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 Sarasota, Florida
4.93 out of 5 average rating, 461 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
4.85 out of 5 average rating, 303 reviewsStudio #1 hot jacuzzi Miami Center Beach
Guesthouse in Miami, Florida
4.93 out of 5 average rating, 524 reviewsArtsy Cottage with Cute Backyard 40% Off Tonight!
Guesthouse in Barrio Rio Grande, Puerto Rico
4.95 out of 5 average rating, 369 reviewsClean & Breezy Solar Casita :: POOL AC WIFI GRILL
Guesthouse in Fort Myers, Florida
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
Guesthouse in Sarasota, Florida
4.97 out of 5 average rating, 235 reviewsCasita Lantana, a 1925 cottage in a Tropical Oasis
Guest house rentals with a patio
Guesthouse in Toa Alta, Puerto Rico
4.9 out of 5 average rating, 155 reviewsUnder Sea Guest House.
Guesthouse in Miami, Florida
4.98 out of 5 average rating, 243 reviewsChic Studio - Near Everything Trendy
Guesthouse in Lauderhill, Florida
4.97 out of 5 average rating, 127 reviewsGuest House Oasis
Guesthouse in Bradenton Beach, Florida
5.0 out of 5 average rating, 125 reviewsBradenton Beach Sunsets 1, Anna Maria Island, FL
Guesthouse in Fort Lauderdale, Florida
4.84 out of 5 average rating, 124 reviewsTrendy Studio in FLL - Private entrance & bathroom
Guesthouse in Herradura, Costa Rica
4.9 out of 5 average rating, 105 reviewsCabina Bamboo - Cozy studio cabina with A/C & pool
Guesthouse in Miami Gardens, Florida
4.89 out of 5 average rating, 116 reviewsCozy remodeled private guest house.
Guesthouse in Bradenton, Florida
4.99 out of 5 average rating, 137 reviewsConch Cottage adorable one bedroom with pool.
Guest house rentals with a washer and dryer
Guesthouse in Fort Lauderdale , Florida
4.92 out of 5 average rating, 133 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
4.89 out of 5 average rating, 151 reviewsStylish North Miami Guesthouse w/Parking-King bed
Guesthouse in Naples, Florida
4.8 out of 5 average rating, 302 reviewsWaterfront Sea 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
4.83 out of 5 average rating, 190 reviewsCozy Cottage by the Bay
Guesthouse in Fort Myers, Florida
4.98 out of 5 average rating, 194 reviewsLil's Lane Farm
Guesthouse in Englewood, Florida
4.87 out of 5 average rating, 293 reviewsBeach Casita. Private Beach access.
Destinations to explore
- House rentals Cuba
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