House holiday 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.
Holiday rentals for every style
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Popular amenities for house rentals in Caribbean
House rentals with a pool
Home in Montezuma, Costa Rica
4.93 out of 5 average rating, 105 reviewsEnchanting Cliffside Villa- Casa Cocobolo
1–8 Jun
Home in Isabela, Puerto Rico
4.98 out of 5 average rating, 167 reviewsCosta Bonita Beach House /With Solar System
6–13 Nov
Home in Vieques, Puerto Rico
5.0 out of 5 average rating, 35 reviewsCasa Cumbre - Spectacular views, location and pool
30 Nov – 7 Dec
Home in Northside, U.S. Virgin Islands
4.91 out of 5 average rating, 11 reviewsLa Luz
19–26 Aug
Home in Cape Coral, Florida, US
5.0 out of 5 average rating, 21 reviewsCasa Capri | No service fee
4–11 Nov
Home in Cape Coral, Florida, US
5.0 out of 5 average rating, 8 reviewsCoral Haven - Your Perfect Florida Getaway
21–28 Mar
Home in La Fortuna, Costa Rica
4.9 out of 5 average rating, 82 reviewsMayoli Hill Family Villa with Volcano View
21–28 Apr
Home in Gros Islet, St. Lucia
4.99 out of 5 average rating, 69 reviewsGorgeous 3BR2BA Oceanfront Villa w/Pool, Concierge
10–17 Feb
Weekly house rentals
Home in Frederiksted, U.S. Virgin Islands
5.0 out of 5 average rating, 9 reviewsTurtle Cove
10–17 Mar
Home in Anna Maria, Florida, US
5.0 out of 5 average rating, 33 reviewsami skyview
1–8 Dec
Home in Nuevo Arenal, Costa Rica
4.83 out of 5 average rating, 59 reviewsLittle Paradise Lakefront Lodge
14–21 Aug
Home in Provincia de Guanacaste, Costa Rica
4.83 out of 5 average rating, 30 reviews*NEW* Walk to Beach & Restaurants + ATV onsite*
30 Oct – 6 Nov
Home in Malpais, Costa Rica
4.93 out of 5 average rating, 15 reviewsOcean View Dream Casita - Mal Pais of Santa Teresa
4–11 Oct
Home in Nosara, Costa Rica
4.94 out of 5 average rating, 17 reviewsSteady As We Go - New Ocean View Luxury Villa
5–12 Jul
Home in Cape Coral, Florida, US
4.8 out of 5 average rating, 20 reviewsHeated Pool&SPA Sunrise Villa
7–14 Nov
Home in Garabito, Costa Rica
4.96 out of 5 average rating, 23 reviewsPrivate Jungle Home Amazing Pool
9–16 Apr
Private house rentals
Home in Fort Lauderdale, Florida, US
4.95 out of 5 average rating, 38 reviewsSandy's Sunshine Oasis
18–25 Nov
Home in Palomino, Colombia
4.83 out of 5 average rating, 12 reviewsMapuwi "Caribbean luxury" villa lyla
8–15 Jul
Home in George Town, Cayman Islands
4.9 out of 5 average rating, 21 reviewsParadise Beach House in South Sound, George Town
22 Feb – 1 Mar
Home in Marathon, Florida, US
5.0 out of 5 average rating, 6 reviewsOcean Dream
11–18 Jan
Home in Cape Coral, Florida, US
4.98 out of 5 average rating, 100 reviewsSkyline Paradise-5 Bed Retreat Pool&hotub-LakeView
2–9 Apr
Home in Pompano Beach, Florida, US
5.0 out of 5 average rating, 62 reviews•Floasis• Your private FL oasis 5 min to beach!
28 Nov – 5 Dec
Home in Montego Bay, Jamaica
4.92 out of 5 average rating, 63 reviewsAmara Fully Staffed 3BR Waterfront Villa
21–28 Sept
Home in Machos, Puerto Rico
5.0 out of 5 average rating, 16 reviewsLa Casita: Private Heated Pool W/ Ocean Views
31 Dec – 7 Jan
Destinations to explore
- Guest house rentals Cuba
- Tiny house rentals Cuba
- House rentals Cuba
- Townhouse rentals Cuba
- Beach house rentals Cuba
- Rentals with breakfast Caribbean
- Apartment rentals Caribbean
- Rentals with a firepit Caribbean
- Smoking-friendly rentals Caribbean
- Rentals with an EV charger Caribbean
- Family-friendly rentals Caribbean
- Wheelchair-accessible rentals Caribbean
- Campsite rentals Caribbean
- Bungalow rentals Caribbean
- Townhouse rentals Caribbean
- Family-friendly rentals Caribbean
- Tiny house rentals Caribbean
- Rentals with a balcony Caribbean
- Cottage rentals Caribbean
- Bed and breakfasts Caribbean
- Rentals with a washing machine and dryer Caribbean
- Chalet rentals Caribbean
- Holiday home rentals Caribbean
- Rentals with an accessible-height bed Caribbean
- Boutique hotel rentals Caribbean
- Rentals with beach access Caribbean
- Loft rentals Caribbean
- Rentals with a fireplace Caribbean
- Cabin rentals Caribbean
- Nature eco lodge rentals Caribbean
- Treehouse rentals Caribbean
- Guest house rentals Caribbean
- Fitness-friendly rentals Caribbean
- Resort rentals Caribbean
- Boat rentals Caribbean
- Luxury rentals Caribbean
- Rentals with an accessible-height toilet Caribbean
- Monthly Rentals Caribbean
- Rentals with a patio Caribbean
- Motorhome rentals Caribbean
- Rentals with a sauna Caribbean
- Rentals with a cinema Caribbean
- Rentals with lake access Caribbean
- Villa rentals Caribbean
- Pet-friendly rentals Caribbean
- Rentals with outdoor seating Caribbean
- Houseboat rentals Caribbean
- Hostel rentals Caribbean
- Beach house rentals Caribbean
- Earth house rentals Caribbean
- Private suite rentals Caribbean
- Tent rentals Caribbean
- Waterfront rentals Caribbean
- Container rentals Caribbean
- Serviced apartment rentals Caribbean
- Rentals with a hot tub Caribbean
- Rentals with a kayak Caribbean
- Rentals with pools Caribbean
- Aparthotel rentals Caribbean
- Hotel rentals Caribbean
- Flat rentals Caribbean
- Island rentals Caribbean
- Farm stay rentals Caribbean
- Beachfront rentals Caribbean
- Townhouse rentals Trinidad
- Guest house rentals Trinidad
- Yurt Rentals United States
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- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
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- Holiday Chalets United Kingdom
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