Guesthouse holiday rentals in Kissimmee
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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 Orlando
4.94 out of 5 average rating, 389 reviewsGarden House near Orlando's cultural hub
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
4.96 out of 5 average rating, 370 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
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
5.0 out of 5 average rating, 158 reviewsThe Sacred Space Downtown Orlando Milk District
Guesthouse in Orlando
4.95 out of 5 average rating, 134 reviewsJefferson St. Cottage
Guesthouse in Orlando
4.94 out of 5 average rating, 141 reviewsHidden Luxury Gem w/ private porch
Guesthouse in Orlando
4.96 out of 5 average rating, 145 reviewsStylish Private Guest Suite in Downtown Orlando
Guesthouse in Orlando
4.89 out of 5 average rating, 141 reviews“The Clementine” Quaint Boho Home in Local Orlando
Guesthouse in Winter Garden
4.94 out of 5 average rating, 54 reviewsBlue Heron Bungalow
Guesthouse in Orlando
4.84 out of 5 average rating, 62 reviewsHistoric lakefront guesthouse
Guesthouse in Orlando
4.94 out of 5 average rating, 36 reviewsDowntown Cozy/Modern Studio
Guest house rentals with a washing machine and dryer
Guesthouse in Orlando
4.84 out of 5 average rating, 204 reviewsLovely Spacious Guesthouse in Mills 50 District
Guesthouse in Orlando
4.9 out of 5 average rating, 385 reviewsBungalow Close to Attractions and Downtown Orlando
Guesthouse in Davenport
4.94 out of 5 average rating, 155 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, 134 reviews☼BohoBungalow ☼ Close to EVERYTHING! Work frm home
Guesthouse in Kissimmee
4.9 out of 5 average rating, 94 reviewsCozy 1BR apt-Pool/Tennis/Gym/Near attractions
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, 26 reviewsModern Private Studio
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
$49 NZD before taxes and fees
Destinations to explore
- St Petersburg Holiday rentals
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