Title: 5 Stars Hotels in Historic Downtown Kissimmee, Orlando from CA $143 - 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 $143 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-09-25&endDate=2025-09-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-09-26&endDate=2025-09-27&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-09-26&endDate=2025-09-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-10-03&endDate=2025-10-05&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) ![12 restaurants, breakfast served](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/8a6c789c.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) ![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) ### Waldorf Astoria Orlando - An Official Walt Disney World® Hotel Orlando 9.2/10 Wonderful (363) "Wonderful Hotel" CA $510 CA $652 total includes taxes & fees Oct 13 - Oct 14 [](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) ![Lobby](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/10675d1a.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) ![Private beach, white sand, beach cabanas, sun loungers](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/60e2234b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Conrad Orlando at Evermore Orlando 9.6/10 Exceptional (290) "Great stay" CA $586 CA $729 total includes taxes & fees Sep 27 - Sep 28 [](https://www.expedia.ca/Orlando-Hotels-Conrad-Orlando.h90603710.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) ![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) ![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) ### The Ritz-Carlton Orlando, Grande Lakes Orlando 9.4/10 Exceptional (1009) "The stay could not have been more perfect. Will stay as often as we can." CA $568 CA $725 total includes taxes & fees Sep 26 - Sep 27 [](https://www.expedia.ca/Orlando-Hotels-The-Ritz-Carlton-Orlando.h914146.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) ![Interior](https://images.trvl-media.com/lodging/8000000/7380000/7374500/7374428/60c5847d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/8000000/7380000/7374500/7374428/3e74ad68.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 (870) "Amazing property & spa experience ❤️" CA $1,376 CA $1,626 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Orlando-Hotels-Four-Seasons-Resort-Orlando-At-WALT-DISNEY-WORLD-Resort.h7374428.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) ![Lobby](https://images.trvl-media.com/lodging/71000000/70110000/70100300/70100240/7affaeb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch flat-screen TV with digital channels, TV, iPod dock](https://images.trvl-media.com/lodging/71000000/70110000/70100300/70100240/cecf19cb.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 (338) "Marcus was a wonderful hotel host, as were all of the restaurant staff." CA $370 CA $420 total includes taxes & fees Sep 30 - Oct 1 [](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) ![Lobby](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/cbe2f6c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/d90205e4.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) ### Reunion Resort & Golf Club Reunion 8.8/10 Excellent (1402) "Great place for the family " [](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) ![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) ![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) ### Encore Resort and Water Park at Reunion by Rentyl Kissimmee 8.4/10 Very good (1006) "A great place to stay " CA $250 CA $883 total includes taxes & fees Oct 6 - Oct 7 [](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 | Terrace/patio](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/71fb362d.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) ### Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131 Kissimmee 10/10 Exceptional (4) "It was a clean and nice " [](https://www.expedia.ca/Orlando-Hotels-204-3131-Storey-Lake-Resort-2Bd-7G-106454.h84149201.Hotel-Information) ![Townhome, 4 Bedrooms | Private pool](https://images.trvl-media.com/lodging/51000000/50700000/50699000/50698993/940c608b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 4 Bedrooms | In-room dining](https://images.trvl-media.com/lodging/51000000/50700000/50699000/50698993/e0fdae0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 4 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/51000000/50700000/50699000/50698993/e5237c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 4 Bedrooms](https://images.trvl-media.com/lodging/51000000/50700000/50699000/50698993/59583b09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 4 Bedroom w/ Pool Close to Disney 4836 Kissimmee 9.4/10 Exceptional (12) "Super clean and confortable. " [](https://www.expedia.ca/Orlando-Hotels-4836-Storey-Lake-Resort-77279-77290.h50698993.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/bca7e09e.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/96000000/95860000/95852300/95852267/8d9f4401.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 " [](https://www.expedia.ca/Orlando-Hotels-Amazing-4Bd-Screened-Pool-Close-To-Disney-4572.h95852267.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/114000000/113970000/113960600/113960528/2611208e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Townhome | Living area](https://images.trvl-media.com/lodging/114000000/113970000/113960600/113960528/278c424d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-golf](https://images.trvl-media.com/lodging/114000000/113970000/113960600/113960528/7341dc11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Townhome | Private kitchen](https://images.trvl-media.com/lodging/114000000/113970000/113960600/113960528/ede32100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 4Bd With Pool At Storey Lake Resort 4821 Kissimmee 7.4/10 Good (3) "They ripp you off with the cleaning and ma" [](https://www.expedia.ca/Orlando-Hotels-Stunning-4Bd-With-Pool-At-Storey-Lake-Resort-4821.h113960528.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) ![Exclusive House | Private kitchen](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852304/8404ad6e.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) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852304/8da6b866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158 Davenport 9.6/10 Exceptional (5) "Fantastic!" [](https://www.expedia.ca/Orlando-Hotels-Stunning-4-Bd-W-Pool-Close-To-Disney-At-Champions-Gate-1158.h95852304.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852306/84c22bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![60-inch Smart TV with cable channels, Netflix, Hulu](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852306/85eb79c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852306/2e78c009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852306/f85318e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 5 Bd w/ Pool Close to Disney @ Windsor Westside 2015 Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Stunning-5-Bd-W-Pool-Close-To-Disney-Windsor-Westside-2015.h95852306.Hotel-Information) ![Resort view](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852310/acf3463d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852310/a7f265b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852310/b9b8b240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852310/cf1729f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WonderFull 4Bd with Pool at Champions Gate 1174 Davenport 9.0/10 Wonderful (4) "This home was exactly as the pictures and more. It was beautiful and perfect size for my family. The pool was also perfect when we didn’t want to be in the crowds anymore at the resorts. Wonder vacation homes were amazing hosts and took great care of all of our questions " [](https://www.expedia.ca/Orlando-Hotels-WonderFull-4Bd-With-Pool-At-Champions-Gate-1174.h95852310.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472210/e02d0034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472210/e2cd0612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, 2 Bedrooms, Pool Access | Private kitchen](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472210/e863b9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472210/47ead0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms Kissimmee 8.2/10 Very good (15) "Great stay" [](https://www.expedia.ca/Orlando-Hotels-Free-Water-Park-Luxury-2BR-10-Minutes-To-Disney.h44472210.Hotel-Information) ![Luxury Villa, Multiple Bedrooms, Private Pool | Courtyard view](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472202/7afe3edf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, Multiple Bedrooms, Private Pool](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472202/fc9e2a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, Multiple Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472202/27e9c593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, Multiple Bedrooms, Private Pool | Private kitchen](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472202/b27e11d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 7 Bedroom Villa, Private Pool, Resort Amenities Kissimmee 9.0/10 Wonderful (15) "Beautiful and the family loved it 😍! Close to Disney, excellent for large families" [](https://www.expedia.ca/Orlando-Hotels-Themed-Luxury-Villa-DISNEY-WORLD.h44472202.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) ![Exterior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852295/ee59332d.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) ### Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629 Kissimmee 8.8/10 Excellent (3) "Nice " [](https://www.expedia.ca/Orlando-Hotels-Marvelous-5Bd-W-Pool-Close-To-Disney-Storey-Lake-2629.h95852295.Hotel-Information) ![Outdoor pool, sun loungers, lifeguards on site](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852307/c7673f66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852307/e2da8f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852307/f4cd04bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![60-inch Smart TV with cable channels, Netflix, Hulu](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852307/fc35c00a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 5Bd w/ Pool @ Windsor Island Resort 3814 Davenport 8.6/10 Excellent (7) "Great resort with a beautiful house, big clean, the best part was the resort very nice for families and couples, will be back" [](https://www.expedia.ca/Orlando-Hotels-Stunning-5Bd-W-Pool-Windsor-Island-Resort-3814.h95852307.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964065/b1594aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964065/66a57a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964065/3ece6c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964065/6d435308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 2 Bedroom Apartment Close to Disney 305 3191 Kissimmee 9.0/10 Wonderful (6) "Great location, beautiful spacious apartment, comfortable beds/space. It was well appointed with kitchen items, bathroom, and laundry. The apartment floors were a little dirty and there really needed to be a fan in the 2nd bedroom. It was pretty stuffy in there with the thermometer limited to 72 at night. The AC unit was a little loud but cooled well. Unfortunately, the pool was too packed to enjoy, and the gym that didn't open until 9am was also packed. The gym was well appointed, and there... [](https://www.expedia.ca/Orlando-Hotels-305-3191-Apt-Storey-Lake-2Bd-7G-126402.h77964065.Hotel-Information) ![10 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/10000000/9450000/9447900/9447816/95da7aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/10000000/9450000/9447900/9447816/0175508e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/10000000/9450000/9447900/9447816/facef78f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms, Private Pool (Exclusive Resort Access Included) | Private kitchen](https://images.trvl-media.com/lodging/10000000/9450000/9447900/9447816/1d03973f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reunion Resort & Golf Club Reunion 8.8/10 Excellent (12) "Enjoy the accommodations view was wonderful and close to everything" [](https://www.expedia.ca/Orlando-Hotels-Reunion-Resort-Official-Vacation-Homes.h9447816.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 $116 CA $169 total Oct 3 - Oct 4 includes taxes & fees 7.4/10 Good! (6,147 reviews) [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ![Marriott's Grande Vista](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Marriott's Grande Vista 5925 Avenida Vista, Orlando, FL CA $132 CA $149 total Oct 26 - Oct 27 includes taxes & fees 8.8/10 Excellent! (3,188 reviews) [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![DoubleTree by Hilton Orlando Airport](https://images.trvl-media.com/lodging/1000000/20000/12300/12270/5d85f82f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Orlando Airport 5555 Hazeltine National Drive, Orlando, FL CA $127 CA $143 total Sep 28 - Sep 29 includes taxes & fees 8.6/10 Excellent! (1,766 reviews) [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Airport.h12270.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=26%2F09%2F2025&endDate=27%2F09%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=26%2F09%2F2025&endDate=27%2F09%2F2025®ionId=800089&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F09%2F2025&endDate=27%2F09%2F2025®ionId=800089&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F09%2F2025&endDate=27%2F09%2F2025®ionId=800089&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F09%2F2025&endDate=27%2F09%2F2025®ionId=800089&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F09%2F2025&endDate=27%2F09%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 $143 ### 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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