Guesthouse vacation rentals in Caribbean
Find and book unique guesthouse rentals on Airbnb
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 Kingston
4.95 out of 5 average rating, 128 reviewsOrchid Cottage
Guesthouse in Wilton Manors
4.89 out of 5 average rating, 100 reviewsIsland City loft
Guesthouse in Miami
4.94 out of 5 average rating, 546 reviewsBrand NEW Cottage with Gorgeous Patio! 5 mi Beach!
Guesthouse in Coral Gables
4.96 out of 5 average rating, 272 reviewsCozy Cottage in quiet neighborhood.
Guesthouse in Barrio Rio Grande
4.95 out of 5 average rating, 381 reviewsClean & Breezy Solar/Grid Casita : pool, ac, wifi
Guesthouse in Petit-Bourg
4.94 out of 5 average rating, 193 reviewsPeaceful lodge with a private pool
Guesthouse in West Palm Beach
4.86 out of 5 average rating, 195 reviewsThe Bungalow at Grandview Heights
Guesthouse in Delray Beach
4.95 out of 5 average rating, 465 reviewsDelray Getaway
Guest house rentals with a patio
Guesthouse in Vieques
4.91 out of 5 average rating, 150 reviewsCasablanca 461, Apt #1 - King Bed
Guesthouse in West Palm Beach
4.96 out of 5 average rating, 169 reviews4Mi from PBI & Downtown, Free WiFi & Parking
Guesthouse in West Palm Beach
4.97 out of 5 average rating, 173 reviewsPrivate Room/Queen Bed/5min from Airport
Guesthouse in Toa Alta
4.88 out of 5 average rating, 178 reviewsUnder Sea Guest House.
Guesthouse in Jayuya
4.98 out of 5 average rating, 130 reviewsPradera Country House
Guesthouse in Parkland
4.94 out of 5 average rating, 115 reviewsPeaceful Guesthouse centraly located
Guesthouse in Orosi
4.95 out of 5 average rating, 210 reviewsJungle Jacuzzi & Chimney-Casa Verde
Guesthouse in West Palm Beach
4.94 out of 5 average rating, 119 reviewsSteps from Downtown West Palm Beach
Guest house rentals with a washer and dryer
Guesthouse in Fort Lauderdale
4.91 out of 5 average rating, 341 reviewsVilla with Heated Pool, Laundry, Ping Pong & More
Guesthouse in Jupiter
5 out of 5 average rating, 228 reviewsJupiter Kozy Kottage- Nov dates open 2.7m to beach
Guesthouse in Leeward Settlement
4.97 out of 5 average rating, 100 reviews"The Nest Cozy Cottage"
Guesthouse in Pompano Beach
4.98 out of 5 average rating, 117 reviewsPompano Beach Guesthouse on the ocean
Guesthouse in Osprey
4.99 out of 5 average rating, 306 reviewsCozy Cottage by the Bay
Guesthouse in Grand Harbour
4.99 out of 5 average rating, 138 reviewsHeavenly Suite 2 - The M @ The Edge
Guesthouse in Saint Martin
4.88 out of 5 average rating, 184 reviewsBungalow aux terres basses
Guesthouse in South Miami
4.98 out of 5 average rating, 116 reviewsSouth Miami Cottage
Destinations to explore
- Guesthouse rentals Cuba
- House rentals Cuba
- Houseboat rentals Caribbean
- Cabin rentals Caribbean
- Rentals with a fire pit Caribbean
- Earth house rentals Caribbean
- Boat rentals Caribbean
- Family-friendly rentals Caribbean
- Townhouse rentals Caribbean
- Villa rentals Caribbean
- Bed and breakfasts Caribbean
- Boutique hotel rentals Caribbean
- Rentals with pools Caribbean
- Ski-in/ski-out rentals Caribbean
- Cottage rentals Caribbean
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- Fitness-friendly rentals Caribbean
- Hotel rentals Caribbean
- Private suite rentals Caribbean
- Kid-friendly rentals Caribbean
- Rentals with a washer and dryer Caribbean
- Pet-friendly rentals Caribbean
- Serviced apartment rentals Caribbean
- Bungalow rentals Caribbean
- Rentals with beach access Caribbean
- RV rentals Caribbean
- Rentals with a balcony Caribbean
- Rentals with breakfast Caribbean
- Campsite rentals Caribbean
- Rentals with a patio Caribbean
- Rentals with a sauna Caribbean
- House rentals Caribbean
- Apartment rentals Caribbean
- Luxury rentals Caribbean
- Island rentals Caribbean
- Rentals with outdoor seating Caribbean
- Vacation home rentals Caribbean
- Shipping container rentals Caribbean
- Rentals with an EV charger Caribbean
- Rentals with a fireplace Caribbean
- Treehouse rentals Caribbean
- Rentals with lake access Caribbean
- Hostel rentals Caribbean
- Beachfront rentals Caribbean
- Tiny house rentals Caribbean
- Rentals with a kayak Caribbean
- Monthly Rentals Caribbean
- Condo rentals Caribbean
- Rentals with a hot tub Caribbean
- Farmstay rentals Caribbean
- Loft rentals Caribbean
- Rentals with a home theater Caribbean
- Nature eco lodge rentals Caribbean
- Beach house rentals Caribbean
- Rentals with an accessible height toilet Caribbean
- Resort rentals Caribbean
- Waterfront rentals Caribbean
- Tent rentals Caribbean
- Rentals with an accessible height bed Caribbean
- Chalet rentals Caribbean
- Aparthotel 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
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom