House vacation rentals in Caribbean
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Top-rated house rentals in Caribbean
Guests agree: these houses 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 house rentals
House rentals with a pool
Home in Montezuma, Costa Rica
4.93 out of 5 average rating, 105 reviewsEnchanting Cliffside Villa- Casa Cocobolo
May 28 – Jun 4
Home in Isabela, Puerto Rico
4.98 out of 5 average rating, 167 reviewsCosta Bonita Beach House /With Solar System
Oct 5 – 12
Home in Rincon, Puerto Rico
4.84 out of 5 average rating, 276 reviewsMango Mountain #7 Poolside, Caribbean View, Patio
Sep 19 – 26
Home in Vieques, Puerto Rico
5.0 out of 5 average rating, 35 reviewsCasa Cumbre - Spectacular views, location and pool
Oct 24 – 31
Home in Northside, U.S. Virgin Islands
4.91 out of 5 average rating, 11 reviewsLa Luz
Sep 27 – Oct 4
Home in Cape Coral, Florida, US
5.0 out of 5 average rating, 8 reviewsCoral Haven - Your Perfect Florida Getaway
Oct 4 – 11
Home in Cape Coral, Florida, US
5.0 out of 5 average rating, 19 reviewsCasa Capri | No service fee
Sep 22 – 29
Home in Gros Islet, St. Lucia
4.99 out of 5 average rating, 69 reviewsGorgeous 3BR2BA Oceanfront Villa w/Pool, Concierge
Mar 2 – 9
Weekly house rentals
Home in Nuevo Arenal, Costa Rica
4.82 out of 5 average rating, 57 reviewsLittle Paradise Lakefront Lodge
Aug 11 – 18
Home in Provincia de Guanacaste, Costa Rica
4.83 out of 5 average rating, 29 reviews*NEW* Walk to Beach & Restaurants + ATV onsite*
Oct 30 – Nov 6
Home in Fort Lauderdale, Florida, US
4.94 out of 5 average rating, 34 reviewsCasita Bonita, Heated Pool, Patio Paradise
Dec 19 – 26
Home in Nosara, Costa Rica
4.94 out of 5 average rating, 17 reviewsSteady As We Go - New Ocean View Luxury Villa
Oct 28 – Nov 4
Home in Cape Coral, Florida, US
4.8 out of 5 average rating, 20 reviewsHeated Pool&SPA Sunrise Villa
Oct 11 – 18
Home in Port Charlotte, Florida, US
5.0 out of 5 average rating, 62 reviewsYour Private Golf & Pool Retreat! Sleeps 8!
Sep 14 – 21
Home in Grand Cayman, Cayman Islands
4.79 out of 5 average rating, 19 reviewsPools of the Kai #3 by Grand Cayman Villas
Oct 18 – 25
Home in Rio San Juan, Dominican Republic
4.89 out of 5 average rating, 72 reviewsVeoMar - Casita Axel 4 bdr villa w/ endless views
Oct 12 – 19
Private house rentals
Home in Anna Maria, Florida, US
5.0 out of 5 average rating, 31 reviewsami skyview
Dec 1 – 8
Home in Malpais, Costa Rica
4.93 out of 5 average rating, 14 reviewsOcean View Dream Casita - Mal Pais of Santa Teresa
Aug 21 – 28
Home in Cape Coral, Florida, US
4.98 out of 5 average rating, 100 reviewsSkyline Paradise-5 Bed Retreat Pool&hotub-LakeView
Mar 10 – 17
Home in Marathon, Florida, US
5.0 out of 5 average rating, 6 reviewsOcean Dream
Jan 4 – 11
Home in Pompano Beach, Florida, US
5.0 out of 5 average rating, 61 reviews•Floasis• Your private FL oasis 5 min to beach!
Dec 23 – 30
Home in Montego Bay, Jamaica
4.92 out of 5 average rating, 62 reviewsAmara Fully Staffed 3BR Waterfront Villa
Sep 7 – 14
Home in Machos, Puerto Rico
5.0 out of 5 average rating, 15 reviewsLa Casita: Private Heated Pool W/ Ocean Views
Jan 24 – 31
Home in Medianía Alta, Puerto Rico
4.9 out of 5 average rating, 78 reviewsBeachfront Paradise with infinity pool
Oct 23 – 30
Destinations to explore
- House rentals Cuba
- Townhouse rentals Cuba
- Beach house rentals Cuba
- Tiny house rentals Cuba
- Guesthouse rentals Cuba
- Rentals with an accessible height bed Caribbean
- RV rentals Caribbean
- Aparthotel rentals Caribbean
- Rentals with breakfast Caribbean
- Rentals with pools Caribbean
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- Rentals with an accessible height toilet Caribbean
- Chalet rentals Caribbean
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- Bed and breakfasts Caribbean
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- Boutique hotel rentals Caribbean
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- Loft rentals Caribbean
- Rentals with a washer and dryer Caribbean
- Rentals with a sauna Caribbean
- Treehouse rentals Caribbean
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- Guesthouse rentals Trinidad
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- Yurt Rentals United States
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