Caribbean Luxury Villas

Caribbean Luxury Villas

Our luxury villa collection offers the ultimate in lavish appointments. These hand-selected villas meet our ultimate standards based on their level of excellence, attention to detail, customer satisfaction, and aesthetic appeal. They go above and beyond with unparalleled staff, impeccable design, and every indulgence. Expect superior, personal attention from our dedicated luxury villa experts with over 20 years of expertise. They will plan and execute every aspect of your luxury villa experience with one focus… perfection.

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

24 24
Details
Emara Estate is a brilliant property located on the exclusive Turtle Tail Peninsula. Formerly owned by Prince, this estate boasts 5 ... Emara Estate is located on the Turtle Tail peninsula of Providenciales island

Emara Estate

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

17 16+
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
Over Yonder Cay is the pinnacle of luxury. It's a private island in the Bahamas with a full staff of ... Over Yonder Cay is a spectacular exclusive private island south of Nassau in the Bahamas

Over Yonder Cay - A Private Island

Exuma and Cays, Bahamas

Beachfront | Pool | AC

15 12
Details
ÀNI Dominican Republic is a property that doesn't skimp on luxury. There's pools with massive water slides, a private beach, ... 6, 7, 8, 9, 10, 11, 12 & 13 BR rates available. ÀNI Dominican Republic has an amazing infinity edge pool with Caribbean views

ANI Dominican Republic

Cabrera, Dominican Republic

Pool

14 14
Details
Seaclusion Oasis combines two gorgeous properties into one luxurious villa rental. The villas sit on the world’s most beloved ... Has specials. Seaclusion Villa and Seascape Villa combined comprise the Seaclusion Oasis in Grace Bay Beach

Seaclusion Oasis

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

13 14+
Details
Combining the words, "Luxurious" and "All-Inclusive" can almost sound paradoxical. But at Three Bees at Harbour Island, Bahamas these two ... Three Bees is located on Harbour Island Bahamas

Three Bees at Harbour Island

Harbour Island, Bahamas

Beachfront | Pool | AC

13 13
Details
Casa Bahia is luxurious, exclusive, and elegant. It has full chef services, two infinity pools, and a full home gym… ... Casa Bahia is located in Casa de Campo directly on Minitas Beach

Casa Bahia

Casa de Campo, Dominican Republic

Beachfront | Pool | AC

12 11+
Details
Laughing Waters is luxurious, exclusive, and secluded without being isolated. This unbelievable resort estate has a full team of staff, ... Has specials. Laughing Waters is located in Barbados Sandy Lane

Laughing Waters

Barbados

Pool

12 12
Details
Located in the Exuma Islands, Musha Cay at Copperfield Bay has five luxurious homes you can choose from, from the 10,000... 6, 7, 8, 9, 10 & 11 BR rates available. Musha Cay at Copperfield Bay photo

Musha Cay at Copperfield Bay

Musha Cay, Bahamas

Beachfront | Pool | AC

12 13+
Details
SPECIAL RESERVE COLLECTION includes a Private Chef for 3 meals/day, Preferred access to Beach Club chaise lounges, VIP arrivals service, ... Palmier Royal Estate is located in Mont Jean with amazing views of Marigot Bay

Palmier Royal Estate

Mont Jean, St. Barts

Pool

11 11
Details
The Branson Estate offers a private island experience for large groups and families. The estate offers three impressive master suites ... Has specials. Branson Estate is situated at the northeast tip of Moskito Island

The Branson Estate at Moskito Island

Moskito Island, BVI, British Virgin Islands

Beachfront | Pool | AC

11 11+
Details
Triton Estate, which can be found tucked away amid the unspoiled sand dunes of Long Bay Beach, has established a ... 9 & 10 BR rates available. Triton Estate is located along a beautiful stretch of Long Bay Beach

Triton Estate

Long Bay, Turks and Caicos

Beachfront | Pool | AC

11 10+
Details
Hawksbill Estate is ideal for hosting staff retreats as well as family get-togethers. The sheer magnitude of it gives the ... The Hawksbill Estate is located on a beautiful stretch of Grace Bay Beach

Hawksbill Estate

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

11 11
Details
If you do things with an all or nothing attitude, you'll flip over Le Bleu Villa. It's hard to think ... 10 BR rate available.
Has specials. Le Bleu Villa its on 2.5 acres of beachfront in Little Harbor

Le Bleu Villa

Anguilla

Beachfront | Pool | AC

11 11
Details
If you want a lot of room to roam around in, water access, a full staff, and luxury accommodations, Indigo ... Has specials. Indigo Villa is located right on Little Harbor and has its on little piece of sandy beach

Indigo Villa

Anguilla

Beachfront | Pool | AC

10 10
Details
Cove Spring offers its guests every amenity they could possibly need or imagine. Guests can give their full attention to ... Has specials. Cove Spring photo

Cove Spring

Barbados

Beachfront | Pool | AC

10 10+
Details
The cove on which Crystal Springs Villa rests is like a clip out of a castaway movie. It is private ... 5, 7, 8 & 9 BR rates available.
Has specials. Crystal Springs is a beautiful Estate located right on the beach

Crystal Springs Villa

Barbados

Beachfront | Pool | AC

10 11
Details
For large groups wanting extreme luxury, the oceanfront ÀNI Anguilla is a perfect choice. There are two separate villas, each ... 6, 7, 8 & 9 BR rates available.
Has specials. ÀNI Anguilla

ANI Anguilla

Anguilla

Pool

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

Yarari Royale

Cap Cana, Dominican Republic

Pool

9 9+
Details
The Beach House is the biggest and most impressive accommodation on the island. If you want to vacation in style, ... 7 BR rate available. The Beach House at Calivigny Island

Calivigny Island - The Beach House

Grenada

Beachfront | Pool | AC

9 9
Details
La Dolce Vita is super luxurious and spacious. There's seven different lounges inside the villa and tons around the property's ... La Dolce Vita sits beachfront on a beautiful stretch of Long Bay Beach

La Dolce Vita

Long Bay, Turks and Caicos

Beachfront | Pool | AC

9 9
Details
One Perfect Day is a well-equipped, charming villa. It has a five-star kitchen with tons of appliances, massive outdoor space, ... One Perfect Day Villa is located on the Peterborg Peninsula overlooking Magens Bay

One Perfect Day

St. Thomas, USVI

Near Beach | Pool

9 9+
Details
This villa has all the luxury and amenities you'd expect in a five-star Caribbean villa. The floor plans are open ... La Palmeraie is located on Harbour Island in the Bahamas

La Palmeraie - Villa 1

Harbour Island, Bahamas

Beachfront | Pool | AC

9 8
Details
This ultra-modern villa is a great choice for any multi-generational family vacation. It's golf course location keeps kids a few ... Luxury pool and golf course views

Arrecife Royale

Punta Cana, Dominican Republic

Pool

9 9+
Details
If you’re looking for luxury, Nevaeh has it in abundance. Not only does it sit on a gorgeous, private ... 5, 6, 7 & 8 BR rates available. Nevaeh is located on a beautiful stretch of Long Bay Beach

Nevaeh Villa - Fully Staffed

Anguilla

Beachfront | Pool | AC

9 8+
Details
Kiko has a great location that truly can't be beat. It's in Paynes Bay on Barbados's Platinum Coast, which is ... 6 & 8 BR rates available.
Has specials. Villa Kiko is located on Payne's Bay

Kiko

Barbados

Beachfront | Pool | AC

9 9+
Details
The Oasis Estate has it all - luxury, privacy, and exclusivity. This four-story, nine-bedroom villa is on an island that ... Has specials. The Oasis Estate is a sleek and contemporary tropical hideaway perched on the island’s peak

The Oasis Estate at Moskito Island

Moskito Island, BVI, British Virgin Islands

Pool

9 9
Details
If you're wanting to vacation in a quiet, luxurious, beachfront villa, La Palmeraie is perfect! This villa is huge - ... La Palmeraie - Villa 2 is located in Triana Shores on Harbour Island

La Palmeraie - Villa 2

Harbour Island, Bahamas

Beachfront | AC

9 8
Details
Moskito Island's Village Estate is the ultimate in privacy, seclusion, and sophistication. It has accommodations to sleep up to 18 people, ... The Village at Moskito Island is located on its own private island in the Virgin Islands

The Village Estate at Moskito Island

Moskito Island, BVI, British Virgin Islands

Pool

9 9
Details
Emara West is a stunning villa that manages to blend the perfect balance between privacy and resort like experiences. It ... Emara West Villa is located on the Turtle Tail peninsula of Providenciales island

Emara West

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

9 8
Details
Situated on the shores of Sapodilla Bay in Chalk Sound, La Mer South is a picture-perfect vacation spot fit for ... Le Mer Villa South is located on Sapodilla Bay in Chalk Sound

La Mer Villa South

Taylor Bay/Sapodilla Bay, Turks and Caicos

Pool

9 8+
Details
"Cerulean" means "heaven," and this private resort attends to all the details of your stay to create your personal heaven. ... Cerulean Villa is located on Barnes Bay

Cerulean Villa

Anguilla

Beachfront | Pool | AC

9 9+
Details
Santosha sits right on Long Bay Beach and is perfect for beach weddings, anniversaries, and any special event. You can't ... 5, 6, 7 & 8 BR rates available. Santosha is located along a beautiful stretch of Long Bay Beach

Santosha Villa Estate

Anguilla

Beachfront | Pool | AC

9 9
Details
“Nevaeh” is “heaven” backwards, and the villa's golf simulator, movie theater, media room, and gym are just a few of ... 5, 6, 7 & 8 BR rates available. Nevaeh is located on a beautiful stretch of Long Bay Beach

Nevaeh Villa

Anguilla

Beachfront | Pool | AC

9 8+
Details
Impulse is honestly one of a kind. There's sculptures and statues throughout the space, waves of colored lights in the ... 4 & 7 BR rates available. Expansive living area has endless views of the ocean

Impulse Beach Estate

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

8 8
Details
Kandara is great if you're looking for space and privacy. The villa and guest house has 10,000 square feet of space, ... 6 BR rate available. Kandara Villa is located on Anguilla's West End

Kandara

Anguilla

Near Beach | Pool

8 8+
Details
Blue Oasis is modern, luxurious, and expansive. Every room is spacious and well-lit, and each amenity has been handpicked for ... Blue Oasis Villa is located in a secluded area of Cap Cana

Blue Oasis

Punta Cana, Dominican Republic

Beachfront | Pool | AC

8 7+
Details
Tartaruga is the place to be for a luxurious vacation. Guests have full access to Punta Cana Resort amenities, including ... Tartaruga photo

Tartaruga

Punta Cana, Dominican Republic

Pool

8 8+
Details
Located on picture-perfect Grace Bay Beach, Seaclusion epitomizes luxury island lifestyle. The design is ultra-modern, with sleek finishes, cutting-edge technology, ... Has specials. Seaclusion photo

Seaclusion

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

8 9+
Details
If you want to breathe in the ocean air and relax, Arrecife 17 is an excellent choice for your next vacation. ... Arrecife 17 is located in Punta Cana with beautiful Caribbean views

Arrecife 17

Punta Cana, Dominican Republic

Pool

8 8+
Details
Emerald Cay combines natural beauty with state-of-the-art technology for the ideal modern getaway. The master suite is a great example ... Aerial views of Emerald Cay

Emerald Cay

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

8 8+
Details
If you're looking for a villa that puts every amenity at your fingertips, Ananda is a great choice. It's designed ... Ananda is located within the Punta Cana Resort on the golf course

Ananda

Punta Cana, Dominican Republic

Pool

8 8
Details
The Point Estate is an amazing option for families who want a totally luxurious private island experience. This estate offers ... Has specials. The Point Estate Villa rests on a cliffside with scenic views

The Point Estate at Moskito Island

Moskito Island, BVI, British Virgin Islands

Pool

8 8
Details
Sun Rays Villa in Cayman Kai

Sun Rays - Platinum

Grand Cayman, Cayman

Beachfront | Pool | AC

8 8+
Details
Emara East provides a resort-like experience while maintaining the exclusivity of a villa. Whether you were a Prince fan or ... Emara East is located on the Turtle Tail peninsula of Providenciales island

Emara East

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

8 8+
Details
Mango Bay is a large estate featuring seven bedrooms, a full on-site staff, and easy access to some of Barbados ... 7 BR rate available.
Has specials. Mango Bay's patio sits right on the beach

Mango Bay

Barbados

Beachfront | Pool | AC

8 7+
Details
SPECIAL RESERVE COLLECTION includes a Private Chef for up to 2 meals/day, Preferred access to Beach Club chaise lounges, VIP ... 4 & 6 BR rates available. ELA Villa is located on a beautiful stretch of Flamands Beach

ELA Villa

Flamands, St. Barts

Beachfront | Pool | AC

8 8
Details
The Beach House's high-class architecture and contemporary style is enough to make you want to stay forever, but that's not ... Has specials. The Beach House features an amazing pool and outdoor area

The Beach House

Anguilla

Beachfront | Pool | AC

8 9+
Details
Sentosa Villa is the perfect vacation rental if you want a luxurious getaway on Grace Bay Beach with resort amenities. ... Sentosa is located along a beautiful stretch of Grace Bay Beach

Sentosa Villa

Providenciales, Turks and Caicos

Beachfront | Pool | AC

8 8
Details
This villa is perfect for family reunions or staff retreats. The sheer size of it all makes you feel like ... 6 BR rate available. Hawksbill Villa is located on the beautiful Grace Bay Beach

Hawksbill Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

8 9
Details
Pearl East will make you feel like royalty. I love this villa for large family reunions and get-togethers with all ... 5, 6 & 7 BR rates available. Aerial view of Pearl East

Pearl East Villa

Long Bay, Turks and Caicos

Beachfront | Pool | AC

8 8+
Details
Tucked behind the pristine sand dunes of Long Bay Beach, Triton Villa has set a new standard for luxury in ... Triton Villa is located along a beautiful stretch of Long Bay Beach

Triton Villa

Long Bay, Turks and Caicos

Beachfront | Pool | AC

7 6+
Details
Kempa Kai is luxurious, gorgeous, and unforgettable. Its modern design is both beautiful and practical, while the exterior is packed ... Kempa Kai villa is located on a nature preserve near Rum Point

Kempa Kai

Grand Cayman, Cayman

Beachfront | AC

7 7
Details
If you've been dreaming of a five-star luxury vacation, Royal Island is hard to beat. This private island retreat has ... 6 BR rate available. Royal Island is located four miles from North Eleuthera, and 40 miles northeast of Nassau

Royal Island

Eleuthera Island, Bahamas

Beachfront | Pool | AC

7 6+
Details
If you're looking for luxury, Kempa Caribe is the place to be. Not only is this villa on a massive ... Castillo Caribe is located on the southern coast of Grand Cayman

Kempa Caribe

Grand Cayman, Cayman

Beachfront | Pool | AC

7 7+
Details
Chez Moi is a stunning resort villa with amazing amenities and a great location in Punta Cana. The villa includes ... Chez Moi is located in Punta Cana on the golf course and with beachfront proximity

Chez Moi

Punta Cana, Dominican Republic

Pool

7 7
Details
This villa’s expansive design is ideal for large groups and multi-generation family vacations. A full staff will dote on ... 5 & 6 BR rates available.
Has specials. Bachelor Hill Villa is located along the beachfront on the Platinum West Coast of Barbados

Bachelor Hall

Barbados

Beachfront | Pool | AC

7 7
Details
Epicure has everything guests could want for a relaxing, cozy Caribbean vacation. The villa has tons of space for 14 guests, ... 4, 5 & 6 BR rates available. Epicure Villa is located on a hillside overlooking Marigot

Epicure

Marigot, St. Barts

Pool

7 7
Details
Emerald Bay is one of the most gorgeous villas on Providenciales' south end. This chic, elegant estate offers lodging for ... Has specials. Emerald Bay is located in Turtle Tail on the south side of Providenciales

Emerald Bay

Long Bay, Turks and Caicos

Beachfront | Pool | AC

7 7
Details
SPECIAL RESERVE COLLECTION includes a Private Chef for up to 2 meals/day, Preferred access to Beach Club chaise lounges, VIP ... 4, 5 & 6 BR rates available. Luxurious Lorient Bay beachside pool deck at La Plage

La Plage Villa

Lorient, St. Barts

Beachfront | Pool | AC

7 7
Details
Fustic House is a legendary vacation destination. The villa was built in the 18th century, then transformed by the famous ... Has specials. Amazing private swimming pool at Fustic House

Fustic House

Barbados

Near Beach | Pool

7 7
Details
If you are looking for a completely stunning location for your family getaway, Coral House might just be it. With ... 5 BR rate available. Coral House Villa is located on Grace Bay Beach

Coral House Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

7 7+
Details
Bella Vita Villa is a three-story house with a ton of privacy, luxury, and amenities. The tropical surroundings, infinity pool, ... 4 & 6 BR rates available.
Has specials. Bella Vita Villa is located in the residential enclave of Pelican Key in Dutch St. Maarten

Bella Vita Villa

Pelican Key (Dutch side), St. Martin

Pool

7 8+
Details
This villa is literally right on the beach, with the most gorgeous view from the back patio. Kids can swim ... 4 & 5 BR rates available. Aqua Villa lis located on Grand Cul de Sac Beach

Aqua Villa

Grand Cul de Sac, St. Barts

Beachfront | Pool | AC

6 6
Details
Bleu's pool runs the length of the house, and sits right on the beach. 6 bedrooms leaves room for every family ... 4 & 5 BR rates available. The beachfront lap pool at Bleu Villa

Bleu Villa

Grand Cul de Sac, St. Barts

Beachfront | Pool | AC

6 6
Details
Wake Up is super modern, well-equipped, and gorgeously designed. There's tons of space to relax outside by the pool or ... Wake Up Villa is located on the beautiful Flamands Beach

Wake Up

Flamands, St. Barts

Beachfront | Pool | AC

6 6
Details
If you want a fully-staffed villa that has activities for everyone, then Villa Corales 114 is perfect for you. There's a 72 ... Villa Corales 114 has a decadent lawn and pool area

Villa Corales 114

Punta Cana, Dominican Republic

Near Beach | Pool

6 6+
Details
Seaclusion will make you feel like royalty. There's more chandeliers and ocean views that I can count, and the exterior ... Has specials. Seaclusion is located just steps away from an amazing white sand beach

Seaclusion

Barbados

Beachfront | Pool | AC

6 5
Details
These resort villas are perfect for any group that wants to vacation in style. The villas range from three to ... 4 & 5 BR rates 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
Blue Dragon is dramatic, luxurious, and spacious. It's minutes from Gouverneur's shops and activities, and a short hike from the ... Blue Dragon sits on the hillside above Gouverneur

Blue Dragon

Gouverneur, St. Barts

Pool

6 6
Details
CieloMar is one of the most stunning villas in the Caribbean. It has everything you could want in a vacation ... 3, 4 & 5 BR rates available. CieloMar is perched on the hillside above Peninsula Papagayo in a gated community

CieloMar

Costa Rica

Pool

6 7+
Details
Allegria is a great choice for your next beachfront vacation. You can kayak, swim, and sunbathe right outside the back ... 4 BR rate available. Allegria Villa is located on a beautiful stretch of beach across from Mangrove Cay

Allegria

Leeward, Turks and Caicos

Beachfront | Pool | AC

6 6
Details
Gorgeous doesn’t do this villa justice. It’s been expertly designed so every space has a Wow Factor - ... Architect's Estate is located in Casa de Campo Resort between Minitas Beach and Altos de Chavón

Architect's Estate

Casa de Campo, Dominican Republic

Pool

6 6
Details
Villa de Agua has all the amenities of a classic Caribbean rental, and the design is magazine-worthy. If you love ... Villa de Agua is located in Punta Cana on the ocean ans just moments from Corales Beach

Villa de Agua

Punta Cana, Dominican Republic

Pool

6 6+
Details
Cabuya is one of the most gorgeous villas on Providenciales's eastern coast. This villa has it all: a beachfront location, ... 5 BR rate available.
Has specials. Cabuya Villa is located in Leeward on a beautiful stretch of white sand beach

Cabuya

Leeward, Turks and Caicos

Beachfront | Pool | AC

6 6+
Details
Elegant, convenient, private. Haven House is beautiful inside and out, with magazine-worthy decor and a tranquil beachfront location on one ... Has specials. Haven House is located on shores of Long Bay on the south east coast of Providenciales

Haven House

Long Bay, Turks and Caicos

Beachfront | Pool | AC

6 6+
Details
Paradis Sur Mer is an inarguably beautiful villa, but the real advantage is its beachfront location. The beach has sugar ... Paradis Sur Mer is located on a quiet residential road in Cayman Kai

Paradis Sur Mer - Platinum Luxury

Grand Cayman, Cayman

Beachfront | Pool | AC

6 6+
Details
Kisiwa is an elegant, luxurious vacation rental near Grace Bay. Staying here gives you easy access to the beach and ... Has specials. Kisiwa House is located just steps away from Grace Bay Beach

Kisiwa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

6 6+
Details
Beach Enclave gives you gorgeous ocean views, resort amenities, and modern living spaces fit for any interior design magazine. The ... Has specials. Beach Enclave at Grace Bay is located on a beautiful stretch of Grace Bay Beach

BE - 6 Bedroom Premium Ocean View at Grace Bay

Grace Bay, Turks and Caicos

Near Beach | Pool

6 6+
Details
Blondel Cove has everything you could possibly want in a luxury vacation villa. It has its own gym, home theatre, ... Aerial views of the area

Blondel Cove

Leeward, Turks and Caicos

Beachfront | Pool | AC

6 6+
Details
Blue Vista offers waterfront luxury, peace and quiet, and tons of room for large groups. There are two separate sleeping ... 4 BR rate available. Blue Vista Villa is located in Turtle Tail

Blue Vista

Turtle Tail, Turks and Caicos

Pool

6 6+
Details
Hura Sea Estate is a quietly luxurious beachfront villa with access to Long Bay and proximity to several restaurants and ... Hura Sea Estate photo

Hura Sea Estate

Long Bay, Turks and Caicos

Beachfront | Pool | AC

6 6+
Details
Find all the Caribbean luxury and beauty you could dream of at Azzurra. This Grace Bay villa has two stories ... Has specials. Aerial views of the property

Azzurra

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

6 6+
Details
La Jolla Caribe is a brand new, gorgeous, spacious 6-bedroom villa for big families or large groups. There are several ... 2 & 4 BR rates available. La Jolla Caribe is located above Cinnamon Bay on St. John's north shore in Estate Catherineberg

La Jolla Caribe

Catherineberg, St. John

Pool

6 5+
Details
Lilikoi hits all the right spots for a dreamy Caribbean vacation: it's got gorgeous sunset views, a beachfront location, and ... Lilikoi Villa is located just above Sapodilla Bay

Lilikoi

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

6 5
Details
Bash is the place to be for luxury by the sea! It's minutes from Grace Bay, which gives you convenience ... 4 & 5 BR rates available.
Has specials. Bash Villa is located in the Emerald Point area looking out toward Mangrove Cay

Bash

Leeward, Turks and Caicos

Beachfront | Pool | AC

6 6
Details
If you're looking for a luxurious place to unwind, go no further than Numa Villa. It has all you need ... 4 & 5 BR rates available. Numa Villa is located on the heights of Indigo Bay

Numa

Indigo Bay (Dutch Side), St. Martin

Pool

6 6
Details
Oil Nut Bay is home to the magnificent 6-bedroom Beach House Villa. This luxurious resort property is set on a ... Has specials. The Beach House is located on the beautiful white sands of Oil Nut Bay

The Beach House

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

6 6+
Details
This classic, luxury beachfront villa sits on Little Trunk Bay, with those amazing boulders flanking the beach. It's truly paradise! ... Sol y Sombra Villa is located on a hillside just above Little Trunk Bay

Sol y Sombra

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

6 6+
Details
This luxurious, beachfront villa has everything you need for an unforgettable vacation. L’Oasis gives guests instant access to the ... 4 & 5 BR rates available.
Has specials. L'Oasis Villa is located at the far end of Baie Rouge Beach

L'Oasis Villa

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

6 7
Details
Le Reve will have you hooked from the first glance. Palm trees, sandy beaches, and gorgeous ocean views fill the ... Has specials. Le Reve Villa is located on a private stretch of beach in Baie Rouge

Le Reve Villa

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

6 7+
Details
This Happy Bay hideaway has plenty of space for everybody to relax - especially several couples traveling together. Ocean 5 is ... 4 & 5 BR rates available.
Has specials. Ocean 5 Villa sits on a Hillside in Mt. Choisy

Ocean 5

Happy Bay (French Side), St. Martin

Near Beach | Pool

6 6+
Details
SPECIAL RESERVE COLLECTION includes a Private Chef for up to 2 meals/day, Preferred access to Beach Club chaise lounges, VIP ... Dunes Villais located on 2.5 acres in Saline

Dunes Villa

Saline, St. Barts

Near Beach | Pool

6 6
Details
With three secluded villas offering accommodations for up to 12, an on-site chef, and a chapel, Little Whale Cay is a ... Little Whale Cay private island retreat in the Berry Islands

Little Whale Cay

Berry Islands, Bahamas

Pool

6 6
Details
Antilles Pearl is a super luxurious beachfront villa in one of the best spots on Anguilla. There's a 50-foot skywalk ... 5 BR rate available.
Has specials. Antilles Pearl is located on Shoal Bay Beach

Antilles Pearl Villa at Altamer

Anguilla

Beachfront | Pool | AC

6 6
Details
Sandyline Villa is one of the most luxurious estates on St. Martin. The exterior amenities are endless, and the villa’... 3, 4 & 5 BR rates available.
Has specials. Plenty of loungers surround the swimming pool

Sandyline Villa

Terres Basses (French side), St. Martin

Near Beach | Pool

6 7
Details
With a billiards table, fitness area, an outdoor covered terrace, a heated swimming pool, and nearby tennis courts, this property ... 4 BR rate available. Tropical ambiance surrounds Casa del Mar Villa

Casa del Mar Villa

Petit Cul de Sac, St. Barts

Near Beach | Pool

6 6+
Details
When you arrive at Bon Temps Villa, the first thing to do is stake out your chaise lounge. While everyone ... 4 & 5 BR rates available. Bon Temps is located on the west side of Pointe Milou looking out into the Caribbean

Bon Temps Villa

Pointe Milou, St. Barts

Pool

6 6
Details
Le Manoir de Lurin Villa is larger than your usual villa! This six-bedroom rental offers tons of exterior space for ... 5 BR rate available. Le Manoir de Lurin Villa photo

Le Manoir de Lurin Villa

Lurin, St. Barts

Pool

6 6
Details
Good News Villa has gorgeous views, an impressive home gym, elegant decor, and an eclectic art collection. There's tons of ... 4 BR rate available. Good News Villa is located in Petit Cul De Sac overlooking Petites Anses into the Caribbean

Good News

Petit Cul de Sac, St. Barts

Pool

6 6
Details
Perched on the coast, Sun Salutations Villa has spacious, modern interiors and stunning views that make it an ideal spot ... Has specials. The perfect image for Sun Salutations Villa

Sun Salutations Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

6 5+
Details
Kishti Villa on Meads East is a spacious and extravagant beachfront property on one of the best beaches in the ... Kishti Villa East on Meads Bay offers relaxing outdoor spaces

Kishti Villa on Meads East

Anguilla

Beachfront | Pool | AC

6 6+
Details
Awa’s unique pool with a dark mosaic floor keeps the water extra cool and makes for a beautiful focal ... Awa Villa photo

Awa Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

6 6
Details
Maison Blanc Bleu is breathtaking. The pool is huge, and the deck leaves plenty of room if you use the ... 4 & 5 BR rates available. Maison Blanc Bleu Villa photo

Maison Blanc Bleu Villa

Lurin, St. Barts

Pool

6 6
Details
Tip of the Tail is so private, you'll feel like you have the island all to yourself. It has an ... Tip of the Tail Villa sits on the peninsula for which it is named

Tip of the Tail

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

5 6
Details
Belle Etoile's pool is the selling point for me. The view of the island and ocean is amazing, and the ... 3 & 4 BR rates available. Ocean views from the terrace at Belle Etoile

Belle Etoile

Vitet, St. Barts

Pool

5 5
Details
I think Godings is simply breathtaking. The indoors and outdoors blend together beautifully, and I can't say enough about the ... Has specials. Godings Beach House photo

Godings Beach House

Barbados

Beachfront | Pool | AC

5 5
Details
Coral Pavilion is chic and elegant, the perfect vacation rental if you want to feel like royalty. You’ll love ... The luxury pool at Coral Pavilion Villa sits just a few yard from the beautiful Grace Bay Beach

Coral Pavilion

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

5 5
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
Casa de la Playa is perfect for two families who want to vacation on St. Martin's glamorous west coast. It ... 3 & 4 BR rates available.
Has specials. Casa de la Playa Villa is located on Baie Longue in Terres Basses

Casa de la Playa

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

5 5
Details
Nirvana is ideal for couples who want to vacation on the beach in style. The pool isn't massive, but who ... Has specials. Nirvana's pool deck and lounges

Nirvana

Barbados

Beachfront | Pool | AC

5 5
Details
This luxury rental sits right on Paynes Bay and is the only unit in the complex to have a private ... 4 BR rate available.
Has specials. The Villa at the St. James is located beachfront on Paynes Bay Beach

The Villa at the St. James

Barbados

Beachfront | Pool | AC

5 5
Details
This beachfront villa is ideal for anyone who wants the security of a resort and the spaciousness of a private ... 4 BR rate available.
Has specials. The One at St. James is located on Paynes Bay Beach

The One at the St. James

Barbados

Beachfront | AC

5 5+
Details
Zazen is an ultra-modern beachfront villa that doesn't sacrifice any privacy. It's on Cattlewash Beach, a little-known but gorgeous part ... Has specials. Zazen Villa is located on Cattlewash Beach

Zazen

Barbados

Beachfront | Pool | AC

5 3+
Details
Vision Beach is a gorgeous, luxurious villa on Turks and Caicos’s most envied location: Grace Bay Beach. Not only ... Vision Beach Villa is located directly on Grace Bay Beach

Vision Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

5 5+
Details
Seascape is the perfect place for five couples to experience the best part of Turks and Caicos. This chic five-bedroom ... Has specials. Seascape Villa is located on a beautiful stretch of Grace Bay Beach

Seascape

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

5 5+
Details
Turtle Inlet Villa by Grace Bay Resorts is an easy, breezy way to relax in luxury in Turks and Caicos. ... Has specials. Turtle Inlet on Grace Bay

Turtle Inlet

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

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

Portofino

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

5 5+
Details
The owners of La Vita are long-time St. Johnians, and you can tell they love the island. The villa is ... La Vita Villa is located on a hillside above Peter Bay Beach

La Vita

Peter Bay, St. John

Pool

5 5+
Details
Bajan Heights is a luxurious villa with five-star amenities and daily housekeeping. The villa is in a gated community near ... 4 BR rate available.
Has specials. Bajan Heights is located in Royal Westmoreland

Bajan Heights

Barbados

Pool

5 5
Details
Cool Wind is a gorgeous, well-designed villa for your next family vacation. It's spacious, elegant, and near tons of activities ... Has specials. Cool Wind is located the Westland Heights neighborhood of Westmoreland

Cool Wind

Barbados

Pool

5 5
Details
Tolumnia is a beautiful, spacious villa for group vacations. There’s tons of lounging space outside around the pool and ... 2, 3 & 4 BR rates available. Tolumnia is located on an acre of national park overlooking the bay of Willoughby

Tolumnia

English Harbour, Antigua

Pool

5 4+
Details
Mandalay is a great choice for couples and friends who want a tropical escape. The villa is loaded with enough ... 4 BR rate available.
Has specials. Mandalay is located on a hillside in Terres Basses

Mandalay

Terres Basses (French side), St. Martin

Pool

5 5
Details
Rotunda is a great, family-friendly villa rental with gorgeous views and privacy. It’s elevated above Peter and Trunk Bay, ... Rotunda Villa is located above Peter Bay and Trunk Bay

Rotunda

Peter Bay, St. John

Pool

5 5+
Details
If you want the resort experience without the crowds, Beach Enclave at Grace Bay is for you. Each villa enjoys ... Has specials. Beach Enclave at Grace Bay

BE - Beach Front at Grace Bay

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

5 4+
Details
This five-bedroom villa is a great choice for travelers who want convenience, space, and luxury. It’s a couple minutes ... Has specials. Beach Enclave 5 bedroom Ocean View at Grace Bay

BE - 5 Bedroom Ocean View at Grace Bay

Grace Bay, Turks and Caicos

Near Beach | Pool

5 5+
Details
Dreams Come True fits the bill for family vacations! This two-story penthouse suite combines the space and luxury of a ... 3 & 4 BR rates available.
Has specials. Dreams Come True is a two-story penthouse located at The Cliff on Cupecoy

Dreams Come True

Cupecoy (Dutch side), St. Martin

Near Beach

5 5+
Details
Onyx is a super modern villa with direct beach access and beautiful design. There are five bedrooms, four of which ... Has specials. Onyx Villa is located beachfront in Thunder Bay Barbados

Onyx

Barbados

Beachfront | Pool | AC

5 5+
Details
Casa Calma is an elegant resort villa with every modern amenity you could want in a Dominican Republic vacation. It ... Casa Calma Villa is located in the Punta Cana Resort on the golf course

Casa Calma

Punta Cana, Dominican Republic

Pool

5 5
Details
Marina 1 is elegant, luxurious, and ready for an unforgettable vacation. There are five massive bedrooms, three of which have two ... Marina 1 is located in the exclusive gated community of Punta Cana in the Marina

Marina 1

Punta Cana, Dominican Republic

Pool

5 5+
Details
Les Roches is a gorgeous villa with just as gorgeous views on the sea and Ile Chevreau on the horizon. ... 3 & 4 BR rates available. Les Roches Villa is located in the hills of Colombier with views of Ile Chevreau and the caribbean

Les Roches

Colombier, St. Barts

Pool

5 1
Details
Embrace offers endless luxury, super modern amenities, and an unbelievable location near St. Barts' best activities. A full staff caters ... Embrace Villa is located on a hillside in Gustavia

Embrace

Gustavia, St. Barts

Pool

5 5
Details
EVA is luxurious, private, and well designed. This magnificent 5-bedroom villa is built over two levels offering families and friends ... 4 BR rate available. EVA Villa is located located in Colombier overlooking Flamands Bay

EVA

Colombier, St. Barts

Pool

5 5
Details
La Mer West, located on the shores of Sapodilla Bay in Chalk Sound, is a stunning, family-friendly option for an ... Le Mer Villa South is located on Sapodilla Bay in Chalk Sound

La Mer Villa West

Taylor Bay/Sapodilla Bay, Turks and Caicos

5 5
Details
If you want to have a peaceful relaxing holiday, Ocean Breeze villa is perfect. You and your family will have ... Has specials. Ocean Breeze is located directly on Chalk Sound

Ocean Breeze

Chalk Sound, Turks and Caicos

Pool

5 5
Details
If you want to be pampered, come to Sea Villa. In addition to its stunning common areas, you have access ... Sea Villa is situated facing the beach with amazing unobscured ocean views

Sea Villa at Long Bay Villas

Anguilla

Beachfront | Pool | AC

5 5+
Details
At Long Bay Villas, you can expect to be relaxed and pampered. There's a full staff, water sports, four king ... The luxurious Sand Villa at Long Bay

Sand Villa at Long Bay Villas

Anguilla

Beachfront | Pool | AC

5 4+
Details
Moon Reach combines privacy, luxury, and convenience perfectly. Lush gardens and a wrought iron gate are all that stands between ... Has specials. The ocean is just steps away from the pool at Moon Reach

Moon Reach

Barbados

Beachfront | Pool | AC

5 5
Details
Great for a family, Indian Song Villa is in a private gated community, with beachfront access and plenty of space ... 2, 3 & 4 BR rates available. Beautiful infinity edge pool over looking Petit cul de sac

Indian Song Villa

Petit Cul de Sac, St. Barts

Beachfront | Pool | AC

5 5+
Details
Blue Diamond's beachfront luxury leaves nothing out. There's a sound system, WiFi, and air-conditioning throughout the villa, a bar, a ... Blue Diamond Villa at Altamer is set on a prestigious location on Shoal Bay

Blue Diamond Villa at Altamer

Anguilla

Beachfront | Pool | AC

5 7
Details
If you want true pampering, come to Sky Villa. Things like daily housekeeping service are par for the course. Speaking ... Sky Villa is the most private of the Long Bay Villas located just off the beach

Sky Villa at Long Bay Beach Villas

Anguilla

Near Beach | Pool

5 4+
Details
If you have ever dreamed about the perfect family beach vacation or getaway for several couples, St. Bernard's Hill House ... Has specials. St. Bernard's Hill House Villa is located on a tropical hillside overlooking Belmont

St. Bernard's Hill House

Tortola, BVI, British Virgin Islands

Pool

5 6+
Details
When staying at this villa, you will be privy to a one-of-a-kind island deck with deck chairs located just above ... 4 BR rate available. The pool at Palm Beach is just steps away from the beach

Palm Beach Villa

Lorient, St. Barts

Near Beach

5 5
Details
This modern, minimalist villa has gorgeous design, gorgeous views, and gorgeous amenities! Fleur De Mer is all about luxury and ... Fleur De Mer Villa is located in Colombier with amazing views

Fleur De Mer Villa

Colombier, St. Barts

Pool

5 5
Details
Palm Springs Villa is in Gouverneur minutes away from the beach and Gustavia. Every room opens to the sundeck and ... 3 & 4 BR rates available. Palm Springs Villa is located on a hillside in Gouverneur

Palm Springs Villa

Gouverneur, St. Barts

Pool

5 4+
Details
Featuring 9,000-square-feet of living space, five spacious bedrooms, and over 600 feet of the sugary sands of Grace Bay beach, Amazing ... Has specials. Amazing Grace Villa photo

Amazing Grace Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

5 5+
Details
Five spacious bedrooms and five bathrooms make up Nirvana Villa, whose name fits perfectly with the home's zen vibe. Everything ... 2, 3 & 4 BR rates available. The beautiful pool and tropical landscaping at Nirvana Villa

Nirvana Villa

Lurin, St. Barts

Pool

5 5
Details
At La Danse Des Etoiles Villa in the Pointe Milou area of St. Barts, guests are invited to experience relaxation ... 3 BR rate available. La Danse Des Etoiles Villa photo

La Danse Des Etoiles Villa

Pointe Milou, St. Barts

Pool

5 6
Details
Vue De Reve Villa is a uniquely designed private estate with upscale furnishings and tons of privacy. The main house ... Vue de Reve is located on the hillside above St. Jean

Vue De Reve

Saint Jean, St. Barts

Pool

5 5
Details
Taking a family vacation is exciting, and the best ones happen when you choose a place that the whole family ... Vitti Villa is located in Lurin overlooking Sell Beach

Vitti Villa

Lurin, St. Barts

Near Beach | Pool

5 5+
Details
The sunsets at Kishti Villa on Blackgarden are truly incomparable. In fact, the sunset-obsessed owner of the villa gave his ... Kishti Villa on Blackgarden is situated to enjoy amazing ocean views

Kishti Villa on Blackgarden

Anguilla

Near Beach | Pool

5 5+
Details
La Petite Sereine is definitely luxurious. The decor is beautiful, the view is beautiful, the outdoor space is beautiful. I ... Pool at La Petite Sereine overlooking the ocean

La Petite Sereine Villa

Pointe Milou, St. Barts

Pool

5 6
Details
Whatever you’re looking for in an island getaway, Nandana’s got it. You have ultimate privacy, luxurious everything, and ... 3 BR rate available. Nandana Villa in the Bahamas

Nandana Villa

Grand Bahama Island, Bahamas

Pool

5 6
Details
If you want an oceanfront property that is as deluxe as it is spacious, then Kishti Villa on Meads Bay ... Relax in the pool and hot tub during your stay at Kishti Villa West

Kishti Villa on Meads West

Anguilla

Beachfront | Pool | AC

5 6+
Details
This villa's name and decor was inspired by Sinatra's "I Did It My Way", and the luxurious, unique design certainly ... 3 & 4 BR rates available. My Way Villa sits on a hillside looking over the Flamands Bay

My Way Villa

Flamands, St. Barts

Pool

5 5
Details
This villa manages to be luxurious and family friendly at the same time. Four bedrooms plus a bungalow make the ... BOM Villa is located on the beach in St. Jean Bay

BOM Villa

Saint Jean, St. Barts

Beachfront | Pool | AC

5 5
Details
This villa is great for a family. Most of the bedrooms are upstairs, and there's terraces on both levels so ... 4 BR rate available. Saving Grace Villa is located on the far northeast end of Grace Bay

Saving Grace Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

5 3
Details
Sundog Villa is perfect for any traveler who wants five-star resort amenities on picturesque Grace Bay. Stroll along the beach ... Has specials. Sundog Villa is located on Grace Bay

Sundog

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

5 5+
Details
This villa's outdoor space almost reminds me of a James Bond movie. The open view is sure to induce heavy ... 1, 2, 3 & 4 BR rates available. Castle Rock Villa photo

Castle Rock Villa

Camaruche, St. Barts

Pool

5 5
Details
If your idea of a good time includes beach access, high-end amenities, and five luxurious bedrooms. There’s plenty of ... 3 BR rate available. Rendezvous Villa is located on Rendezvous Bay

Rendezvous Villa

Anguilla

Beachfront | Pool | AC

5 5
Details
Besides this villa's spectacular view, it has one of the most complete private wine inventories on island that guests can ... 3 & 4 BR rates available. Legends B Villa is located in Lurin above Shell Beach with views of Gustavia

Legends B Villa

Lurin, St. Barts

Pool

5 5+
Details
This villa's eclectic, bohemian decor is just as gorgeous and stunning as its panoramic island views. Ixfalia is on one ... 3 BR rate available. Ixfalia photo

Ixfalia

Saint Jean, St. Barts

Pool

4 4+
Details
Axel Rocks is great for many reasons, and one of those is its location. A short drive will take you ... Amazing Caribbean views from Axel Rocks Villa

Axel Rocks

Gustavia, St. Barts

Pool

4 4
Details
Villa B53 at Tortuga Bay

Villa B53 at Tortuga Bay

Punta Cana, Dominican Republic

Pool

4 4+
Details
Olympus is a modern, beachfront villa with full air-conditioning and an enviable location near Rum Point Beach. Rum Point is ... An aerial view of Olympus Villa and the beautiful beachfront

Olympus

Grand Cayman, Cayman

Beachfront | Pool | AC

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
If you're traveling to Costa Rica with your friends or extended family, you'll love La Perla. There's three suites in ... La Perla Villa is located in Altamira, just above the Marina in Los Suenos

La Perla

Costa Rica

Pool

4 4
Details
The Four Bedroom Beachfront Collection at Sugar Beach is the place to go for a luxury experience. Each villa provides ... The Beachfront Luxury Collection is located on the white sands of Sugar Beach in St. Lucia

Viceroy Sugar Beach - 4 Bedroom Beachfront Collection

Soufriere, St. Lucia

Beachfront | Pool | AC

4 5
Details
Bristol Bliss is the perfect villa for a quiet vacation with your favorite couples. It's on Turtle Tail, which is ... The pool at Bristol Bliss sits beachside overlooking the azure waters so famous in Turks and Caicos

Bristol Bliss

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

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

Frangipani

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

4 5+
Details
Emeraude feels like a private resort, it’s so gorgeous. The pool deck is super luxurious, and there’s so ... 3 BR rate available.
Has specials. Villa Emeraude is located in Indigo Bay

Emeraude

Indigo Bay (Dutch Side), St. Martin

Pool

4 4
Details
Beach House is all about location, location, location. It’s on Taylor Bay, which is one of my absolute favorites ... The Beach House Villa is located within walking distance of Taylor Bay Beach

Beach House

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

4 4+
Details
Olympus has it all: a beachfront location, modern design, and tons of space to lounge. Whether you want to relax ... Olympus is located on the beach front in Rum Point

Olympus - Platinum

Grand Cayman, Cayman

Beachfront | Pool | AC

4 4+
Details
Gorgeous sunsets, modern interiors, and resort amenities make this villa special. Elysium is right on the beach, so the views ... Elysium is located in the Jolly Harbour community

Elysium

Jolly Harbour, Antigua

Beachfront | Pool | AC

4 4
Details
Beach Enclave takes family vacations to the next level. With endless amenities, activities for all ages, and a convenient location ... Has specials. Beach Enclave 4 bedroom Ocean View at Grace Bay

BE - 4 bedroom Ocean View at Grace Bay

Grace Bay, Turks and Caicos

Near Beach | Pool

4 4+
Details
Elle is a gorgeous, elegant villa with all the amenities you could want in a Caribbean villa. From the home ... 2 & 3 BR rates available. Villa Elle is located on the cliffs on the north eastern side of Pointe Milou

Elle

Pointe Milou, St. Barts

Pool

4 4
Details
Ard Na Mara offers picturesque views and an amazing location in an exclusive neighborhood. The villa is spacious and luxurious, ... 1, 2 & 3 BR rates available. Ard na Mara is located high above Great Cruz Bay and the western Side of St John

Ard Na Mara

Virgin Grand Estates, St. John

Pool

4 4
Details
Hura Sea Azure puts guests right on Long Bay near several restaurants and shops. You can easily get to jet ... Hura Sea Azure photo

Hura Sea Azure

Long Bay, Turks and Caicos

Beachfront | Pool | AC

4 4+
Details
Wind Chime is all about relaxation and luxury. The spaces are all designed to feel expansive and open, and every ... Has specials. Wind Chime Villa is located on the coastal community of Turtle Tail

Wind Chime

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

4 4+
Details
Thelma is part of the Special Reserve Collection, which includes a private chef for up to two meals a day, ... 3 BR rate available. Thelma Villa is on a hillside above Marigot Bay

Thelma

Marigot, St. Barts

Pool

4 4+
Details
Water's Edge Villa is perfect for both families and couples. This modern home prioritizes opulence, seclusion, and comfort. The vast ... Has specials. Water's Edge Villa is located up on a hillside overlooking the Oil Nut Bay Resort

Water's Edge

Virgin Gorda, BVI, British Virgin Islands

Near Beach | Pool

4 4+
Details
Cielo Villa is an unparalleled sanctuary nestled along Chalk Sound. With its awe-inspiring sea views, an inviting infinity pool lined ... Cielo Villa on Chalk Sound

Cielo

Chalk Sound, Turks and Caicos

Beachfront | Pool | AC

4 5
Details
Karukera villa makes the most of its ocean views with an open design. Every room has sliding glass doors that ... 3 BR rate available. Karukera Villa overlooks Orient Bay

Karukera Villa

Orient Bay (French side), St. Martin

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
With a unique layout, Olive Villa offers its guests a private hillside escape from which to enjoy all that St. ... 1, 2 & 3 BR rates available. Olive Villa is located in Gouverneur with a panoramic view of the bay

Olive Villa

Gouverneur, St. Barts

Pool

4 4
Details
This villa is definitely striking! Two steel wings cap the roof, and the pool flows over the top deck to ... 2 & 3 BR rates available. Wings Villa is perched hillside in St. Jean with views of St. Jean Bay

Wings Villa

Saint Jean, St. Barts

Pool

4 4
Details
Located off the white sands of Malcolm beach, the Amanyara Resort is great for the nature-focused traveler who wants to ... Amanyara Beach Villa photo

Amanyara Beach Villa

Providenciales, Turks and Caicos

Beachfront | Pool | AC

4 4
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
Skyline is absolutely gorgeous. Its so modern, so chic, and so luxurious! I love how much glass is in the ... Skyline Villa is located near Grace Bay and close to Turtle Cove Marina

Skyline

Blue Mountain, Turks and Caicos

Near Beach | Pool

3 3
Details
If you’re looking for an Anguilla beachfront rental, this resort villa is worth a look. It’s right on ... Tranquility Beach - Beachfront Penthouse Villa is located on Meads Bay Beach

Tranquility Beach - Beachfront Penthouse

Anguilla

Beachfront | AC

3 3+
Details
Modern design, beach access, and three bedrooms make this penthouse the perfect rental for your next vacation. It’s right ... Tranquility Beach Anguilla is located on Meads Bay Beach

Tranquility Beach - Penthouse

Anguilla

Beachfront | AC

3 3+
Details
St. John Great House offers Caribbean living at its best. The villa has 270º views of Rendezvous Bay, which can be ... St. John Great House is located on a secluded private road with great views

St. John Great House

Rendezvous Bay, St. John

Pool

3 4
Details
Wind Upon The Waves Villa is offers seclusion, technology, and a modern vibe. Guests can sit back on the loungers ... Win Upon the Waves Villa is located on the southern coast of Grand Cayman

Wind Upon The Waves

Grand Cayman, Cayman

Pool

3 4
Details
Cheemaun Beach Villa is ideal for family holidays and romantic retreats. Convenience and excitement are combined at this beachfront property ... Has specials. Cheemaun Beach Villa is located Steps from Oil Nut Bay’s white sand beach

Cheemaun Beach Villa

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

3 3+
Details
Villa Lam offers families of older children, or up to three couples who want to vacation together, a pleasant way ... Amazing infinity edge pool at Lam Villa

Lam Villa

Gustavia, St. Barts

Pool

3 3
Details
Your friends and family will love this beachfront rental on Meads Bay. It combines two units into one villa, so ... Tranquility Beach - Two Bedroom Beachfront Villa is located on Meads Bay Beach

Tranquility Beach - Beachfront 2 Bedroom

Anguilla

Beachfront | AC

2 2
Details
Your friends and family will love staying in this Meads Bay villa. It combines two units into one, so everyone ... Tranquility Beach Anguilla is located on Meads Bay Beach

Tranquility Beach - 2 Bedroom

Anguilla

Beachfront | AC

2 2
Details
Carisa Villa offers beachfront luxury in Terres Basses. The villa sits right on Baie Rouge beach and has all the ... 1 BR rate available.
Has specials. Carisa Villa is located in Terres Basses on Baie Rouge Beach

Carisa Villa

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

2 2+
Details
It doesn't get better than this! Tranquility Beach sits directly on one of the most beautiful beaches in the Caribbean...... Tranquility Beach - One Bedroom Beachfront Villa is located on Meads Bay Beach

Tranquility Beach - Beachfront 1 Bedroom

Anguilla

Beachfront | AC

1 1
Details
Meads Bay is one of the Caribbean’s most gorgeous white sand beaches, and Tranquility Beach sits right in the ... Tranquility Beach - One Bedroom Premium Beachfront Villa is located on Meads Bay Beach

Tranquility Beach - Beachfront 1 Bedroom Premium

Anguilla

Beachfront | AC

1 1
Details
Tranquility Beach’s Beachfront 1 Bedroom Suite is a stress-free choice for a honeymoon or romantic getaway. You can catch ocean ... Tranquility Beach - One Bedroom Suite Beachfront Villa is located on Meads Bay Beach

Tranquility Beach - Beachfront 1 Bedroom Suite

Anguilla

Beachfront | AC

1 1
Details
The 1 Bedroom Premium unit is a great place to stay if you want beach access, resort facilities, and one modern ... Tranquility Beach Anguilla is located on Meads Bay Beach

Tranquility Beach - 1 Bedroom Premium

Anguilla

Beachfront | AC

1 1
Details
Tranquility Beach has one of the best locations on the island. It’s in the center of Meads Bay near ... Tranquility Beach Anguilla is located on Meads Bay Beach

Tranquility Beach - 1 Bedroom Suite

Anguilla

Beachfront | AC

1 1
Details
Meads Bay is one of the Caribbean’s most gorgeous white sand beaches, and Tranquility Beach sits front and center. ... Tranquility Beach Anguilla is located on Meads Bay Beach

Tranquility Beach - 1 Bedroom

Anguilla

Beachfront | AC

1 1
Details

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