Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

Sort by
Show
$1,350 - $4,750 /night

Still Fathoms

5 Bedroom House, 6 Bathrooms, Sleeps 10
Please note: The beach experiences seasonal fluctuations in its accessibility. Still Fathoms is a modern and stylish villa located directly on the ocean at Reed's Bay on the West Coast of Barbados. Guests can sunbathe in the beachfront garden or arou... more
$1,331 - $4,235 /night

Mahogany Drive 7

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Enjoying fantastic views of the 11th hole and out to the Caribbean Sea, Mahogany Drive 7 is one of the newest additions to our holiday rental portfolio. With six bedrooms and five and a half bathrooms, this executive villa is set within the mature gardens... more
$1,328 - $3,407 /night

Eureka

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 rate (plus a 15% service charge). Gu... more
$1,320 - $2,200 /night

Leamington House

5 Bedroom House, 5 Bathrooms, Sleeps 10
Leamington House is a colonial style great house set in the exclusive Leamington Estate. Extended by the famous architect, Oliver Messel, the house was for many years the home of the American Ambassador. It was recently extended and modernized by the f... more
$1,315 - $1,645 /night

One Bedroom Ocean View Suite | Ridgetop

1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Marvel at gorgeous views of the Atlantic Ocean or Caicos Bank from this prime, upper-floor retreat in an elevated location with easy beach access and proximity to amenities. Double sliding glass doors open to a covered terrace. Inside the One-Bedroom Ocea... more
$1,315 - $2,456 /night

Breezy Villa

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Breezy Villa is a private ocean-front villa situated on the south shore surrounded by the soothing blue hues of the ocean. This elegantly appointed and comfortable villa has 4 bedrooms with en-suite bathrooms and French doors leading to incredible views o... more
$1,307 - $1,400 /night

Cliff Villa

4 Bedroom Villa, 5 Bathrooms, Sleeps 6
A spectacular 8,333 square ft villa perched on a 40 ft cliff with 360-degree ocean and mountain views, and a 140 ft wrap-around infinity pool surrounded by sugar-white beaches and the best diving in the Caribbean. The luxury home is built on Cliff Vill... more
$1,300 - $2,700 /night

Hacienda B21

4 Bedroom Villa, 4 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cen... more
$1,300 - $3,130 /night

Boathouse 2 BDM

2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Styled around a close-knit, village-like community aesthetic, the Boat Houses at South Bank are strategically positioned along the marina waterfront. Each offers a private dock (accommodating up to a 26′ boat), ensuring that when the sea beckons, your b... more
$1,300 - $2,000 /night

Grandview Penthouse

3 Bedroom Penthouse, 3 Bathrooms, Sleeps 6
The Grandview Resort is a low-density condo development located on Grace Bay Beach on the island of Providenciales in the Turks and Caicos Islands. The Grandview is a short walk to 20 restaurants, a world-class casino, and the island's only 18-hole golf c... more
$1,300 - $4,650 /night

Seastar House & Cottage

6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Experience the enchanting world of barefoot luxury as you enter the calming realm of Seastar House in Gibbes Glade which captures the island's unique essence, filled with natural light and coastal laid back elegance. Indulge in a sensory haven creatively ... more
$1,300 - $3,200 /night

Tortuga B55

5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cen... more
Sort by
Show