Explore top 2025 5 Star Hotels in Windermere

Name: Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158
Rating: 9.6

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Top Windermere 5 Star hotels

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

14200 Bonnet Creek Resort Lane, Orlando, FL

Fully refundableReserve now, pay when you stay

$402 nightly

$452 total

Nov 28 - Nov 29

Total with taxes and fees

This luxury resort features a golf course, a full-service spa, and 12 restaurants. There's fun for all ages with a lazy river and a children's club, and families ...

9.2/10 Wonderful! (398 reviews)

Always a pleasure staying at the Waldorf Astoria!

Reviewed on Nov 7, 2025

Conrad Orlando at Evermore

1500 Eastbeach Way, Orlando, FL

Fully refundableReserve now, pay when you stay

$494 nightly

$556 total

Dec 14 - Dec 15

Total with taxes and fees

This luxury resort features a private beach, a golf course, and a full-service spa. Relax with beach cabanas, sun loungers, and beach umbrellas. Bring the family ...

9.4/10 Exceptional! (318 reviews)

Our first time there as a staycation and we technically live 20 minutes away. Service was impeccable. The rooms were clean. The whole outdoor area of the bars, pool, and beach or pristine. The staff at all the restaurants were amazing. Food was fantastic. Custom cocktails at Cieba were out of this ...

Reviewed on Nov 7, 2025

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

10100 Dream Tree Blvd., Lake Buena Vista, FL

Fully refundableReserve now, pay when you stay

$1,045 nightly

$1,176 total

Nov 30 - Dec 1

Total with taxes and fees

This luxury resort features a golf course, free water park access, and a full-service spa. There's fun for all ages with a lazy river and a children's pool, ...

9.6/10 Exceptional! (874 reviews)

Fantastic hotel, lovely front desk and housekeeping staff.

Reviewed on Oct 19, 2025

The Ritz-Carlton Orlando, Grande Lakes

4012 Central Florida Parkway, Orlando, FL

Fully refundableReserve now, pay when you stay

$614 nightly

$691 total

Dec 13 - Dec 14

Total with taxes and fees

This smoke-free hotel features a golf course, a full-service spa, and 7 restaurants. There's fun for all ages with a lazy river and a children's club, and families ...

9.2/10 Wonderful! (1,003 reviews)

Great service great accommodation can’t fault it

Reviewed on Oct 26, 2025

ette hotel

3001 Sherberth Rd, Kissimmee, FL

Fully refundableReserve now, pay when you stay

$312 nightly

$354 total

Dec 2 - Dec 3

Total with taxes and fees

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...

9.6/10 Exceptional! (359 reviews)

Very nice room. Very courteous staff. Easy parking

Reviewed on Nov 9, 2025

Reunion Resort & Golf Club

7593 Gathering Drive, Kissimmee, FL

$339 nightly

$385 total

Dec 10 - Dec 11

Total with taxes and fees

This luxury aparthotel features a golf course, free water park access, and 7 restaurants. Bring the family and enjoy the lazy river, mini golf, and kid-friendly ...

8.6/10 Excellent! (1,421 reviews)

Well stocked kitchen, clean unit and quiet

Reviewed on Nov 2, 2025

Encore Resort and Water Park at Reunion by Rentyl

7635 Fairfax Dr, Kissimmee, FL

Fully refundableReserve now, pay when you stay

$619 nightly

$703 total

Nov 21 - Nov 22

Total with taxes and fees

This smoke-free resort features free water park access, a full-service spa, and 2 restaurants. There's fun for all ages with a free kid's club and a children's ...

8.2/10 Very Good! (1,001 reviews)

We had a great stay at Encore Resort. The house was clean, spacious, and perfect for multiple families. There was plenty of room for everyone and the kids especially had an amazing time. Overall, we really enjoyed our stay and would absolutely come back again.

Reviewed on Nov 3, 2025

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

3131 Paradox Circle, Unit 204, Kissimmee, FL

A golf course, free water park access, and 2 outdoor pools are all featured at this smoke-free vacation home. There's fun for all ages with a lazy river and ...

10/10 Exceptional! (4 reviews)

It was a clean and nice

Reviewed on Sep 13, 2025

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Splendid 5Bd Close to Disney at Storey Lake 4251

4251 Paragraph Dr, Kissimmee, FL

Free water park access and an outdoor pool are featured at this smoke-free vacation home. There's fun for all ages with a lazy river and a children's pool, and ...

9.2/10 Wonderful! (12 reviews)

Very beautiful and clean property.

Reviewed on Mar 17, 2025

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Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158

1158 Kingsbarn St, Davenport, FL

Free water park access and an outdoor pool are featured at this luxury vacation home. Bring the family and enjoy the lazy river, children's pool, and waterslide. ...

9.6/10 Exceptional! (6 reviews)

Very nice place so many things to do. Great place to stay for a large family especially with kids

Reviewed on Oct 15, 2025

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Windermere Resorts & 5 Star Hotels

Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Windermere to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Windermere 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in Windermere before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.