Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,000 - $1,500 /night

Villa Deluxe Paradise

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in the cool hills of Discovery Bay, Jamaica, Villa Deluxe Paradise Vacation Home is a tranquil retreat blessed with world-class views across the Caribbean Sea. Once designed as a dream home, this exceptional vill... more
Additional Fees: Damage Waiver $299.00 flat
$1,000 - $3,429 /night

Le Rocher

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The stunning Villa Le Rocher is a five-bedroom jewel, it sits in the hills of the Terres Basses area of St. Martin and offers visitors stunning views of Simpson Bay as well as uninterrupted views of both the Atlantic and... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,000 - $7,143 /night

Terre Indigo

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on the heights of St. Jean, rental villa Terre Indigo overlooks Nikki Beach, Eden Rock and Pelican Beach. With its fantastic view over the ocean and the neighbouring islets, this four-bedroom vacation home is the... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,000 - $1,850 /night

Emerald Beach 5 | Aspicia

3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access. Nearby construction may result in noise disturbances. For further details on how this ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,000 - $1,850 /night

Emerald Beach 3 | Ixoria

3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access. Nearby construction may result in noise disturbances. For further details on how this ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,000 - $1,850 /night

Emerald Beach 2 | Allamanda

3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access. Nearby construction may result in noise disturbances. For further details on how this ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,000 - $1,575 /night

Rosso di Sera

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
As you ascend the native stone stairs and stroll through a lush, colourful garden, you’ll know you have reached your own secluded sanctuary. Your island home awaits you, complete with your every need and even a fe... more
Additional Fees: Cleaning Fee $300.00 flat, Damage Waiver $299.00 flat
Taxes: 22%
$1,000 - $4,143 /night

Nolen

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled in the hills of Grand-Cul-de-Sac, rental villa Nolen offers a splendid view over the lagoon and the ocean. The environment is truly enchanting in the breeze blowing gently through the arched doors characteristic ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,000 - $3,571 /night

Golden View

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The vacation rental Golden View is a luxurious property located in Vitet in front of a breathtakingly beautiful panorama. Nestled on the hillside, it overlooks Lorient bay and the neighbouring islands lightened in the ev... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,000 - $3,500 /night

Lo Scoglio

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The beautiful rental villa Lo Scoglio is a true haven of peace, located in the quiet and secluded residential area of Anse des Lézards. With a breathtaking view over the wild bay, the property is very private, and is th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,000 - $5,286 /night

Lenalee

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Located on the heights of Flamands, villa Lenalee is a sumptuous four-bedroom property with a splendid panoramic view over the ocean and the hills. This luxurious house is the perfect place for a family or a group of fri... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,000 - $3,429 /night

Good Vibrations

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of St.Jean and close to all amenities, the charming rental villa Good Vibrations in St-Barths offers an amazing ocean view and a long-heated infinity pool. As it consists of two bedrooms, this rent... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,000 - $2,645 /night

On the Rocks Estate

7 Bedroom Villa, 4 Bathrooms, Sleeps 14
Welcome to On The Rocks. This oceanfront gated estate is conveniently located 20 minutes from the airport in the planned residential community of Beach Bay. The dozen or so homes along this rugged coastline share a k... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
$1,000 - $3,187 /night

Coach House at Good Hope

7 Bedroom Villa, 10 Bathrooms, Sleeps 14
The Coach House at Good Hope is a fantastic informal gathering place for families, retreats, and friends - with space for togetherness, space for discovering nature, and space for alone time. Like traveling through a tim... more
Additional Fees: Service Fee $50.00 flat, Damage Waiver $299.00 flat
Taxes: 10%
$1,000 - $1,850 /night

Emerald Beach 4 | Plumbago

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access. Nearby construction may result in noise disturbances. For further details on how this ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,000 - $3,143 /night

Passage

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located above Corossol Beach, villa Le Passage is a luxurious contemporary property with stunning ocean views. Spacious and bright, this vacation home with a heated swimming pool welcomes guests in the utmost calm and na... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,000 - $4,714 /night

Lina

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Colombier, the rental villa Lina is a luxurious and very private vacation home in St-Barths. Surrounded by the lush tropical vegetation, this two-bedroom property with a splendid view over the o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,000 - $2,290 /night

Hacienda A18 | Tranquila

4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$1,000 - $4,000 /night

Shell Beach

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located in Gustavia, a few steps from the splendid “shell beach”, the vacation villa Shell Beach is a charming two-bedroom property nestled in the green hills. The daily spectacle of the glowing sunsets and the view ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,000 - $1,850 /night

Emerald Beach 6 | Cassia

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access. Nearby construction may result in noise disturbances. For further details on how this ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,000 - $3,000 /night

La Cana H3 | Caballet

4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$1,000 - $2,857 /night

Fairwinds

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%
$1,000 - $2,000 /night

Hallidays

3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Hallidays at Old Trees is a luxury three-bedroom beachfront apartment is located within the prestigious Old Trees development of luxury beachfront properties. Each residence in this exclusive complex offers breathtaking ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,000 - $5,000 /night

Half Century House

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
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. Located in the gated Sugar Hill Tenn... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
$1,000 - $1,669 /night

Blue Heaven Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
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
$1,000 - $3,143 /night

Armor

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nestled in the heights of the exclusive private domain of Montjean, Villa Armor welcomes you into an exceptional setting where nature, privacy, and comfort meet. Surrounded by a lush tropical garden, this charming vil... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,000 - $1,800 /night

Val André

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Val Andre house is ideally located at the end of the greatly prized Saint Jean beach in St Barth. The closest hotel in Saint Barth is the Emeraude Plage. This house in Saint Barth, exceptional thanks to its much-covet... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,000 - $5,000 /night

Byzance

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located at the top of Colombier Hill, the luxurious vacation rental Byzance is an outstanding property opening onto a spectacular view over the ocean and the green landscapes of St-Barthelemy. In an ancient Greek strikin... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,000 - $1,800 /night

Vialenc

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Vialenc is one of the last architectural colonial villas of the island. It is located in an exceptional location at the entrance of Gustavia harbour. The villa dominates the harbour entrance and the ocean views toward t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,000 - $3,857 /night

Agave Azul

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on the high hills of Vitet, the luxurious rental Agave Azul is the perfect place for a great vacation in a charming environment. Built on two levels, it opens widely onto a fantastic panoramic view over the bay o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
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