A lakeside community with houses and boats.

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Check availability on Windermere Luxury Hotels

Tonight
Aug 20 - Aug 21
Tomorrow
Aug 21 - Aug 22
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Windermere luxury hotels

A pool with a waterfall, surrounded by tropical vegetation and a stone bridge.
A pathway lined with tall, vertically planted trees and well-maintained greenery, leading towards a building with classical architecture.
A hotel with a central courtyard, a reflective pool, and a large building with a prominent entrance.
An indoor dining area with multiple tables and chairs, large windows, and a bar counter.

1. Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Golden Oak
  • Experience lavish relaxation at this lake-adjacent Disney resort with a full-service spa and 3 pools.
￥143,198
￥170,887 total
includes taxes & fees
Aug 30 - Aug 31
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
A well-lit outdoor dining area with stone walls and multiple seating arrangements.
A dining area with tables set for service, stone walls, and large windows with a view of the outdoors.
A spacious lobby with a stone reception desk, wooden flooring, and a high ceiling with exposed beams.
A golf course with a clubhouse entrance, men's and ladies locker rooms, and parking.

2. Arnold Palmer's Bay Hill Club & Lodge

Arnold Palmer's Bay Hill Club & Lodge
Bay Hill
￥39,399
￥45,887 total
includes taxes & fees
Aug 23 - Aug 24
Arnold Palmer's Bay Hill Club & Lodge
A hotel with a large reflective pool, two elephant statues, and a modern building with a glass facade.
A river with boats, a dock, and a large hotel with multiple buildings.
A resort with a large pool, a boat, and a jet in the water.
A spacious indoor area with a high ceiling, a bar area with a counter and seating, and a view of greenery outside.

3. Universal’s Loews Royal Pacific Resort

Universal’s Loews Royal Pacific Resort
Florida Center
￥67,160
￥75,555 total
includes taxes & fees
Aug 31 - Sep 1
Universal’s Loews Royal Pacific Resort
A hotel with a large pool and a water fountain.
A spacious restaurant with high ceilings, wooden beams, and large windows offering views of the cityscape.
A large, multi-story hotel with red roofs and white walls, located near a body of water.
Two boats docked at a pier with a waterfront view of a large, historic building.

4. Disney's Grand Floridian Resort & Spa

Disney's Grand Floridian Resort & Spa
Bay Lake
￥87,818
￥98,795 total
includes taxes & fees
Aug 31 - Sep 1
Disney's Grand Floridian Resort & Spa
A swimming pool with lounge chairs and palm trees, surrounded by a building with large windows.
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.
A hotel room with two beds, a desk, a TV, and a large window with a view.

5. DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
Florida Center
￥12,393
￥13,943 total
includes taxes & fees
Sep 1 - Sep 2
DoubleTree by Hilton at the Entrance to Universal Orlando
A resort with multiple swimming pools, lounge areas, and a modern building with balconies.
An outdoor dining area with wicker furniture and hanging lights, overlooking a beach and hotel buildings.
A modern hotel entrance with a large wooden ceiling structure, glass doors, and a view of the outdoors.
A rooftop lounge with wicker furniture, round tables, and potted plants.

6. Conrad Orlando at Evermore

Conrad Orlando at Evermore
Orlando
  • Nestled on a white sand beach, this Orlando resort pampers with a full-service spa, golf course, and private cabanas.
￥73,112
￥90,231 total
includes taxes & fees
Sep 6 - Sep 7
Conrad Orlando at Evermore
An aerial view of a resort with multiple swimming pools, landscaped gardens, and outdoor seating areas.
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.
A large hotel with multiple towers, a well-maintained lawn, and a reflective water body in front.

7. Rosen Shingle Creek

Rosen Shingle Creek
Orlando
  • Opulent Orlando retreat with 4 outdoor pools, 11 restaurants, and a luxurious spa experience.
￥17,352
￥19,520 total
includes taxes & fees
Sep 9 - Sep 10
Rosen Shingle Creek
A hotel with a large pool, palm trees, and a waterfall feature.
A hotel lobby with a reception desk, seating area, and a staircase leading to upper floors.
A bar area with a variety of seating options, including patterned chairs and stools, a bar counter with bottles, and a large mirror on the wall.
A spacious dining area with a long table set for a meal, surrounded by chairs.

8. Caribe Royale Orlando, WorldHotels Elite

Caribe Royale Orlando, WorldHotels Elite
Orlando
  • Lavish Orlando retreat featuring a full-service spa, 3 pools, and 5 restaurants for discerning travelers.
￥26,741
￥36,847 total
includes taxes & fees
Aug 21 - Aug 22
Caribe Royale Orlando, WorldHotels Elite
A resort with multiple swimming pools, a water slide, and a variety of umbrellas.
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a blue chair.
A modern living room with a sectional sofa, a dining table with chairs, a flat-screen TV mounted on the wall, and a ceiling fan.
A poolside bar area with wicker pendant lighting, a pool, and outdoor seating.

9. Villatel Resort Orlando, Apartments by Marriott Bonvoy

Villatel Resort Orlando, Apartments by Marriott Bonvoy
Orlando
￥104,115
￥125,139 total
includes taxes & fees
Aug 23 - Aug 24
Villatel Resort Orlando, Apartments by Marriott Bonvoy
An indoor swimming pool with clear blue water, surrounded by beige walls and a tiled floor.
A Drury Inn & Suites hotel with a red facade, multiple floors, and a covered entrance.
A modern hotel lobby with seating areas, a kitchen bar sign, and a reception desk.
A spacious dining area with multiple tables and booths, large windows, and ceiling lights.

10. Drury Inn & Suites near Universal Orlando Resort

Drury Inn & Suites near Universal Orlando Resort
Orlando
￥17,878
￥20,112 total
includes taxes & fees
Aug 26 - Aug 27
Drury Inn & Suites near Universal Orlando Resort
View all properties

Top Windermere Hotel Reviews

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

8/10 Good
"So this is only a review of the parking pricing - I had the option to stay at Universal Studios Surfside, and I chose it over my scheduled stay at Sheraton because the parking pricing was higher than a Universal Resort! Might be best to shop around if you’re planning to bring a car."
Carmine 3-night trip
Posted less than an hour ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Walt Disney World Swan

Walt Disney World Swan

10/10 Excellent
"Great Service"
Lizbeth 4-night trip
Posted less than an hour ago
Walt Disney World Swan
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Had a wonderful stay overall. Check in and check out was very easy, staff were really friendly and accommodating. Lots of activities to do in the resort, easy access to the parks via shuttle 2 min walk from the lobby or a boat taken from Sapphire Falls hotel across the road. Easy access to Volcano Bay waterpark (my favourite feature of the resort) with private security. Early park admission when you stay in this hotel - allows you to experience all the Universal rides that are usually long wait times during the day. Food court offers some good but limited food options for us so we preferred to eat out, complimentary gym was good with all the essential equipment. Starbucks onsite was really useful for quick service food and drinks. Lazy river and pools were good for lazy days. First room didn’t have the best view so asked reception who kindly swapped us to a better room with a view of the parks, Orlando area and Intl drive. Rooms were cleaned daily with fresh towels and soap. Would’ve preferred an anti-bac soap dispenser rather than soap bars but that’s personal preference. Bathroom was a little dated but pleasant. Beds were really comfortable and air-con was very good too. Overall I enjoyed my stay and would love to return again!"
Olivier 13-night trip
Posted 1 hour ago
Universal's Cabana Bay Beach Resort
Lake Buena Vista Resort Village & Spa

Lake Buena Vista Resort Village & Spa

10/10 Excellent
"Clean rooms pool was great easy to move around. Close enough to Disney but far enough to miss to get some quiet time. Will stay again !"
ryan 3-night trip
Posted 2 hours ago
Lake Buena Vista Resort Village & Spa
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent
"Excellent"
Dairis 2-night trip
Posted 11 hours ago
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Walt Disney World Dolphin

Walt Disney World Dolphin

10/10 Excellent
"Fabulous location. Clean hotel with wonderful staff, especially housekeeping. Lots to do on property and just steps away. Loved the onsite restaurants and shops. Pools were lovely. We spent 10 days and never wanted to leave."
Jacquelyn 9-night trip
Posted 19 hours ago
Walt Disney World Dolphin

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Windermere?
Use Expedia to arrange your flight to Orlando Intl. 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'd like to make your stay relaxing and comfortable. 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 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 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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