Island holiday rentals in Caribbean
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Top-rated island rentals in Caribbean
Guests agree: these island rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for island rentals in Caribbean
Family-friendly island rentals
Home in Sugarloaf Key, Florida, US
4.75 out of 5 average rating, 112 reviewsBungalows at Sugarloaf Beach - Mi Azucar
Villa in Samana, Dominican Republic
4.8 out of 5 average rating, 46 reviewsVilla Oceanfront beach access and swim pool Samana
Home in Current, Bahamas
4.75 out of 5 average rating, 175 reviewsThe Tree House, Eleuthera, Bahamas
Villa in Soufriere, St. Lucia
5.0 out of 5 average rating, 95 reviewsLa Batterie Villa • Boutique Villa • Amazing Views
Villa in Duncans bay, Jamaica
4.89 out of 5 average rating, 75 reviewsSharkfin Villa, family beach house
Villa in Salybia, Dominica
4.95 out of 5 average rating, 88 reviewsVilla Ayahora at Aywasi
Home in La Trinité, Martinique
5.0 out of 5 average rating, 96 reviewsVilla Vert Azur classée 4 étoiles
Villa in Saint-Barthélemy, St. Barthélemy
4.94 out of 5 average rating, 71 reviewsVilla TIWA
Island rentals with a patio
Villa in Wesley Will, British Virgin Islands
5.0 out of 5 average rating, 28 reviewsVilla Naku, escape and relax.
Villa in Providenciales, Turks & Caicos Islands
4.93 out of 5 average rating, 43 reviews‘My Little Hideaway’ at Lucayan Cays
Flat in Venice, Florida, US
4.92 out of 5 average rating, 25 reviewsVenice Island Tropical Oasis w Spa/Outdoor Kitchen
Cottage in Gregory Town, Bahamas
4.96 out of 5 average rating, 52 reviewsSwell - Cozy Oceanfront Eco-Cottage
Villa in Treasure Beach, Jamaica
5.0 out of 5 average rating, 3 reviewsDestiny Private 2-Bedroom Beachfront w/ 2 Pools
Villa in Flamenco, Puerto Rico
4.9 out of 5 average rating, 90 reviewsCulebra Beach Villa #2 on Exclusive Flamenco Beach
Home in Micoud, St. Lucia
4.82 out of 5 average rating, 22 reviewsChateau Joyeux
Home in Governor's Harbour, Bahamas
5.0 out of 5 average rating, 18 reviewsOcean Front Home, Banks Road, Governor’s Harbour
Home in Captiva, Florida, US
4.86 out of 5 average rating, 7 reviewsOcean views, sleeps 10, heated pool, 2 golf carts
Villa in Micoud, St. Lucia
4.85 out of 5 average rating, 100 reviewsSequoia Villa - Luxury Villa in St Lucia, Perfect!
Flat in Kralendijk, Bonaire, Sint Eustatius and Saba
4.78 out of 5 average rating, 23 reviewsOceanfront 2 bedroom Lodge Sunset Beach Salt
Apartment in George Town, Bahamas
4.91 out of 5 average rating, 89 reviewsBeautiful Beachside Luxury Apartment, Mainfloor ✨
Home in Isla Baru, Colombia
4.83 out of 5 average rating, 75 reviewsCasa de Sirenas Beach House, Isla de Baru
Home in David Bay, Grenada
5.0 out of 5 average rating, 32 reviewsVilla Poseidon
Home in Woodlands, Montserrat
4.83 out of 5 average rating, 6 reviewsFamily Beachside Living with Oceanviews & Pool
Villa in Puntarenas Province, Costa Rica
4.89 out of 5 average rating, 66 reviewsCasa Sol - Oceanfront Villa at Hotel Amor de Mar
Destinations to explore
- Fitness-friendly rentals Caribbean
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- Yurt Rentals United States
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- Castle Rentals United States
- Houseboats United States
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