Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,900 - $5,170 /night
Leeward Jewel Villa
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Leeward Jewel Villa is a stunning luxury villa with a private pool located on the breathtaking island of Providenciales in the Turks and Caicos Islands. This exclusive retreat offers an unparalleled experience of serenity and elegance, with its pristine, ... more
$1,900 - $4,500 /night
Cool Wind
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Fairmont Royal Pavilion is one of the most prestigious resorts in Barbados. Guests will have complimentary access to the Pavilion Beach Club and restaurants ($).
Cool Wind has a show-stopping, extensive, open-plan reception and d... more
$1,900 - $4,800 /night
La Villa Salee
6 Bedroom Villa, 6 Bathrooms, Sleeps 14
Stay in style and luxury at our six-bedroom villa on the Dutch side, perched on St. Maarten’s Pelican peninsula, surrounded by stunning mountains and ocean views of the Caribbean and the Atlantic. (The Villa also has a view of the Caribbean islands St. ... more
$1,900 - $5,000 /night
The Cottage At Meads Bay
3 Bedroom Cottage, 4 Bathrooms, Sleeps 6
The Cottage at Meads Bay is a sublime beachfront oasis situated on the pristine white sands of northwest Anguilla's renowned Meads Bay – an iconic locale celebrated as Anguilla's premier hotspot.
Strategically designed to optimize its breathtaking su... more
$1,900 - $5,567 /night
Villa Lolita
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$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
$1,886 - $9,429 /night
Hill House
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on the heights of Camaruche in Lorient, villa Hill House is a lovely property facing a breathtaking ocean view. Spacious and bright, this four-bedroom vacation home offers the finest amenities in a lush environment planted with palm trees and char... more
$1,886 - $4,084 /night
Beachcomber
5 Bedroom Villa, 5 Bathrooms, Sleeps 11
Beachcomber Villa provides five fully air-conditioned bedrooms featuring en suite bathrooms with indoor and outdoor showers. The main pavilion offers over 1,000 square feet of living space with a dining table that seats 12 and two bedrooms furnished with ... 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
$1,875 - $3,000 /night
Calabash Penthouse
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Calabash Luxury Boutique Hotel & Spa combines five-star service and luxury within a relaxed and intimate environment to create the ultimate Caribbean escape.
The Penthouse Suite is our signature suite at the Calabash, and the ultimate romantic escape. ... more
$1,872 - $6,000 /night
Hacienda B18 | Escondida
5 Bedroom Apartment, 7 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cent... more
$1,860 - $5,000 /night
Tortuga C12 | Atalaya
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cent... more