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 villa rentals in Kissimmee
Private villa rentals
Villa in Kissimmee
4.92 out of 5 average rating, 26 reviewsCrystal Cove Villa: Relaxing 4 Bedroom 3 Bath Home
9–16 Dec
Villa in Kissimmee
4.94 out of 5 average rating, 49 reviewsKissimmee FL 3bdr villa near Disney POOL LAKE VIEW
10–17 Aug
Villa in Four Corners
4.99 out of 5 average rating, 76 reviewsMickey Fantasia Family Friendly w/accessibility
22–29 Oct
Villa in Kissimmee
4.89 out of 5 average rating, 83 reviewsTwo Free! Water Park/ Private Pool/close to Disney
8–15 Oct
Villa in Kissimmee
4.91 out of 5 average rating, 35 reviewsVacation 3 bedroom 2 bath Villa+pool
17–24 Aug
Villa in Davenport
4.98 out of 5 average rating, 46 reviewsVilla Close To Disney
9–16 Nov
Villa in Davenport
4.88 out of 5 average rating, 65 reviewsA villa with pool
12–19 Aug
Villa in Kissimmee
4.97 out of 5 average rating, 38 reviewsBeautiful Villa at Terra Verde Resort. Near Disney
4–11 Jun
Luxury villa rentals
Villa in Kissimmee
4.98 out of 5 average rating, 103 reviewsSleeps 24✦Free Pool Heat✦15 min to Disney✦Hot Tub
29 Dec – 5 Jan
Villa in Davenport
4.93 out of 5 average rating, 111 reviewsStar Wars|Princess|Arcade|Sleeps 22|Waterpark
17–24 Nov
Villa in Kissimmee
4.94 out of 5 average rating, 17 reviewsSports Bowling Villa, 14 bedrooms/14.5 baths
29 Apr – 6 May
Villa in Kissimmee
4.98 out of 5 average rating, 87 reviewsGuest Favorite Luxury Villa Close to Parks
3–10 Oct
Villa in Kissimmee
4.92 out of 5 average rating, 26 reviews8BR Mansion: Packed with Fun and Comfort for All
6–13 Oct
Villa in Kissimmee
5.0 out of 5 average rating, 8 reviewsEPIC Themed Pool Villa in Resort 4 miles to Disney
15–22 Apr
Villa in Kissimmee
4.92 out of 5 average rating, 75 reviewsNew Home at Storey Lake/8Bedrooms e 5Bath -PD05
30 Mar – 6 Apr
Villa in Kissimmee
4.92 out of 5 average rating, 25 reviewsLakeview Luxury Villa with Everything!
6–13 Mar
Villa rentals with a pool
Villa in Davenport
4.81 out of 5 average rating, 59 reviewsLake Shore Villa-Golf/Pool/Hot tub/Playground
18–25 May
Villa in Four Corners
4.97 out of 5 average rating, 33 reviewsAmazing house, amenities, and all the Orlando fun!
18–25 Aug
Villa in Kissimmee
5.0 out of 5 average rating, 65 reviewsVilla Sol Peaceful Pool/Hot tub Home
6–13 Oct
Villa in Kissimmee
4.79 out of 5 average rating, 68 reviewsUp-dated villa minutes from Disney.
28 Aug – 4 Sep
Villa in Davenport
5.0 out of 5 average rating, 4 reviewsDisney Family Villa w/screened-in deck, pool & spa
3–10 Sep
Villa in Kissimmee
4.87 out of 5 average rating, 93 reviewsNEW Unique 6BR,private pool,Full game room, + MORE
1–8 Oct
Villa in Kissimmee
5.0 out of 5 average rating, 64 reviews*Brand New!* Minutes to Disney + Free Resort!
25 Mar – 1 Apr
Villa in Davenport
4.93 out of 5 average rating, 15 reviewsBeautiful 4 Bedrooms On A Peaceful Conservation
30 Nov – 7 Dec
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
€ 28 before taxes and fees
Destinations to explore
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