5 Stars Hotels in Windermere, Orlando from CA $206

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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, (500 reviews)
"Beautiful hotel, comfortable rooms and centrally located. "
United States
Ariel
The price is CA $515
CA $657 total
includes taxes & fees
May 17 - May 18
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, (433 reviews)
"Amazing stay!"
United States
Kristen
The price is CA $819
CA $990 total
includes taxes & fees
May 10 - May 11
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, (895 reviews)
"Absolutely best resort in Disney area Service exceptional "
United States
Dennis
The price is CA $1,362
CA $1,617 total
includes taxes & fees
May 17 - May 18
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
9.2 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 CA $813
CA $1,000 total
includes taxes & fees
May 9 - May 10
The Ritz-Carlton Orlando, Grande Lakes

Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (1,533 reviews)
"Beautiful resort, awesome staff and convenient location "
United States
Rajkumar
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
8.2 out of 10, Very good, (1,003 reviews)
"Staff were very kind and out house rental was clean and very spacious "
United States
Robert
The price is CA $320
CA $954 total
includes taxes & fees
Apr 20 - Apr 21
Encore Resort and Water Park at Reunion by Rentyl

ette hotel

ette hotel
5.0 star property
Kissimmee
9.6 out of 10, Exceptional, (436 reviews)
"Elegant and classy hotel. "
United States
SCOTT
The price is CA $399
CA $453 total
includes taxes & fees
May 2 - May 3
ette hotel

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

The Bear's Den Resort Orlando

The Bear's Den Resort Orlando
5.0 star property
Reunion
8.0 out of 10, Very good, (23 reviews)
"Great place , I recommend it to everyone."
United States
Jacqueline
The Bear's Den Resort Orlando

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

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

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

Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills

Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
5.0 star property
Tuscan Hills
8.6 out of 10, Excellent, (7 reviews)
"The unique rooms were a hit with our children."
United States
Joseph
Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills

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

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

Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
5.0 star property
Clermont
9.2 out of 10, Wonderful, (5 reviews)
"Wonderful stay!"
Canada
Angela
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

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

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

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

Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (13 reviews)
"Enjoy the accommodations view was wonderful and close to everything"
United States
Anonymous traveller
Reunion Resort & Golf Club
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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.

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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 $206

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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