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
Home in Sugarloaf Key, Florida, US
4.75 out of 5 average rating, 112 reviewsBungalows at Sugarloaf Beach - Mi Azucar
Jan 21 – 28
Villa in Samana, Dominican Republic
4.8 out of 5 average rating, 46 reviewsVilla Oceanfront beach access and swim pool Samana
Oct 26 – Nov 2
Home in Current, Bahamas
4.75 out of 5 average rating, 175 reviewsThe Tree House, Eleuthera, Bahamas
Apr 4 – 11
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
Dec 10 – 17
Villa in Salybia, Dominica
4.95 out of 5 average rating, 86 reviewsVilla Ayahora and Aywasi
Oct 4 – 11
Home in La Trinité, Martinique
5.0 out of 5 average rating, 93 reviews4-star Vert Azur villa
May 21 – 28
Villa in Saint-Barthélemy, St. Barthélemy
4.94 out of 5 average rating, 70 reviewsVilla TIWA
Oct 7 – 14
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 1 – 8
Apartment in Venice, Florida, US
4.92 out of 5 average rating, 25 reviewsVenice Island Tropical Oasis w Spa/Outdoor Kitchen
Jul 5 – 12
Cottage in Gregory Town, Bahamas
4.96 out of 5 average rating, 51 reviewsSwell - Cozy Oceanfront Eco-Cottage
Jul 27 – Aug 3
Villa in Treasure Beach, Jamaica
5.0 out of 5 average rating, 3 reviewsDestiny Private 2-Bedroom Beachfront w/ 2 Pools
Oct 31 – Nov 7
Villa in Flamenco, Puerto Rico
4.9 out of 5 average rating, 86 reviewsCulebra Beach Villa #2 on Exclusive Flamenco Beach
Jul 14 – 21
Home in Micoud, St. Lucia
4.81 out of 5 average rating, 21 reviewsChateau Joyeux
Feb 23 – Mar 2
Home in Governor's Harbour, Bahamas
5.0 out of 5 average rating, 18 reviewsOcean Front Home, Banks Road, Governor’s Harbour
Mar 29 – Apr 5
Home in Grand Cayman, Cayman Islands
4.87 out of 5 average rating, 15 reviewsLone Palm by Grand Cayman Villas
Oct 15 – 22
Home in Captiva, Florida, US
4.86 out of 5 average rating, 7 reviewsOcean views, sleeps 10, heated pool, 2 golf carts
Oct 17 – 24
Villa in Micoud, St. Lucia
4.85 out of 5 average rating, 98 reviewsSequoia Villa - Luxury Villa in St Lucia, Perfect!
Oct 6 – 13
Apartment in Kralendijk, Bonaire, Sint Eustatius and Saba
4.77 out of 5 average rating, 22 reviewsOceanfront 2 bedroom Lodge Sunset Beach Salt
Jul 7 – 14
Condo in George Town, Bahamas
4.91 out of 5 average rating, 88 reviewsBeautiful Beachside Luxury Apartment, Mainfloor ✨
Oct 24 – 31
Home in Cul-de-Sac, St. Martin
4.93 out of 5 average rating, 27 reviewsVilla Zen : confort et luxe vue mer St Martin
Feb 26 – Mar 5
Home in Isla Baru, Colombia
4.83 out of 5 average rating, 75 reviewsCasa de Sirenas Beach House, Isla de Baru
Mar 26 – Apr 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 6 – 13
Destinations to explore
- Beach house rentals Caribbean
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- Shipping container rentals Caribbean
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- Monthly Rentals Caribbean
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