Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

Sort by
Show
$830 - $2,385 /night

Present Moment

4 Bedroom Villa, 4 Bathrooms, Sleeps 12
Welcome to Present Moment, a stunning newly renovated beachfront villa on the outskirts of Bodden Town beach, designed to create unforgettable vacation memories with family and friends. This spacious villa sits direct... more
Additional Fees: Departure Cleaning Fee $225.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
$829 - $2,072 /night

Villa The Beach House

3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Nestled in the heart of Cul de Sac Bay in Saint Martin, Villa The Beach House embodies the perfect harmony between contemporary refinement and breathtaking views. Designed to accommodate up to six guests, this exceptiona... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$829 - $3,350 /night

Skrutten

4 Bedroom Villa, 3 Bathrooms, Sleeps 8
The vacation villa rental Skrutten is a property located on the heights of Pointe-Milou. Spacious and bright, Skrutten consists of four bedrooms and an infinity swimming pool in a lush setting. Its outstanding ocean and ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$829 - $2,571 /night

Ids

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Ideally located in Pointe Milou, the charming holiday rental Villa Ids offers a spectacular view over the ocean, the bay of Lorient and the surrounding islands. It is the perfect place for enjoying the unforgettable suns... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$829 - $3,500 /night

Bayugita

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in Pointe-Milou, the magnificent rental villa Bayugita in St-Barths offers a breathtaking view over the sparkling ocean and the glorious sunsets. Nestled in a tropical environment, the property is built on two le... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$829 - $3,429 /night

Maracuja

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Maracuja is a luxurious three-bedroom property with panoramic views over Grand-Cul-de-Sac lagoon and Turtle Island. Nestled in the heights of Vitet, this vacation house with swimming pool offers spacious, bright sp... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$829 - $3,571 /night

Caribbean Breeze

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
It’s little surprise that Villa Caribbean Breeze is a case of truth in advertising. Thanks to its location, above Anse des Lézards Bay, the luxury rental property has a sunny terrace that is kept comfortable by the tr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$826 - $2,341 /night

Genia

1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Villa Genia is a charming property located in Grand-Cul-de-Sac, close to the crystal-clear waters of the lagoon. Nestled in a lovely tropical garden with colourful flowers, this one-bedroom rental villa with swimming poo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$825 - $2,195 /night

Coconut Beach Villa

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Coconut Beach is an oceanfront family-friendly oasis located in the picturesque Rum Point community along Grand Cayman's north coast. This large, one-story beach villa spans 4 200 square feet and can sleep 12 guests acro... more
Additional Fees: Departure Cleaning Fee $145.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
$822 - $3,572 /night

Giselle

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Giselle is a stunning five-bedroom villa located within walking distance of Plum Bay Beach. This fabulous property offers five ensuite bathrooms, ensuring privacy and convenience for each guest. As you step thro... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$819 - $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: 20%
$814 - $2,100 /night

Taniko

3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Located in a private domain on the heights of Colombier, the vacation rental Taniko offers a breathtaking view over the sunsets. This three-air-conditioned bedroom home equipped with upscale services is the perfect place... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$811 - $3,003 /night

La Suite Acajous

1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Located on the heights of St. Jean, the vacation rental Suite Acajous is a haven of peace and beauty, ideal for a romantic stay or for a honeymoon in St. Barts. With a stunning view over the ocean and tropical vegetation... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$807 - $4,100 /night

Aya

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located in Saint Jean, nestled on a hillside, Aya offers an amazing view over the bay and the deep blue ocean. Close to the beaches and shops, this charming two-bedroom vacation home is the ideal place for a fantastic st... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Inquire for Rates

Villa Turrasann

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Villa Turrasann is an enchanting beachfront villa located in Runaway Bay, Jamaica, 70 kilometers east and approximately a 60-minute drive from Montego Bay airport. Spanning an impressive 4,000 square feet, our property w... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $15.00 flat
$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%
$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 - $1,750 /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%
$800 - $2,450 /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%
$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%
$797 - $2,090 /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 - $2,950 /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%
$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 Waiver $299.00 flat, Departure Cleaning Fee $345.00 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
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
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 - $2,950 /night

Amethyst

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Perched dramatically on the cliffs of Pointe du Bluff in Terres Basses, Villa Amethyst enjoys one of French St. Martin's most extraordinary settings. Nestled between Baie aux Cayes and the striking natural rock arch know... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Sort by
Show