A pathway through a park with Spanish moss hanging from trees and a body of water in the background.

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Check availability on Kissimmee Hotels with a Pool

Our top choices for Kissimmee hotels with a pool

A covered porch with wooden chairs and a ceiling fan.

1. Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (148 reviews)
"I stayed in the Steel Room, wonderful. Enjoyed visiting with the owner, learning about the house, as well as the plants surrounding it. What a comfortable and pleasant stay."
United States
john
The price is AED 590
AED 670 total
includes taxes & fees
15 Nov - 16 Nov
Kapp and Kappy B&B
A swimming pool with lounge chairs and umbrellas, surrounded by a building with a balcony.

2. Park Royal Orlando managed by Accor

Park Royal Orlando managed by Accor
2.5 star property
Kissimmee
8.4 out of 10, Very good, (1,018 reviews)
"Nice place,,, Clean room,,, everything was ok,,, and good location,,, thanks for everything!"
United States
Ivelisse
The price is AED 273
AED 310 total
includes taxes & fees
16 Nov - 17 Nov
Park Royal Orlando managed by Accor
A bathroom with a granite countertop sink, a mirror, a toilet, and a shower area.

3. Apollo Inn

Apollo Inn
2.0 star property
Kissimmee
7.0 out of 10, Good, (35 reviews)
"Very clean, newly renovated and in a good location."
United States
Kristian
The price is AED 220
AED 250 total
includes taxes & fees
16 Nov - 17 Nov
Apollo Inn
A pool area with a water feature, outdoor seating, and a building in the background.

4. Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (1,699 reviews)
"Great stay"
United States
Peterjohn
The price is AED 434
AED 493 total
includes taxes & fees
18 Nov - 19 Nov
Embassy Suites by Hilton Orlando Lake Buena Vista South
A rectangular pool with a tiled deck, lounge chairs, umbrellas, and a fence.

5. Hampton Inn Kissimmee North

Hampton Inn Kissimmee North
2.5 star property
Kissimmee
9.6 out of 10, Exceptional, (863 reviews)
"Fantastic staff!"
United States
Robert
The price is AED 403
AED 457 total
includes taxes & fees
13 Dec - 14 Dec
Hampton Inn Kissimmee North
An outdoor pool area with a covered patio, seating arrangements, and a view of the pool.

6. Quality Inn & Suites Heritage Park

Quality Inn & Suites Heritage Park
2.5 star property
Kissimmee
8.2 out of 10, Very good, (1,295 reviews)
"Clean room grate parking grate staff"
United States
Juan
The price is AED 225
AED 255 total
includes taxes & fees
7 Dec - 8 Dec
Quality Inn & Suites Heritage Park
A pool area with lounge chairs and umbrellas, surrounded by a fence and buildings.

7. Villas at Fortune Place

Villas at Fortune Place
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (285 reviews)
"Love it nice place to stay"
United States
iris
The price is AED 278
AED 349 total
includes taxes & fees
13 Dec - 14 Dec
Villas at Fortune Place
A swimming pool with red umbrellas, lounge chairs, and a poolside table.

8. Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort

Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort
2.0 star property
Kissimmee
9.0 out of 10, Wonderful, (4,108 reviews)
"great stay"
United States
Viridiana
The price is AED 170
AED 193 total
includes taxes & fees
16 Nov - 17 Nov
Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort
A pool area with lounge chairs and palm trees.

9. SpringHill Suites by Marriott Orlando Lake Buena Vista South

SpringHill Suites by Marriott Orlando Lake Buena Vista South
3.0 star property
Kissimmee
8.8 out of 10, Excellent, (1,413 reviews)
"Location and room was perfect for me and my family."
United States
Esther
The price is AED 291
AED 330 total
includes taxes & fees
15 Nov - 16 Nov
SpringHill Suites by Marriott Orlando Lake Buena Vista South
A hotel pool area with a water slide, palm trees, and a bridge.

10. Radisson Hotel Orlando Lake Buena Vista South

Radisson Hotel Orlando Lake Buena Vista South
3.5 star property
Kissimmee
8.8 out of 10, Excellent, (3,761 reviews)
"clean room, helpful staff, and great breakfast."
United States
Wilfredo
The price is AED 159
AED 263 total
includes taxes & fees
19 Nov - 20 Nov
Radisson Hotel Orlando Lake Buena Vista South
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a stone wall.

11. Fairfield Inn and Suites Orlando Kissimmee Celebration

Fairfield Inn and Suites Orlando Kissimmee Celebration
3.0 star property
Kissimmee
8.8 out of 10, Excellent, (1,001 reviews)
"Clean, friendly staff, breakfast and convenient parking."
United States
Kendra
The price is AED 316
AED 359 total
includes taxes & fees
23 Nov - 24 Nov
Fairfield Inn and Suites Orlando Kissimmee Celebration
A swimming pool with a sign detailing pool rules, including no diving and a depth of 6 feet 6 inches.

12. Magic Key (No Resort Fee)

Magic Key (No Resort Fee)
2.5 star property
Kissimmee
8.4 out of 10, Very good, (1,115 reviews)
"Parking, location, clean room"
United States
sophia lorene
The price is AED 186
AED 211 total
includes taxes & fees
19 Nov - 20 Nov
Magic Key (No Resort Fee)
A hot tub surrounded by a pool, outdoor seating, and palm trees.

13. Best Western Plus Orlando Lake Buena Vista South Inn & Suites

Best Western Plus Orlando Lake Buena Vista South Inn & Suites
3.0 star property
Kissimmee
8.2 out of 10, Very good, (1,530 reviews)
"Very nice hotel"
United States
ANASTASIA
The price is AED 235
AED 308 total
includes taxes & fees
16 Nov - 17 Nov
Best Western Plus Orlando Lake Buena Vista South Inn & Suites
A poolside area with a lounge chair, a small table, and a covered seating area.

14. Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG
3.0 star property
Kissimmee
8.4 out of 10, Very good, (3,062 reviews)
"Excellent location"
United States
Edna
The price is AED 202
AED 396 total
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
A swimming pool with clear water, surrounded by a white fence and shaded by several white umbrellas.

15. Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
Kissimmee
8.4 out of 10, Very good, (5,376 reviews)
"Excellent staff, excellent breakfast, and beautiful grounds. Loved it so much, my grandmother and I extended our stay. Definitely the best vacation we’ve had in years!"
United States
Brishanna
The price is AED 77
AED 213 total
includes taxes & fees
29 Nov - 30 Nov
Palazzo Lakeside Hotel
A water park with a large water slide, pool areas, and lounge chairs.

16. Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (1,789 reviews)
"Wonderful hotel."
United States
RUBBY GARCIA
The price is AED 1,135
AED 1,489 total
includes taxes & fees
29 Nov - 30 Nov
Gaylord Palms Resort & Convention Center
A swimming pool with a water fountain, surrounded by palm trees and a building with a red roof.

17. Star Island Resort and Club

Star Island Resort and Club
3.5 star property
Kissimmee
8.4 out of 10, Very good, (1,505 reviews)
"Really nice hotel"
United Kingdom
Michelle
The price is AED 299
AED 402 total
includes taxes & fees
13 Dec - 14 Dec
Star Island Resort and Club
A multi-story hotel with a swimming pool surrounded by palm trees and greenery.

18. Comfort Suites Maingate East

Comfort Suites Maingate East
3.0 star property
Kissimmee
8.4 out of 10, Very good, (2,617 reviews)
"We loved our stay at the Kenmore, the hotel is beautiful and so close to the beach"
Canada
Maria
The price is AED 291
AED 330 total
includes taxes & fees
6 Dec - 7 Dec
Comfort Suites Maingate East
A hotel room with two beds, a desk, a chair, a mirror, and a small kitchenette.

19. Oak Ridge Inn

Oak Ridge Inn
Kissimmee
8.0 out of 10, Very good, (39 reviews)
"15 minutes to Ave Maria University. Clean affordable stay. Shared bathroom a little inconvenient. Very happy with our stay."
United States
Andrew
The price is AED 208
AED 236 total
includes taxes & fees
16 Nov - 17 Nov
Oak Ridge Inn
A swimming pool with a 7 ft 6 in depth, surrounded by a white fence, with a building featuring balconies and palm trees in the background.

20. A & S Vacation Rooms

A & S Vacation Rooms
2.0 star property
Kissimmee
8.8 out of 10, Excellent, (159 reviews)
"I’m definitely returning! I thoroughly enjoyed my stay with you all. ."
United States
Marisol
The price is AED 140
AED 367 total
includes taxes & fees
23 Nov - 24 Nov
A & S Vacation Rooms
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Kissimmee

Breakfast included
Hot tub

Hotels with pools and free breakfast in Kissimmee

A water play area with wooden structures and a large water fountain.
Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (1789)
The price is AED 1,135
AED 1,489 total
includes taxes & fees
29 Nov - 30 Nov
Gaylord Palms Resort & Convention Center
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Hotels with pools and hot tubs in Kissimmee

A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.
Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (1699)
The price is AED 434
AED 493 total
includes taxes & fees
18 Nov - 19 Nov
Embassy Suites by Hilton Orlando Lake Buena Vista South
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Hotels with pools and waterparks in Kissimmee

A water play area with wooden structures and a large water fountain.
Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (1789)
The price is AED 1,135
AED 1,489 total
includes taxes & fees
29 Nov - 30 Nov
Gaylord Palms Resort & Convention Center
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Kissimmee Hotel Reviews

Galleria Palms Hotel

Galleria Palms Hotel

10/10 Excellent
"Loved it"
Jose 1-night trip
Posted less than an hour ago
Galleria Palms Hotel

Frequently asked questions

What's it like visiting Kissimmee?
If taking it easy by the pool is your idea of a great vacation, you may want to consider family-friendly Kissimmee, which has 680 places to stay with pools. During your trip, you can explore sights such as Disney Springs™ and ESPN Wide World of Sports Complex, and then relax poolside at one of the accommodations in Kissimmee that guests like for their pools.
What are some accommodations with pools in Kissimmee?
Margaritaville Resort Orlando with H2O Waterpark: Resort located near Walt Disney World® Resort. Features free water-park access, 3 outdoor pools, and a lazy river. Seasons Florida Resort: Hotel located near Old Town. Offers free self parking, an outdoor pool, and complimentary wireless internet access. Galleria Palms Hotel: Hotel located near Walt Disney World® Resort. Provides daily, an outdoor pool, and free self parking. Delta Hotels by Marriott Orlando Celebration: Hotel located near Old Town. Features 4 restaurants, 2 outdoor pools, and 2 bars. Encore Resort and Water Park at Reunion by Rentyl: Resort located near Reunion Resort Golf Course. Offers a children's pool, an outdoor pool, and free water-park access.
How many pool hotels will I be able to find in Kissimmee?
Expedia's 680 hotels in Kissimmee give you a great choice for your poolside getaway.
What is there to see and do in Kissimmee?
Explore places like Walt Disney World® Resort, Disney's Animal Kingdom® Theme Park, and Old Town while you're in Kissimmee. Make a point to visit attractions like Give Kids the World Village and Fun Spot America. Kissimmee appeals to visitors with its array of dining options, lively festivals, and fun-filled attractions.
When is the best time to book a hotel with a pool in Kissimmee?
You may want to consider a place to stay that offers an outdoor swimming pool if you'll be visiting Kissimmee in the driest months of December, February, or November when the average rainfall is 2 inches. Lodging with an indoor pool may be the way to go if you are visiting during the rainiest months of August, July, and September when the average rainfall is 8 inches.
What's the best way to travel around Kissimmee?
Knowing the transportation options in Kissimmee can help you enjoy the area beyond your hotel pool. Nearby metro stations include Tupperware Station and Poinciana Station. To venture out into the surrounding area, ride aboard one of the trains from Kissimmee Station.