Vacation home rentals in Caribbean
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Top-rated vacation home rentals in Caribbean
Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Caribbean vacation home rentals
Family-friendly vacation home rentals
Vacation home in Tamarindo, Costa Rica
4.81 out of 5 average rating, 191 reviewsLarge groups in Tamarindo CR
Apr 15 – 22
Vacation home in Puerto Viejo de Talamanca, Costa Rica
4.88 out of 5 average rating, 107 reviewsNaranja House the best in Playa Negra
Apr 7 – 14
Vacation home in Venice, Florida, US
4.83 out of 5 average rating, 111 reviews🌟Venice Cute Pool Villa with bikes Kayaks 🌈🐬
May 28 – Jun 4
Vacation home in Santa Teresa Beach, Costa Rica
4.83 out of 5 average rating, 109 reviewsSurfers Paradise! Upstairs Apart. 100MB Wi-Fi + AC
Jul 3 – 10
Vacation home in Fryers Well, Barbados
4.91 out of 5 average rating, 87 reviewsView Near beach,3 br, wi-fi, A/C, pool, en suite
May 6 – 13
Vacation home in Juan Gallego, Panama
4.84 out of 5 average rating, 80 reviewsPebos Reef, 12 guests, Amazing views!!
Dec 2 – 9
Vacation home in Las Galeras, Dominican Republic
4.92 out of 5 average rating, 76 reviewsChaletTropical #3 Ocean, superior pool villa
Jun 23 – 30
Vacation home in Havana, Cuba
4.78 out of 5 average rating, 45 reviewsEntire Hostal Habana 101 just 4 U - WIFI
Jul 29 – Aug 5
Vacation home rentals with a patio
Vacation home in Arenal, Costa Rica
4.87 out of 5 average rating, 130 reviewsBoho Chic Fortuna * Downtown* W/ King Bed
Aug 6 – 13
Vacation home in La Boquilla, Colombia
4.93 out of 5 average rating, 127 reviewsSensational new oceanfront apartment
Nov 29 – Dec 6
Vacation home in Coco, Costa Rica
4.92 out of 5 average rating, 109 reviewsApart. King bed by casa aire near airport/beaches
Sep 7 – 14
Vacation home in Boquerón, Puerto Rico
4.99 out of 5 average rating, 103 reviewsCasa Los Rodríguez
Nov 26 – Dec 3
Vacation home in Port Charlotte, Florida, US
4.98 out of 5 average rating, 42 reviewsJaw-Dropping Waterfront Sunset Views and Gameroom!
Aug 24 – 31
Vacation home in Naples, Florida, US
4.95 out of 5 average rating, 22 reviewsNewly Renovated Naples Coastal Comfort
Sep 27 – Oct 4
Vacation home in Deerfield Beach, Florida, US
4.89 out of 5 average rating, 75 reviewsYour getaway in FLA!
Oct 15 – 22
Vacation home in Dover, Barbados
4.97 out of 5 average rating, 70 reviewsBlue Haven Holiday Apartments - King Studio
Sep 12 – 19
Vacation home rentals with a washer and dryer
Vacation home in Jacó, Costa Rica
4.88 out of 5 average rating, 108 reviewsLapa Beach House * House w/ Private Pool
Aug 10 – 17
Vacation home in Yabucoa, Puerto Rico
4.86 out of 5 average rating, 151 reviewsMcArena Beachfront Caribbean Retreat Private Pool
Mar 28 – Apr 4
Vacation home in Isabela, Puerto Rico
4.92 out of 5 average rating, 131 reviewsBeachfront Villa | Breathtaking View | Rooftop
Oct 8 – 15
Vacation home in Providenciales, Turks & Caicos Islands
4.95 out of 5 average rating, 39 reviewsWaterfront Vacation with Everything You Desire
Dec 13 – 20
Vacation home in GRAND CAYMAN, Cayman Islands
5.0 out of 5 average rating, 15 reviewsArt beach apartment
Apr 5 – 12
Vacation home in Port of Spain, Trinidad & Tobago
4.93 out of 5 average rating, 84 reviewsJungle Oasis: Sea&City Views with Ruby Sunsets
Nov 30 – Dec 7
Vacation home in La Boquilla, Colombia
4.93 out of 5 average rating, 83 reviews1 Bedroom with Jacuzzi. Sea View and Cienaga
Jul 15 – 22
Vacation home in Punta Cana, Dominican Republic
4.79 out of 5 average rating, 28 reviewsGolf & Beach Resort Living
Sep 29 – Oct 6
Destinations to explore
- Vacation home rentals Cuba
- Monthly Rentals Caribbean
- Chalet rentals Caribbean
- Nature eco lodge rentals Caribbean
- Apartment rentals Caribbean
- Hotel rentals Caribbean
- Condo rentals Caribbean
- RV rentals Caribbean
- Shipping container rentals Caribbean
- Rentals with a fireplace Caribbean
- Cabin rentals Caribbean
- Rentals with pools Caribbean
- House rentals Caribbean
- Campsite rentals Caribbean
- Ski-in/ski-out rentals Caribbean
- Rentals with a hot tub Caribbean
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- Rentals with a sauna Caribbean
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- Rentals with beach access Caribbean
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- Boat rentals Caribbean
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- Bed and breakfasts Caribbean
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- Island rentals Caribbean
- Serviced apartment rentals Caribbean
- Rentals with an EV charger Caribbean
- Rentals with a fire pit Caribbean
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- 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
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- Holiday Apartments Australia
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- 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