Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,750 - $8,450 /night
Treefrog
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Tree Frog Villa offers a very spacious living environment in an enviable location. The villa has been built to a very high specification. The interiors feature polished hardwood floors and Balinese style cathedral ceilings. Tree Frog has a spacious air-co... more
$1,750 - $5,000 /night
Arrecife 53 | Mandala
6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($), and tennis cen... more
$1,750 - $4,295 /night
Cayman Castle & Guesthouse
6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Cayman Castle and Guesthouse sits directly oceanfront on a private 2-acre gated estate and enjoys a wide white-sandy beach with fabulous snorkeling, kayaking, and sunbathing.
Two private pools, multi-tiered ocean terraces, a panoramic veranda balcony, ... more
$1,750 - $5,000 /night
Arrecife 69 | Allegra
6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($), and tennis cen... more
$1,750 - $5,500 /night
Halle Rose
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Halle Rose is located within the prestigious Sandy Lane Estate. Guests have access to Clubhouse facilities, beach chairs, cushions, umbrellas and tennis courts.
Located on West Ridge Road, arguably the best road on the Sandy Lane Est... more
$1,750 - $4,000 /night
Arrecife 55
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Arrecife 55, a true gem within the esteemed Puntacana Resort & Club, stands as a paragon of luxury living. This highly coveted villa, renowned for its stunning views of the Caribbean Sea and the La Cana Golf Course, promises an experience of unparalleled ... more
$1,750 - $4,500 /night
Amberley House
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Amberley House is a grand six bedroom luxury residence on the Sand... more
$1,749 - $5,091 /night
Reef House
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$1,740 - $4,980 /night
Crystal Waters
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Tranquil nights, clear waters, and sunny beachfront living await at this fabulous island retreat.
Spanning 5,200 sq. ft., Crystal Waters sits directly oceanfront on a 200-foot wide barefoot beach in Cayman Kai. With two bedrooms on the lower level and ... more
$1,738 - $5,583 /night
Anticipation
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$1,725 - $3,150 /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
$1,720 - $4,670 /night
Pool House
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Pool House Villa offers a spacious living environment in an enviable location. Built to a high specification, the villa was completed. The interiors feature polished hardwood floors and Balinese-style cathedral ceilings. The villa has a large open gal... more