Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$800 - $2,572 /night
Jasper
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Villa Jasper has an interesting past. This unique island home was once the property of its namesake, the artist Jasper Johns, and was designed and built in the mid-70s by the celebrated post-modern architect Philip Johns... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$800 - $1,850 /night
Portico 3
3 Bedroom Apartment, 4 Bathrooms, Sleeps 6
Portico 3 is a design-minded, luxury three-bedroom condo with wall-to-wall ocean views that exudes relaxation. While you’ll love the platinum West Coast at your doorstep, this modern, beachy abode offers luxe amenities... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$800 - $1,715 /night
Amateras
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Pure tranquility and unparalleled views await at this one-of-a-kind residence for rent in BVI. Perched on 1.5 acres of the hilltop at Princess Quarters and set among the magnificent boulders found only in Virgin Gorda, A... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$800 - $4,071 /night
Habitation Saint Louis
4 Bedroom House, 4 Bathrooms, Sleeps 8
Nestled on a hillside above Corossol fishing port, the charming rental villa Habitation Saint Louis offers a magnificent panoramic view over Corossol Bay and the ocean. This charming four-bedroom property is the perfect ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$800 - $2,100 /night
Caira House
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Its aesthetics are clean, sleek, and sophisticated. Its location is ideal and picturesque.
Caira House is a 4-bedroom, 4.5-bathroom home sitting on an acre of land with neutral tones, recessed lighting, spacious air-c... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$800 - $1,829 /night
Bashert
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Do you believe in fate? Then perhaps you will be drawn to Villa Bashert, whose name means 'meant to be'.
Perched atop coral reefs and surrounded by the breathtaking turquoise waters of Chalk Sound National Park, Villa... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17%
Taxes: 17%
$800 - $1,250 /night
Coco
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Coco is an elegant four-bedroom, four-bathroom townhouse set amongst beautiful landscaped tropical gardens in the private estate of Mullins Bay. Located just 2-minutes’ walk from the world-famous Mullins Beach on the b... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$800 - $2,150 /night
Sundown Villa
5 Bedroom Estate, 5 Bathrooms, Sleeps 10
Sundown villa is a wonderful holiday home with views of the Caribbean sea off the west coast of Barbados.
Located across the road from Mullins Beach, Sundown offers uninterrupted ocean views across the bay from the pr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$800 - $2,700 /night
Wastra
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located in the center of Gustavia, the luxurious villa Wastra combines a refined decoration with luxurious facilities. Only a few minutes from the beach, restaurants and stores, this two-bedroom vacation home is ideal fo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$799 - $1,699 /night
Azure Vista Estate
5 Bedroom Apartment, 5 Bathrooms, Sleeps 10
Nestled in the heart of Wintberg Estate, this stunning island pad is ready for its grand debut, and it's a true showstopper. The new owners have spared no detail, leaving no stone unturned as they meticulously transform ... more
Additional Fees: Damage Waiver $299.00 flat
$797 - $1,454 /night
Topaze
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Topaze in St Martin offers breathtaking ocean views and is a modern and contemporary three-bedroom property.
Perched above Orient Bay, Villa Topaze provides stunning views of the turquoise waters and the islands... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$796 - $2,038 /night
2 BDM Lanai Bungalow at Windsong Resort
2 Bedroom Bungalow, 2 Bathrooms, Sleeps 4
This 2 2-bedroom lanai Bungalow has a spacious, 625 sq. ft. private lanai -- perfect for outdoor entertaining. Accessed via sliding glass doors from the living room and master bedroom, the lanai features a BBQ grill, din... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$795 - $2,950 /night
The Sands #5
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Experience luxury living at the property on Seven Mile Beach. Located just north of the Kimpton Resort, The property is convenient to grocery stores, gourmet restaurants, five-star resorts, and an array of snorkeling and... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$795 - $2,295 /night
Caribe Sun
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Welcome to Caribe Sun, a newly constructed 5-bedroom, 4-bathroom villa in the serene Cayman Kai neighborhood.
Designed with a calming blue color scheme, this modern retreat offers a seamless blend of luxury and island... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$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
Taxes: 28%
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
Taxes: 28%
Taxes: 28%
$795 - $1,720 /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%
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%
Taxes: 20%
$795 - $2,950 /night
Amethyst
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
From its privileged cliffside position overlooking the Pointe du Bluff in Terres Basses, on French St. Martin’s northern coastline, Villa Amethyst is nestled between the Baie aux Cayes and the spectacular natural rock ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$795 - $1,950 /night
Waves Villa
3 Bedroom Villa, 4 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%
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
Taxes: 28%
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
Taxes: 28%
Taxes: 28%
$795 - $2,295 /night
Kai Cove
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Kai Cove is a newly renovated beachfront home within the exclusive Cayman Kai area near Rum Point. Blending beach house vibes with Balinese decor, Kai Cove's redesign has been profiled in Real Life Caribbean, a luxury li... more
Additional Fees: Cleaning | Damage Deposit $1500.00 flat, Departure Cleaning Fee $165.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
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
Taxes: 30.9%
Taxes: 30.9%
$793 - $2,360 /night
Windsong Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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, Service Fee $50.00 flat
$790 - $999 /night
Moonshine
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
A beautiful four-bedroom villa which opens out onto a lovely wooden deck with an infinity pool overlooking panoramic views of the Caribbean Sea.
One of Jamaica's most beautiful beaches, Silver Sands Beach is only a fe... more
Additional Fees: Damage Waiver $299.00 flat
$787 - $3,429 /night
Bikini
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in the Lorient area, famous for its surf spot, the vacation rental Bikini is a three-bedroom property with a splendid ocean view. Comfortable and very well equipped, this vacation rental welcomes a group of frien... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$786 - $2,571 /night
Remi
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
This spacious villa has three bedrooms and three bathrooms, offering comfortable and private space for guests. You can enjoy the heated pool while admiring the panoramic view of Gustavia and the sea. The terrace surround... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$786 - $2,000 /night
Les Palmiers
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Although it is not directly on the beach, Villa Les Palmiers is in many ways the quintessential beach house. Relaxed, modern, and organic in style, the luxury rental property evokes that same serenity, effortlessness, an... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$786 - $2,714 /night
Grand Bleu
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
A vibrant blue gate sets the stage for mesmerizing sea views, photogenic sunsets, unique water features, and stylish tropical living straight out of a design magazine. Entering through the courtyard, a pebbled tropical s... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%