Title: 5 Stars Hotels in Winter Garden, Florida from CA $149 - Find Cheap Winter Garden Hotels With 5 Stars | Expedia.ca

 

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# 5 Stars Hotels in Winter Garden, Florida from CA $149

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## Check availability on Winter Garden 5 Star Hotels

Tonight

[Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-04&endDate=2025-11-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-05&endDate=2025-11-06&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-07&endDate=2025-11-09&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-14&endDate=2025-11-16&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Winter Garden 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)

![View from room](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/9de42c2e.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

(392)

"Great hotel, very luxurious. "

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

Paul

CA $471

CA $609 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)

![Lobby](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/10675d1a.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)

![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

(314)

"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 $654

CA $806 total

includes taxes & fees

Nov 21 - Nov 22

[](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)

![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)

![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)

### 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 $1,394

CA $1,647 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)

![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)

![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

(1013)

"Great facility and well worth the money"

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

Mark

CA $713

CA $889 total

includes taxes & fees

Nov 24 - Nov 25

[](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)

![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)

![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)

![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

(356)

"This hotel gave the 5 star luxury we were looking for, my family & I will be back soon"

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

Miceala

CA $387

CA $439 total

includes taxes & fees

Nov 5 - Nov 6

[](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)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/0666884a.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

(1421)

"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)

![Front of property](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/03516956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### Encore Resort and Water Park at Reunion by Rentyl

Kissimmee

8.4/10

Very good

(1005)

"Great stay!"

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

William

CA $314

CA $961 total

includes taxes & fees

Nov 14 - Nov 15

[](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 | 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 | 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)

### 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)

![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)

### 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)

![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)

![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/96000000/95860000/95852400/95852304/05a79e69.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/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)

### Amazing 4Bd Screened Pool Close to Disney 4572

Bellavida

8.0/10

Very good

(5)

"It was a great location to go to Disney and other places. Some of the tv's did not work properly, had to change to English setting on main tv, no remote for the one bedroom upstairs, and the downstairs bedroom tv did nor work properly. Microwave light did not work. Had to connect the upstairs bathroom it was disconnected had to reconnect it. Not enough comfortable seating should have another small love seat in the living room. Overall it was a nice place."

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

Marcia

[](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 pool](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852295/fa701cc2.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)

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

![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)

![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)

![Hallway](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698655/3844c54e.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)

### 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)

![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852274/304dd1fe.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/96000000/95860000/95852300/95852274/5d9d4b1e.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)

"The property was a perfect get a way during Hurricane Milton. The kids loved the space and the amenities."

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

Jessica

[](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)

![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)

![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

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)

![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/a8f7203b.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)

### 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)

![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)

![Mini-golf](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852277/1d63b36b.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

(3)

"Fabulous apartment, great equipment as excellent location! We stayed for 11 nights in October visiting Disney 10 days and Kennedy Space Centre for a days. Parking was easy and there is a decent gym and nice water park on site. Flawless communiction throughout our stay. Would definately stay again!"

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

Dean

[](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

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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 Garden.

![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

Nov 23 - Nov 24

includes taxes & fees

7.4/10 Good! (6,193 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 $178

CA $277 total

Nov 14 - Nov 15

includes taxes & fees

9/10 Wonderful! (1,820 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

Nov 25 - Nov 26

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 Garden.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F11%2F2025&endDate=06%2F11%2F2025&regionId=7898&star=50)

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[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F11%2F2025&endDate=06%2F11%2F2025&regionId=7898&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F11%2F2025&endDate=06%2F11%2F2025&regionId=7898&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F11%2F2025&endDate=06%2F11%2F2025&regionId=7898&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F11%2F2025&endDate=06%2F11%2F2025&regionId=7898&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F11%2F2025&endDate=06%2F11%2F2025&regionId=7898&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 Garden

Stroll the charming brick-lined streets of historic downtown where the Plant Street Market buzzes with local food vendors and craft beer. Pedal along the West Orange Trail that cuts through town, stopping at the Heritage Museum or to catch a show at the Garden Theatre.

[See all hotels in Winter Garden](https://www.expedia.ca/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19&adults=2&regionId=7898)

![ARM53A Historic Downtown Area and Clock of Winter Garden Florida](https://images.trvl-media.com/place/7898/7f764596-9f01-406c-80eb-724285a48736.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high)

## Top Winter Garden Hotel Reviews

## Find out more about Winter Garden

## Five Star Hotels in Winter Garden

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 Garden 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 Garden and get ready to be pampered like never before.

#### Get a Great Deal on 5-Star Hotels in Winter Garden

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 Garden

The results are in, and Winter Garden 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 Garden! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Winter Garden 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 Garden?

> How much you pay for a 5-star hotel in Winter Garden can vary based on what time of year you travel and how long you plan to be away, among a number of factors. Use our price per night filter and other search tools to score the best rate on a plush stay.
> 
>   
> 
> -   Search for the lowest price per night from CA $149

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

> In Winter Garden, a hotel is required to offer a specific level of high-end amenities to be designated 5 stars. These can include gourmet restaurants, saunas and spas, on-site gyms, complimentary luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their guest-centric standard of service. You'll enjoy things like concierge services, in-room massages and nightly turn-down services. Some may even offer thoughtful touches like a welcome gift.

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

> Find a luxurious escape that includes your room, meals, activities and entertainment in Winter Garden with our handy filters. Search for properties rated 5 stars and click on the "All inclusive" filter. Be sure to check what's included in the price. That way, you can take full advantage of all the perks on offer as soon as you arrive.

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-   [Walt Disney World Resort in Orlando](https://www.expedia.ca/Orlando-Hotels-Walt-Disney-World-Resort.0-0-d178294--bWaltDisneyWorldResort.Travel-Guide-Filter-Hotels)
-   [Orlando Hotels](https://www.expedia.ca/Orlando-Hotels.d178294.Travel-Guide-Hotels)
-   [Apartments in Paradise Heights](https://www.expedia.ca/Paradise-Heights-Apartments.d553248635975850788-aaApartments.Travel-Guide-Accommodation)
-   [Paradise Heights Hotels](https://www.expedia.ca/Paradise-Heights-Hotels.d553248635975850788.Travel-Guide-Hotels)
-   [Riads in Paradise Heights](https://www.expedia.ca/Paradise-Heights-Riads.d553248635975850788-aaRiads.Travel-Guide-Accommodation)
-   [Hotels near Universal Studios Florida](https://www.expedia.ca/Universal-Studios-Florida-Hotels.0-l6049239-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Walt Disney World® Resort](https://www.expedia.ca/Walt-Disney-World-Resort-Hotels.0-l6034120-0.Travel-Guide-Filter-Hotels)
-   [Hotels near West Orange Trail](https://www.expedia.ca/West-Orange-Trail-Hotels.0-l553248621532653939-0.Travel-Guide-Filter-Hotels)

-   [Flights to Gotha](https://www.expedia.ca/Cheap-Flights-To-Gotha.d109623.Travel-Guide-Flights)
-   [Flights to Ocoee](https://www.expedia.ca/Cheap-Flights-To-Ocoee.d9239.Travel-Guide-Flights)
-   [Flights to Orlando](https://www.expedia.ca/Cheap-Flights-To-Orlando.d178294.Travel-Guide-Flights)
-   [Flights from Ocoee](https://www.expedia.ca/lp/flights/9239/flights-from-ocoee)
-   [Flights from Toronto (YYZ) to Orlando (MCO)](https://www.expedia.ca/lp/flights/yyz/mco/toronto-to-orlando)

-   [Forest Lake Golf Club](https://www.expedia.ca/Forest-Lake-Golf-Club-Ocoee.d553248621532654264.Vacation-Attraction)
-   [Ocoee Vacations](https://www.expedia.ca/Ocoee.d9239.Destination-Travel-Guides)
-   [Orlando Vacations](https://www.expedia.ca/Orlando.d178294.Destination-Travel-Guides)
-   [Visit Paradise Heights](https://www.expedia.ca/Paradise-Heights.dx553248635975850788)
-   [Universal Orlando Resort](https://www.expedia.ca/Universal-Orlando-Resort-Florida-Center.d6347698.Vacation-Attraction)
-   [Universal Studios Florida](https://www.expedia.ca/Universal-Studios-Florida-Florida-Center.d6049239.Vacation-Attraction)
-   [Walt Disney World® Resort](https://www.expedia.ca/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction)

-   [Car rental Ocoee](https://www.expedia.ca/Car-Rentals-In-Ocoee.d9239.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)
-   [Enterprise Rental Cars in Ocoee](https://www.expedia.ca/Enterprise-Car-Rentals-In-Ocoee.d9239-c15.Car-Rental-Guide-Suppliers)

-   [Ocoee Vacation Rentals](https://www.expedia.ca/Ocoee-Vacation-Rentals.d9239.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 Garden on Expedia.com](https://www.expedia.com/5Star-Winter-Garden-Hotels.s50-0-d7898.Travel-Guide-Filter-Hotels)