Guesthouse vacation rentals in Caribbean
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Top-rated guesthouse rentals in Caribbean
Guests agree: these guesthouse 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 guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Cabarete, Dominican Republic
4.89 out of 5 average rating, 188 reviewsCASA LUNA few steps from the beach
Guesthouse in Sarasota, Florida, US
4.93 out of 5 average rating, 460 reviewsLa Casetta: "the little house" near to the beaches
Guesthouse in Rockley, Barbados
4.97 out of 5 average rating, 148 reviewsFootsteps to the beach
Guesthouse in Coral Gables, Florida, US
4.85 out of 5 average rating, 302 reviewsStudio #1 hot jacuzzi Miami Center Beach
Guesthouse in Miami, Florida, US
4.93 out of 5 average rating, 523 reviewsArtsy Cottage with Cute Backyard 40% Off Tonight!
Guesthouse in Barrio Rio Grande, Puerto Rico
4.95 out of 5 average rating, 368 reviewsClean & Breezy Solar Casita :: POOL AC WIFI GRILL
Guesthouse in Fort Myers, Florida, US
4.98 out of 5 average rating, 623 reviewsHints of Key West in Fort Myers' Historic District
Guesthouse in Punta Cana, Dominican Republic
4.9 out of 5 average rating, 245 reviewsLa casita guesthouse
Guest house rentals with a patio
Guesthouse in Sarasota, Florida, US
5.0 out of 5 average rating, 104 reviewsMagical Guesthouse 1 mi from SRQ airport
Guesthouse in Toa Alta, Puerto Rico
4.9 out of 5 average rating, 155 reviewsCasa de huéspedes Under Sea.
Guesthouse in Miami, Florida, US
4.98 out of 5 average rating, 243 reviewsChic Studio - Near Everything Trendy
Guesthouse in Bradenton Beach, Florida, US
5.0 out of 5 average rating, 124 reviewsBradenton Beach Sunsets 1, Anna Maria Island, FL
Guesthouse in Lauderhill, Florida, US
4.97 out of 5 average rating, 122 reviewsGuest House Oasis
Guesthouse in Fort Lauderdale, Florida, US
4.85 out of 5 average rating, 119 reviewsTrendy Studio in FLL - Private entrance & bathroom
Guesthouse in Herradura, Costa Rica
4.89 out of 5 average rating, 104 reviewsCabina Bamboo - Cozy studio cabina with A/C & pool
Guesthouse in Miami Gardens, Florida, US
4.89 out of 5 average rating, 115 reviewsCozy remodeled private guest house.
Guest house rentals with a washer and dryer
Guesthouse in Fort Lauderdale , Florida, US
4.92 out of 5 average rating, 131 reviewsVilla with Heated Pool, Laundry, Ping Pong & More
Guesthouse in Saint Martin, Guadeloupe
4.88 out of 5 average rating, 174 reviewsBungalow aux terres basses
Guesthouse in North Miami, Florida, US
4.89 out of 5 average rating, 151 reviewsStylish North Miami Guesthouse w/Parking-King bed
Guesthouse in Naples, Florida, US
4.81 out of 5 average rating, 300 reviewsWaterfront Sea Cottage
Guesthouse in Tamarindo, Costa Rica
4.97 out of 5 average rating, 192 reviewsPool side Deluxe Cottage
Guesthouse in Turrialba, Costa Rica
4.91 out of 5 average rating, 230 reviewsNebliselva 500 Mb optical fiber. Telework or relax
Guesthouse in Sarasota, Florida, US
4.83 out of 5 average rating, 190 reviewsCozy Cottage by the Bay
Guesthouse in Fort Myers, Florida, US
4.98 out of 5 average rating, 193 reviewsLil's Lane Farm
Destinations to explore
- Guesthouse rentals Cuba
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- House rentals Caribbean
- Treehouse rentals Caribbean
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- Nature eco lodge rentals Caribbean
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- Rentals with a hot tub Caribbean
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- Resort rentals Caribbean
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- Monthly Rentals Caribbean
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- Shipping container rentals Caribbean
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- Rentals with an accessible height toilet Caribbean
- Rentals with a fireplace Caribbean
- Island rentals Caribbean
- Guesthouse 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
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
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- Apartments with a Hot Tub United States
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- Beach Cabins United States
- Beach Condos United States
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- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
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- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom