Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$2,995 - $10,995 /night
Timeless Paradise Villa
11 Bedroom Villa, 13 Bathrooms, Sleeps 24
Discover unparalleled Carribean grandeur and indulge in luxurious island living at this exclusive vacation villa, nestled in the prestigious Rum Point neighborhood. This beachfront paradise is more than just a home—it's an experience you won't soon forg... more
$2,995 - $7,495 /night
Fischer's Reef
8 Bedroom Villa, 9 Bathrooms, Sleeps 18
Welcome to Fischer’s Reef, a spacious and beautifully designed 7-bedroom oceanfront villa that’s perfect for family vacations in Grand Cayman. Located just one mile from the famous Rum Point Club, this luxury villa offers the ultimate blend of comfort... more
$2,975 - $7,300 /night
Arrecife 19 | La Guappa
7 Bedroom Villa, 7 Bathrooms, Sleeps 16
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cen... more
$2,970 - $9,300 /night
Beach Enclave Long Bay 4 BDM Beach House
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
For extended families or larger parties, this expansive layout features both a two-story beach house with an ocean-view master suite and guest suite as well as a separate, standalone cottage of two guest rooms, each with its own full, ensuite bathroom. Gu... more
$2,963 - $6,275 /night
Point of View
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$2,950 - $6,650 /night
3 Bedroom Lagoon Villa
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
The three-bedroom Lagoon Villa spans two stories and features stunning views, a private pool, two king bedrooms, and one with two twin beds—all with private en-suites including soaking tubs and/or showers.
With 3.5 bathrooms, a full kitchen, and dire... more
$2,950 - $10,950 /night
SunRays
8 Bedroom Villa, 9 Bathrooms, Sleeps 18
Welcome to SunRays, a newly built, luxury oceanfront estate located directly on a barefoot beach with calm waters and sunset views. This magnificent new villa lacks nothing and checks just about every box imaginable for a sumptuous island vacation.
Th... more
$2,950 - $9,000 /night
Serenity at Sandy Lane
7 Bedroom Villa, 8 Bathrooms, Sleeps 14
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Nestled within a tropical oasis spanning over one lush acre on t... more
$2,945 - $3,975 /night
Two Bedroom Beachfront Villa Premier
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Situated 25 feet above sea level on Long Beach, the Two-Bedroom Beachfront Villa Premier offers breathtaking ocean views and direct access to an uninterrupted stretch of beach. Inside, you’ll find an open-plan reception area with vaulted ceilings, a ful... more
$2,940 - $7,875 /night
Point of View
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Experience the epitome of luxury at Point of View, a stunning 5-be... more
$2,920 - $6,860 /night
2 BDM Deluxe Oceanfront Suite at The Palms Turks & Caicos
2 Bedroom Hotel, 3 Bathrooms, Sleeps 4
With a generous 2,000 square feet, the two bedroom suites at The Palms Turks & Caicos offer a primary bedroom with a king bed , a second bedroom with a king bed and full-size sleeper sofa, two and a half bathrooms with quality accessories, two private bal... more
$2,906 - $6,280 /night
Celestial Villa
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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