Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$950 - $2,500 /night

Sugar Hill A18 | Paradise Found

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
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. Paradise Found, A18 Sugar Hill is ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$950 - $2,736 /night

Oceanfront Pool Studio

1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
Located directly overlooking the stunning 100-foot swimming pool with breathtaking views of the ocean. The oceanfront pool studio features a California King bed, well-appointed bathroom with L’Occitane amenities, an oc... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$950 - $2,400 /night

The Cove

4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
Welcome to "The Cove," a luxury beachfront penthouse nestled in the heart of St. Maarten's exclusive "The Cliff" enclave. This unparalleled residence offers the epitome of oceanfront opulence and privacy, combining the a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$950 - $2,500 /night

Tigh-Na-Mara Villa

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Tigh-na-Mara Villa, or as its name translates to, the "House by the Sea," is nestled centrally on the sun-drenched island of Anguilla in Elsie Bay, making it a prime Anguilla villa rental. This exquisite property encapsu... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$950 - $2,450 /night

Casa Bonita

4 Bedroom Villa, 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: Damage Waiver $299.00 flat, Food & Beverage Deposit $500.00 flat
Taxes: 18%
$950 - $2,950 /night

Hilltime

5 Bedroom Villa, 4 Bathrooms, Sleeps 12
Welcome to Hilltime, a spacious single-story beachfront villa located in beautiful Rum Point. Featuring multiple bedroom terraces, a private pool, and backyard snorkeling, Hilltime is a fabulous destination along the isl... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
$950 - $1,900 /night

Calabash Westside 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. The Westside Suites provide you with the quintessential bea... more
Additional Fees: Damage Waiver $299.00 flat
$950 - $1,700 /night

Anchorage

3 Bedroom Estate, 3 Bathrooms, Sleeps 6
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist. Guests staying within the world-famous San... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$945 - $2,850 /night

Casa Luna 14

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Welcome to Casa Luna, a luxurious seaside residential resort nestled along the coastline just south of Seven Mile Beach. Inspired by Tuscan architecture, Casa Luna blends modern luxury living with award-winning landsc... more
Additional Fees: Damage Waiver $299.00 flat, Departure Cleaning Fee $275.00 flat
Taxes: 30.9%
$945 - $2,245 /night

Sea 2 Infinity

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Sea 2 Infinity's is a two-story villa that spans over 4,000 sq. ft. and sits on over an acre of sand in beautiful Cayman Kai. Guests can walk to Starfish Point, the Kaibo restaurants, and the Rum Point Club once it reope... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
$945 - $1,895 /night

Blue Serenity

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Blue Serenity, a luxurious 4-bedroom villa on Cayman's central south coast. Perfect for families and groups, this villa offers backyard snorkeling and a host of modern amenities after a complete rebuild. Bl... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
$945 - $2,195 /night

Tarasand

4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Welcome to Tarasand! This two-story luxury villa sits on the waterfront in Cayman Kai, a short distance from the Rum Point Club along the north coast. Tarasand is a great family villa offering barefoot swimming off the s... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
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