A lakeside community with houses and boats.

Luxury Hotels & Resorts in Windermere from AU$107

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Check availability on Windermere Luxury Hotels

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Windermere luxury hotels

A staircase with white railings and wooden steps leading to an upper floor.

1. Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
Windermere
AU$788
includes taxes & fees
28 Sept - 29 Sept
Rustic Hideaway - Great Location + Pet Friendly!
A swimming pool with lounge chairs and palm trees, surrounded by a building with large windows.
An outdoor pool area with a covered seating area, surrounded by palm trees and a modern building in the background.
A modern hotel room with a sectional sofa, a flat-screen TV, a large window with curtains, a dining table, and a radiator.
Two high-rise buildings with reflections in a calm body of water, surrounded by greenery and palm trees.

2. DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
Florida Center
AU$148
includes taxes & fees
4 Oct - 5 Oct
DoubleTree by Hilton at the Entrance to Universal Orlando
A well-lit outdoor dining area with stone walls and multiple seating arrangements.
A spacious lobby with a stone reception desk, wooden flooring, and a high ceiling with exposed beams.
A dining area with tables set for service, stone walls, and large windows with a view of the outdoors.
A lobby with a stone wall, wooden flooring, and a seating area with chairs and a table.

3. Arnold Palmer's Bay Hill Club & Lodge

Arnold Palmer's Bay Hill Club & Lodge
Bay Hill
AU$379
includes taxes & fees
28 Sept - 29 Sept
Arnold Palmer's Bay Hill Club & Lodge
An indoor swimming pool with clear blue water, surrounded by beige walls and a tiled floor.
A spacious dining area with multiple tables and booths, large windows, and ceiling lights.
A modern bar area with a long counter, multiple bar stools, and a television screen above the bar.
A modern hotel lobby with seating areas, a kitchen bar sign, and a reception desk.

4. Drury Inn & Suites near Universal Orlando Resort

Drury Inn & Suites near Universal Orlando Resort
Orlando
AU$182
includes taxes & fees
5 Oct - 6 Oct
Drury Inn & Suites near Universal Orlando Resort
An aerial view of a resort with multiple swimming pools, landscaped gardens, and outdoor seating areas.
A large hotel with multiple towers, a well-maintained lawn, and a reflective water body in front.
A spacious lobby with high ceilings, arched columns, and a mix of seating areas.
A spacious hotel lobby with a central staircase, multiple seating areas, and large windows offering views of the outdoor area.

5. Rosen Shingle Creek

Rosen Shingle Creek
Orlando
  • Opulent Orlando retreat with 4 outdoor pools, 11 restaurants, and a luxurious spa experience.
AU$170
includes taxes & fees
18 Oct - 19 Oct
Rosen Shingle Creek
A hotel with a symmetrical facade, large windows, and a central entrance with a glass canopy.
A spacious lobby with a central bar area, seating arrangements, and a modern chandelier.
A modern living room with a dining area, a sofa, a TV, and a kitchen in the background.
A modern reception area with a wooden reception desk, a black mat with the name "Sanesta," and a view of the outdoor area through glass doors.

6. Sonesta ES Suites Orlando - International Drive

Sonesta ES Suites Orlando - International Drive
International Drive District
AU$160
includes taxes & fees
30 Sept - 1 Oct
Sonesta ES Suites Orlando - International Drive
A hot tub surrounded by a brick patio, palm trees, and a fence.
A corner seating area with a round coffee table, white curtains, and a chandelier.
A spacious lobby with a high ceiling, a central seating area, and a view into the dining area.
A bar area with a green-tiled counter, black metal chairs, and a television mounted on the wall.

7. Castle Hotel, Autograph Collection

Castle Hotel, Autograph Collection
International Drive District
AU$188
includes taxes & fees
27 Sept - 28 Sept
Castle Hotel, Autograph Collection
A man holding a glass of champagne overlooking a resort with a pool, lounge chairs, and a large building in the background.
A spacious lobby with a central bar area, multiple seating arrangements, and large windows offering views of the cityscape.

8. Hyatt Regency Orlando

Hyatt Regency Orlando
International Drive District
  • Unwind in ultimate comfort at this Orlando luxury hotel offering 2 outdoor pools, a full-service spa, and refined amenities on the strip.
AU$308
includes taxes & fees
8 Oct - 9 Oct
Hyatt Regency Orlando
A bar area with a sign reading 'Sonoma,' bar stools, and a counter.
A swimming pool with a stone-tiled edge and a palm tree in the background.
A high-rise hotel with multiple floors, a rooftop pool, and a well-lit outdoor area with a pond.
A café with a display case of pastries, a coffee machine, and seating area.

9. DoubleTree by Hilton Orlando Theme Park Resort

DoubleTree by Hilton Orlando Theme Park Resort
International Drive District
AU$142
includes taxes & fees
8 Oct - 9 Oct
DoubleTree by Hilton Orlando Theme Park Resort
A spacious atrium with multiple floors of balconies, a central open area with seating, and a high ceiling with structural beams.
A spacious lobby with a high ceiling, wooden beams, and a bar area with seating.
An indoor atrium with a high ceiling, modern architecture, and a seating area with a wooden pergola.
A bar area with a large screen displaying a blue abstract image, surrounded by bar stools and a seating area with chairs and a round table.

10. Renaissance Orlando at SeaWorld

Renaissance Orlando at SeaWorld
Orlando
AU$254
includes taxes & fees
4 Oct - 5 Oct
Renaissance Orlando at SeaWorld
View all properties

Top Windermere Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"The staff was amazing"
Camelietta 3-night trip
Posted less than an hour ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Marriott's Grande Vista

Marriott's Grande Vista

10/10 Excellent
"Great place and service"
Darien 2-night trip
Posted 1 hour ago
Marriott's Grande Vista
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Everything about the property was amazing"
Angel 4-night trip
Posted 2 hours ago
The Grove Resort & Water Park Orlando
Avanti International Resort

Avanti International Resort

10/10 Excellent
"Very good"
Juan 4-night trip
Posted 6 hours ago
Avanti International Resort
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"Everything was great. Happy with the service"
chafic 4-night trip
Posted 11 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Coco Key Hotel & Water Park Resort

Coco Key Hotel & Water Park Resort

10/10 Excellent
"The customer service was great. From front desk, to the life guards and staff at breakfast. The building I was in had an emergency water outrage and I was accommodated to not only a new room but later check out with access to the pool & resort on check out day. They have a live DJ, starbucks on guard even a gift shop. It’s really a family friendly environment and I recommend it to anyone with children. I will be returning!"
Inga 4-night trip
Posted 13 hours ago
Coco Key Hotel & Water Park Resort
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"All good but tv controller didn't work."
Sergio 5-night trip
Posted 14 hours ago
Rosen Inn Lake Buena Vista

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Windermere?
Use Expedia to arrange your flight to Orlando International Airport (MCO) airport or Kissimmee, FL (ISM-Kissimmee Gateway) airport, and then choose from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to get what you want to make your stay special. If you want an upscale hotel with fine dining, a spa or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Windermere has to offer. Windermere has some interesting things to see and do including Isleworth Golf and Country Club and Lake Butler, so you might want to take in the local sights during your visit.
When can I expect good weather in Windermere?
Planning for the weather is a good way to make your trip to Windermere relaxing and enjoyable, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 27°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Windermere are August, July, September and June, with each month seeing an average of 194 mm of rainfall.
What's there to see and do in Windermere?
Enjoy all that Windermere has to offer when you visit Isleworth Golf and Country Club, Lake Butler and Tibet Butler Preserve. If you have extra time while you're in the area, you might want to see Universal Studios Florida and Universal Orlando Resort.

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