Vacation rentals with a pool in Kissimmee
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kissimmee
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Kissimmee rentals with a pool
House rentals with a pool
Home in Kissimmee
4.79 out of 5 average rating, 258 reviews3 bedroom Orlando Florida pool home
Jan 20 – 27
Home in Kissimmee
4.87 out of 5 average rating, 110 reviewsNo Airbnb Fee! Thematic Rooms Pvt Pool °o° Area #3
Aug 4 – 9
Home in Kissimmee
4.94 out of 5 average rating, 101 reviewsJackies’s Jungle View Vacation Villa
Sep 27 – Oct 4
Home in Kissimmee
4.83 out of 5 average rating, 249 reviewsNew Home Next To Disney!
Nov 10 – 17
Home in Kissimmee
4.81 out of 5 average rating, 126 reviewsBeautiful private home with pool and lake
Oct 19 – 26
Home in Kissimmee
4.82 out of 5 average rating, 121 reviewsNice house, private community, with pool
Feb 27 – Mar 6
Home in Davenport
4.95 out of 5 average rating, 161 reviewsDOLPHIN COVE NEAR DISNEY
Jan 21 – 28
Home in Kissimmee
4.92 out of 5 average rating, 125 reviewsSouth Facing Pool Home! 5 Miles from Disney
Jan 25 – Feb 1
Condo rentals with a pool
Condo in Kissimmee
4.84 out of 5 average rating, 105 reviewsOrlando Oasis-Refreshed luxe clean Villa by Disney
Aug 1 – 8
Condo in Kissimmee
4.79 out of 5 average rating, 154 reviewsMickey's Retreat
Sep 25 – Oct 2
Condo in Kissimmee
4.95 out of 5 average rating, 112 reviewsCheery 2BR Condo w/zero entry pool near Disney
Oct 25 – Nov 1
Condo in Kissimmee
4.94 out of 5 average rating, 186 reviewsLakeview Escape close to Disney&retail therapy
Oct 30 – Nov 6
Condo in Kissimmee
4.99 out of 5 average rating, 155 reviewsBright, Airy Home near Disney and Attractions
Nov 18 – 25
Condo in Kissimmee
4.96 out of 5 average rating, 155 reviewsWelcome to our Son Shine condo ....
May 31 – Jun 7
Condo in Kissimmee
4.91 out of 5 average rating, 209 reviewsMinutes To Disney World - Sparkling Clean Condo
Sep 27 – Oct 4
Condo in Kissimmee
4.92 out of 5 average rating, 264 reviewsBeautiful Beach Style Condo minutes from Disney
Nov 15 – 22
Home rentals with a private pool
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
Jan 31 – Feb 7
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
Jan 28 – Feb 4
Home in Davenport
4.97 out of 5 average rating, 98 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
Apr 6 – 13
Villa in Kissimmee
4.79 out of 5 average rating, 224 reviewsVisit Disney World from a Sunny Home with a Pool
Mar 16 – 23
Home in Davenport
4.61 out of 5 average rating, 23 reviewsSolterra Resort 7br Family Home Pool Near Disney
Aug 6 – 13
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
Oct 5 – 12
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
Aug 14 – 21
Townhouse in Davenport
4.64 out of 5 average rating, 121 reviewsModern Oasis Villa W/ Private Pool & Pool Table
May 12 – 19
Quick stats about vacation rentals with a pool in Kissimmee
Total rentals
6.6K properties
Rentals with dedicated workspaces
3.2K properties have a dedicated workspace
Pet-friendly rentals
920 properties allow pets
Family-friendly rentals
5.9K properties are a good fit for families
Total number of reviews
188K reviews
Nightly prices starting at
$20 before taxes and fees
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