​​Caribbean Villas For Rent

Caribbean Villas For Rent

Best Beachfront Caribbean Villas for Rent 

The Beachfront House Barbados

The beachside dining pavilion is a stand-out feature of this understated, yet stylish home. Two and half acres of manicured tropical gardens span across 100 metres of prime beachfront, with a full complement of staff to cater to every need. The estate features three houses and two cottages, with 12 spacious rooms catering for up to 30 guests. Rentals include the use of the property’s state-of the art gym, 33’ luxury motor boat, 18’ speedboat, water sports and tennis court.

The Great House Ultra Luxury Villa Barbados

Palatial Estate on Grace Bay, Turks and Caicos

This palatial estate is one of the most exclusive in Turks and Caicos. With eleven acres of lush lawns, the estate is a premier vacation rental with the amenities of a five-star luxury resort. The eleven bedrooms and eighteen bathrooms are complemented by a private beach deck, tennis court, and fitness center combined with a prime location on the East end of Grace Bay. Traditional architecture and impeccable attention to detail throughout create a stately atmosphere.

Palm Beach Villa, Mustique

This impressive Palladian style residence is perfectly placed on six beachfront acres on Mustique. The estate’s setting an facade is dramatic, yet welcoming to guests. Palm Beach Villa was designed by Arne Hasselqvist, with influences from Oliver Messel, perfectly complementing its privileged location on L’Ansecoy Bay.

Palm Beach Mustique

Breathtaking 6-Bedroom Waterfront Property on Grace Bay, Turks and Caicos

This breathtaking waterfront property on Grace Bay in Turks and Caicos incorporates sprawling outdoor landscapes and an expansive deck with a vista of stunning turquoise water. There is outdoor dining, with pizza oven and grill along with a spectacular deck above where you can sit and enjoy unforgettable sunset views.  The indoor bar and games room is perfect for evening entertainment or choose to relax around the fire pit with cocktails and music.

Best Infinity Pool Caribbean Villas for Rent

Expansive Hillside Residence near Gustavia, St Barths

This expansive 4-level residence above Gustavia features panoramic views of the sea and harbour and two infinity-edge pools. A recent addition to the luxury villa market on the exclusive island of St Barths, the owners collaborated with architects and artisans around the world to create this bold interpretation of the luxury villa experience.

St Barths villa for rent
St Barths villa for rent
Saint Barths Villa to Rent in St Jean 35
Saint Barths Villa to Rent in St Jean 35

Award-winning Contemporary Villa above St Jean Beach in Saint Barths

This award-winning villa above St Jean Beach in St Barths affords fantastic views of the bay and Caribbean turquoise waters. The 32-metre infinity pool is surrounded by entertaining spaces that invite guests to relax and enjoy the surroundings. The 6-bedroom property was completed in 2018 and now provides a high-tech, modern and exciting vacation home on Saint-Barthélemy.

Best Caribbean Villas for Rent with Good Private Jet Access

Classic Harbour Island Beach House, Bahamas

This Harbour island villa is just a 5-min van and then 5-min boat transfer from North Eleuthera Airport (ELH/MYEH). The decor throughout the villa is fabulous, with 6 sumptuous bedrooms, pool, terraces and gardens all looking onto beachfront and ocean views. enjoy long lunches in the salon, the upper veranda, the beachfront cabana dining pavilion or a dining set-up poolside among the palm trees. 

Bahamas Harbour Island Luxury Vacation Rental
Bahamas Harbour Island Luxury Vacation Rental

Beachfront Luxury Villa in Little Harbor, Anguilla

Just 8 mins from Clayton J Lloyd International Airport (AXA) in Anguilla this beachfront villa in Little Harbor is a firm favourite for clients who want quick access after flying private into Anguilla. The 10 elegant suites open onto views of St. Martin and St. Barts and two secluded beaches, while the private tennis court and gym provide a welcome addition to the great facilities.

Prince’s Former Estate in Turks and Caicos

Just 15 mins from Providenciales International Airport (PLS), the main international entry point in Turks and Caicos, Prince’s former estate has an air of exclusivity and a heritage shaped by its past owner’s legacy. With a private beach, two swimming pools, 17 bedrooms across two separate villas, which can be booked independently or as a whole, and the option to bring in celebrity chef Adrian Forte, this a great option for large groups or special occasions. 

Casa de Campo, Dominican Republic

Casa de Campo is just 12 mins from the Dominican Republic’s La Romana International Airport (LRM/MDLR). Casa de Campo’s range of oceanfront villas provide a private paradise overlooking the Caribbean Sea. Enjoy poolside service that is perfect for couples and large groups. Casa de Campo has plenty of activities such as equestrian, shooting, tennis, sports, beaches, marina, as well as many dining and golf options. 

Best Oliver Messel-Designed Caribbean Villas to Rent

Oliver Messel’s genius was to merge the divisions between the outdoors and indoors, ushering in a more modern style of Caribbean architecture. His utilised perspective to make rooms appear larger, with windows and doors carefully positioned to ‘frame’ perfect views. His use of slender Greek columns, flattened arches, elaborate plaster mouldings, latticework, jalousied wooden shutters and overgrown jungle-like gardens all combined into his ‘Gingerbread’ style.  Another trademark was to have the front door open to look straight through the house to the view beyond. His homes still awe and inspire guests to this day.

Les Jolies Eaux, Mustique

Princess Margaret’s former home on the island of Mustique is perhaps Messel’s most well-known project, with the Princess noting,  “I’m very pleased with what Oliver did for Les Jolies Eaux. This is my house, the only square inch in the world I own, and Oliver was a major contributor to it.” The villa is much sough-after for due to the 270-degree dual Atlantic and Caribbean views as well as its two swimming pools, heritage and unique design.

Les Jolies Eaux Villa Mustique
Obsidian Ultra Luxury Villa Rental Mustique

Obsidian, Mustique

With no original surviving buildings on Mustique, Messel was given freedom to conceive a style all of his own. The resulting new ‘Gingerbread Style’ took its cues from the West Indies, the American Deep South and French influences from Haiti, which he visited for inspiration. It is best-seen in photographer Patrick Lichfield’s former home Obsidian.

Crystal Springs, Barbados

Originally built in the 1940s, Crystal Springs was meticulously re-conceived by Oliver Messel in the 1960s. The villa was completely restored again in 2014. The elegant facade, stylish decor and magical views deliver a special ambience. 

Elegant Stone Villa on the Beach, Turks and Caicos

Messel based his Barbados designs on Caribbean Georgian architecture. Be transported to 18th-century Caribbean luxury in this stunning estate right on the waterfront.

Best Private Island Caribbean Villas for Rent

Private Island, Bahamas

This private island in the Exumas in the Bahamas features four uniquely designed villas, all with private beaches and breathtaking views. A former remote fishing outpost, the island was transformed into an eco-friendly haven offering sustainable and authentic luxury. The private deepwater marina can dock multiples yachts in addition to island’s entire fleet of sailing yachts, fishing boats, dive boats, ribs and safety vessels. The beach club is the perfect place to gather for lunch or sundowners or to enjoy the impressive collection of wind and water toys.

Over Yonder Cay Bahamas
Calivigny Island Grenada

Private Island, Grenada

Considered one the most exclusive private islands in world, it is located a five-minute boat ride from mainland Grenada’s Maurice Bishop International Airport. The team of hospitality stars here deliver unforgettable dining and experiences to guests. The 25 bedrooms across two houses and three cottages can accommodate up to 50 guests in style. 

Necker, BVI

Sir Richard Branson’s private island paradise in the British Virgin Islands is a stunning hideaway. It’s the perfect playground to explore on land and water, offering incredible dining, plenty of activities and legendary events. Balinese-style guest rooms sprawl across the island, sleeping up to 48 adults and six children.

Gorgeously Restored Bastide Villa Surrounded by Vineyards on the Route Des Plages in Saint Tropez, France

Peninsula Papagayo Private Residence, Costa Rica

Exceptional Waterfront Villa Overlooking Plage Paloma in Saint-Jean-Cap-Ferrat, France


Gorgeously Restored Bastide Villa Surrounded by Vineyards on the Route Des Plages in Saint Tropez, France

Peninsula Papagayo Private Residence, Costa Rica

Exceptional Waterfront Villa Overlooking Plage Paloma in Saint-Jean-Cap-Ferrat, France

Magnificent Seafront Villa Next to Private Beach in Saint-Jean-Cap-Ferrat, France

Modern Belle-Epoque Style Private Villa on Promenade Maurice Rouvier in Saint-Jean-Cap-Ferrat, France

Luxuriously Restored Fortress on Capraia Island, Tuscany, Italy

Beautiful Dubrovnik Villa Close to the Game of Thrones ‘Tyrell Garden’, Croatia

Private Estate in Les Parcs St Tropez

Beautifully Restored Modern Villa Near the Beaches of Las Salinas in Ibiza

Impressive Beachfront Villa in Marbella, Spain