Explore top 2026 5 Star Hotels in Windermere

Name: Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
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

$412 nightly

$464 total

Nov 22 - Nov 23

Total with taxes and fees

This luxury resort features a golf course, a full-service spa, and 6 restaurants. There's fun for all ages with a lazy river and a children's club, and families ...

9.4/10 Exceptional! (685 reviews)

"This is our favorite Disney hotel and super dog friendly"

Reviewed on Nov 10, 2026

Conrad Orlando at Evermore

1500 Eastbeach Way Orlando FL

Fully refundableReserve now, pay when you stay

$433 nightly

$487 total

Nov 29 - Nov 30

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 ...

9.6/10 Exceptional! (620 reviews)

"Perfection! Staff was incredible, felt VIP with every interaction. Beautiful and pristine property."

Reviewed on Nov 13, 2026

The Ritz-Carlton Orlando, Grande Lakes

4012 Central Florida Parkway Orlando FL

Fully refundableReserve now, pay when you stay

$534 nightly

$601 total

Nov 25 - Nov 26

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 ...

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

10100 Dream Tree Blvd. Lake Buena Vista FL

Fully refundableReserve now, pay when you stay

$1,315 nightly

$1,479 total

Dec 11 - Dec 12

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, ...

ette hotel Orlando

3001 Sherberth Rd Kissimmee FL

Fully refundableReserve now, pay when you stay

$345 nightly

$392 total

Nov 22 - Nov 23

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 ...

Encore Resort and Water Park at Reunion by Rentyl

7635 Fairfax Dr Kissimmee FL

Fully refundableReserve now, pay when you stay

$690 nightly

$784 total

Dec 9 - Dec 10

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 ...

8.4/10 Very Good! (1,001 reviews)

"This property is just WOW!!!! Out kids loveed having their own room and we enjoyed the water park along with our private pool."

Reviewed on Nov 10, 2026

Reunion Resort & Golf Club

7593 Gathering Drive Kissimmee FL

$358 nightly

$406 total

Nov 16 - Nov 17

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 ...

8.8/10 Excellent! (1,635 reviews)

"Great customer service the building was good as advertised will definitely be going back"

Reviewed on Nov 9, 2026

Disney's Beach Club Resort

1800 Epcot Resort Blvd Lake Buena Vista FL

$728 nightly

$819 total

Nov 17 - Nov 18

Total with taxes and fees

This luxury resort features 2 restaurants, 3 outdoor pools, and 3 hot tubs. There's fun for all ages with a children's pool and a theme park shuttle, and in-room ...

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

2629 Reading Trail 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. ...

8.8/10 Excellent! (5 reviews)

"Awesome pools. Family friendly."

Reviewed on Sep 22, 2026

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Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

1536 Retreat Cir Clermont FL

An outdoor pool, free self parking, and laundry facilities are featured at this vacation home. Families will appreciate the children's pool and barbecue grills. ...

9.6/10 Exceptional! (10 reviews)

"Tirando a limpeza que tive que limpar o resto estava tudo perfeito"

Reviewed on Oct 11, 2026

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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.

Recent Windermere hotel reviews by fellow wanderers

The Grove Resort & Water Park Orlando

5 out of 5

Posted less than an hour ago

Travelocity Verified Review

"Our favorite place to stay when we come to Florida!"

A verified traveler stayed at The Grove Resort & Water Park Orlando

Drury Plaza Hotel Orlando - Disney Springs Area

5 out of 5

Posted 4 hours ago

Travelocity Verified Review

"My husband and I were just doing one night before we checked in at our Disney resort. We were comparing cost and amenities with the on property Disney resorts. Drury really is a great value, especially if you’re a family of 3 or 4, and you’re having to get everyone fed. It’s an excellent value, beautiful resort, and has excellent amenities. My ONLY complaint was with the pillows. The pillows were terrible. If you like hard pillows, though, you’ll love these. The mattress was great, but the pillows were tough. No complaints otherwise. The staff was amazing, and we e definitely start again—with our own pillows."

A verified traveler stayed at Drury Plaza Hotel Orlando - Disney Springs Area

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

5 out of 5

Posted 14 hours ago

Travelocity Verified Review

"The staff were amazing. Ismael at the front desk was training, but was doing a wonderful job. All other front desk staff were also very helpful and very friendly. I truly appreciated that. Breakfast was good, although my partner wanted the diced potatoes every day and they switched out certain items each day."

A verified traveler stayed at Fairfield Inn & Suites Lake Buena Vista in Marriott Village