Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,000 - $3,187 /night
Coach House at Good Hope
7 Bedroom Villa, 10 Bathrooms, Sleeps 14
The Coach House at Good Hope is a fantastic informal gathering place for families, retreats, and friends - with space for togetherness, space for discovering nature, and space for alone time. Like traveling through a tim... more
Additional Fees: Service Fee $50.00 flat, Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,000 - $1,850 /night
Emerald Beach 4 | Plumbago
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access.
Nearby construction may result in noise disturbances. For further details on how this ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,000 - $3,143 /night
Passage
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located above Corossol Beach, villa Le Passage is a luxurious contemporary property with stunning ocean views. Spacious and bright, this vacation home with a heated swimming pool welcomes guests in the utmost calm and na... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $4,714 /night
Lina
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Colombier, the rental villa Lina is a luxurious and very private vacation home in St-Barths. Surrounded by the lush tropical vegetation, this two-bedroom property with a splendid view over the o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $2,290 /night
Hacienda A18 | Tranquila
4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,000 - $4,000 /night
Shell Beach
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located in Gustavia, a few steps from the splendid “shell beach”, the vacation villa Shell Beach is a charming two-bedroom property nestled in the green hills. The daily spectacle of the glowing sunsets and the view ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $1,850 /night
Emerald Beach 6 | Cassia
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access.
Nearby construction may result in noise disturbances. For further details on how this ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,000 - $3,000 /night
La Cana H3 | Caballet
4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,000 - $2,857 /night
Fairwinds
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
Taxes: 17.5%
$1,000 - $2,000 /night
Hallidays
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Hallidays at Old Trees is a luxury three-bedroom beachfront apartment is located within the prestigious Old Trees development of luxury beachfront properties. Each residence in this exclusive complex offers breathtaking ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,000 - $5,000 /night
Half Century House
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Sugar Hill Resort community offers a number of resort amenities. Guests will have access to the Clubhouse, restaurant, resort swimming pools and tennis courts.
Located in the gated Sugar Hill Tenn... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,000 - $1,669 /night
Blue Heaven Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,000 - $3,143 /night
Armor
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nestled in the heights of the exclusive private domain of Montjean, Villa Armor welcomes you into an exceptional setting where nature, privacy, and comfort meet.
Surrounded by a lush tropical garden, this charming vil... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $1,800 /night
Val André
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Val Andre house is ideally located at the end of the greatly prized Saint Jean beach in St Barth. The closest hotel in Saint Barth is the Emeraude Plage.
This house in Saint Barth, exceptional thanks to its much-covet... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $5,000 /night
Byzance
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located at the top of Colombier Hill, the luxurious vacation rental Byzance is an outstanding property opening onto a spectacular view over the ocean and the green landscapes of St-Barthelemy. In an ancient Greek strikin... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $1,800 /night
Vialenc
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Vialenc is one of the last architectural colonial villas of the island. It is located in an exceptional location at the entrance of Gustavia harbour. The villa dominates the harbour entrance and the ocean views toward t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $3,857 /night
Agave Azul
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on the high hills of Vitet, the luxurious rental Agave Azul is the perfect place for a great vacation in a charming environment. Built on two levels, it opens widely onto a fantastic panoramic view over the bay o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $3,429 /night
Ecume des Jours
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa L'Ecume des Jours boasts an ideal location on the stunning Plum Bay beach, where it merges with Baie Longue. This contemporary beachfront property offers a tranquil setting for your vacation.
The villa features ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,000 - $2,000 /night
Beach Shack
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
A beguiling bolthole for couples that blends Balinese style and boho vibes. Offering all the ingredients for an intimate getaway, and an ideal location at the end of Turtle Cove beach, where passing beachgoers are few an... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$999 - $2,299 /night
Tortuga C32
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$999 - $2,799 /night
Tortuga B48 | Marcela
5 Bedroom Apartment, 6 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$999 - $2,599 /night
Arrecife 38
4 Bedroom Apartment, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$999 - $2,800 /night
Hacienda B5
4 Bedroom Apartment, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$996 - $2,251 /night
Lockrum Point
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Sitting on Lockrum Bay, this amazing two-level seaside villa sets the stage for luxurious relaxation, privacy, and entertainment. The villa comes with breathtaking views of the sea and St. Martin, four ensuite bedrooms/b... more
Additional Fees: Damage Waiver $299.00 flat
$995 - $2,395 /night
Iggy Blue
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
This 5,000+ square foot villa is directly oceanfront in Rum Point just 2 miles east of the Rum Point Club (reopening Spring 2023). The name Iggy Blue pays homage to Grand Cayman's indigenous, and protected blue iguana.
... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$995 - $1,695 /night
3 BDM Beachview Villa
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Spacious living and dining areas, fantastic ocean views, and a private plunge pool are just a few reasons why the Beachview Villas are irresistible vacation accommodations.
Located steps away from Dawn Beach, offers w... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
Taxes: 20%
$995 - $2,495 /night
Coral Kai
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to Coral Kai, an oceanfront villa along the north shore in beautiful Rum Point. This spacious single-level home invites you to experience beachfront living in its purest form.
Unwind on the sandy beachfront th... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$993 - $2,211 /night
Indigo Pearl
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Indigo Pearl is a luxurious three bedroom retreat nestled atop Hope Hill in St Martin.
With breathtaking panoramic views of the Caribbean Sea, this opulent villa offers a perfect blend of modern amenities and tropical... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$990 - $3,650 /night
Casa Bliss
4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
All guests must register with the Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Res... more
Additional Fees: Security Deposit $299.00 flat, Food & Beverage Deposit $500.00 flat
Taxes: 18%
Taxes: 18%
$990 - $3,143 /night
La Vue Folle
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
La Vue Folle, meaning “a crazy sight,” is an eye-catching villa that lives up to the name. The main entrance leads out onto the terrace, where guests face impeccable views of Simpson Bay Lagoon, unlike anything befor... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$990 - $3,140 /night
Belle Fontaine
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The villa Belle Fontaine features an expansive deck with a stunning double pool. The larger pool is complemented by a smaller pool inset with a tiled table, creating a unique and inviting space for relaxation and enjoyme... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$988 /night
Tropical Paradise
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
All guests must register with the Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Res... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$988 /night
Tranquilo Haven
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$986 - $2,571 /night
Bijou
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Flamands, only five minutes from Gustavia, the vacation rental villa BIJOU offers an elegant setting for an unforgettable stay with family or friends in the Caribbean. The fantastic ocean view a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$985 - $2,275 /night
Sleepy Shallows
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Sleepy Shallows is a lovely beachfront family-friendly property with newly updated interiors, located in the gated community of Bengal Bay in Rio Bueno, just 8 minutes from Discovery Bay and 50 minutes from Montego Bay.
... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$980 - $3,075 /night
Marsh Mellow
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist.
Marsh Mellow is a custom designed villa, situated ... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$975 - $2,000 /night
Calabash Junior Suite
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
Calabash Luxury Boutique Hotel & Spa combines five-star service and luxury within a relaxed and intimate environment to create the ultimate Caribbean escape.
Designed for maximum roominess, all Junior suites are open-... more
Additional Fees: Damage Waiver $299.00 flat
$975 - $2,300 /night
Ceiba
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Ceiba is aptly named after some... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$971 - $2,857 /night
Ventura
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The villa rental Ventura is a charming two-bedroom property located on the heights of St-Jean. In a modern design, this vacation home welcomes you into its spacious areas, illuminated by the gentle light of the Caribbean... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$971 - $2,121 /night
Adagio
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The Adagio Villa property is uniquely designed to provide generous space for guests to enjoy splendid times together while ensuring privacy. The three-level main pavilion features a stylishly-designed Great Room with flo... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 22%
Taxes: 22%
$971 - $6,857 /night
Mirador
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on the heights of Colombier, the charming rental villa Mirador offers a spectacular view over the harbour of Gustavia. Built on the hillside in a traditional style over independent pavilions, the property is deco... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$971 - $3,400 /night
Indyana
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Indyana is a beautiful three-bedroom property with a pool nestled in the lush vegetation of St-Barths. Located in St-Jean, Indyana offers upscale amenities in a modern and sleek decor. With high-end facilities and ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$971 - $2,286 /night
Les Sables
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa Les Sables indulges its guests with the best of all worlds: a terrace just steps from the sea, green lawns and swaying palms, a refreshing pool, and classic Caribbean comfort. This property's charm and convenient L... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$971 - $1,643 /night
Mongoose Run
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Embark on a getaway under the Caribbean sun at Villa Mongoose Run, where Caribbean luxury meets breathtaking sea views.
Treat yourself to an unforgettable vacation experience in this magnificent Caribbean villa with a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$965 - $2,240 /night
Partial Ocean View Junior Suite at The Shore Club
1 Bedroom Condo, 1 Bathrooms, Sleeps 2
Stylish and convenient, the sumptuous partial ocean view suites feature king-size beds with custom-made, premium bed linens and deluxe bathrooms stocked with the best products and accessories. Their sitting areas include... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$957 - $3,857 /night
Dasha
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on the heights of Lurin and Gouverneur, the luxurious holiday rental villa Dasha, is ideal for a large family or a group of friends wishing to share a rental villa in St. Barths. Its breathtaking views over the o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$955 /night
Ocean View Studio
1 Bedroom Studio, 1 Bathrooms, Sleeps 2
Our Ocean View Studios are located on the corners of the second to fourth floors in our oceanfront buildings. These beautifully designed studios cover an impressive 670 square feet and are adorned with blackout curtains ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$950 - $2,950 /night
Seabreeze #3
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Welcome to SeaBreeze #3, one of only nine luxury condos within a tranquil residential resort nestled along the northern shore of Seven Mile Beach. Travelers seeking spacious accommodations with resort-like amenities and ... more
Additional Fees: Damage Waiver $299.00 flat, Departure Cleaning Fee $295.00 flat
Taxes: 30.9%
Taxes: 30.9%
$950 - $3,450 /night
Villa Venus
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
This sumptuous 3-bedroom villa atop Blue Mountain Road in Turks and Caicos boasts breathtaking ocean vistas, a private pool, and a verdant garden. It features an Italian kitchen and Roche Bobois furnishings with seamless... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$950 - $2,950 /night
Aqua Residence 4
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
Welcome to Aqua, a brand new luxury residential tower offering 10 exclusive full-floor residences with panoramic views of Seven Mile Beach. Each residence spans the entire floor, providing unparalleled privacy and seamle... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%