Guest house holiday rentals in Kissimmee
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Top-rated guest house rentals in Kissimmee
Guests agree: these guest house rentals 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 guest house rentals in Kissimmee
Family-friendly guest house rentals
Guest house in Orlando
4.94 out of 5 average rating, 389 reviewsGarden House near Orlando's cultural hub
Guest house in Windermere
4.94 out of 5 average rating, 241 reviewsSmall Guesthouse near Orlando's Theme Parks
Guest house in Orlando
4.84 out of 5 average rating, 318 reviewsNice Brand New Studio !!
Guest house in Orlando
4.96 out of 5 average rating, 370 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
Guest house in Orlando
4.96 out of 5 average rating, 82 reviewsBungalow Guesthouse Downtown Orlando
Guest house rentals with a patio
Guest house in Orlando
4.96 out of 5 average rating, 141 reviewsStylish Private Guest Suite in Downtown Orlando
Guest house in Orlando
4.94 out of 5 average rating, 140 reviewsHidden Luxury Gem w/ private porch
Guest house in Orlando
4.88 out of 5 average rating, 136 reviewsโThe Clementineโ Quaint Boho Home in Local Orlando
Guest house in Orlando
4.94 out of 5 average rating, 35 reviewsDowntown Cozy/Modern Studio
Guest house in Winter Garden
4.94 out of 5 average rating, 53 reviewsBlue Heron Bungalow
Guest house in Orlando
4.92 out of 5 average rating, 39 reviewsCozy new guesthouse to yourself.
Guest house in Orlando
4.99 out of 5 average rating, 81 reviewsKing Bed ๐ Fire Pit ๐ฅ Private โญ๏ธ Grill ๐ Location
Guest house in Orlando
4.95 out of 5 average rating, 38 reviewsPalm Suite at Bliss House
Guest house rentals with a washing machine and dryer
Guest house in Orlando
4.84 out of 5 average rating, 201 reviewsLovely Spacious Guesthouse in Mills 50 District
Guest house in Orlando
4.98 out of 5 average rating, 352 reviewsLakefront Seclusion modern guesthouse+Pool+Hot tub
Guest house in Orlando
4.9 out of 5 average rating, 384 reviewsBungalow Close to Attractions and Downtown Orlando
Guest house in Davenport
4.94 out of 5 average rating, 154 reviewsWinsome Farm Guest House
Guest house in Orlando
4.99 out of 5 average rating, 240 reviewsBlack House- Private Cottage in Thornton Park!
Guest house in Orlando
4.85 out of 5 average rating, 134 reviewsโผBohoBungalow โผ Close to EVERYTHING! Work frm home
Guest house in Orlando
4.9 out of 5 average rating, 51 reviewsKyle's Place - No Cleaning Fee + Laundry Room
Guest house in Four Corners
4.93 out of 5 average rating, 15 reviewsBeachGuyDave's Reunion Guesthome
Quick stats about guest house 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
โน2,504 before taxes and fees
Destinations to explore
- St Petersburgย Holiday rentals
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- Sarasotaย Holiday rentals
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- Naplesย Holiday rentals
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- Orlandoย Holiday rentals
- Guest house rentalsย United States
- House rentalsย United States
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- Monthly Rentalsย Kissimmee
- Rentals with poolsย Kissimmee
- Hotel rentalsย Kissimmee
- Cottage rentalsย Kissimmee
- Tiny house rentalsย Kissimmee
- Cabin rentalsย Kissimmee
- Family-friendly rentalsย Kissimmee
- Rentals with an accessible-height toiletย Kissimmee
- Rentals with breakfastย Kissimmee
- Apartment rentalsย Kissimmee
- Waterfront rentalsย Kissimmee
- Rentals with a cinemaย Kissimmee
- Resort rentalsย Kissimmee
- Rentals with a hot tubย Kissimmee
- Rentals with a kayakย Kissimmee
- Rentals with lake accessย Kissimmee
- Villa rentalsย Kissimmee
- Fitness-friendly rentalsย Kissimmee
- Flat rentalsย Kissimmee
- Rentals with a washing machine and dryerย Kissimmee
- Rentals with an accessible-height bedย Kissimmee
- Rentals with a fireplaceย Kissimmee
- Beachfront rentalsย Kissimmee
- House rentalsย Kissimmee
- Rentals with an EV chargerย Kissimmee
- Pet-friendly rentalsย Kissimmee
- Rentals with a patioย Kissimmee
- Smoking-friendly rentalsย Kissimmee
- Rentals with beach accessย Kissimmee
- Rentals with a firepitย Kissimmee
- Townhouse rentalsย Kissimmee
- Rentals with outdoor seatingย Kissimmee
- Rentals with a saunaย Kissimmee
- Private suite rentalsย Kissimmee
- Serviced apartment rentalsย Kissimmee
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