Guesthouse vacation rentals in West Indies
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Top-rated guesthouse rentals in West Indies
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for West Indies guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Rockley, Barbados
4.97 out of 5 average rating, 148 reviewsFootsteps to the beach
Sep 21 – 28
Guesthouse in Coral Gables, Florida, US
4.85 out of 5 average rating, 302 reviewsStudio #1 hot jacuzzi Miami Center Beach
Jan 14 – 21
Guesthouse in Barrio Rio Grande, Puerto Rico
4.95 out of 5 average rating, 368 reviewsClean & Breezy Solar Casita :: POOL AC WIFI GRILL
Aug 29 – Sep 5
Guesthouse in Miami, Florida, US
4.93 out of 5 average rating, 523 reviewsArtsy Cottage. Cute patio. LittleHavana & Brickell
Feb 21 – 28
Guesthouse in Fort Myers, Florida, US
4.98 out of 5 average rating, 621 reviewsHints of Key West in Fort Myers' Historic District
Apr 3 – 10
Guesthouse in Guasca, Colombia
4.97 out of 5 average rating, 223 reviewsCozy and beautiful cabin for 2
Mar 15 – 22
Guesthouse in Punta Cana, Dominican Republic
4.9 out of 5 average rating, 244 reviewsLa casita guesthouse
Dec 23 – 30
Guesthouse in Vinales, Cuba
4.94 out of 5 average rating, 478 reviewsVilla Papo and Mileidys
Aug 23 – 30
Guest house rentals with a patio
Guesthouse in Toa Alta, Puerto Rico
4.9 out of 5 average rating, 154 reviewsUnder Sea Guest House.
Oct 27 – Nov 3
Guesthouse in Miami, Florida, US
4.98 out of 5 average rating, 242 reviewsChic Miami Studio - Near Everything Trendy
Nov 2 – 9
Guesthouse in Lauderhill, Florida, US
4.97 out of 5 average rating, 117 reviewsGuest House Oasis
Jan 23 – 30
Guesthouse in Fort Lauderdale, Florida, US
4.86 out of 5 average rating, 117 reviewsTrendy Studio in FLL - Private entrance & bathroom
Oct 7 – 14
Guesthouse in Herradura, Costa Rica
4.89 out of 5 average rating, 104 reviewsCabina Bamboo - Cozy studio cabina with A/C & pool
Dec 11 – 18
Guesthouse in Miami Gardens, Florida, US
4.89 out of 5 average rating, 114 reviewsCozy remodeled private guest house.
Feb 7 – 14
Guesthouse in Miami, Florida, US
4.94 out of 5 average rating, 179 reviewsPrivate cottage in the Historical Heart of Miami.
Jul 7 – 14
Guesthouse in Miami, Florida, US
4.95 out of 5 average rating, 109 reviewsPrivate & Comfy 1/1 🌴 Centrally Located ✈️
Feb 26 – Mar 5
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
Jan 21 – 28
Guesthouse in Saint Martin, Guadeloupe
4.88 out of 5 average rating, 174 reviewsBungalow aux terres basses
Dec 1 – 8
Guesthouse in North Miami, Florida, US
4.89 out of 5 average rating, 148 reviewsStylish North Miami Guesthouse w/Parking-King bed
Mar 25 – Apr 1
Guesthouse in Naples, Florida, US
4.81 out of 5 average rating, 299 reviewsWaterfront Sea Cottage
Dec 24 – 31
Guesthouse in La Ermita de San Carlos, Panama
4.97 out of 5 average rating, 107 reviewsSky Cabin/Beaches/Pool/Surf/Digital Nomads
May 30 – Jun 6
Guesthouse in Turrialba, Costa Rica
4.91 out of 5 average rating, 229 reviewsNebliselva 500 Mb optical fiber. Telework or relax
May 11 – 18
Guesthouse in Fort Myers, Florida, US
4.98 out of 5 average rating, 192 reviewsLil's Lane Farm
Dec 30 – Jan 6
Guesthouse in Englewood, Florida, US
4.97 out of 5 average rating, 204 reviewsShabby chic cottage with pool one mile from beach
May 18 – 23
Destinations to explore
- Guesthouse rentals Puerto Rico
- House rentals Puerto Rico
- House rentals San Juan
- Guesthouse rentals San Juan
- House rentals St. Thomas
- Guesthouse rentals St. Thomas
- Condo rentals West Indies
- Aparthotel rentals West Indies
- Rentals with a fireplace West Indies
- Kid-friendly rentals West Indies
- Boat rentals West Indies
- Villa rentals West Indies
- Rentals with a fire pit West Indies
- Earth house rentals West Indies
- RV rentals West Indies
- Serviced apartment rentals West Indies
- Rentals with breakfast West Indies
- Rentals with a washer and dryer West Indies
- Bungalow rentals West Indies
- Waterfront rentals West Indies
- Smoking-friendly rentals West Indies
- Rentals with beach access West Indies
- Dome rentals West Indies
- Beachfront rentals West Indies
- Rentals with outdoor seating West Indies
- Campsite rentals West Indies
- Treehouse rentals West Indies
- Rentals with a balcony West Indies
- Rentals with a sauna West Indies
- Farmstay rentals West Indies
- Apartment rentals West Indies
- House rentals West Indies
- Rentals with an accessible height bed West Indies
- Rentals with lake access West Indies
- Monthly Rentals West Indies
- Vacation home rentals West Indies
- Pet-friendly rentals West Indies
- Ski-in/ski-out rentals West Indies
- Rentals with a hot tub West Indies
- Rentals with an accessible height toilet West Indies
- Ranch rentals West Indies
- Private suite rentals West Indies
- Rentals with a patio West Indies
- Hostel rentals West Indies
- Chalet rentals West Indies
- Cabin rentals West Indies
- Bed and breakfasts West Indies
- Houseboat rentals West Indies
- Cottage rentals West Indies
- Townhouse rentals West Indies
- Boutique hotel rentals West Indies
- Luxury rentals West Indies
- Rentals with pools West Indies
- Rentals with a home theater West Indies
- Loft rentals West Indies
- Island rentals West Indies
- Hotel rentals West Indies
- Family-friendly rentals West Indies
- Tent rentals West Indies
- Nature eco lodge rentals West Indies
- Resort rentals West Indies
- Wheelchair accessible rentals West Indies
- Rentals with a kayak West Indies
- Tiny house rentals West Indies
- Fitness-friendly rentals West Indies
- Rentals with an EV charger West Indies
- Shipping container rentals West Indies
- Yurt Rentals United States
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