Caribbean Villa Rentals
Visualize a destination that delights all your senses. From tantalizing aromas of exotic cuisine rendered even more special when served with a warm smile, to the rhythm of pulsating beats. Throw in heritage sights, warm sunny weather and secluded sandy beaches. And you will find yourself in the beautiful islands of the Caribbean.
The Caribbean is a rich melting pot of cultures and experiences to suit all tastes. Is it your goal to get away from it all, and enjoy a peaceful, easy-going pace? Then Anguilla may be the destination for you. Here, you will not only enjoy a slow-paced holiday but also cherish the essential dash of comfort and style. Our luxury villa in Altamer, for example, has direct beach access. Plus you also get a heated swimming pool and modern lift for the older members of your party.
Would you prefer a more active holiday? Perhaps you want to throw in some sightseeing tours. Or is exploring neighboring tropical rainforests a ''must-do'' on your list. That is also possible without compromising on comfort. Stay in one of our luxury villas at Nevis. This unspoiled piece of paradise has botanical gardens to wander around in. The historical town of Charleston is perfect for a an afternoon. Allow us to customize your getaway to this captivating destination.
How about immersing yourself in the irresistible vibe of Jamaica? Whether you want to hang out with your girls, or indulge in a spot of golf, Jamaica offers an authentic experience for all. Plus, you can enjoy impeccable service if you choose to stay in one of our private homes. Plan your golf retreat with us, and will facilitate access to world-class golf courses.
Is it a romantic getaway that’s on the cards? Head for the picturesque Grand Cayman, the largest of the Cayman Islands. A veritable tropical paradise, this is a beautiful, welcoming destination. Walk hand in hand on one of the incredible beaches. After a blissful day, enjoy a candlelit dinner at a seafood restaurant run by a top chef. After dinner, retreat to the breezy elegance of your luxury seaside villa.
A vacation should offer unforgettable experiences. Hence it is our hope that you will entrust us with the task of planning your dream holiday in the Caribbean.
8 bedroom 9 bath Dominican Republic villa in Punta Cana
Seclusion and privacy are the keys to this amazing eight-bedroom oceanfront masterpiece.
8 bedroom 8.5 bath Dominican Republic villa in Punta Cana
Behold one of the brand-new and modern properties built inside the exclusive Punta Cana Resort & Club.
8 bedroom 8.5 bath Antigua villa in Jumby Bay Island
A fabulous colonial style villa set in eight private acres of lush, well-stocked tropical gardens, Morning Glory offers four suites in the main house and two private cottages in the grounds, each including two suites.
6 bedroom 9.5 bath Anguilla villa in West End
Mystique, reputed to be the largest villa on the island of Anguilla, at 21,000 square feet, is home to five Grand Villa Suites, three pools, and a full gym.
6 bedroom 12 bath Jamaica villa in Montego Bay
Flower Hill is one of the most luxurious villas in Montego Bay's, Spring Farm neighborhood. This Premier 19,000-sq-ft villa sits on 4 beautifully landscaped acres overlooking the Half Moon Beach Resort and Golf Club.
6 bedroom 6 bath Turks & Caicos villa in Providenciales
Bajacu, rising sun in the language of Caribbean natives, is located on the beautiful island of Providenciales, Turks and Caicos.
9 bedroom 9.5 bath Dominican Republic villa in Punta Cana
Discover a new concept of luxury vacation, where good taste, relaxation, fitness, modernism, and minimalism are blended in such a way you will have a unique experience at the new Yarari Royale.
10 bedroom 10 bath Jamaica villa in Montego Bay
Its remarkable architecture defines spacious bedroom suites, a long furnished verandah, a striking inside dining room and large family play room ~ all enhanced by overviews of the long private pool and acres of landscaped lawns and breathtaking views of the deep blue Caribbean Sea.
9 bedroom 9 bath Jamaica villa in Discovery Bay
On a stunning promontory, once the site of an old stone fort, sits a remarkable home named Fortlands Point. From its breathtaking location on the tip of the peninsula, the commanding view encompasses the turquoise water of Discovery Bay on one side and the deep blue Caribbean Sea on the other.
8 bedroom 9.5 bath Anguilla villa in West End
Villa Harmony is an 8-bedroom residence style villa successfully harmonizes the relaxed Caribbean style with elegant contemporary touches from around the world.
7 bedroom 8 bath Jamaica villa in Montego Bay
Hummingbird House is one of the finest properties within the Tryall Club!
8 bedroom 9.5 bath Anguilla villa in West End
Infinity is one of the eight-bedroom villas in Anguilla's newest luxury villa enclave in the chic West End.
5 bedroom 5.5 bath Antigua villa in Jumby Bay Island
Built in 2020, Delphis is a five bedroom private villa that sleeps 10 guests.
5 bedroom 5 bath Antigua villa in Jumby Bay Island
Dragonfly’s elevated location provides truly breathtaking views of turquoise seas and uninhabited Caribbean islands.
7 bedroom 7.5 bath Jamaica villa in Discovery Bay
Happy Hour Villa is the newest villa on the beautiful Discovery Bay shore. The modern design & architecture of this 13,000 sq ft villa is complemented with luxurious and beautiful finishes. Happy Hour villa is a resort in itself, a calm sandy beach front, tennis/pickle court, gym, spa, sauna, games room, media room, infinity pool, Baja ledge/kiddies pool, hot tub, indoor/outdoor living & so much more.
6 bedroom 6.5 bath Dominican Republic villa in Punta Cana
Sirena is located in the exclusive gated community of Punta Cana Resort and Club, a 26-square mile paradise that is blessed with a temperate year-round climate, light rainfall, and soft breezes.
7 bedroom 7.5 bath Dominican Republic villa in Punta Cana
Astonishing brand new seven bedroom villa with golf and lake views.
10 bedroom 10 bath Jamaica villa in Montego Bay
Villa Indigo at HALF MOON is one of the undisputed finest private homes in this collection.
9 bedroom 9 bath Turks & Caicos villa in Providenciales
The crown gem of Grace Bay Resorts’ Private Villa Collection, the opulent La Dolce Vita villa sits on the shores of Providenciales’ Long Bay Beach with 9 bedrooms and expansive living space totaling more than 12,300 square feet.
7 bedroom 9 bath Jamaica villa in Discovery Bay
Nestled on its own sandy beach by the blue waters of Discovery Bay, A Summer Place is a spacious and playful family home. The design is of typical Caribbean gingerbread style with hand-carved fretwork trimming the length of the house.
6 bedroom 8 bath Jamaica villa in Montego Bay
Hyde Park is a large and lavish home with glorious views of the lush Jamaican mountains and the deep blue Caribbean Sea. Its design is a stylish blend of Jamaican, Asian, and European elements with an emphasis on extraordinary comfort.
6 bedroom 6 bath Barbados villa in Holetown
This distinctive two-story, six-bedroom property offers the ultimate in beachfront luxury, located right on famous Sandy Lane Beach, just north of Sandy Lane Hotel.
7 bedroom 7 bath Jamaica villa in Discovery Bay
Whispering Waters offers seven bedrooms and en-suite bathrooms. Overlooking one of Jamaica’s loveliest crystal clear bodies of water, Discovery Bay. On its own private coral cove, this newest property can be rented alone ~ or in combination with its neighboring sister villa – Keela Wee.
8 bedroom 9.5 bath Turks & Caicos villa in Providenciales
Located on the tranquil shores of Grace Bay Beach, Seaclusion epitomizes luxury island lifestyles.
6 bedroom 6.5 bath Antigua villa in Jumby Bay Island
La Casa is an exquisite British Colonial style villa, set on three acres of lush tropical landscape.
7 bedroom 7 bath Jamaica villa in Montego Bay
One of the most glamorous villas in Jamaica, Endless Summer is a turreted mansion with breathtaking views of the Caribbean Sea.
7 bedroom 10 bath Jamaica villa in Montego Bay
From the moment one approaches its colorful entrance, the eponymous architecture of Round House is intriguing. Spiral stairways and balconies connect multiple living, dining and sleeping areas in this eight-bedroom staffed villa at the Tryall Club.
6 bedroom 7.5 bath Anguilla villa in Shoal Bay West
The Antilles Pearl offers 10,800+ sq. ft. of luxurious living space with breathtaking views of the Caribbean Sea.
7 bedroom 7 bath Jamaica villa in Discovery Bay
Makana is one of the most glamorous private villas on the precious strip of land that borders Discovery Bay. The site itself is remarkable: a spacious villa with private tennis court and swimming pool on a sugary white sand beach bordering translucent swimming and kayaking water.
7 bedroom 6.5 bath Grand Cayman villa in Seven Mile Beach
Welcome to Coconut Walk, a luxuriously gated oceanfront estate directly on Seven Mile Beach with a private pool, spectacular beachfront, watersports equipment, and dedicated guest services.
4 bedroom 4.5 bath Dominican Republic villa in Punta Cana
Tortuga Bay B53 is located in the Tortuga Bay section of the exclusive gated community of Punta Cana Resort & Club, a 26-square mile paradise that is blessed with a temperate year-round climate, light rainfall, and soft breezes.
5 bedroom 6 bath Jamaica villa in Montego Bay
On seven acres overlooking the Tryall golf course and the Caribbean Sea, Bali Hai is among the most beautiful and spacious private homes at the Tryall Club. The unique architecture has situated all bedrooms for maximum privacy.
7 bedroom 7 bath Jamaica villa in Montego Bay
Nine miles west of Montego Bay is a large private site overlooking perhaps the most glorious view of sea and sky on Jamaica’s renowned north coast. Elegantly perched on eight and a half acres atop this hill is Bambu, a grand six-bedroom private villa distinguished by its classic architecture and appreciated by discerning vacationers.
7 bedroom 8.5 bath St. Martin villa in Sint Maarten
Named for the “Beautiful Life” it represents, Bella Vita was once proclaimed as one of the Leading Estates of the World.
6 bedroom 6 bath Jamaica villa in Montego Bay
On three acres of land with a commanding view of the Caribbean Sea, lush green mountains, and a golf course, Bumper's Nest was designed by distinguished architect Kasimir Korybut in 1995. A brilliant renovation has recreated one of the most glamorous homes at the Tryall Club. Here is an extraordinary private home with simply the best of everything.
7 bedroom 8 bath Jamaica villa in Ocho Rios
In the 1950’s, Kingston attorney Clinton Hart happened onto this remarkable 3-acre waterfront location, bought it and built a simple beach cottage for his family. Through four generations, Canoe Cove has been a beloved family home, virtually unembellished. In 2015, Hart’s grandson replaced the worn cottage with a new sort of architecture, straightforward, uncomplicated and loaded with thoughtful comforts and essentials to redefine luxury in a beachy, barefoot lifestyle.
7 bedroom 9 bath Jamaica villa in Montego Bay
Stunning for its massive renovation and outstanding new features. Today’s Fairway Manor is a stylish multi-faceted 10,000-square-foot private home. Its rooms feature cool marble floors and overlook the famous Half Moon 18-hole Robert Trent Jones golf course and a dramatic panorama of the Caribbean Sea.
7 bedroom 6.5 bath Barbados villa in Holetown
Horizons is located in the prestigious Sandy Lane Estate and is situated on South Road, adjoining the 8th fairway of the Old Nine golf course.
8 bedroom 10 bath Anguilla villa in West End
Kandara Villa is 10,000 square feet of exquisite modern living — overlooking Anguilla’s mesmerizing blue Caribbean Sea.
4 bedroom 4.5 bath St. Martin villa in St. Martin (French)
A four-bedroom jewel that sits in the hills of the Terres Basses.
4 bedroom 6 bath Jamaica villa in Montego Bay
A paradigm of elegance and style, Noble House on the Beach is an architectural gem, unique in the Caribbean.
5 bedroom 6.5 bath Jamaica villa in Montego Bay
Set on the historic Rose Hall Estate, Villa Christina welcomes couples, families, and friends to Caribbean luxury in a remarkable 10,000 sq. ft. well-appointed Tuscan style villa located in the Greens at Rose Hall - a private gated-community on the Cinnamon Hill Golf Course.
7 bedroom 7.5 bath Dominican Republic villa in Punta Cana
After a long working year, we all yearn for a well deserved holiday in some relaxed paradise far away from the hustle, honking cars, skyscrapers and big cities.
6 bedroom 6.5 bath Dominican Republic villa in Punta Cana
After a long working year, we all yearn for a well deserved vacation in a relaxed paradise far away from the honking cars, skyscrapers, and big cities.
7 bedroom 8 bath Jamaica villa in Discovery Bay
Located on beautiful Discovery Bay, Amanoka is one of the most stunning villas in this collection. From the spacious verandah and pool, a barefoot stroll leads down a soft lawn to the 70’ white sand beach, clear turquoise water, and waterfront gazebo with suspended canvas swings.
6 bedroom 8 bath Jamaica villa in Montego Bay
Premier Villa on Two Acres on Tryall Club’s Chic West End! Hanover Windward sits atop of a hill with far reaching views to the Caribbean sea.
8 bedroom 8.5 bath Jamaica villa in Ocho Rios
MALATAI has just undergone a Fabulous renovation, with 8 newly renovated bedrooms and bathrooms, a beachfront, and a top-rated chef, directly on the translucent waters of Mammee Bay, near Ocho Rios. While privately located, Malatai is only minutes from Dolphin Cove, famous Dunn‘s River Falls, and lively Ocho Rios with its wide selection of duty-free shopping, excursions, and music.
6 bedroom 6 bath Jamaica villa in Discovery Bay
Located on a private coral cove, this pretty yellow stone villa overlooks one of Jamaica's loveliest bodies of water ~ Discovery Bay. On its own private coral cove, this newest property can be rented alone ~ or in combination with its neighboring sister villa – Whispering Waters..
4 bedroom 6 bath Jamaica villa in Montego Bay
Aqua Bay is an amazing seafront property and is one of the premier villas at The Tryall Club.
5 bedroom 5 bath Turks & Caicos villa in Providenciales
The prestigious collection of villas and beach houses is ideal for families, multi-generational vacations, romantic getaways, small corporate retreats, and intimate weddings. With a modern design, dedicated staff, and thoughtfully considered amenities, each stay is an entirely bespoke experience. Personalized experiences and impeccable service define Beach Enclave, and it all begins well in advance of your arrival. Thoughtfully designed by our island experts, our services and amenities ensure a blissful, worry-free stay — so that you can slip seamlessly into the rhythm of the Turks and Caicos Islands from the moment you arrive on Providenciales.
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