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
Get the amount of space that is right for you
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
Mar 27 – Apr 3
Vacation home in Puerto Viejo de Talamanca, Costa Rica
4.88 out of 5 average rating, 107 reviewsNaranja House the best in Playa Negra
Nov 29 – Dec 6
Vacation home in Venice, Florida
4.83 out of 5 average rating, 112 reviews🌟Venice Cute Pool Villa with bikes Kayaks 🌈🐬
Jun 13 – 20
Vacation home in Santa Teresa Beach, Costa Rica
4.83 out of 5 average rating, 109 reviewsSurfers Paradise! Upstairs Apart. 100MB Wi-Fi + AC
Mar 19 – 26
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
Sep 15 – 22
Vacation home in Juan Gallego, Panama
4.84 out of 5 average rating, 80 reviewsPebos Reef, 12 guests, Amazing views!!
Jul 26 – Aug 2
Vacation home in Las Galeras, Dominican Republic
4.92 out of 5 average rating, 76 reviewsChaletTropical #3 Ocean, superior pool villa
Sep 25 – Oct 2
Vacation home in Havana, Cuba
4.78 out of 5 average rating, 45 reviewsEntire Hostal Habana 101 just 4 U - WIFI
Oct 12 – 19
Vacation home rentals with a patio
Vacation home in Cartagena de Indias, Colombia
4.91 out of 5 average rating, 112 reviewsExclusive, ocean view near Historic Center
Oct 9 – 16
Vacation home in Hatillo, Puerto Rico
4.94 out of 5 average rating, 112 reviewsCasa Palma Real-private jacuzzi
Aug 3 – 10
Vacation home in Arenal, Costa Rica
4.87 out of 5 average rating, 131 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
Apr 1 – 8
Vacation home in Coco, Costa Rica
4.92 out of 5 average rating, 109 reviewsApart. King bed by casa aire near airport/beaches
Jun 14 – 21
Vacation home in Boquerón, Puerto Rico
4.99 out of 5 average rating, 104 reviewsCasa Los Rodríguez
Feb 12 – 19
Vacation home in Port Charlotte, Florida
4.98 out of 5 average rating, 42 reviewsJaw-Dropping Waterfront Sunset Views and Gameroom!
Nov 2 – 9
Vacation home in Naples, Florida
4.88 out of 5 average rating, 24 reviewsNewly Renovated Naples Coastal Comfort
Apr 21 – 28
Vacation home rentals with a washer and dryer
Vacation home in Jacó, Costa Rica
4.88 out of 5 average rating, 109 reviewsLapa Beach House * House w/ Private Pool
Sep 14 – 21
Vacation home in Yabucoa, Puerto Rico
4.86 out of 5 average rating, 152 reviewsMcArena Beachfront Caribbean Retreat Private Pool
Sep 8 – 15
Vacation home in Isabela, Puerto Rico
4.92 out of 5 average rating, 132 reviewsBeachfront Villa | Breathtaking View | Rooftop
Jan 11 – 18
Vacation home in Playa Hermosa, Costa Rica
4.91 out of 5 average rating, 54 reviews5BR/6BA Luxury Jungle Villa w/ Breathtaking Views!
Jan 6 – 13
Vacation home in Providenciales, Turks & Caicos Islands
4.95 out of 5 average rating, 39 reviewsWaterfront Vacation with Everything You Desire
Dec 17 – 24
Vacation home in GRAND CAYMAN, Cayman Islands
5.0 out of 5 average rating, 15 reviewsArt beach apartment
Sep 1 – 8
Vacation home in Port of Spain, Trinidad & Tobago
4.93 out of 5 average rating, 85 reviewsJungle Oasis: Sea&City Views with Ruby Sunsets
Oct 13 – 20
Vacation home in La Boquilla, Colombia
4.93 out of 5 average rating, 85 reviews1 Bedroom with Jacuzzi. Sea View and Cienaga
Aug 14 – 21
Destinations to explore
- Vacation home rentals Cuba
- Guesthouse rentals Caribbean
- Rentals with a sauna Caribbean
- Nature eco lodge rentals Caribbean
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- Rentals with a fireplace Caribbean
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- Family travel hub Tips and inspiration
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