Ardisia
Great Cruz Bay, Cruz Bay Quarter
Bedrooms: 5
Bathrooms: 7
Guests: 10
From: USD 2652 per night
693 villa rentals with swimming pool in the Caribbean
Rip Kai
Rum Point, Grand Cayman
Bedrooms: 9
Bathrooms: 11
Guests: 24
From: USD 2922 per night
Villa Anani
Little Harbour, Anguilla
Bedrooms: 4
Bathrooms: 4
Guests: 10
From: USD 1400 per night
JSA
Lurin, St Barts
Bedrooms: 2
Bathrooms: 2
Guests: 4
From: USD 1214 per night
Ocean
Pointe Milou, St Barts
Bedrooms: 3
Bathrooms: 3
Guests: 6
From: USD 857 per night
Big Chill Villa
Leeward Settlement, Providenciales
Bedrooms: 6
Bathrooms: 7
Guests: 12
From: USD 1700 per night
Mango Walk
Royal Westmoreland, St James
Bedrooms: 6
Bathrooms: 7
Guests: 12
From: USD 1450 per night
Villa Eclipse
Vitet, St Barts
Bedrooms: 6
Bathrooms: 7
Guests: 12
From: USD 2071 per night
Pearl West
Long Bay Beach, Providenciales
Bedrooms: 8
Bathrooms: 9
Guests: 16
From: USD 6000 per night
Villa Aqua
Leeward Settlement, Providenciales
Bedrooms: 5
Bathrooms: 5
Guests: 10
From: USD 3055 per night
Frangipani
Grace Bay, Providenciales
Bedrooms: 4
Bathrooms: 5
Guests: 8
From: USD 5350 per night
Tres Vistas Caribbean
Silly Creek, Providenciales
Bedrooms: 2
Bathrooms: 3
Guests: 4
From: USD 780 per night
Angel Rock
Colombier, St Barts
Bedrooms: 2
Bathrooms: 2
Guests: 4
From: USD 929 per night
Coco Rock Villas
Leeward Settlement, Providenciales
Bedrooms: 8
Bathrooms: 10
Guests: 18
From: USD 4888 per night
Dadaye
Lorient, St Barts
Bedrooms: 3
Bathrooms: 3
Guests: 6
From: USD 929 per night
Emerald Pavilion
Leeward Settlement, Providenciales
Bedrooms: 7
Bathrooms: 7
Guests: 14
From: USD 8500 per night
Kailoa Villa
Long Bay Beach, Providenciales
Bedrooms: 4
Bathrooms: 4
Guests: 8
From: USD 4025 per night
Paradiso
Oyster Pond, St Martin
Bedrooms: 6
Bathrooms: 6
Guests: 12
From: USD 1029 per night
Iris
Grand Cul de Sac, St Barts
Bedrooms: 3
Bathrooms: 3
Guests: 6
From: USD 900 per night
Kai Conut
Cayman Kai, Grand Cayman
Bedrooms: 5
Bathrooms: 3
Guests: 12
From: USD 930 per night
Handpicked homes in the most desirable neighbourhoods