Find hotels in Windermere, FL from $78

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Windermere hotels

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
3.5 star property
Florida Center
9.0 out of 10, Wonderful, (6,818 reviews)
"Very nice stay!"
United States
Paula
$150 nightly
The price is $169
May 17 - May 18
Total with taxes and fees
Universal's Cabana Bay Beach Resort

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.2 out of 10, Wonderful, (5,450 reviews)
"Great place to stay!!"
United States
Juan
$119 nightly
The price is $134
Jun 3 - Jun 4
Total with taxes and fees
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
Winter Garden
8.0 out of 10, Very Good, (9,881 reviews)
"Beautiful family friendly resort!"
United States
Amber
$212 nightly
The price is $239
Jun 2 - Jun 3
Total with taxes and fees
The Grove Resort & Water Park Orlando

Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (4,306 reviews)
"Had a great stay"
Canada
Rudy
$119 nightly
The price is $134
Jun 3 - Jun 4
Total with taxes and fees
Marriott's Grande Vista

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
Florida Center
8.6 out of 10, Excellent, (6,936 reviews)
"Great hotel!"
United States
Vanessa
$96 nightly
The price is $108
May 24 - May 25
Total with taxes and fees
DoubleTree by Hilton at the Entrance to Universal Orlando

Coco Key Hotel & Water Park Resort

Coco Key Hotel & Water Park Resort
3.5 star property
International Drive District
8.0 out of 10, Very Good, (3,972 reviews)
"Everything was wonderful from the room to the pool, food and staff. "
United States
Krystal
$140 nightly
The price is $158
May 18 - May 19
Total with taxes and fees
Coco Key Hotel & Water Park Resort

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area
4.0 star property
Orlando
8.4 out of 10, Very Good, (6,417 reviews)
"Great stay"
United States
Hector
$127 nightly
The price is $143
May 14 - May 15
Total with taxes and fees
Westgate Lakes Resort & Spa Universal Studios Area

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center
3.5 star property
International Drive District
7.2 out of 10, Good, (4,561 reviews)
"The check in area, pool, cafe, breakfast starbucks areas were amazing. "
United States
Christine
$88 nightly
The price is $99
May 26 - May 27
Total with taxes and fees
Wyndham I-Drive Avanti Resort & Conference Center

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG
3.5 star property
Orlando
7.4 out of 10, Good, (407 reviews)
"Great family vacation spot."
United States
Tamara
$119 nightly
The price is $134
Jun 11 - Jun 12
Total with taxes and fees
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
4.0 star property
International Drive District
9.2 out of 10, Wonderful, (3,417 reviews)
"Enjoyed our stay"
United States
Mykhailo
$124 nightly
The price is $140
Jun 3 - Jun 4
Total with taxes and fees
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

DoubleTree by Hilton Orlando Theme Park Resort

DoubleTree by Hilton Orlando Theme Park Resort
4.0 star property
International Drive District
7.6 out of 10, Good, (6,736 reviews)
"Enjoyed our stay."
United States
Scott
$89 nightly
The price is $100
Jun 2 - Jun 3
Total with taxes and fees
DoubleTree by Hilton Orlando Theme Park Resort

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando
3.0 star property
International Drive District
8.6 out of 10, Excellent, (6,505 reviews)
"Great place to stay"
United States
Jeremy
$94 nightly
The price is $106
Jun 3 - Jun 4
Total with taxes and fees
Rosen Inn at Pointe Orlando

Rosen Inn International

Rosen Inn International
3.0 star property
International Drive District
8.4 out of 10, Very Good, (5,973 reviews)
"Great stay for my family during our trip!"
United States
Jessica
$91 nightly
The price is $103
May 26 - May 27
Total with taxes and fees
Rosen Inn International

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista
3.5 star property
Orlando
8.6 out of 10, Excellent, (5,721 reviews)
"Great place to stay"
United States
Christine H
$78 nightly
The price is $88
May 29 - May 30
Total with taxes and fees
Rosen Inn Lake Buena Vista

Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites
3.0 star property
Florida Center
9.2 out of 10, Wonderful, (5,311 reviews)
"Great place to stay"
United States
Magda
$146 nightly
The price is $164
May 17 - May 18
Total with taxes and fees
Universal's Endless Summer Resort - Dockside Inn and Suites

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
Orlando
9.2 out of 10, Wonderful, (5,030 reviews)
"Great location and hotel!"
United States
Ashley
$187 nightly
The price is $210
May 26 - May 27
Total with taxes and fees
Caribe Royale Orlando

Universal's Loews Sapphire Falls Resort

Universal's Loews Sapphire Falls Resort
4.0 star property
Florida Center
9.4 out of 10, Exceptional, (1,348 reviews)
"Have stayed here at least 6 times, always excellent."
United States
Kirsty
$206 nightly
The price is $232
May 25 - May 26
Total with taxes and fees
Universal's Loews Sapphire Falls Resort

Holiday Inn Express & Suites, International Drive by IHG

Holiday Inn Express & Suites, International Drive by IHG
3.5 star property
International Drive District
9.0 out of 10, Wonderful, (2,008 reviews)
"The hotel was super comfortable breakfast was good too.staff very friendly . "
United States
honoris
$93 nightly
The price is $105
May 17 - May 18
Total with taxes and fees
Holiday Inn Express & Suites, International Drive by IHG

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
4.0 star property
Lake Buena Vista
9.8 out of 10, Exceptional, (5,847 reviews)
"Great place to stay!"
United States
Michael
$150 nightly
The price is $168
Jun 3 - Jun 4
Total with taxes and fees
Drury Plaza Hotel Orlando - Disney Springs Area

Universal's Endless Summer Resort - Surfside Inn and Suites

Universal's Endless Summer Resort - Surfside Inn and Suites
3.0 star property
International Drive District
9.4 out of 10, Exceptional, (2,503 reviews)
"Great family friendly place."
United States
Sarah
$127 nightly
The price is $143
May 14 - May 15
Total with taxes and fees
Universal's Endless Summer Resort - Surfside Inn and Suites
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Windermere attractions

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.

Aerial Overlooking Lakeside Homes in Central Florida

Top Windermere Hotel Reviews

More cheap stays in Windermere

Hotels in Windermere with star-rating

Find out more about Windermere

Top reasons to visit Windermere

  • Family-Friendly Activities: Windermere offers a variety of attractions perfect for families, including local water parks and recreational areas.
  • Outdoor Adventures: Explore beautiful lakes and enjoy outdoor sports, including golfing and hiking.
  • Charming Neighborhoods: Discover friendly communities that enhance the welcoming atmosphere of Windermere.
  • Resort Options: Choose from a range of accommodations, from cozy hotels to family-friendly resorts tailored for all needs.
  • Proximity to Theme Parks: Windermere's location allows easy access to nearby world-famous theme parks for added entertainment.

Find great hotels near Windermere

Discover the ideal hotel accommodations in Windermere, Florida, where you can enjoy a range of lodging options from family-friendly resorts to cozy hotels. Whether you're traveling with pets, on a business trip, or seeking a relaxing vacation, Windermere offers a variety of services and amenities tailored to meet your needs. Explore the best hotels and comfortable hotel rooms that promise a memorable stay in this charming area.

  • Universal's Cabana Bay Beach Resort: Universal's Cabana Bay Beach Resort is a vibrant 3.5-star hotel with a guest rating of 9.0, offering a nostalgic family-friendly atmosphere inspired by the 1950s and 60s. Located 4 miles from Windermere, this resort is perfect for families looking for a fun vacation experience. Guests enjoy amenities such as a spacious Arcade Game Room and complimentary cribs for little ones. The property features a lazy river pool and a beautiful sandy beach area, ensuring endless entertainment for all ages.
  • DoubleTree by Hilton at the Entrance to Universal Orlando: DoubleTree by Hilton at the Entrance to Universal Orlando is a modern 4-star hotel with a guest rating of 8.4, situated 5 miles from Windermere. This property caters to families, business travelers, and pet owners alike, offering a unique blend of comfort and convenience. Families can take advantage of the children’s pool and Arcade Game Room, while pets are warmly welcomed with an accommodating pet policy. The hotel’s prime location near theme parks adds to its allure, making it a great choice for adventurous travelers.
  • Avanti International Resort: Avanti International Resort is a charming 3-star hotel with easy access to the beach, just 5 miles from Windermere. This family-oriented resort is designed for relaxation and fun, featuring kid-friendly amenities like a pool and an Arcade Game Room. With window guards and complimentary cribs available, parents can feel at ease during their stay. The resort’s beach access adds an extra layer of enjoyment for families looking to soak up the sun and create lasting memories.

Where to stay in Windermere

Windermere, Florida, offers a delightful blend of family-friendly activities, outdoor adventures, and romantic escapes. Just a short distance from the stunning shores of Lake Windermere, visitors can explore charming neighborhoods filled with friendly faces and welcoming atmospheres. Nearby cities and villages provide additional opportunities for excursions, making it an ideal destination for both relaxation and exploration. Whether you're seeking entertainment or a peaceful retreat, Windermere has something for everyone.

  • Orlando: A bustling metropolis, Orlando serves as the heart of the region and is conveniently situated near Windermere. Known for its year-round appeal, Orlando sees a spike in tourist activity during peak months such as March, July, and December. Visitors flock here for a family-friendly atmosphere filled with entertainment and business-themed activities. The city boasts a variety of popular attractions, including world-renowned theme parks, vibrant shopping areas, and cultural arts centers. Highlights include thrilling experiences at the local theme parks and opportunities to explore film studios and nearby beaches.
  • Lake Buena Vista: Just 7 miles from Windermere, Lake Buena Vista is a charming city that attracts visitors year-round, with peak travel seen from January to March. Known primarily for its family-oriented and entertainment-themed experiences, this city offers an array of resorts, shopping areas, and a bustling shopping mall center. Local attractions feature not only theme parks but also film studios and sports facilities that cater to various interests. Lake Buena Vista is a perfect destination for those seeking a blend of leisure and fun.
  • Bay Hill: Located a mere 2 miles from Windermere, Bay Hill is an upscale neighborhood renowned for its outdoor activities, making it a favorite among families and golf enthusiasts. While visitor numbers remain consistent throughout the year, peaks occur during March, July, and December. The area is home to luxurious resorts and prestigious golf courses, providing ample opportunities for relaxation and recreation. Nearby attractions include not only theme parks and film studios but also event conference venues, making Bay Hill a versatile destination for all types of travelers.

Things to do in and around Windermere

Windermere, Florida, is perfect for family-friendly, outdoor vacations filled with entertainment. Enjoy popular activities like golfing and shopping in the area, and make a splash at a local water park. Explore various resorts and discover unique attractions that capture the charm of this beautiful town. Windermere offers a delightful blend of leisure and adventure for everyone.

Shopping

In Windermere, you can enjoy shopping at local boutiques and gift shops for unique souvenirs. If you're up for a drive, visit the nearby Mall at Millenia, offering a variety of upscale retailers and dining options, or head to Orlando International Premium Outlets for great deals.

Recreation

Experience luxury at the Windermere Country Club, where you can enjoy golf and fine dining in a serene setting. For tennis enthusiasts, the Winter Park Tennis Center offers excellent courts just 12 miles away. Alternatively, relax at Rio Pinar Country Club, located 16 miles from Windermere, with its elegant atmosphere.

Adventure

Experience the thrill of outdoor adventure at the Windermere Recreational Park, offering hiking trails and picnic areas. For water sports enthusiasts, Lake Butler is perfect for kayaking and paddleboarding, surrounded by stunning scenery. Don’t miss the chance to explore the charming local shops and restaurants nearby.

Nightlife

Explore the vibrant nightlife at the Windermere Tavern, where you can enjoy a variety of craft beers and tasty pub fare. For a more relaxed vibe, visit the Wine Room for exquisite wines and live music on weekends, creating a perfect atmosphere to unwind with friends.

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

Booking tips and Expedia advantages for Windermere

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windermere are August to September and November, where the prices are slightly lower. This is in comparison to March to April and December, where prices are slightly higher.
  • The best time to book a hotel: Booking a hotel in Windermere about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Windermere is Tuesday. The most expensive day to stay in Windermere is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your options based on your budget, preferred location, and desired hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Windermere with your flights and activities through an Expedia package deal.

Find the best attractions in and around Windermere

Windermere, Florida, offers a fantastic vacation spot for families and outdoor enthusiasts. Visitors can explore exciting attractions such as theme parks, golf courses, and beautiful lakes. This charming area caters to those seeking family-friendly activities, cultural experiences, and outdoor adventures, making it an ideal destination for a fun-filled getaway.

  • Isleworth Golf and Country Club: Nestled in Windermere, this exclusive golf club offers a family-friendly atmosphere with stunning landscapes. Enjoy excursions and connect with friendly locals while experiencing an adventurous day on the greens.
  • Walt Disney World® Resort: Located 6 miles from Windermere, this world-renowned theme park is a hub of entertainment and magic for families. Experience thrilling rides, enchanting shows, and meet beloved characters in a vibrant, immersive environment.
  • Tibet Butler Preserve: This serene natural reserve within Windermere invites families to explore its scenic trails. Engage in excursions while enjoying the friendly vibes and diverse wildlife that make for a peaceful outdoor experience.

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

The nearest major airports for your trip to Windermere

Flying into Windermere, Florida, is convenient with several nearby airports. Orlando International Airport (MCO) is 14 miles away, offering luxury accommodations such as The Ritz-Carlton Orlando, Grande Lakes and Rosen Shingle Creek, both about 8 miles from the airport, with various transportation services available. Tampa International Airport (TPA) is 71 miles away, featuring hotels like The Tampa EDITION and JW Marriott Tampa Water Street, both 6 miles from the airport. Daytona Beach International Airport (DAB) is located 56 miles from Windermere, with nearby options like The Shores Resort & Spa and Hilton Daytona Beach Oceanfront Resort, both roughly 4-5 miles from the airport.

Why book with Expedia?

  • Flexible booking

    On Expedia, you can find plenty of hotels with flexible cancellation in Windermere using the “Fully refundable property” search filter. Just be sure to always double-check each hotel's cancellation policy before booking.

  • Book now and pay later

    With countless book now, pay later options, there's no need to wait till payday to grab a deal. Use the “Reserve now, pay later” search filter to view all properties available with this payment option in Windermere.

  • Hotel comparison

    Thanks to the handy “Compare properties” tool on Expedia, you can compare hotels in Windermere side by side with just a few clicks.

  • Member prices

    Join Expedia's loyalty program, One Key, for free and unlock Member Prices and rewards on select hotels worldwide. Simply log in when you search and look out for the blue savings label.

Frequently asked questions

What is the best area to stay in Windermere?
The best area to stay in Windermere is the immediate vicinity of the town center, particularly along Main Street and the surrounding residential streets.

This area offers a desirable mix of quiet residential charm and convenient access to local amenities. You'll find a few local shops and restaurants, and the area is characterized by its tree-lined streets and proximity to the Butler Chain of Lakes. The overall layout is spacious, with larger homes and well-maintained properties.

Couples looking for a serene and upscale retreat will find this area particularly appealing. It provides a relaxed setting away from the hustle and bustle, great for enjoying quiet evenings or scenic walks by the lake. Access to local dining and small boutiques means you won't have to venture far for quality experiences.

For families, the residential streets near the town center offer a comfortable and spacious environment. The larger properties often come with ample outdoor space, and the overall peacefulness of the area makes it suitable for children.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Windermere.
How can I save on a Windermere hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Windermere hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Windermere hotel?
Prices for hotels in Windermere often vary, but you can find a great deal from $78 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia