Title: Book the Best Hotels with INDOOR POOL in Historic Downtown Kissimmee in 2026 | Expedia.ca [Historic Downtown Kissimmee Travel Guide](https://expedia.ca/Orlando-Historic-Downtown-Kissimmee.dx800089)[Vacation Rentals in Orlando](https://expedia.ca/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals)[Flights to Orlando](https://expedia.ca/Cheap-Flights-To-Orlando.d178294.Travel-Guide-Flights)[Things to do in Orlando](https://expedia.ca/Things-To-Do-In-Orlando.d178294.Travel-Guide-Activities)[Historic Downtown Kissimmee Car Rentals](https://expedia.ca/Car-Rentals-In-Historic-Downtown-Kissimmee.d800089.Car-Rental-Guide)[Historic Downtown Kissimmee Vacations](https://expedia.ca/Historic-Downtown-Kissimmee.d800089.Destination-Travel-Guides) ![Kissimmee_HistoricDowntownKissimmee_800089_04](https://images.trvl-media.com/place/800089/8e7bf26c-0611-47cb-b22d-aa4a7ff10dda.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with an Indoor Pool in Historic Downtown Kissimmee, FL from CA $118 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Historic Downtown Kissimmee Hotels with an Indoor Pool Tonight [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-12-15&endDate=2025-12-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-12-16&endDate=2025-12-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Historic Downtown Kissimmee hotels with an indoor pool ![Outdoor pool](https://images.trvl-media.com/lodging/105000000/104760000/104758800/104758800/77c8213c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104760000/104758800/104758800/92902b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104760000/104758800/104758800/7e0a74d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104760000/104758800/104758800/eca7044f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful home near Disney Private PoolBBQ Downtown [](https://www.expedia.ca/Orlando-Hotels-Beautiful-Home-Near-Disney-Private-PoolBBQ-Downtown.h104758800.Hotel-Information) Historic Downtown Kissimmee 9.8/10 Exceptional (35) "House was very clean and we enjoyed the space very much. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy M. CA $248 CA $655 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Orlando-Hotels-Beautiful-Home-Near-Disney-Private-PoolBBQ-Downtown.h104758800.Hotel-Information) ![Indoor pool, 4 outdoor pools](https://images.trvl-media.com/lodging/1000000/50000/41600/41508/eb0267ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/41600/41508/409311d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/50000/41600/41508/f0cb7115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/50000/41600/41508/1bfd6c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney's Coronado Springs Resort [](https://www.expedia.ca/Orlando-Hotels-Disneys-Coronado-Springs-Resort.h41508.Hotel-Information) Bay Lake 9.0/10 Wonderful (1005) "Very clean property, friendly staff and good food options" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Manasa [](https://www.expedia.ca/Orlando-Hotels-Disneys-Coronado-Springs-Resort.h41508.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/55b45a9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/1fbd324f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard view](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/ab16f193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/d5745363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham I-Drive Avanti Resort & Conference Center [](https://www.expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) International Drive District 7.4/10 Good (3910) "Room was good hotel was nice and clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $86 CA $124 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/7000/6905/c015e5a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/7000/6905/ce500952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/7000/6905/6b74f685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/7000/6905/6de0e19a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Orlando International Dr Conv Ctr [](https://www.expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-International-Dr-Conv-Ctr.h6905.Hotel-Information) International Drive District 8.6/10 Excellent (1003) "Great stay in this Hotel!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Ashish Pulipravattathu CA $105 CA $118 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-International-Dr-Conv-Ctr.h6905.Hotel-Information) ![Indoor pool, 3 outdoor pools, open 7:00 AM to 10 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/480000/470900/470830/a6e1f8ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/480000/470900/470830/62556019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/480000/470900/470830/32884b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/480000/470900/470830/b2d37120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard Orlando Lake Buena Vista in the Marriott Village [](https://www.expedia.ca/Orlando-Hotels-Courtyard-Orlando-Lake-Buena-Vista-In-The-Marriott-Village.h470830.Hotel-Information) Orlando 8.4/10 Very good (1004) "Nice room, pleasant staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $105 CA $126 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Orlando-Hotels-Courtyard-Orlando-Lake-Buena-Vista-In-The-Marriott-Village.h470830.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89690000/89687100/89687055/3502622f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/90000000/89690000/89687100/89687055/62ba13d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/90000000/89690000/89687100/89687055/bb0f2107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/90000000/89690000/89687100/89687055/b938cedc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Orlando International Dr-ICON by IHG [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Orlando-International-Dr-Conv.h89687055.Hotel-Information) International Drive District 9.0/10 Wonderful (2373) "The hotel was nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cristina CA $123 CA $159 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Orlando-International-Dr-Conv.h89687055.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/8500/8433/cd8ac057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![37-inch flat-screen TV with cable channels, TV, video-game console](https://images.trvl-media.com/lodging/1000000/10000/8500/8433/26002af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/8500/8433/1f08dd4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8500/8433/28bb05b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Suites Orlando Airport [](https://www.expedia.ca/Orlando-Hotels-Sheraton-Suites-Orlando-Airport.h8433.Hotel-Information) Airport North 8.6/10 Excellent (1992) "Friendly staff Nice amenities Nice room " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Milihka CA $145 CA $163 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Orlando-Hotels-Sheraton-Suites-Orlando-Airport.h8433.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/480000/470900/470861/99549ff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/480000/470900/470861/7b2fea50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, 3 outdoor pools, open 8:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/480000/470900/470861/6f4d5725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 2 Double Beds, Balcony (Balcony)](https://images.trvl-media.com/lodging/1000000/480000/470900/470861/42a66fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites Orlando Lake Buena Vista Marriott Village [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-Lake-Buena-Vista-Marriott-Village.h470861.Hotel-Information) Orlando 8.6/10 Excellent (1440) "Very quiet, excellent breakfast, pool perfect for young children " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Nora CA $129 CA $153 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-Lake-Buena-Vista-Marriott-Village.h470861.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/480000/470900/470892/f58b15c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/480000/470900/470892/04bcdc12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/480000/470900/470892/e14b0ff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/480000/470900/470892/75a2af1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites Lake Buena Vista in Marriott Village [](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-Lake-Buena-Vista-In-Marriott-Village.h470892.Hotel-Information) Orlando 8.4/10 Very good (1231) "Very clean, breakfast was great! Staff was very friendly & location is perfect. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marilyn CA $123 CA $146 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-Lake-Buena-Vista-In-Marriott-Village.h470892.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14900/14900/0d4cd35d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/20000/14900/14900/3f204956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/14900/14900/654dbf4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool, open 6:00 AM to 11:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/14900/14900/a6b91877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott Orlando Airport Lakeside [](https://www.expedia.ca/Orlando-Hotels-Marriott-Orlando-Airport-Lakeside.h14900.Hotel-Information) Airport North 9.2/10 Wonderful (1656) "Rooms were perfect, Raheem was super friendly, and we enjoyed dinner. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela CA $205 CA $231 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Orlando-Hotels-Marriott-Orlando-Airport-Lakeside.h14900.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=2025-12-29&endDate=2025-12-30®ionId=800089&adults=2&property_amenities_group_explore=indoor_pool&sort=RECOMMENDED&openPlayBack=true) ## Top Historic Downtown Kissimmee Hotel Reviews ![CoCo Key Hotel and Water Resort ](https://images.trvl-media.com/lodging/1000000/10000/300/228/73a42af2_y.jpg) ### CoCo Key Hotel and Water Resort 10/10 Excellent "The pool was amazing!" [](https://expedia.ca/Orlando-Hotels-CoCo-Key-Hotel-And-Water-Resort-Orlando.h228.Hotel-Information) ## Frequently asked questions ### What does Historic Downtown Kissimmee have to offer as well as hotels with indoor pools? ### What is there to do in Historic Downtown Kissimmee? ### Why should I choose a hotel with an indoor pool for my stay in Historic Downtown Kissimmee? ## 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) - 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