Gun Bay
Regal Gun Bay Castle with Private Pool, Outdoor Grill, and Guest House
7 bedrooms · 20 guests
From $1,295 USD / nightInquire ↗
Continue comparing the 955 villas in this collection. Return to the destination overview.
THE PRIVATE COLLECTION
Villas in Caribbean: Explore the Collection
Showing 889–912 of 955 villas. Current pricing and availability require confirmation.
Rum Point
Elegant Ocean Kai Estate with Private Pool and Ocean Views
6 bedrooms · 12 guests
From $1,295 USD / nightInquire ↗
North Side
Pristine Pease Bay Estate with Invigorating Pool, Tennis Court, and Walks to Beach
5 bedrooms · 12 guests
From $1,295 USD / nightInquire ↗
Rum Point
Stunning Cayman Kai Beachfront Estate with Private Pool and Ocean Views
3 bedrooms · 8 guests
From $1,295 USD / nightInquire ↗
Rum Point
Elegant Cayman Kai Beach Front Estate with Incredible Ocean Views
5 bedrooms · 15 guests
From $1,295 USD / nightInquire ↗
Vitet
Pristine Oceanview Villa with Pool
5 bedrooms · 10 guests
From $1,292 USD / nightInquire ↗
Punta Cana
Lavishly Appointed Villa with Private Pool and Golf Course View
5 bedrooms · 12 guests
From $1,290 USD / nightInquire ↗
Punta Cana
Invigorating 5-Bedroom Villa with Golf Course Views and Private Garden in Punta Cana Resort
5 bedrooms · 12 guests
From $1,290 USD / nightInquire ↗
Punta Cana
Relaxing Punta Cana Villa with Private Pool, Manicured Lawns, and Resort Perks
4 bedrooms · 10 guests
From $1,290 USD / nightInquire ↗
St. Barts
Charming Oceanview Estate with Private Pool and Walks to Beach
2 bedrooms · 4 guests
From $1,289 USD / nightInquire ↗
Terres Basses
Light-filled Classic Caribbean Villa with Private Pool and Direct Private Beach Access
5 bedrooms · 10 guests
From $1,287 USD / nightInquire ↗
Toiny
Chic Tropical Holiday Villa with Infinity Pool and Panoramic Ocean Views
4 bedrooms · 8 guests
From $1,286 USD / nightInquire ↗
Terres Basses
Beachfront Bliss: Luxury Villa Rental with Breathtaking Views and Serene Gardens
4 bedrooms · 8 guests
From $1,286 USD / nightInquire ↗
Flamands
Splendid Villa Steps Away from Flamands Beach with Breathtaking Ocean Views
3 bedrooms · 6 guests
From $1,286 USD / nightInquire ↗
Toiny
Lush and Luxurious Oceanside Villa in Toiny with Infinity Pool and Ocean Views
3 bedrooms · 6 guests
From $1,286 USD / nightInquire ↗
Flamands
Exquisite Flamands Villa with Rejuvenating Pool and Ocean Views
4 bedrooms · 8 guests
From $1,286 USD / nightInquire ↗
St Jean Beach
Breathtaking Seaside Villa with Private Pool and Covered Patio
2 bedrooms · 4 guests
From $1,286 USD / nightInquire ↗
Gustavia
Swanky Seaside Villa with Private Pool and Outdoor Grill
2 bedrooms · 4 guests
From $1,286 USD / nightInquire ↗
Gustavia
Distinguished Luxury Estate w/ Private Pool and Panoramic Ocean Views.
3 bedrooms · 6 guests
From $1,286 USD / nightInquire ↗
Flamands
Elegant View Estate with Private Pool and Sweeping Ocean Views
3 bedrooms · 6 guests
From $1,286 USD / nightInquire ↗
Anse des Lezards
Captivating Seaside Villa with Infinity Pool and Walks to Beach
4 bedrooms · 8 guests
From $1,286 USD / nightInquire ↗
St. Jean
Tranquil Bayview Villa with Private Pool and Panoramic Views in St-Jean
3 bedrooms · 6 guests
From $1,286 USD / nightInquire ↗
Gouverneur
Plush and Inviting Villa with Infinity Pool and Breathtaking Ocean Views and Gorgeous Sunset
2 bedrooms · 4 guests
From $1,286 USD / nightInquire ↗
Anse Des Cayes
Chic Villa Stunning Ocean Views and Comfort in St-Barths
3 bedrooms · 6 guests
From $1,286 USD / nightInquire ↗
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