Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,900 - $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
$1,900 - $4,500 /night
Cool Wind
6 Bedroom Villa, 6 Bathrooms, Sleeps 14
The Fairmont Royal Pavilion is one of the most prestigious resorts in Barbados. Guests will have complimentary access to the Pavilion Beach Club and restaurants ($).
Cool Wind has a show-stopping, extensive, open-plan reception and d... more
$1,900 - $5,000 /night
The Cottage At Meads Bay
3 Bedroom Cottage, 4 Bathrooms, Sleeps 6
The Cottage at Meads Bay is an ideal beachfront villa in Anguilla situated right on the vibrant coastline of northwest Anguilla’s renowned Meads Bay. This iconic locale is celebrated for its luxurious ambiance and breathtaking surroundings, which offer ... more
$1,900 - $5,000 /night
Mandala
6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cen... more
$1,895 - $2,595 /night
Villa Coquina
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Being just steps away from Dawn Beach, you'll enjoy the mesmerizing ocean views from the Beachfront Villa. Luxury furnishings throughout the villa will make you feel pampered, happy, and relaxed, especially as you enjoy the pre-stocked wine coolers with a... more
$1,895 - $3,795 /night
Our Cayman Cottage
7 Bedroom Villa, 8 Bathrooms, Sleeps 20
Welcome to Our Cayman Cottage! A private retreat, hidden in the East End along the reef-protected coast, this stunning home features elevated ocean views and luxurious resort-like amenities.
Spanning 6,500-square feet across four floors, Our Cayman Cot... more
$1,885 - $5,657 /night
Privilège Villa
7 Bedroom Villa, 8 Bathrooms, Sleeps 14
Villa Privilege is a hidden gem in the exclusive enclave of Anse Marcel, a serene and picturesque bay overlooking the neighboring island of Anguilla. Nestled within a lush green oasis, this breathtaking retreat offers the perfect blend of tranquility and ... more
$1,879 - $4,200 /night
Three Little Birds
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$1,879 - $4,909 /night
Bali Hai
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$1,875 /night
Las Canas 50
4 Bedroom Apartment, 5 Bathrooms, Sleeps 10
All guests must register with the Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Resort facilities and amenities includ... more
$1,864 - $5,100 /night
Round House
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$1,860 - $5,580 /night
Villa Cosmo
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Unwind in the serenity of Villa Cosmo, a space of pure sophistication. Perched at one of Providenciales’ most prestigious vantage points, you are poised to be mesmerized by the unparalleled ocean vistas painting your view with vibrant hues of turquoise ... more