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
Get the amount of space that is right for you
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 16 – 23
Resort in Philipsburg, Sint Maarten
5.0 out of 5 average rating, 3 reviewsSimpson Bay Resort and Marina
Aug 23 – 30
Resort in La Cruz, Costa Rica
4.66 out of 5 average rating, 70 reviewsBlue Dream, Nature by the Bahia Salinas Sea
Dec 20 – 27
Resort in Grace Bay, Turks & Caicos Islands
5.0 out of 5 average rating, 33 reviewsVilla Renaissance Poolside 1BR - Peloton Bike
Oct 8 – 15
Resort in Río Grande, Puerto Rico
4.84 out of 5 average rating, 61 reviewsWyndham Riomar Villa with 2 Golf Carts
Feb 21 – 28
Hotel room in Nosara, Costa Rica
4.7 out of 5 average rating, 50 reviewsK-Rae's Irish Pub and Inn - Ocean Blue
Apr 15 – 22
Resort in Road Town, British Virgin Islands
5.0 out of 5 average rating, 5 reviewsFort Recovery Villa and Suites hotel 1BR deluxe
Dec 3 – 10
Resort in Pompano Beach, Florida
4.89 out of 5 average rating, 27 reviewsPalm Aire Resort 2bd* *
Resort rentals with a pool
Resort in Puerto Plata, Dominican Republic
5.0 out of 5 average rating, 4 reviewsThe Tropical Hotel: Sleeps 2-4, All-Inclusive
Sep 3 – 10
Resort in Anna Maria, Florida
4.98 out of 5 average rating, 62 reviewsBlue Dolphin AMI Jacaranda Lower 2b/1b
Nov 21 – 28
Resort in Sunny Isles Beach, Florida
4.88 out of 5 average rating, 24 reviewsLuxury Beach Resort - Studio w/ Ocean View
Jul 20 – 27
Resort in Bonita Springs, Florida
5.0 out of 5 average rating, 8 reviewsWaterfront Gulf Access - 4 Bedroom W Heated Pool
Nov 6 – 13
Resort in Holmes Beach, Florida
4.88 out of 5 average rating, 16 reviewsThe Royal Villa Two bedroom, Two bath, Pool ,Beach
Jul 24 – 31
Resort in Siesta Key, Florida
5.0 out of 5 average rating, 32 reviews1936 Beach house across street from beach
Sep 11 – 18
Resort in East End, U.S. Virgin Islands
5.0 out of 5 average rating, 12 reviewsMargaritaville St. Thomas-Luxury Beach Vacation
Oct 4 – 11
Resort in Nassau, Bahamas
5.0 out of 5 average rating, 3 reviewsLuxury Beach Resort - VIP JR Suite in Bahamas
Oct 22 – 29
Resort rentals with a gym
Resort in Hollywood, Florida
4.83 out of 5 average rating, 48 reviewsHydeHotel/Residences 2bdr/2bth Beach/ocean view
Oct 19 – 26
Resort in Sunny Isles Beach, Florida
4.82 out of 5 average rating, 11 reviewsAmazing Beachside Studio/ Condo
Apr 7 – 14
Resort in Sunny Isles Beach, Florida
4.68 out of 5 average rating, 56 reviewsOcean view 2 Bed/3 Bath
Oct 13 – 20
Resort in Sunny Isles Beach, Florida
4.8 out of 5 average rating, 132 reviewsBeach Resort Suite with Direct Ocean view!
Dec 6 – 13
Resort in Cabarete, Dominican Republic
4.56 out of 5 average rating, 9 reviewsLuxury Cabarete 3BR Suite w/ Balcony & Pool
Apr 7 – 14
Resort in Fort Lauderdale, Florida
4.77 out of 5 average rating, 13 reviewsPanoramic Suite with Ocean view at the Gallery ONE
Mar 10 – 17
Resort in East End
4.73 out of 5 average rating, 11 reviewsMargaritaville Vacation Club St. Thomas Studio
Dec 11 – 18
Resort in Key Largo, Florida
4.87 out of 5 average rating, 85 reviewsUltimate Getaway! Private Beach Access, Pools
Oct 3 – 10
Destinations to explore
- Guesthouse rentals Caribbean
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