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, 388 reviewsGarden House near Orlando's cultural hub
5–12 Jun
Guest house in Windermere
4.94 out of 5 average rating, 239 reviewsSmall Guesthouse near Orlando's Theme Parks
6–13 Jan
Guest house in Orlando
4.84 out of 5 average rating, 318 reviewsNice Brand New Studio !!
7–14 May
Guest house in Orlando
4.83 out of 5 average rating, 18 reviewsLakefront Guest House by downtown :Boat, Fishing…
20–27 May
Guest house in Kissimmee
4.92 out of 5 average rating, 51 reviewsBird Watchers Delight - home close to Disney WIFI
26 Sep – 3 Oct
Guest house in Orlando
4.96 out of 5 average rating, 82 reviewsBungalow Guesthouse Downtown Orlando
2–9 Nov
Guest house rentals with a patio
Guest house in Orlando
4.93 out of 5 average rating, 138 reviewsHidden Luxury Gem w/ private porch
25 May – 1 Jun
Guest house in Orlando
4.95 out of 5 average rating, 133 reviewsStylish Private Guest Suite in Downtown Orlando
24–31 Aug
Guest house in Orlando
4.88 out of 5 average rating, 131 reviews“The Clementine” Quaint Boho Home in Local Orlando
21–28 Feb
Guest house in Orlando
4.8 out of 5 average rating, 56 reviewsVintage Florida Vibes House
25 Oct – 1 Nov
Guest house in Orlando
4.91 out of 5 average rating, 58 reviewsThe Cottage
13–20 Nov
Guest house in Orlando
4.95 out of 5 average rating, 37 reviewsPalm Suite at Bliss House
8–15 Jan
Guest house in Orlando
4.92 out of 5 average rating, 37 reviewsCozy new guesthouse to yourself.
7–14 Nov
Guest house in Orlando
4.97 out of 5 average rating, 32 reviewsDowntown Cozy/Modern Studio
14–21 Jun
Guest house rentals with a washing machine and dryer
Guest house in Orlando
4.9 out of 5 average rating, 381 reviewsBungalow Close to Attractions and Downtown Orlando
7–14 Mar
Guest house in Orlando
4.98 out of 5 average rating, 347 reviewsLakefront Seclusion modern guesthouse+Pool+Hot tub
30 Sep – 7 Oct
Guest house in Davenport
4.93 out of 5 average rating, 150 reviewsWinsome Farm Guest House
30 Jan – 6 Feb
Guest house in Orlando
4.85 out of 5 average rating, 132 reviews☼BohoBungalow ☼ Close to EVERYTHING! Work frm home
17–24 Nov
Guest house in Orlando
4.99 out of 5 average rating, 239 reviewsBlack House- Private Cottage in Thornton Park!
29 Jun – 6 Jul
Guest house in Orlando
4.89 out of 5 average rating, 47 reviewsKyle's Place - No Cleaning Fee + Laundry Room
11–18 Dec
Guest house in Orlando
4.95 out of 5 average rating, 58 reviewsTiny house downtown orlando
15–22 May
Guest house in Four Corners
4.93 out of 5 average rating, 14 reviewsBeachGuyDave's Reunion Guesthome
5–12 Apr
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
$41 SGD before taxes and fees
Destinations to explore
- St Petersburg Holiday rentals
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- Rentals with breakfast Kissimmee
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