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

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
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Oct 2 - Oct 4

Our top choices for Kissimmee hotels with a pool

A swimming pool with red umbrellas, lounge chairs, and a poolside table.
A hotel room with a bed, a sofa, a coffee table, a TV, and a desk with a computer.
An outdoor seating area with wicker furniture, a central wooden table, and a red brick wall with potted plants.
A hotel bathroom with a sink, mirror, towel rack, toilet, and shower.

1. Seasons Florida Resort

Seasons Florida Resort
Kissimmee
  • Enjoy a sparkling heated pool oasis just minutes from theme parks at this Orlando haven with friendly staff and comfort.
₩48,750
₩55,332 total
includes taxes & fees
Sep 23 - Sep 24
Seasons Florida Resort
A pool area with a water feature, outdoor seating, and a building in the background.
A spacious lobby with a reception desk, seating area, and a decorative flower arrangement.
An outdoor dining area with round tables covered in foliage, surrounded by chairs, and a stone wall with plants.
A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.

2. Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
Kissimmee
  • Make a splash at this sun-drenched resort pool oasis with hot tub and poolside refreshments.
₩123,518
₩140,193 total
includes taxes & fees
Oct 18 - Oct 19
Embassy Suites by Hilton Orlando Lake Buena Vista South
A pool area with a chandelier, a statue, and a view of the outside.
A modern hotel with a central pool area featuring a red boat and palm trees.
A spa entrance with a wooden facade, a sign indicating a sauna, and a patterned metal partition.
A resort pool area with a winding pool design, lounge chairs, and palm trees.

3. Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
Kissimmee
  • Splash down the waterslide or bask poolside at this modern family resort with two hot tubs.
₩54,511
₩123,334 total
includes taxes & fees
Sep 30 - Oct 1
Kompose Boutique Resort at Theme Parks
A swimming pool with clear water, surrounded by a white fence and shaded by several white umbrellas.
A modern kitchen with white countertops, stainless steel appliances, and hanging plants.
A hotel with a modern design, featuring multiple floors and a reflective pool in front.
A modern interior with a white spiral staircase, a large Christmas tree, and a dining area with white furniture.

4. Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
Kissimmee
  • Splash into lakeside bliss with an inviting outdoor pool surrounded by sun loungers and scenic views.
₩32,757
₩83,942 total
includes taxes & fees
Sep 23 - Sep 24
Palazzo Lakeside Hotel
A swimming pool with a fenced deck, surrounded by palm trees and a children's play area.
A modern living room with a large flat-screen TV, a white sofa, and a coffee table.
A modern interior with a gift shop, seating area, and a reception desk.
A theme park with various rides and attractions, including a large Woody character statue.

5. Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Kissimmee
  • Splash into family fun at this sun-drenched resort where poolside luxury meets kid-friendly adventure.
₩53,576
₩107,571 total
includes taxes & fees
Sep 29 - Sep 30
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
An aerial view of a swimming pool with lounge chairs and a small waterfall feature.
A dining area with wooden tables and chairs, a reception desk, and a television screen.
A bathroom with a toilet, two sinks, a mirror, and a towel rack with towels.
A hotel with a pool, outdoor seating, and a sign for 'Galleria'.

6. Galleria Palms Hotel

Galleria Palms Hotel
Kissimmee
  • Float away in this family-friendly retreat with a sun-drenched pool just minutes from Disney parks.
₩80,776
₩122,069 total
includes taxes & fees
Sep 30 - Oct 1
Galleria Palms Hotel
A pool area with a gazebo, palm trees, and a building in the background.
A registration desk with a red and black counter, a large potted plant, and a mural on the wall.
A hotel entrance with a pool, palm trees, and a fountain.
A spacious food court with multiple counters, hanging lights, and a central decorative feature.

7. Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
Kissimmee
  • Dive into twin outdoor pools with sun loungers and umbrellas at this Kissimmee retreat near Disney parks.
₩72,122
₩109,924 total
includes taxes & fees
Oct 12 - Oct 13
Ramada by Wyndham Kissimmee Gateway
A swimming pool with lounge chairs and umbrellas, surrounded by a brick patio.
A spacious lobby with a high ceiling, wooden beams, and a central round table surrounded by chairs. There are potted plants, a reception desk, and a wall with a welcome sign.
A resort with a thatched-roof pavilion, a large decorative vase, and tropical plants.
A spacious lobby with a high ceiling, two exits, and comfortable seating areas with tables and chairs.

8. Hilton Vacation Club Polynesian Isles Kissimmee

Hilton Vacation Club Polynesian Isles Kissimmee
Kissimmee
  • Take a plunge in the pool paradise with sun loungers at this family-friendly Kissimmee retreat.
₩127,347
₩175,722 total
includes taxes & fees
Sep 30 - Oct 1
Hilton Vacation Club Polynesian Isles Kissimmee
A swimming pool with a blue slide, surrounded by palm trees and a fenced area.
A restaurant with a mural of a beach scene, wooden tables and chairs, and a bar area with bottles.
A hotel room with a flat-screen TV, a desk with a lamp, a chair, a sofa, and a sliding glass door leading to a balcony.
A Radisson hotel with a modern facade, palm trees, and a parking lot.

9. Radisson Hotel Orlando Lake Buena Vista South

Radisson Hotel Orlando Lake Buena Vista South
Kissimmee
  • Splash into aquatic paradise at this family-friendly hotel with a waterslide, lazy river, and poolside cocktails.
₩59,288
₩98,476 total
includes taxes & fees
Sep 29 - Sep 30
Radisson Hotel Orlando Lake Buena Vista South
A hotel with a central pool area, multiple water slides, and a surrounding pool.
A gym with treadmills, exercise bikes, and weight machines.
An outdoor patio area with seating and a restaurant sign.
A covered outdoor area with columns, potted plants, and a sign for Villa Italiana Chophouse.

10. Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
Kissimmee
  • Dive into Florida's most refreshing family escape with 14 sun-splashed pools and a vibrant water park.
₩116,680
₩179,194 total
includes taxes & fees
Sep 24 - Sep 25
Westgate Vacation Villas Resort
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Choose what matters most at hotels with a pool in Kissimmee

Breakfast included
Hot tub
Water park
4 stars
Spa

Hotels with pools and free breakfast in Kissimmee

A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.
A spacious lobby with a reception desk, seating area, and a decorative flower arrangement.
An outdoor dining area with round tables covered in foliage, surrounded by chairs, and a stone wall with plants.
A spacious lobby with a leather sofa, a bar area with stools, and a seating area with tables and chairs.

Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
Kissimmee
₩123,518
₩140,193 total
includes taxes & fees
Oct 18 - Oct 19
Embassy Suites by Hilton Orlando Lake Buena Vista South
A Hampton Inn hotel with a modern design, featuring a clear entrance, a flag, and a well-lit exterior.
A snack aisle with a variety of packaged goods and a 'Treats' sign on the wall.
A hotel room with a large bed, a desk, a chair, a window with blinds, a wall-mounted TV, and a painting.
A hotel reception desk with a 'Welcome to the Sun Shine State' sign, a reception area, and a bookshelf with various items.

Hampton Inn Kissimmee North

Hampton Inn Kissimmee North
Kissimmee
₩145,315
₩164,932 total
includes taxes & fees
Sep 29 - Sep 30
Hampton Inn Kissimmee North
A hotel with a central entrance, palm trees, and a clear sky.
A multi-story hotel with a swimming pool surrounded by palm trees and greenery.
A hotel lobby with seating areas, a reception desk, and a Coca-Cola refrigerator.
A hotel room with a bed, a sofa, a coffee table, and a desk. There are three framed pictures on the wall.

Comfort Suites Maingate East

Comfort Suites Maingate East
Kissimmee
₩97,811
₩111,015 total
includes taxes & fees
Oct 18 - Oct 19
Comfort Suites Maingate East
A living room with patterned chairs, a red sofa, a wooden coffee table, and a decorative wall piece.
A hotel room with two beds, a desk with a TV, a chair, and a window with curtains.
A restaurant with multiple tables and chairs, a kitchen area, and a large window providing a view of the outside.
A hotel reception area with a wooden reception desk, a seating area with patterned chairs, and a staircase leading to an upper level.

Quality Inn & Suites Heritage Park

Quality Inn & Suites Heritage Park
Kissimmee
₩81,326
₩92,304 total
includes taxes & fees
Oct 12 - Oct 13
Quality Inn & Suites Heritage Park
A modern living room with a large flat-screen TV, a white sofa, and a coffee table.
A modern interior with a gift shop, seating area, and a reception desk.
A modern hotel lobby with a spacious layout, a central seating area, and large windows offering a view of the cityscape.
A modern living room with a sofa, coffee table, and a kitchen area in the background.

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Kissimmee
₩53,576
₩107,571 total
includes taxes & fees
Sep 29 - Sep 30
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
A pool area with lounge chairs and palm trees.
A spacious lobby with a curved red sofa, round wooden coffee tables, and a variety of seating options including chairs and armchairs.
A hotel with a prominent entrance, a flag, and palm trees.
A hotel room with a teal sofa, a small table, a standing chair, a TV, a framed abstract art piece, and a window with curtains.

SpringHill Suites by Marriott Orlando Lake Buena Vista South

SpringHill Suites by Marriott Orlando Lake Buena Vista South
Kissimmee
₩104,445
₩118,545 total
includes taxes & fees
Oct 4 - Oct 5
SpringHill Suites by Marriott Orlando Lake Buena Vista South
A water play area with wooden structures and a large water fountain.
An indoor venue with a glass ceiling, rows of white chairs, and floral decorations.
A multi-level atrium with a glass ceiling, palm trees, and a wooden deck.
A large, multi-story hotel with a central courtyard, palm trees, and illuminated signage.

Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center
Kissimmee
₩344,949
₩465,754 total
includes taxes & fees
Sep 26 - Sep 27
Gaylord Palms Resort & Convention Center
A hotel room with a large bed, a smaller bed, a desk, and a chair. There is a decorative item on the bed and a rug on the floor.
A modern kitchen with white countertops, stainless steel appliances, and hanging plants.
A hotel with a modern design, featuring multiple floors and a reflective pool in front.
A modern interior with a white spiral staircase, a large Christmas tree, and a dining area with white furniture.

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
Kissimmee
₩32,757
₩83,942 total
includes taxes & fees
Sep 23 - Sep 24
Palazzo Lakeside Hotel
A resort pool area with a small gazebo, lounge chairs, and umbrellas.
A covered outdoor seating area with a bar, surrounded by tropical plants and a clear blue sky.
A swimming pool with a red lighthouse, palm trees, and a building with balconies.
A modern hotel room with a desk, office chair, sofa, and a colorful striped rug.

Holiday Inn Express & Suites S Lake Buena Vista by IHG

Holiday Inn Express & Suites S Lake Buena Vista by IHG
Kissimmee
₩92,041
₩143,454 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Express & Suites S Lake Buena Vista by IHG
A hotel with a pool, outdoor seating, and a sign for 'Galleria'.
A dining area with wooden tables and chairs, a reception desk, and a television screen.
A hotel room with a bed, desk, chair, and a TV on the wall.
A hotel lobby with a reception desk, two armchairs, a potted plant, a telephone, and a carpeted floor. There are two doors in the background, one with a sign indicating room numbers.

Galleria Palms Hotel

Galleria Palms Hotel
Kissimmee
₩80,776
₩122,069 total
includes taxes & fees
Sep 30 - Oct 1
Galleria Palms Hotel
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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.
A spacious lobby with a reception desk, seating area, and a decorative flower arrangement.
An outdoor dining area with round tables covered in foliage, surrounded by chairs, and a stone wall with plants.
A spacious lobby with a leather sofa, a bar area with stools, and a seating area with tables and chairs.

Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
Kissimmee
₩123,518
₩140,193 total
includes taxes & fees
Oct 18 - Oct 19
Embassy Suites by Hilton Orlando Lake Buena Vista South
A hotel with a central entrance, palm trees, and a clear sky.
A multi-story hotel with a swimming pool surrounded by palm trees and greenery.
A hotel lobby with seating areas, a reception desk, and a Coca-Cola refrigerator.
A hotel room with a bed, a sofa, a coffee table, and a desk. There are three framed pictures on the wall.

Comfort Suites Maingate East

Comfort Suites Maingate East
Kissimmee
₩97,811
₩111,015 total
includes taxes & fees
Oct 18 - Oct 19
Comfort Suites Maingate East
A pool area with lounge chairs and palm trees.
A spacious lobby with a curved red sofa, round wooden coffee tables, and a variety of seating options including chairs and armchairs.
A hotel with a prominent entrance, a flag, and palm trees.
A hotel room with a teal sofa, a small table, a standing chair, a TV, a framed abstract art piece, and a window with curtains.

SpringHill Suites by Marriott Orlando Lake Buena Vista South

SpringHill Suites by Marriott Orlando Lake Buena Vista South
Kissimmee
₩104,445
₩118,545 total
includes taxes & fees
Oct 4 - Oct 5
SpringHill Suites by Marriott Orlando Lake Buena Vista South
A resort pool area with a small gazebo, lounge chairs, and umbrellas.
A covered outdoor seating area with a bar, surrounded by tropical plants and a clear blue sky.
A swimming pool with a red lighthouse, palm trees, and a building with balconies.
A modern hotel room with a desk, office chair, sofa, and a colorful striped rug.

Holiday Inn Express & Suites S Lake Buena Vista by IHG

Holiday Inn Express & Suites S Lake Buena Vista by IHG
Kissimmee
₩92,041
₩143,454 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Express & Suites S Lake Buena Vista by IHG
A hotel room with a sofa, a desk with a TV, a bed, and a view of a building with balconies.
A poolside area with a lounge chair, a small table, and a covered seating area.
A hotel room with a bed, a sofa, a desk, a TV, and a patterned carpet.
A hotel lobby with a bar area, multiple seating arrangements, and a large window providing a view of the outdoors.

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Kissimmee
₩67,314
₩97,007 total
includes taxes & fees
Oct 21 - Oct 22
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
A swimming pool with a blue slide, surrounded by palm trees and a fenced area.
A restaurant with a mural of a beach scene, wooden tables and chairs, and a bar area with bottles.
A hotel room with a flat-screen TV, a desk with a lamp, a chair, a sofa, and a sliding glass door leading to a balcony.
A Radisson hotel with a modern facade, palm trees, and a parking lot.

Radisson Hotel Orlando Lake Buena Vista South

Radisson Hotel Orlando Lake Buena Vista South
Kissimmee
₩59,288
₩98,476 total
includes taxes & fees
Sep 29 - Sep 30
Radisson Hotel Orlando Lake Buena Vista South
A modern hotel lobby with a stone wall, a flat-screen TV, a yellow sofa, teal armchairs, a reception desk, and a digital information kiosk.
A modern lobby with a stone wall, a flat-screen TV, a green and yellow sofa, and a blue armchair.
A spacious dining area with high ceilings, chandeliers, and a kitchen area with a stone backsplash.
A hot tub surrounded by a pool, outdoor seating, and palm trees.

Best Western Plus Orlando Lake Buena Vista South Inn & Suites

Best Western Plus Orlando Lake Buena Vista South Inn & Suites
Kissimmee
₩81,752
₩108,353 total
includes taxes & fees
Sep 27 - Sep 28
Best Western Plus Orlando Lake Buena Vista South Inn & Suites
A hotel with a swimming pool surrounded by palm trees and lounge chairs.
A hotel room with two beds, a TV, a desk, and a window with curtains.
A bar area with blue chairs, a counter, and a ceiling with string lights.
A modern living room with a sofa, ottomans, a TV, and a kitchen area in the background.

Staybridge Suites Orlando Royale Parc Suites by IHG

Staybridge Suites Orlando Royale Parc Suites by IHG
Kissimmee
₩93,415
₩134,092 total
includes taxes & fees
Sep 27 - Sep 28
Staybridge Suites Orlando Royale Parc Suites by IHG
A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.
A wooden boardwalk pathway surrounded by lush greenery and trees.
A large, irregularly shaped swimming pool surrounded by lounge chairs and palm trees.

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
Kissimmee
₩93,471
₩140,435 total
includes taxes & fees
Sep 23 - Sep 24
Vacation Village Orlando, Celebration
A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.
A modern hotel with a central pool area featuring a red boat and palm trees.
A spa entrance with a wooden facade, a sign indicating a sauna, and a patterned metal partition.
A resort pool area with a winding pool design, lounge chairs, and palm trees.

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
Kissimmee
₩54,511
₩123,334 total
includes taxes & fees
Sep 30 - Oct 1
Kompose Boutique Resort at Theme Parks
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Hotels with pools and waterparks in Kissimmee

A water play area with wooden structures and a large water fountain.
An indoor venue with a glass ceiling, rows of white chairs, and floral decorations.
A multi-level atrium with a glass ceiling, palm trees, and a wooden deck.
A large, multi-story hotel with a central courtyard, palm trees, and illuminated signage.

Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center
Kissimmee
₩344,949
₩465,754 total
includes taxes & fees
Sep 26 - Sep 27
Gaylord Palms Resort & Convention Center
A spacious lobby with a high ceiling, wooden beams, and a central fountain.
A spacious dining area with hexagonal ceiling and large windows offering views of the city.
An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.
A spacious lobby with high ceilings, exposed beams, and a tropical theme featuring palm trees and hanging lights.

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
Kissimmee
₩177,214
₩275,981 total
includes taxes & fees
Sep 29 - Sep 30
Margaritaville Resort Orlando with H2O Waterpark
A bar area with a black countertop, seating, a large American flag, and a sign for a karaoke event.
A breakfast bar with stools, a menu board, and a counter with a wooden panel design.
A resort with a swimming pool, a water slide, and multiple balconies.
A water park with a large water fountain, a slide, and a pool area.

Ramada by Wyndham Hotel & Water Park

Ramada by Wyndham Hotel & Water Park
Kissimmee
₩56,667
₩109,541 total
includes taxes & fees
Sep 23 - Sep 24
Ramada by Wyndham Hotel & Water Park
A hotel with a central pool area, multiple water slides, and a surrounding pool.
A gym with treadmills, exercise bikes, and weight machines.
An outdoor patio area with seating and a restaurant sign.
A covered outdoor area with columns, potted plants, and a sign for Villa Italiana Chophouse.

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
Kissimmee
₩116,680
₩179,194 total
includes taxes & fees
Sep 24 - Sep 25
Westgate Vacation Villas Resort
A resort with multiple swimming pools, palm trees, and a large hotel building.
A hotel with a swimming pool, palm trees, and a well-lit outdoor area.
A beachside kiosk with a sign reading "PITT-PITT". There are yellow umbrellas, a Coca-Cola cooler, and various snacks and souvenirs displayed.
A modern hotel room with a green sofa, two brown armchairs, a white coffee table, and a dining table. There is a painting of a bridge on the wall, a window with a view of trees, and a lamp on a side table.

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG
Orange Lake
₩148,296
₩236,386 total
includes taxes & fees
Sep 23 - Sep 24
Holiday Inn Club Vacations at Orange Lake Resort by IHG
A resort with a large central pool, multiple guest villas, and a scenic view of the surrounding landscape.
A lobby with a seating area featuring a sofa and a glass table, a potted plant, and a wall-mounted display.
A modern living room with a wooden dining table, grey sofas, and a cityscape painting.
A gym with various exercise equipment, including treadmills, weight machines, and a mirrored wall.

Regal Oaks Resort Vacation Townhomes by IDILIQ

Regal Oaks Resort Vacation Townhomes by IDILIQ
Kissimmee
₩119,619
₩407,069 total
includes taxes & fees
Sep 23 - Sep 24
Regal Oaks Resort Vacation Townhomes by IDILIQ
An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.
A spacious lobby with a grand chandelier, a fountain, and a grand piano.
A multi-story hotel with a central courtyard, a bell tower, and a covered entrance.
A patio area with wicker furniture, a fire pit, and palm trees.

Reunion Resort & Golf Club

Reunion Resort & Golf Club
Reunion
₩316,375
₩424,201 total
includes taxes & fees
Sep 27 - Sep 28
Reunion Resort & Golf Club
A modern kitchen with white cabinets, stainless steel appliances, and a marble island with four bar stools.
A spacious lobby with a central reception desk, a staircase, and a view of the outside.
A large, multi-story hotel with a central entrance, multiple wings, and a clock tower.

Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
Kissimmee
₩369,676
₩1,152,425 total
includes taxes & fees
Oct 5 - Oct 6
Encore Resort and Water Park at Reunion by Rentyl
A resort with multiple swimming pools, palm trees, and lounge areas.
A modern kitchen with a dining area, featuring a wooden table, black chairs, and pendant lighting.
A rooftop terrace with modern outdoor furniture, a view of the city, and a clear sky.
A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting.

Spectrum Resort Villas Orlando and Waterparks

Spectrum Resort Villas Orlando and Waterparks
Reunion
₩262,661
₩722,226 total
includes taxes & fees
Sep 24 - Sep 25
Spectrum Resort Villas Orlando and Waterparks
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 Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Amazing time during my stay"
James 4-night trip
Posted less than an hour ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Seasons Florida Resort

Seasons Florida Resort

10/10 Excellent
"We really enjoyed our stay! The hotel was in a great location, only about 15 minutes away from the Disney parks, which made getting to and from the parks very convenient. The only downsides were that there wasn’t a refrigerator in the room, and housekeeping only came every two days. Other than that, we had a great experience. The hotel was comfortable, clean, and a great place to stay for a Disney trip. We would definitely stay here again! ✨🏰"
LIZBETH 2-night trip
Posted 1 hour ago
Seasons Florida Resort
Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

10/10 Excellent
"Perfect"
Leilanis 1-night trip
Posted 4 hours ago
Gaylord Palms Resort & Convention Center
Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South

10/10 Excellent
"The rooms are spacious and the property is beautiful inside. If you have a larger family this is the place to go with the large rooms. The only downside was the lack of coffee options after breakfast hours (from 930-11am, after breakfast and before the market opens) there is zero coffee on property and after that it’s only a machine in the market which is not great and if you prefer iced coffee there is zero options for that too. If you’re sticking around the hotel, the market has slim options for lunch food (crab and go selection only and tiny pizzas) and the restaurant is only open for dinner. We were there for an event (all day and with kids) and needed some better options than what was given."
Crystal 1-night trip
Posted 14 hours ago
Embassy Suites by Hilton Orlando Lake Buena Vista South
Galleria Palms Hotel

Galleria Palms Hotel

10/10 Excellent
"Great, budget friendly hotel."
Victoria 2-night trip
Posted 15 hours ago
Galleria Palms Hotel
The Berkley, Orlando

The Berkley, Orlando

10/10 Excellent
"It’s a great place with very nice and helpful people willing to help"
Jose 2-night trip
Posted 16 hours ago
The Berkley, Orlando
Westgate Town Center Resort

Westgate Town Center Resort

10/10 Excellent
"amazing"
Katte 6-night trip
Posted 19 hours ago
Westgate Town Center Resort
Legacy Vacation Resorts - Kissimmee/Orlando

Legacy Vacation Resorts - Kissimmee/Orlando

8/10 Good
"Agua caliente. Bien aire acondicionado. Camas cómodas"
Eilieen 3-night trip
Posted 20 hours ago
Legacy Vacation Resorts - Kissimmee/Orlando
Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks

8/10 Good
"Overall all good"
Patricia 3-night trip
Posted 23 hours ago
Quality Inn & Suites By the Parks

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 675 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 675 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.

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