Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,195 - $1,995 /night
Villa Nautilus
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
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 ... more
$1,195 - $4,150 /night
Olympus
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Welcome to Olympus, a landmark oceanfront estate in Rum Point. Recently acquired by new owners, this striking, architect-designed villa sits on an elevated shoreline, offering panoramic views of reef-protected waters and backyard snorkeling. With a bold a... more
$1,186 - $4,714 /night
Pajoma
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The luxury rental villa Pajoma is located in a secluded and private area on the heights of Lurin. Built on one level and hidden in a lavish tropical garden, the setting is idyllic and exotic for a beautiful and unforgettable vacation in St-Barths.
The ... more
$1,182 - $1,918 /night
1 BDM Garden Suite at Alexandra Resort
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
The One Bedroom Suites feature a balcony or terrace that overlooks the resort garden or pool. The primary bedroom offers a king bed, flat-screen television and a full ensuite bathroom with a stand-up shower and tub. The separate living room comes with a s... more
$1,180 - $3,143 /night
Mandalay
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Perched gracefully on the hillside within the prestigious enclave of Terres Basses, Villa Mandalay offers a breathtaking vantage point over the glittering Caribbean Sea and the golden sands of Baie aux Prunes. Recently refurbished, this stylish five-bedro... more
$1,179 - $3,960 /night
Sunrise
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$1,175 - $2,950 /night
Ixora
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Full Membership included in this villa, guests will have access to the gym, unlimited golf ($), driving range ($), tennis courts, Club House, beach facilities at... more
$1,171 - $3,786 /night
Safari
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The vacation rental Safari is a true haven of peace with breathtaking views over the ocean and the sumptuous sunsets, for an idyllic stay in Saint Barths. Located in Pointe-Milou, this two-bedroom home is the perfect vacation spot for a family or two coup... more
$1,165 - $1,750 /night
Ocean View Premier Suite | Ridgetop
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Enjoy sweeping views of the Atlantic Ocean or Caicos Bank from this prime, elevated location with gentle beach access. Double sliding glass doors open to a covered terrace featuring a large jacuzzi, outdoor shower, and bath garden. Inside the Oceanview Pr... more
$1,162 - $1,763 /night
Blue Lagoon
3 Bedroom Villa, 3 Bathrooms, Sleeps 10
Offering the best of indoor/outdoor living, Blue Lagoon’s Great Room is exquisitely furnished by Janus et Cie and Dedon and includes a gourmet kitchen, wet bar, formal dining room, and entertainment area. The master bedroom has a king bed and en suite b... more
$1,150 - $2,750 /night
Java Bay Barbados
4 Bedroom Villa, 6 Bathrooms, Sleeps 8
Java Bay is a stunning four-bedroom luxury villa offering refined tropical living and breathtaking sea views. Designed with Indonesian-inspired architecture and natural finishes, the villa blends open-plan interiors with expansive outdoor spaces for effor... more
$1,150 - $4,750 /night
Villa Incanto
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Tucked away on a spacious, beautifully landscaped lot in the serene West Bay neighborhood, Villa Incanto offers a tranquil and private escape just moments from the island’s most unique attractions, including Pampered Ponies and ATV Cayman.
This Medit... more