Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$3,050 - $7,590 /night
Amanzi
3 Bedroom Apartment, 4 Bathrooms, Sleeps 6
Perched at the very edge of the ocean, Amanzi at Oil Nut Bay is more than a villa—it is a masterclass in design, marrying the luxuries of indoor refinement with the natural beauty of outdoor living. Each of the three k... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
Taxes: 31%
Inquire for Rates
The Hermitage
4 Bedroom Villa, 3 Bathrooms, Sleeps 9
The Hermitage is designed with authentic Jamaican materials such as stone, marble, mahogany, and cedar to mirror features of authentic and traditional Jamaican homes. The villa features superb craftsmanship in mahogany a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
Taxes: 20%
$3,013 - $4,970 /night
Beachfront Bungalow with Private Pool
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Ease into the balance and flow of Ambergris Cay, a private island resort that offers a bespoke approach to luxury island living. Originally established as a community for second homeowners, the recent addition of 17 Beac... more
Additional Fees: Damage Waiver $299.00 flat
$3,000 - $6,500 /night
Casa Marina
6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
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%
$3,000 - $8,050 /night
Corales 36 | Casa La Española
8 Bedroom Villa, 8 Bathrooms, Sleeps 16
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Security Deposit $2000.00 flat
Taxes: 18%
Taxes: 18%
$3,000 - $5,000 /night
Villa Costamar
6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Nestled within the prestigious enclave of Sea Horse Ranch in Cabarete, Dominican Republic, Villa Costamar offers a luxury beachfront escape in the Caribbean. With its contemporary design, perfect beachfront location, and... more
Additional Fees: Damage Waiver $299.00 flat
$3,000 - $17,000 /night
The Ridge
11 Bedroom Apartment, 12 Bathrooms, Sleeps 22
The Fairmont Royal Pavilion is one of the most prestigious resorts in Barbados. Guests will have complimentary access to the Pavilion Beach Club and restaurants.
As an iconic traveller with discerni... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 12.5%
Taxes: 12.5%
$3,000 /night
Vivero 40 | Casa Palmas
5 Bedroom Villa, 5 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: 6%
Taxes: 6%
$3,000 - $11,110 /night
Casa de la Playa
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
As you step through the front door of Villa Casa de la Playa, you'll be greeted by a breathtaking view of the pool and the blue of the Caribbean Sea beyond. The open and spacious layout of the villa allows for seamless i... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$3,000 - $6,143 /night
Villa Lido
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Entering Villa Lido to the wide-open view of the bay and Caribbean Sea beyond is a sight for sore eyes. Cool, elegant, modern interiors invite you in. The view is maximized by the open walls of glass. Every element of th... more
Additional Fees: Service Fee $50.00 flat, Damage Waiver $299.00 flat
$3,000 /night
Casa Del Disenador
2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
Upon opening its doors, you will be transported to the 16th century, where elegance, comfort, and privacy converge. A large room welcomes the visitor with its brick floors and thick white walls from where one can glimpse... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$3,000 - $7,143 /night
Dragonfly
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$3,000 - $8,800 /night
Yarari Royale
9 Bedroom Villa, 10 Bathrooms, Sleeps 20
Nestled in the exclusive community of Cap Cana is Eden Roc, a luxury beach resort along the Caribbean Sea. Guests will have access to all resort facilities including a lagoon-style swimming pool, restaurants ($),... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$3,000 - $9,000 /night
Sundance
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$3,000 - $6,230 /night
Phoenix
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$3,000 - $9,000 /night
La Perla Palais
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa La Perla Palais on St. Martin stands out as one of the most breathtaking beachfront properties on the island. The unparalleled setting on the coveted Baie Rouge beach is well known for its picturesque beauty.
Th... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $250.00 flat
Taxes: 10%
Taxes: 10%
$3,000 - $8,750 /night
Bohemia
8 Bedroom House, 11 Bathrooms, Sleeps 16
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Paradise is more than a place. ... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 12.5%
Taxes: 12.5%
$3,000 - $8,000 /night
Bluff House and Cottage
8 Bedroom House, 8 Bathrooms, Sleeps 16
Bluff House, a magnificent 6-bedroom luxury villa, boasts its own exclusive, direct pathway to the renowned Sandy Lane beach. Nestled within lush tropical gardens spanning over an acre, this exceptional property has unde... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 12.5%
Taxes: 12.5%
$3,000 - $12,500 /night
Sandyline
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Villa Sandyline in Saint Martin: A Modern Luxury Retreat with Two Heated Pools, Gym, and Tennis Court
Nestled in the exclusive Terres Basses area of Saint Martin, Villa Sandyline embodies modern luxury on a sprawling ... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 10%
Taxes: 10%
$2,999 - $7,999 /night
Hacienda A40
8 Bedroom Villa, 10 Bathrooms, Sleeps 20
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$2,995 - $10,995 /night
Timeless Paradise Villa
11 Bedroom Villa, 13 Bathrooms, Sleeps 24
Discover unparalleled Carribean grandeur and indulge in luxurious island living at this exclusive vacation villa, nestled in the prestigious Rum Point neighborhood. This beachfront paradise is more than just a home—it'... more
Additional Fees: Cleaning | Damage Deposit $2500.00 flat, Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat
Taxes: 34.4%
Taxes: 34.4%
$2,995 - $6,495 /night
Fischer's Reef
8 Bedroom Villa, 9 Bathrooms, Sleeps 18
Welcome to Fischer’s Reef, a spacious and beautifully designed 7-bedroom oceanfront villa that’s perfect for family vacations in Grand Cayman. Located just one mile from the famous Rum Point Club, this luxury villa o... more
Additional Fees: Departure Cleaning Fee $395.00 flat, Damage Waiver $299.00 flat, Cleaning | Security Deposit $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$2,986 - $8,785 /night
Hummingbird House
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,970 - $9,300 /night
4 BDM Beach House at Beach Enclave Long Bay
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Please note that pending availability there are four, 4-bedroom beach houses. Two with jacuzzies and two without. Contact a villa specialist for more information.
For extended families or larger part... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$2,950 - $10,950 /night
SunRays
8 Bedroom Villa, 9 Bathrooms, Sleeps 18
Welcome to SunRays, a newly built, luxury oceanfront estate located directly on a barefoot beach with calm waters and sunset views. This magnificent new villa lacks nothing and checks just about every box imaginable for ... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $2500.00 flat
Taxes: 34.4%
Taxes: 34.4%
$2,945 - $3,975 /night
Two Bedroom Beachfront Villa Premier
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on an elevated bluff on the beach and offering stunning ocean views, spanning pool terrace, entry garden, large great room with a full-size kitchen, two master suites with outdoor shower gardens. Located 20 feet ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31.25%
Taxes: 31.25%
$2,940 - $8,050 /night
5 Bedroom Lagoon Villa
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The five-bedroom Lagoon Villa offers floor-to-ceiling views, a private pool, three king bedrooms and one with two twin beds in the main villa, and a standalone guesthouse with one king bedroom—each with a private ensui... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$2,920 - $6,860 /night
2 BDM Deluxe Oceanfront Suite at The Palms Turks & Caicos
2 Bedroom Hotel, 3 Bathrooms, Sleeps 4
With a generous 2,000 square feet, the two bedroom suites at The Palms Turks & Caicos offer a primary bedroom with a king bed , a second bedroom with a king bed and full-size sleeper sofa, two and a half bathrooms with q... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$2,900 /night
Casa Zens
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
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%
$2,900 - $7,800 /night
4 BDM Ocean View Beach House
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Perfectly situated to enjoy protected ocean views and privacy, the four-bedroom beach house offers unmatched views of the island’s North Shore from the primary bedroom with the upper-level standing at 70ft above the wa... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%