Nest

Cap Estate, St. Lucia

Near Beach | Pool

2 2
Details
If you want privacy without sacrificing convenience, Falaise Des Oiseaux is a great choice. It’s secluded on five acres ... 1 BR rate available. Falaise Des Oiseaux Villa is located on a cliffside in far north Terres Basses

Falaise Des Oiseaux

Terres Basses (French side), St. Martin

Near Beach | Pool

2 2
Details
Overlooking the Caribbean Sea, Byzance Villa in Colombier is the ideal getaway for one or two couples. Outside, there is ... 1 BR rate available. Byzance Villa is located in Colombier overlooking the Flamands Bay

Byzance Villa

Colombier, St. Barts

Pool

2 2
Details
If you're looking for a fun getaway with another couple, D'arcy Villa is exactly what you need. This two-bedroom, two-bath ... D'arcy Villa photo

D'arcy Villa

Cap Estate, St. Lucia

Pool

2 2
Details
Shell Beach is perfect for a romantic getaway or family vacation. It has two equally charming bedrooms, and one bedroom ... 1 BR rate available. Shell Beach Villa sits just around the corner from its namesake - with views of Gustavia Harbor

Shell Beach Villa

Gustavia, St. Barts

Near Beach | Pool

2 2
Details
La Niña is very inviting, with a convenient location perfect for exploring the island. We were able to easily ... 1 BR rate available.
Has specials. La Nina is a villa oasis located in the heart of Terres Basses

La Nina

Terres Basses (French side), St. Martin

Pool

2 2
Details
If great views and lots of privacy are priorities for your vacation, then you'll love with Reef Madness. This villa ... 1 BR rate available. Reef Madness is located on a hillside overlooking Coral Harbor

Reef Madness

Coral Bay, St. John

Pool

2 2+
Details
The floor plan of St. Somewhere Villa offers seclusion and privacy, open areas for conversation and meals, and gorgeous views ... St. Somewhere is located on the Peterborg peninsula above Meagans Bay

St. Somewhere Villa

St. Thomas, USVI

Pool

2 2
Details
If you're on your first, second or twelfth honeymoon, Fletch's Cove is perfect. It's small enough that you won't feel ... 1 BR rate available. Fletch's Cove is located between LockRum Bay and Little Harbour on the coast of Anguilla

Fletch's Cove

Anguilla

Near Beach | Pool

2 1+
Details
Amalie Villa is perfect for honeymoons, couples trips, or romantic getaways. It’s close to Lorient Beach and has nice ... 1 BR rate available. Amalie Villa is located on a hillside in Barrière des Quatre Vents and enjoys great ocean views

Amalie Villa

Camaruche, St. Barts

2 2
Details
Les Jardins d'Emmanuel is a great two-bedroom villa for couples. Both bedrooms are equally outfitted and sized, and the common ... 1 BR rate available. Les Jardins d'Emmanuel is located in Lorient between St. Jean Bay and Lorient Bay

Les Jardins d'Emmanuel

Lorient, St. Barts

Near Beach | Pool

2 2
Details
Magic View Villa is the perfect Caribbean vacation home for honeymooners or two couples traveling together. The unique floor plan ... 1 BR rate available. Magic View Villa has its own private swimming pool!

Magic View Villa

Great Cruz Bay, St. John

Pool

2 2
Details
If you want your own beach villa but still want the convenience of a front desk and concierge, beautiful Meads ... Beads Bay Beachside Villa 1 is in the Meads Bay Villas

Meads Bay Beachside 1

Anguilla

Near Beach | Pool

2 2+
Details
L'Enclos Villa is only a 10-minute drive from Flamands or Corossol beaches, and only a five-minute drive from both groceries ... L'Enclos Villa is located on the hillside of Colombier overlooking Gustavia

L'Enclos Villa

Colombier, St. Barts

Pool

2 2
Details
This very modern villa comes with contemporary furnishings and is great for a family with young children or two couples. ... 1 BR rate available. Les Embruns Villa photo

Les Embruns Villa

Flamands, St. Barts

Near Beach | Pool

2 2
Details
La Vie En Bleu is situated right on the beach in one of St. Martin's nicest areas, the Baie Rouge ... Has specials. La Vie en Bleu is located in the Baie Rouge Residence on the beach

La Vie En Bleu Villa

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

2 2
Details
Villa Zatarra is a wonderful find, designed and decorated by a local couple, Rob and Veron. Rob is known on ... Perfect pool - Walk out the door and take a dip!!

Villa Zatarra

Cap Estate, St. Lucia

Pool

2 2
Details
The view is truly the focal point of this home, and it can be enjoyed all over the villa! The ... 1 BR rate available.
Has specials. Nid d'Amour Villa features the grecian like columns that are the landmark for this villa

Nid d'Amour Villa

Terres Basses (French side), St. Martin

Pool

2 2
Details
Manon Villa requires a four-by-four to reach the villa, but the visit is well worth the drive. Manon Villa has ... 1 BR rate available. Manon Villa is located on a hillside in Colombier with great views

Manon Villa

Colombier, St. Barts

Pool

2 2
Details
Bamboo Villa on St. Martin's French side is a private home featuring 2 bedrooms, 2.5 bathrooms, and much more. The kitchen is ... Has specials. Bamboo Villa is located less than a mile from Long Bay

Bamboo Villa

Terres Basses (French side), St. Martin

Pool

2 2+
Details
La Magnifica is a very open villa with modern amenities. This includes full air-conditioning, and it is meant for a ... 1 BR rate available. La Magnifica is located at the far end of Vitet overlooking Toiny

La Magnifica Villa

Deve, St. Barts

Pool

2 2
Details
Isia Villa is comfortably furnished and can accommodate up to 4 people. The home is best suited for one or two ... Perched on the hillside - Isia Villa overlooks beautiful St. Jean Bay

Isia Villa

Saint Jean, St. Barts

Pool

2 2
Details
Wastra Villa is within a short walking distance to Shell Beach, and it sports very nice sunset views. Good for ... Wastra Villa is located right above Gustavia Harbour

Wastra Villa

Gustavia, St. Barts

Near Beach | Pool

2 2
Details
You are close to everything. The airport, shopping, restaurants, and a bakery that will make you feel right at home. ... Grain de Folie Villa photo

Grain de Folie Villa

Colombier, St. Barts

Pool

2 2
Details
Petit Lagon is a great place for a honeymoon, a family with older children, or two couples who want to ... 1 BR rate available. Petit Lagon is perched on a tropical hillside in Petit Cul de Sac

Petit Lagon

Petit Cul de Sac, St. Barts

Near Beach | Pool

2 2
Details
Marie is a sweet villa, sitting on the hillside of Camaruche. It has air-conditioning in the bedrooms, making it nice ... 1 BR rate available. Lounge by the pool at Marie Villa and enjoy views of the ocean

Marie Villa

Pointe Milou, St. Barts

Pool

2 2
Details
Perelandra Villa is idyllic in its location and cozy in its privacy, quietly hiding above Cruz Bay. Close to town ... 1 BR rate available. Perelandra is located high above Cruz Bay

Perelandra

Cruz Bay, St. John

Pool

2 2
Details
Lune de Miel means "honeymoon" in French, and this St. Martin hideaway on 2.5 private acres definitely fits the bill. While ... 1 BR rate available.
Has specials. Lune de Miel Villa is located hillside in Terres Basses

Lune de Miel Villa

Terres Basses (French side), St. Martin

Pool

2 2
Details
Schooner Bay, on the West Coast of Barbados, is a stylish condominium complex that sits beachfront near Speightstown. #206, or The ... 1 BR rate available.
Has specials. Schooner Bay #206 - The Palms photo

Schooner Bay #206 - The Palms

Barbados

Beachfront | AC

2 2
Details
Reeds House is a private development located right on the beach in Barbados. Penthouse #13 is a comfortable 2-bedroom unit with ... 1 BR rate available.
Has specials. Reeds House Penthouse #13 is a Penthouse property at the beachfront complex

Reeds House Penthouse #13

Barbados

Beachfront | Pool | AC

2 2
Details
If you want to relax in a private swimming pool next to the Virgin Islands National Park, then Caneel Trailside ... Caneel Trailside Villa is located right next to the Virgin Islands National Park

Caneel Trailside Cottage

Cruz Bay, St. John

Pool

2 2
Details
Natural beauty abounds at La Bagatelle Villa, located in Soufriere, St. Lucia. The views of the Pitons and the ocean ... La Bagatelle is nestled on a hillside in Soufriere with views of the Pitons

La Bagatelle Villa

Soufriere, St. Lucia

Pool

2 3
Details
La Falaise is a secluded getaway for the couple that wants to bask in the beauty and luxury of St. ... 1 BR rate available. La Falaise located in Pointe Milou on a hillside overlooking the Caribbean

La Falaise

Pointe Milou, St. Barts

Pool

2 2
Details
Kyody Villa has tall rooms with natural wood and stone décor. Artistic windows open up to an ocean view. ... 1 BR rate available. The pool is situated in a beautiful tropical setting at Kyody Villa

Kyody Villa

Marigot, St. Barts

Pool

2 2
Details
Lumiere Villa is a gorgeous hillside residence with an impressive view overlooking Flamands. It works well for a family with ... 1 BR rate available. Lumiere Villa is located on a hillside overlooking Flamands

Lumiere Villa

Flamands, St. Barts

Pool

2 3
Details
Lorient Sunset is a bright and open villa that is located hillside in the Lorient area of St. Barts. With ... 1 BR rate available. Lorient Sunset Villa photo

Lorient Sunset Villa

Lorient, St. Barts

Pool

2 2
Details
There is no other place to stay in St. Barts and feel quite as relaxed as you will here at ... Val Andre is located directly on St. Jean Bay

Val Andre

Saint Jean, St. Barts

Near Beach

2 2
Details
Open to the elements, enjoy the short walk to Flamands Beach at Villa Tichka! So close and with private access, ... Tichka Villa is located in Flamands with amazing views of the beach

Tichka Villa

Flamands, St. Barts

Near Beach

2 2
Details
Wake up and see turtles in the morning at Villa Les Sables, or spend the afternoon snorkeling or lounging on ... Les Sables sits just at the end of Lorient Bay

Les Sables Villa

Lorient, St. Barts

Beachfront | Pool | AC

2 3
Details
Shalimar Villa is a versatile property on a Lurin hillside that can be rented as either a 1- or 2-bedroom, ... Shalimar Villa photo

Shalimar Villa

Lurin, St. Barts

Pool

2 2+
Details
Samsara Villa, located in the hills of Pointe Milou, is perfectly positioned for those wanting a place with an incredible ... 1 BR rate available. Samsara Villa is located on a hillside in Point Milou overlooking Lorient Bay

Samsara Villa

Pointe Milou, St. Barts

Pool

2 2
Details
Serene villa’s separate, yet connected, pods offers privacy and tranquility. The home overlooks Chalk Sound, where the views are ... Living area

Serene Villa

Chalk Sound, Turks and Caicos

Near Beach | Pool

2 2+
Details
Overlooking Saint Jean Bay, Eden View Villa comes with unforgettable water views that can be enjoyed both indoors and out. ... 1 BR rate available. Amazing views from the pool deck at Eden View Villa!

Eden View Villa

Saint Jean, St. Barts

Near Beach | Pool

2 2+
Details
At FAY villa, you only need to step off the terrace to find yourself on the beach. Lounge there or ... Lounge on the beachfront deck at Fay Villa

FAY Villa

Flamands, St. Barts

Beachfront | AC

2 2
Details
If you are looking for a great getaway for two, a couples' retreat to enjoy with friends, or simply a ... Zen Villa is located in Pointe Milou overlooking Lorient Bay

Zen Villa

Pointe Milou, St. Barts

Pool

2 2
Details
Four of you can get away from the pace of your day-to-day life at Polaris Villa. A two-bedroom villa, where ... 1 BR rate available. Polaris Villa is located right on Flamands Beach with beautiful ocean views

Polaris Villa

Flamands, St. Barts

Beachfront | Pool | AC

2 2
Details
A new space, Diamond Villa has much to offer those on holiday including intense seclusion, beautiful views, and spacious accommodations. ... 1 BR rate available. Diamond Villa offers great views over Gustavia

Diamond Villa

Saint Jean, St. Barts

Pool

2 2
Details
This chic and contemporary two bedroom villa is a great find for those wanting to visit St. Barts and enjoy ... 1 BR rate available. Beautiful views and absolute quiet at Valley Villa!

Valley Villa

Vitet, St. Barts

Pool

2 2
Details
This villa is designed to make you feel like a movie star, with a luxurious yet clean and sophisticated feel ... 1 BR rate available. Teddy Villa is located on a hillside above the lagoon of Grand Cul de Sac

Teddy Villa

Vitet, St. Barts

Pool

2 2
Details
Jayla villa is a two-bedroom holiday home overlooking the bays of Chalk Sound. With total privacy, an onsite swimming pool, ... Jayla Villa sits on Chalk Sound looking out into the many small rocky islands

Jayla Villa

Chalk Sound, Turks and Caicos

Pool

2 2
Details
Your next vacation should be about the two of you. It should be a measure of intimacy designed to ensure ... 1 BR rate available. La Sirène Villa is located on Flamands Bay Beach

La Sirène Villa

Flamands, St. Barts

Beachfront | Pool | AC

2 1
Details
Oceana Villa only has two-bedrooms, but with over 5,000 square feet there is plenty of room to spread out. The outdoor ... 1 BR rate available. Oceana Villa is located on a hill above Crocus Bay

Oceana Villa

Anguilla

Near Beach | Pool

2 2
Details
Set on a ridge overlooking Taylor Bay beach, Blanca Villa offers 360º views of the Caribbean Sea, Chalk Sound, and Silly ... Blanca Villa sits on a small hill above the beach

Blanca Villa

Taylor Bay/Sapodilla Bay, Turks and Caicos

Near Beach | Pool

2 2
Details
Basically, the best and worst thing about Villa Micela is that you may never want to leave! At night you ... 1 BR rate available. Villa Micela sits just on the beach at Flamands Bay

Villa Micela

Flamands, St. Barts

Beachfront | Pool | AC

2 2
Details
This villa defies expectations, with stunning views and a quality grill. It's comfortable, well-renovated, and has a nicely equipped kitchen. ... 1 BR rate available. Villa Pastel overlooks Lorient Bay and further to St. Jean bay

Villa Pastel

Pointe Milou, St. Barts

Pool

2 2
Details
This villa is just a few minutes from the beach, dining, and shopping on the other side of the road ... 1 BR rate available. Le Sab Villa is in a great location in St. Jean

Le Sab Villa

Saint Jean, St. Barts

Near Beach | Pool

2 2
Details
Miami Vice 2's two-bedroom villa is a fantastic option for any small family or pair of traveling couples. Wake up ... A covered private balcony

Miami Vice 2

Taylor Bay/Sapodilla Bay, Turks and Caicos

Near Beach | Pool

2 2
Details
This new villa is spotless, and has every conceivable amenity. Aya has gorgeous views from L'Estang all the way to ... 1 BR rate available. Aya Villa photo

Aya Villa

Saint Jean, St. Barts

Near Beach | Pool

2 2
Details
This villa offers privacy, fabulous views, an infinity pool, and is very spacious for a 2 bedroom. Well-suited for families, with ... 1 BR rate available. Villa Lina is located high up on the Colombier hillside with great views of Flamands

Lina Villa

Colombier, St. Barts

Pool

2 2
Details
This villa is near Flamands Beach, which is perfect for windsurfing, boogie boarding, and long walks. Flamands Bay is just ... 1 BR rate available. Flamands Bay Villa offers amazing views!

Flamands Bay

Flamands, St. Barts

Pool

2 2
Details
Anse de Lezards is one of the best surf spots on the island, it is a special treat that the ... 1 BR rate available. Palm House Villa is located near the beach in Anse de Lezards

Palm House Villa

Anse des Cayes, St. Barts

Pool

2 2
Details
Amethyste brings to mind one word: chic. This villa isn't fussy or frou frou, but the design sets it apart ... Amethyste Villa photo

Amethyste Villa

Petit Cul de Sac, St. Barts

Pool

2 2
Details
This villa has one of the coolest views on St. John - you can see the ocean, the western side ... 1 BR rate available. Exotic View is located on the south shore of St. John near Great Cruz Bay

Exotic View Villa

Great Cruz Bay, St. John

Pool

2 2+
Details
I love this villa's clean, unique architecture. I was able to keep an eye on the kids wherever we were, ... The luxury pool with swim up cocktail bar at White Villa 1

White Villa 1

Long Bay, Turks and Caicos

Near Beach | Pool

2 3
Details
The beachfront villa at Meads Bay Beach Villas is the most popular property for an obvious reason... it sits steps ... Meads Bay Beachfront Villa 1 is located on a beautiful stretch of Meads Bay Beach

Meads Bay Beachfront

Anguilla

Beachfront | Pool | AC

2 2+
Details
MBA Villa reminds me of Greece or Italy, with the lush foliage and in-your-face coastline view. Since it's on a ... 1 BR rate available. MBA Villa is located on a steep cliff at the end of Pointe Milou's peninsula neighborhood

MBA Villa

Pointe Milou, St. Barts

Pool

2 2
Details
If you're looking for an intimate, private villa with great views, you found it. MJS is just a few minutes ... Enjoy views of the ocean and nearby islands from Villa MJS

Villa MJS

Flamands, St. Barts

1 1
Details
Bari is a gorgeous villa, but what sets it apart from other luxury villas is the gorgeous beach it sits ... Sun set from the patio at Bari Villa

Bari

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

1 2
Details
Capri sits on Sapodilla Bay, which is an absolutely gorgeous beach on the secluded end of Turks. Sapodilla is very ... The beachfront pool at Capri Villa

Capri

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

1 1+
Details
Sardinia is awesome because it's close to three different beaches that are all breathtaking. Each beach has crystal blue water, ... Lounge beachfront by the pool

Sardinia

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

1 2
Details
Passage is the perfect romantic getaway for water lovers. It's a short walk downhill to Corossol Bay, and you can ... Villa Passage overlooks the Caribbean from the Corossol hillside

Passage

Corossol, St. Barts

Pool

1 1
Details
Villa Suite Acajous is a great choice for you and your significant other's next getaway. There's a private pool, wooden ... Villa Suite Acajous overlooks the St. Jean Bay

Villa Suite Acajous

Saint Jean, St. Barts

Pool

1 1
Details
Plumeria's House is dreamy and cozy, totally perfect for an anniversary celebration or honeymoon. It's two-level deck maximizes the view ... Plumeria's House Villa looks over Marigot Bay

Plumeria's House

Marigot, St. Barts

Near Beach | Pool

1 1
Details
This villa would be ideal for a honeymoon or romantic getaway. I love how the master suite is separated from ... Lounge on the deck at Ti Lama with ocean views in the distance

Ti Lama

Flamands, St. Barts

Near Beach | Pool

1 1
Details
Silhouette is so gorgeous, the only reason you’ll ever go inside is for sleeping! The exterior is outfitted with ... Silhouette is located in Anse de Cayes overlooking the beach

Silhouette

Anse des Cayes, St. Barts

Pool

1 1
Details
Schooner Bay #113 is the ideal spot for a romantic island getaway. It’s right on the beach near several restaurants ... Schooner Bay #113 is located in the Schooner Bay complex on the exclusive west coast of Barbados

Schooner Bay #113

Barbados

Beachfront | AC

1 1+
Details
At Leamington Cottage, you can take it easy. Let the trained staff take care of your needs. A cook can ... Has specials. Just step through the gate and you are on the beach

Leamington Cottage

Barbados

Beachfront | Pool | AC

1 1
Details
Guests who love the idea of outdoor living will feel right at home at Petit Saint Louis Villa. The main ... Petit Saint Louis Villa ha great views over Gustavia Harbor

Petit Saint Louis Villa

Corossol, St. Barts

Near Beach | Pool

1 1
Details
If you love the beach, then this beach home will be the perfect fit for your next vacation. This cozy ... Has specials. One Bedroom Beach House at Parrot Cay

Parrot Cay Resort- Beach Houses

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

1 1+
Details
A beautiful one bedroom space, Villa BBE is the ideal romantic spot for those looking for a quiet holiday location ... BBE Villa photo

BBE Villa

Pointe Milou, St. Barts

Pool

1 1
Details
If you’re looking for a quality, beachfront, one-bedroom villa on Grace Bay, you’re in the right place. Beach ... Beach Shack Villa is located near Turtle Cove right on Grace Bay

Beach Shack

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

1 1
Details
If your idea of vacation is reading a book, relaxing on the beach, and swinging in a hammock, then Callaloo ... Callaloo Cottage is located on Grace Bay

Callaloo Cottage

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

1 1
Details
This charming villa is located minutes from Grace Bay Beach, and offers a private swimming pool. Nutmeg sits close to ... Nutmeg Cottage is just a short walk to the beautiful white sands of Grace Bay Beach at Smith's Reef

Nutmeg Cottage On the Beach

Grace Bay, Turks and Caicos

Near Beach | Pool

1 1
Details
Located on a hillside in Pointe Milou, Bonbonniere Villa has great views of the sea and surrounding Caribbean landscape. The ... Bonbonniere Villa is located in Pointe Milou

Bonbonniere Villa

Pointe Milou, St. Barts

Pool

1 1
Details
Alphane Villa is not only ideal for adventurous honeymooners, but its perfect for couples looking to get away from the ... Alphane Villa is a one bedroom villa on the Arrowmarine Property

Alphane Villa

Mont Jean, St. Barts

Pool

1 1
Details
Camille Villa is perfect for the couple or friends who want to get away but also want to enjoy the ... Camille is located close to the shops and restaurants in the heart of Gustavia

Camille Villa

Gustavia, St. Barts

Near Beach

1 1
Details
Cap Frehel Villa is a spacious two story villa with one bedroom. The main floor is white, modern, airy and ... Enjoy an ocean side walk at Cap Frehel

Cap Frehel Villa

Saint Jean, St. Barts

Beachfront | AC

1 1
Details
Nestled among the palm trees on luxuriously landscaped grounds is Dahouet Villa. Upstairs, the master suite has a deluxe king ... Dahouet Villa is cozy ocean front property on the far end of St. Jean Bay

Dahouet Villa

Saint Jean, St. Barts

Near Beach

1 1
Details
Water Edge lives up to its name with its location directly on Grace Bay Beach. With the sandy beach just ... Private pool at Water Edge Villa

Water Edge Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

1 1
Details
Ocean Edge Villa is one of three private homes that sits right on Grace Bay. At Ocean Edge, you'll find ... Sea Edge, Ocean Edge, and Water's Edge

Ocean Edge Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

1 1
Details
If you're looking for the perfect place to host that romantic getaway, Adage Villa is just that place. A wonderful ... Adage Villa photo

Adage Villa

Pointe Milou, St. Barts

Pool

1 1
Details
With a private pool, open and airy floor plan, and ocean views to last a lifetime, Colibri Villa is a ... Colibri Villa is located in Pointe Milou overlooking Lorient Bay

Colibri Villa

Pointe Milou, St. Barts

Pool

1 1
Details
Miami Vice 1 is ideal for couples that are ready for an intimate, oceanfront getaway on Turks and Caicos. There are ... Miami Vice 1 Villa is located on Sapodilla Bay

Miami Vice 1

Taylor Bay/Sapodilla Bay, Turks and Caicos

Near Beach | Pool

1 1
Details
Island Dreams Villa is a single-bedroom hillside house that gives any couple plenty of living space and views for days. ... Island Dreams Villa photo

Island Dreams Villa

Bordeaux, St. John

Pool

1 2
Details
Sheherazade is private and romantic, and has great views since it's above Gustavia Harbor. I love watching the boats go ... Villa Sheherazade photo

Villa Sheherazade

Corossol, St. Barts

Pool

1 1
Details
BelAmour is a romantic hideaway with some of the most stunning views on the island. This villa has one bedroom, ... BelAmour Villa photo

BelAmour Villa

Pointe Milou, St. Barts

Pool

1 1
Details
Positano Villa on Sapodilla Bay is a couple's dream stay for a honeymoon, anniversary vacation, or even a spontaneous getaway. ... Positano is located at the very end of Sapodilla Bay with a small stretch of sandy beach

Positano

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

1 1+
Details
Honeymoons, anniversaries, and romantic getaways go to the next level at Little Plum Cottage. This chic one-bedroom villa is right ... Little Plum Cottage is a single bed unit on Grace Bay Beach

Little Plum Cottage

Grace Bay, Turks and Caicos

Near Beach | Pool

1 1
Details
It’s the amenities like a cozy rooftop deck and private infinity pool that make Sugar Kube a sweet stay ... Sugar Cube Villa sits directly on Grace Bay Beach

Sugar Kube

Grace Bay, Turks and Caicos

Near Beach | Pool

1 1+
Details
The Loft defies its one bedroom status with ample seating and dining options perfect for entertaining. I love how it ... The Loft Villa photo

The Loft Villa

Gustavia, St. Barts

Pool

1 1
Details
Casa Solana is a great choice for a honeymoon, romantic getaway, or Instagram-worthy vacation. Its right on the water on ... Cayo Espanto - Casa Solana photo

Cayo Espanto - Casa Solana

Belize

Beachfront | Pool | AC

1 1
Details
If you want to soak up as much sunshine and saltwater as possible, Casa Olita is perfect for you. You ... Cayo Espanto - Casa Olita photo

Cayo Espanto - Casa Olita

Belize

Beachfront | Pool | AC

1 1
Details
This one-bedroom beauty is perfect for your honeymoon or anniversary celebration. It's open-air, so you can breathe in the salty ... Cayo Espanto - Casa Mañana photo

Cayo Espanto - Casa Mañana

Belize

Beachfront | Pool | AC

1 1
Details
Casa Brisa is the perfect honeymoon destination for a couple who wants to explore all Belize has to offer without ... Cayo Espanto - Casa Brisa photo

Cayo Espanto - Casa Brisa

Belize

Beachfront | Pool | AC

1 1
Details
Ventanas is perfect if you want a one-bedroom with as much privacy as possible without renting your own island. Most ... Cayo Espanto - Ventanas photo

Cayo Espanto - Ventanas

Belize

Beachfront | AC

1 1
Details

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