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Top Rated Windermere Hotels

Beautiful Villa Close to Disney Situated in Orlando's Finest Suburb
Beautiful Villa Close to Disney Situated in Orlando's Finest Suburb
Windermere, FL
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This villa is a smoke-free villa.
Beautiful Villa Close to Disney Situated in Orlando's Finest Suburb
Beautiful Villa Close to Disney Situated in Orlando's Finest Suburb
Windermere, FL
Get Rates
At this villa, guests have access to features like an arcade/game room. This smoke-free villa also has a garden.
Disney Home
Disney Home
8500 Iron Mountain trail, Windermere, FL
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This residence features free WiFi in public areas and barbecue grills. You can put free offsite parking to good use if you drive.
The Grand Orlando Resort at Celebration
The Grand Orlando Resort at Celebration
3.5 out of 5.0 2900 Parkway Blvd, Kissimmee, FL
Free Cancellation
$53
3.4/5 (457 reviews)

The location was great. The room was comfortable. They are under renovations

Reviewed on Oct 1, 2019
The Grand Orlando Resort at Celebration features 2 outdoor pools, a children's pool, and a 24-hour fitness center. If you drive, self parking is USD 13.00 per ...
Universal's Cabana Bay Beach Resort
Universal's Cabana Bay Beach Resort
3.5 out of 5.0 6550 Adventure Way, Orlando, FL
Free Cancellation
$169
4.3/5 (491 reviews)

The theme was unique and all the amenities were great!

Reviewed on Oct 20, 2019
Guests of Universal's Cabana Bay Beach Resort enjoy 2 outdoor pools, a lazy river, and a children's pool. If you drive, self parking is USD 18 per night, and ...
Walt Disney World Dolphin
Walt Disney World Dolphin
4.0 out of 5.0 1500 Epcot Resort Blvd, Lake Buena Vista, FL
$139
4.0/5 (710 reviews)

Close by the Disney parks plus free transportation to the Disney park. That’s all nothing else special about it.

Reviewed on Oct 19, 2019
Walt Disney World Dolphin features a private beach, a full-service spa, and 5 outdoor pools. Parking is available for USD 25 per night (USD 35 per night for ...
Red Lion Hotel Orlando Kissimmee Maingate
Red Lion Hotel Orlando Kissimmee Maingate
3.0 out of 5.0 7300 W Irlo Bronson Hwy, Kissimmee, FL
Free Cancellation
$47
3.8/5 (266 reviews)

I liked that the room was nice and neat. I did not like how inconsistent the Wi-Fi was.

Reviewed on Oct 13, 2019
Guests of Red Lion Hotel Orlando Kissimmee Maingate enjoy 4 outdoor pools, a children's pool, and a fitness center. You can take advantage of free parking, along ...
Caribe Royale Orlando
Caribe Royale Orlando
4.0 out of 5.0 8101 World Center Dr, Orlando, FL
Free Cancellation
$120
4.2/5 (687 reviews)

good impression and good amenities as well as staff services.

Reviewed on Oct 16, 2019
Guests of Caribe Royale Orlando have access to a full-service spa, 2 outdoor pools, and a children's pool. Parking is available for USD 12.78 per day (USD 15.98 ...
The Grove Resort Orlando
The Grove Resort Orlando
4.0 out of 5.0 14501 Grove Resort Avenue, Winter Garden, FL
Free Cancellation
$139
4.5/5 (175 reviews)

The rooms were very nice. The pool areas were nice, but we were disappointed that the waterpark was open only 10-5. Uber costs to the theme parks were $20-40 depending on timing and which park. The restaurant's breakfast buffet was not worth the price. I would stay there again.

Reviewed on Oct 21, 2019
The Grove Resort Orlando features a full-service spa, 4 outdoor pools, and a free water park. If you drive, self parking is USD 19.17 per night, and there's ...

Finding a Hotel in Windermere


So you're considering a trip to Windermere? If you want a place to call home that's located close to Windermere attractions, use Orbitz to pick your travel dates, and then presto! Look through the list of hotels and other accommodations to identify those that are close to everything you want to see.


There are 9955 accommodations to choose from within the larger area if you can't find a good place to stay in Windermere. Search by filters such as price, neighborhood, guest rating, or popular locations, depending on what's most important to you.


We make it easy to find a convenient flight into Kissimmee, FL (ISM-Kissimmee Gateway), which is 14.7 mi (23.6 km) from the heart of the city. Find the perfect flight in nothing flat by using the filters on our site to narrow down your search.


Accommodations in Windermere


There may be a limited number of hotels and accommodations to choose from in Windermere, but here are more options located close by so you have some choices.

  • 34 hotels in Winter Garden
  • 2 hotels in Golden Oak
  • 106 hotels in Lake Buena Vista

What's the Weather Like in Windermere?


If you need to know whether to pack an umbrella or your shades for your vacay in Windermere, the weather info below may be helpful. Windermere is typically warmest in August and July, while it’s usually the chilliest in January and December. The rainiest months are June and August, while the driest months are normally November and April. Here's an overview of seasonal temps and rainfall so you'll be fully prepared for all that Mother Nature can throw at you:


  • January to March: average temp during the day is 80°F and 49°F at night
  • April to June: average temp during the day is 91°F and 59°F at night
  • July to September: average temp during the day is 92°F and 72°F at night
  • October to December: average temp during the day is 87°F and 50°F at night
  • Annual average rainfall: 53.19 inches

Things to See and Do in Windermere


While you're in Windermere, you may want to make time to experience the local activities. Take in these notable tourist attractions during your trip:

  • Lake Butler
  • Isleworth Golf and Country Club
  • Tibet Butler Preserve
  • Walt Disney World®
  • Magic Kingdom® Park
  • Universal Studios Florida

Recent Reviews

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.