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.
Condo in Kissimmee
4.94 out of 5 average rating, 180 reviewsLakeview escape close to Disney&retail therapy
Our condominium is located at resort-style community ( with FREE parking, No resort FEES) with a beautiful clubhouse featuring a game room, gathering rooms, fitness center and outside, a tranquil free-form heated pool with plenty of deck chairs for all the vacationers. This resort also features a second pool, golf cage, tennis, basketball and volleyball courts, a playground, carwash area, picnic pavilions and grills, and scenic walking trails around landscaped wooded areas, fountains and ponds.
Sep 18 – 25
Cottage in Kissimmee
4.98 out of 5 average rating, 134 reviewsRunaway Beach Club Private Patio:Disney, Universal
Welcome to our 2/2 PET FRIENDLY villa just 8 minutes to Disney! Nearby you will find Lake Buena Vista Outlets, Universal Studios, Disney Springs, Old Town, restaurants and more! Stay includes: Disney Costumes Wi-Fi Washer/Dryer Free Parking Access to shuttle to Disney 4 pools including kids area/Calypso Cay Pools withTiki Bar 24 HR Gym, Volleyball/Basketball Court Mini Putt Putt Kids items available upon request. Strollers, etc. Small Pet Fee added for fur friends with complimentary pet food.
Sep 11 – 18
Guest suite in Kissimmee
4.83 out of 5 average rating, 501 reviewsPrivate 2 bedroom w/bathrm in portion of POOL home
Hello travelers, we offer a portion of our home with a private entrance off the pool area. Your area has 2 bedrooms with queen beds and internet TVs and a private bathroom. The mini kitchen has a small refrigerator, a coffee maker, microwave and a bread toaster. Please note the pool is shared with my family and another set of travelers. We are happy to continue offering our apartment with a 5-star cleanliness rating. We offer our home to travelers only-we do not accept local reservations.
Dec 29 – Jan 5
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 Davenport
4.8 out of 5 average rating, 133 reviewsNew Listing : Sonja's Serenity home with pool
Jul 31 – Aug 7
Home in Kissimmee
4.83 out of 5 average rating, 241 reviewsNew Home Next To Disney!
Jul 31 – Aug 7
Home in Kissimmee
4.89 out of 5 average rating, 176 reviewsJacuzzi-3BR-HeatedRESORTpool,HBO,WiFi-7mlsDisney
Jun 2 – 9
Home in Davenport
4.86 out of 5 average rating, 117 reviewsDisney getaway
Oct 23 – 30
Home in Kissimmee
4.92 out of 5 average rating, 123 reviewsSouth Facing Pool Home! 5 Miles from Disney
May 10 – 17
Home in Kissimmee
4.83 out of 5 average rating, 113 reviewsNice house, private community, with pool
Sep 11 – 18
Home in Davenport
4.95 out of 5 average rating, 157 reviewsDOLPHIN COVE NEAR DISNEY
Sep 24 – Oct 1
Home in Clermont
4.86 out of 5 average rating, 125 reviewsOur Poolhome by the Mouse house with Game Room.
Sep 7 – 14
Home in Davenport
4.98 out of 5 average rating, 100 reviewsSunset Villa
Oct 26 – Nov 2
Home in Haines City
4.88 out of 5 average rating, 136 reviews3 Bedroom Executive with Private Pool near Disney
Oct 23 – 30
Home in Kissimmee
4.97 out of 5 average rating, 259 reviewsUpscale Contemporary Waterfront 3/2 Heated Pool
Oct 19 – 26
Home in Davenport
4.89 out of 5 average rating, 198 reviewsDisney Area Luxury Villa with Private Pool
Aug 22 – 29
Condo rentals with a pool
Condo in Davenport
4.85 out of 5 average rating, 259 reviewsNear Disney w POOL 3BR/2BA Tuscany-style -Sleeps 8
Sep 13 – 20
Condo in Kissimmee
4.96 out of 5 average rating, 138 reviewsClose To Disney! 3 Bedroom Condo in Windsor Palms
Aug 29 – Sep 5
Condo in Kissimmee
4.91 out of 5 average rating, 206 reviewsMinutes To Disney World - Sparkling Clean Condo
Dec 10 – 17
Condo in Kissimmee
4.95 out of 5 average rating, 155 reviewsAffordable condo 3 miles from Disney and Golf!
Aug 27 – Sep 3
Condo in Kissimmee
4.91 out of 5 average rating, 133 reviews54A DISNEY-STAR ISLAND-1 BR SLP 4-TENNIS/POOLS/SPA
Apr 26 – May 3
Condo in Kissimmee
4.78 out of 5 average rating, 147 reviewsMickey's Retreat
Oct 14 – 21
Condo in Kissimmee
4.94 out of 5 average rating, 105 reviewsCheery 2BR Condo w/zero entry pool near Disney
Sep 15 – 22
Condo in Kissimmee
4.86 out of 5 average rating, 257 reviewsCozy Chic Renovated 3/2 Condo- Near Disney World!
Sep 14 – 21
Condo in Kissimmee
4.79 out of 5 average rating, 170 reviewsWindsor Hills! Beautiful 2 bedroom apartment!
May 12 – 19
Condo in Kissimmee
4.83 out of 5 average rating, 133 reviewsContemporary apartment near Disney with WIFI
Jan 27 – Feb 3
Condo in Kissimmee
4.86 out of 5 average rating, 168 reviewsNice View Apartment Near Disney
Sep 9 – 16
Condo in Kissimmee
4.85 out of 5 average rating, 155 reviewsBeautiful Resort-Style Condo with Waterpark!
Nov 21 – 28
Home rentals with a private pool
Townhouse in Kissimmee
4.83 out of 5 average rating, 187 reviewsBeach House with Private Pool and Clubhouse near Disney
Nov 13 – 20
Townhouse in Kissimmee
4.89 out of 5 average rating, 126 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
Nov 16 – 23
Home in Davenport
4.97 out of 5 average rating, 96 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
Jun 18 – 25
Villa in Kissimmee
4.79 out of 5 average rating, 220 reviewsVisit Disney World from a Sunny Home with a Pool
May 14 – 21
Villa in Kissimmee
5.0 out of 5 average rating, 11 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
Feb 25 – Mar 4
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
Jul 31 – Aug 7
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
Aug 23 – 30
Home in Kissimmee
New place to stayPrivacy 4 Bed 3 Bath Pool Home with Spa
Jun 21 – 28
Villa in Four Corners
New place to stayChampions Gate Oasis: Private Pool & Arcade Fun!
Aug 29 – Sep 5
Home in Kissimmee
3.4 out of 5 average rating, 5 reviews6 Bedroom Home in Solara Resort
Oct 15 – 22
Home in Davenport
4.17 out of 5 average rating, 6 reviewsZoe & Zach's Golf Villa at Ella Mae
May 5 – 12
Home in Davenport
New Listing! 9056sh-The Retreat at Championsgate
Nov 27 – Dec 4
Quick stats about vacation rentals with a pool in Kissimmee
Total rentals | 6.8K properties |
---|---|
Rentals with dedicated workspaces | 3.5K properties have a dedicated workspace |
Pet-friendly rentals | 1K properties allow pets |
Family-friendly rentals | 6.1K properties are a good fit for families |
Total number of reviews | 180K reviews |
Nightly prices starting at | $20 before taxes and fees |
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