Title: Book the Best Hotels with POOL in Kissimmee in 2025 | Expedia.ca [Kissimmee Travel Guide](https://expedia.ca/Kissimmee.dx7927)[Hotels in Kissimmee](https://expedia.ca/Kissimmee-Hotels.d7927.Travel-Guide-Hotels)[Vacation Rentals in Kissimmee](https://expedia.ca/Kissimmee-Vacation-Rentals.d7927.Travel-Guide-VacationRentals)[Flights to Kissimmee](https://expedia.ca/Cheap-Flights-To-Kissimmee.d7927.Travel-Guide-Flights)[Things to do in Kissimmee](https://expedia.ca/Things-To-Do-In-Kissimmee.d7927.Travel-Guide-Activities)[Kissimmee Car Rentals](https://expedia.ca/Car-Rentals-In-Kissimmee.d7927.Car-Rental-Guide)[Kissimmee Vacation Packages](https://expedia.ca/Kissimmee.d7927.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/553000/553963-kissimmee.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Kissimmee, FL from CA $85 ### Change your mind Book hotels with free cancellation ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ### Be picky Search almost a million properties worldwide ## Check availability on Kissimmee Hotels with a Pool Tonight [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-10-06&endDate=2025-10-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-10-07&endDate=2025-10-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kissimmee Hotels with a Pool ![Outdoor pool](https://images.trvl-media.com/lodging/7000000/6500000/6495900/6495838/b2bb644e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/7000000/6500000/6495900/6495838/54b7c1c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6500000/6495900/6495838/fd21dc2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/7000000/6500000/6495900/6495838/bda898e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Orlando Lake Buena Vista South Kissimmee 8.0/10 Very good (1517) "We needed an affordable, quick hotel at the last minute. The staff were nice and the rooms were clean and spacious." CA $67 CA $96 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Orlando-Hotels-Magic-Castle-Inn-And-Suites.h6495838.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/119a4279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/6e9ade0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/24b848d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Balcony](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/d84c06b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kompose Boutique Resort at Theme Parks Kissimmee 9.4/10 Exceptional (1469) "Great resort ,highly recommend!!!" CA $80 CA $108 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) ![Outdoor pool, open 8 AM to 11 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/90000/84700/84682/953a42fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/1000000/90000/84700/84682/d3dcde68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/90000/84700/84682/c8908394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/1000000/90000/84700/84682/fed4649e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Galleria Palms Hotel Kissimmee 8.8/10 Excellent (3543) "Great place to stay. " CA $82 CA $118 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Orlando-Hotels-Galleria-Palms-Hotel.h84682.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/96d3eece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/b3397abc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/879a8fa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/0135c99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### voco Kissimmee Orlando by IHG Kissimmee 7.4/10 Good (1004) "Clean rooms, great staff, calm and relaxing environment." CA $84 CA $95 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Orlando-Hotels-Voco-Kissimmee-Orlando-By-IHG.h41083.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/7900/7855/f14a0239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7900/7855/7c1c7318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (USD 17 per person)](https://images.trvl-media.com/lodging/1000000/10000/7900/7855/e4318c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/10000/7900/7855/1fa0596c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn & Suites Orlando SW - Celebration Area by IHG Kissimmee 8.4/10 Very good (1805) "Location was perfect for access to Old Town dining and local shops. Would definitely stay here again. " CA $64 CA $112 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Orlando-SW-Celebration-Area.h7855.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/70000/61400/61356/c9b17678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/61400/61356/bfaddaf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/61400/61356/089e8ea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/61400/61356/77778777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Orlando Lake Buena Vista South Kissimmee 6.6/10 (1002) "The room was clean and close to everything. Would stay again " CA $57 CA $85 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Orlando-Hotels-Developer-Inn-Express-Fundamental.h61356.Hotel-Information) ![Egyptian cotton sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603708/68d1bc67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms, Corner](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603708/3afa84d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603708/9584c160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch LCD TV with cable channels](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603708/f5a2318f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites By Hilton Orlando Sunset Walk Kissimmee 9.4/10 Exceptional (375) "Great place to stay" CA $145 CA $228 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Sunset-Walk.h90603708.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/892800/892720/a3a5b6c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892800/892720/47484324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892800/892720/de6dc98e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892800/892720/842b3394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites Heritage Park Kissimmee 8.4/10 Very good (1003) "I was very grateful to stay here I had a wonderful experience and the staff was helpful and happy! " CA $83 CA $94 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-Quality-Inn-Suites-Heritage-Park.h892720.Hotel-Information) ![Outdoor pool, sun loungers, lifeguards on site](https://images.trvl-media.com/lodging/54000000/53720000/53713100/53713017/431c4551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Multiple Beds (5 Bedroom Luxury Two Story Condo) | Terrace/patio](https://images.trvl-media.com/lodging/54000000/53720000/53713100/53713017/49b40223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Multiple Beds (4 Bedroom Luxury Two Story Condo) | Living area](https://images.trvl-media.com/lodging/54000000/53720000/53713100/53713017/3c83b079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Multiple Beds (5 Bedroom Luxury Two Story Condo)](https://images.trvl-media.com/lodging/54000000/53720000/53713100/53713017/fb3a266f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spectrum Resort Villas Orlando and Waterparks Reunion 9.2/10 Wonderful (766) "Very nice resort." CA $350 CA $461 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Orlando-Hotels-Spectrum-Resort-Orlando.h53713017.Hotel-Information) ![Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/61000000/60340000/60334000/60333930/dced7b58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/61000000/60340000/60334000/60333930/e5ac9c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/61000000/60340000/60334000/60333930/ddbd347f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/61000000/60340000/60334000/60333930/cc42b644.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Kissimmee North Kissimmee 9.6/10 Exceptional (518) "Great options for breakfast and clean rooms " CA $147 CA $167 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Orlando-Hotels-Hampton-Inn-Kissimmee-North.h60333930.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-20&endDate=2025-10-21®ionId=7927&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Kissimmee Hotel Reviews ![Parkway International Resort](//images.trvl-media.com/lodging/1000000/700000/692700/692651/fd297cb8_y.jpg) ### Parkway International Resort 10/10 Excellent "Friendly staff Confort stay Great location" [](https://expedia.ca/Orlando-Hotels-Parkway-International-Resort.h692651.Hotel-Information) ![Galleria Palms Hotel](//images.trvl-media.com/lodging/1000000/90000/84700/84682/47b4a2b7_y.jpg) ### Galleria Palms Hotel 10/10 Excellent "Very nice and professional staff. We arrived in the late afternoon and were offered cookies while checking in. The lobby and outside area were clean and our 2 qn room was spacious and clean. Housekeeping came by to offer us towels on the second day since they do not do daily cleaning. We would stay here again. " [](https://expedia.ca/Orlando-Hotels-Galleria-Palms-Hotel.h84682.Hotel-Information) ![Delta Hotels by Marriott Orlando Celebration](//images.trvl-media.com/lodging/1000000/10000/300/256/w4000h2663x0y0-bece67c9_y.jpg) ### Delta Hotels by Marriott Orlando Celebration 10/10 Excellent "We had a wonderful stay! Was very pleasant, with fabulous facilities and excellent service. Everything was clean, comfortable, and beautifully designed. Highly recommended!" [](https://expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information) ![Holiday Inn Club Vacations at Orange Lake Resort by IHG](//images.trvl-media.com/lodging/1000000/10000/6400/6315/ac7826b3_y.jpg) ### Holiday Inn Club Vacations at Orange Lake Resort by IHG 10/10 Excellent "Amazing property has many different activities and areas to enjoy. The room was great and staff checked up on you would definitely go back !" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Hilton Vacation Club Mystic Dunes Orlando](//images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "Family friendly " [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Gaylord Palms Resort & Convention Center](//images.trvl-media.com/lodging/1000000/810000/807800/807800/25f2d8a1_y.jpg) ### Gaylord Palms Resort & Convention Center 10/10 Excellent "Nice weekend getaway with the family. Enjoyed the day at the pool and walked around the resort. Only complaint was that the surfing attraction and kiddie playground were under renovation during the time of our visit. Definitely recommend to couples wanting a weekend getaway with or without the kids!" [](https://expedia.ca/Orlando-Hotels-Gaylord-Palms-Resort-Convention-Center.h807800.Hotel-Information) ![Magic Moment Resort and Kids Club](//images.trvl-media.com/lodging/14000000/13320000/13313600/13313558/8a4be397_y.jpg) ### Magic Moment Resort and Kids Club 10/10 Excellent "My grandson enjoyed the facility very much! My kudos to the staff! Every single one that I interacted with were absolutely friendly and enjoyable! And must say: Housekeeping staff go above and beyond! Thank you all! Definitely visiting again." [](https://expedia.ca/Orlando-Hotels-Magic-Moment-Resort-And-Kids-Club.h13313558.Hotel-Information) ![Comfort Suites Maingate East](//images.trvl-media.com/lodging/1000000/470000/460500/460421/98d8f1fc_y.jpg) ### Comfort Suites Maingate East 10/10 Excellent "Old town right next hotel, disney 10min drive perfect for what we needed. Outside pool and bar great. Slight smell but nothing that bothered us more due to damp heat in the air. Breakfast basic " [](https://expedia.ca/Orlando-Hotels-Comfort-Suites-Maingate-East.h460421.Hotel-Information) ![voco Kissimmee Orlando by IHG](//images.trvl-media.com/lodging/1000000/50000/41100/41083/b3397abc_y.jpg) ### voco Kissimmee Orlando by IHG 10/10 Excellent "Clean room" [](https://expedia.ca/Orlando-Hotels-Voco-Kissimmee-Orlando-By-IHG.h41083.Hotel-Information) ## 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 698 places to stay with pools. During your trip, you can explore sights such as Disney Springs™ and Epcot®, and then relax poolside at one of the accommodations in Kissimmee that guests like for their pools. ### What are some accommodations with pools in Kissimmee? > [Margaritaville Resort Orlando with H2O Waterpark](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information): Resort located near Disney's Animal Kingdom® Theme Park. Features free water-park access, 3 outdoor pools, and a lazy river. [Holiday Inn Resort Kissimmee by the Parks by IHG](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information): Hotel located near Walt Disney World® Resort. Offers 2 outdoor pools, a children's pool, and a snack bar/deli. [Magic Moment Resort and Kids Club](https://www.expedia.ca/Orlando-Hotels-Magic-Moment-Resort-And-Kids-Club.h13313558.Hotel-Information): Hotel located near Old Town. Provides daily, an outdoor pool, and free self parking. [Delta Hotels by Marriott Orlando Celebration](https://www.expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information): Hotel located near Old Town. Features 4 restaurants, 2 outdoor pools, and 2 bars. [Palazzo Lakeside Hotel](https://www.expedia.ca/Orlando-Hotels-Palazzo-Lakeside.h14701.Hotel-Information): Hotel located near Old Town. Offers daily, a pool, and complimentary wireless internet access. ### How many pool hotels will I be able to find in Kissimmee? > Expedia's 698 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 Kissimmee Go-Karts. 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. ## Explore a world of travel with Expedia - Lodging - More ways to book - [Adults Only Resorts & in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Adults-Only-Resorts.0-0-d6048177-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Beach-Hotel.0-0-d6048177-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Boutique-Hotel.0-0-d6048177-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Business-Hotel.0-0-d6048177-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Casino-Hotel.0-0-d6048177-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Cheap-Hotels.0-0-d6048177-tCheapHotels.Travel-Guide-Filter-Hotels) - 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