Title: 5 Stars Hotels in Winter Park, Orlando from CA $148 - Find Cheap Winter Park Hotels With 5 Stars | Expedia.ca

  

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# 5 Stars Hotels in Winter Park, Orlando from CA $148

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## Check availability on Winter Park 5 Star Hotels

Tonight

[Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-10-31&endDate=2025-11-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-11-01&endDate=2025-11-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-11-07&endDate=2025-11-09&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Winter Park 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)

![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)

![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)

### Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Orlando

9.2/10

Wonderful

(390)

"Great hotel, very luxurious. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul

CA $469

CA $606 total

includes taxes & fees

Nov 29 - Nov 30

[](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)

![Sports facility](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/fa18c89f.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)

### Conrad Orlando at Evermore

Orlando

9.6/10

Exceptional

(312)

"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 $629

CA $778 total

includes taxes & fees

Nov 16 - Nov 17

[](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)

![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)

![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

(875)

"An amazing stay at the Four Seasons Orlando! The service was outstanding, the pools (especially the lazy river) were fantastic, and the on-site restaurants offered excellent dining options. Truly a perfect experience from start to finish."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Rizwan

CA $1,391

CA $1,644 total

includes taxes & fees

Nov 30 - Dec 1

[](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)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/bf260b5b.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)

"Great facility and well worth the money"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mark

CA $712

CA $887 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Orlando-Hotels-The-Ritz-Carlton-Orlando.h914146.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 | 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 | 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)

### 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)

![Laundry](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852300/283123bd.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)

![Exclusive House | Living room](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852300/db2ebe45.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)

![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)

![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)

![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

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)

![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852285/b410ba4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive House | Private pool](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852285/3a63bd62.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)

### 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/96000000/95860000/95852300/95852266/51e2cdc6.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)

### 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/96000000/95860000/95852300/95852281/aa88b8d3.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)

![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852281/3a7bace7.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)

"Espectacular "

![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg)

Diancy

[](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)

![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)

![Interior](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698689/e7c03cd3.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)

![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)

![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 | 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

Kissimmee

10/10

Exceptional

(2)

[](https://www.expedia.ca/Orlando-Hotels-Gorgeous-2Bd-Apto-Close-To-Disney-Storey-Lake-404-3191.h95852277.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964063/c95b3e81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mini-golf](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964063/8ec7f1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964063/4d8782e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment, 2 Bedrooms | In-room dining](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964063/e3a76a86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stunning 2 Bd Condo Close to Disney 304 3191

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)

![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852276/e33dddca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852276/64e3290b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive House | Private kitchen](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852276/c05371a4.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)

### Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887

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)

![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](https://images.trvl-media.com/lodging/51000000/50700000/50699000/50698993/59583b09.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)

### Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

Kissimmee

9.2/10

Wonderful

(13)

"Nice house"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ALEX

[](https://www.expedia.ca/Orlando-Hotels-4836-Storey-Lake-Resort-77279-77290.h50698993.Hotel-Information)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698649/bb1fed52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698649/d80619b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698649/68ac72a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 4 Bedrooms | In-room dining](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698649/da3a9d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney

Kissimmee

8.4/10

Very good

(8)

"Terrible, the air conditioning didn't work and they didn't give me a solution. They only told me to open the windows and they didn't give me a refund or anything. It was a disaster. My children were left in the heat."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

norma

[](https://www.expedia.ca/Orlando-Hotels-5126-K-Compass-Bay-4391144303.h50698649.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)

![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)

![60-inch Smart TV with cable channels, TV, Netflix](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964065/9aecbe78.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)

### 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...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

[](https://www.expedia.ca/Orlando-Hotels-305-3191-Apt-Storey-Lake-2Bd-7G-126402.h77964065.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 | 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

Kissimmee

8.0/10

Very good

(16)

"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)

![Aerial view](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698715/501d2e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms | Balcony](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698715/e31e29cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's play area - outdoor](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698715/aebced6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lake](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698715/efebbeb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort

Kissimmee

8.4/10

Very good

(10)

"Very nice place, bigger than in pictures. We will be back !!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ximena

[](https://www.expedia.ca/Orlando-Hotels-306-Storey-Lake-Resort.h50698715.Hotel-Information)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

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## 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 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 $148 total

Nov 23 - Nov 24

includes taxes & fees

7.4/10 Good! (6,200 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 $177

CA $277 total

Nov 14 - Nov 15

includes taxes & fees

9/10 Wonderful! (1,802 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 $278

CA $313 total

Nov 17 - Nov 18

includes taxes & fees

9.4/10 Exceptional! (3,695 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 Winter Park.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F11%2F2025&endDate=02%2F11%2F2025&regionId=7902&star=50)

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[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F11%2F2025&endDate=02%2F11%2F2025&regionId=7902&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F11%2F2025&endDate=02%2F11%2F2025&regionId=7902&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F11%2F2025&endDate=02%2F11%2F2025&regionId=7902&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F11%2F2025&endDate=02%2F11%2F2025&regionId=7902&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F11%2F2025&endDate=02%2F11%2F2025&regionId=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=2025-11-14&endDate=2025-11-15&adults=2&regionId=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

## 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?

> There are various pricing options for 5-star hotels in Winter Park 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 land the ideal high-end stay.
> 
>   
> 
> -   Search for the lowest price per night from CA $148

### What makes a hotel 5 stars in Winter Park?

> From high-end restaurants and 24-hour fitness centres to swimming pools and premium bedding, the 5-star experience in Winter Park is all about comfort and indulgence. But it calls for more than just top-notch conveniences to receive a 5-star rating. Stays must also deliver exceptional guest services like massage treatments, laundry and dry cleaning and 24-hour room service.

### Are there any 5-star all-inclusive resorts in Winter Park?

> Find a luxurious escape that includes your lodging, meals, drinks and entertainment in Winter Park with Expedia's filter tool. Search for resorts with a 5-star rating and select the "All inclusive" filter. Make sure you check what's included in the price. That way, you're ready to take advantage of the many perks on offer as soon as you arrive.

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-   [Mead Garden](https://www.expedia.ca/Mead-Garden-Orlando.d6239861.Vacation-Attraction)
-   [Visit Aloma](https://www.expedia.ca/Orlando-Aloma.dx553248635975863638)
-   [Orlando Museum of Art](https://www.expedia.ca/Orlando-Museum-Of-Art-Lake-Formosa.d6068699.Vacation-Attraction)
-   [Visit Orwin Manor](https://www.expedia.ca/Orlando-Orwin-Manor.dx553248635976471367)
-   [Orlando Vacations](https://www.expedia.ca/Orlando.d178294.Destination-Travel-Guides)
-   [Rollins Museum of Art](https://www.expedia.ca/Rollins-Museum-Of-Art-Orlando.d6154782.Vacation-Attraction)
-   [Village Plaza Shopping Center](https://www.expedia.ca/Village-Plaza-Shopping-Center-Orlando.d553248621558036314.Vacation-Attraction)
-   [Walt Disney World® Resort](https://www.expedia.ca/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction)
-   [Winter Pines Golf Club](https://www.expedia.ca/Winter-Pines-Golf-Club-Orlando.d6239892.Vacation-Attraction)

-   [Car rental Maitland](https://www.expedia.ca/Car-Rentals-In-Maitland.d8442.Car-Rental-Guide)
-   [Rental cars Orlando Intl. airport](https://www.expedia.ca/Car-Rentals-In-Orlando-Intl.d5194573.Car-Rental-Guide)
-   [Car rentals near Orlando](https://www.expedia.ca/Car-Rentals-In-Orlando.d178294.Car-Rental-Guide)
-   [Dollar Rent A Car Rental Cars in Maitland](https://www.expedia.ca/Dollar-Rent-A-Car-Car-Rentals-In-Maitland.d8442-c43.Car-Rental-Guide-Suppliers)

-   [Maitland Vacation Rentals](https://www.expedia.ca/Maitland-Vacation-Rentals.d8442.Travel-Guide-VacationRentals)
-   [Orlando Vacation Rentals](https://www.expedia.ca/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals)

-   [Things to do in Orlando](https://www.expedia.ca/Things-To-Do-In-Orlando.d178294.Travel-Guide-Activities)

-   [Book 5 Star Hotels in Winter Park on Expedia.com](https://www.expedia.com/5Star-Winter-Park-Hotels.s50-0-d7902.Travel-Guide-Filter-Hotels)