Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,000 - $2,000 /night
Beach Shack
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
A beguiling bolthole for couples that blends Balinese style and boho vibes. Offering all the ingredients for an intimate getaway, and an ideal location at the end of Turtle Cove beach, where passing beachgoers are few and far between, Beach Shack is a sec... more
$999 - $2,999 /night
Arrecife 37
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cen... more
$999 - $2,799 /night
Tortuga B48 | Marcela
5 Bedroom Apartment, 6 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cen... more
$999 - $2,799 /night
Arrecife 38
4 Bedroom Apartment, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cen... more
$999 - $2,800 /night
Hacienda B5
4 Bedroom Apartment, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cen... more
$996 - $2,251 /night
Lockrum Point
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Sitting on Lockrum Bay, this amazing two-level seaside villa sets the stage for luxurious relaxation, privacy, and entertainment. The villa comes with breathtaking views of the sea and St. Martin, four ensuite bedrooms/bathrooms, a private pool, chaise lo... more
$995 - $2,595 /night
Iggy Blue
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
This 5,000+ square foot villa is directly oceanfront in Rum Point just 2 miles east of the Rum Point Club (reopening Spring 2023). The name Iggy Blue pays homage to Grand Cayman's indigenous, and protected blue iguana.
The perfect getaway spot for a la... more
$995 - $1,695 /night
3 BDM Beachview Villa
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Spacious living and dining areas, fantastic ocean views, and a private plunge pool are just a few reasons why the Beachview Villas are irresistible vacation accommodations.
Located steps away from Dawn Beach, offers wonderful views of the ocean. The vi... more
$995 - $2,250 /night
Coconut Beach Villa
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Coconut Beach is an oceanfront family-friendly oasis located in the picturesque Rum Point community along Grand Cayman's north coast. This large, one-story beach villa spans 4 200 square feet and can sleep 12 guests across five bedrooms in the main house,... more
$995 - $2,875 /night
Kai Cove
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Kai Cove is a newly renovated beachfront home within the exclusive Cayman Kai area near Rum Point. Blending beach house vibes with Balinese decor, Kai Cove's redesign has been profiled in Real Life Caribbean, a luxury lifestyle magazine.
This stunning... more
$995 - $2,295 /night
Kai Conut
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Kai Conut sits facing the sound on the shores of the southern peninsula in beautiful Cayman Kai. Sitting at the end of Water Cay Road, with vacant lots on both sides, guests can enjoy blissful privacy for the duration of their stay.
This single-level,... more
$995 - $2,795 /night
Gypsy
4 Bedroom Villa, 4 Bathrooms, Sleeps 10
Welcome to Gypsy, a luxurious island getaway! This elegant renovated villa is a true tropical paradise with a private elevated oceanfront pool and sandy beach. Prior to renovation in 2022, Gypsy was very popular with adult couples, as well as families.
... more