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, 239 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 Kissimmee
4.92 out of 5 average rating, 51 reviewsBird Watchers Delight - home close to Disney WIFI
Guesthouse in Orlando
4.96 out of 5 average rating, 82 reviewsBungalow Guesthouse Downtown Orlando
Guest house rentals with a patio
Guesthouse in Orlando
4.93 out of 5 average rating, 138 reviewsHidden Luxury Gem w/ private porch
Guesthouse in Orlando
4.8 out of 5 average rating, 56 reviewsVintage Florida Vibes House
Guesthouse in Orlando
4.91 out of 5 average rating, 58 reviewsThe Cottage
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, 37 reviewsPalm Suite at Bliss House
Guesthouse in Orlando
4.99 out of 5 average rating, 78 reviewsKing Bed 👑 Fire Pit 🔥 Private ⭐️ Grill 🍗 Location
Guesthouse in Orlando
4.95 out of 5 average rating, 60 reviewsGlamorous guesthouse City Center! 10 min Downtown
Guesthouse in Orlando
4.97 out of 5 average rating, 32 reviewsDowntown Cozy/Modern Studio
Guest house rentals with a washer and dryer
Guesthouse in Orlando
4.9 out of 5 average rating, 381 reviewsBungalow Close to Attractions and Downtown Orlando
Guesthouse in Orlando
4.98 out of 5 average rating, 347 reviewsLakefront Seclusion modern guesthouse+Pool+Hot tub
Guesthouse in Davenport
4.93 out of 5 average rating, 150 reviewsWinsome Farm Guest House
Guesthouse in Orlando
4.99 out of 5 average rating, 239 reviewsBlack House- Private Cottage in Thornton Park!
Guesthouse in Orlando
4.85 out of 5 average rating, 132 reviews☼BohoBungalow ☼ Close to EVERYTHING! Work frm home
Guesthouse in Orlando
4.89 out of 5 average rating, 47 reviewsKyle's Place - No Cleaning Fee + Laundry Room
Guesthouse in Orlando
5.0 out of 5 average rating, 18 reviewsModern Private Studio
Guesthouse in Four Corners
4.93 out of 5 average rating, 14 reviewsBeachGuyDave's Reunion Guesthome
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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