Villa holiday rentals in Kissimmee
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Top-rated villa rentals in Kissimmee
Guests agree: These villas 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 villa rentals
Private villa rentals
Villa in Four Corners
4.99 out of 5 average rating, 75 reviewsMickey Fantasia Family Friendly w/accessibility
15–22 Oct
Villa in Kissimmee
4.79 out of 5 average rating, 68 reviewsUp-dated villa minutes from Disney.
3–10 Jun
Villa in Clermont
4.9 out of 5 average rating, 42 reviewsCute N Cozy Villa near Disney, pool, Wi-Fi
21–28 Nov
Villa in Davenport
4.93 out of 5 average rating, 15 reviewsBeautiful 4 Bedrooms On A Peaceful Conservation
22–29 Sep
Villa in Davenport
4.95 out of 5 average rating, 61 reviewsModern & Clean Home with MOVIE/GAME Room. POOL.
14–21 May
Villa in Kissimmee
4.94 out of 5 average rating, 31 reviewsKing Bed, Jacuzzi+Family Resort Free parking Pool!
15–22 Aug
Villa in Kissimmee
4.91 out of 5 average rating, 34 reviewsVacation 3 bedroom 2 bath Villa+pool
27 Jun – 4 Jul
Villa in Kissimmee
4.92 out of 5 average rating, 52 reviewsDisney Area Family Villa
14–21 Sep
Luxury villa rentals
Villa in Kissimmee
4.92 out of 5 average rating, 180 reviewsMad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
28 Mar – 4 Apr
Villa in Davenport
4.94 out of 5 average rating, 116 reviewsEntire Luxury Villa W/ 6BD Pool, Spa&Private View
24–31 Dec
Villa in Kissimmee
4.88 out of 5 average rating, 427 reviewsWizarding Home 15m-Harry Potter Universal Orlando
13–20 Apr
Villa in Kissimmee
4.98 out of 5 average rating, 86 reviewsGuest Favorite Luxury Villa Close to Parks
13–20 Sep
Villa in Kissimmee
5.0 out of 5 average rating, 7 reviewsEPIC Themed Pool Villa in Resort 4 miles to Disney
25 Nov – 2 Dec
Villa in Kissimmee
4.94 out of 5 average rating, 51 reviewsBrand New Luxury 9BR Villa/ Pool/Spa/Game Room
31 Dec – 7 Jan
Villa in Kissimmee
5.0 out of 5 average rating, 46 reviewsMost Amazing Pool & Mini Golf! Tiki Tropical Oasis
15–22 Feb
Villa in Davenport
4.95 out of 5 average rating, 60 reviewsBlue Paradise-Sleeps 32- FREE EV Charger-Theater
11–18 Jan
Villa rentals with a pool
Villa in Kissimmee
4.92 out of 5 average rating, 25 reviewsCrystal Cove Villa: Relaxing 4 Bedroom 3 Bath Home
16–23 Mar
Villa in Kissimmee
5.0 out of 5 average rating, 31 reviewsGorgeous 6BR/5BA - Storey Lake 15 Mins to Disney
16–23 Sep
Villa in Kissimmee
4.96 out of 5 average rating, 71 reviewsDisney Fun 6BR: Storey Lake FREE Pool Heat
4–11 Sep
Villa in Kissimmee
4.97 out of 5 average rating, 38 reviewsBeautiful Villa at Terra Verde Resort. Near Disney
19–26 Aug
Villa in Davenport
4.92 out of 5 average rating, 51 reviewsAquilo House is a south facing luxury pool home
6–13 Oct
Villa in Kissimmee
4.89 out of 5 average rating, 93 reviewsBeautiful Home with Pool near Golf & Disney
15–22 Apr
Villa in Kissimmee
4.79 out of 5 average rating, 67 reviewsDoorway to Disney
8–15 Dec
Villa in Kissimmee
4.92 out of 5 average rating, 78 reviewsPool Villa w/ Themed Rooms in Resort -near Disney!
15–22 Aug
Quick stats about villa rentals in Kissimmee
Total rentals
870 properties
Rentals with a pool
780 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
860 properties are a good fit for families
Total number of reviews
16K reviews
Nightly prices starting at
$51 NZD before taxes and fees
Destinations to explore
- St Petersburg Holiday rentals
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- Rentals with a patio Kissimmee
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