House holiday rentals in Kissimmee
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Top-rated house rentals in Kissimmee
Guests agree: These houses 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 house rentals
House rentals with a pool
Home in Kissimmee
4.82 out of 5 average rating, 119 reviewsNice house, private community, with pool
4–11 Feb
Home in Davenport
4.95 out of 5 average rating, 161 reviewsDOLPHIN COVE NEAR DISNEY
20–27 Jan
Home in Kissimmee
4.79 out of 5 average rating, 176 reviewsGreat Home Next To Disney!
2–9 Sep
Home in Kissimmee
4.81 out of 5 average rating, 125 reviewsBeautiful private home with pool and lake
9–16 Jun
Home in Kissimmee
4.79 out of 5 average rating, 109 reviews4 Bedroom Kissimmee Vacation Home
12–19 Jan
Home in Kissimmee
4.78 out of 5 average rating, 165 reviews4418 Le Reve 4BDRM townhouse close to Disney
17–24 May
Home in Orlando
4.91 out of 5 average rating, 117 reviewsLakefront presidential suite / resort pool
28 May – 4 Jun
Home in Davenport
4.98 out of 5 average rating, 104 reviewsSunset Villa
2–9 Sep
Weekly house rentals
Home in Orlando
4.93 out of 5 average rating, 120 reviewsHidden Gem in SODO! - MCO ~16min
16–23 Dec
Home in Kissimmee
4.95 out of 5 average rating, 22 reviewsCheerful, 3 bedroom home with pool
29 Nov – 6 Dec
Home in Kissimmee
4.87 out of 5 average rating, 71 reviewsGreat place to stay near Disney World for reasonable rentals
4–11 Sep
Home in Kissimmee
4.88 out of 5 average rating, 33 reviewsTranquil Private Villa * Minutes From Disney
25 Aug – 1 Sep
Home in Kissimmee
4.97 out of 5 average rating, 64 reviewsResort Style 3Br/2.5Ba w/ Private Jacuzzi, and BBQ
9–16 May
Home in Kissimmee
4.96 out of 5 average rating, 25 reviewsLakeside Boho Bliss: The BohoBay
2–9 Sep
Home in Davenport
5.0 out of 5 average rating, 13 reviewsSpacious House Near Attractions
13–20 Oct
Home in Kissimmee
5.0 out of 5 average rating, 27 reviewsHome Sweet Cottage
21–28 Aug
Private house rentals
Home in Kissimmee
4.87 out of 5 average rating, 75 reviews📸INSTA-WORTHY Lakefront 🏠 HOT TUB + Pool Near Disney📸
Home in Kissimmee
4.82 out of 5 average rating, 38 reviewsNewly Renovated Kissimmee Duplex
10–17 May
Home in Kissimmee
4.97 out of 5 average rating, 37 reviewsNewly renovated Resort themed home near Disney
14–21 Nov
Home in Kissimmee
4.9 out of 5 average rating, 10 reviews"Casa Kiwi" Margaritaville Cottage 5 min to Disney
21–28 Sep
Home in Kissimmee
5.0 out of 5 average rating, 16 reviewsTownhouse-3 Bd-2B Near to Disney
20–27 Feb
Home in Kissimmee
5.0 out of 5 average rating, 3 reviewsFlip Flop Getaway at Runaway Beach Club *Disney*
18–25 Apr
Home in Kissimmee
5.0 out of 5 average rating, 23 reviewsEntire home near theme parks, restaurants & more!
10–17 Jul
Home in Kissimmee
4.94 out of 5 average rating, 16 reviewsSerenity w/ a Splash of Disney 9Mi. POOL w/ aVIEW!
6–13 Apr
Quick stats about house rentals in Kissimmee
Total rentals
3.3K properties
Rentals with dedicated workspaces
1.6K properties have a dedicated workspace
Rentals with a pool
3K properties have a pool
Pet-friendly rentals
540 properties allow pets
Family-friendly rentals
2.9K properties are a good fit for families
Total number of reviews
73K reviews
Destinations to explore
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