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 Rockley
4.97 out of 5 average rating, 151 reviewsFootsteps to the beach
Guesthouse in Grand-Bourg
4.93 out of 5 average rating, 324 reviewsCreole cabin with pool
Guesthouse in Barrio Rio Grande
4.95 out of 5 average rating, 373 reviewsClean & Breezy Solar/Grid Casita : pool, ac, wifi
Guesthouse in Little Bay
4.85 out of 5 average rating, 217 reviewsYour oasis with spectacular views and private pool
Guesthouse in West Palm Beach
4.93 out of 5 average rating, 235 reviewsOur Guest House
Guesthouse in Perla Marina
4.78 out of 5 average rating, 111 reviewsCASA MILO 200 meters from the beach
Guesthouse in Punta Cana
4.84 out of 5 average rating, 667 reviewsSuite with pool and beach
Guesthouse in Fort Myers
4.98 out of 5 average rating, 624 reviewsHints of Key West in Fort Myers' Historic District
Guest house rentals with a patio
Guesthouse in La Fortuna
4.93 out of 5 average rating, 167 reviewsCabaña kwepal 1 Arenal Volcano view Bfast, jacuzzi
Guesthouse in Jayuya
4.98 out of 5 average rating, 106 reviewsPradera Country House
Guesthouse in Miami
4.98 out of 5 average rating, 258 reviewsChic Studio - Near Everything Trendy
Guesthouse in Orosi
4.95 out of 5 average rating, 183 reviewsJungle Jacuzzi & Chimney-Casa Verde
Guesthouse in Bradenton Beach
5 out of 5 average rating, 130 reviewsBradenton Beach Sunsets 1, Anna Maria Island, FL
Guesthouse in Heredia Province
4.99 out of 5 average rating, 181 reviewsChalet Le Terrazze, near SJO airport
Guesthouse in Vieques
4.91 out of 5 average rating, 142 reviewsCasablanca 461, Apt #1 - King Bed
Guesthouse in Toa Alta
4.9 out of 5 average rating, 160 reviewsUnder Sea Guest House.
Guest house rentals with a washer and dryer
Guesthouse in West Palm Beach
4.96 out of 5 average rating, 158 reviewsTropical Cabana with Pool in West Palm Beach
Guesthouse in Saint Martin
4.88 out of 5 average rating, 175 reviewsBungalow aux terres basses
Guesthouse in Fort Pierce
4.97 out of 5 average rating, 172 reviewsExtraordinary location, private, beach path, cozy
Guesthouse in Osprey
4.99 out of 5 average rating, 295 reviewsCozy Cottage by the Bay
Guesthouse in Fort Lauderdale
4.92 out of 5 average rating, 137 reviewsVilla with Heated Pool, Laundry, Ping Pong & More
Guesthouse in Pompano Beach
4.98 out of 5 average rating, 106 reviewsPompano Beach Guesthouse on the ocean
Guesthouse in South Miami
4.98 out of 5 average rating, 108 reviewsSouth Miami Cottage
Guesthouse in Dorado
4.93 out of 5 average rating, 168 reviewsLuxury Front Beach. ❤️ Romantic Place
Destinations to explore
- House rentals Cuba
- Guesthouse rentals Cuba
- Campsite rentals Caribbean
- Private suite rentals Caribbean
- Rentals with pools Caribbean
- Ski-in/ski-out rentals Caribbean
- Rentals with a fireplace Caribbean
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- Rentals with an EV charger Caribbean
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- Vacation home rentals Caribbean
- Rentals with a patio Caribbean
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- Loft rentals Caribbean
- Shipping container rentals Caribbean
- Chalet rentals Caribbean
- Tent rentals Caribbean
- Rentals with outdoor seating Caribbean
- Island rentals Caribbean
- Rentals with an accessible height toilet Caribbean
- Monthly Rentals Caribbean
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- Rentals with a hot tub Caribbean
- Rentals with a kayak Caribbean
- Rentals with an accessible height bed Caribbean
- Guesthouse rentals Trinidad
- Yurt Rentals United States
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- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
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- Farm Houses United States
- Farm Cottages United Kingdom
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