Guesthouse holiday rentals in West Indies
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in West Indies
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for West Indies guesthouses
Family-Friendly guesthouses
Guesthouse in Rockley, Barbados
4.97 out of 5 average rating, 150 reviewsFootsteps to the beach
Guesthouse in Coral Gables, Florida, US
4.85 out of 5 average rating, 303 reviewsStudio #1 hot jacuzzi Miami Center Beach
Guesthouse in Miami, Florida, US
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, US
4.98 out of 5 average rating, 623 reviewsHints of Key West in Fort Myers' Historic District
Guesthouse in Guasca, Colombia
4.97 out of 5 average rating, 224 reviewsCozy and beautiful cabin for 2
Guesthouse in Punta Cana, Dominican Republic
4.9 out of 5 average rating, 245 reviewsLa casita guesthouse
Guesthouse in Miami, Florida, US
4.83 out of 5 average rating, 303 reviewsNear Port of Miami, University of Miami & Downtown
Guesthouses with a patio
Guesthouse in Toa Alta, Puerto Rico
4.9 out of 5 average rating, 156 reviewsCasa de huéspedes Under Sea.
Guesthouse in Miami, Florida, US
4.98 out of 5 average rating, 245 reviewsChic Studio - Near Everything Trendy
Guesthouse in Lauderhill, Florida, US
4.97 out of 5 average rating, 128 reviewsGuest House Oasis
Guesthouse in Fort Lauderdale, Florida, US
4.84 out of 5 average rating, 126 reviewsTrendy Studio in FLL - Private entrance & bathroom
Guesthouse in Herradura, Costa Rica
4.9 out of 5 average rating, 106 reviewsCabina Bamboo - Cozy studio cabina with A/C & pool
Guesthouse in Miami Gardens, Florida, US
4.89 out of 5 average rating, 116 reviewsCozy remodeled private guest house.
Guesthouse in Miami, Florida, US
4.94 out of 5 average rating, 180 reviewsPrivate cottage in the Historical Heart of Miami.
Guesthouse in Miami, Florida, US
4.95 out of 5 average rating, 111 reviewsPrivate & Comfy 1/1 🌴 Centrally Located ✈️
Guest house rentals with a washing machine and dryer
Guesthouse in Fort Lauderdale , Florida, US
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, US
4.89 out of 5 average rating, 152 reviewsStylish North Miami Guesthouse w/Parking-King bed
Guesthouse in Naples, Florida, US
4.8 out of 5 average rating, 302 reviewsWaterfront Sea Cottage
Guesthouse in La Ermita de San Carlos, Panama
4.97 out of 5 average rating, 110 reviewsSky Cabin/playas/piscina/surf/nómadas digitales
Guesthouse in Miami, Florida, US
4.99 out of 5 average rating, 108 reviewsGuesthome w/ Heated Pool 5 mins from Miami Airport
Guesthouse in Turrialba, Costa Rica
4.91 out of 5 average rating, 230 reviewsNebliselva 500 Mb optical fiber. Telework or relax
Guesthouse in Fort Myers, Florida, US
4.98 out of 5 average rating, 195 reviewsLil's Lane Farm
Destinations to explore
- House rentals Puerto Rico
- Guesthouse rentals Puerto Rico
- House rentals San Juan
- Guesthouse rentals San Juan
- Guesthouse rentals St. Thomas
- House rentals St. Thomas
- Island rentals West Indies
- Monthly Rentals West Indies
- Rentals with beach access West Indies
- Apartment rentals West Indies
- Campsite rentals West Indies
- Aparthotel rentals West Indies
- House rentals West Indies
- Shipping container rentals West Indies
- Townhouse rentals West Indies
- Ranch rentals West Indies
- Bungalow rentals West Indies
- Boutique hotel rentals West Indies
- Rentals with an accessible height bed West Indies
- Houseboat rentals West Indies
- Dome rentals West Indies
- Rentals with a kayak West Indies
- Cabin rentals West Indies
- Cottage rentals West Indies
- Beachfront rentals West Indies
- Rentals with a fire pit West Indies
- Smoking-friendly rentals West Indies
- Condo rentals West Indies
- Fitness-friendly rentals West Indies
- Tree house rentals West Indies
- Rentals with an EV charger West Indies
- Wheelchair accessible rentals West Indies
- Rentals with outdoor seating West Indies
- Rentals with a hot tub West Indies
- Rentals with breakfast West Indies
- Rentals with lake access West Indies
- Rentals with an accessible height toilet West Indies
- Hotel rentals West Indies
- Pet-friendly rentals West Indies
- Rentals with a patio West Indies
- Kid-friendly rentals West Indies
- RV rentals West Indies
- Bed and breakfasts West Indies
- Tent rentals West Indies
- Rentals with a fireplace West Indies
- Nature eco lodge rentals West Indies
- Ski-in/ski-out rentals West Indies
- Tiny house rentals West Indies
- Earth house rentals West Indies
- Villa rentals West Indies
- Resort rentals West Indies
- Rentals with a sauna West Indies
- Hostel rentals West Indies
- Serviced apartment rentals West Indies
- Waterfront rentals West Indies
- Rentals with a home theatre West Indies
- Castle rentals West Indies
- Rentals with pools West Indies
- Rentals with a washing machine and dryer West Indies
- Loft rentals West Indies
- Luxury rentals West Indies
- Rentals with a balcony West Indies
- Family-friendly rentals West Indies
- Boat rentals West Indies
- Holiday home rentals West Indies
- Farmstay rentals West Indies
- Chalet rentals West Indies
- Private suite rentals West Indies
- 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