Holiday home rentals in Caribbean
Find and book unique holiday home rentals on Airbnb
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
4.81 out of 5 average rating, 191 reviewsLarge groups in Tamarindo CR
10–17 Apr
Holiday home in Puerto Viejo de Talamanca, Costa Rica
4.88 out of 5 average rating, 107 reviewsNaranja House the best in Playa Negra
28 Feb – 7 Mar
Holiday home in Venice, Florida, US
4.83 out of 5 average rating, 111 reviews🌟Venice Cute Pool Villa with bikes Kayaks 🌈🐬
6–13 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
10–17 May
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
5–12 Mar
Holiday home in Juan Gallego, Panama
4.84 out of 5 average rating, 80 reviewsPebos Reef, 12 guests, Amazing views!!
11–18 Oct
Holiday home in Las Galeras, Dominican Republic
4.92 out of 5 average rating, 76 reviewsChaletTropical #3 Ocean, superior pool villa
18–25 Sept
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 Cartagena de Indias, Colombia
4.91 out of 5 average rating, 111 reviewsExclusive, ocean view near Historic Center
11–18 May
Holiday home in La Boquilla, Colombia
4.93 out of 5 average rating, 127 reviewsSensational new oceanfront apartment
6–13 Mar
Holiday home in Coco, Costa Rica
4.92 out of 5 average rating, 109 reviewsApart. King bed by casa aire near airport/beaches
10–17 Aug
Holiday home in Boquerón, Puerto Rico
4.99 out of 5 average rating, 103 reviewsCasa Los Rodriguez
8–15 Apr
Holiday home in Deerfield Beach, Florida, US
4.89 out of 5 average rating, 75 reviewsYour getaway in FLA!
23–30 Jul
Holiday home in Dover, Barbados
4.97 out of 5 average rating, 70 reviewsBlue Haven Holiday Apartments - King Studio
22–29 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 in Santiago De Los Caballeros, Dominican Republic
4.94 out of 5 average rating, 99 reviewsEntire New Luxury Apartment - Santiago De Los Ca..
4–11 Oct
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
22–29 Jun
Holiday home in Yabucoa, Puerto Rico
4.86 out of 5 average rating, 151 reviewsMcArena Beachfront Caribbean Retreat Private Pool
4–11 Aug
Holiday home in Isabela, Puerto Rico
4.92 out of 5 average rating, 131 reviewsBeachfront Villa | Breathtaking View | Rooftop
27 Aug – 3 Sept
Holiday home in Playa Hermosa, Costa Rica
4.91 out of 5 average rating, 54 reviews5BR/6BA Luxury Jungle Villa w/ Breathtaking Views!
26 Jul – 2 Aug
Holiday home in Providenciales, Turks & Caicos Islands
4.95 out of 5 average rating, 39 reviewsWaterfront Vacation with Everything You Desire
11–18 Dec
Holiday home in GRAND CAYMAN, Cayman Islands
5.0 out of 5 average rating, 15 reviewsArt beach apartment
15–22 May
Holiday home in Port of Spain, Trinidad & Tobago
4.93 out of 5 average rating, 84 reviewsJungle Oasis: Sea&City Views with Ruby Sunsets
4–11 Dec
Holiday home in La Boquilla, Colombia
4.93 out of 5 average rating, 82 reviews1 Bedroom with Jacuzzi. Sea View and Cienaga
19–26 Jul
Destinations to explore
- Holiday home rentals Cuba
- Nature eco lodge rentals Caribbean
- Ski-in/ski-out rentals Caribbean
- Rentals with outdoor seating Caribbean
- House rentals Caribbean
- Beach house rentals Caribbean
- Earth house rentals Caribbean
- Motorhome rentals Caribbean
- Rentals with a firepit Caribbean
- Smoking-friendly rentals Caribbean
- Rentals with a washing machine and dryer Caribbean
- Beachfront rentals Caribbean
- Bungalow rentals Caribbean
- Townhouse rentals Caribbean
- Container rentals Caribbean
- Farm stay rentals Caribbean
- Boutique hotel rentals Caribbean
- Rentals with lake access Caribbean
- Rentals with breakfast Caribbean
- Rentals with beach access Caribbean
- Loft rentals Caribbean
- Family-friendly rentals Caribbean
- Wheelchair-accessible rentals Caribbean
- Cabin rentals Caribbean
- Cottage rentals Caribbean
- Bed and breakfasts Caribbean
- Chalet rentals Caribbean
- Rentals with pools Caribbean
- Rentals with an EV charger Caribbean
- Island rentals Caribbean
- Boat rentals Caribbean
- Hostel rentals Caribbean
- Luxury rentals Caribbean
- Serviced apartment rentals Caribbean
- Rentals with an accessible-height bed Caribbean
- Rentals with a balcony Caribbean
- Rentals with a patio Caribbean
- Houseboat rentals Caribbean
- Rentals with a hot tub Caribbean
- Rentals with a kayak Caribbean
- Villa rentals Caribbean
- Pet-friendly rentals Caribbean
- Apartment rentals Caribbean
- Guest house rentals Caribbean
- Hotel rentals Caribbean
- Flat rentals Caribbean
- Rentals with an accessible-height toilet Caribbean
- Rentals with a cinema Caribbean
- Rentals with a sauna Caribbean
- Fitness-friendly rentals Caribbean
- Monthly Rentals Caribbean
- Tent rentals Caribbean
- Waterfront rentals Caribbean
- Treehouse rentals Caribbean
- Rentals with a fireplace Caribbean
- Aparthotel rentals Caribbean
- Private suite rentals Caribbean
- Resort rentals Caribbean
- Campsite rentals Caribbean
- Family-friendly rentals Caribbean
- Tiny house 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