A two-story house with a balcony, surrounded by lush greenery and trees.

Winter Park 5 Stars Hotels

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Check availability on Winter Park 5 Star Hotels

Tonight
25 Sept - 26 Sept
Tomorrow
26 Sept - 27 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Winter Park 5-star hotels

A hotel with a swimming pool, lounge chairs, and palm trees.
A long dining table set with chairs, surrounded by hanging lights and greenery.
A bar area with multiple seating options, a marble countertop, and a decorative ceiling light.
A grand lobby with a central clock, a chandelier, and a patterned floor.

1. Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Orlando
United States
Ray
HK$2,518
HK$3,274 total
includes taxes & fees
27 Sept - 28 Sept
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
A resort with multiple swimming pools, lounge areas, and a modern building with balconies.
A modern hotel entrance with a large wooden ceiling structure, glass doors, and a view of the outdoors.
A spacious lobby with a view of a body of water, large wooden columns, and a modern tiled floor.
A rooftop lounge with wicker furniture, round tables, and potted plants.

2. Conrad Orlando at Evermore

Conrad Orlando at Evermore
Orlando
United States
Marlon
HK$2,993
HK$3,759 total
includes taxes & fees
8 Oct - 9 Oct
Conrad Orlando at Evermore
A pool with a waterfall, surrounded by tropical vegetation and a stone bridge.
A spacious lobby with a high ceiling, large windows, and a reflective floor.
A hotel with a central courtyard, a reflective pool, and a large building with a prominent entrance.
An indoor dining area with multiple tables and chairs, large windows, and a bar counter.

3. Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Golden Oak
United States
Patrick
HK$7,490
HK$8,911 total
includes taxes & fees
30 Sept - 1 Oct
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
A water park with multiple slides and a pool area surrounded by palm trees and a golf course.
A courtyard with outdoor seating, palm trees, and a pool.
A spacious lobby with a high ceiling, large windows, and a variety of seating arrangements including sofas and armchairs.
A modern living room with a sofa set, coffee table, and decorative plants.

4. The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
Orlando
United States
Teresa
HK$3,678
HK$4,623 total
includes taxes & fees
26 Sept - 27 Sept
The Ritz-Carlton Orlando, Grande Lakes
A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.
A hotel with a blue exterior, white railings, and a well-maintained garden with a central flower bed.
A waterfront hotel with multiple buildings, a large spherical structure in the background, and reflections on the water.
A restaurant with round tables, wooden chairs, and large windows.

5. Disney's Beach Club Resort

Disney's Beach Club Resort
Bay Lake
United States
Carl
HK$5,592
HK$6,291 total
includes taxes & fees
30 Sept - 1 Oct
Disney's Beach Club Resort
A pool with inflatable rings, lounge chairs, and a wooden deck with stairs.
A modern living room with a sofa, coffee table, and bar stools. There is a kitchen area with cabinets and appliances.
A modern dining area with a white table set for four, light blue upholstered chairs, and decorative white feathers.
A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting.

6. Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629

Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
Kissimmee
United States
Nydia
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.
A restaurant with round tables, wooden chairs, and large windows.
A spacious lobby with a central round rug, multiple doors, and potted plants.
A large, multi-story building with balconies and a waterfront view.

7. Disney's Beach Club Villas

Disney's Beach Club Villas
Bay Lake
United States
Anonymous traveller
HK$5,592
HK$6,291 total
includes taxes & fees
29 Sept - 30 Sept
Disney's Beach Club Villas
A swimming pool with lounge chairs, palm trees, and a golf course.
A residential area with multiple two-story houses, a well-maintained lawn, and a circular patio area with seating.
A beach area with a hammock, palm trees, a chair, and a building with a white exterior.
A golf course with a water slide, palm trees, and a clear sky.

8. 5 Bedroom at Storey Lake Orlando FL close to Disney 4851

5 Bedroom at Storey Lake Orlando FL close to Disney 4851
Kissimmee
United States
Nita
5 Bedroom at Storey Lake Orlando FL close to Disney 4851
A modern kitchen with a granite countertop, stainless steel appliances, and wooden cabinets. There are three bar stools and a hanging light fixture above the counter.
A dining area with a glass table and brown chairs, a blue vase, and a framed artwork on the wall.
A hallway with a glass-top console table, a white door at the end, and framed pictures on the walls.
A bedroom with a bed, nightstands, a mirror, and a window with blinds.

9. Family Friendly 5 Bedrooms Home Close to Disney 4849

Family Friendly 5 Bedrooms Home Close to Disney 4849
Kissimmee
United States
Raquel
Family Friendly 5 Bedrooms Home Close to Disney 4849
An aerial view of a resort with a large swimming pool, water slides, and a mini-golf area.
A modern living room with a beige sectional sofa, a white coffee table, and a flat-screen TV mounted on the wall.
A modern kitchen with white cabinets, a black backsplash, and a dining area set with white plates, blue placemats, and clear wine glasses.
A modern kitchen with a central island, stainless steel appliances, and a dining area with bar stools.

10. Stunning 2 Bd Condo Close to Disney 304 3191

Stunning 2 Bd Condo Close to Disney 304 3191
Kissimmee
United States
Stephanie
Stunning 2 Bd Condo Close to Disney 304 3191
A resort with multiple swimming pools, sun loungers, and palm trees.
A wooden ship structure with ropes and a flag, surrounded by greenery and a clear sky.
A gym with various weightlifting equipment, including dumbbells and weight plates.
A spacious outdoor dining area with white chairs and tables, ceiling fans, and a bar area with a TV screen.

11. Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
Kissimmee
United States
Lance
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
An aerial view of a resort with a large swimming pool, palm trees, and a water slide.
A modern living room with a white sectional sofa, a large abstract painting, and a view of a balcony with outdoor furniture.
A wooden play structure with ropes and a slide, surrounded by palm trees and a clear sky.
A modern kitchen with white cabinets, a microwave, and a coffee station with white cups and orange flowers.

12. Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
Kissimmee
Germany
Thomas
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
A swimming pool with a glass enclosure, surrounded by a patio area with a view of a residential building.
A dining area with a wooden table, six chairs, a chandelier, and black and white patterned wallpaper.
A modern kitchen with white cabinets, a central island with wicker chairs, and pendant lighting.
A spacious living area with a sofa, armchairs, and a dining table. There is a kitchen in the background with white cabinets and a microwave.

13. 5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759

5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
Kissimmee
United States
Kimesha
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
An aerial view of a resort with a large water park, multiple swimming pools, and a variety of recreational facilities.
A modern living room with a grey sofa, a purple armchair, and a large window with a view of greenery.
A modern kitchen with white cabinets, a dining area with a table and chairs, and a living room with a sofa and a coffee table.
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a built-in oven.

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

Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
Kissimmee
United States
Prasad
Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
An aerial view of a resort with multiple swimming pools, sun loungers, and palm trees.
A wooden play structure with ropes and a slide, surrounded by palm trees and a clear sky.
A gym with various weightlifting equipment, including dumbbells and weight plates.
A modern living room with a grey sectional sofa, a glass coffee table, and a blue patterned rug.

15. Stunning 4 Bd Close to Disney @ Storey Lake 2569

Stunning 4 Bd Close to Disney @ Storey Lake 2569
Kissimmee
United States
Claudine
Stunning 4 Bd Close to Disney @ Storey Lake 2569
A modern indoor pool area with a dining setup and a view of the ocean.
A modern two-story house with a brick driveway, white exterior, and multiple chimneys.
A modern living room with a sectional sofa, a coffee table, and a TV on the wall.
A modern kitchen with a marble island, pendant lights, and a large window offering a view of palm trees.

16. The Ritz-Carlton Residences Orlando, Grande Lakes

The Ritz-Carlton Residences Orlando, Grande Lakes
Orlando
The Ritz-Carlton Residences Orlando, Grande Lakes
A resort with multiple swimming pools, sun loungers, and palm trees.
A spacious outdoor dining area with white chairs and tables, ceiling fans, and a bar area with a TV screen.
A modern living room with a sofa, coffee table, and a view of the outdoors through large windows.
A modern dining area with a wooden table, four grey chairs, and pendant lights.

17. Marvelous 4Bd with Pool at Storey Lake Resort 2601

Marvelous 4Bd with Pool at Storey Lake Resort 2601
Kissimmee
United States
Yolanda
Marvelous 4Bd with Pool at Storey Lake Resort 2601
A row of modern two-story houses with attached garages, well-maintained lawns, and a street lamp.
A kitchen with dark wooden cabinets, a stainless steel refrigerator, a microwave, and a built-in oven. There are three white bar stools and a small island with a yellow vase.
A modern kitchen with granite countertops, a built-in island, and a dining area with a sofa and chairs.
A modern kitchen with dark cabinets, a central island with bar stools, and a microwave above the island.

18. 5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney

5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
Kissimmee
United States
Ben-Jade
5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
A pool area with lounge chairs, umbrellas, and a water slide structure.
A bedroom with a bed, nightstands, a ceiling fan, and a window with curtains.
A modern kitchen with white cabinets, granite countertops, and teal bar stools.
A covered outdoor seating area with lounge chairs and a table, surrounded by palm trees and a fountain.

19. Family Vacation Home, Water Park+Endless Amenities

Family Vacation Home, Water Park+Endless Amenities
Kissimmee
United States
LUIS
Family Vacation Home, Water Park+Endless Amenities
A swimming pool area with multiple water features and lounge chairs.
A playground with wooden climbing structures and rope bridges.
A spacious outdoor patio with a bar area, seating arrangements, and ceiling fans.
A modern kitchen with white cabinets, stainless steel appliances, a central island with stools, and pendant lighting.

20. Splendid 5Bd Close to Disney at Storey Lake 4251

Splendid 5Bd Close to Disney at Storey Lake 4251
Kissimmee
United States
omar
Splendid 5Bd Close to Disney at Storey Lake 4251
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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.
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard Orlando FL
HK$1,718
HK$1,932 total
28 Sept - 29 Sept
includes taxes & fees
Hyatt Regency Orlando International Airport
Avanti International Resort

Avanti International Resort

8738 International Dr Orlando FL
HK$558
HK$787 total
27 Sept - 28 Sept
includes taxes & fees
Avanti International Resort
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL
HK$1,073
HK$1,207 total
26 Oct - 27 Oct
includes taxes & fees
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
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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
A clock with 'Winter Park' and 'Central Park' inscribed, surrounded by lush greenery and trees.

Top Winter Park Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winter Park?
You'll find many different pricing options for a 5-star hotel in Winter Park on Expedia. How much you'll pay will depend on when you want to travel, trip length and other factors. Compare all of the available accommodation for your chosen dates and make use of our pricing and other filters to lock in the perfect high-end stay.
  • Search for the lowest price per night from HK$787
What makes a hotel 5 stars in Winter Park?
Outstanding guest service characterises every 5-star hotel in Winter Park. From the minute you step through the door, staff cater to your every whim, whether answering room service calls 24/7 or providing in-room massages. In addition, hotels must feature upscale conveniences to meet the standard for a 5-star rating. These can include luxury toiletries, spa facilities, swimming pools, fine dining kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Winter Park?
Use Expedia's filters to find a luxury getaway in Winter Park where everything you need is included. From there, narrow your results for properties that have 5 stars and are described as "All inclusive." The most important thing on the to-do list at these stays? Pure enjoyment and indulgence.

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