Holiday home rentals in Caribbean
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Top-rated holiday home rentals in Caribbean
Guests agree: these holiday home rentals 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 holiday home rentals in Caribbean
Family-friendly holiday home rentals
Holiday home in Tamarindo, Costa Rica
4.8 out of 5 average rating, 189 reviewsLarge groups in Tamarindo CR
17–24 Nov
Holiday home in Puerto Viejo de Talamanca, Costa Rica
4.88 out of 5 average rating, 107 reviewsNaranja House, the best in Playa Negra
9–16 Dec
Holiday home in Venice, Florida, US
4.83 out of 5 average rating, 110 reviews🌟Venice Cute Pool Villa with bikes Kayaks 🌈🐬
11–18 Jul
Holiday home in Santa Teresa Beach, Costa Rica
4.83 out of 5 average rating, 109 reviewsSurfers Paradise! Upstairs Apart. 100MB Wi-Fi + AC
30 Jun – 7 Jul
Holiday 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
7–14 Nov
Holiday home in Juan Gallego, Panama
4.84 out of 5 average rating, 80 reviewsPebos Reef, 12 guests, Amazing views!!
29 Jul – 5 Aug
Holiday home in Las Galeras, Dominican Republic
4.92 out of 5 average rating, 76 reviewsChaletTropical #3 Ocean, superior pool villa
18–25 Aug
Holiday home in Havana, Cuba
4.78 out of 5 average rating, 45 reviewsEntire Hostal Habana 101 just 4 U - WIFI
23–30 Oct
Holiday home rentals with a patio
Holiday home in La Boquilla, Colombia
4.93 out of 5 average rating, 127 reviewsSensational New waterfront apartment
6–13 Mar
Holiday home in Arenal, Costa Rica
4.87 out of 5 average rating, 130 reviewsBoho Chic Fortuna * Downtown* W/ King Bed
6–13 Oct
Holiday home in Coco, Costa Rica
4.92 out of 5 average rating, 109 reviewsApart. King bed by casa aire near airport/beaches
8–15 Jul
Holiday home in Boquerón, Puerto Rico
4.99 out of 5 average rating, 102 reviewsCasa Los Rodriguez
8–15 Apr
Holiday home in Naples, Florida, US
4.95 out of 5 average rating, 21 reviewsNewly Renovated Naples Coastal Comfort
13–20 Nov
Holiday home in Deerfield Beach, Florida, US
4.89 out of 5 average rating, 75 reviewsYour getaway in FLA!
6–13 May
Holiday home in Dover, Barbados
4.97 out of 5 average rating, 70 reviewsBlue Haven Holiday Apartments - King Studio
20–27 Dec
Holiday home in Puerto Viejo de Talamanca, Costa Rica
4.92 out of 5 average rating, 97 reviewsVilla Mhai ~ AC ~ Pool ~ Fast Fiber Optic Internet
6–13 Jun
Holiday home rentals with a washing machine and dryer
Holiday home in Jacó, Costa Rica
4.88 out of 5 average rating, 108 reviewsLapa Beach House * House w/ Private Pool
10–17 Aug
Holiday home in Yabucoa, Puerto Rico
4.86 out of 5 average rating, 151 reviewsMcArena Beachfront Caribbean Retreat Private Pool
28 Sep – 5 Oct
Holiday home in Isabela, Puerto Rico
4.92 out of 5 average rating, 131 reviewsBeachfront Villa | Breathtaking View | Rooftop
21–28 May
Holiday home in Playa Hermosa, Costa Rica
4.91 out of 5 average rating, 54 reviews5BR/6BA Luxury Jungle Villa w/ Breathtaking Views!
10–17 Mar
Holiday home in Providenciales, Turks & Caicos Islands
4.95 out of 5 average rating, 39 reviewsWaterfront Vacation with Everything You Desire
26 Jul – 2 Aug
Holiday home in GRAND CAYMAN, Cayman Islands
5.0 out of 5 average rating, 15 reviewsArt beach apartment
20–27 Jul
Holiday home in Port of Spain, Trinidad & Tobago
4.93 out of 5 average rating, 84 reviewsJungle Oasis: Sea&City Views with Ruby Sunsets
18–25 Nov
Holiday home in La Boquilla, Colombia
4.93 out of 5 average rating, 82 reviews1 Bedroom with Jacuzzi. Sea View and Cienaga
14–21 Aug
Destinations to explore
- Holiday home rentals Cuba
- Cottage rentals Caribbean
- Boutique hotel rentals Caribbean
- Resort rentals Caribbean
- Container rentals Caribbean
- Rentals with a balcony Caribbean
- Chalet rentals Caribbean
- Luxury rentals Caribbean
- Boat rentals Caribbean
- Cabin rentals Caribbean
- Rentals with outdoor seating Caribbean
- Rentals with a hot tub Caribbean
- Rentals with a kayak Caribbean
- Houseboat rentals Caribbean
- Aparthotel rentals Caribbean
- Tent rentals Caribbean
- Waterfront rentals Caribbean
- House rentals Caribbean
- Villa rentals Caribbean
- Pet-friendly rentals Caribbean
- Serviced apartment rentals Caribbean
- Apartment rentals Caribbean
- Bungalow rentals Caribbean
- Townhouse rentals Caribbean
- Rentals with a washing machine and dryer Caribbean
- Rentals with a cinema Caribbean
- Fitness-friendly rentals Caribbean
- Rentals with breakfast Caribbean
- Rentals with beach access Caribbean
- Loft rentals Caribbean
- Rentals with lake access Caribbean
- Guest house rentals Caribbean
- Farm stay rentals Caribbean
- Rentals with an accessible-height bed Caribbean
- Private suite rentals Caribbean
- Treehouse rentals Caribbean
- Hostel rentals Caribbean
- Rentals with a sauna Caribbean
- Bed and breakfasts Caribbean
- Rentals with an accessible-height toilet Caribbean
- Flat rentals Caribbean
- Hotel rentals Caribbean
- Rentals with a fireplace Caribbean
- Rentals with a firepit Caribbean
- Smoking-friendly rentals Caribbean
- Rentals with an EV charger Caribbean
- Campsite rentals Caribbean
- Motorhome rentals Caribbean
- Beachfront rentals Caribbean
- Beach house rentals Caribbean
- Earth house rentals Caribbean
- Rentals with a patio Caribbean
- Monthly Rentals Caribbean
- Family-friendly rentals Caribbean
- Tiny house rentals Caribbean
- Family-friendly rentals Caribbean
- Wheelchair-accessible rentals Caribbean
- Island rentals Caribbean
- Rentals with pools Caribbean
- Nature eco lodge 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