Title: Book the Best Hotels with POOL in Kissimmee in 2026 | 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) ![Moment Open](https://images.trvl-media.com/place/7927/b63b8a82-d8e7-4936-9033-5b5daf0dfa65.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/7927/b63b8a82-d8e7-4936-9033-5b5daf0dfa65.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Kissimmee Hotels with a Pool Tonight [Feb 27 - Feb 28](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-02-27&endDate=2026-02-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 28 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-02-28&endDate=2026-03-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-02-27&endDate=2026-03-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kissimmee hotels with a pool ![Reception](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/119a4279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/81e6b4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/9705bd68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/e1b28117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kompose Boutique Resort at Theme Parks [](https://www.expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) Kissimmee 9.4/10 Exceptional (2,890 reviews) "amazing place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) caleb CA $72 CA $142 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/1ef981b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/733b02fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch TV with cable channels, DVD player](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/f4bb77d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch TV with cable channels, DVD player](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/4ec89cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Village Orlando, Celebration [](https://www.expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information) Kissimmee 8.6/10 Excellent (3,485 reviews) "Yes .. very clean rooms and hotel chef was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alicia CA $121 CA $171 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603708/f85a6c36.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) ![Meeting facility](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603708/w3840h2872x0y3-60cf5e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603708/2dff23c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites By Hilton Orlando Sunset Walk [](https://www.expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Sunset-Walk.h90603708.Hotel-Information) Kissimmee 9.4/10 Exceptional (569 reviews) "Perfect stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristie Nicole CA $167 CA $258 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Sunset-Walk.h90603708.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/f773dc08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/4c2d3d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/46754a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/a9cabc8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Margaritaville Resort Orlando with H2O Waterpark [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) Kissimmee 8.8/10 Excellent (3,598 reviews) "Nice large pools with ample seating, fun vibe, short walk to restaurants and entertainment. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric Theodore CA $233 CA $339 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/666fe32a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/5e1be4d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/41b636cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/523152aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Orlando Lake Buena Vista South [](https://www.expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Lake-Buena-Vista-South.h4836993.Hotel-Information) Kissimmee 9.4/10 Exceptional (1,312 reviews) "room was very clean, the staff very nice, excellent hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nelson CA $106 CA $121 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Lake-Buena-Vista-South.h4836993.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/62319b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/e858249b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterslide](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/9b68dee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, pizza](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/0ff575f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westgate Town Center Resort [](https://www.expedia.ca/Orlando-Hotels-Westgate-Town-Center-Resort.h426819.Hotel-Information) Kissimmee 8.0/10 Very good (1,471 reviews) "Great stay !! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Omar CA $134 CA $199 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Orlando-Hotels-Westgate-Town-Center-Resort.h426819.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/4259dc2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 restaurants, breakfast, lunch, dinner served; pizza](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/0220a18e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/ecf1140b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/7931da3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Club Vacations at Orange Lake Resort by IHG [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) Orange Lake 8.8/10 Excellent (2,664 reviews) "Great room, clean, fresh and super easy check in. Pool and location is great! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie CA $171 CA $253 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.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/b503fcf4.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) ![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 [](https://www.expedia.ca/Orlando-Hotels-Voco-Kissimmee-Orlando-By-IHG.h41083.Hotel-Information) Kissimmee 7.6/10 Good (1,003 reviews) "Staff was very helpful, location was what we needed and rooms and pool were outstanding " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chester Joseph CA $85 CA $127 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Orlando-Hotels-Voco-Kissimmee-Orlando-By-IHG.h41083.Hotel-Information) ![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1610000/1606800/1606735/4f3af779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/2000000/1610000/1606800/1606735/a952e9c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1610000/1606800/1606735/ba9a8e9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1610000/1606800/1606735/cdd0a3eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Calypso Cay Vacation Villas [](https://www.expedia.ca/Orlando-Hotels-Calypso-Cay-Vacation-Villas.h1606735.Hotel-Information) Kissimmee 8.2/10 Very good (1,008 reviews) "The place was very nice and met expectations " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregory CA $119 CA $167 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Orlando-Hotels-Calypso-Cay-Vacation-Villas.h1606735.Hotel-Information) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/610000/602500/602436/6fc25fd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/610000/602500/602436/0f804887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/610000/602500/602436/9c0b4403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/610000/602500/602436/f813e3af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney's Animal Kingdom Lodge [](https://www.expedia.ca/Orlando-Hotels-Disneys-Animal-Kingdom-Lodge.h602436.Hotel-Information) Bay Lake 8.8/10 Excellent (1,001 reviews) "Unbelievably amazing experience and hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalie [](https://www.expedia.ca/Orlando-Hotels-Disneys-Animal-Kingdom-Lodge.h602436.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=2026-03-14&endDate=2026-03-15®ionId=7927&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Kissimmee Breakfast included Hot tub Water park 4 stars Spa ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_7927) ## Hotels with pools and free breakfast in Kissimmee ![Reception](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/81e6b4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/119a4279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/9705bd68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/e1b28117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kompose Boutique Resort at Theme Parks [](https://www.expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) Kissimmee 9.4/10 Exceptional (2890) CA $72 CA $142 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/523152aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/666fe32a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/41b636cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/f31ee9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Orlando Lake Buena Vista South [](https://www.expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Lake-Buena-Vista-South.h4836993.Hotel-Information) Kissimmee 9.4/10 Exceptional (1312) CA $106 CA $121 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Lake-Buena-Vista-South.h4836993.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/61000000/60340000/60334000/60333930/e5ac9c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/61000000/60340000/60334000/60333930/5e8547c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/61000000/60340000/60334000/60333930/0dde599f.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) ### Hampton Inn Kissimmee North [](https://www.expedia.ca/Orlando-Hotels-Hampton-Inn-Kissimmee-North.h60333930.Hotel-Information) Kissimmee 9.6/10 Exceptional (654) CA $167 CA $190 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Orlando-Hotels-Hampton-Inn-Kissimmee-North.h60333930.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892800/892720/a741e368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/900000/892800/892720/d2b4674d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/892800/892720/e9b64806.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) ### Quality Inn & Suites Heritage Park [](https://www.expedia.ca/Orlando-Hotels-Quality-Inn-Suites-Heritage-Park.h892720.Hotel-Information) Kissimmee 8.2/10 Very good (1000) CA $115 CA $131 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Orlando-Hotels-Quality-Inn-Suites-Heritage-Park.h892720.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/9023b9f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/4c2d3d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/46754a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/a9cabc8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Margaritaville Resort Orlando with H2O Waterpark [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) Kissimmee 8.8/10 Excellent (3598) CA $233 CA $339 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603708/f85a6c36.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) ![Meeting facility](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603708/w3840h2872x0y3-60cf5e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603708/2dff23c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites By Hilton Orlando Sunset Walk [](https://www.expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Sunset-Walk.h90603708.Hotel-Information) Kissimmee 9.4/10 Exceptional (569) CA $167 CA $258 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Sunset-Walk.h90603708.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40600/40513/b94616ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/1000000/50000/40600/40513/43e4c8a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40600/40513/daabd874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/50000/40600/40513/7e8c0576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Kissimmee Gateway [](https://www.expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Kissimmee-Gateway.h40513.Hotel-Information) Kissimmee 8.0/10 Very good (3900) CA $88 CA $128 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Kissimmee-Gateway.h40513.Hotel-Information) ![4 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/97ea8d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/6bd9ae14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/fefe03d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Mystic Dunes Orlando [](https://www.expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) Kissimmee 9.0/10 Wonderful (4674) CA $158 CA $225 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/880000/874700/874635/05a6203e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/880000/874700/874635/3824d823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/880000/874700/874635/0b92192b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/880000/874700/874635/a4231e8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Polynesian Isles Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Polynesian-Isles-Resort.h874635.Hotel-Information) Kissimmee 9.6/10 Exceptional (1939) CA $149 CA $200 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Orlando-Hotels-Polynesian-Isles-Resort.h874635.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/4259dc2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 restaurants, breakfast, lunch, dinner served; pizza](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/0220a18e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/ecf1140b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/7931da3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Club Vacations at Orange Lake Resort by IHG [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) Orange Lake 8.8/10 Excellent (2664) CA $171 CA $253 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-14&endDate=2026-03-15®ionId=7927&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## Hotels with pools and hot tubs in Kissimmee ![Reception](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/81e6b4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/119a4279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/9705bd68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/e1b28117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kompose Boutique Resort at Theme Parks [](https://www.expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) Kissimmee 9.4/10 Exceptional (2890) CA $72 CA $142 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/62319b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/e858249b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterslide](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/9b68dee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, pizza](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/0ff575f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westgate Town Center Resort [](https://www.expedia.ca/Orlando-Hotels-Westgate-Town-Center-Resort.h426819.Hotel-Information) Kissimmee 8.0/10 Very good (1471) CA $134 CA $199 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Orlando-Hotels-Westgate-Town-Center-Resort.h426819.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/523152aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/666fe32a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/41b636cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/f31ee9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Orlando Lake Buena Vista South [](https://www.expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Lake-Buena-Vista-South.h4836993.Hotel-Information) Kissimmee 9.4/10 Exceptional (1312) CA $106 CA $121 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Lake-Buena-Vista-South.h4836993.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/9023b9f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/4c2d3d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/46754a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/a9cabc8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Margaritaville Resort Orlando with H2O Waterpark [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) Kissimmee 8.8/10 Excellent (3598) CA $233 CA $339 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/4259dc2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 restaurants, breakfast, lunch, dinner served; pizza](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/0220a18e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/ecf1140b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/7931da3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Club Vacations at Orange Lake Resort by IHG [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) Orange Lake 8.8/10 Excellent (2664) CA $171 CA $253 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/200000/198100/198051/7af4a9ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/200000/198100/198051/6d77b8cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/200000/198100/198051/2ad4a962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/1000000/200000/198100/198051/700de24e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Star Island Resort and Club [](https://www.expedia.ca/Orlando-Hotels-Star-Island-Resort-And-Club.h198051.Hotel-Information) Kissimmee 8.4/10 Very good (1359) CA $156 CA $200 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Orlando-Hotels-Star-Island-Resort-And-Club.h198051.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/2dc39584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/d054869d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/43ad1413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch LCD TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/d530de89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Regal Oaks Resort Vacation Townhomes by IDILIQ [](https://www.expedia.ca/Orlando-Hotels-CLC-Regal-Oaks-Resort-Vacation-Townhomes.h1838783.Hotel-Information) Kissimmee 8.4/10 Very good (3069) CA $147 CA $437 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Orlando-Hotels-CLC-Regal-Oaks-Resort-Vacation-Townhomes.h1838783.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/a1409b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch flat-screen TV with cable channels](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/55eb0ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/5681a60b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/45eee6a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barefoot'n Resort Kissimmee Orlando [](https://www.expedia.ca/Orlando-Hotels-Barefootn-Resort.h111401427.Hotel-Information) Kissimmee 9.0/10 Wonderful (212) CA $93 CA $123 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Orlando-Hotels-Barefootn-Resort.h111401427.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/1000000/10000/7700/7622/41854f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Mexican cuisine](https://images.trvl-media.com/lodging/1000000/10000/7700/7622/3d25a9e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/1000000/10000/7700/7622/e125f231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7622/241a77cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Radisson Hotel Orlando Lake Buena Vista South [](https://www.expedia.ca/Orlando-Hotels-Red-Lion-Hotel-Orlando-Lake-Buena-Vista-South.h7622.Hotel-Information) Kissimmee 8.8/10 Excellent (4338) CA $70 CA $138 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Orlando-Hotels-Red-Lion-Hotel-Orlando-Lake-Buena-Vista-South.h7622.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/700000/692700/692651/fd297cb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms, Kitchen | Living area](https://images.trvl-media.com/lodging/1000000/700000/692700/692651/294467bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/700000/692700/692651/8df59585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/1000000/700000/692700/692651/fa326de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parkway International Resort [](https://www.expedia.ca/Orlando-Hotels-Parkway-International-Resort.h692651.Hotel-Information) Kissimmee 9.4/10 Exceptional (2227) CA $208 CA $259 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Orlando-Hotels-Parkway-International-Resort.h692651.Hotel-Information) [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-14&endDate=2026-03-15®ionId=7927&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=HOT_TUB&openPlayBack=true) ## Hotels with pools and waterparks in Kissimmee ![Lobby sitting area](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/9023b9f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/4c2d3d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/46754a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/a9cabc8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Margaritaville Resort Orlando with H2O Waterpark [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) Kissimmee 8.8/10 Excellent (3598) CA $233 CA $339 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/62319b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/e858249b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterslide](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/9b68dee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, pizza](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/0ff575f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westgate Town Center Resort [](https://www.expedia.ca/Orlando-Hotels-Westgate-Town-Center-Resort.h426819.Hotel-Information) Kissimmee 8.0/10 Very good (1471) CA $134 CA $199 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Orlando-Hotels-Westgate-Town-Center-Resort.h426819.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/4259dc2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 restaurants, breakfast, lunch, dinner served; pizza](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/0220a18e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/ecf1140b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/7931da3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Club Vacations at Orange Lake Resort by IHG [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) Orange Lake 8.8/10 Excellent (2664) CA $171 CA $253 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![3 outdoor pools, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/560000/553400/553400/afe044d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/560000/553400/553400/b6606d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/560000/553400/553400/61d8ca3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed with Sofa bed | Living area](https://images.trvl-media.com/lodging/1000000/560000/553400/553400/3c928b0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Orlando Lake Buena Vista South [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-By-Marriott-Orlando-Lake-Buena-Vista-South.h553400.Hotel-Information) Kissimmee 8.8/10 Excellent (1323) CA $138 CA $157 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-By-Marriott-Orlando-Lake-Buena-Vista-South.h553400.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) ![Water park](https://images.trvl-media.com/lodging/54000000/53720000/53713100/53713017/45e84487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Townhome, 3 Bedrooms, Golf View | Private kitchen](https://images.trvl-media.com/lodging/54000000/53720000/53713100/53713017/8a113f2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo, 4 Bedrooms, Pool Access (Two Story) | Living area](https://images.trvl-media.com/lodging/54000000/53720000/53713100/53713017/bc054354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spectrum Resort Villas Orlando and Waterparks [](https://www.expedia.ca/Orlando-Hotels-Spectrum-Resort-Orlando.h53713017.Hotel-Information) Reunion 9.2/10 Wonderful (905) CA $265 CA $613 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Orlando-Hotels-Spectrum-Resort-Orlando.h53713017.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/2dc39584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/d054869d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/43ad1413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch LCD TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/d530de89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Regal Oaks Resort Vacation Townhomes by IDILIQ [](https://www.expedia.ca/Orlando-Hotels-CLC-Regal-Oaks-Resort-Vacation-Townhomes.h1838783.Hotel-Information) Kissimmee 8.4/10 Very good (3069) CA $147 CA $437 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Orlando-Hotels-CLC-Regal-Oaks-Resort-Vacation-Townhomes.h1838783.Hotel-Information) ![3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/810000/807800/807800/a3be6e9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/807800/807800/0a6f0e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/810000/807800/807800/e7e3821c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/810000/807800/807800/07e0c5d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gaylord Palms Resort & Convention Center [](https://www.expedia.ca/Orlando-Hotels-Gaylord-Palms-Resort-Convention-Center.h807800.Hotel-Information) Kissimmee 9.2/10 Wonderful (1403) CA $323 CA $441 total includes taxes & fees Mar 6 - Mar 7 [](https://www.expedia.ca/Orlando-Hotels-Gaylord-Palms-Resort-Convention-Center.h807800.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/b5cc1c4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/03516956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/5d0b195e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite House, Private Pool (12 Bedrooms Westside) | Private kitchen](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/eb388507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Encore Resort and Water Park at Reunion by Rentyl [](https://www.expedia.ca/Orlando-Hotels-Encore-Resort-At-Reunion.h15190527.Hotel-Information) Kissimmee 8.4/10 Very good (1002) CA $316 CA $949 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Orlando-Hotels-Encore-Resort-At-Reunion.h15190527.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/1000000/10000/3900/3858/18b2638a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3900/3858/43a6edaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/10000/3900/3858/b9f1753f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/1000000/10000/3900/3858/e6f13136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Hotel & Water Park [](https://www.expedia.ca/Orlando-Hotels-Flamingo-Waterpark-Resort.h3858.Hotel-Information) Kissimmee 6.8/10 (1883) CA $71 CA $126 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Orlando-Hotels-Flamingo-Waterpark-Resort.h3858.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/b8afec09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/3e20180b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; pizza](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/ab27cb2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; pizza](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/75cae4bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westgate Vacation Villas Resort [](https://www.expedia.ca/Orlando-Hotels-Westgate-Vacation-Villas-Resort.h98920.Hotel-Information) Kissimmee 8.0/10 Very good (1844) CA $122 CA $185 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Orlando-Hotels-Westgate-Vacation-Villas-Resort.h98920.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=2026-03-14&endDate=2026-03-15®ionId=7927&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=WATER_PARK&openPlayBack=true) ## Top Kissimmee Hotel Reviews ![Gaylord Palms Resort & Convention Center](https://images.trvl-media.com/lodging/1000000/810000/807800/807800/25f2d8a1_y.jpg) ### Gaylord Palms Resort & Convention Center 10/10 Excellent "Rooms were clean, staff was friendly and restaurants were very good." [](https://expedia.ca/Orlando-Hotels-Gaylord-Palms-Resort-Convention-Center.h807800.Hotel-Information) ![Hilton Vacation Club Mystic Dunes Orlando](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "Room was spotless." [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Ramada by Wyndham Hotel & Water Park](https://images.trvl-media.com/lodging/1000000/10000/3900/3858/18b2638a_y.jpg) ### Ramada by Wyndham Hotel & Water Park 10/10 Excellent "One of my favorite hotels ever . It’s so quiet and family oriented fun " [](https://expedia.ca/Orlando-Hotels-Flamingo-Waterpark-Resort.h3858.Hotel-Information) ![Vacation Village Orlando, Celebration](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5_y.jpg) ### Vacation Village Orlando, Celebration 10/10 Excellent "great stay" [](https://expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information) ![Holiday Inn Resort Kissimmee by the Parks by IHG](https://images.trvl-media.com/lodging/1000000/60000/52900/52821/48f5f27b_y.jpg) ### Holiday Inn Resort Kissimmee by the Parks by IHG 10/10 Excellent "Amazing stay!! The people working at this hotel are the friendliest we came across while on our vacation. They were so quick to help and make sure our stay was going well " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information) ![Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://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 "Room & staff were great" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Silver Lake Resort](https://images.trvl-media.com/lodging/1000000/20000/14600/14518/f53cedc1_y.jpg) ### Silver Lake Resort 10/10 Excellent "Everything was really nice. The AC unit was a little loud for sleeping but thankfully it was cool enough at night we could sleep with the patio door open and fan on." [](https://expedia.ca/Orlando-Hotels-Silver-Lake-Resort.h14518.Hotel-Information) ![Ramada by Wyndham Kissimmee Gateway](https://images.trvl-media.com/lodging/1000000/50000/40600/40513/b94616ba_y.jpg) ### Ramada by Wyndham Kissimmee Gateway 10/10 Excellent "Yes" [](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Kissimmee-Gateway.h40513.Hotel-Information) ![Holiday Inn & Suites Orlando SW - Celebration Area by IHG](https://images.trvl-media.com/lodging/1000000/10000/7900/7855/e4318c5d_y.jpg) ### Holiday Inn & Suites Orlando SW - Celebration Area by IHG 10/10 Excellent "Todo ok" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Orlando-SW-Celebration-Area.h7855.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Kissimmee with outdoor pools? > For those looking for a touch of luxury, the 5-star [ette hotel](https://www.expedia.ca/Orlando-Hotels-Ette-Hotel.h70100240.Hotel-Information) is an outstanding choice. Not only does it feature an inviting outdoor pool with complimentary cabanas, but it also offers a full-service spa where guests can unwind with various treatments. Reviewers frequently mention the incredible food and excellent service, giving it a stellar rating of 9.8. > > > The [Parkway International Resort](https://www.expedia.ca/Orlando-Hotels-Parkway-International-Resort.h692651.Hotel-Information), another 3-star option, is an excellent family-friendly destination with a well-kept outdoor pool and a poolside bar to enjoy refreshing drinks. Guests love the clean and comfortable accommodations, which contribute to a memorable stay, reflected in its impressive review rating of 9.6. > > > If you're traveling with pets, the [Hampton Inn Kissimmee North](https://www.expedia.ca/Orlando-Hotels-Hampton-Inn-Kissimmee-North.h60333930.Hotel-Information) is a great pick. This hotel features an outdoor pool and offers a free breakfast buffet, making it easy to start your days off right. With a rating of 9.6, travellers appreciate the friendly staff and convenient location. > > > Lastly, for a great experience, consider the property labeled "Park all day, recharge in style- 10min to Disney." This charming place features a shared outdoor pool and a revamped atmosphere, superb for families seeking a cozy retreat after a day at the parks. With a superb review score of 10.0, it's an exceptional choice for those wanting comfort and convenience. ### How much does a hotel with outdoor pool in Kissimmee cost? ### Are there hotels in Kissimmee that have private outdoor pools? > Another great choice is [Margaritaville Resort Orlando](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) with H2O Waterpark, also rated 4 stars and boasting a private outdoor pool. Families can enjoy a beautiful and spacious pool area, complete with cabanas and sun loungers. Reviewers highlight the excellent service and the resort's amazing location, giving it a solid score of 9.0, ensuring a memorable stay for everyone. > > > For those looking for a more extensive accommodation option, the [All Suite Resort near Old Town Amusement Park and Disney World](https://www.expedia.ca/Orlando-Hotels-All-Suite-Resort-Next-To-Old-Town-Amusement-Park-And-Disney-World-With-A-Plethora-Of-Amenities.h36461084.Hotel-Information)® features a shared outdoor pool along with private pool access for added convenience. Rated 9.4 by guests, this resort is ideal for families wanting space and comfort while being close to local attractions. ### What are some of the best Kissimmee hotels with outdoor pools and scenic views? > Another fantastic option is the [Margaritaville Cottages Orlando with H2O Waterpark by Vstays](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Cottages-Orlando-By-VStays.h35109061.Hotel-Information), a delightful 4-star destination rated 9.2 by travellers. Here, families can enjoy an outdoor pool complemented by a fun poolside bar and secure access. With beach views and a reputation for friendly staff, this hotel combines quality service with a laid-back atmosphere, great for unwinding after a day exploring the nearby attractions. > > > For those seeking a blend of luxury and home-like comforts, [Magic Village Yards, Trademark Collection by Wyndham](https://www.expedia.ca/Orlando-Hotels-Magic-Village-Yards.h9046290.Hotel-Information) is another top pick. Rated 9.0, this hotel features a resort-style outdoor pool and is known for its great location and friendly staff. The serene lake views from this property create a tranquil backdrop for families looking to relax and reconnect. > > > If you're after spacious rooms, the [Grand Lake Resort](https://www.expedia.ca/Orlando-Hotels-The-Grand-Lake-Resort.h37613141.Hotel-Information) might catch your interest. This 3-star hotel, with a review score of 9.2, boasts a clean, warm outdoor pool along with sun loungers for a great day in the sun. The lake views add an extra touch of beauty to your stay, making it a favorite among guests. > > > Finally, the [AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY](https://www.expedia.ca/Orlando-Hotels-AMAZING-STUDIO-AT-WESTGATE-TOWN-CENTER-RESORT-SPA-NEAR-DISNEY.h33704205.Hotel-Information), rated 9.2, offers a shared outdoor pool and convenient kitchen facilities. Its proximity to nearby attractions and lovely lake views make it a practical choice for families eager to explore all that Kissimmee has to offer. ### Are there hotels in Kissimmee with outdoor pool cabanas or loungers? > If you're looking for a solid 4-star option, [WorldMark Reunion](https://www.expedia.ca/Orlando-Hotels-Club-Wyndham-Reunion.h4188525.Hotel-Information) is another fantastic hotel that features outdoor pool cabanas and sun loungers. It boasts spacious and clean rooms, earning an excellent review score of 9.4\. Families appreciate the great facilities and the mini-golf available onsite, which adds an extra layer of fun for the kids. > > > The [Gaylord Palms Resort & Convention Center](https://www.expedia.ca/Orlando-Hotels-Gaylord-Palms-Resort-Convention-Center.h807800.Hotel-Information), also rated 4 stars with a traveller score of 9.2, offers a resort-style pool experience complete with cabanas and a waterslide for added excitement. Guests frequently compliment the beautiful rooms and incredible service, making it a great family destination. > > > Lastly, [Margaritaville Resort Orlando](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) with H2O Waterpark, rated at 4 stars with a score of 9.0, also includes outdoor pool cabanas and a beautiful pool area. Families love the vibrant setting, great location, and the waterpark, which provides endless entertainment for children of all ages. ### Which Kissimmee hotels with outdoor pools are near Orlando, FL (MCO-Orlando Intl.)? > Another fantastic option is the [Hilton Vacation Club Mystic Dunes Orlando](https://www.expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information), a 4-star hotel that also offers an outdoor pool, rated 9.0 by visitors. This resort not only features a spacious pool area with cabanas and a poolside bar but also provides additional activities like onsite golfing and mini-golf, ensuring that both relaxation and adventure await your family. The friendly staff and clean, spacious rooms contribute to an enjoyable stay, making it a favorite among travellers. > > > Lastly, consider the [Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information), which has a great rating of 8.8\. This resort features an outdoor pool complete with a waterslide and a dedicated children's pool, making it a safe and exciting environment for kids. Guests rave about the spacious and clean accommodations, as well as the friendly service, creating an inviting space for families. ### Which Kissimmee hotels offer poolside service for food and drinks? > Another great option is the [Kompose Boutique Resort at Theme Parks](https://www.expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information), also rated 3 stars and boasting a lovely outdoor pool. This hotel features a poolside bar where guests can sip on refreshing beverages while enjoying the sun. With a traveller score of 9.4, guests appreciate the inclusive setting and family-friendly amenities. > > > For those looking for a more upscale experience, the [Gaylord Palms Resort & Convention Center](https://www.expedia.ca/Orlando-Hotels-Gaylord-Palms-Resort-Convention-Center.h807800.Hotel-Information) shines as a 4-star destination. It features an expansive outdoor pool, complete with cabanas and a poolside bar. Guests have rated it highly at 9.2, praising its beautiful rooms, incredible service, and a wealth of amenities designed for both relaxation and fun. > > > Lastly, [Margaritaville Cottages Orlando with H2O Waterpark by Vstays](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Cottages-Orlando-By-VStays.h35109061.Hotel-Information), another 4-star property, offers a great experience with its outdoor pool and poolside bar. Rated 9.2 by travellers, this hotel combines a laid-back atmosphere with great service, making it a popular choice for families eager to unwind after a day of adventure. ### Are there hotels with outdoor pools that are close to Walt Disney World® Resort? > For a more budget-friendly choice, consider [Parkway International Resort](https://www.expedia.ca/Orlando-Hotels-Parkway-International-Resort.h692651.Hotel-Information), which holds a review score of 9.6\. This 3-star resort offers an inviting outdoor pool alongside a poolside bar, ensuring that families can enjoy refreshing drinks as they relax. Guests frequently highlight the clean and comfortable rooms, along with the convenient location that makes it easy to access the magic of Disney. > > > Another great option is the [Kompose Boutique Resort at Theme Parks](https://www.expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information), rated 9.4 by travellers. This resort not only features an outdoor pool but also comes with a fun waterslide, making it a hit among children. Plus, its proximity to Orlando International Airport (just 18.2 miles away) adds to the convenience for families on the go. > > > For those looking for a cozy stay, "Park all day, recharge in style- 10min to Disney" boasts a superb review score of 10.0\. This property offers shared outdoor pool access and fully equipped kitchens for family meals, suiting the needs of those traveling with children. > > > Lastly, [Orbit One Vacation Villas](https://www.expedia.ca/Orlando-Hotels-Orbit-One-Vacation-Villas.h7233.Hotel-Information) is another 3-star choice with a great rating of 9.4\. This resort features an outdoor pool, along with waterslides that kids will love. The friendly staff and well-maintained amenities make this a comfortable spot for families eager to explore the nearby attractions. ### Are there hotels in Kissimmee with outdoor pool activities or events? > For families prioritising convenience, the Roomba Inn & Suites Orlando has an inviting space with an outdoor pool and a playground. Here, parents can unwind with poolside cocktail service while the little ones enjoy the kid-friendly amenities. The family-centric vibe makes it an excellent choice for those travelling with children. > > > If you're searching for more extensive water fun, [FantasyWorld Resort](https://www.expedia.ca/Orlando-Hotels-Fantasy-World-Resort.h84866.Hotel-Information) is a splendid option. This resort boasts not only heated pools but also a water park and hot tubs, providing an exciting aquatic experience for guests of all ages. > > > Couples or groups can also enjoy the lively option at hotels like Gaylord Palms Resort and [Westgate Town Center Resort](https://www.expedia.ca/Orlando-Hotels-Westgate-Town-Center-Resort.h426819.Hotel-Information). Both feature impressive on-site water parks, ensuring that there's never a dull moment. ### Is it cheaper to book flights and a hotel in Kissimmee as a package? ### How can I save on a hotel in Kissimmee with Expedia? ### Can I cancel my hotel reservation on Expedia? ## 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) - 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