Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,654 - $5,263 /night

Jubilation

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
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 rate (plus a 15% service charge). Gu... more
$1,650 - $2,700 /night

2 BDM Panoramic Ocean View Suite

2 Bedroom Hotel, 2 Bathrooms, Sleeps 4
Located atop the highest point of Portici Beach’s cliffside, this two-bedroom suite features a central living room area with a Wet bar and private patio access to all rooms. Groups of four can enjoy a shared living space with plenty of room to roam—an... more
$1,650 - $4,950 /night

Kaiku Estate

8 Bedroom Villa, 8 Bathrooms, Sleeps 18
Welcome to Kaiku, a lavishly landscaped, gated estate in Cayman Kai. This sprawling villa sits on a double lot consisting of a 6-bedroom, two-story main house plus a detached, large 2-bedroom guest house over a double garage. This luxurious estate ... more
$1,650 - $3,916 /night

Seafire Residences 1 BDM Sea View Studio

1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
Sea-View Studio in Luxury Resort Tower, Full Complement of Amenities & Private Balcony Let’s keep this simple: just you, your loved ones, and the shimmering blue Caribbean. When you escape to this South Tower studio residence at The Residences at Sea... more
$1,650 - $3,916 /night

Seafire Residences 1 BDM Residence

1 Bedroom Apartment, 1 Bathrooms, Sleeps 4
Indulge in the opulence of this 1-bedroom Seafire Residences apartment, a 1,380 square-foot sanctuary that radiates sophistication. The interior design is a match for the Caribbean’s natural splendor, with panoramic views from your private 7th-floor bal... more
$1,650 - $3,150 /night

Ocean View Ridge 1 BDM Suite A

1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
The Oceanview Ridge One Bedroom features stunning ocean views, a primary bedroom with a California king bed, well appointed bathroom with an indoor and outdoor shower, standalone tub, a spacious kitchen, living area with one full size pull out sofa open t... more
$1,650 - $3,250 /night

Sol y Luna

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Sol y Luna is a contemporary, 3 bedroom oceanfront architectural masterpiece, providing the opportunity for true indoor/outdoor living. There are nearly 25 feet of sliding glass doors along the ocean side of the villa that can be opened at your discretion... more
$1,643 - $4,000 /night

Beverly

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Set within the private domain of Mont Jean, Villa Beverly enjoys expansive views of the Atlantic and the island’s northern coastline, framed by generous volumes and soft, natural light. The neighbourhood is one of St. Barth’s most exclusive, offering ... more
$1,643 - $5,000 /night

Serena

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
This elegant, beachfront, villa is truly exceptional. The spacious interior provides approximately 7,500 square feet of roofed living space. Its vaulted ceilings blend with the terrace, which is surrounded by white columns and archways. Slightly eleva... more
$1,643 - $2,620 /night

Wine Down

5 Bedroom Villa, 7 Bathrooms, Sleeps 12
This home does not have air-conditioning A beautiful family home built in 2017 to include all of the luxurious amenities to make your vacation a memorable and relaxing one. Located in the beautiful Blue Mountains, a five-bedroom h... more
$1,643 - $3,450 /night

Oceanside Tower

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Oceanside Tower is a beautifully renovated villa offering simple luxury in a gorgeous setting. This gated four-bedroom home is located in the quiet and upscale residential peninsula of Silly Creek on the southwestern shore of Providenciales, Turks & Caico... more
$1,643 - $3,571 /night

Jamaican Me Happy

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 rate (plus a 15% service charge). Gu... more
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