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
Oct 23 - Oct 24
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Oct 24 - Oct 25
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Winter Park 5-star hotels

A swimming pool with palm trees and umbrellas, surrounded by a building with a curved facade and multiple balconies.
A spacious corridor with large windows, a polished floor, and a grand chandelier.
A spacious hotel dining area with multiple tables and chairs, a central bar area, and a view into the kitchen.
A balcony with a table set for two, overlooking a golf course.

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

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Orlando
United States
John
NT$10,170
NT$13,275 total
includes taxes & fees
Nov 22 - Nov 23
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.
An outdoor dining area with wicker furniture and hanging lights, overlooking a beach and hotel buildings.

2. Conrad Orlando at Evermore

Conrad Orlando at Evermore
Orlando
United States
YASIR
NT$15,742
NT$19,338 total
includes taxes & fees
Nov 18 - Nov 19
Conrad Orlando at Evermore
A poolside area with a wooden gazebo, lounge chairs, and a table.
A courtyard with outdoor seating, palm trees, and a pool.
A dining area with tables set for service, large arched windows, and wall-mounted lighting.
A modern living room with a sofa set, coffee table, and decorative plants.

3. The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
Orlando
United States
Teresa
NT$16,242
NT$20,286 total
includes taxes & fees
Oct 30 - Oct 31
The Ritz-Carlton Orlando, Grande Lakes
A hotel with a central courtyard, a reflective pool, and a large building with a prominent entrance.
A pool with a waterfall, surrounded by tropical vegetation and a stone bridge.
A pathway lined with tall, vertically planted trees and well-maintained greenery, leading towards a building with classical architecture.
An indoor dining area with multiple tables and chairs, large windows, and a bar counter.

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

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Golden Oak
United States
Caroline
NT$45,804
NT$53,731 total
includes taxes & fees
Nov 1 - Nov 2
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.
A spacious lobby with high ceilings, multiple chandeliers, and a polished wooden floor.
A restaurant with round tables, wooden chairs, and large windows.
A hotel with a blue exterior, white railings, and a well-maintained garden with a central flower bed.

5. Disney's Beach Club Resort

Disney's Beach Club Resort
Bay Lake
United States
Carl
NT$23,696
NT$26,658 total
includes taxes & fees
Nov 3 - Nov 4
Disney's Beach Club Resort
A pool area with a wooden deck, rope ladder, and palm trees.
A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting.
A modern living room with a sofa, coffee table, and bar stools. There is a kitchen area with cabinets and appliances.
A modern kitchen with a central island, pendant lighting, and a dining area with a table and chairs.

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 residential area with a large swimming pool and a golf course.
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 living room with a beige sectional sofa, a white coffee table, and a flat-screen TV mounted on the wall.
A modern hotel room with a large bed, a nightstand with drawers, a wall-mounted painting, and a bathroom visible through an open door.

7. 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 swimming pool with a glass enclosure, surrounded by a patio area with a view of a residential building.
A modern kitchen with white cabinets, a central island with wicker chairs, and pendant lighting.
A dining area with a wooden table, six chairs, a chandelier, and black and white patterned wallpaper.
A neatly made bed with a black and white color scheme, a metal headboard, and a bedside lamp.

8. 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
A row of modern two-story houses with attached garages, well-maintained lawns, and a street lamp.
A modern kitchen with granite countertops, a built-in island, and a dining area with a sofa and chairs.
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 dark cabinets, a central island with bar stools, and a microwave above the island.

9. 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
An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.
A modern two-story house with a stone facade, a front entrance, and a well-lit driveway.
A wooden play structure with ropes and a slide, surrounded by greenery and palm trees.
An outdoor dining area with white tables and chairs, ceiling fans, and a bar area with a TV screen.

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

Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
Kissimmee
United States
Pareshkumar
Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
Pool
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a built-in oven.
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.

11. 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, lounge areas, and palm trees.
An aerial view of a resort with a large central pool, multiple smaller pools, and a covered pavilion.
A modern kitchen with white cabinets, a microwave, and a coffee station with white cups and orange flowers.
A modern living room with a white sectional sofa, a large abstract painting, and a view of a balcony with outdoor furniture.

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 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 kitchen with a marble island, pendant lights, and a large window offering a view of palm trees.
A modern living room with a sectional sofa, a coffee table, and a TV on the wall.

13. 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 modern dining area with a wooden table, four grey chairs, and pendant lights.
A modern living room with a sofa, coffee table, and a view of the outdoors through large windows.
A gym with various weightlifting equipment, including dumbbells and weight plates.

14. 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 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 pool area with hexagonal tiles, lounge chairs, umbrellas, and a water slide.
A bathroom with a toilet, shower, sink, and vanity.

15. Family Vacation Home, Water Park+Endless Amenities

Family Vacation Home, Water Park+Endless Amenities
Kissimmee
United States
Jasmine
Family Vacation Home, Water Park+Endless Amenities
A resort with multiple swimming pools, sun loungers, and palm trees.
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.
A modern living room with a grey sofa, glass coffee table, and a black and white rug.

16. 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
A swimming pool area with multiple water features and lounge chairs.
A modern living room with a grey sectional sofa, a round coffee table, and a staircase leading to the upper floor.
A spacious outdoor patio with a bar area, seating arrangements, and ceiling fans.
A playground with wooden climbing structures and rope bridges.

17. 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
A modern dining area with a glass table, grey upholstered chairs, and yellow napkins.
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.
A modern living room with two green velvet armchairs, a glass coffee table, a white sofa, and a large framed picture of a castle.
A modern kitchen with a central island, a dining area with a glass table, and a living area with a sofa and TV.

18. Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
Kissimmee
United States
Teddy
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
A pool area with lounge chairs and a building with a red roof.
A golf course with a water slide, palm trees, and a clear sky.
A modern kitchen with a stainless steel refrigerator, a granite countertop, and a bar area with stools. There is a dining table set with plates and glasses, and a chandelier above.
A residential area with multiple two-story houses, a well-maintained lawn, and a circular patio area with seating.

19. 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 bedroom with a bed, nightstands, a mirror, and a window with blinds.
A hallway with a glass-top console table, a white door at the end, and framed pictures on the walls.

20. 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
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Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Winter Park.
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DoubleTree by Hilton Orlando Theme Park Resort

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10100 International Drive Orlando FL
NT$2,081
NT$3,256 total
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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.

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A clock with 'Winter Park' and 'Central Park' inscribed, surrounded by lush greenery and trees.

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winter Park?
The amount you pay for a 5-star hotel in Winter Park depends on things like when you plan to travel and the length of your vacation. A top tip for scoring an awesome deal? Use our pricing filters to compare all of the available options for your chosen dates.
  • Search for the lowest price per night from NT$3,256
What makes a hotel 5 stars in Winter Park?
Flawless guest service is integral to every 5-star hotel in Winter Park. From the moment you enter the lobby, staff cater to your every need, whether recommending activities and tours or providing in-room massage treatments. Additionally, hotels have to feature top-rate amenities to qualify for a 5-star rating. These can include luxury bath products, saunas or spas, pools, fine dining restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Winter Park?
Our handy filters are the easiest way to search for exactly what you're looking for. Select "5-star" and "All inclusive" to show the finest properties in Winter Park where your accommodations, meals, entertainment and activities are included in the upfront price. At these retreats, your trip is pure extravagance from the moment you enter the lobby.

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