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 house rentals in Kissimmee
House rentals with a pool
Home in Kissimmee
4.92 out of 5 average rating, 125 reviewsSouth Facing Pool Home! 5 Miles from Disney
25 Jan – 1 Feb
Home in Davenport
4.85 out of 5 average rating, 136 reviewsInsta-worthy getaway near Disney w/ free parking!💎
17–24 Jun
Home in Davenport
4.95 out of 5 average rating, 161 reviewsDOLPHIN COVE NEAR DISNEY
21–28 Jan
Home in Kissimmee
4.82 out of 5 average rating, 103 reviewsPool House in Kissimmee
2–9 Oct
Home in Kissimmee
4.86 out of 5 average rating, 120 reviewsAmazing Pool * Spacious 3BR House near Disney
5–12 Jun
Home in Kissimmee
4.84 out of 5 average rating, 108 reviews4BD 2BA House with Private Pool, Near Disney
3–10 Sep
Home in Kissimmee
4.92 out of 5 average rating, 122 reviews(Discounted Rates) Vacation Home (4 Miles Disney)
29 Apr – 6 May
Home in Kissimmee
4.82 out of 5 average rating, 153 reviewsLuxury 3bed Villa with private pool/heated Jacuzzi
7–14 Jan
Weekly house rentals
Home in St. Cloud
4.97 out of 5 average rating, 159 reviewsCozy and Quiet studio Miles from Major attractions
1–8 Nov
Home in Kissimmee
4.97 out of 5 average rating, 30 reviewsKissimmee cottage *15mi to WDW*
9–16 Dec
Home in Kissimmee
4.96 out of 5 average rating, 28 reviewsLakeside Boho Bliss: The BohoBay
18–25 Oct
Home in Kissimmee
4.78 out of 5 average rating, 58 reviewsYour Florida Getaway! Chatham Park Rental
13–20 Jan
Home in Davenport
5.0 out of 5 average rating, 19 reviewsParadise Getaway, Near Disney
28 Nov – 5 Dec
Home in Kissimmee
5.0 out of 5 average rating, 43 reviewsAmazing apartment kissimmee Excellent location
6–13 Jul
Home in Kissimmee
5.0 out of 5 average rating, 29 reviewsHome Sweet Cottage
10–17 Jan
Home in Kissimmee
4.98 out of 5 average rating, 64 reviewsCasita Disney! Cute and Boho Townhouse near Disney
9–16 Jun
Private house rentals
Home in Kissimmee
4.97 out of 5 average rating, 38 reviewsNewly renovated Resort themed home near Disney
20–27 Apr
Home in Kissimmee
4.94 out of 5 average rating, 54 reviewsNice Vacation Home with Pool
27 Oct – 3 Nov
Home in Kissimmee
4.94 out of 5 average rating, 17 reviewsBright 3BR Resort Style HomePool
8–15 Oct
Home in Davenport
5.0 out of 5 average rating, 14 reviewsSpacious House Near Attractions
22–29 Jan
Home in Kissimmee
4.88 out of 5 average rating, 73 reviewsDisney New Neighbor
22–29 Apr
Home in Kissimmee
4.83 out of 5 average rating, 41 reviewsNewly Renovated Kissimmee Duplex
Home in Kissimmee
5.0 out of 5 average rating, 22 reviewsSunny Family Fun Home @ Disney!
16–23 Sep
Home in Kissimmee
4.93 out of 5 average rating, 76 reviewsPeaceful Waterfront Retreat, Close to Everything!
3–10 Sep
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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