Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$810 - $1,835 /night

Junior Suite at The Palms Turks & Caicos

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
The luxury 640 square foot Junior Suites at The Palms Turks and Caicos offer a comfortable king-size bed with custom-made, premium bed linens. Features include a luxury bathroom with an array of quality bathing products,... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$800 - $2,572 /night

Villa 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%
$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%
$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%
$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%
$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%
$800 - $2,200 /night

Jade Vine

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist. The Sugar Hill Resort community offers a n... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$799 - $1,818 /night

Garden Studio at Alexandra Resort

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Garden Studios feature a king bed, balcony or terrace with a view of the pool or gardens, bathroom with stand-up shower, A/C and ceiling fan, flat screen television with international channels, in-room electronic safe, i... 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%
$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: Damage Deposit | Excess Cleaning $1500.00 flat, Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat
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, 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 gracefully stands as an illumination of tranquility in the heart of Anguilla, presenting guests with an unparalleled panorama of the illustrious Shoal Bay East, renowned as one of the island's most pristine beaches... 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%
$794 - $1,940 /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%
$794 /night

Driftwood Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Driftwood is a stunning modern vacation villa with a private plunge pool in its bright and airy courtyard. There are 3 spacious luxurious bedrooms each with a bathroom en suite. Driftwood is a villa rental that may also ... more
Additional Fees: Damage Waiver $299.00 flat
$793 - $2,223 /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 friend... more
Additional Fees: Damage Waiver $299.00 flat
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%
$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%
$786 - $2,714 /night

O Pure

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in a private housing estate on the heights of Lurin, O Pure is an authentic paradise for a delightful vacation in St Barths. This charming one level property is a classic West Indies design home with warm decorat... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
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