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

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

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

Details
Ani Villa Estate - Dominican Republic is a property that doesn't skimp on luxury. There's pools with massive water slides, ... 10 BR rate available. Ani Villa Estate in The Dominican Republic has an amazing infinity edge pool with Caribbean views

Ani Villa Estate - Dominican Republic

Cabrera, Dominican Republic

Pool

Details
Seaclusion Estate 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 Estate in Grace Bay Beach

Seaclusion Estate

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

Details
Combining the words, "Luxurious" and "All-Inclusive" can almost sound paradoxical. But at Three Bees at Harbour Island, Bahamas these two ... 8 BR rate available. Three Bees is located on Harbour Island Bahamas

Three Bees at Harbour Island

Harbour Island, Bahamas

Beachfront | Pool | AC

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

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

Details
This estate is the perfect place for a big group vacation. Whether you’re traveling with extended family or friends ... Palmier Royal Estate is located in Mont Jean with amazing views of Marigot Bay

Palmier Royal Estate

Mont Jean, St. Barts

Pool

Details
If you've always wanted to spend a week or two in a home with interiors designed by Donna Karan including ... 3 BR rate available. Private luxury at The Sanctuary at Parrot Cay

The Sanctuary Estate at COMO Parrot Cay

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

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

Details
This estate is perfect for family reunions or staff retreats. The sheer size of it all makes you feel like ... 5, 6 & 8 BR rates available. The Hawksbill Villa Estate

Hawksbill Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

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

Details
This beachfront estate combines two villas into one luxurious rental. The St. James Estate enjoys an oceanfront location on Paynes ... Has specials. The St. James Estate is located on Paynes Bay Beach and is comprised of The One and The Villa

The St. James Estate

Barbados

Beachfront | Pool | AC

Details
This beachfront vacation rental is a tranquil, luxurious place to take your family, friends, or wedding party. With ten bedrooms, ... Aerial views of the Samsara property and surrounding area

Samsara

North Shore, Turks and Caicos

Beachfront | Pool | AC

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

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

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

Crystal Springs Villa

Barbados

Beachfront | Pool | AC

Details
For large groups wanting extreme luxury, the oceanfront Ani Villa Estate is a perfect choice. There are two separate villas, ... 4, 5, 6, 7, 8 & 9 BR rates available. Ani Estate Anguilla - North and South

Ani Villa Estate - Anguilla

Anguilla

Pool

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

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

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

Details
This villa may be painted pink, but it has all the luxury and amenities you'd expect in a five-star Caribbean ... La Palmeraie is located on Harbour Island in the Bahamas

La Palmeraie

Harbour Island, Bahamas

Beachfront | Pool | AC

Details
Nirvana and Mirador are lovely on their own, but even better together. Both properties are ideal for couples getaways or ... Has specials. Nirvana and Mirador ar the located in Fitts Village on and amazing stretch of sandy beach

Nirvana and Mirador

Barbados

Beachfront | Pool | AC

Details
This ultra-modern villa is a great choice for any multi-generational family vacation. It's golf course location keeps kids a few ... 5, 6, 7 & 8 BR rates available. Arrecife Royale is located in the renowned Punta Cana Resort on the golf course

Arrecife Royale

Punta Cana, Dominican Republic

Pool

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

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

Details
"Cerulean" means "heaven," and this private resort attends to all the details of your stay to create your personal heaven. ... Has specials. The beautiful Cerulean Villa on Barnes Bay in Anguilla

Cerulean Villa

Anguilla

Beachfront | Pool | AC

Details
Sitting directly on Long Bay Beach, Casa Varnishkes is an opulent, gated estate perfect for families or larger group gatherings. ... 3 & 6 BR rates available.
Has specials.
Luxurious private swimming pool at Casa Varnishkes

Casa Varnishkes Villa

Long Bay, Turks and Caicos

Beachfront | Pool | AC

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.
Has specials.
Santosha is located along a beautiful stretch of Long Bay Beach

Santosha Villa Estate

Anguilla

Beachfront | Pool | AC

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

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

Impulse Beach Estate

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

Details
Ani Villas - Larimar is ideal for any group of travelers who wants the full luxury experience. There’s a ... 4, 5 & 6 BR rates available. The swimming pool at the Larimar Villa overlooks the Caribbean

Ani Villa - Larimar

Cabrera, Dominican Republic

Pool

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

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

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

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

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

Details
If you’re traveling with a large group and want plenty of space to spread out and relax, English Harbour #46 ... 7 BR rate available. English Harbour #46 is located on a hillside above Windward Bay and English Harbour

English Harbour #46

English Harbour, Antigua

Pool

Details
Mango Bay is a large estate featuring seven bedrooms, a full on-site staff, and easy access to some of Barbados ... 6 & 7 BR rates available.
Has specials.
Mango Bay's patio sits right on the beach

Mango Bay

Barbados

Beachfront | Pool | AC

Details
Located on Flamands Beach, St. Bart's, Villa ELA is an ideal retreat for families with older children or large groups. ... 4 & 6 BR rates available. ELA Villa is located on a beautiful stretch of Flamands Beach

ELA Villa

Flamands, St. Barts

Beachfront | Pool | AC

Details
The Beach House's high-class architecture and contemporary style is enough to make you want to stay forever, but that's not ... 3 BR rate available.
Has specials.
The Beach House features an amazing pool and outdoor area

The Beach House

Anguilla

Beachfront | Pool | AC

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

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

Details
Tucked behind the pristine sand dunes of Long Bay Beach, Triton Villa has set a new standard for luxury in ... Has specials. Beautiful stretch of Long Bay Beach

Triton Villa

Long Bay, Turks and Caicos

Beachfront | Pool | AC

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

Details
Offering king-size beds and an en-suite bathroom for each of the five bedrooms, La Plage is a villa conveniently located ... 4, 5 & 6 BR rates available. Luxurious Lorient Bay beachside pool deck at La Plage

La Plage Villa

Lorient, St. Barts

Beachfront | Pool | AC

Details
Fustic House is a legendary vacation destination. The villa was built in the 18th century, but it’s been extremely ... Has specials. Amazing private swimming pool at Fustic House

Fustic House

Barbados

Near Beach | Pool

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

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. Loungers by the beachfront pool at Aqua Villa

Aqua Villa

Grand Cul de Sac, St. Barts

Beachfront | Pool | AC

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

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

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

Details
I love this villa because it's secluded, designed with tons of windows, and has private beach access. Willoughby Bay is ... 3, 4 & 5 BR rates available. Villa Liene at Daniel Bay is situated in Willoughby Bay

Villa Liene at Daniel Bay

English Harbour, Antigua

Beachfront | Pool | AC

Details
Ani Villas - Amber is a beachfront resort property that doesn't skimp on luxury. There’s not one, but two ... 4 & 5 BR rates available. Enjoy amazing sunsets from the beach at the Amber Villa

Ani Villa - Amber

Cabrera, Dominican Republic

Pool

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

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

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

Details
Corales 50 is ideal for a family or couples who want a resort experience without sacrificing privacy. It's near the beach, ... Corales 50 is situated in Punta Cana on the golf course only several hundred yards from the ocean

Corales 50

Punta Cana, Dominican Republic

Pool

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

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

Details
Ammonite is an amazing villa for your next vacation with family or friends. Not only does it have a full ... Ammonite Villa is located in Punta Cana on the golf course just a short distance away from the ocean

Ammonite

Punta Cana, Dominican Republic

Pool

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

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

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. Cabuya Villa is located in Leeward on a beautiful stretch of white sand beach

Cabuya

Leeward, Turks and Caicos

Beachfront | Pool | AC

Details
Elegant, convenient, private. Haven House is beautiful inside and out, with magazine-worthy decor and a tranquil beachfront location on one ... 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

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

Grand Cayman, Cayman

Beachfront | Pool | AC

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

Kisiwa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

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

Beach Enclave 6 Bedroom Premium Ocean View at Grace Bay

Grace Bay, Turks and Caicos

Near Beach | Pool

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

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

Details
Hura Sea Estate is a quietly luxurious beachfront villa with access to Long Bay and proximity to several restaurants and ... 4 BR rate available. Hura Sea Estate photo

Hura Sea Estate

Long Bay, Turks and Caicos

Beachfront | Pool | AC

Details
This is a great place to combine work and play. There's every amenity you could want, from a fully equipped ... Luxurious resort style pool in a lush tropical setting at Sol y Sombra

Sol y Sombra

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

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

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. Ocean 5 Villa sits on a Hillside in Mt. Choisy

Ocean 5

Happy Bay (French Side), St. Martin

Near Beach | Pool

Details
Located in Saline, Dunes Villa is an ideal selection for families with young children or four couples. With 6 bedrooms (2 king ... Amazing pool at Dunes Villa

Dunes Villa

Saline, St. Barts

Near Beach | Pool

Details
With three secluded villas offering accommodations for up to 12, an on-site chef, and a chapel, Little Whale Cay is a ... 3 BR rate available. Little Whale Cay private island retreat in the Berry Islands

Little Whale Cay

Berry Islands, Bahamas

Pool

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

Antilles Pearl Villa at Altamer

Anguilla

Beachfront | Pool | AC

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

Sandyline Villa

Terres Basses (French side), St. Martin

Near Beach | Pool

Details
Book Ani Villa South if you need a family friendly, wheelchair accessible vacation rental. This 6-bedroom villa is ultra modern ... Ani Villa South in Anguilla is an excellent destination in the Caribbean

Ani Villa South

Anguilla

Pool

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

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

Details
Le Manoir de Lurin Villa is not your typical rental. Of course, it is larger than most with its 6 bedrooms ... 5 BR rate available. Le Manoir de Lurin Villa photo

Le Manoir de Lurin Villa

Lurin, St. Barts

Pool

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

Sun Salutations Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
There's no need to fight the crowds at a large beach resort when you can stay at Gardenia Villa and ... 4 BR rate available.
Has specials.
Tropical luxury surrounds the pool area and views of the ocean at Gardenia Villa

Gardenia Villa

Barbados

Beachfront | Pool | AC

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

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

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

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

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

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

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

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

Details
Casa de la Playa is perfect for two families who want to vacation on St. Martin's glamorous west coast. It ... 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

Details
Nirvana is ideal for couples who want to vacation on the beach in style. The pool isn't massive, but who ... 4 BR rate available.
Has specials.
Nirvana's pool deck and lounges

Nirvana

Barbados

Beachfront | Pool | AC

Details
This luxury rental sits right on Paynes Bay and is the only unit in the complex to have a private ... 3 & 4 BR rates 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

Details
This beachfront villa is ideal for anyone who wants the security of a resort and the spaciousness of a private ... 3 & 4 BR rates available.
Has specials.
The One at St. James is located on Paynes Bay Beach

The One at the St. James

Barbados

Beachfront | AC

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

Details
Windfall is an amazing family vacation destination for any age group. It has three king suites, one queen, and two ... Has specials. Windfall Villa's open-air pool with retractable canopy

Windfall

Barbados

Pool

Details
Emerald Pavilion is the place to stay for a luxurious, beachfront vacation. This villa was designed by Paul Duesing Partners ... Has specials. Emerald Pavilion Villa is located on Emerald Point beach

Emerald Pavilion

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

Details
Vision Beach is a gorgeous, luxurious villa on Turks and Caicos’s most envied location: Grace Bay Beach. Not only ... Hot tub with-in the pool

Vision Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

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

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

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

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

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

Bajan Heights

Barbados

Pool

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

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

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. Mandalay is located on a hillside in Terres Basses

Mandalay

Terres Basses (French side), St. Martin

Pool

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

Bordeaux, St. John

Pool

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

Beach Enclave Beach Front at Grace Bay

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

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

Beach Enclave 5 Bedroom Ocean View at Grace Bay

Grace Bay, Turks and Caicos

Near Beach | Pool

Details
Dreams Come True fits the bill for family vacations! This two-story penthouse suite combines the space and luxury of a ... 2, 3 & 4 BR rates available. Dreams Come True is a two-story penthouse located at The Cliff on Cupecoy

Dreams Come True

Cupecoy (Dutch side), St. Martin

Near Beach

Details
Find all the Caribbean luxury and beauty you could dream of at Lizard Lounge. This Grace Bay villa has two ... Lizard Lounge is located on Grace Bay in Turtle Cove

Lizard Lounge

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

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

Onyx

Barbados

Beachfront | Pool | AC

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

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

Sea Villa at Long Bay Villas

Anguilla

Beachfront | Pool | AC

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

Sand Villa at Long Bay Villas

Anguilla

Beachfront | Pool | AC

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

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

Details
If you want true pampering, come to Sky Villa. Things like daily housekeeping service are par for the course. Speaking ... Has specials. 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

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 sit on a tropical hillside overlooking Belmont

St. Bernard's Hill House

Tortola, BVI, British Virgin Islands

Pool

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

Details
Palm Springs Villa is in Gouverneur minutes away from the beach and Gustavia. Every room opens to the sundeck and ... 2, 3 & 4 BR rates available. Palm Springs Villa is located on a hillside in Gouverneur

Palm Springs Villa

Gouverneur, St. Barts

Pool

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 ... Amazing Grace Villa photo

Amazing Grace Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

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

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

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

Details
The Dream is a luxurious beachfront villa with ocean views, open floor plans, outdoor living areas, and a gorgeous pool. ... Has specials. Luxurious pool just steps away from the beach at The Dream Villa

The Dream Villa

Barbados

Beachfront | Pool | AC

Details
Taking a family vacation is exciting, and the best ones happen when you choose a place that the whole family ... Vitti Villa photo

Vitti Villa

Lurin, St. Barts

Near Beach | Pool

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

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

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

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

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

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

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

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

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

Castle Rock Villa

Camaruche, St. Barts

Pool

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

Details
I can't get over this villa's decor and layout. It feels like a zen retreat, but is still fairly convenient ... 3 BR rate available. Ixfalia photo

Ixfalia

Saint Jean, St. Barts

Pool

Details
Axel Rocks is great for many reasons, and one of those is its location. A short drive will take you ... 2 & 3 BR rates available. Amazing Caribbean views from Axel Rocks Villa

Axel Rocks

Gustavia, St. Barts

Pool

Details
Villa B53 at Tortuga Bay

Villa B53 at Tortuga Bay

Punta Cana, Dominican Republic

Pool

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

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

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

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

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

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

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

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

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

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

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

Beach Enclave 4 bedroom Ocean View at Grace Bay

Grace Bay, Turks and Caicos

Near Beach | Pool

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

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

Details
If you're looking for something super modern, you've come to the right place. Ani Villa North is a 4-bedroom, 4-bath ... Ani Villa North is a beautiful location for a Caribbean getaway

Ani Villa North

Anguilla

Pool

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

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

Details
Good News Villa has much to offer potential guests. This 4-bedroom property not only has the vast, quiet spaces that ... 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

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. Enjoy your private pool perched hillside in St. Jean with views of St. Jean Bay

Wings Villa

Saint Jean, St. Barts

Pool

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

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

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

Pool

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

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

Details
St. John Great House offers Caribbean living at its best. The villa has 270º views of Rendezvous Bay, which can be ... 1 & 2 BR rates available. St. John Great House is located on a secluded private road with great views

St. John Great House

Rendezvous Bay, St. John

Pool

Details

Grace Bay 3 Bedroom Suite

Grace Bay, Turks and Caicos

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

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

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

Details

Grace Bay - Luxury Two Bedroom Suite

Grace Bay, Turks and Caicos

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. Carisa Villa is located in Terres Basses on Baie Rouge Beach

Carisa Villa

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

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

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

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

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

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

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

Details

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