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 30 – Jun 6
Home in Isabela, Puerto Rico
4.98 out of 5 average rating, 167 reviewsCosta Bonita Beach House /With Solar System
Jan 28 – Feb 4
Home in Vieques, Puerto Rico
5.0 out of 5 average rating, 35 reviewsCasa Cumbre - Spectacular views, location and pool
Sep 24 – Oct 1
Home in Cape Coral, Florida, US
5.0 out of 5 average rating, 19 reviewsCasa Capri | No service fee
Sep 23 – 30
Home in Cape Coral, Florida, US
5.0 out of 5 average rating, 8 reviewsCoral Haven - Your Perfect Florida Getaway
Feb 27 – Mar 6
Home in La Fortuna, Costa Rica
4.9 out of 5 average rating, 82 reviewsMayoli Hill Family Villa with Volcano View
Sep 30 – Oct 7
Home in Gros Islet, St. Lucia
4.99 out of 5 average rating, 69 reviewsGorgeous 3BR2BA Oceanfront Villa w/Pool, Concierge
Mar 11 – 18
Home in Cape Coral, Florida, US
4.78 out of 5 average rating, 23 reviewsGulf Access Villa Heated Pool
Feb 21 – 28
Weekly house rentals
Home in Frederiksted, U.S. Virgin Islands
5.0 out of 5 average rating, 9 reviewsTurtle Cove
Mar 10 – 17
Home in Anna Maria, Florida, US
5.0 out of 5 average rating, 31 reviewsami skyview
Sep 24 – Oct 1
Home in Nuevo Arenal, Costa Rica
4.83 out of 5 average rating, 58 reviewsLittle Paradise Lakefront Lodge
Oct 8 – 15
Home in Provincia de Guanacaste, Costa Rica
4.83 out of 5 average rating, 30 reviews*NEW* Walk to Beach & Restaurants + ATV onsite*
Oct 30 – Nov 6
Home in Malpais, Costa Rica
4.93 out of 5 average rating, 15 reviewsOcean View Dream Casita - Mal Pais of Santa Teresa
Sep 7 – 14
Home in Cape Coral, Florida, US
4.8 out of 5 average rating, 20 reviewsHeated Pool&SPA Sunrise Villa
Dec 3 – 10
Home in Granada, Nicaragua
5.0 out of 5 average rating, 35 reviewsBao Bei : Wabi Sabi Colonial Villa
Mar 30 – Apr 6
Home in Port Charlotte, Florida, US
5.0 out of 5 average rating, 62 reviewsYour Private Golf & Pool Retreat! Sleeps 8!
Dec 4 – 11
Private house rentals
Home in George Town, Cayman Islands
4.9 out of 5 average rating, 20 reviewsParadise Beach House in South Sound, George Town
Sep 23 – 30
Home in Cape Coral, Florida, US
4.98 out of 5 average rating, 100 reviewsSkyline Paradise-5 Bed Retreat Pool&hotub-LakeView
Apr 2 – 9
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 28 – Jan 4
Home in Montego Bay, Jamaica
4.92 out of 5 average rating, 62 reviewsAmara Fully Staffed 3BR Waterfront Villa
Mar 23 – 30
Home in Machos, Puerto Rico
5.0 out of 5 average rating, 15 reviewsLa Casita: Private Heated Pool W/ Ocean Views
Feb 7 – 14
Home in Fort Lauderdale, Florida, US
4.98 out of 5 average rating, 63 reviewsEntire Luxury Junior Suite, 8 min from the Beach
Aug 29 – Sep 5
Home in Treasure Beach, Jamaica
4.91 out of 5 average rating, 55 reviewsLuxury beach front villa with private pool & staff
Jun 12 – 19
Destinations to explore
- Beach house rentals Cuba
- Guesthouse rentals Cuba
- Tiny house rentals Cuba
- House rentals Cuba
- Townhouse rentals Cuba
- Cottage rentals Caribbean
- Boutique hotel rentals Caribbean
- Resort rentals Caribbean
- Shipping container rentals Caribbean
- Rentals with a balcony Caribbean
- Chalet rentals Caribbean
- Luxury rentals Caribbean
- Boat rentals Caribbean
- Cabin rentals Caribbean
- Rentals with outdoor seating Caribbean
- Vacation home rentals Caribbean
- Rentals with a hot tub Caribbean
- Rentals with a kayak Caribbean
- Houseboat rentals Caribbean
- Aparthotel rentals Caribbean
- Tent rentals Caribbean
- Waterfront rentals Caribbean
- Villa rentals Caribbean
- Pet-friendly rentals Caribbean
- Serviced apartment rentals Caribbean
- Condo rentals Caribbean
- Bungalow rentals Caribbean
- Townhouse rentals Caribbean
- Rentals with a washer and dryer Caribbean
- Rentals with a home theater Caribbean
- Fitness-friendly rentals Caribbean
- Rentals with breakfast Caribbean
- Rentals with beach access Caribbean
- Loft rentals Caribbean
- Rentals with lake access Caribbean
- Guesthouse rentals Caribbean
- Farmstay rentals Caribbean
- Rentals with an accessible height bed Caribbean
- Private suite rentals Caribbean
- Treehouse rentals Caribbean
- Hostel rentals Caribbean
- Rentals with a sauna Caribbean
- Bed and breakfasts Caribbean
- Rentals with an accessible height toilet Caribbean
- Apartment rentals Caribbean
- Hotel rentals Caribbean
- Rentals with a fireplace Caribbean
- Rentals with a fire pit Caribbean
- Smoking-friendly rentals Caribbean
- Rentals with an EV charger Caribbean
- Campsite rentals Caribbean
- RV rentals Caribbean
- Beachfront rentals Caribbean
- Beach house rentals Caribbean
- Earth house rentals Caribbean
- Rentals with a patio Caribbean
- Monthly Rentals Caribbean
- Kid-friendly rentals Caribbean
- Tiny house rentals Caribbean
- Family-friendly rentals Caribbean
- Wheelchair accessible rentals Caribbean
- Island rentals Caribbean
- Rentals with pools Caribbean
- Nature eco lodge rentals Caribbean
- Guesthouse rentals Trinidad
- Townhouse rentals Trinidad
- 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
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- Apartments with a Hot Tub United States
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- Beach Cabins United States
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- Pet-Friendly Vacation Rentals United States
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- Luxury Dog-Friendly Cottages United Kingdom