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
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Popular amenities for Caribbean island rentals
Family-friendly island rentals
Villa in Samana, Dominican Republic
4.8 out of 5 average rating, 46 reviewsVilla Oceanfront beach access and swim pool Samana
Jun 1 – 8
Home in Current, Bahamas
4.75 out of 5 average rating, 175 reviewsThe Tree House, Eleuthera, Bahamas
Mar 3 – 10
Villa in Soufriere, St. Lucia
5.0 out of 5 average rating, 93 reviewsLa Batterie Villa • Boutique Villa • Amazing Views
Apr 27 – May 4
Villa in Duncans bay, Jamaica
4.89 out of 5 average rating, 75 reviewsSharkfin Villa, family beach house
Apr 11 – 18
Villa in Salybia, Dominica
4.95 out of 5 average rating, 86 reviewsVilla Ayahora and Aywasi
Oct 3 – 10
Home in La Trinité, Martinique
5.0 out of 5 average rating, 95 reviews4-star Vert Azur villa
Apr 24 – May 1
Villa in Saint-Barthélemy, St. Barthélemy
4.94 out of 5 average rating, 71 reviewsVilla TIWA
Oct 10 – 17
Home in Grand Cayman, Cayman Islands
4.96 out of 5 average rating, 47 reviewsSnorkelers Beachfront Paradise - Beach Plum Villa
Sep 12 – 19
Island rentals with a patio
Villa in Wesley Will, British Virgin Islands
5.0 out of 5 average rating, 27 reviewsVilla Naku, escape and relax.
Oct 3 – 10
Villa in Providenciales, Turks & Caicos Islands
4.93 out of 5 average rating, 42 reviews‘My Little Hideaway’ at Lucayan Cays
Oct 25 – Nov 1
Apartment in Venice, Florida
4.92 out of 5 average rating, 25 reviewsVenice Island Tropical Oasis w Spa/Outdoor Kitchen
Oct 23 – 30
Cottage in Gregory Town, Bahamas
4.96 out of 5 average rating, 51 reviewsSwell - Cozy Oceanfront Eco-Cottage
Oct 24 – 31
Villa in Treasure Beach, Jamaica
5.0 out of 5 average rating, 3 reviewsDestiny Private 2-Bedroom Beachfront w/ 2 Pools
Jan 28 – Feb 4
Villa in Flamenco, Puerto Rico
4.9 out of 5 average rating, 88 reviewsCulebra Beach Villa #2 on Exclusive Flamenco Beach
Sep 17 – 24
Home in Micoud, St. Lucia
4.81 out of 5 average rating, 21 reviewsChateau Joyeux
Jan 11 – 18
Home in Governor's Harbour, Bahamas
5.0 out of 5 average rating, 18 reviewsOcean Front Home, Banks Road, Governor’s Harbour
Aug 15 – 22
Home in Grand Cayman, Cayman Islands
4.87 out of 5 average rating, 15 reviewsLone Palm by Grand Cayman Villas
Dec 13 – 20
Home in Captiva, Florida
4.86 out of 5 average rating, 7 reviewsOcean views, sleeps 10, heated pool, 2 golf carts
Oct 28 – Nov 4
Villa in Micoud, St. Lucia
4.85 out of 5 average rating, 99 reviewsSequoia Villa - Luxury Villa in St Lucia, Perfect!
Mar 26 – Apr 2
Apartment in Kralendijk, Bonaire, Sint Eustatius and Saba
4.77 out of 5 average rating, 22 reviewsOceanfront 2 bedroom Lodge Sunset Beach Salt
May 8 – 15
Condo in George Town, Bahamas
4.91 out of 5 average rating, 88 reviewsBeautiful Beachside Luxury Apartment, Mainfloor ✨
Oct 29 – Nov 5
Home in Cul-de-Sac, St. Martin
4.93 out of 5 average rating, 28 reviewsVilla Zen : confort et luxe vue mer St Martin
Mar 15 – 22
Home in Isla Baru, Colombia
4.83 out of 5 average rating, 75 reviewsCasa de Sirenas Beach House, Isla de Baru
Feb 23 – Mar 2
Condo in FreeTown, Antigua & Barbuda
4.92 out of 5 average rating, 50 reviewsNonsuch Bay Private Apt by Pool-full A/C all rooms
Jul 11 – 18
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