Top 10 Caribbean Villas For Rent in the Winter
As the proud winner of the Luxury Lifestyle Awards: Best Luxury Villa Rental Company in the World 2024, Haute Retreats continues to set the standard for exceptional villa experiences. This winter, escape to the Caribbean with our expertly curated selection of villas, where turquoise waters, sun-soaked beaches, and world-class luxury await. From serene private estates to expansive beachfront havens, explore our Top 10 Caribbean Villas for Rent This Winter and indulge in the ultimate tropical getaway.
BE The Reserve Villa 1 – Turks and Caicos
In the exclusive 5 acre Reserve, Villa 1 is the epitome of luxury living just steps to Grace Bay Beach. This 13,860 sqft villa with 9,424 sqft of air conditioned living has 7 bedrooms and 8 bathrooms. The main house has 5 master bedrooms and 2 king bedded suites in a peaceful guest cottage.
The ground floor is pure sophistication with an open concept living, dining and chef’s kitchen. The kitchen has top of the line appliances and a large island for entertaining. Slim framed, floor to ceiling glass windows and high ceilings bring in natural light and offer stunning views of Grace Bay Beach. This level also has a media room, powder room, laundry room and a private office for work or quiet time.
The guest cottage has 2 garden view bedrooms, each with a king size bed, ensuite bathroom with shower and private patio. One bedroom can be converted to twins for families or groups.
The upper floor has 4 ocean view guest bedrooms, each a haven of comfort with king size beds and ensuite bathrooms with separate tub and walk in shower. Two of these bathrooms have outdoor showers, combining luxury with nature. A second laundry room is perfect for larger groups.
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The Great House – Barbados
The Great House offers a luxurious tropical escape like no other. Sitting on over two acres of meticulously landscaped gardens right on 100 meters of pristine Caribbean shoreline, it is a paradise unto itself. With a full staff to attend to every whim of its guests, this island estate provides an oasis of understated elegance that borrows from the refined styles of Europe and North America while maintaining the charm unique to its home of Barbados.
At the center of the seaside property stands the Great House, overlooking the breathtaking infinity pool and azure waters of the Caribbean beyond from its position at the Great Bar.
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Villa Serena 4 – Punta Cana
Welcome to Oceanfront Serena 4 Villa, a luxurious 9-bedroom beachfront haven where relaxation and elegance meet in Punta Cana. Offering stunning coastal views and a chic, contemporary style, this villa is the perfect escape for discerning travelers.
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Emerald Pavilion – Turks and Caicos
Set on the exclusive Emerald Point Peninsula in Leeward, Emerald Pavilion is a sophisticated seven-bedroom mansion for rent on an acre of prime Grace Bay beachfront, representing one of the most exceptional rental villas in the Turks & Caicos Islands.
In this rare setting, Emerald Pavilion has been constructed at the highest level of detail and quality, with an elevated grade setting it up high to enjoy the unparalleled views. Arriving through the signature front door to a bright expansive space with high ceilings and not a beam insight, floor to ceiling sliding glass doors showcase the dramatic 1,600 sq. ft. pool, white sands and turquoise ocean beyond. Spanning approximately 8,000 sq. ft. under roof (6,000 interiors a/c sq. ft.), and more than 12,000 of total finished area.
The main level features a large open plan with ample breathing room between the all-ocean facing living magnificent indoor dining and kitchen areas which lead to the covered outdoor lounge. A beach level guest suite, plush media room with its oversized sofas and full blackout movie room capability, and a custom bunk room with a king-size bed, and two full-size twin beds complete the main level. The entire second level features teak flooring with three more private bedrooms and a suspended deck that spans the entire landing and hallway. Two master bedrooms on each end of the home, and a guest suite in the centre, each with its own private beach facing balconies. A dry-scaped planter wraps around the entire second level exterior, against a painted white cladding backdrop.
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La Dolce Vita – Turks and Caicos
Villa La Dolce Vita, Turks & Caicos
Are you in search for a luxurious family holiday with privacy and some time alone? Villa La Dolce Vita is an amazing nine-bedroom villa estate located on Long Bay Beach in Turks & Caicos that provides an excellent escape for groups of up to 18 people. This villa is perfect for large families, since it has bedroom suites spread over two stories and spacious living areas where different members can convene or find solace in their own thoughts. The view from every window of this villa is simply breathtaking due to the fact that one can see the ocean.
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Exquisite Luxury Beachfront Hacienda Retreat
Exquisite Luxury Beachfront Hacienda Retreat is a luxury, private and architecturally grand house that symbolizes luxury, privacy and architectural magnificence in the picturesque Cabrera located in the Dominican Republic.
The name of the villa has historical importance as it goes back to a very important event that took place centuries ago at the same seaside spot where this villa stands now. Once, Cabrera used to be known as Exquisite Luxury Beachfront Hacienda Retreat, a name deriving from an important incident when Columbus sought refuge from a fierce hurricane. Columbus had to anchor his ship with three moorings for protection against the stormy weather; this quick action saved them all including himself and his crew members on board (Needham 8).
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Villa Nevaeh – Anguilla
Discover your private Caribbean haven at Nevaeh. This luxury oceanfront vacation rental resides on a gated expanse that stretches gracefully to a half-mile of pristine beach onAnguilla‘s Long Bay. Embracing breathtaking views and indulgent service, this haven is a true sanctuary. Drawing inspiration from local architecture and Balinese decor, the villa exudes modern elegance. Nine bedrooms across the main house and guest house provide ample accommodations.
At Nevaeh, your stay includes full breakfast, a private chef, butler service, arrival and departure ground transfers, house bar privileges, and your own golf carts for convenient exploration. Engage in friendly matches on the tennis/basketball court or beach volleyball, and set out to sea on kayaks and paddle boards. Relax on the beach, by the heated infinity pool or on the terrace of your ocean view suite. Indulge in fresh barbecue seafood at the al-fresco dining area. Immerse in stargazing from the hot tub or set the ambiance with the Sonos sound system. For indoor entertainment, explore the home theater or high-tech golf simulator and stay in shape by working out in the gym. Ocean terrace gazebo massages or yoga sessions can be also arranged.
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Ani Anguilla
A clifftop eyrie perched above Little Bay on Anguilla’s northern shoreline, ÀNI offers an entire, private resort on this jewel of a Caribbean Island, designed exclusively for a single group of guests. Surrounded by indigenous flora on three sides, the two-acre (half a hectare) property embraces awe-inspiring, azure views of the Atlantic Ocean just a four- minute stroll from secluded Little Bay Beach. Consummately private yet easily accessible, ÀNI can accommodate up to 20 guests across four Ocean View Suites, two Ocean View Guestrooms, and four Guestrooms. These are housed in two separate villas resting side by side.
Embrace – St Barts
Villa EMBRACE stands as a testament to artistry, architectural brilliance, and sheer beauty, representing the epitome of exclusivity in St-Barths‘ villa rentals. Perched atop the heights of Gustavia, this extraordinary sanctuary boasts an unrivaled vantage point, offering panoramic vistas of the awe-inspiring landscape and the mesmerizing sunsets beyond. EMBRACE seamlessly marries luxury and sophistication, with five exquisite suites and an array of unparalleled amenities awaiting discerning guests. As a prestigious non-smoking villa, it provides the ideal setting for an exceptional stay, promising an unforgettable experience amidst the splendor of St. Barths.
Contemporary in design, it took five years to build villa EMBRACE and reach this outstanding architectural perfection. Designed over three levels in front of an amazing ocean view, EMBRACE features a living room on the second floor, accessible by elevator or staircase, seeming to be a design palace with sleek furnishings, contemporary sofas, soft armchairs and bright lights. The living room extends onto the terrace with an ocean view, where you and your guests will marvel at the island’s beauty. There are two indoor and outdoor dining rooms for private dinners, as well as two fully-equipped kitchens. A most comfortable cinema room is also available, as well as a game room in the artistic beauty of this unique villa.
C’est La Vie – Saint Martin
Villa C’est La Vie is located on the beautiful beach of Plum Bay in the Terres Basses gated community, St Martin. This luxurious six-bedroom villa opens into an expansive deck area featuring a heated pool, Jacuzzi and a pool bar. The many hammocks and lounge chairs will invite you to linger and relax.
The stunning living area has central cooling and also opens to the terrace and sea view. In the gourmet American-styled kitchen, the chef will prepare the feasts of your choice to be served poolside or in the cool comfort of the dining area.
Unquestionably, the outdoor areas are the focus of the lifestyle at Villa C’est La Vie. The entire villa opens to an expansive beachside deck featuring a beautifully designed heated swimming pool with a Jacuzzi and a pool bar. Enjoy soft island breezes as you relax poolside on hammocks and comfortable lounge chairs. The dramatic fire pits and on-beach sofas are the ideal place to relax with a drink before dinner and view amazing St. Martin sunsets. The white sand and blue waters of the beach are just steps away. Villa C’est La Vie provides all the modern electronics you expect, including WiFi Internet, a VOIP phone, flat screen TV, iPod docks, USB wall plugs and a surround sound system both inside and out.
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More than just a stay, these 10 villas offer an unforgettable winter escape filled with luxury, privacy, and breathtaking beauty-inspiration drawn from the turquoise waters and sunshine-drenched beaches of the Caribbean. At Haute Retreats, recognized just by the Luxury Lifestyle Awards as the Best Luxury Villa Rental Company in the World 2024, we commit to creating once-in-a-lifetime experiences. Book your Caribbean dream villa today and let us transform your winter getaway into a tropical paradise.