Island vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Caribbean island rentals
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, 87 reviewsVilla Ayahora at Aywasi
Home in La Trinité, Martinique
5.0 out of 5 average rating, 95 reviewsVilla Vert Azur classée 4 étoiles
Home in Grand Cayman, Cayman Islands
4.96 out of 5 average rating, 47 reviewsSnorkelers Beachfront Paradise - Beach Plum Villa
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, 42 reviews‘My Little Hideaway’ at Lucayan Cays
Villa in Nail Bay, British Virgin Islands
5.0 out of 5 average rating, 8 reviewsBoulder Crest, Pool, March 20th to 26th $700pn
Apartment 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, 89 reviewsCulebra Beach Villa #2 on Exclusive Flamenco Beach
Home in Micoud, St. Lucia
4.82 out of 5 average rating, 22 reviewsChateau Joyeux
Villa in Silver Sands, Barbados
4.89 out of 5 average rating, 19 reviewsOceanfront Paradise with Pool - Hector's House
Home in Grand Cayman, Cayman Islands
4.87 out of 5 average rating, 15 reviewsLone Palm by Grand Cayman Villas
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!
Apartment in Kralendijk, Bonaire, Sint Eustatius and Saba
4.78 out of 5 average rating, 23 reviewsOceanfront 2 bedroom Lodge Sunset Beach Salt
Condo in George Town, Bahamas
4.91 out of 5 average rating, 89 reviewsBeautiful Beachside Luxury Apartment, Mainfloor ✨
Home in Cul-de-Sac, St. Martin
4.93 out of 5 average rating, 28 reviewsVilla Zen : confort et luxe vue mer St Martin
Home in Isla Baru, Colombia
4.83 out of 5 average rating, 75 reviewsCasa de Sirenas Beach House, Isla de Baru
Destinations to explore
- Earth house rentals Caribbean
- Kid-friendly rentals Caribbean
- Rentals with a washer and dryer Caribbean
- RV rentals Caribbean
- Bed and breakfasts Caribbean
- Smoking-friendly rentals Caribbean
- Rentals with an EV charger Caribbean
- Boutique hotel rentals Caribbean
- Houseboat rentals Caribbean
- Aparthotel rentals Caribbean
- Vacation home rentals Caribbean
- House rentals Caribbean
- Bungalow rentals Caribbean
- Cabin rentals Caribbean
- Fitness-friendly rentals Caribbean
- Hotel rentals Caribbean
- Rentals with a fireplace Caribbean
- Campsite rentals Caribbean
- Rentals with pools Caribbean
- Ski-in/ski-out rentals Caribbean
- Private suite rentals Caribbean
- Apartment rentals Caribbean
- Pet-friendly rentals Caribbean
- Farmstay rentals Caribbean
- Loft rentals Caribbean
- Rentals with a patio Caribbean
- Rentals with a sauna Caribbean
- Condo rentals Caribbean
- Chalet rentals Caribbean
- Hostel rentals Caribbean
- Rentals with a balcony Caribbean
- Rentals with a fire pit Caribbean
- Tiny house rentals Caribbean
- Rentals with outdoor seating Caribbean
- Treehouse rentals Caribbean
- Rentals with an accessible height toilet Caribbean
- Rentals with breakfast Caribbean
- Nature eco lodge rentals Caribbean
- Rentals with an accessible height bed Caribbean
- Beachfront rentals Caribbean
- Rentals with beach access Caribbean
- Cottage rentals Caribbean
- Luxury rentals Caribbean
- Wheelchair accessible rentals Caribbean
- Rentals with a hot tub Caribbean
- Guesthouse rentals Caribbean
- Rentals with a home theater Caribbean
- Serviced apartment rentals Caribbean
- Boat rentals Caribbean
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- Townhouse rentals Caribbean
- Villa rentals Caribbean
- Rentals with a kayak Caribbean
- Beach house rentals Caribbean
- Tent rentals Caribbean
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- Monthly Rentals Caribbean
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- Shipping container rentals Caribbean
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- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
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- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
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- Beach Houses United Kingdom
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- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
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- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom