Resort vacation rentals in Caribbean
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Top-rated resort rentals in Caribbean
Guests agree: these resort rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Caribbean resort rentals
Family-friendly resort rentals
Resort in Puerto Plata, Dominican Republic
4.85 out of 5 average rating, 13 reviewsLifestyle Suite Vip Gold All Inclusive Included
Mar 19 – 26
Resort in Philipsburg, Sint Maarten
5.0 out of 5 average rating, 3 reviewsSimpson Bay Resort and Marina
Aug 26 – Sep 2
Resort in La Cruz, Costa Rica
4.66 out of 5 average rating, 70 reviewsBlue Dream, Naturaleza cerca del mar Bahia Salinas
Sep 8 – 15
Resort in Grace Bay, Turks & Caicos Islands
5.0 out of 5 average rating, 33 reviewsVilla Renaissance Poolside 1BR - Peloton Bike
Mar 17 – 24
Resort in Río Grande, Puerto Rico
4.84 out of 5 average rating, 62 reviewsWyndham Riomar Villa with 2 Golf Carts
Oct 18 – 25
Hotel room in Nosara, Costa Rica
4.7 out of 5 average rating, 50 reviewsK-Rae's Irish Pub and Inn - Ocean Blue
Apr 18 – 25
Resort in Road Town, British Virgin Islands
5.0 out of 5 average rating, 5 reviewsFort Recovery Villa and Suites hotel 1BR deluxe
Dec 6 – 13
Resort in Pompano Beach, Florida, US
4.89 out of 5 average rating, 27 reviewsPalm Aire Resort 2bd* *
Resort rentals with a pool
Resort in Key West, Florida, US
4.75 out of 5 average rating, 8 reviewsKatie's Kottage
Dec 17 – 24
Resort in Sunny Isles Beach, Florida, US
4.88 out of 5 average rating, 25 reviewsLuxury Beach Resort - Studio w/ Ocean View
Jul 20 – 27
Resort in Bonita Springs, Florida, US
5.0 out of 5 average rating, 8 reviewsWaterfront Gulf Access - 4 Bedroom W Heated Pool
Aug 29 – Sep 5
Resort in East End, U.S. Virgin Islands
5.0 out of 5 average rating, 12 reviewsMargaritaville St. Thomas-Luxury Beach Vacation
Jan 7 – 14
Resort in Nassau, Bahamas
5.0 out of 5 average rating, 3 reviewsLuxury Beach Resort - VIP JR Suite in Bahamas
Oct 24 – 31
Hotel room in Nokomis, Florida, US
4.84 out of 5 average rating, 63 reviewsOcean Front Apartment
Apr 13 – 20
Resort in Marco Island, Florida, US
4.93 out of 5 average rating, 29 reviewsMarco Beach Ocean Resort- Pool Level-Private Patio
Oct 3 – 10
Resort in Sosua, Dominican Republic
4.9 out of 5 average rating, 10 reviewsLuxury Studio - Cabarete
May 19 – 26
Resort rentals with a gym
Resort in Sunny Isles Beach, Florida, US
4.68 out of 5 average rating, 56 reviewsOcean view 2 Bed/3 Bath
Oct 16 – 23
Resort in Cabarete, Dominican Republic
4.56 out of 5 average rating, 9 reviewsLuxury Cabarete 3BR Suite w/ Balcony & Pool
Apr 9 – 16
Resort in East End
4.73 out of 5 average rating, 11 reviewsMargaritaville Vacation Club St. Thomas Studio
Dec 14 – 21
Resort in Key Largo, Florida, US
4.87 out of 5 average rating, 85 reviewsUltimate Getaway! Private Beach Access, Pools
Oct 3 – 10
Resort in Miami, Florida, US
4.59 out of 5 average rating, 76 reviewsMiami Suites w/ Bay Views & Hotel Amenities ! ! !
Dec 3 – 10
Hotel room in Montego Bay, Jamaica
4.65 out of 5 average rating, 72 reviewsPrivate Suite at Montego Bay Resort
Jun 23 – 30
Resort in Key Largo, Florida, US
4.82 out of 5 average rating, 11 reviewsExplore Key Largo! Beach Access, Pool, Parking!
Dec 15 – 22
Resort in East End, U.S. Virgin Islands
4.69 out of 5 average rating, 16 reviewsMargaritaville - St. Thomas - Studio
Apr 14 – 21
Destinations to explore
- Bungalow rentals Caribbean
- Earth house rentals Caribbean
- RV rentals Caribbean
- Vacation home rentals Caribbean
- Guesthouse rentals Caribbean
- Rentals with an EV charger Caribbean
- Kid-friendly rentals Caribbean
- Rentals with a washer and dryer Caribbean
- Cabin rentals Caribbean
- Pet-friendly rentals Caribbean
- Smoking-friendly rentals Caribbean
- Boat rentals Caribbean
- Family-friendly rentals Caribbean
- Townhouse rentals Caribbean
- Villa rentals Caribbean
- Boutique hotel rentals Caribbean
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- Hotel rentals Caribbean
- Aparthotel rentals Caribbean
- Cottage rentals Caribbean
- Nature eco lodge rentals Caribbean
- Bed and breakfasts Caribbean
- Campsite rentals Caribbean
- Rentals with a fire pit Caribbean
- Rentals with pools Caribbean
- Ski-in/ski-out rentals Caribbean
- Island rentals Caribbean
- Rentals with breakfast Caribbean
- Apartment rentals Caribbean
- Beach house rentals Caribbean
- Rentals with beach access Caribbean
- Rentals with outdoor seating Caribbean
- Farmstay rentals Caribbean
- Loft rentals Caribbean
- Treehouse rentals Caribbean
- Luxury rentals Caribbean
- Shipping container rentals Caribbean
- Chalet rentals Caribbean
- House rentals Caribbean
- Rentals with lake access Caribbean
- Rentals with an accessible height toilet Caribbean
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- Wheelchair accessible rentals Caribbean
- Condo rentals Caribbean
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- Rentals with a sauna Caribbean
- Rentals with an accessible height bed Caribbean
- Houseboat rentals Caribbean
- Serviced apartment rentals Caribbean
- Waterfront rentals Caribbean
- Tent rentals Caribbean
- Hostel rentals Caribbean
- Beachfront rentals Caribbean
- Rentals with a hot tub Caribbean
- Rentals with a fireplace Caribbean
- Monthly Rentals Caribbean
- Tiny house rentals Caribbean
- Rentals with a kayak Caribbean
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
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- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
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- Holiday Chalets United Kingdom
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- Beach Cabins United States
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- Pet-Friendly Vacation Rentals United States
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