![](https://images.contentstack.io/v3/assets/blt00454ccee8f8fe6b/blt6f4a650c6d4c40f9/5fd42da8bed5bf30e30c66eb/UK_Kissimmee_US_Header.jpg)
Holiday 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.
Holiday 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
![](https://a0.muscache.com/im/pictures/25b308d1-0800-4afa-bcc5-3cf515053fba.jpg?im_w=720)
Home in Davenport
4.98 out of 5 average rating, 108 reviewsSunset Villa
![](https://a0.muscache.com/im/pictures/miso/Hosting-659272327405802920/original/723506ce-f64d-462a-b82a-2d7fd6e5e70d.png?im_w=720)
Home in Kissimmee
4.88 out of 5 average rating, 117 reviewsNo Airbnb Fee! Thematic Rooms Pvt Pool °o° Area #2
![](https://a0.muscache.com/im/pictures/279517ef-95f3-4f63-abf7-5457cbdb0e88.jpg?im_w=720)
Home in Kissimmee
4.94 out of 5 average rating, 176 reviewsTito's Beachy Townhouse, 1.5 miles from Disney
![](https://a0.muscache.com/im/pictures/e745edb7-979e-4a47-89eb-5576ada328e1.jpg?im_w=720)
Home in Kissimmee
4.91 out of 5 average rating, 298 reviewsFamily Home minutes from Disney!
![](https://a0.muscache.com/im/pictures/miso/Hosting-54054175/original/76d0ea3c-d69e-4163-a2f4-990dfb9a50ea.jpeg?im_w=720)
Home in Kissimmee
4.83 out of 5 average rating, 127 reviewsAgradable casa, en comunidad privada, con piscina
![](https://a0.muscache.com/im/pictures/miso/Hosting-12907015/original/136df630-0177-43f4-95b8-4488d4f82936.jpeg?im_w=720)
Home in Kissimmee
4.82 out of 5 average rating, 163 reviews*Magical Ears Villa* Dog friendly w/Pool by Disney
![](https://a0.muscache.com/im/pictures/90759f2f-0845-4dbd-b54f-540ea70acd88.jpg?im_w=720)
Home in Kissimmee
4.9 out of 5 average rating, 118 reviewsPrivate pool home close to Disney
![](https://a0.muscache.com/im/pictures/5f156646-6b38-482c-9be8-0cc2845b80bc.jpg?im_w=720)
Home in Kissimmee
4.83 out of 5 average rating, 256 reviewsNew Home Next To Disney!
Apartment rentals with a pool
![](https://a0.muscache.com/im/pictures/2271730a-324d-4b59-8fe6-fb75a22e62ab.jpg?im_w=720)
Apartment in Kissimmee
4.84 out of 5 average rating, 106 reviewsOrlando Oasis-Refreshed luxe clean Villa by Disney
![](https://a0.muscache.com/im/pictures/miso/Hosting-43509213/original/798a24d3-03a7-4b36-8092-7a56190e1b41.jpeg?im_w=720)
Apartment in Kissimmee
4.78 out of 5 average rating, 156 reviewsMickey's Retreat
![](https://a0.muscache.com/im/pictures/d446b28c-e83a-41f2-b37a-6c67a301cefc.jpg?im_w=720)
Apartment in Kissimmee
4.94 out of 5 average rating, 191 reviewsLakeview Escape close to Disney&retail therapy
![](https://a0.muscache.com/im/pictures/20a5f70a-7811-4c61-8003-5fadda522c54.jpg?im_w=720)
Apartment in Kissimmee
4.95 out of 5 average rating, 101 reviewsLovely well-furnished. See fireworks from balcony!
![](https://a0.muscache.com/im/pictures/cc076364-2bff-4609-bd46-be275ffa17bd.jpg?im_w=720)
Apartment in Kissimmee
4.91 out of 5 average rating, 215 reviewsMinutes To Disney World - Sparkling Clean Condo
![](https://a0.muscache.com/im/pictures/acf3f7d3-4e05-4898-b563-d8996496450e.jpg?im_w=720)
Apartment in Kissimmee
4.97 out of 5 average rating, 165 reviewsRemodeled, Stylish and Affordable Close to Disney
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6NDM0NjQ2NTg%3D/original/2c597b30-b9a9-43b1-a954-9be90950c9cc.jpeg?im_w=720)
Apartment in Kissimmee
4.83 out of 5 average rating, 248 reviewsSunshine! Swimming Pool! Golf! Close To Disney!
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MTQxMjEwNzg%3D/original/9027a6d2-f5b3-4031-8cbd-d12c94adca62.jpeg?im_w=720)
Apartment in Kissimmee
4.92 out of 5 average rating, 195 reviewsResort Condo near Disney* 2BR+Loft* 5 pools! Fun*
Home rentals with a private pool
![](https://a0.muscache.com/im/pictures/c087f51c-66ce-45b5-8c4e-302b1e8c5965.jpg?im_w=720)
Townhouse in Kissimmee
4.82 out of 5 average rating, 196 reviewsBeach House with Private Pool and Clubhouse near Disney
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-24780456/original/a86be43f-8051-4f22-be83-deaa6d72e23a.jpeg?im_w=720)
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
![](https://a0.muscache.com/im/pictures/airflow/Hosting-33326591/original/ee4058ce-a897-4861-917b-d2096167140d.jpg?im_w=720)
Home in Davenport
4.97 out of 5 average rating, 98 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-963613729037081843/original/1d1cee06-da1b-4f6c-a345-9be1d280841f.jpeg?im_w=720)
Villa in Kissimmee
5 out of 5 average rating, 14 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
![](https://a0.muscache.com/im/pictures/73da6801-f265-4b10-bd93-eba687d8c17a.jpg?im_w=720)
Villa in Kissimmee
4.79 out of 5 average rating, 228 reviewsVisit Disney World from a Sunny Home with a Pool
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-52181703/original/40e74006-5dc7-4e08-8826-000c0dcf7425.jpeg?im_w=720)
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-34080626/original/ac233a75-6b15-4b5a-a3bd-50d6d80b10c5.jpeg?im_w=720)
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-31543346/original/ca57a712-91a7-4029-bf1c-d5f9662916fa.jpeg?im_w=720)
Townhouse in Davenport
4.64 out of 5 average rating, 121 reviewsModern Oasis Villa W/ Private Pool & Pool Table
Quick stats about holiday rentals with a pool in Kissimmee
Total rentals
6.6T properties
Rentals with dedicated workspaces
3.2T properties have a dedicated workspace
Pet-friendly rentals
920 properties allow pets
Family-friendly rentals
5.9T properties are a good fit for families
Total number of reviews
1.9L reviews
Nightly prices starting at
â‚ą1,671 before taxes and fees
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