A lakeside community with houses and boats.

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Dates

November 2026

December 2026

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Our top choices for Windermere resorts

A bar area with a sign reading 'Sonoma,' bar stools, a counter, and a ceiling with wooden beams.

1. DoubleTree by Hilton Orlando Theme Park Resort

International Drive District

Richard Randy

NT$2,362 total

includes taxes & fees

Nov 22 - Nov 23

A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

2. Kompose Boutique Resort at Theme Parks

Kissimmee

Theresa

NT$2,268 total

includes taxes & fees

Nov 9 - Nov 10

A hotel pool area with lounge chairs, palm trees, and a large building with vertical lines and green lighting.

3. Rosen Centre Hotel

International Drive District

Max

NT$4,542 total

includes taxes & fees

Nov 12 - Nov 13

A large, multi-story hotel with a distinctive swan-shaped roof ornament, a waterfront view, and a boat dock.

4. Walt Disney World Swan

Bay Lake

Jaime

NT$8,835 total

includes taxes & fees

Nov 29 - Nov 30

A well-lit outdoor dining area with stone walls and multiple seating arrangements.

5. Arnold Palmer's Bay Hill Club & Lodge

Bay Hill

Justin

NT$12,780 total

includes taxes & fees

Nov 8 - Nov 9

A large outdoor swimming pool with multiple water features and lounge areas.

6. Wyndham Garden Lake Buena Vista – Disney Springs® Area

Lake Buena Vista

Hazel

NT$4,612 total

includes taxes & fees

Nov 24 - Nov 25

A spacious indoor atrium with a 'No Passport Required' sign, wooden benches, potted plants, and a central fountain.

7. Margaritaville Resort Orlando with H2O Waterpark

Kissimmee

Christian

NT$6,600 total

includes taxes & fees

Nov 9 - Nov 10

A poolside area with lounge chairs and umbrellas, a fire pit, and a pool.

8. Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Orlando

Jesus

NT$3,955 total

includes taxes & fees

Nov 22 - Nov 23

A Hilton hotel with a large pool area, sun loungers, and palm trees.

9. Hilton Orlando

International Drive District

Karina

NT$6,630 total

includes taxes & fees

Nov 22 - Nov 23

A clear blue pool with lounge chairs and umbrellas, surrounded by palm trees and a rock formation.

10. Hilton Grand Vacations Club SeaWorld® Orlando

Orlando

BRIDGETTE

NT$5,108 total

includes taxes & fees

Nov 15 - Nov 16

A resort with a swimming pool, lounge chairs, palm trees, and a water slide.

11. Hilton Grand Vacations Club Las Palmeras Orlando

Orlando

Chester

NT$5,120 total

includes taxes & fees

Nov 22 - Nov 23

An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.

12. Wyndham Grand Orlando Resort Bonnet Creek

Orlando

Oscar

NT$7,140 total

includes taxes & fees

Nov 15 - Nov 16

An aerial view of a resort with a winding pool, sun loungers, and palm trees.

13. Hilton Orlando Buena Vista Palace - Disney Springs® Area

Lake Buena Vista

Adam

NT$7,139 total

includes taxes & fees

Nov 22 - Nov 23

A resort with multiple swimming pools, palm trees, and a large hotel building.

14. Holiday Inn Club Vacations at Orange Lake Resort by IHG

Orange Lake

Maria

NT$5,840 total

includes taxes & fees

Nov 16 - Nov 17

A resort with multiple swimming pools, a large central pool, and a lake.

15. Embassy Suites By Hilton Orlando Sunset Walk

Kissimmee

Yosset

NT$5,390 total

includes taxes & fees

Dec 7 - Dec 8

16. DoubleTree Suites by Hilton Orlando - Disney Springs® Area

Lake Buena Vista

Nancy

NT$5,137 total

includes taxes & fees

Nov 22 - Nov 23

An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.

17. Signia by Hilton Orlando - An Official Walt Disney World® Hotel

Orlando

Carlos

NT$7,785 total

includes taxes & fees

Nov 29 - Nov 30

A multi-level restaurant with a central bar area, multiple dining tables, and a view of the upper floors.

18. Embassy Suites by Hilton Orlando Lake Buena Vista Resort

Orlando

Jacqueline

NT$4,975 total

includes taxes & fees

Nov 23 - Nov 24

A nighttime pool area with multiple pools, palm trees, and a dining setup.

19. Hilton Orlando Lake Buena Vista - Disney Springs® Area

Lake Buena Vista

Kristi

NT$6,510 total

includes taxes & fees

Nov 22 - Nov 23

An aerial view of a resort with multiple swimming pools, sun loungers, and palm trees.

20. Hilton Grand Vacations Club Tuscany Village Orlando

International Drive District

Bryan Jason

NT$5,219 total

includes taxes & fees

Nov 26 - Nov 27

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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.

See all hotels in Windermere

Top reviews in Windermere

Arnold Palmer's Bay Hill Club & Lodge

Bay Hill

10/10 Excellent

I almost hate to write a great review because I want to keep Bay Hill as much of a secret as possible! The truth is that it is one of the most quaint and comfortable places to stay ANYWHERE. We have visited here many times in the past and will surely be back many more times. For this stay, my wife and I decided to alter our reservations upon arrival and stay here for a full week, which was a great decision. Bay Hill once again didn't disappoint us with the level of comfort and service far beyond...

Darcy2944

A resort with multiple swimming pools, lounge areas, and a modern building with balconies.

Conrad Orlando at Evermore

Orlando

10/10 Excellent

Jiefeng

A pool with a waterfall, surrounded by tropical vegetation and a stone bridge.

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Golden Oak

10/10 Excellent

Alex

Walt Disney World Swan

Bay Lake

10/10 Excellent

Steven

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Lake Buena Vista

10/10 Excellent

James

Kompose Boutique Resort at Theme Parks

Kissimmee

10/10 Excellent

Patrik

Rosen Centre Hotel

International Drive District

10/10 Excellent

Jennifer

A swimming pool with a large dragon slide and a mermaid statue.

Disney's Port Orleans Resort French Quarter

Lake Buena Vista

10/10 Excellent

louise

Hilton Orlando Lake Buena Vista - Disney Springs® Area

Lake Buena Vista

10/10 Excellent

Mary

Signia by Hilton Orlando - An Official Walt Disney World® Hotel

Orlando

10/10 Excellent

Alyssa

Embassy Suites By Hilton Orlando Sunset Walk

Kissimmee

10/10 Excellent

This property gave me international resort vibes in Florida. It really was an oasis. I had a two bedroom and our party was five, three were children. The entire property is clean. The staff from the front desk to the support staff were polite and professional. Great location, if you only want to drive a couple of minutes for access to restaurants, you're in a perfect location. It's also not too far out from the theme parks. TIP: There is a $40 daily resort fee that will be deducted from your...

Serene

Hilton Grand Vacations Club Tuscany Village Orlando

International Drive District

10/10 Excellent

Shamone Lata'e

A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.

Disney's Beach Club Resort

Bay Lake

10/10 Excellent

My wife and I have been to Disney World more times than we can count, with kids and without kids. We've stayed at many of the Disney resorts but this was our first stay at the Beach Club and in the Boardwalk area. We don't intend to stay anywhere else from now on. In my opinion this is the best location in the park, you're walking distance to Epcot, and I mean walking distance, from the Beach Club it's at most five minutes, from the Yacht Club add 2-3 minutes and maybe another ten from the...

Wyndham Grand Orlando Resort Bonnet Creek

Orlando

10/10 Excellent

Holly

A pool area with lounge chairs, a water slide, and a building with a glass facade.

Bay Lake Tower at Disney's Contemporary Resort

Bay Lake

10/10 Excellent

The Bay Lake Tower, like any other Disney resort on the property is expensive, especially compared to the local area. However, it is worth it after noticing the traffic in the parking lots. This particular resort is closest to the Magic Kingdom (10 minute walk or can walk to adjoined resort and hop the monorail). Facilities are clean and modern. Also, at night you can catch the Magic Kingdom's firework display from the connecting bridge between the two contemporary resorts on the fourth floor.

jeff

A hotel with a large pool, multiple balconies, and palm trees.

Hilton Grand Vacations Club Parc Soleil Orlando

Orlando

10/10 Excellent

Oscar

A resort with a large pool, lounge chairs, and a building with multiple balconies.

Disney's Yacht Club Resort

Bay Lake

10/10 Excellent

Jim

Hilton Grand Vacations Club Las Palmeras Orlando

Orlando

10/10 Excellent

The staff was amazing and very friendly! They remembered me every time and were always genuinely kind. I thought the room was clean and organized! Very clean, along with the bathroom. The balcony was great and had a great view of the convention center which lit up at night! Even though it was by a busier road the noise was minimal and easy to tone out! What I can complain about though is we did get a call at 8:15 am the first morning we were there, my husband answered and was asleep. I was in...

Anonymous traveler

A hotel with a swimming pool, lounge chairs, and palm trees.

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Orlando

10/10 Excellent

samuel

Frequently Asked Questions

What can I expect from a resort vacation in Windermere?

You deserve some time off, and a resort is just the place to indulge in all the amenities and services you need for a relaxing time in Windermere. One of the 110 comfortable resort hotels in the surrounding area could be just what you're looking for, whether you want an amazing pool, a state-of-the-art fitness center, or activities for the kids.

What's a favorite resort for my stay in Windermere?

Here are our top-rated resorts near Windermere: The Grove Resort & Water Park Orlando - Family-friendly resort. 11.6 mi (18.7 km) from Windermere. Features 6 outdoor pools, 3 restaurants, and 3 poolside bars. Guests love the pool. Kompose Boutique Resort at Theme Parks - 11.6 mi (18.6 km) from Windermere. Has 2 hot tubs, a 24-hour fitness center, and a snack bar/deli. Walt Disney World Swan - Beach resort, 10-minute walk from Walt Disney World® Resort. 9.1 mi (14.7 km) from Windermere. Guests love the pool. Enjoy the private beach, children's pool, and 3 hot tubs. Waldorf Astoria Orlando - An Official Walt Disney World® Hotel - Luxury resort. 9.8 mi (15.8 km) from Windermere. Amenities include 2 outdoor pools, 6 restaurants, and 4 bars. Signia by Hilton Orlando - An Official Walt Disney World® Hotel - Family-friendly resort. 9.6 mi (15.5 km) from Windermere. Guests love the pool. Access to 12 restaurants, 2 poolside bars, and a golf course.

What can I do in Windermere?

Universal Studios Florida offers fun for the whole family, while Universal Orlando Resort is one of the most popular places to visit nearby. You'll also find top attractions like Magic Kingdom® Park and Walt Disney World® Resort in the area.

What's the weather like in Windermere?

The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Windermere are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.

What's the best way to get to and around Windermere?

Fly into Orlando Intl. Airport (MCO), which is located 14.5 mi (23.3 km) from the heart of the city. Otherwise, look for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 15.2 mi (24.4 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

Search Resorts in Windermere

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windermere resorts

1. DoubleTree by Hilton Orlando Theme Park Resort

2. Kompose Boutique Resort at Theme Parks

3. Rosen Centre Hotel

4. Walt Disney World Swan

5. Arnold Palmer's Bay Hill Club & Lodge

6. Wyndham Garden Lake Buena Vista – Disney Springs® Area

7. Margaritaville Resort Orlando with H2O Waterpark

8. Holiday Inn Resort Orlando - Lake Buena Vista by IHG

9. Hilton Orlando

10. Hilton Grand Vacations Club SeaWorld® Orlando

11. Hilton Grand Vacations Club Las Palmeras Orlando

12. Wyndham Grand Orlando Resort Bonnet Creek

13. Hilton Orlando Buena Vista Palace - Disney Springs® Area

14. Holiday Inn Club Vacations at Orange Lake Resort by IHG

15. Embassy Suites By Hilton Orlando Sunset Walk

16. DoubleTree Suites by Hilton Orlando - Disney Springs® Area

17. Signia by Hilton Orlando - An Official Walt Disney World® Hotel

18. Embassy Suites by Hilton Orlando Lake Buena Vista Resort

19. Hilton Orlando Lake Buena Vista - Disney Springs® Area

20. Hilton Grand Vacations Club Tuscany Village Orlando

Learn more about Windermere

Top reviews in Windermere

Arnold Palmer's Bay Hill Club & Lodge

10/10 Excellent

Frequently Asked Questions

What can I expect from a resort vacation in Windermere?

What's a favorite resort for my stay in Windermere?

What can I do in Windermere?

What's the weather like in Windermere?

What's the best way to get to and around Windermere?