5 Stars Hotels in Windermere, Orlando from CA $152

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Our top choices for Windermere 5-star hotels

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, (473 reviews)
"Loved our stay here, it was quiet, clean and great dining options, would come back again!"
Canada
Robert
The price is CA $583
CA $733 total
includes taxes & fees
Mar 30 - Mar 31
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Conrad Orlando at Evermore

Conrad Orlando at Evermore
5.0 star property
Orlando
9.6 out of 10, Exceptional, (391 reviews)
"The property is beautiful and staff was exceptional "
United States
John
The price is CA $653
CA $803 total
includes taxes & fees
Mar 19 - Mar 20
Conrad Orlando at Evermore

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, (886 reviews)
"Great Hotel "
United States
Huan
The price is CA $1,841
CA $2,156 total
includes taxes & fees
Mar 13 - Mar 14
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
Orlando
9.4 out of 10, Exceptional, (1,001 reviews)
"Great service, clean rooms, large property with many amenities . Fabulous food at highball & harvest. "
United States
SAUL
The price is CA $1,158
CA $1,387 total
includes taxes & fees
Mar 27 - Mar 28
The Ritz-Carlton Orlando, Grande Lakes

ette hotel

ette hotel
5.0 star property
Kissimmee
9.6 out of 10, Exceptional, (412 reviews)
"This is a unique property high end amenities comfortable beds and then there is the restaurant."
United States
Steve
The price is CA $421
CA $478 total
includes taxes & fees
Apr 2 - Apr 3
ette hotel

Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (1,479 reviews)
"Rooms were ready and as always perfect Staff at check in very helpful"
United States
Deborah
Reunion Resort & Golf Club

Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
5.0 star property
Kissimmee
8.4 out of 10, Very good, (1,005 reviews)
"The room was clean and everything was great."
United States
Ock Chul
The price is CA $316
CA $949 total
includes taxes & fees
Mar 22 - Mar 23
Encore Resort and Water Park at Reunion by Rentyl

Disney's Beach Club Resort

Disney's Beach Club Resort
5.0 star property
Bay Lake
8.8 out of 10, Excellent, (701 reviews)
"Very nice place to stay in Disney World resort place for vacation which has shuttle buses for every where and walking distance to EPCOT. Wonderful experience there!"
United States
Yong Hoon
Disney's Beach Club Resort

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

Cozy 3Bd Close to Disney @ Enclaves at Festival 808

Cozy 3Bd Close to Disney @ Enclaves at Festival 808
5.0 star property
Festival
6.8 out of 10, (3 reviews)
"Property was beautiful host was very attentive and answered all my questions and concerns area was safe and quiet the pool pass did not work was my only issue but everything else was top tier "
United States
Brittany
Cozy 3Bd Close to Disney @ Enclaves at Festival 808

Gorgeous 5Bd Screened Pool at Champions Gate 1125

Gorgeous 5Bd Screened Pool at Champions Gate 1125
5.0 star property
Davenport
9.4 out of 10, Exceptional, (3 reviews)
"The house was exactly as the pictures posted. Very well maintained, cleaned, and well equipped with all essential equipment for cooking ext. My family and I loved it. It exceeded our expectations! We truly recommend this house, and will definitely rent this house again."
United States
Carmen
Gorgeous 5Bd Screened Pool at Champions Gate 1125

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, (6 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

Family Friendly Four Bedroom w GameRoom @Disney 5145

Family Friendly Four Bedroom w GameRoom @Disney 5145
5.0 star property
Kissimmee
8.0 out of 10, Very good, (8 reviews)
"The property was beautiful and suited my family’s needs perfectly. We traveled with 6 people and had more than enough space and room for us all!! The host was more than accommodating when our travel plans were affected by flight changes due to weather. We did Disney and Universal and both were very easily accessible from here. We would recommend this place 100 percent and will definitely stay here again. "
United States
Kathleen
Family Friendly Four Bedroom w GameRoom @Disney 5145

Charming 3Bd Close to Disney @ Festival 1026

Charming 3Bd Close to Disney @ Festival 1026
5.0 star property
Festival
8.6 out of 10, Excellent, (4 reviews)
"Nice location "
United States
Jianzhuang
Charming 3Bd Close to Disney @ Festival 1026

Stunning 4 Bd Close to Disney @ Storey Lake 2569

Stunning 4 Bd Close to Disney @ Storey Lake 2569
5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (3 reviews)
"The unit was clean and full accommodations. The overall resort is friendly and safe. Great parking close to parks and restaurants, grocery etc. "
United States
Claudine
Stunning 4 Bd Close to Disney @ Storey Lake 2569

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

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (4 reviews)
"It was a clean and nice "
United States
Danielle
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

Stunning 5Bd w/ Pool @ Windsor Island Resort 3814

Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
5.0 star property
Davenport
8.6 out of 10, Excellent, (8 reviews)
"Clean home. Pool and deck were great. Resort area was fun, clean and easy to use."
Canada
Suzanne
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814

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

Stunning 5 Bd w/ Pool Close to Disney @ Windsor Westside 2015

Stunning 5 Bd w/ Pool Close to Disney @ Windsor Westside 2015
5.0 star property
Kissimmee
8.0 out of 10, Very good, (1 review)
Stunning 5 Bd w/ Pool Close to Disney @ Windsor Westside 2015
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Learn more about Windermere

Nestled among pristine lakes, this charming town offers a peaceful escape with upscale golf courses and country clubs. Nature lovers can explore the Tibet-Butler Preserve's trails, while four-legged friends enjoy romping at Buena Vista Place Dog Park.

Aerial Overlooking Lakeside Homes in Central Florida

Top Windermere Hotel Reviews

Find out more about Windermere

Five Star Hotels in Windermere

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

Get a Great Deal on 5-Star Hotels in Windermere

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 Windermere

The results are in, and Windermere 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 Windermere! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Windermere today and settle down in the lap of luxury tomorrow.

Frequently asked questions

What are the best 5-star hotels in Windermere?
Gear up for 5-star pampering at Conrad Orlando, Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort or Disney's Beach Club Resort. These are among the top-rated properties in Windermere based on Expedia guest reviews. Pick one and get a taste of the good life!
How much does it cost to stay in a 5-star hotel in Windermere?
The amount you pay for a 5-star hotel in Windermere can vary depending on what time of year you travel and how long you plan to stay, among other factors. Use our price per night filter and other search tools to score the best deal on a high-end stay.

  • Search for the lowest price per night from CA $152

What makes a hotel 5 stars in Windermere?
Flawless guest service is the hallmark of every 5-star hotel in Windermere. From the instant you arrive, staff cater to your every whim, whether arranging customized tours or providing in-room beauty treatments. What's more, hotels have to offer top-rate conveniences to be eligible for a 5-star rating. These can include luxury bath products, spa facilities, pools, gastronomic kitchens and knowledgeable concierge.

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