Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,000 - $1,571 /night
Blue Heaven Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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 - $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 - $2,799 /night
Tortuga C20
6 Bedroom Apartment, 6 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Security Deposit $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%
$999 - $1,675 /night
Affiniti
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
20 minutes away from Providenciales International Airport, this spacious home sits perched overlooking Chalk Sound Creek and ocean. With a stunning sunset view, an amazing infinity pool, which is one of the highlights of... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$999 - $2,899 /night
Cayuco 33
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Guests staying within Cap Cana will have access to all resort amenities and facilities. Resort amenities and facilities include a golf course ($), spa ($), restaurants ($), bars ($), fitness centre ($) and tennis... 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, Cleaning | Damage Deposit $2500.00 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 - $3,750 /night
Cayman Castle Villa
5 Bedroom Villa, 6 Bathrooms, Sleeps 14
Cayman Castle sits directly oceanfront on a private 2-acre gated estate and enjoys a wide white-sandy beach with fabulous snorkeling, kayaking, and sunbathing.
Two private pools, multi-tiered ocean terraces, a panoram... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$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, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$994 - $2,763 /night
No Problem
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 17.5%
Taxes: 17.5%
$990 - $3,650 /night
Casa Bliss
4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
All guests must register with the Villa Owners Club, and for a small daily fee ($25 per adult per night & $12 per child per night), are granted access to resort areas and amenities. Casa de Campo Resort facilitie... more
Additional Fees: Security Deposit $299.00 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 before... 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%
$990 - $1,925 /night
Schooner Bay 307 | The Lookout
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The Lookout is a superb two-storey apartment featuring two centrally air-conditioned bedrooms. Each has a luxurious en suite bathroom with marble tiling throughout.
The Schooner Bay Development has lovely landscaped g... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$988 /night
Tropical Paradise
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
All guests must register with the Villa Owners Club, and for a small daily fee ($25 per adult per night & $12 per child per night), are granted access to resort areas and amenities. Casa de Campo Resort facilitie... 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%
$987 - $3,108 /night
2 BDM Oceanfront Suite at Windsong Resort
2 Bedroom Hotel, 2 Bathrooms, Sleeps 4
Travertine marble floors, ten-foot ceilings, and stunning water views welcome guests upon entry to casually elegant interiors. From this vantage, the living room, dining area and fully-equipped, gourmet kitchen open to a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$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 - $2,142 /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 - $1,500 /night
Villa L'Optimiste
4 Bedroom Apartment, 4 Bathrooms, Sleeps 12
Four bedroom luxury villa rental. Introducing the epitome of luxury coastal living, nestled within the prestigious gated beachfront resort of Sea Horse Ranch. Villa l’Optimiste is a two-story, expansive residence with ... more
Additional Fees: Damage Waiver $299.00 flat