Guesthouse holiday rentals in Kissimmee
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in Kissimmee
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 Kissimmee guesthouses
Family-Friendly guesthouses
Guesthouse in Windermere
4.94 out of 5 average rating, 242 reviewsSmall Guesthouse near Orlando's Theme Parks
Guesthouse in Orlando
4.84 out of 5 average rating, 319 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
Guesthouses 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
4.93 out of 5 average rating, 41 reviewsCozy new guesthouse to yourself.
Guesthouse in Orlando
4.94 out of 5 average rating, 36 reviewsDowntown Cozy/Modern Studio
Guesthouse in Orlando
5.0 out of 5 average rating, 8 reviewsKing Bed -Patio -Private -Grill
Guesthouse in Orlando
4.84 out of 5 average rating, 67 reviewsVintage Florida Vibes House
Guesthouse in Orlando
4.94 out of 5 average rating, 16 reviewsAqua Room at Bliss House
Guesthouse in Orlando
4.95 out of 5 average rating, 57 reviewsThe Green Room Orlando
Guest house rentals with a washing machine and dryer
Guesthouse in Orlando
4.9 out of 5 average rating, 387 reviewsBungalow Close to Attractions and Downtown Orlando
Guesthouse in Davenport
4.94 out of 5 average rating, 156 reviewsWinsome Farm Guest House
Guesthouse in Thornton Park
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, 135 reviews☼BohoBungalow ☼ Close to EVERYTHING! Work frm home
Guesthouse in Orlando
4.97 out of 5 average rating, 69 reviewsThe Cottage (Pets stay for free)
Guesthouse in Four Corners
4.93 out of 5 average rating, 15 reviewsBeachGuyDave's Reunion Guesthome
Guesthouse in Orlando
5.0 out of 5 average rating, 28 reviewsModern Private Studio
Guesthouse in Orlando
4.91 out of 5 average rating, 56 reviewsKyle's Place - No Cleaning Fee + Laundry Room
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, Wi-Fi and Pool
Wi-Fi availability
20 properties include access to Wi-Fi
Total number of reviews
770 reviews
Nightly prices starting at
$48 NZD before taxes and fees
Destinations to explore
- St Petersburg Holiday rentals
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