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

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

Our top choices for Kissimmee hotels with a pool

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 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.

1. 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.
$85 nightly
$97 total
Sep 29 - Sep 30
Total with taxes and fees
Kompose Boutique Resort at Theme Parks
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.
$90 nightly
$102 total
Oct 4 - Oct 5
Total with taxes and fees
Embassy Suites by Hilton Orlando Lake Buena Vista South
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.
A hotel room with a bed, a sofa, a coffee table, a TV, and a desk with a computer.
A hotel bathroom with a sink, mirror, towel rack, toilet, and shower.

3. 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.
$41 nightly
$46 total
Oct 6 - Oct 7
Total with taxes and fees
Seasons Florida Resort
An aerial view of a swimming pool with lounge chairs and a small waterfall feature.
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.
A dining area with wooden tables and chairs, a reception desk, and a television screen.

4. Galleria Palms Hotel

Galleria Palms Hotel
Kissimmee
  • Float away in this family-friendly retreat with a sun-drenched pool just minutes from Disney parks.
$87 nightly
$98 total
Sep 30 - Oct 1
Total with taxes and fees
Galleria Palms Hotel
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.
A hotel room with two beds, a large window with curtains, an air conditioning unit, and a bedside table with a lamp.

5. 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.
$71 nightly
$81 total
Oct 19 - Oct 20
Total with taxes and fees
Comfort Suites Maingate East
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 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.

6. 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.
$69 nightly
$78 total
Sep 29 - Sep 30
Total with taxes and fees
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
A poolside area with a lounge chair, a small table, and a covered seating area.
A hotel room with a sofa, a desk with a TV, a bed, and a view of a building with balconies.
A large hotel with multiple floors, a well-lit entrance, and a landscaped driveway.
An outdoor seating area with a pool, round tables, and chairs.

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.
$72 nightly
$82 total
Oct 4 - Oct 5
Total with taxes and fees
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 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.
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.

8. Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
Kissimmee
  • Splash into lakeside bliss with an inviting outdoor pool surrounded by sun loungers and scenic views.
$60 nightly
$68 total
Oct 1 - Oct 2
Total with taxes and fees
Palazzo Lakeside Hotel
An outdoor pool area with a covered patio, seating arrangements, and a view of the pool.
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.
A living room with patterned chairs, a red sofa, a wooden coffee table, and a decorative wall piece.

9. 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.
$61 nightly
$70 total
Oct 26 - Oct 27
Total with taxes and fees
Quality Inn & Suites Heritage Park
A swimming pool with a blue slide, surrounded by palm trees and a fenced area.
A modern hotel room with a kitchenette, a sofa, a coffee table, a TV mounted on the wall, and a patterned rug.
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.

10. 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.
$63 nightly
$72 total
Oct 4 - Oct 5
Total with taxes and fees
Radisson Hotel Orlando Lake Buena Vista South
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Choose what matters most at hotels with a pool in Kissimmee

Breakfast included
Hot tub
Water park
Spa
4 stars

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 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.

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
Kissimmee
$85 nightly
$97 total
Sep 29 - Sep 30
Total with taxes and fees
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 interior with a gift shop, seating area, and a reception desk.
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.

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Kissimmee
$69 nightly
$78 total
Sep 29 - Sep 30
Total with taxes and fees
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 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.
A swimming pool with clear water, surrounded by a white fence and shaded by several white umbrellas.

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
Kissimmee
$60 nightly
$68 total
Oct 1 - Oct 2
Total with taxes and fees
Palazzo Lakeside Hotel
A hotel with a pool, outdoor seating, and a sign for 'Galleria'.
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.
A dining area with wooden tables and chairs, a reception desk, and a television screen.

Galleria Palms Hotel

Galleria Palms Hotel
Kissimmee
$87 nightly
$98 total
Sep 30 - Oct 1
Total with taxes and fees
Galleria Palms Hotel
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
$90 nightly
$102 total
Oct 4 - Oct 5
Total with taxes and fees
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 modern hotel room with a kitchenette, a sofa, a coffee table, a TV mounted on the wall, and a patterned rug.
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
$63 nightly
$72 total
Oct 4 - Oct 5
Total with taxes and fees
Radisson Hotel Orlando Lake Buena Vista South
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.
A registration desk with a red and black counter, a large potted plant, and a mural on the wall.
A courtyard with a fire pit, surrounded by a brick wall, and a pool in the background.

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
Kissimmee
$71 nightly
$80 total
Oct 13 - Oct 14
Total with taxes and fees
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 hotel room with two beds, a nightstand with a lamp, and a painting on the wall.

Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks
Kissimmee
$61 nightly
$69 total
Sep 29 - Sep 30
Total with taxes and fees
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 golf course with a pond, a hotel with a green roof, and a highway in the background.
A hotel with a swimming pool, lounge chairs, and a fountain.
A spacious lobby with high ceilings, chandeliers, a reception desk, and seating areas.

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando
Kissimmee
$116 nightly
$132 total
Oct 4 - Oct 5
Total with taxes and fees
Hilton Vacation Club Mystic Dunes Orlando
A resort with multiple swimming pools, palm trees, and a large hotel building.
A hotel room with a bed, a sofa, a dining table with chairs, a lamp, and a ceiling fan.
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
$153 nightly
$172 total
Sep 29 - Sep 30
Total with taxes and fees
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 resort pool area with a winding pool design, lounge chairs, and palm trees.
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.

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
Kissimmee
$85 nightly
$97 total
Sep 29 - Sep 30
Total with taxes and fees
Kompose Boutique Resort at Theme Parks
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
$90 nightly
$102 total
Oct 4 - Oct 5
Total with taxes and fees
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 canal with buildings on either side, featuring balconies and reflective water.
A modern bedroom with a large bed, a built-in vanity, and a herringbone-patterned wall.
A spacious living area with a large sectional sofa, a coffee table, and a zebra-patterned rug.

Star Island Resort and Club

Star Island Resort and Club
Kissimmee
$101 nightly
$115 total
Oct 23 - Oct 24
Total with taxes and fees
Star Island Resort and Club
A hotel with a central pool area, multiple water slides, and a surrounding pool.
A bar area with multiple shelves displaying wine bottles and glasses.
A covered outdoor area with columns, potted plants, and a sign for Villa Italiana Chophouse.
A gym with treadmills, exercise bikes, and weight machines.

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
Kissimmee
$114 nightly
$130 total
Oct 4 - Oct 5
Total with taxes and fees
Westgate Vacation Villas Resort
A swimming pool with a blue slide, surrounded by palm trees and a fenced area.
A modern hotel room with a kitchenette, a sofa, a coffee table, a TV mounted on the wall, and a patterned rug.
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
$63 nightly
$72 total
Oct 4 - Oct 5
Total with taxes and fees
Radisson Hotel Orlando Lake Buena Vista South
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 modern living room with a sectional sofa, a flat-screen TV, and a large window with curtains.

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
Kissimmee
$97 nightly
$110 total
Oct 25 - Oct 26
Total with taxes and fees
Vacation Village Orlando, Celebration
A resort with multiple swimming pools, palm trees, and a large hotel building.
A hotel room with a bed, a sofa, a dining table with chairs, a lamp, and a ceiling fan.
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
$153 nightly
$172 total
Sep 29 - Sep 30
Total with taxes and fees
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 gym with exercise equipment, large windows, and a bench.
A hotel lobby with a reception desk, seating area, and an ATM.

Legacy Vacation Resorts - Kissimmee/Orlando

Legacy Vacation Resorts - Kissimmee/Orlando
Kissimmee
$68 nightly
$77 total
Oct 19 - Oct 20
Total with taxes and fees
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 covered patio area with stone flooring, outdoor seating, and a view of a building with a sign.
A large hotel with multiple floors and a central courtyard with a pond and swan.

Westgate Town Center Resort

Westgate Town Center Resort
Kissimmee
$120 nightly
$137 total
Sep 29 - Sep 30
Total with taxes and fees
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 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.
An aerial view of a hotel complex with multiple buildings, a swimming pool, and two ponds.

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration
Kissimmee
$92 nightly
$104 total
Sep 30 - Oct 1
Total with taxes and fees
Delta Hotels by Marriott Orlando Celebration
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Hotels with pools and waterparks in Kissimmee

A hotel with a central pool area, multiple water slides, and a surrounding pool.
A bar area with multiple shelves displaying wine bottles and glasses.
A covered outdoor area with columns, potted plants, and a sign for Villa Italiana Chophouse.
A gym with treadmills, exercise bikes, and weight machines.

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
Kissimmee
$114 nightly
$130 total
Oct 4 - Oct 5
Total with taxes and fees
Westgate Vacation Villas Resort
A resort with multiple swimming pools, palm trees, and a large hotel building.
A hotel room with a bed, a sofa, a dining table with chairs, a lamp, and a ceiling fan.
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
$153 nightly
$172 total
Sep 29 - Sep 30
Total with taxes and fees
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 covered patio area with stone flooring, outdoor seating, and a view of a building with a sign.
A large hotel with multiple floors and a central courtyard with a pond and swan.

Westgate Town Center Resort

Westgate Town Center Resort
Kissimmee
$120 nightly
$137 total
Sep 29 - Sep 30
Total with taxes and fees
Westgate Town Center Resort
An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.
A water park with multiple slides and a swimming pool surrounded by lounge areas and umbrellas.
A spacious indoor atrium with a 'No Passport Required' sign, wooden benches, potted plants, and a central fountain.
A spacious lobby with high ceilings, exposed beams, and a tropical theme featuring palm trees and hanging lights.

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
Kissimmee
$398 nightly
$451 total
Sep 29 - Sep 30
Total with taxes and fees
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
A resort with multiple swimming pools, palm trees, and lounge areas.
A rooftop terrace with modern outdoor furniture, a view of the city, and a clear sky.
A modern kitchen with a dining area, featuring a wooden table, black chairs, and 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
$463 nightly
$526 total
Sep 29 - Sep 30
Total with taxes and fees
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 lobby with a seating area featuring a sofa and a glass table, a potted plant, and a wall-mounted display.
A gym with various exercise equipment, including treadmills, weight machines, and a mirrored wall.
A modern living room with a wooden dining table, grey sofas, and a cityscape painting.

Regal Oaks Resort Vacation Townhomes by IDILIQ

Regal Oaks Resort Vacation Townhomes by IDILIQ
Kissimmee
$262 nightly
$297 total
Sep 29 - Sep 30
Total with taxes and fees
Regal Oaks Resort Vacation Townhomes by IDILIQ
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.
An indoor venue with a glass ceiling, rows of white chairs, and floral decorations.
A spacious indoor atrium with a high glass ceiling, multiple seating areas, and lush greenery.

Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center
Kissimmee
$299 nightly
$339 total
Oct 9 - Oct 10
Total with taxes and fees
Gaylord Palms Resort & Convention Center
An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.
A multi-story hotel with a central courtyard, a bell tower, and a covered entrance.
A spacious lobby with a grand chandelier, a fountain, and a grand piano.
A patio area with wicker furniture, a fire pit, and palm trees.

Reunion Resort & Golf Club

Reunion Resort & Golf Club
Reunion
$305 nightly
$346 total
Sep 29 - Sep 30
Total with taxes and fees
Reunion Resort & Golf Club
A large, two-story hotel with a prominent clock tower, a covered entrance, and a well-lit facade.
A modern kitchen with white cabinets, stainless steel appliances, and a marble island with four bar stools.
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
$769 nightly
$873 total
Oct 5 - Oct 6
Total with taxes and fees
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 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.
A hotel room with two beds, a desk, a chair, a wardrobe, and a bathroom visible through an open door.

Ramada by Wyndham Hotel & Water Park

Ramada by Wyndham Hotel & Water Park
Kissimmee
$70 nightly
$80 total
Sep 29 - Sep 30
Total with taxes and fees
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

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 2 hours ago
Comfort Suites Maingate East
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Great place !!!"
Leticia 1-night trip
Posted 4 hours ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

8/10 Good
"Loved"
Jermyles 1-night trip
Posted 4 hours ago
Vacation Village Orlando, Celebration
Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South

10/10 Excellent
"Loved this place. My wife and I will be looking for these hotel’s in other cities it was that awesome. Would recommend to anyone looking for a nice home like place to stay while away!"
Conor 1-night trip
Posted 4 hours ago
Embassy Suites by Hilton Orlando Lake Buena Vista South
Seasons Florida Resort

Seasons Florida Resort

8/10 Good
"Máquina de hielo todos los pisos . Más personal e frontdesk"
LIZBETH 3-night trip
Posted 6 hours ago
Seasons Florida Resort
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Amazing’ everyone was fantastic"
Alexandra 2-night trip
Posted 8 hours ago
Hilton Vacation Club Mystic Dunes Orlando
Legacy Vacation Resorts - Kissimmee/Orlando

Legacy Vacation Resorts - Kissimmee/Orlando

10/10 Excellent
"Update bathroom"
Celia 1-night trip
Posted 11 hours ago
Legacy Vacation Resorts - Kissimmee/Orlando
The Berkley, Orlando

The Berkley, Orlando

10/10 Excellent
"Always clean. Well furnished and stocked with all needs. Comfortable beds. Great location. Courteous helpful staff."
Sherilyn 1-night trip
Posted 3 days ago
The Berkley, Orlando

Frequently asked questions

How much does a hotel with outdoor pool in Kissimmee cost?
Enjoy staying in a hotel in Kissimmee with an outdoor pool. You can find a great deal from $46 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Kissimmee that have private outdoor pools?
Margaritaville Cottages Orlando by Rentyl is a delightful 4-star option for families seeking the luxury of private outdoor pools. Guests rave about the convenient location and the friendly staff, and with a review rating of 9.0, it's no wonder why many families choose this property for their stay. The cottages offer not only a private pool but also a poolside bar and an array of spa services, including deep tissue and Swedish massages, ensuring relaxation for parents while kids enjoy their own space.Another excellent choice is Margaritaville Cottages Orlando by Vstays, also rated at 9.0. This property features a private outdoor pool and a shared pool that is secured, making it a safe environment for children. Guests have highlighted the comfortable beds and exceptional customer service, making it a family favorite.Additionally, Margaritaville Resort Orlando, boasting a review score of 8.8, offers a beautiful private pool alongside its resort-style amenities, including cabanas and a waterslide. Families appreciate the spacious rooms and the beautiful pool area, great for fun-filled days under the Florida sun.For those looking for something a little different, the All Suite Resort near Old Town Amusement Park and Disney World®, rated 9.4, also features private pool options, providing easy access to Disney attractions while ensuring a comfortable stay.Lastly, the AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY is another gem with private pool facilities, rated 9.2, making it ideal for families wanting to enjoy the magic of Disney while having a cozy retreat to unwind after a day of adventure.
Are there hotels in Kissimmee with outdoor pool cabanas or loungers?
The ette hotel is a luxurious 5-star retreat in Kissimmee that offers an impressive outdoor pool area complete with complimentary cabanas and sun loungers. Guests rave about the friendly and helpful staff, along with the incredible food and excellent service, contributing to its outstanding review score of 9.8.Another fantastic option is WorldMark Reunion, a 4-star hotel that features a spacious outdoor pool equipped with both cabanas and loungers. This hotel is well-loved for its friendly staff and clean, spacious rooms, boasting a great rating of 9.4. With on-site golf courses and mini-golf, it's superb for families looking to enjoy outdoor activities together.The Gaylord Palms Resort & Convention Center is also a top mention, offering a resort-inclusive outdoor pool setting that includes cabanas and a poolside bar. Rated 9.2 by guests, this hotel is recognized for its beautiful rooms and exceptional customer service, making it a great choice for travellers seeking both relaxation and entertainment.For a slightly different vibe, consider the Hilton Vacation Club Mystic Dunes Orlando, which features comfortable outdoor cabanas and loungers by its outdoor pool. With a review score of 9.0, families appreciate its spacious rooms and fun pool environment.Lastly, Margaritaville Cottages Orlando by Rentyl, also rated 9.0, provides a laid-back atmosphere with outdoor pool cabanas and a poolside bar, superb for those looking to unwind after a day of adventure. This hotel is particularly praised for its convenient location and attentive staff, ensuring a memorable family getaway.
Which Kissimmee hotels offer poolside service for food and drinks?
The Parkway International Resort is a delightful 3-star option in Kissimmee where guests can enjoy the refreshing atmosphere of an outdoor pool complemented by a convenient poolside bar. With a great rating of 9.6, travellers appreciate the friendly staff and clean, comfortable rooms, making it a great choice for families seeking relaxation and convenience.Another excellent choice is the Kompose Boutique Resort at Theme Parks, also rated 3 stars, which features an inviting outdoor pool and a poolside bar, superb for enjoying food and drinks while soaking up the sun. With a review rating of 9.4, guests rave about the fun atmosphere and attentive service, making it an ideal spot for families looking for a lively retreat.For a more upscale experience, the Gaylord Palms Resort & Convention Center stands out with its expansive outdoor pool area, featuring poolside cabanas and a poolside bar for an indulgent experience. This 4-star resort has earned a great rating of 9.2, with guests highlighting the incredible customer service and beautiful rooms, ensuring a memorable stay for families.The Hilton Vacation Club Mystic Dunes Orlando, another 4-star hotel, offers a fantastic outdoor pool with a poolside bar, rated 9.0 by travellers. Guests enjoy the spacious, clean accommodations and the fun atmosphere, making it a popular choice among families seeking both comfort and enjoyment.Lastly, Margaritaville Cottages Orlando by Rentyl, also rated 9.0, features an inviting outdoor pool and a poolside bar that enhances the laid-back vibe of the resort. Families appreciate the convenient location and friendly staff, paired with clean, comfortable accommodations, making it a superb getaway for those looking to unwind.
Is it cheaper to book flights and a Kissimmee hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Kissimmee for you.

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