Find Hotels with a Pool in Kissimmee, FL

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Check availability on Kissimmee Hotels with a Pool

Tonight
Nov 23 - Nov 24
Tomorrow
Nov 24 - Nov 25
Next weekend
Nov 28 - Nov 30
In two weeks
Dec 5 - Dec 7

Top Kissimmee Hotels with a Pool

Royal Room, 2 Queen Beds, Pool View | Pool | Outdoor pool, a heated pool, open 9 AM to 9:00 PM, free cabanas
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

3.0 star property
Kissimmee
  • Outdoor pool
  • Pool loungers
8.4 out of 10, Very Good, (2650)
Splashing in the heated outdoor pool proves a highlight for families after Disney adventures. Kids delight in the playground, arcade, and bouncy castle while adults relax in free cabanas amid the thoughtfully designed recreational spaces.
The price is ￥3,935
￥9,791 total
includes taxes & fees
Dec 11 - Dec 12
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
3 outdoor pools, pool umbrellas
Silver Lake Resort

Silver Lake Resort

3.5 star property
Kissimmee
  • 3 outdoor pools
  • Poolside bar
  • Pool umbrellas
  • Hot tub
8.4 out of 10, Very Good, (1212)
Swimming options abound at this family-friendly resort featuring 3 outdoor pools and a children's pool with dedicated areas for all ages. After aquatic fun, guests can savor cold drinks from the poolside bar while relaxing under shady umbrellas.
The price is ￥10,059
￥14,968 total
includes taxes & fees
Nov 24 - Nov 25
Silver Lake Resort
Water park
Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South

3.5 star property
Kissimmee
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
8.8 out of 10, Excellent, (4220)
Aquatic adventures await at this vibrant retreat featuring a sprawling outdoor pool complex with a lazy river and exhilarating waterslide. Sun-seekers lounge on comfortable deck chairs while enjoying refreshments from the poolside bar, all within minutes of Orlando's famous attractions.
The price is ￥7,445
￥12,000 total
includes taxes & fees
Dec 15 - Dec 16
Red Lion Hotel Orlando Lake Buena Vista South
Outdoor pool, open 8 AM to 11 PM, pool umbrellas, sun loungers
Galleria Palms Hotel

Galleria Palms Hotel

2.5 star property
Kissimmee
  • Outdoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (3613)
Swimming enthusiasts revel in the pristine outdoor pool surrounded by comfortable loungers and protective umbrellas. Located near Disney's Animal Kingdom and ESPN Wide World of Sports Complex, this family-friendly hotel offers a complimentary theme park shuttle service.
Galleria Palms Hotel
Exterior
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

3.0 star property
Kissimmee
  • 2 outdoor pools
  • Pool loungers
8.0 out of 10, Very Good, (3920)
Sparkling pool waters beckon at this family-friendly Kissimmee hotel, where 2 outdoor pools provide refreshing escapes after Disney adventures. Mini golf, basketball courts, and an arcade room add to the recreational lineup, creating perfect vacation memories.
The price is ￥7,115
￥11,270 total
includes taxes & fees
Dec 8 - Dec 9
Ramada by Wyndham Kissimmee Gateway
Garden
Nobile Hotel Parkway at Celebration Orlando

Nobile Hotel Parkway at Celebration Orlando

2.5 star property
Kissimmee
  • Outdoor pool
  • Pool loungers
7.8 out of 10, Good, (1008)
The price is ￥4,926
￥10,384 total
includes taxes & fees
Dec 1 - Dec 2
Nobile Hotel Parkway at Celebration Orlando
Water park
Ramada by Wyndham Hotel & Water Park

Ramada by Wyndham Hotel & Water Park

3.0 star property
Kissimmee
  • Poolside bar
  • Pool loungers
  • Hot tub
7.2 out of 10, Good, (1576)
Families flock to the complimentary water park where waterslides, a lazy river, and children's pool create lasting memories. Beyond aquatic thrills, this hotel offers a fitness center, playground, poolside dining, and helpful staff ensuring relaxing getaways.
The price is ￥5,005
￥10,119 total
includes taxes & fees
Dec 16 - Dec 17
Ramada by Wyndham Hotel & Water Park
3 outdoor pools, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers
SpringHill Suites by Marriott Orlando Lake Buena Vista South

SpringHill Suites by Marriott Orlando Lake Buena Vista South

3.0 star property
Kissimmee
  • 3 outdoor pools
  • Poolside bar
  • Pool loungers
  • Near the beach
  • 2 hot tubs
8.8 out of 10, Excellent, (1259)
Splashing adventures await at the complimentary water park where 3 outdoor pools and exciting water slides create paradise for families. Beyond aquatic fun, guests discover mini golf, basketball courts, and convenient theme park shuttles.
The price is ￥12,388
￥14,061 total
includes taxes & fees
Dec 9 - Dec 10
SpringHill Suites by Marriott Orlando Lake Buena Vista South
Outdoor pool, open 9:00 AM to 9:00 PM, sun loungers
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3.0 star property
Kissimmee
  • Outdoor pool
  • Pool loungers
8.2 out of 10, Very Good, (5154)
Sparkling blue waters beckon from the outdoor pool, surrounded by comfortable loungers for all-day relaxation. Guests appreciate hammock-dotted grounds, pristine lake views, and proximity to attractions. A game room and continental breakfast complete the experience.
Palazzo Lakeside Hotel
Outdoor pool
Seasons Florida Resort

Seasons Florida Resort

2.0 star property
Kissimmee
  • Outdoor pool
8.8 out of 10, Excellent, (3247)
Soak in the warm, clean outdoor pool surrounded by well-maintained grounds after exciting park adventures. Located near Disney Springs and Epcot, this recently renovated retreat offers peaceful accommodations with premium bedding.
The price is ￥9,123
￥10,354 total
includes taxes & fees
Nov 24 - Nov 25
Seasons Florida Resort
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

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

10/10 Excellent
"Rooms are good and spacious. Able to accommodate room changes for better view. Happy with vacation."
sridhar 7-night trip
Posted 2 days ago
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

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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 679 places to stay with pools. During your trip, you can explore sights such as Disney Springs™ and Epcot®, 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: Resort located near Disney's Animal Kingdom® Theme Park. Features free water-park access, 3 outdoor pools, and a lazy river. Holiday Inn Resort Kissimmee by the Parks by IHG: Hotel located near Walt Disney World® Resort. Offers 2 outdoor pools, a children's pool, and a snack bar/deli. Red Lion Hotel Orlando Lake Buena Vista South: Hotel located near Old Town. Provides a lazy river, an outdoor pool, and 2 restaurants. Delta Hotels by Marriott Orlando Celebration: Hotel located near Old Town. Features 4 restaurants, 2 outdoor pools, and 2 bars. Palazzo Lakeside Hotel: Hotel located near Old Town. Offers daily, a pool, and complimentary wireless internet access.
How many pool hotels will I be able to find in Kissimmee?
Expedia's 679 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.