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 Orlando
4.84 out of 5 average rating, 319 reviewsNice Brand New Studio !!
Guesthouse in Windermere
4.94 out of 5 average rating, 242 reviewsSmall Guesthouse near Orlando's Theme Parks
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
4.95 out of 5 average rating, 135 reviewsJefferson St. Cottage
Guesthouse in Orlando
4.94 out of 5 average rating, 142 reviewsHidden Luxury Gem w/ private porch
Guesthouse in Orlando
4.84 out of 5 average rating, 64 reviewsHistoric lakefront guesthouse
Guesthouse in Orlando
4.96 out of 5 average rating, 45 reviewsPalm Suite at Bliss House
Guesthouse in Orlando
4.93 out of 5 average rating, 40 reviewsCozy new guesthouse to yourself.
Guesthouse in Orlando
5.0 out of 5 average rating, 7 reviewsKing Bed -Patio -Private -Grill
Guesthouse in Orlando
4.83 out of 5 average rating, 66 reviewsVintage Florida Vibes House
Guesthouse in Orlando
4.93 out of 5 average rating, 55 reviewsUpscale studio City Center! Disney/Universal
Guest house rentals with a washer and dryer
Guesthouse in Orlando
4.9 out of 5 average rating, 387 reviewsBungalow Close to Attractions and Downtown Orlando
Guesthouse in Orlando
4.99 out of 5 average rating, 240 reviewsBlack House- Private Cottage in Thornton Park!
Guesthouse in Davenport
4.94 out of 5 average rating, 156 reviewsWinsome Farm Guest House
Guesthouse in Orlando
4.85 out of 5 average rating, 134 reviews☼BohoBungalow ☼ Close to EVERYTHING! Work frm home
Guesthouse in Orlando
5.0 out of 5 average rating, 27 reviewsModern Private Studio
Guesthouse in Orlando
4.91 out of 5 average rating, 55 reviewsKyle's Place - No Cleaning Fee + Laundry Room
Guesthouse in Orlando
4.97 out of 5 average rating, 69 reviewsThe Cottage (Pets stay for free)
Guesthouse in Kissimmee
4.9 out of 5 average rating, 94 reviewsCozy 1BR apt-Pool/Tennis/Gym/Near attractions
Quick stats about guesthouse rentals in Kissimmee
Total rentals
20 properties
Local attractions
Star Island Resort & Club, Silver Spurs Arena, and FantasyWorld Resort
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
20 properties include access to wifi
Total number of reviews
770 reviews
Nightly prices starting at
$30 before taxes and fees
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