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 Rincon, Puerto Rico
4.84 out of 5 average rating, 282 reviewsMango Mountain #7 Poolside, Caribbean View, Patio
Home in Northside, U.S. Virgin Islands
4.93 out of 5 average rating, 14 reviewsLa Luz
Home in Vieques, Puerto Rico
5.0 out of 5 average rating, 35 reviewsCasa Cumbre - Spectacular views, location and pool
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
Home in Gros Islet, St. Lucia
4.99 out of 5 average rating, 73 reviewsGorgeous 3BR2BA Oceanfront Villa w/Pool, Concierge
Weekly house rentals
Home in Anna Maria, Florida, US
5.0 out of 5 average rating, 38 reviewsami skyview
Home in Bradenton Beach, Florida, US
5.0 out of 5 average rating, 19 reviewsDirect Beachfront/Sunset Views!Next to AMI Trolley
Home in Nuevo Arenal, Costa Rica
4.82 out of 5 average rating, 62 reviewsLittle Paradise Lakefront Lodge
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
Home in Granada, Nicaragua
5.0 out of 5 average rating, 38 reviewsBao Bei : Wabi Sabi Colonial Villa
Home in Bayamón, Puerto Rico
5.0 out of 5 average rating, 21 reviewsCassablanca On The Hill: Pool & Amazing Views
Home in Summerland Key, Florida, US
4.97 out of 5 average rating, 64 reviewsWaterfront Anchor House with Boat Basin & Ramp!
Private house rentals
Home in Montego Bay, Jamaica
4.89 out of 5 average rating, 66 reviewsAmara Fully Staffed 3BR Waterfront Villa
Home in Miami Shores, Florida, US
4.9 out of 5 average rating, 29 reviewsLuxury Pool Villa at St. James "E", Pet Friendly
Home in Machos, Puerto Rico
5.0 out of 5 average rating, 19 reviewsLa Casita: Private Heated Pool W/ Ocean Views
Home in Pompano Beach, Florida, US
4.98 out of 5 average rating, 66 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 Playa Grande, Costa Rica
5.0 out of 5 average rating, 22 reviewsShort walk to the beach - Casa Manzu
Home in Medianía Alta, Puerto Rico
4.9 out of 5 average rating, 82 reviewsBeachfront Paradise with infinity pool
Home in Treasure Beach, Jamaica
4.91 out of 5 average rating, 55 reviewsLuxury beach front villa with private pool & staff
Destinations to explore
- House rentals Cuba
- Beach house rentals Cuba
- Tiny house rentals Cuba
- Guest house rentals Cuba
- Townhouse rentals Cuba
- Serviced apartment rentals Caribbean
- Island rentals Caribbean
- Rentals with a patio Caribbean
- Rentals with a sauna Caribbean
- Bungalow rentals Caribbean
- Luxury rentals Caribbean
- Castle rentals Caribbean
- Dome rentals Caribbean
- Smoking-friendly rentals Caribbean
- Nature eco lodge rentals Caribbean
- Rentals with lake access Caribbean
- Rentals with a firepit Caribbean
- Farm stay rentals Caribbean
- Loft rentals Caribbean
- Container rentals Caribbean
- Pet-friendly rentals Caribbean
- Guest house rentals Caribbean
- Rentals with beach access Caribbean
- Holiday home rentals Caribbean
- Rentals with an accessible-height toilet Caribbean
- Earth house rentals Caribbean
- Rentals with a kayak Caribbean
- Wheelchair-accessible rentals Caribbean
- Flat rentals Caribbean
- Boat rentals Caribbean
- Family-friendly rentals Caribbean
- Townhouse rentals Caribbean
- Villa rentals Caribbean
- Apartment rentals Caribbean
- Treehouse rentals Caribbean
- Family-friendly rentals Caribbean
- Rentals with a washing machine and dryer Caribbean
- Beachfront rentals Caribbean
- Houseboat rentals Caribbean
- Rentals with an accessible-height bed Caribbean
- Monthly Rentals Caribbean
- Aparthotel rentals Caribbean
- Rentals with outdoor seating Caribbean
- Rentals with a balcony Caribbean
- Private suite rentals Caribbean
- Rentals with an EV charger Caribbean
- Motorhome rentals Caribbean
- Campsite rentals Caribbean
- Chalet rentals Caribbean
- Beach house rentals Caribbean
- Cabin rentals Caribbean
- Waterfront rentals Caribbean
- Rentals with a fireplace Caribbean
- Resort rentals Caribbean
- Rentals with breakfast Caribbean
- Rentals with a cinema Caribbean
- Fitness-friendly rentals Caribbean
- Hotel rentals Caribbean
- Tiny house rentals Caribbean
- Rentals with pools Caribbean
- Ski-in/ski-out rentals Caribbean
- Tent rentals Caribbean
- Hostel rentals Caribbean
- Bed and breakfasts Caribbean
- Boutique hotel rentals Caribbean
- Rentals with a hot tub Caribbean
- Cottage 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