Explore top 2025 5 Star Hotels in Windermere

Name: Amazing 4Bd Screened Pool Close to Disney 4572
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

$401 nightly

$451 total

Oct 31 - Nov 1

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! (364 reviews)

"Great"

Reviewed on Sep 26, 2025

Conrad Orlando at Evermore

1500 Eastbeach Way, Orlando, FL

Fully refundableReserve now, pay when you stay

$433 nightly

$488 total

Oct 30 - Oct 31

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! (294 reviews)

"Amazing resort. Will go again."

Reviewed on Sep 27, 2025

The Ritz-Carlton Orlando, Grande Lakes

4012 Central Florida Parkway, Orlando, FL

Fully refundableReserve now, pay when you stay

$546 nightly

$614 total

Oct 1 - Oct 2

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! (1,011 reviews)

"Stayed here for a few days. Staff was great and upgraded my room for my birthday and sent me a bottle of wine and macarons. Very sweet! Room was clean and comfortable. Slept well. Spa was relaxing and pool was clean and good service. Recommend for a relaxing stay!"

Reviewed on Sep 28, 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

$1,040 nightly

$1,170 total

Oct 1 - Oct 2

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! (869 reviews)

"An amazing stay at the Four Seasons Orlando! The service was outstanding, the pools (especially the lazy river) were fantastic, and the on-site restaurants offered excellent dining options. Truly a perfect experience from start to finish."

Reviewed on Sep 14, 2025

ette hotel

3001 Sherberth Rd, Kissimmee, FL

Fully refundableReserve now, pay when you stay

$230 nightly

$260 total

Oct 28 - Oct 29

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! (338 reviews)

"I would say without question if I could give Ette Hotel 6 stars I would. The hotel is modern and spotless amazingly comfortable beds and linens. This is a reasonably small hotel personal recognition by the staff made our stay an in even happier experience. Great location especially for Disney but ..."

Reviewed on Sep 18, 2025

Reunion Resort & Golf Club

7593 Gathering Drive, Kissimmee, FL

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! (1,403 reviews)

"Just wonderful in every way!"

Reviewed on Sep 26, 2025

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Encore Resort and Water Park at Reunion by Rentyl

7635 Fairfax Dr, Kissimmee, FL

Fully refundableReserve now, pay when you stay

$649 nightly

$737 total

Oct 4 - Oct 5

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! (1,008 reviews)

"Great stay!"

Reviewed on Sep 28, 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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Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

4836 Dedication Street, Kissimmee, 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. ...

9.4/10 Exceptional! (12 reviews)

"Clean, loved the pool"

Reviewed on Sep 18, 2025

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Amazing 4Bd Screened Pool Close to Disney 4572

4572 Baleno Ln, Kissimmee, FL

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

9.6/10 Exceptional! (4 reviews)

"The dryer didnt work and No Highchair , also never received my tickets to Water park with Lazy pool ticket. Other than that My Family enjoyed Everything. Pool is a Plus"

Reviewed on May 28, 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.