Guesthouse vacation rentals in Kissimmee
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Top-rated guesthouse rentals in Kissimmee
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 Kissimmee guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Windermere
4.94 out of 5 average rating, 240 reviewsSmall Guesthouse near Orlando's Theme Parks
Guesthouse in Orlando
4.84 out of 5 average rating, 318 reviewsNice Brand New Studio !!
Guesthouse in Orlando
4.83 out of 5 average rating, 18 reviewsLakefront Guest House by downtown :Boat, Fishing…
Guesthouse in Orlando
4.96 out of 5 average rating, 82 reviewsBungalow Guesthouse Downtown Orlando
Guest house rentals with a patio
Guesthouse in Orlando
4.9 out of 5 average rating, 108 reviewsDowntown private pool house. Two blocks from ORMC
Guesthouse in Orlando
5.0 out of 5 average rating, 155 reviewsThe Sacred Space Downtown Orlando Milk District
Guesthouse in Orlando
4.94 out of 5 average rating, 140 reviewsHidden Luxury Gem w/ private porch
Guesthouse in Orlando
4.92 out of 5 average rating, 38 reviewsCozy new guesthouse to yourself.
Guesthouse in Orlando
4.95 out of 5 average rating, 37 reviewsPalm Suite at Bliss House
Guesthouse in Davenport
4.92 out of 5 average rating, 25 reviewsTiny Attached Studio with Full Kitchen
Guesthouse in Orlando
4.99 out of 5 average rating, 81 reviewsKing Bed 👑 Fire Pit 🔥 Private ⭐️ Grill 🍗 Location
Guesthouse in Orlando
4.92 out of 5 average rating, 51 reviewsUpscale studio City Center! Disney/Universal
Guest house rentals with a washer and dryer
Guesthouse in Davenport
4.93 out of 5 average rating, 153 reviewsWinsome Farm Guest House
Guesthouse in Orlando
4.85 out of 5 average rating, 133 reviews☼BohoBungalow ☼ Close to EVERYTHING! Work frm home
Guesthouse in Thornton Park
4.99 out of 5 average rating, 240 reviewsBlack House- Private Cottage in Thornton Park!
Guesthouse in Kissimmee
4.9 out of 5 average rating, 91 reviewsCozy 1BR apt-Pool/Tennis/Gym/Near attractions
Guesthouse in Four Corners
4.93 out of 5 average rating, 15 reviewsBeachGuyDave's Reunion Guesthome
Guesthouse in Orlando
4.9 out of 5 average rating, 51 reviewsKyle's Place - No Cleaning Fee + Laundry Room
Guesthouse in Orlando
4.97 out of 5 average rating, 68 reviewsThe Cottage (Pets stay for free)
Guesthouse in Orlando
5.0 out of 5 average rating, 21 reviewsModern Private Studio
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