Winter Park Hotel Guide - 5 Stars Hotels in Winter Park, Orlando

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Check availability on Winter Park 5 Star Hotels

Tonight
20 Apr - 21 Apr
Tomorrow
21 Apr - 22 Apr
This weekend
24 Apr - 26 Apr
Next weekend
1 May - 3 May

Our top choices for Winter Park 5-star hotels

View from room

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
5.0 star property
Orlando
9.2 out of 10, Wonderful, (500 reviews)
"Beautiful hotel, comfortable rooms and centrally located. "
United States
Ariel
The price is Rp6.610.546
Rp8.403.745 total
includes taxes & fees
10 May - 11 May
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Outdoor pool, pool cabanas (surcharge), pool umbrellas

Conrad Orlando at Evermore

Conrad Orlando at Evermore
5.0 star property
Orlando
9.6 out of 10, Exceptional, (435 reviews)
"great stay"
United States
James
The price is Rp10.279.022
Rp12.423.350 total
includes taxes & fees
3 May - 4 May
Conrad Orlando at Evermore
3 outdoor pools, pool cabanas (surcharge), pool umbrellas

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
5.0 star property
Golden Oak
9.6 out of 10, Exceptional, (897 reviews)
"Absolutely best resort in Disney area Service exceptional "
United States
Dennis
The price is Rp18.650.065
Rp22.044.805 total
includes taxes & fees
17 May - 18 May
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Property amenity

The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
Orlando
9.2 out of 10, Wonderful, (1,001 reviews)
"Grade 5 star hotel, amazing service. Very respectful great food room was clean super comfortable. "
United States
Avner
The price is Rp10.210.266
Rp12.550.204 total
includes taxes & fees
15 May - 16 May
The Ritz-Carlton Orlando, Grande Lakes
3 outdoor pools

Disney's Beach Club Resort

Disney's Beach Club Resort
5.0 star property
Bay Lake
8.8 out of 10, Excellent, (702 reviews)
"Clean, friendly staff, convenient, close to parks"
United States
Katie
Disney's Beach Club Resort
3 outdoor pools

Disney's Beach Club Villas

Disney's Beach Club Villas
5.0 star property
Bay Lake
9.2 out of 10, Wonderful, (39 reviews)
"Clean and great location"
United States
Anonymous traveller
Disney's Beach Club Villas
Resort view

Splendid 5Bd Close to Disney at Storey Lake 4251

Splendid 5Bd Close to Disney at Storey Lake 4251
5.0 star property
Kissimmee
9.2 out of 10, Wonderful, (12 reviews)
"Everything that a big family needs for a vacation, plus a great location"
United States
omar
Splendid 5Bd Close to Disney at Storey Lake 4251
Water park

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

Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
5.0 star property
Kissimmee
9.4 out of 10, Exceptional, (3 reviews)
"House was really good..but thermostat wasn't working at all..some part carpet was wet all time"
United States
Pareshkumar
Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
Exterior

Gorgeous 2 Bedroom Apartment Close to Disney 305 3191

Gorgeous 2 Bedroom Apartment Close to Disney 305 3191
5.0 star property
Kissimmee
9.2 out of 10, Wonderful, (7 reviews)
"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
Anonymous traveller
Gorgeous 2 Bedroom Apartment Close to Disney 305 3191
Front of property – evening/night

5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney

5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
5.0 star property
Kissimmee
8.4 out of 10, Very good, (8 reviews)
"My family and I truly enjoyed our stay. The team was friendly and communicated effectively the entire time. Will definitely stay again and recommend to others. "
United States
Ben-Jade
5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
Water park

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

Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
5.0 star property
Kissimmee
8.8 out of 10, Excellent, (3 reviews)
"Nice "
United States
Janismarie
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
Water park

Marvelous 4Bd with Pool at Storey Lake Resort 2601

Marvelous 4Bd with Pool at Storey Lake Resort 2601
5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (4 reviews)
"Communication with the host was very good. The property was spotlessly clean when we arrived. It had all the amenities you would need and all appliances were like new! The rooms were very spacious and we appreciated the basic washing/bathroom amenities to get us started. The pool area was lovely and it was only a short drive to shops and restaurants. It felt very safe and quiet and we would definitely stay there again."
United Kingdom
Jennifer
Marvelous 4Bd with Pool at Storey Lake Resort 2601
Water park

5 Bedroom at Storey Lake Orlando FL close to Disney 4851

5 Bedroom at Storey Lake Orlando FL close to Disney 4851
5.0 star property
Kissimmee
9.4 out of 10, Exceptional, (3 reviews)
"Pool heating cost additional. Property Lazy river and pool was heated in November, was awesome. great Spot for a vacation. Highly recomend."
United States
Nita
5 Bedroom at Storey Lake Orlando FL close to Disney 4851
Aerial view

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

Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
5.0 star property
Kissimmee
8.4 out of 10, Very good, (11 reviews)
"Very roomy, clean and equipped apartment, worth for the money paid."
United States
Prasad
Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
Indoor pool, outdoor pool, pool loungers, lifeguards on site

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

5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (4 reviews)
"Looks just like photos, very nice and spacious. I would book again."
United States
Kimesha
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
Aerial view

Stunning 2 Bd Condo Close to Disney 304 3191

Stunning 2 Bd Condo Close to Disney 304 3191
5.0 star property
Kissimmee
5.0 out of 10, (6 reviews)
"Pools were filthy. The washer dryer combo did not work. Like a previous "
United States
Stephanie
Stunning 2 Bd Condo Close to Disney 304 3191
Water park

Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
5.0 star property
Kissimmee
9.8 out of 10, Exceptional, (7 reviews)
"Overall wonderful home, great price, great property and amenities for families. Location is great near absolutely everything. "
United States
Lance
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
Townhome, 4 Bedrooms | In-room dining

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
5.0 star property
Kissimmee
9.2 out of 10, Wonderful, (16 reviews)
"Clean, loved the pool"
United Kingdom
Stuart
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
Room

The Ritz-Carlton Residences Orlando, Grande Lakes

The Ritz-Carlton Residences Orlando, Grande Lakes
5.0 star property
Orlando
The Ritz-Carlton Residences Orlando, Grande Lakes
Water park

Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
5.0 star property
Kissimmee
7.6 out of 10, Good, (5 reviews)
"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
Shawnte
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
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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
The price is Rp3.764.391 per night from 28 Apr to 29 Apr
Rp3.764.391
Rp4.235.026 total
28 Apr - 29 Apr
includes taxes & fees
9.4/10 Exceptional! (4,117 reviews)
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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
Kraft Azalea Community Park in Winter Park located north of Orlando in Orange County, Florida.

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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 Rp2.465.472

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.