Resort holiday rentals in Caribbean
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Top-rated resort stays in Caribbean
Guests agree: These resort stays are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Caribbean resort stays
Family-Friendly Resort Stays
Resort in Puerto Plata, Dominican Republic
4.85 out of 5 average rating, 13 reviewsLifestyle Suite Vip Gold All Inclusive Included
Resort in Philipsburg, Sint Maarten
5.0 out of 5 average rating, 3 reviewsSimpson Bay Resort and Marina
Resort in La Cruz, Costa Rica
4.66 out of 5 average rating, 70 reviewsBlue Dream, Nature by the Bahia Salinas Sea
Resort in Grace Bay, Turks & Caicos Islands
5.0 out of 5 average rating, 33 reviewsVilla Renaissance Poolside 1BR - Peloton Bike
Resort in Río Grande, Puerto Rico
4.84 out of 5 average rating, 62 reviewsWyndham Riomar Villa with 2 Golf Carts
Hotel room in Nosara, Costa Rica
4.7 out of 5 average rating, 50 reviewsK-Rae's Irish Pub and Inn - Ocean Blue
Resort in Road Town, British Virgin Islands
5.0 out of 5 average rating, 5 reviewsFort Recovery Villa and Suites hotel 1BR deluxe
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
Resort in Anna Maria, Florida, US
4.98 out of 5 average rating, 62 reviewsBlue Dolphin AMI Jacaranda Lower 2b/1b
Resort in Holmes Beach, Florida, US
4.9 out of 5 average rating, 42 reviewsThe Coconut at Palm Tree Villas Resort
Resort in Sunny Isles Beach, Florida, US
4.73 out of 5 average rating, 26 reviewsLuxury Beach Resort - Studio w/ Ocean View
Resort in Bonita Springs, Florida, US
5.0 out of 5 average rating, 9 reviewsWaterfront Gulf Access - 4 Bedroom W Heated Pool
Resort in Siesta Key, Florida, US
5.0 out of 5 average rating, 34 reviews1936 Beach house across street from beach
Resort in East End, U.S. Virgin Islands
5.0 out of 5 average rating, 12 reviewsMargaritaville St. Thomas-Luxury Beach Vacation
Resort in St. Thomas, U.S. Virgin Islands
4.89 out of 5 average rating, 62 reviewsLimetree Beach Resort- Studio sleeps 4
Resort rentals with a gym
Resort in Hollywood, Florida, US
4.83 out of 5 average rating, 48 reviewsHydeHotel/Residences 2bdr/2bth Beach/ocean view
Resort in Sunny Isles Beach, Florida, US
4.82 out of 5 average rating, 11 reviewsAmazing Beachside Studio/ Condo
Resort in Sunny Isles Beach, Florida, US
4.68 out of 5 average rating, 56 reviewsOcean view 2 Bed/3 Bath
Resort in Sunny Isles Beach, Florida, US
4.84 out of 5 average rating, 131 reviewsBeach Resort Suite with Direct Ocean view!
Resort in Miami, Florida, US
4.78 out of 5 average rating, 238 reviewsFontainebleau Hotel Jr. Suite Sorrento w/Parking
Resort in Cabarete, Dominican Republic
4.56 out of 5 average rating, 9 reviewsLuxury Cabarete 3BR Suite w/ Balcony & Pool
Resort in East End
4.73 out of 5 average rating, 11 reviewsMargaritaville Vacation Club St. Thomas Studio
Resort in Key Largo, Florida, US
4.87 out of 5 average rating, 85 reviewsUltimate Getaway! Private Beach Access, Pools
Destinations to explore
- Bed and breakfasts Caribbean
- Fitness-friendly rentals Caribbean
- Hotel rentals Caribbean
- Rentals with breakfast Caribbean
- Guesthouse rentals Caribbean
- Rentals with pools Caribbean
- Ski-in/ski-out rentals Caribbean
- Holiday home rentals Caribbean
- RV rentals Caribbean
- Apartment rentals Caribbean
- Nature eco lodge rentals Caribbean
- Rentals with an EV charger Caribbean
- Rentals with a patio Caribbean
- Rentals with a sauna Caribbean
- Rentals with beach access Caribbean
- Tree house rentals Caribbean
- Houseboat rentals Caribbean
- House rentals Caribbean
- Kid-friendly rentals Caribbean
- Rentals with a washing machine and dryer Caribbean
- Boutique hotel rentals Caribbean
- Smoking-friendly rentals Caribbean
- Serviced apartment rentals Caribbean
- Campsite rentals Caribbean
- Luxury rentals Caribbean
- Cottage rentals Caribbean
- Private suite rentals Caribbean
- Boat rentals Caribbean
- Family-friendly rentals Caribbean
- Townhouse rentals Caribbean
- Villa rentals Caribbean
- Aparthotel rentals Caribbean
- Rentals with a hot tub Caribbean
- Bungalow rentals Caribbean
- Wheelchair accessible rentals Caribbean
- Pet-friendly rentals Caribbean
- Earth house rentals Caribbean
- Tent rentals Caribbean
- Chalet rentals Caribbean
- Rentals with a fire pit Caribbean
- Monthly Rentals Caribbean
- Rentals with a balcony Caribbean
- Farmstay rentals Caribbean
- Loft rentals Caribbean
- Island rentals Caribbean
- Rentals with an accessible height toilet Caribbean
- Rentals with a fireplace Caribbean
- Beachfront rentals Caribbean
- Rentals with an accessible height bed Caribbean
- Rentals with a kayak Caribbean
- Rentals with lake access Caribbean
- Hostel rentals Caribbean
- Rentals with a home theatre Caribbean
- Tiny house rentals Caribbean
- Condo rentals Caribbean
- Rentals with outdoor seating Caribbean
- Beach house rentals Caribbean
- Waterfront rentals Caribbean
- Shipping container rentals Caribbean
- Cabin rentals Caribbean
- 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
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom