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
4.94 out of 5 average rating, 388 reviewsGarden House near Orlando's cultural hub
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
4.96 out of 5 average rating, 136 reviewsStylish Private Guest Suite in Downtown Orlando
Guesthouse in Orlando
4.94 out of 5 average rating, 139 reviewsHidden Luxury Gem w/ private porch
Guesthouse in Orlando
4.88 out of 5 average rating, 132 reviews“The Clementine” Quaint Boho Home in Local Orlando
Guesthouse in Orlando
4.83 out of 5 average rating, 59 reviewsAdorable Guesthouse with a beautiful lake view!
Guesthouse in Orlando
4.92 out of 5 average rating, 37 reviewsCozy new guesthouse to yourself.
Guesthouse in Orlando
4.95 out of 5 average rating, 60 reviewsGlamorous guesthouse City Center! 10 min Downtown
Guesthouse in Orlando
4.95 out of 5 average rating, 37 reviewsPalm Suite at Bliss House
Guesthouse in Orlando
4.92 out of 5 average rating, 59 reviewsThe Cottage
Guest house rentals with a washer and dryer
Guesthouse in Orlando
4.98 out of 5 average rating, 350 reviewsLakefront Seclusion modern guesthouse+Pool+Hot tub
Guesthouse in Davenport
4.93 out of 5 average rating, 152 reviewsWinsome Farm Guest House
Guesthouse in Orlando
4.99 out of 5 average rating, 240 reviewsBlack House- Private Cottage in Thornton Park!
Guesthouse in Orlando
4.85 out of 5 average rating, 133 reviews☼BohoBungalow ☼ Close to EVERYTHING! Work frm home
Guesthouse in Kissimmee
4.9 out of 5 average rating, 91 reviewsCozy 1BR apt-Pool/Tennis/Gym/Near attractions
Guesthouse in Orlando
4.9 out of 5 average rating, 48 reviewsKyle's Place - No Cleaning Fee + Laundry Room
Guesthouse in Orlando
5.0 out of 5 average rating, 18 reviewsModern Private Studio
Guesthouse in Orlando
4.95 out of 5 average rating, 59 reviewsTiny house downtown orlando
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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