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
4.94 out of 5 average rating, 48 reviewsKissimmee FL 3bdr villa near Disney POOL LAKE VIEW
9–16 Jun
Villa in Kissimmee
4.92 out of 5 average rating, 25 reviewsCrystal Cove Villa: Relaxing 4 Bedroom 3 Bath Home
5–12 Dec
Villa in Kissimmee
4.91 out of 5 average rating, 35 reviewsVacation 3 bedroom 2 bath Villa+pool
13–20 Jul
Villa in Kissimmee
4.89 out of 5 average rating, 83 reviewsTwo Free! Water Park/ Private Pool/close to Disney
8–15 Dec
Villa in Davenport
4.93 out of 5 average rating, 15 reviewsBeautiful 4 Bedrooms On A Peaceful Conservation
23–30 Sep
Villa in Clermont
4.9 out of 5 average rating, 42 reviewsCute N Cozy Villa near Disney, pool, Wi-Fi
6–13 Oct
Villa in Kissimmee
5.0 out of 5 average rating, 8 reviewsEPIC Themed Pool Villa in Resort 4 miles to Disney
12–19 Aug
Villa in Kissimmee
5.0 out of 5 average rating, 60 reviews8 BR Villa, Private Pool, Theater, Min to Disney!
27 Sep – 4 Oct
Luxury villa rentals
Villa in Kissimmee
4.94 out of 5 average rating, 17 reviewsSports Bowling Villa, 14 bedrooms/14.5 baths
11–18 Jan
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
5.0 out of 5 average rating, 9 reviewsUnbelievable House w/ Pool, Game Room & More - 251
12–19 Jan
Villa in Kissimmee
4.9 out of 5 average rating, 40 reviewsDeepSea World/15 Suites/Sleep 30/Oversize Pool&Spa
24–31 Aug
Villa in Kissimmee
5.0 out of 5 average rating, 58 reviewsAdventure Home near to Disney w/Pvt Pool and Spa
22–29 Nov
Villa in Kissimmee
4.92 out of 5 average rating, 26 reviews8BR Mansion: Packed with Fun and Comfort for All
22–29 Jan
Villa in Kissimmee
5.0 out of 5 average rating, 47 reviewsMost Amazing Pool & Mini Golf! Tiki Tropical Oasis
21–28 Nov
Villa in Kissimmee
5.0 out of 5 average rating, 44 reviews6BR Adventures in Storey Lake & FREE Pool/Spa Heat
2–9 Jan
Villa rentals with a pool
Villa in Davenport
4.88 out of 5 average rating, 64 reviewsA villa with pool
21–28 Jun
Villa in Kissimmee
4.97 out of 5 average rating, 38 reviewsBeautiful Villa at Terra Verde Resort. Near Disney
13–20 Sep
Villa in Kissimmee
4.79 out of 5 average rating, 68 reviewsUp-dated villa minutes from Disney.
12–19 Sep
Villa in Kissimmee
4.9 out of 5 average rating, 10 reviewsElegant Disney Vacation Home on Reunion Resort
13–20 Jun
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
4.95 out of 5 average rating, 62 reviewsCozy 3 bedroom condo near Disney World!
15–22 Jan
Villa in Kissimmee
4.95 out of 5 average rating, 38 reviewsLakeview Luxury Villa with Everything!
11–18 Sep
Villa in Davenport
4.97 out of 5 average rating, 35 reviewsQuiet Villa w/ pool close to Theme Parks and golf!
12–19 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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- Rentals with a hot tub Kissimmee
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