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
4.88 out of 5 average rating, 108 reviews°o° Comfy Disney Area & Theme Parks Pvt Pool! 5240
Aug 24 – 29
Home in Kissimmee
4.97 out of 5 average rating, 111 reviewsMagical home! 15 minutes from all parks!
Feb 8 – 15
Home in Kissimmee
4.9 out of 5 average rating, 294 reviewsFamily Home minutes from Disney!
Aug 2 – 9
Home in Kissimmee
4.84 out of 5 average rating, 205 reviews3 bedroom Villa in Kissimmee
Jun 28 – Jul 5
Home in Davenport
4.87 out of 5 average rating, 135 reviewsInsta-worthy getaway near Disney w/ free parking!💎
Sep 27 – Oct 4
Home in Kissimmee
4.81 out of 5 average rating, 102 reviewsPool House in Kissimmee
Aug 9 – 16
Home in Kissimmee
4.8 out of 5 average rating, 167 reviews4 Bedroom House Heated Pool 20 min From All Parks
Aug 2 – 9
Home in Kissimmee
4.83 out of 5 average rating, 246 reviewsNew Home Next To Disney!
Sep 21 – 28
Condo rentals with a pool
Condo in Kissimmee
4.84 out of 5 average rating, 249 reviewsLake View Family Condo Disney Universal Orlando
May 13 – 20
Condo in Kissimmee
4.9 out of 5 average rating, 179 reviewsPerfect Condo | Pool & Tiki Bar | 15 min. Disney
May 23 – 30
Condo in Kissimmee
4.95 out of 5 average rating, 177 reviewsBRAND NEW CONDO- 2 BR 2 Bath-Great location!
May 16 – 23
Condo in Kissimmee
4.94 out of 5 average rating, 186 reviewsLakeview Escape close to Disney&retail therapy
Oct 3 – 10
Condo in Kissimmee
4.96 out of 5 average rating, 154 reviewsWelcome to our Son Shine condo ....
Aug 27 – Sep 3
Condo in Kissimmee
4.91 out of 5 average rating, 110 reviewsModern Storey Lake Resort Disney Orlando 3171-206
Sep 30 – Oct 7
Condo in Kissimmee
4.98 out of 5 average rating, 163 reviewsRemodeled, Stylish and Affordable Close to Disney
Dec 2 – 9
Condo in Kissimmee
4.86 out of 5 average rating, 160 reviewsBeautiful Resort-Style Condo with Waterpark!
Aug 18 – 25
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
Nov 3 – 10
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
Mar 16 – 23
Home in Davenport
4.97 out of 5 average rating, 97 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
Mar 22 – 29
Villa in Kissimmee
4.79 out of 5 average rating, 223 reviewsVisit Disney World from a Sunny Home with a Pool
Dec 9 – 16
Home in Davenport
4.61 out of 5 average rating, 23 reviewsSolterra Resort 7br Family Home Pool Near Disney
Nov 14 – 21
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
Jun 21 – 28
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
Oct 26 – Nov 2
Home in Kissimmee
New place to stay4br 3ba Disney Retreat | Kissimmee Vacation Home
Sep 25 – Oct 2
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
ﺩ.ﺇ73 before taxes and fees
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