Title: 5 Stars Hotels in Historic Downtown Kissimmee, Orlando from CA $149 - Find Cheap Historic Downtown Kissimmee Hotels With 5 Stars | 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 showing boating, rapids and a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21375-Orlando.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Historic Downtown Kissimmee, Orlando from CA $149 ![](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 5 Star Hotels Tonight [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-10-19&endDate=2025-10-20&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-10-20&endDate=2025-10-21&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Historic Downtown Kissimmee 5 Star Hotels ![Exterior](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/0589fd64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 2 Queen Beds (Holiday Haven)](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/ab1dfef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms (Governor's)](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/e7902d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/d76e5658.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waldorf Astoria Orlando - An Official Walt Disney World® Hotel Orlando 9.2/10 Wonderful (380) "Great hotel, very luxurious. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $505 CA $647 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Orlando-Hotels-Waldorf-Astoria-Orlando.h2432727.Hotel-Information) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/9dffefcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Barron Suite | View from room](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/5c44bf64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/94144e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/fa18c89f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Conrad Orlando at Evermore Orlando 9.6/10 Exceptional (303) "The hotel was beautiful and clean, very happy with my trip " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yuleismy CA $597 CA $742 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Orlando-Hotels-Conrad-Orlando.h90603710.Hotel-Information) ![3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/8000000/7380000/7374500/7374428/d1187640.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 restaurants, breakfast, lunch, dinner served; Spanish cuisine](https://images.trvl-media.com/lodging/8000000/7380000/7374500/7374428/040437a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite, 1 King Bed with Sofa bed | Living area](https://images.trvl-media.com/lodging/8000000/7380000/7374500/7374428/b73bddcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/8000000/7380000/7374500/7374428/60c5847d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort Golden Oak 9.6/10 Exceptional (874) "Amazing property & spa experience ❤️" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Johanna CA $1,823 CA $2,129 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Orlando-Hotels-Four-Seasons-Resort-Orlando-At-WALT-DISNEY-WORLD-Resort.h7374428.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/2e35acb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/818ce775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 restaurants, dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/be002023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/4911def2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton Orlando, Grande Lakes Orlando 9.4/10 Exceptional (1004) "The stay could not have been more perfect. Will stay as often as we can." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris CA $714 CA $890 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Orlando-Hotels-The-Ritz-Carlton-Orlando.h914146.Hotel-Information) ![Outdoor pool, open 9:00 AM to 6:00 PM, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/71000000/70110000/70100300/70100240/b0dc020b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Frette Italian sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/71000000/70110000/70100300/70100240/cc2288f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/71000000/70110000/70100300/70100240/7affaeb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70110000/70100300/70100240/3ab1a639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ette hotel Kissimmee 9.8/10 Exceptional (347) "Marcus was a wonderful hotel host, as were all of the restaurant staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Santiago CA $378 CA $429 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Orlando-Hotels-Ette-Hotel.h70100240.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/45af642e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![ONE BEDROOM GRANDE SUITE | Private kitchen](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/e96914e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/cbe2f6c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/0666884a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reunion Resort & Golf Club Reunion 8.8/10 Excellent (1417) "Was amazing beautiful and is an special place to go with kids , we love it !! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yamila [](https://www.expedia.ca/Orlando-Hotels-Reunion-Resort-Golf-Club.h992499.Hotel-Information) ![Outdoor pool, a heated pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/97f0e69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/e97da1e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite House, 6 Bedrooms, Private Pool (Westside) | Living area](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/27999263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House, 5 Bedrooms, Private Pool (Westside)](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/dd0febbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Encore Resort and Water Park at Reunion by Rentyl Kissimmee 8.4/10 Very good (1008) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $314 CA $961 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Orlando-Hotels-Encore-Resort-At-Reunion.h15190527.Hotel-Information) ![2 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/3c13b724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Living area](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/aa804402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Private kitchen](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/e1bdf2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Terrace/patio](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/71fb362d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131 Kissimmee 10/10 Exceptional (4) "It was a clean and nice " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle [](https://www.expedia.ca/Orlando-Hotels-204-3131-Storey-Lake-Resort-2Bd-7G-106454.h84149201.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852300/cb2dc650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Resort view](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852300/1c359578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Resort view](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852300/a7d356dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852300/283123bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Splendid 5Bd Close to Disney at Storey Lake 4251 Kissimmee 9.2/10 Wonderful (12) "Amazing Stay...Home away from Home... Definitely recommend for families..." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Prassanna [](https://www.expedia.ca/Orlando-Hotels-Splendid-5Bd-Close-To-Disney-At-Storey-Lake-4251.h95852300.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852304/8576a0e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852304/05a79e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852304/8da6b866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852304/111113d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158 Davenport 9.8/10 Exceptional (6) "Fantastic!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) cantrell [](https://www.expedia.ca/Orlando-Hotels-Stunning-4-Bd-W-Pool-Close-To-Disney-At-Champions-Gate-1158.h95852304.Hotel-Information) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852267/2638343b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852267/8d9f4401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852267/f3771ce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852267/bca7e09e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing 4Bd Screened Pool Close to Disney 4572 Bellavida 9.6/10 Exceptional (4) "The dryer didnt work and No Highchair , also never received my tickets to Water park with Lazy pool ticket. Other than that My Family enjoyed Everything. Pool is a Plus " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph [](https://www.expedia.ca/Orlando-Hotels-Amazing-4Bd-Screened-Pool-Close-To-Disney-4572.h95852267.Hotel-Information) ![Exclusive House | Private pool](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852295/85d652c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House | Private kitchen](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852295/df671427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852295/9cabd925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852295/ee59332d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629 Kissimmee 8.8/10 Excellent (3) "Nice " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janismarie [](https://www.expedia.ca/Orlando-Hotels-Marvelous-5Bd-W-Pool-Close-To-Disney-Storey-Lake-2629.h95852295.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852285/66383de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852285/3e6b6ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House | Children's theme room](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852285/0bebd815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852285/b410ba4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 4Bd with Pool @ Storey Lake Resort 4475 Kissimmee 9.0/10 Wonderful (4) [](https://www.expedia.ca/Orlando-Hotels-Gorgeous-4Bd-With-Pool-At-Storey-Lake-Resort-4475.h95852285.Hotel-Information) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852266/08031f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852266/b3511078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852266/56d48e36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852266/51e2cdc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Bedroom at Storey Lake Orlando FL close to Disney 4851 Kissimmee 9.0/10 Wonderful (2) "Everything I expected" ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Jan de [](https://www.expedia.ca/Orlando-Hotels-5-Bedroom-At-Storey-Lake-Orlando-FL-Close-To-Disney-4851.h95852266.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698655/92507b02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698655/9a6168f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698655/3844c54e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 5 Bedrooms | Living area](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698655/d3b71173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Friendly 5 Bedrooms Home Close to Disney 4849 Kissimmee 8.8/10 Excellent (3) "Everything was well clean and very easy access" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raquel [](https://www.expedia.ca/Orlando-Hotels-4849-Storey-Lake-Resort-Orlando-4148444285.h50698655.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852274/da283eae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852274/f6e99720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf view](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852274/1fafff68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852274/304dd1fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Friendly 2 Bd Close to Disney @ Champions Gate 8899 Davenport 8.6/10 Excellent (8) "They kept in contact the whole time we stayed with them. They responded to any questions promptly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany [](https://www.expedia.ca/Orlando-Hotels-Family-Friendly-2-Bd-Close-To-Disney-Champions-Gate-8899.h95852274.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852281/aa88b8d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852281/3a7bace7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852281/b13ca7fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852281/c426a106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653 Kissimmee 10/10 Exceptional (3) "Everything was excellent. I like the property was really cozy and nice. The only thing I didn’t like was that more concerned about when you leaving?" ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Liliana [](https://www.expedia.ca/Orlando-Hotels-Gorgeous-4-Bd-W-Pool-Storey-Lake-Resort-2653.h95852281.Hotel-Information) ![Indoor pool, outdoor pool, sun loungers, lifeguards on site](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698689/3b952e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698689/ebc12056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698689/e7c03cd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Living room](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698689/ea264f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759 Kissimmee 10/10 Exceptional (2) "Me encantó la propiedad, la comunicación que tuvieron conmigo en todo momento y el precio! Super recomendada!!! " ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Patricia [](https://www.expedia.ca/Orlando-Hotels-4759-Storey-Lake-Resort-53594-53726.h50698689.Hotel-Information) ![Exclusive House | Private kitchen](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852291/b8b54188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852291/55572336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852291/b8fbfc52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers, lifeguards on site](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852291/7abc0ec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marvelous 3Bd w/ Pool Near Disney at Serenity 1536 Clermont 8.8/10 Excellent (3) "went with grandkids they enjoyed the dipping pool and area was nice and quiet. The place was very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Esther [](https://www.expedia.ca/Orlando-Hotels-Marvelous-3Bd-W-Pool-Near-Disney-At-Serenity-1536.h95852291.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852277/5137ee9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-golf](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852277/1d63b36b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Apartment | Private kitchen](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852277/eb0d33b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Apartment | Terrace/patio](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852277/061ee8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191 Kissimmee 10/10 Exceptional (1) [](https://www.expedia.ca/Orlando-Hotels-Gorgeous-2Bd-Apto-Close-To-Disney-Storey-Lake-404-3191.h95852277.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Historic-Downtown-Kissimmee-Orlando-Hotels.s50-n800089-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Historic-Downtown-Kissimmee-Orlando-Hotels.s50-n800089-0.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Historic Downtown Kissimmee. ![DoubleTree by Hilton Hotel Orlando at SeaWorld](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 10100 International Drive, Orlando, FL CA $97 CA $149 total Oct 30 - Oct 31 includes taxes & fees 7.4/10 Good! (6,228 reviews) [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ![Hyatt Regency Orlando](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyatt Regency Orlando 9801 International Dr, Orlando, FL CA $188 CA $290 total Nov 15 - Nov 16 includes taxes & fees 9/10 Wonderful! (1,786 reviews) [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) ![Hyatt Regency Orlando International Airport](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/acaa1e8b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyatt Regency Orlando International Airport 9300 Jeff Fuqua Boulevard, Orlando, FL CA $265 CA $298 total Oct 21 - Oct 22 includes taxes & fees 9.2/10 Wonderful! (3,653 reviews) [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando-International-Airport.h2754.Hotel-Information) Still don't see what you're looking for? [See all properties in Historic Downtown Kissimmee.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F10%2F2025&endDate=21%2F10%2F2025®ionId=800089&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F10%2F2025&endDate=21%2F10%2F2025®ionId=800089&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F10%2F2025&endDate=21%2F10%2F2025®ionId=800089&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F10%2F2025&endDate=21%2F10%2F2025®ionId=800089&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F10%2F2025&endDate=21%2F10%2F2025®ionId=800089&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F10%2F2025&endDate=21%2F10%2F2025®ionId=800089&star=50&star=50&amenities=WATER_PARK) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ## Top Historic Downtown Kissimmee Hotel Reviews ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Historic Downtown Kissimmee? > You'll find various pricing options for 5-star hotels in Historic Downtown Kissimmee on Expedia. How much you'll pay will depend on when you plan to travel, length of your trip and other factors. Compare available properties for your chosen dates and make use of our pricing and other filters to discover the perfect upscale stay. > > > > - Search for the lowest price per night from CA $149 ### What makes a hotel 5 stars in Historic Downtown Kissimmee? > Exceptional guest service is the foundation of every 5-star hotel in Historic Downtown Kissimmee. From the minute you step through the door, staff cater to your every whim, whether offering luggage assistance and storage or providing in-room massages. Also, hotels must feature superior conveniences to be entitled to a 5-star rating. These can include luxury baths, an on-site spa, pools, gastronomic kitchens and knowledgeable concierge. ### Are there any 5-star all-inclusive resorts in Historic Downtown Kissimmee? > Use Expedia's filters to find a luxury escape in Historic Downtown Kissimmee where most of what you need is included. After your initial search, narrow your results for resorts that have 5 stars and are listed as "All inclusive." The most important thing on the to-do list at these stays? 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