Top Hotels with Swimming Pools in Kissimmee | Expedia.com.sg

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Check availability on Kissimmee Hotels with Swimming Pools

Tonight

26 Aug - 27 Aug

Tomorrow

27 Aug - 28 Aug

This weekend

28 Aug - 30 Aug

Next weekend

4 Sept - 6 Sept

Our top choices for Kissimmee hotels with a pool

A swimming pool with a fenced deck, surrounded by palm trees and a children's play area.

A hotel room with two beds, a bench, a vanity with a mirror, and a television.

A modern interior with a gift shop, seating area, and a reception desk.

A modern living room with a large flat-screen TV, a white sofa, and a coffee table.

1. 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.

S$69

includes taxes & fees

31 Aug - 1 Sept

A pool area with a chandelier, a statue, and a view of the outside.

A resort pool area with a winding pool design, lounge chairs, and palm trees.

A modern hotel with a central pool area featuring a red boat and palm trees.

A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

2. Kompose Boutique Resort at Theme Parks

Kissimmee

Splash down the waterslide or bask poolside at this modern family resort with two hot tubs.

S$81

includes taxes & fees

30 Aug - 31 Aug

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.

3. Palazzo Lakeside Hotel

Kissimmee

Splash into lakeside bliss with an inviting outdoor pool surrounded by sun loungers and scenic views.

S$74

includes taxes & fees

1 Sept - 2 Sept

An aerial view of a swimming pool with lounge chairs and a small waterfall feature.

A hotel room with a bed, desk, chair, and a TV on the wall.

A hotel with a pool, outdoor seating, and a sign for 'Galleria'.

A bathroom with a toilet, two sinks, a mirror, and a towel rack with towels.

4. Galleria Palms Hotel

Kissimmee

Float away in this family-friendly retreat with a sun-drenched pool just minutes from Disney parks.

S$104

includes taxes & fees

22 Sept - 23 Sept

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 room with a teal sofa, a small table, a standing chair, a TV, a framed abstract art piece, and a window with curtains.

5. SpringHill Suites by Marriott Orlando Lake Buena Vista South

Kissimmee

Splash into aquatic paradise with three outdoor pools and a free water park at this Orlando getaway.

S$97

includes taxes & fees

30 Aug - 31 Aug

A swimming pool with a blue slide, surrounded by palm trees and a fenced area.

A Radisson hotel with a modern facade, palm trees, and a parking lot.

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 restaurant with a mural of a beach scene, wooden tables and chairs, and a bar area with bottles.

6. 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.

S$90

includes taxes & fees

15 Sept - 16 Sept

A hotel pool area with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.

A modern hotel room with a flat-screen TV, a sofa, a chair, and a large window with a view.

An outdoor patio area with wicker furniture, a fire pit, and a view of a pool and greenery.

A reception area with a 'Welcome Home' sign, a ceiling fan, and a reception desk with a plant.

7. Parkway International Resort by Coolvacay

Kissimmee

Sparkling poolside bliss awaits with chilled drinks and sun loungers in this family-friendly oasis.

S$176

includes taxes & fees

2 Sept - 3 Sept

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 modern hotel lobby with a reception desk, a round coffee table, a sofa, and a large window with curtains.

8. Seasons Florida Resort

Kissimmee

Enjoy a sparkling heated pool oasis just minutes from theme parks at this Orlando haven with friendly staff and comfort.

S$68

includes taxes & fees

8 Sept - 9 Sept

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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 lobby with a grand chandelier, modern seating, and a view of the outdoor area.

A resort pool area with a winding pool design, lounge chairs, and palm trees.

A modern hotel with a central pool area featuring a red boat and palm trees.

A pool area with a chandelier, a statue, and a view of the outside.

Kompose Boutique Resort at Theme Parks

Kissimmee

S$81

includes taxes & fees

30 Aug - 31 Aug

A modern living room with a large flat-screen TV, a white sofa, and a coffee table.

A hotel room with two beds, a bench, a vanity with a mirror, and a television.

A modern hotel lobby with a spacious layout, a central seating area, and large windows offering a view of the cityscape.

A modern interior with a gift shop, seating area, and a reception desk.

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Kissimmee

S$69

includes taxes & fees

31 Aug - 1 Sept

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

Kissimmee

S$74

includes taxes & fees

1 Sept - 2 Sept

A swimming pool with a blue slide, surrounded by palm trees and a fenced area.

A Radisson hotel with a modern facade, palm trees, and a parking lot.

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 restaurant with a mural of a beach scene, wooden tables and chairs, and a bar area with bottles.

Radisson Hotel Orlando Lake Buena Vista South

Kissimmee

S$90

includes taxes & fees

15 Sept - 16 Sept

A hotel with a pool, outdoor seating, and a sign for 'Galleria'.

An aerial view of a swimming pool with lounge chairs and a small waterfall feature.

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.

A hotel room with a bed, desk, chair, and a TV on the wall.

Galleria Palms Hotel

Kissimmee

S$104

includes taxes & fees

22 Sept - 23 Sept

An outdoor patio area with wicker furniture, a fire feature, and umbrellas.

A poolside area with lounge chairs, a table, and umbrellas.

A hotel room with two beds, a TV, a desk, and a window with curtains.

A spacious lobby with a reception desk, seating area, and a bar.

Nobile Hotel Parkway at Celebration Orlando

Kissimmee

S$91

includes taxes & fees

31 Aug - 1 Sept

A pool with a waterfall feature, surrounded by palm trees and a rocky landscape.

An aerial view of a hotel complex with multiple buildings, a swimming pool, and two ponds.

A spacious lobby with a modern design, featuring a large seating area with sofas and a coffee table, surrounded by large windows offering views of the outdoors.

A modern kitchen with a marble island, blue cabinets, and a variety of food items on shelves.

Delta Hotels by Marriott Orlando Celebration

Kissimmee

S$133

includes taxes & fees

31 Aug - 1 Sept

A hotel with a large building, a pond with a fountain, and palm trees.

A lobby with a stone wall, two orange armchairs, a green sofa, and a fireplace.

A conference room with a long table, two chairs, and a TV screen.

The Adventure Hotel by the parks

Kissimmee

S$80

includes taxes & fees

30 Aug - 31 Aug

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 room with two beds, a large window with curtains, an air conditioning unit, and a bedside table with a lamp.

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

Kissimmee

S$108

includes taxes & fees

24 Sept - 25 Sept

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 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

Kissimmee

S$97

includes taxes & fees

30 Aug - 31 Aug

View all properties

Hotels with pools and hot tubs in Kissimmee

A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

A resort pool area with a winding pool design, lounge chairs, and palm trees.

A modern hotel with a central pool area featuring a red boat and palm trees.

A pool area with a chandelier, a statue, and a view of the outside.

Kompose Boutique Resort at Theme Parks

Kissimmee

S$81

includes taxes & fees

30 Aug - 31 Aug

A swimming pool with a blue slide, surrounded by palm trees and a fenced area.

A Radisson hotel with a modern facade, palm trees, and a parking lot.

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 restaurant with a mural of a beach scene, wooden tables and chairs, and a bar area with bottles.

Radisson Hotel Orlando Lake Buena Vista South

Kissimmee

S$90

includes taxes & fees

15 Sept - 16 Sept

A hotel with a large building, a pond with a fountain, and palm trees.

A lobby with a stone wall, two orange armchairs, a green sofa, and a fireplace.

A conference room with a long table, two chairs, and a TV screen.

The Adventure Hotel by the parks

Kissimmee

S$80

includes taxes & fees

30 Aug - 31 Aug

A kitchen with wooden cabinets, a microwave, a refrigerator, and two bar stools.

The Club Sevilla building with a covered entrance, palm trees, and flower beds.

A view from a balcony with a table and chairs, overlooking a courtyard with palm trees and buildings.

A pool area with lounge chairs and palm trees, surrounded by a building with a tiled roof.

Club Sevilla

Kissimmee

S$73

includes taxes & fees

28 Aug - 29 Aug

A pool with a waterfall feature, surrounded by palm trees and a rocky landscape.

An aerial view of a hotel complex with multiple buildings, a swimming pool, and two ponds.

A spacious lobby with a modern design, featuring a large seating area with sofas and a coffee table, surrounded by large windows offering views of the outdoors.

A modern kitchen with a marble island, blue cabinets, and a variety of food items on shelves.

Delta Hotels by Marriott Orlando Celebration

Kissimmee

S$133

includes taxes & fees

31 Aug - 1 Sept

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 room with two beds, a large window with curtains, an air conditioning unit, and a bedside table with a lamp.

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

Kissimmee

S$108

includes taxes & fees

24 Sept - 25 Sept

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 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

Kissimmee

S$97

includes taxes & fees

30 Aug - 31 Aug

A resort pool area with multiple pools, lounge chairs, and umbrellas.

A lobby with seating areas, a reception desk, and a television screen.

A hotel with a water fountain in the courtyard, surrounded by greenery and trees.

A room with two wicker chairs and a small table, a large window with a view of a building and greenery, and two wall-mounted lights.

Silver Lake Resort

Kissimmee

S$118

includes taxes & fees

30 Aug - 31 Aug

A resort pool area with a small gazebo, lounge chairs, and umbrellas.

Holiday Inn Express & Suites S Lake Buena Vista by IHG

Kissimmee

S$133

includes taxes & fees

30 Aug - 31 Aug

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 outdoor area with multiple white tables and planters, a central digital display, and a modern architectural design.

Embassy Suites by Hilton Orlando Lake Buena Vista South

Kissimmee

S$164

includes taxes & fees

6 Sept - 7 Sept

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Hotels with pools and waterparks in Kissimmee

A spacious lobby with a high ceiling, wooden beams, and a central fountain.

A spacious lobby with high ceilings, exposed beams, and a tropical theme featuring palm trees and hanging lights.

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.

Margaritaville Resort Orlando with H2O Waterpark

Kissimmee

S$269

includes taxes & fees

2 Sept - 3 Sept

A resort with multiple swimming pools, palm trees, and a large hotel building.

A group of people seated on a rocky ledge with a mountainous landscape in the background.

A hotel with a pool, a waterfall, and palm trees.

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Orange Lake

S$227

includes taxes & fees

28 Aug - 29 Aug

A water park with slides and water features.

A gym with treadmills, exercise bikes, and weight machines.

A large hotel with multiple floors and a central courtyard with a pond and swan.

A covered patio area with stone flooring, outdoor seating, and a view of a building with a sign.

Westgate Town Center Resort

Kissimmee

S$174

includes taxes & fees

28 Aug - 29 Aug

A resort with a large central pool, multiple guest villas, and a scenic view of the surrounding landscape.

A gym with various exercise equipment, including treadmills, weight machines, and a mirrored wall.

A lobby with a seating area featuring a sofa and a glass table, a potted plant, and a wall-mounted display.

A restaurant with a view of palm trees and a pool. It features wooden tables and chairs, and large windows.

Regal Oaks Resort Vacation Townhomes by IDILIQ

Kissimmee

S$418

includes taxes & fees

30 Aug - 31 Aug

A water play area with wooden structures and a large water fountain.

A large, multi-story hotel with a central courtyard, palm trees, and illuminated signage.

A multi-level atrium with a glass ceiling, palm trees, and a wooden deck.

An indoor venue with a glass ceiling, rows of white chairs, and floral decorations.

Gaylord Palms Resort & Convention Center

Kissimmee

S$410

includes taxes & fees

29 Aug - 30 Aug

A water park with multiple slides and pools.

A bar area with a black countertop, seating, a large American flag, and a sign for a karaoke event.

A hotel room with two beds, a desk, a chair, a wardrobe, and a bathroom visible through an open door.

A water park with a large water fountain, a red slide, and a playground area.

Ramada by Wyndham Hotel & Water Park

Kissimmee

S$107

includes taxes & fees

30 Aug - 31 Aug

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

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent

"Beautiful property, maintained with a friendly staff. Highly recommended!"

Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

10/10 Excellent

"Todo muy bueno ,me gustó mucho"

Frequently asked questions

What's it like visiting Kissimmee?

If lounging next to a pool is your idea of the perfect getaway, you might want to think about family-friendly Kissimmee, which has 616 places to stay with pools. While you're here, you can explore sights such as Disney Springs™ and ESPN Wide World of Sports Complex, and then relax and unwind poolside at one of the accommodation options in Kissimmee that guests like for their pools.

What are some accommodation options with pools in Kissimmee?

Margaritaville Resort Orlando with H2O Waterpark: Resort located near Walt Disney World® Resort. Features free water park access, 3 outdoor swimming 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. Delta Hotels by Marriott Orlando Celebration: Hotel located near Old Town. Provides 4 restaurants, 2 outdoor swimming pools and 2 bars. Galleria Palms Hotel: Hotel located near Walt Disney World® Resort. Features daily, an outdoor pool and free self parking. Disney's Animal Kingdom Lodge: Hotel, 3-minute walk from Walt Disney World® Resort. Offers 3 restaurants, 2 outdoor swimming pools and a full-service spa.

How many pool hotels can I expect to find in Kissimmee?

Expedia's 616 hotels in Kissimmee give you a great choice for your poolside getaway.

What is there to see and do in Kissimmee?

Explore places such as Walt Disney World® Resort, Disney's Animal Kingdom® Theme Park and Old Town while you're in Kissimmee. Make a point to visit attractions such as 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 48 mm. Accommodation 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 196 mm.

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. If you want to explore the larger area, hop on a train at Kissimmee Station.

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