Dive into Luxury: The Top Caribbean Properties with Pools

The Caribbean is as a beacon of opulence, offering a unique blend of serene beauty and lavish lifestyles. The allure of crystal-clear waters, sandy beaches, and tropical climates is amplified by the presence of exquisite properties that define the essence of luxury living.

Here is a curated tour of some of the most desirable Caribbean properties on the market, each featuring private residence pools. From sprawling estates to intimate penthouses, these homes offer unparalleled indoor-outdoor living spaces, designed to merge the comfort of the indoors with the breathtaking beauty of the Caribbean outdoors.

Six-Bedroom Atlantic Club Cottage at Jack’s Bay

$3.25 million | 6 bedrooms | 6 full baths | 1 half bath | 4,202 square feet

Pool details (above): Surrounded by Eleuthera’s lush native flora, the expansive infinity pool of this 6-bedroom home was expertly designed by RAD Architecture to maximize indoor-outdoor living with a covered outdoor terrace, lounge chaise furniture, and sweeping oceanfront views. 

About Jack’s Bay: Known as an “Oasis for the Soul,” Jack’s Bay is a 1,200-acre resort club and residential community on the southern end of Eleuthera in the Bahamas featuring an existing 10-hole Tiger Woods golf course dubbed “The Playground,” and a forthcoming 18-hole Nicklaus Heritage™ course, which is the first of this classification in the world. Developed by Eleuthera Properties Ltd., Jack’s Bay will offer four miles of breathtaking oceanfront property and a wide array of refined amenities, including the Atlantic Club, beach club, multiple restaurants, golf comfort stations, a golf clubhouse, golf practice facilities, sports pavilion, spa village and more, which are set to be delivered in three phases.

The Tennessean at The Abaco Club

$12 million | 8 Bedrooms | 8 Bathrooms | 9,243 square feet

One of the most coveted private locations for vacation and second homes, The Abaco Club is an exclusive lifestyle club and residential community located on Great Abaco island, offering members and homeowners the utmost privacy and world-class amenities including the top golf course in The Bahamas. Known as The Tennessean, this stunning, secluded mansion is the ultimate in barefoot luxury, featuring 8 bedrooms, 6 ensuites, and 2 half baths. The overall property size is 1.6 acres and outdoor amenities include a pool, dining area, private outdoor showers, and private beach access. 

The Hibiscus Estate Residence at Montage Cay

$16 million | 5 Bedrooms | 5.5 Bathrooms | 6,619 square feet interior | 2,132 square feet covered exterior

Pool details: The luxurious yet nature-inspired design of this home allows it to blend seamlessly with the surrounding environment of the island, and the unique infinity pool and lounge area was designed by SKS Landscape Architects

About Montage Cay: Set to debut in The Abacos, Bahamas in 2025, Montage Cay is the first private island development from Montage Hotels & Resorts. The 53-acre resort and residential community will boat an impressive allure for water-minded individuals and features a five-star hotel with 50 all-suite accommodations including an intimate collection of over-water bungalows; 47 Montage Residences built within distinct private enclaves on the island’s seven white-sand beaches; a selection of oversized oceanfront homesites; a 47-slip marina; and other premium signature amenities.

Last Remaining Penthouse at Andaz Turks & Caicos at Grace Bay 

$3.5 million | 2 bedrooms | 1 bathrooms | 3,057 square feet

With oceanfront views and a rooftop terrace, this exclusive penthouse is 3,057 square feet with 2 beds, 1 bath. In collaboration with RAD Architecture and Modus Operandi, the penthouse is inspired by the tranquil waters, golden tones, and stunning coral reefs for which Grace Bay Beach is known. This 2-bedroom gem boasts an awe-inspiring ocean view from its very own rooftop terrace, designed by Francisco Jove to engage all five senses. The rooftop terrace is the highlight of this unique villa-in-the-sky with panoramic views from the plunge pool, sunning area, trellised dining and lounge area, and summer kitchen. 

About Andaz Turks & Caicos:

Nestled within Grace Bay with direct access to Bight Reef, Andaz Turks & Caicos debuting in late 2025 offers an unparalleled five-star experience and will be the first Hyatt property on the island. The premier property boasts a 59-key resort and 73 residential units, all featuring breathtaking ocean views. Partnering with RAD Architecture and Modus Operandi, the design seamlessly blends Caribbean cultural influences with the islands’ natural beauty. The thoughtfully designed master plan resort will be home to exceptional dining including three restaurants and bars, and an elevated rooftop venue with unobstructed panoramic views of the bay. Additional amenities include a state-of-the-art fitness facility, a garden yoga studio, tennis and pickleball courts, Kid’s Club, and a full-service indoor/outdoor spa. Andaz Turks & Caicos at Grace Bay will have a full array of lifestyle options with dedicated luxury concierge services.

Astor Penthouse, St. Regis Cap Cana 

$25 million | 7 bedrooms | 5 baths | 20,742 square feet

Pool details: The Astor Penthouse features expansive outdoor space across two levels, a private terrace with gardens and a 28-foot pool overlooking the beautiful turquoise waters.  

St. Regis Cap Cana: The Residences at The St. Regis Cap Cana will be the first and only five-star branded real estate offering in Cap Cana and will be the most luxurious residential resort in the Dominican Republic. Located within the exclusive, master-planned community of Cap Cana, just south of Punta Cana on the eastern tip of the island, owners will have access to all the bespoke amenities and services of St. Regis. Access is also provided to the amenities of Cap Cana, the Caribbean’s fastest growing and most stable tourist destination, which includes the Punta Espada Golf Course, rated as the #1 Best Golf Course in the Caribbean and Mexico by Golf Digest.  

Sky Villa 3D, South Bank in Turks and Caicos

$2.2 million | 3 bedrooms | 3.5 baths | 3,930 square feet

Pool details: The Sky Villa 3D unit at Arc at South Bank features an 11×7 foot pool on its terrace overlooking the Caribbean Ocean, which is also equipped with living, dining and green space for seamless indoor/outdoor vertical living. 

South Bank: Featuring four distinct neighborhoods within one property, all along 31 acres of the Providenciales shoreline, South Bank is Turks and Caicos’ newest luxury residential community, resort, and marina. Perfect for water lovers, adventurers and those looking to relax, the development includes: The Launch, a collection of contemporary boathouses with dedicated docks; The Lagoon and Ocean Estate, comprising spacious standalone homes that capture the essence of beach and oceanfront living; and Arc, a six-story residential building designed by world-renowned designer Piero Lissoni that encompasses Sky Villas. Residents enjoy access to South Bank’s resort services and amenities, including on-demand butler and private chef service; the swimming lagoon with lounging islands in its center; two gyms and a spa, a fully serviced marina and boat concierge; two signature restaurants and bars, as well as direct access to the serene Long Bay Beach.    

Casitas, The Point, Grace Bay Resort, Turks and Caicos  

$2.1 million | 2 bedrooms

Pool details: Surrounded by a private garden, the ultra-luxury casitas at The Point each feature their own swimming pool creating a secluded oasis. 

Residential Resort details: The Point, located at the award-winning Point Grace resort, sits on 300 pristine feet of Grace Bay Beach offers 56 homes ranging in size from 2,600 square feet to 7,000 square feet.

These residences include: 

  • 16 single family, two-bedroom casitas
  • 32 two- and three-bedroom condominiums
  • Six four- and five-bedroom residences
  • Two, double-story corner penthouses

Homes at The Point will feature 10-foot-deep terraces providing expansive ocean views and modern glass balustrades, while ground floor residences are specifically unique as they will provide owners with private plunge pools and elevated above site amenities, providing dramatic ocean views. All homes will provide lockout capability, enhancing rental flexibility for owners. 

Two Bedroom, Rock House’s Reserve Villas, Grace Bay Resorts

$2.5 million | 2 bedrooms | 2 bathrooms | 2,569 square feet  

This two-bedroom sits on a cliff up to 95 feet above sea level, overlooking the surrounding archipelago. The home includes exclusive access to a private beach, and its own private pool. The development exudes the captivating allure of iconic destinations like Capri, the south of France and the Greek islands. Rock House offers residents onsite dining at Cave Bar and Vita for a modern oceanfront dining and bar experience, right at the water’s edge. These villas were built and designed with the finest of interior finishes and fixtures, the highest quality appliances, custom impact-rated sliding glass doors/windows and structural concrete construction and with an ecological approach. 

The Pinnacle of Paradise: Embracing a Lifestyle of Luxury

Each property highlighted offers a unique gateway to a lifestyle of sophistication and leisure, where every day feels like a vacation. Whether it’s the panoramic ocean views, the architectural marvels, or the exclusive amenities, these properties are more than just homes; they are sanctuaries that promise a life of unparalleled luxury and relaxation. As the Caribbean continues to enchant with its vibrant culture and breathtaking landscapes, owning a piece of this paradise is not just an investment in real estate, but an investment in a lifestyle that celebrates the very essence of luxury and serenity.

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