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

Hotels with Swimming Pool in Kissimmee, Orlando

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Check availability on Kissimmee Hotels with Swimming Pool

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Kissimmee hotels with a pool

A pool area with a water feature, outdoor seating, and a building in the background.
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.
A spacious outdoor area with multiple white tables and planters, a central digital display, and a modern architectural design.

1. 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.
P5,624
P6,383 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 spa entrance with a wooden facade, a sign indicating a sauna, and a patterned metal partition.
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.

2. 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.
P2,729
P5,862 total
includes taxes & fees
Sep 30 - Oct 1
Kompose Boutique Resort at Theme Parks
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'.

3. Galleria Palms Hotel

Galleria Palms Hotel
Kissimmee
  • Float away in this family-friendly retreat with a sun-drenched pool just minutes from Disney parks.
P3,674
P5,551 total
includes taxes & fees
Sep 30 - Oct 1
Galleria Palms Hotel
A multi-story hotel with a swimming pool surrounded by palm trees and greenery.
A hotel with a central entrance, palm trees, and a clear sky.
A hotel room with a bed, a sofa, a coffee table, and a desk. There are three framed pictures on the wall.
A hotel room with two beds, a large window with curtains, an air conditioning unit, and a bedside table with a lamp.

4. Comfort Suites Maingate East

Comfort Suites Maingate East
Kissimmee
  • Poolside paradise with 24-hour access and hot tub awaits at this family-friendly hotel near theme parks.
P4,448
P5,049 total
includes taxes & fees
Oct 19 - Oct 20
Comfort Suites Maingate East
A swimming pool with red umbrellas, lounge chairs, and a poolside table.
A modern hotel lobby with a reception desk, a round coffee table, a sofa, and a large window with curtains.
An outdoor seating area with wicker furniture, a central wooden table, and a red brick wall with potted plants.
A hotel room with a bed, a sofa, a coffee table, a TV, and a desk with a computer.

5. 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.
P2,624
P2,978 total
includes taxes & fees
Oct 5 - Oct 6
Seasons Florida Resort
A pool area with lounge chairs and palm trees, surrounded by a building with a tiled roof.
The Club Sevilla building with a covered entrance, palm trees, and flower beds.
A hotel room with a large bed, a television, a wardrobe, a bathroom with a bathtub, and a kitchenette.
A kitchen with wooden cabinets, a microwave, a refrigerator, and two bar stools.

6. Club Sevilla

Club Sevilla
Kissimmee
  • Dive into the crystal-clear outdoor pool, accessible 24 hours a day, at this tranquil hotel with consistently praised cleanliness.
P2,955
P3,679 total
includes taxes & fees
Sep 30 - Oct 1
Club Sevilla
A poolside area with a lounge chair, a small table, and a covered seating area.
A large hotel with multiple floors, a well-lit entrance, and a landscaped driveway.
A hotel room with a sofa, a desk with a TV, a bed, and a view of a building with balconies.
A hotel lobby with a bar area, multiple seating arrangements, and a large window providing a view of the outdoors.

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

Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Kissimmee
  • Splash into sun-soaked luxury with a heated pool, toddler splash zone, and poolside bar service.
P3,664
P5,096 total
includes taxes & fees
Oct 1 - Oct 2
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.
A hotel with a modern design, featuring multiple floors and a reflective pool in front.
A modern kitchen with white countertops, stainless steel appliances, and hanging plants.
A modern interior with a white spiral staircase, a large Christmas tree, and a dining area with white furniture.

8. Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
Kissimmee
  • Splash into lakeside bliss with an inviting outdoor pool surrounded by sun loungers and scenic views.
P1,658
P4,008 total
includes taxes & fees
Oct 1 - Oct 2
Palazzo Lakeside Hotel
A pool with a waterfall feature, surrounded by palm trees and a rocky landscape.
A hotel room with a large bed, a desk, a chair, and a view of a swimming pool.
A bar area with a counter, blue chairs, and hanging wicker lamps.
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.

9. Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration
Kissimmee
  • Dive into aquatic bliss with two sparkling outdoor pools, waterslides, and poolside cocktail service.
P4,190
P6,531 total
includes taxes & fees
Sep 30 - Oct 1
Delta Hotels by Marriott Orlando Celebration
An outdoor pool area with a covered patio, seating arrangements, and a view of the pool.
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.
A hotel room with two beds, a desk with a TV, a chair, and a window with curtains.

10. Quality Inn & Suites Heritage Park

Quality Inn & Suites Heritage Park
Kissimmee
  • Dive into sunshine serenity with an outdoor pool retreat minutes from Osceola Heritage Park.
P3,835
P4,353 total
includes taxes & fees
Oct 26 - Oct 27
Quality Inn & Suites Heritage Park
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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 spa entrance with a wooden facade, a sign indicating a sauna, and a patterned metal partition.
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.

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
Kissimmee
P2,729
P5,862 total
includes taxes & fees
Sep 30 - Oct 1
Kompose Boutique Resort at Theme Parks
A modern living room with a large flat-screen TV, a white sofa, and a coffee table.
A modern living room with a sofa, coffee table, and a kitchen area in the background.
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.

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Kissimmee
P2,437
P4,892 total
includes taxes & fees
Sep 30 - Oct 1
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
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 hotel with a modern design, featuring multiple floors and a reflective pool in front.
A modern kitchen with white countertops, stainless steel appliances, and hanging plants.
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
P1,658
P4,008 total
includes taxes & fees
Oct 1 - Oct 2
Palazzo Lakeside Hotel
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
P3,674
P5,551 total
includes taxes & fees
Sep 30 - Oct 1
Galleria Palms Hotel
A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.
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.
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

Embassy Suites by Hilton Orlando Lake Buena Vista South
Kissimmee
P5,624
P6,383 total
includes taxes & fees
Oct 18 - Oct 19
Embassy Suites by Hilton Orlando Lake Buena Vista South
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 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.

Radisson Hotel Orlando Lake Buena Vista South

Radisson Hotel Orlando Lake Buena Vista South
Kissimmee
P2,688
P4,469 total
includes taxes & fees
Oct 15 - Oct 16
Radisson Hotel Orlando Lake Buena Vista South
A hotel entrance with a pool, palm trees, and a fountain.
A pool area with a gazebo, palm trees, and a building in the background.
A courtyard with a fire pit, surrounded by a brick wall, and a pool in the background.
A spacious food court with multiple counters, hanging lights, and a central decorative feature.

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
Kissimmee
P3,280
P4,999 total
includes taxes & fees
Oct 13 - Oct 14
Ramada by Wyndham Kissimmee Gateway
A spacious dining area with a long table and multiple seating options, including booths and chairs.
A modern kitchen with a sink, dishwasher, microwave, and a round mirror above the counter. There is a dining table with chairs and a coffee machine on the counter.
A hotel entrance with a covered patio, columns, and a glass door leading inside.
A modern living room with a curved leather sofa, a round glass coffee table with a plant, and a chandelier with two decorative rings.

Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks
Kissimmee
P4,036
P4,581 total
includes taxes & fees
Oct 14 - Oct 15
Quality Inn & Suites By the Parks
A pool with a waterfall feature, lounge areas, and a building with a green roof in the background.
A hotel with a swimming pool, lounge chairs, and a fountain.
A landscaped area with a fountain, a pathway, and a building with balconies.
A golf course with a pond, a hotel with a green roof, and a highway in the background.

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando
Kissimmee
P5,398
P8,254 total
includes taxes & fees
Oct 5 - Oct 6
Hilton Vacation Club Mystic Dunes Orlando
A resort with multiple swimming pools, palm trees, and a large hotel building.
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.
A hotel with a swimming pool, palm trees, and a well-lit outdoor area.
A hotel room with a bed, a sofa, a dining table with chairs, a lamp, and a ceiling fan.

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG
Orange Lake
P6,001
P9,914 total
includes taxes & fees
Sep 30 - Oct 1
Holiday Inn Club Vacations at Orange Lake Resort by IHG
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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 spa entrance with a wooden facade, a sign indicating a sauna, and a patterned metal partition.
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.

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
Kissimmee
P2,729
P5,862 total
includes taxes & fees
Sep 30 - Oct 1
Kompose Boutique Resort at Theme Parks
A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.
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.
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

Embassy Suites by Hilton Orlando Lake Buena Vista South
Kissimmee
P5,624
P6,383 total
includes taxes & fees
Oct 18 - Oct 19
Embassy Suites by Hilton Orlando Lake Buena Vista South
A spacious lobby with a large chandelier, a reception desk, and a view of the outside through large windows.
A swimming pool with a water fountain, surrounded by palm trees and a building with a red roof.
A spacious living area with a large sectional sofa, a coffee table, and a zebra-patterned rug.
A modern bedroom with a large bed, a built-in vanity, and a herringbone-patterned wall.

Star Island Resort and Club

Star Island Resort and Club
Kissimmee
P5,669
P7,498 total
includes taxes & fees
Oct 24 - Oct 25
Star Island Resort and Club
A hotel with a central pool area, multiple water slides, and a surrounding pool.
A covered outdoor area with columns, potted plants, and a sign for Villa Italiana Chophouse.
A gym with treadmills, exercise bikes, and weight machines.
An outdoor patio area with seating and a restaurant sign.

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
Kissimmee
P5,306
P8,149 total
includes taxes & fees
Oct 1 - Oct 2
Westgate Vacation Villas Resort
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 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.

Radisson Hotel Orlando Lake Buena Vista South

Radisson Hotel Orlando Lake Buena Vista South
Kissimmee
P2,688
P4,469 total
includes taxes & fees
Oct 15 - Oct 16
Radisson Hotel Orlando Lake Buena Vista South
A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.
A large, irregularly shaped swimming pool surrounded by lounge chairs and palm trees.
Room
A wooden boardwalk pathway surrounded by lush greenery and trees.

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
Kissimmee
P4,510
P6,682 total
includes taxes & fees
Oct 29 - Oct 30
Vacation Village Orlando, Celebration
A resort with multiple swimming pools, palm trees, and a large hotel building.
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.
A hotel with a swimming pool, palm trees, and a well-lit outdoor area.
A hotel room with a bed, a sofa, a dining table with chairs, a lamp, and a ceiling fan.

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG
Orange Lake
P6,001
P9,914 total
includes taxes & fees
Sep 30 - Oct 1
Holiday Inn Club Vacations at Orange Lake Resort by IHG
A swimming pool with a covered seating area and palm trees in the background.
A circular paved area with palm trees and a building in the background.
A hotel lobby with a reception desk, seating area, and an ATM.
A hotel with a central courtyard, palm trees, and a stone pathway.

Legacy Vacation Resorts - Kissimmee/Orlando

Legacy Vacation Resorts - Kissimmee/Orlando
Kissimmee
P3,601
P5,151 total
includes taxes & fees
Oct 19 - Oct 20
Legacy Vacation Resorts - Kissimmee/Orlando
A water park with slides and water features.
A restaurant with blue chairs, wooden tables, and hanging blue and red lanterns.
A gym with treadmills, exercise bikes, and weight machines.
A large hotel with multiple floors and a central courtyard with a pond and swan.

Westgate Town Center Resort

Westgate Town Center Resort
Kissimmee
P5,653
P8,543 total
includes taxes & fees
Sep 30 - Oct 1
Westgate Town Center Resort
A pool with a waterfall feature, surrounded by palm trees and a rocky landscape.
A modern kitchen with a marble island, blue cabinets, and a variety of food items on shelves.
A bar area with a counter, blue chairs, and hanging wicker lamps.
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.

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration
Kissimmee
P4,190
P6,531 total
includes taxes & fees
Sep 30 - Oct 1
Delta Hotels by Marriott Orlando Celebration
View all properties

Hotels with pools and waterparks in Kissimmee

A hotel with a central pool area, multiple water slides, and a surrounding pool.
A covered outdoor area with columns, potted plants, and a sign for Villa Italiana Chophouse.
A gym with treadmills, exercise bikes, and weight machines.
An outdoor patio area with seating and a restaurant sign.

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
Kissimmee
P5,306
P8,149 total
includes taxes & fees
Oct 1 - Oct 2
Westgate Vacation Villas Resort
A resort with multiple swimming pools, palm trees, and a large hotel building.
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.
A hotel with a swimming pool, palm trees, and a well-lit outdoor area.
A hotel room with a bed, a sofa, a dining table with chairs, a lamp, and a ceiling fan.

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG
Orange Lake
P6,001
P9,914 total
includes taxes & fees
Sep 30 - Oct 1
Holiday Inn Club Vacations at Orange Lake Resort by IHG
A water park with slides and water features.
A restaurant with blue chairs, wooden tables, and hanging blue and red lanterns.
A gym with treadmills, exercise bikes, and weight machines.
A large hotel with multiple floors and a central courtyard with a pond and swan.

Westgate Town Center Resort

Westgate Town Center Resort
Kissimmee
P5,653
P8,543 total
includes taxes & fees
Sep 30 - Oct 1
Westgate Town Center Resort
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.
A spacious indoor atrium with a 'No Passport Required' sign, wooden benches, potted plants, and a central fountain.
A spacious dining area with hexagonal ceiling and large windows offering views of the city.

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
Kissimmee
P12,433
P30,870 total
includes taxes & fees
Sep 30 - Oct 1
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
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 modern living room with a sectional sofa, a glass coffee table, and a white armchair. There is a kitchen area in the background with pendant lighting.
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
P11,945
P32,845 total
includes taxes & fees
Oct 2 - Oct 3
Spectrum Resort Villas Orlando and Waterparks
A resort with a large central pool, multiple guest villas, and a scenic view of the surrounding landscape.
A modern living room with a wooden dining table, grey sofas, and a cityscape painting.
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

Regal Oaks Resort Vacation Townhomes by IDILIQ
Kissimmee
P5,332
P18,390 total
includes taxes & fees
Sep 30 - Oct 1
Regal Oaks Resort Vacation Townhomes by IDILIQ
A water play area with wooden structures and a large water fountain.
A spacious indoor atrium with a high glass ceiling, multiple seating areas, and lush greenery.
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
P15,687
P21,182 total
includes taxes & fees
Oct 9 - Oct 10
Gaylord Palms Resort & Convention Center
An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.
A spacious lobby with a grand chandelier, a piano, and a reception desk.
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
P14,388
P19,292 total
includes taxes & fees
Sep 30 - Oct 1
Reunion Resort & Golf Club
Water park
A large, two-story hotel with a prominent clock tower, a covered entrance, and a well-lit facade.
A spacious lobby with a central reception desk, a staircase, and a view of the outside.
A spacious lobby with a high ceiling, a unique wooden chandelier, a large arched glass door leading outside, and potted plants.

Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
Kissimmee
P16,812
P52,410 total
includes taxes & fees
Oct 5 - Oct 6
Encore Resort and Water Park at Reunion by Rentyl
A balcony with a view of a playground and pool area, a table with chairs, and a clear sky.
A hotel room with two beds, a desk, a chair, a wardrobe, and a bathroom visible through an open door.
A breakfast bar with stools, a menu board, and a counter with a wooden panel design.
A bar area with a black countertop, seating, a large American flag, and a sign for a karaoke event.

Ramada by Wyndham Hotel & Water Park

Ramada by Wyndham Hotel & Water Park
Kissimmee
P2,577
P4,982 total
includes taxes & fees
Oct 1 - Oct 2
Ramada by Wyndham Hotel & Water Park
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

Seasons Florida Resort

Seasons Florida Resort

10/10 Excellent
"It was nice clean place. Affordable and easy to access."
Bao 6-night trip
Posted less than an hour ago
Seasons Florida Resort
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

8/10 Good
"very nice resort would stay again. i gave it four stars because the rooms are dated but have the necessities. the pool however was beautiful but their aren’t enough chairs at all. the lobby and pool are beautiful"
Taylor 2-night trip
Posted 4 hours ago
Delta Hotels by Marriott Orlando Celebration
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8/10 Good
"Staff is helpful. Rooms are spacious. Kitchen looks outdated."
Maria Judith 2-night trip
Posted 4 hours ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South

10/10 Excellent
"VERY GOOD ACCOMMODATIONS AND THE CLEANNESS OF HOTEL PLUS THE INCREDIBLE BREAKFAST IS AWESOME, I TRY TO ALWAYS BID THERE,,,,,,,"
Guilherme 2-night trip
Posted 9 hours ago
Embassy Suites by Hilton Orlando Lake Buena Vista South
Legacy Vacation Resorts - Kissimmee/Orlando

Legacy Vacation Resorts - Kissimmee/Orlando

10/10 Excellent
"I love how there’s plenty of shopping plaza’s in the area that’s walking distance, liquor-groceries-smoke shops-breakfast-gift shops- stores. Overall I’ll definitely stay here again."
Luis 3-night trip
Posted 10 hours ago
Legacy Vacation Resorts - Kissimmee/Orlando
The Berkley, Orlando

The Berkley, Orlando

8/10 Good
"Suite itself was great and as expected, very clean and all supplies were included. Check in was a little bit of an issue, we noted we were going to be early, they tried to accommodate but were unable to. Otherwise stay was great and suite was great"
Aleida 3-night trip
Posted 11 hours ago
The Berkley, Orlando
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Property offers a lot of amenities. Rooms are clean and comfortable."
Jessie 2-night trip
Posted 11 hours ago
Hilton Vacation Club Mystic Dunes Orlando
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

10/10 Excellent
"Me encantó todo una experiencia única mis niños disfrutaron mucho volvería"
Eli marie Quetell Colon 4-night trip
Posted 12 hours ago
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Comfort Suites Maingate East

Comfort Suites Maingate East

10/10 Excellent
"The staff was friendly and the room was spacious and fully equipped."
Tiki 2-night trip
Posted 1 day ago
Comfort Suites Maingate East

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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