Blue Papaya
Virgin Grand Estates, Cruz Bay Quarter
Bedrooms: 4
Bathrooms: 4
Guests: 10
From: USD 796 per night
586 homes to rent in the Caribbean
Happy Bay
Happy Bay, St Martin
Bedrooms: 4
Bathrooms: 5
Guests: 8
From: USD 847 per night
Timbuktu by the Sea
Boscobel, Jamaica
Bedrooms: 5
Bathrooms: 5
Guests: 10
From: USD 2245 per night
Vista Caribe
Virgin Grand Estates, Cruz Bay Quarter
Bedrooms: 4
Bathrooms: 5
Guests: 8
From: USD 857 per night
Peeniwalli
Treasure Beach, Jamaica
Bedrooms: 4
Bathrooms: 4
Guests: 8
From: USD 1365 per night
A Summer Place
Discovery Bay, Jamaica
Bedrooms: 7
Bathrooms: 9
Guests: 14
From: USD 2352 per night
Bashert Cottage
Providenciales, Turks and Caicos
Bedrooms: 2
Bathrooms: 2
Guests: 4
From: USD 455 per night
Sea 2 Infinity
Rum Point, Grand Cayman
Bedrooms: 4
Bathrooms: 4
Guests: 8
From: USD 845 per night
Palm
Grand Cul de Sac, St Barts
Bedrooms: 2
Bathrooms: 2
Guests: 4
From: USD 686 per night
Villa Olive
Gouverneur, St Barts
Bedrooms: 4
Bathrooms: 4
Guests: 8
From: USD 4286 per night
Sam Lion
Anse Des Cayes, St Barts
Bedrooms: 3
Bathrooms: 3
Guests: 6
From: USD 1143 per night
Sand Castle
Lorient, St Barts
Bedrooms: 4
Bathrooms: 3
Guests: 8
From: USD 1071 per night
Marathon Villa
Virgin Grand Estates, Cruz Bay Quarter
Bedrooms: 3
Bathrooms: 4
Guests: 6
From: USD 1045 per night
Villa Alta Gracia
Punta Cana, Dominican Republic
Bedrooms: 6
Bathrooms: 6
Guests: 14
From: USD 3300 per night
Bajan Heights
Royal Westmoreland, St James
Bedrooms: 5
Bathrooms: 5
Guests: 10
From: USD 1500 per night
Afimi Beach Villa
Montego Bay, Jamaica
Bedrooms: 4
Bathrooms: 5
Guests: 8
From: USD 1350 per night
Sand & Sea
Leeward Settlement, Providenciales
Bedrooms: 7
Bathrooms: 9
Guests: 18
From: USD 2200 per night
Landfall
Sandy Lane, St James
Bedrooms: 6
Bathrooms: 6
Guests: 12
From: USD 5150 per night
Villa Panache
Rendezvous Bay, Cruz Bay Quarter
Bedrooms: 6
Bathrooms: 7
Guests: 16
From: USD 2375 per night
Mao
Vitet, St Barts
Bedrooms: 2
Bathrooms: 2
Guests: 4
From: USD 857 per night
Handpicked homes in the most desirable neighbourhoods