Title: 5 Stars Hotels in Winter Park, Orlando from CA $138 - Find Cheap Winter Park Hotels With 5 Stars | Expedia.ca [Winter Park Travel Guide](https://expedia.ca/Winter-Park.dx7902)[Hotels in Winter Park](https://expedia.ca/Winter-Park-Hotels.d7902.Travel-Guide-Hotels)[Vacation Rentals in Winter Park](https://expedia.ca/Winter-Park-Vacation-Rentals.d7902.Travel-Guide-VacationRentals)[Flights to Winter Park](https://expedia.ca/Cheap-Flights-To-Winter-Park.d7902.Travel-Guide-Flights)[Things to do in Winter Park](https://expedia.ca/Things-To-Do-In-Winter-Park.d7902.Travel-Guide-Activities)[Winter Park Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Park.d7902.Car-Rental-Guide)[Winter Park Vacation Packages](https://expedia.ca/Winter-Park.d7902.Destination-Travel-Guides) ![This is part of a series I'm shooting of long-exposure nighttime images of signature local structures with light trails. #Red](https://images.trvl-media.com/place/7902/2bce1386-5d6e-455e-8cda-84d2c1201c38.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Matt Merkel # 5 Stars Hotels in Winter Park, Orlando from CA $138 - ![](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 Winter Park 5 Star Hotels Tonight [Dec 24 - Dec 25](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-12-24&endDate=2025-12-25&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 25 - Dec 26](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-12-25&endDate=2025-12-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-12-26&endDate=2025-12-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-01-02&endDate=2026-01-04&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter Park 5-star hotels ![View from room](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/6da5d515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/7275e0d5.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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/w3836h2558x4y4-ced9575e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waldorf Astoria Orlando - An Official Walt Disney World® Hotel [](https://www.expedia.ca/Orlando-Hotels-Waldorf-Astoria-Orlando.h2432727.Hotel-Information) Orlando 9.2/10 Wonderful (429) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl CA $490 CA $628 total includes taxes & fees Jan 10 - Jan 11, 2026 [](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) ![Meeting facility](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/94144e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/b3a5e43a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/3b75aa5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Conrad Orlando at Evermore [](https://www.expedia.ca/Orlando-Hotels-Conrad-Orlando.h90603710.Hotel-Information) Orlando 9.6/10 Exceptional (344) "Place was freaking amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shaun CA $829 CA $1,001 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Orlando-Hotels-Conrad-Orlando.h90603710.Hotel-Information) ![3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/8000000/7380000/7374500/7374428/82df4052.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) ![Property grounds](https://images.trvl-media.com/lodging/8000000/7380000/7374500/7374428/095025b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort [](https://www.expedia.ca/Orlando-Hotels-Four-Seasons-Resort-Orlando-At-WALT-DISNEY-WORLD-Resort.h7374428.Hotel-Information) Golden Oak 9.6/10 Exceptional (878) "Fantastic hotel, lovely front desk and housekeeping staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tanis CA $1,451 CA $1,709 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Orlando-Hotels-Four-Seasons-Resort-Orlando-At-WALT-DISNEY-WORLD-Resort.h7374428.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/e65b8eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/3318be77.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) ![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) ### The Ritz-Carlton Orlando, Grande Lakes [](https://www.expedia.ca/Orlando-Hotels-The-Ritz-Carlton-Orlando.h914146.Hotel-Information) Orlando 9.2/10 Wonderful (1000) "Great service, clean rooms, large property with many amenities . Fabulous food at highball & harvest. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SAUL CA $813 CA $999 total includes taxes & fees Jan 17 - Jan 18, 2026 [](https://www.expedia.ca/Orlando-Hotels-The-Ritz-Carlton-Orlando.h914146.Hotel-Information) ![3 outdoor pools](https://images.trvl-media.com/lodging/1000000/880000/871900/871864/b6adbecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/880000/871900/871864/2da8378b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/880000/871900/871864/ced5ad84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/880000/871900/871864/5e238d58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney's Beach Club Resort [](https://www.expedia.ca/Orlando-Hotels-Disneys-Beach-Club-Resort.h871864.Hotel-Information) Bay Lake 9.0/10 Wonderful (697) "Very nice place to stay in Disney World resort place for vacation which has shuttle buses for every where and walking distance to EPCOT. Wonderful experience there!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yong Hoon [](https://www.expedia.ca/Orlando-Hotels-Disneys-Beach-Club-Resort.h871864.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698715/82a44271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698715/36630638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698715/875dfbb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | Living room](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698715/37c2a9ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort [](https://www.expedia.ca/Orlando-Hotels-306-Storey-Lake-Resort.h50698715.Hotel-Information) Kissimmee 8.4/10 Very good (10) "The complex was nice and very nice clean rooms, the water park was nice and huge. Definitely would visit again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vernon [](https://www.expedia.ca/Orlando-Hotels-306-Storey-Lake-Resort.h50698715.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852277/98d09294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852277/982258fb.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) ![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) ### Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191 [](https://www.expedia.ca/Orlando-Hotels-Gorgeous-2Bd-Apto-Close-To-Disney-Storey-Lake-404-3191.h95852277.Hotel-Information) Kissimmee 10/10 Exceptional (4) "Parking was easy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria Belen [](https://www.expedia.ca/Orlando-Hotels-Gorgeous-2Bd-Apto-Close-To-Disney-Storey-Lake-404-3191.h95852277.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964063/9521ab6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964063/c2384133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964063/9568146a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964063/e2b465d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 2 Bd Condo Close to Disney 304 3191 [](https://www.expedia.ca/Orlando-Hotels-304-3191-Storey-Lake-Resort-2Bd-7G.h77964063.Hotel-Information) Kissimmee 6.6/10 (4) "The Place Awesome it was a family trip we had great time my 2 kids love the Pool, the Lazy river. they love the hold place. places are not far from Condo. Great communication they always was checking if we needed anything it was great. Thank You " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gema [](https://www.expedia.ca/Orlando-Hotels-304-3191-Storey-Lake-Resort-2Bd-7G.h77964063.Hotel-Information) ![2 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/315ca2bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Private kitchen](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/4dc59c94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/a1b00489.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) ### Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131 [](https://www.expedia.ca/Orlando-Hotels-204-3131-Storey-Lake-Resort-2Bd-7G-106454.h84149201.Hotel-Information) 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) ![Townhome, 4 Bedrooms | In-room dining](https://images.trvl-media.com/lodging/51000000/50700000/50699000/50698993/2fc0a123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 4 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/51000000/50700000/50699000/50698993/d9653bda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 4 Bedrooms | Living area](https://images.trvl-media.com/lodging/51000000/50700000/50699000/50698993/5b3aa9cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 4 Bedrooms | Living area](https://images.trvl-media.com/lodging/51000000/50700000/50699000/50698993/57355d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 4 Bedroom w/ Pool Close to Disney 4836 [](https://www.expedia.ca/Orlando-Hotels-4836-Storey-Lake-Resort-77279-77290.h50698993.Hotel-Information) Kissimmee 9.2/10 Wonderful (13) "Clean, loved the pool" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Stuart [](https://www.expedia.ca/Orlando-Hotels-4836-Storey-Lake-Resort-77279-77290.h50698993.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/96000000/95860000/95852300/95852285/0455026e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852285/cc069a09.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) ### Gorgeous 4Bd with Pool @ Storey Lake Resort 4475 [](https://www.expedia.ca/Orlando-Hotels-Gorgeous-4Bd-With-Pool-At-Storey-Lake-Resort-4475.h95852285.Hotel-Information) Kissimmee 7.6/10 Good (5) "First off the house was not clean. It was only clean where a vacuum can fit. Behind all toilets was dirty, every shower had hair from previous guests. We have a three year old so we were in a rush to leave to get on our cruise and left behind our iPad. We wrote and apparently a cleaner took over two days to get to the house to only come back and say there was no iPad. Security didn’t even ask for ID. The back gate is open to let anyone just enter. Would never stay here again. Didn’t feel clean... ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Shawnte [](https://www.expedia.ca/Orlando-Hotels-Gorgeous-4Bd-With-Pool-At-Storey-Lake-Resort-4475.h95852285.Hotel-Information) ![Resort view](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852300/a0e801c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Resort view](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852300/efeafff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852300/0dc9583b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852300/49ec5e02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Splendid 5Bd Close to Disney at Storey Lake 4251 [](https://www.expedia.ca/Orlando-Hotels-Splendid-5Bd-Close-To-Disney-At-Storey-Lake-4251.h95852300.Hotel-Information) Kissimmee 9.2/10 Wonderful (12) "Home was great super clean and very cozy and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ubeiman [](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/96000000/95860000/95852300/95852296/141d1de5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852296/d03d3e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852296/w1190h800x0y0-210ed62b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852296/80c2a3f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marvelous 4Bd with Pool at Storey Lake Resort 2601 [](https://www.expedia.ca/Orlando-Hotels-Marvelous-4Bd-With-Pool-At-Storey-Lake-Resort-2601.h95852296.Hotel-Information) Kissimmee 10/10 Exceptional (3) [](https://www.expedia.ca/Orlando-Hotels-Marvelous-4Bd-With-Pool-At-Storey-Lake-Resort-2601.h95852296.Hotel-Information) ![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) ![Townhome, 5 Bedrooms | Living area](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698655/a3e6b3ef.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 | In-room dining](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698655/463e801e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Friendly 5 Bedrooms Home Close to Disney 4849 [](https://www.expedia.ca/Orlando-Hotels-4849-Storey-Lake-Resort-Orlando-4148444285.h50698655.Hotel-Information) 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) ![Indoor pool, outdoor pool, sun loungers, lifeguards on site](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698689/bb407c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Living room](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698689/253a33ee.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](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698689/61171a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759 [](https://www.expedia.ca/Orlando-Hotels-4759-Storey-Lake-Resort-53594-53726.h50698689.Hotel-Information) 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) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852295/aed13d8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852295/af7fc9e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852295/ccebc300.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) ### Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629 [](https://www.expedia.ca/Orlando-Hotels-Marvelous-5Bd-W-Pool-Close-To-Disney-Storey-Lake-2629.h95852295.Hotel-Information) 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) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852266/ad782f6a.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/f2a3178e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852266/849028e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Bedroom at Storey Lake Orlando FL close to Disney 4851 [](https://www.expedia.ca/Orlando-Hotels-5-Bedroom-At-Storey-Lake-Orlando-FL-Close-To-Disney-4851.h95852266.Hotel-Information) Kissimmee 9.4/10 Exceptional (3) "Pool heating cost additional. Property Lazy river and pool was heated in November, was awesome. great Spot for a vacation. Highly recomend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nita [](https://www.expedia.ca/Orlando-Hotels-5-Bedroom-At-Storey-Lake-Orlando-FL-Close-To-Disney-4851.h95852266.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852276/e33dddca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852276/02bd46a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852276/82882b07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852276/ea66cb90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887 [](https://www.expedia.ca/Orlando-Hotels-Fantastic-Eight-Bedrooms-SF-W-Screened-Pool-At-Storey-Lake-Resort-2887.h95852276.Hotel-Information) Kissimmee 9.4/10 Exceptional (3) "House was really good..but thermostat wasn't working at all..some part carpet was wet all time" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pareshkumar [](https://www.expedia.ca/Orlando-Hotels-Fantastic-Eight-Bedrooms-SF-W-Screened-Pool-At-Storey-Lake-Resort-2887.h95852276.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472210/c793cf07.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) ![Deluxe Villa, 2 Bedrooms, Pool Access | Living area](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472210/1558e3a3.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 [](https://www.expedia.ca/Orlando-Hotels-Free-Water-Park-Luxury-2BR-10-Minutes-To-Disney.h44472210.Hotel-Information) Kissimmee 8.0/10 Very good (17) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tedra [](https://www.expedia.ca/Orlando-Hotels-Free-Water-Park-Luxury-2BR-10-Minutes-To-Disney.h44472210.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) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852281/c88c81c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852281/eed053c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653 [](https://www.expedia.ca/Orlando-Hotels-Gorgeous-4-Bd-W-Pool-Storey-Lake-Resort-2653.h95852281.Hotel-Information) 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) ![](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-Winter-Park-Hotels.s50-0-d7902.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Winter-Park-Hotels.s50-0-d7902.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 Winter Park. ![DoubleTree by Hilton at the Entrance to Universal Orlando](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton at the Entrance to Universal Orlando 5780 Major Blvd Orlando FL CA $123 CA $138 total Jan 15 - Jan 16, 2026 includes taxes & fees 8.4/10 Very Good! (6,883 reviews) [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.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 $272 CA $306 total Jan 6 - Jan 7, 2026 includes taxes & fees 9.2/10 Wonderful! (3,859 reviews) [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando-International-Airport.h2754.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 $184 CA $283 total Dec 28 - Dec 29 includes taxes & fees 9.2/10 Wonderful! (1,874 reviews) [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) Still don't see what you're looking for? [See all properties in Winter Park.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F12%2F2025&endDate=26%2F12%2F2025®ionId=7902&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=25%2F12%2F2025&endDate=26%2F12%2F2025®ionId=7902&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F12%2F2025&endDate=26%2F12%2F2025®ionId=7902&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F12%2F2025&endDate=26%2F12%2F2025®ionId=7902&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F12%2F2025&endDate=26%2F12%2F2025®ionId=7902&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F12%2F2025&endDate=26%2F12%2F2025®ionId=7902&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. ## Learn more about Winter Park Stroll through the Morse Museum to see the world's largest collection of Tiffany glass, then boat through the Winter Park Chain of Lakes. Charming Park Avenue offers upscale shopping and outdoor cafés where you can people-watch before catching a sunset concert in Central Park. [See all hotels in Winter Park](https://www.expedia.ca/Hotel-Search?startDate=2026-01-07&endDate=2026-01-08&adults=2®ionId=7902) ![Kraft Azalea Gardens showing a fountain, a park and a pond](https://images.trvl-media.com/place/553248621532654339/aef9d03a-cd86-4dcc-8e9d-049aef598da5.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Winter Park Hotel Reviews ![Waldorf Astoria Orlando - An Official Walt Disney World® Hotel](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/0589fd64_y.jpg) ### Waldorf Astoria Orlando - An Official Walt Disney World® Hotel 10/10 Excellent "Great stay " [](https://expedia.ca/Orlando-Hotels-Waldorf-Astoria-Orlando.h2432727.Hotel-Information) ## Find out more about Winter Park ## Five Star Hotels in Winter Park There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Winter Park so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Winter Park and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Winter Park Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Winter Park The results are in, and Winter Park 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Winter Park! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Winter Park today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Winter Park? > - Search for the lowest price per night from CA $138 ### What makes a hotel 5 stars in Winter Park? ### Are there any 5-star all-inclusive resorts in Winter Park? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [1 Star Hotels in Carver Shores ](https://www.expedia.ca/1Star-Carver-Shores-Orlando-Hotels.s10-n553248635976478799-0.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Orlando ](https://www.expedia.ca/1Star-Orlando-Hotels.s10-0-d178294.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Southwest Orlando ](https://www.expedia.ca/1Star-Southwest-Orlando-Hotels.s10-0-d553248635976470816.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Buena Ventura Lakes ](https://www.expedia.ca/2Star-Buena-Ventura-Lakes-Orlando-Hotels.s20-n6360408-0.Travel-Guide-Filter-Hotels) - 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