Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$795 - $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, Damage Deposit | Excess Cleaning $1500.00 flat
Taxes: 28%
$795 - $2,350 /night

Envision

5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Envision is the new name for this recently renovated beach house on Cayman's North Side with backyard snorkeling, a sandy beachfront, plus a private pool with spa. Complimentary spa heat is provided from Thanksgiving to ... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat, Security Deposit | Excess Cleaning $2500.00 flat
Taxes: 28%
$795 - $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, Damage Deposit | Excess Cleaning $1000.00 flat
Taxes: 28%
$795 - $995 /night

2 BDM Marina View Townhouse

2 Bedroom Apartment, 3 Bathrooms, Sleeps 4
The Marina View Townhouse overlooks the vibrant Oyster Pond Marina and is two levels with the living and dining area as well as kitchen, half bathroom, and private terrace located on the main level. The upper level offer... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$795 - $1,065 /night

Mai Tai Villa

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
A beautiful 4 bedroom private, beachfront villa with amazing views, cool sea breeze and the relaxing sound of the waves touching the sand. Mai Tai is one of the handful of villas in Silver Sands that provides full-tim... more
Additional Fees: Damage Waiver $299.00 flat
$795 - $1,950 /night

Waves Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 7
Waves Villa is a radiant oceanfront property in Anguilla that offers its guests phenomenal views of Shoal Bay East, one of the island's most representative beaches. This idyllic location is celebrated for its silky white... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$795 - $2,150 /night

Cayman Sands Villa

5 Bedroom Villa, 5 Bathrooms, Sleeps 12
Cayman Sands is an oceanfront villa in Old Man Bay along the north coast. With an open, one-story design, Cayman Sands offers guests an intimate experience across 4,000 sq ft. of living space, plus a one-bedroom detached... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat, Cleaning | Security Deposit $1500.00 flat
Taxes: 28%
$795 - $1,995 /night

Hidden Cove

6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Hidden Cove offers a large family, or two smaller families, a home away from home with the amenities of a vacation resort. With a boat dock directly on a secluded cove, guests can launch kayaks, six come provided complim... more
Additional Fees: Departure Cleaning Fee $175.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1500.00 flat
Taxes: 28%
$795 - $2,719 /night

Bluebird

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%
$795 - $1,700 /night

Reeds House Penthouse 14

3 Bedroom Penthouse, 3 Bathrooms, Sleeps 6
Nearby beach construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist. Reeds House is ideally situated directly o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$795 - $2,295 /night

Kai Cove

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Kai Cove, formerly Sea Cove, is a newly renovated and redecorated beachfront home within the exclusive Cayman Kai area near Rum Point. This stunning home features a new waterfront pool and veranda patio, along with a... more
Additional Fees: Cleaning | Damage Deposit $1500.00 flat, Departure Cleaning Fee $165.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
$795 - $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, Cleaning | Damage Deposit $1500.00 flat
Taxes: 30.9%
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