House holiday rentals in Caribbean
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Top-rated house rentals in Caribbean
Guests agree: these houses 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 house rentals in Caribbean
House rentals with a pool
Home in Sarasota, Florida, US
4.94 out of 5 average rating, 155 reviewsModern, Bright Downtown SRQ A-Frame West of Trail
Home in Playa Tivives, Costa Rica
4.97 out of 5 average rating, 188 reviewsLovely beachfront family house with private pool
Home in Fort Lauderdale, Florida, US
4.96 out of 5 average rating, 133 reviewsD2/steps 2 beach/Heated Pool/Spa/Downtown
Home in Rincon, Puerto Rico
4.84 out of 5 average rating, 281 reviewsMango Mountain #7 Poolside, Caribbean View, Patio
Home in Cape Coral, Florida, US
5.0 out of 5 average rating, 29 reviewsCasa Capri | No service fee | Heated Pool
Home in Cape Coral, Florida, US
5.0 out of 5 average rating, 10 reviewsCoral Haven - Your Perfect Florida Getaway
Home in La Fortuna, Costa Rica
4.89 out of 5 average rating, 85 reviewsMayoli Hill Family Villa with Volcano View
Home in Cape Coral, Florida, US
4.8 out of 5 average rating, 25 reviewsGulf Access Villa Heated Pool
Weekly house rentals
Home in Anna Maria, Florida, US
5.0 out of 5 average rating, 37 reviewsami skyview
Home in Malpais, Costa Rica
4.95 out of 5 average rating, 19 reviewsOcean View Dream Casita - Mal Pais of Santa Teresa
Home in Bradenton Beach, Florida, US
5.0 out of 5 average rating, 18 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
Home in Nuevo Arenal, Costa Rica
4.84 out of 5 average rating, 61 reviewsLittle Paradise Lakefront Lodge
Home in Las Terrenas, Dominican Republic
4.91 out of 5 average rating, 64 reviewsAmazing sea view luxury modern, fully staffed
Home in Rio San Juan, Dominican Republic
4.89 out of 5 average rating, 76 reviewsVeoMar - Casita Axel 4 bdr villa w/ endless views
Home in Cape Coral, Florida, US
4.82 out of 5 average rating, 22 reviewsHeated Pool&SPA Sunrise Villa
Home in Nosara, Costa Rica
4.94 out of 5 average rating, 17 reviewsSteady As We Go - New Ocean View Luxury Villa
Private house rentals
Home in George Town, Cayman Islands
4.92 out of 5 average rating, 25 reviewsParadise Beach House in South Sound, George Town
Home in Marathon, Florida, US
5.0 out of 5 average rating, 8 reviewsOcean Dream
Home in Machos, Puerto Rico
5.0 out of 5 average rating, 19 reviewsLa Casita: Private Heated Pool W/ Ocean Views
Home in Miami Shores, Florida, US
4.89 out of 5 average rating, 28 reviewsLuxury Pool Villa at St. James "E", Pet Friendly
Home in Montego Bay, Jamaica
4.91 out of 5 average rating, 65 reviewsAmara Fully Staffed 3BR Waterfront Villa
Home in Pompano Beach, Florida, US
5.0 out of 5 average rating, 65 reviews•Floasis• Your private FL oasis 5 min to beach!
Home in Fort Lauderdale, Florida, US
4.99 out of 5 average rating, 67 reviewsEntire Luxury Junior Suite, 8 min from the Beach
Home in Medianía Alta, Puerto Rico
4.9 out of 5 average rating, 82 reviewsBeachfront Paradise with infinity pool
Destinations to explore
- Beach house rentals Cuba
- Tiny house rentals Cuba
- House rentals Cuba
- Guest house rentals Cuba
- Townhouse rentals Cuba
- Rentals with breakfast Caribbean
- Rentals with a patio Caribbean
- Rentals with a sauna Caribbean
- Treehouse rentals Caribbean
- Bed and breakfasts Caribbean
- Houseboat rentals Caribbean
- Flat rentals Caribbean
- Rentals with an EV charger Caribbean
- Boutique hotel rentals Caribbean
- Holiday home rentals Caribbean
- Guest house rentals Caribbean
- Cottage rentals Caribbean
- Family-friendly rentals Caribbean
- Rentals with a washing machine and dryer Caribbean
- Fitness-friendly rentals Caribbean
- Hotel rentals Caribbean
- Motorhome rentals Caribbean
- Serviced apartment rentals Caribbean
- Nature eco lodge rentals Caribbean
- Castle rentals Caribbean
- Dome rentals Caribbean
- Aparthotel rentals Caribbean
- Rentals with a firepit Caribbean
- Rentals with pools Caribbean
- Ski-in/ski-out rentals Caribbean
- Rentals with beach access Caribbean
- Smoking-friendly rentals Caribbean
- Pet-friendly rentals Caribbean
- Cabin rentals Caribbean
- Campsite rentals Caribbean
- Boat rentals Caribbean
- Family-friendly rentals Caribbean
- Townhouse rentals Caribbean
- Villa rentals Caribbean
- Rentals with lake access Caribbean
- Rentals with a kayak Caribbean
- Private suite rentals Caribbean
- Earth house rentals Caribbean
- Wheelchair-accessible rentals Caribbean
- Hostel rentals Caribbean
- Apartment rentals Caribbean
- Beach house rentals Caribbean
- Rentals with outdoor seating Caribbean
- Rentals with a cinema Caribbean
- Luxury rentals Caribbean
- Rentals with a hot tub Caribbean
- Resort rentals Caribbean
- Container rentals Caribbean
- Tent rentals Caribbean
- Rentals with a fireplace Caribbean
- Tiny house rentals Caribbean
- Rentals with a balcony Caribbean
- Rentals with an accessible-height bed Caribbean
- Bungalow rentals Caribbean
- Beachfront rentals Caribbean
- Chalet rentals Caribbean
- Farm stay rentals Caribbean
- Loft rentals Caribbean
- Waterfront rentals Caribbean
- Island rentals Caribbean
- Rentals with an accessible-height toilet Caribbean
- Monthly Rentals Caribbean
- Townhouse rentals Trinidad
- Guest house rentals Trinidad
- 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