Windermere Vacations from $198

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Your Windermere Vacation

An easy way to experience this unique city is with a tailor-made Windermere vacation package. Stay in the neighborhood of Ivanhoe Village, which is great for dining, bars and pubs and shopping or choose someplace else — our packages are all about you. Make your trip to Windermere even more enjoyable by including some sightseeing. Universal Studios Florida, Magic Kingdom® Park and Universal’s Islands of Adventure are some of the big attractions you'll want to explore. Browse Expedia's wide range of travel options and begin planning your ideal vacation to Windermere today.

The Latest Windermere vacation packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
Residence Inn by Marriott Daytona Beach Oceanfront
Westgate Palace Hotel / Universal / I-Drive
The Delaney Hotel
Villas At Regal Palms
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Discover the most popular places to visit in Windermere

What to do in Windermere

Windermere Hotel Deals

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way, Orlando, FL
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $150 total per night from Nov 12 to Nov 13
$150 total
Nov 12 - Nov 13
Total with taxes and fees
8.8/10 Excellent! (5,586 reviews)
Large rooms, great service and facilities for the price.

Reviewed on Nov 6, 2025

Universal's Cabana Bay Beach Resort
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr, Orlando, FL
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $103 total per night from Dec 1 to Dec 2
$103 total
Dec 1 - Dec 2
Total with taxes and fees
9.2/10 Wonderful! (3,854 reviews)
The cascade pool was very nice. We enjoyed the waterfall and the hot tub. Had a great margherita at the bar.

Reviewed on Nov 6, 2025

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Fully refundableReserve now, pay when you stay
$205 nightly
The price is $231 total per night from Dec 1 to Dec 2
$231 total
Dec 1 - Dec 2
Total with taxes and fees
7.8/10 Good! (8,731 reviews)
Great stay

Reviewed on Nov 4, 2025

The Grove Resort & Water Park Orlando
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Windermere Vacation Packages

Things to do near Windermere

Windermere offers a perfect blend of family-friendly activities and outdoor fun, featuring resorts, shopping areas, and golf courses. Visitors can enjoy day trips and sightseeing tours led by expert guides, ensuring a memorable experience. Whether you're looking for relaxation or adventure, Windermere has something for everyone to enjoy.

Shopping

If you're up for a drive, visit the Orlando International Premium Outlets, just 5 miles away, featuring a variety of shops and entertainment options. Additionally, Pointe Orlando and Mall at Millenia, both 6 miles away, offer a vibrant shopping atmosphere with numerous dining and entertainment choices.

Recreation

Experience the vibrant atmosphere at Kia Center, just 10 miles from Windermere, perfect for sports enthusiasts. Enjoy a round at Shingle Creek Golf Course, 8 miles away, surrounded by nature. For family fun, visit Pirate's Cove Adventure Golf, only 5 miles from Windermere, offering adventure and excitement for all ages.

Adventure

At Universal’s Volcano Bay, 4 miles from Windermere, experience thrilling water rides and a relaxing lazy river amidst a tropical paradise. The Orlando Eye at ICON Park, 5 miles away, offers breathtaking views from its giant ferris wheel, perfect for family adventures. Wonderworks, 6 miles distant, combines fun and education in an exciting arcade adventure zone.

Nightlife

Windermere offers a cozy nightlife experience with charming venues like the Windermere Brewing Company for craft beers and the nearby Chef's Table for exquisite dining. For a relaxed evening, enjoy the lakeside views at local bars, perfect for unwinding under the stars.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Windermere

Windermere, Florida, is perfect for family-friendly and outdoor vacations, offering attractions like theme parks, scenic lakes, and golf courses. Visitors can enjoy a variety of experiences that cater to family, outdoor enthusiasts, and those seeking cultural adventures. Be sure to explore Lake Windermere for a memorable visit filled with fun and relaxation.

  • Walt Disney World® Resort: Experience the magic of this iconic theme park, located 6 miles from Windermere. With enchanting rides, vibrant parades, and beloved characters, it's a perfect destination for families looking to create unforgettable memories.
  • Orange County Convention Center: Situated 6 miles away, this arts center showcases a rich tapestry of culture through various events and exhibitions. Explore the artistic vibe and enjoy a range of performances and conventions that celebrate creativity.
  • Universal CityWalk: Just 4 miles from Windermere, this lively tourist precinct offers outdoor dining, shopping, and entertainment. It's an ideal spot for families to relax and enjoy vibrant nightlife, live music, and exciting attractions.

Best time to go to Windermere

The best time to visit Windermere can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Windermere falls in August, when visitor numbers are average and weather is mostly sunny with moderate rain. The coolest average temperature in Windermere falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January60.3°F (15.7°C)Light RainMostly SunnyAverageAverage
February64.2°F (17.9°C)No RainMostly SunnyAverageAverage
March67.5°F (19.7°C)Light RainMostly SunnyAverageSlightly High
April72.5°F (22.5°C)Light RainMostly SunnySlightly HighSlightly High
May77.0°F (25.0°C)Light RainMostly SunnyAverageAverage
June80.8°F (27.1°C)Light RainMostly SunnyAverageAverage
July82.2°F (27.9°C)Moderate RainMostly SunnySlightly HighAverage
August82.4°F (28.0°C)Moderate RainMostly SunnyAverageSlightly Low
September80.2°F (26.8°C)Light RainMostly SunnySlightly HighSlightly Low
October75.0°F (23.9°C)Light RainMostly SunnySlightly LowAverage
November68.2°F (20.1°C)No RainMostly SunnySlightly LowSlightly Low
December64.0°F (17.8°C)No RainMostly SunnySlightly LowSlightly High

Tips to save on your trip to Windermere

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Windermere during the low season (August to September and November) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Windermere Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)
Population
3,200
Max Temp Winter
70ºF
Max Temp Summer
90ºF
Top Sights
Walt Disney World® Resort, Universal Orlando Resort and Magic Kingdom® Park

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.