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
Sep 29 – Oct 6
Vacation home in Puerto Viejo de Talamanca, Costa Rica
4.88 out of 5 average rating, 107 reviewsNaranja House the best in Playa Negra
Jun 13 – 20
Vacation home in Venice, Florida
4.83 out of 5 average rating, 111 reviews🌟Venice Cute Pool Villa with bikes Kayaks 🌈🐬
Jul 16 – 23
Vacation home in Santa Teresa Beach, Costa Rica
4.83 out of 5 average rating, 109 reviewsSurfers Paradise! Upstairs Apart. 100MB Wi-Fi + AC
Aug 28 – Sep 4
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 14 – 21
Vacation home in Juan Gallego, Panama
4.84 out of 5 average rating, 80 reviewsPebos Reef, 12 guests, Amazing views!!
Jun 15 – 22
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
Aug 1 – 8
Vacation home rentals with a patio
Vacation home in Cartagena de Indias, Colombia
4.91 out of 5 average rating, 111 reviewsExclusive, ocean view near Historic Center
Sep 3 – 10
Vacation home in Hatillo, Puerto Rico
4.94 out of 5 average rating, 112 reviewsCasa Palma Real-private jacuzzi
Aug 1 – 8
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
Dec 12 – 19
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, 103 reviewsCasa Los Rodríguez
Feb 15 – 22
Vacation home in Port Charlotte, Florida
4.98 out of 5 average rating, 42 reviewsJaw-Dropping Waterfront Sunset Views and Gameroom!
Apr 11 – 18
Vacation home in Naples, Florida
4.96 out of 5 average rating, 23 reviewsNewly Renovated Naples Coastal Comfort
Oct 22 – 29
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
Oct 7 – 14
Vacation home in Yabucoa, Puerto Rico
4.86 out of 5 average rating, 151 reviewsMcArena Beachfront Caribbean Retreat Private Pool
Oct 28 – Nov 4
Vacation home in Isabela, Puerto Rico
4.92 out of 5 average rating, 131 reviewsBeachfront Villa | Breathtaking View | Rooftop
Nov 7 – 14
Vacation home in Playa Hermosa, Costa Rica
4.91 out of 5 average rating, 54 reviews5BR/6BA Luxury Jungle Villa w/ Breathtaking Views!
Jul 10 – 17
Vacation home in Providenciales, Turks & Caicos Islands
4.95 out of 5 average rating, 39 reviewsWaterfront Vacation with Everything You Desire
Dec 16 – 23
Vacation home in GRAND CAYMAN, Cayman Islands
5.0 out of 5 average rating, 15 reviewsArt beach apartment
Aug 30 – Sep 6
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, 84 reviews1 Bedroom with Jacuzzi. Sea View and Cienaga
Jul 13 – 20
Destinations to explore
- Vacation home rentals Cuba
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- Family travel hub Tips and inspiration
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