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Find hotels in Windermere, FL from $76

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Our top choices for Windermere hotels

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
3.0 star property
Lake Buena Vista
9.8 out of 10, Exceptional, (5442)
"Great stay!"
United States
Kiran
$149 nightly
The price is $168
Jan 3 - Jan 4, 2026
Total with taxes and fees
Drury Plaza Hotel Orlando - Disney Springs Area

Wyndham Lake Buena Vista – Disney Springs® Area

Wyndham Lake Buena Vista – Disney Springs® Area
4.0 star property
Lake Buena Vista
8.8 out of 10, Excellent, (2790)
"Well kept hotel, friendly staff"
United States
Sean
$145 nightly
The price is $163
Jan 4 - Jan 5, 2026
Total with taxes and fees
Wyndham Lake Buena Vista – Disney Springs® Area

Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
Celebration
8.6 out of 10, Excellent, (1575)
"was a very nice stay"
United States
Taylor Elaine
$125 nightly
The price is $142
Jan 7 - Jan 8, 2026
Total with taxes and fees
Meliá Orlando Celebration

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
Bay Lake
9.2 out of 10, Wonderful, (5121)
"Great location nice breakfast and front desk people is amazing "
United States
Orlando
$106 nightly
The price is $119
Jan 4 - Jan 5, 2026
Total with taxes and fees
Home2 Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (2157)
"Great room and stay!"
United States
christopher michael
$130 nightly
The price is $147
Jan 4 - Jan 5, 2026
Total with taxes and fees
Homewood Suites by Hilton Orlando at Flamingo Crossings

Summer Bay Orlando by Exploria Resorts

Summer Bay Orlando by Exploria Resorts
3.5 star property
Clermont
8.8 out of 10, Excellent, (2074)
"Place was amazing and affordable!"
United States
Zachary
$175 nightly
The price is $194
Jan 4 - Jan 5, 2026
Total with taxes and fees
Summer Bay Orlando by Exploria Resorts

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
3.0 star property
Bay Lake
9.6 out of 10, Exceptional, (1982)
"Great location, good, staff, and rooms "
Canada
Jobin
$143 nightly
The price is $161
Jan 6 - Jan 7, 2026
Total with taxes and fees
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG
2.5 star property
Clermont
8.4 out of 10, Very Good, (1077)
"Overall, our stay was a very good experience."
United States
Shari
$110 nightly
The price is $122
Jan 25 - Jan 26, 2026
Total with taxes and fees
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

The Delaney Hotel

The Delaney Hotel
3.5 star property
South Orange
9.6 out of 10, Exceptional, (1038)
"Everything about the Delaney Hotel was absolutely amazing!!!!"
United States
Tara
$158 nightly
The price is $177
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Delaney Hotel

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
2.5 star property
Bay Lake
9.4 out of 10, Exceptional, (4378)
"Great trip great place to stay"
United States
Tammy
$116 nightly
The price is $130
Jan 4 - Jan 5, 2026
Total with taxes and fees
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista
3.0 star property
Orlando
8.8 out of 10, Excellent, (1919)
"Great stay"
United States
Gerard
$78 nightly
The price is $88
Jan 4 - Jan 5, 2026
Total with taxes and fees
Aloft Orlando Lake Buena Vista

Element Orlando Universal Blvd.

Element Orlando Universal Blvd.
3.0 star property
International Drive District
9.2 out of 10, Wonderful, (1963)
"The room and staff were awesome!!!"
United States
danyell
$93 nightly
The price is $104
Jan 4 - Jan 5, 2026
Total with taxes and fees
Element Orlando Universal Blvd.

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, (8833)
"It was a great place to stay."
United States
Katherine Mercedes Cruz
$218 nightly
The price is $245
Jan 6 - Jan 7, 2026
Total with taxes and fees
The Grove Resort & Water Park Orlando

Staybridge Suites Orlando Airport South by IHG

Staybridge Suites Orlando Airport South by IHG
3.0 star property
Airport North
9.0 out of 10, Wonderful, (1844)
"Nice stay"
United States
Doug
$132 nightly
The price is $149
Dec 31 - Jan 1, 2026
Total with taxes and fees
Staybridge Suites Orlando Airport South by IHG

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
3.0 star property
Orlando
8.6 out of 10, Excellent, (3485)
"Clean room, comfortable bed and great breakfast "
United States
Jena
$95 nightly
The price is $107
Jan 8 - Jan 9, 2026
Total with taxes and fees
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West
4.0 star property
Winter Garden
8.8 out of 10, Excellent, (4082)
"Clean hotel, very spacious and the staff was very friendly even in a very late check in "
United States
Ana
$131 nightly
The price is $148
Jan 12 - Jan 13, 2026
Total with taxes and fees
Hilton Vacation Club Aqua Sol Orlando West

DoubleTree by Hilton Orlando Airport

DoubleTree by Hilton Orlando Airport
4.0 star property
Airport North
8.8 out of 10, Excellent, (2201)
"Fantastic stay"
United States
Victor
$147 nightly
The price is $165
Dec 31 - Jan 1, 2026
Total with taxes and fees
DoubleTree by Hilton Orlando Airport

Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando
3.0 star property
Orlando
9.4 out of 10, Exceptional, (1451)
"The place was amazing."
United States
Kasheia
$131 nightly
The price is $148
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hilton Vacation Club Grand Beach Orlando

Days Inn by Wyndham Orlando Conv. Center/International Dr

Days Inn by Wyndham Orlando Conv. Center/International Dr
2.0 star property
International Drive District
8.2 out of 10, Very Good, (2519)
"Great place "
United States
Julio
$71 nightly
The price is $79
Jan 25 - Jan 26, 2026
Total with taxes and fees
Days Inn by Wyndham Orlando Conv. Center/International Dr

avid hotel Orlando International Airport by IHG

avid hotel Orlando International Airport by IHG
2.5 star property
Orlando
9.2 out of 10, Wonderful, (2032)
"Easy check in, great people service, clean room, great location. "
United States
Tiffany
$107 nightly
The price is $120
Jan 5 - Jan 6, 2026
Total with taxes and fees
avid hotel Orlando International Airport by IHG
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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 Outdoor Activities: Windermere offers a variety of outdoor adventures perfect for families, including scenic lakes and parks.
  • Nearby Theme Parks: Enjoy easy access to exciting theme parks that provide fun-filled experiences for all ages.
  • Scenic Lake Views: Relax by Lake Windermere, where you can take in beautiful lakeside scenery.
  • Charming Local Vibes: Experience the welcoming atmosphere and charm of this picturesque town.
  • Diverse Accommodations: Choose from a range of hotels and resorts tailored to your vacation needs.

Find great hotels near Windermere

Discover a range of hotel accommodations in Windermere, Florida, perfect for your vacation needs. Whether you're seeking a family-friendly resort, a pet-friendly hotel, or a business-themed stay, this charming area offers a variety of options. Explore the best hotels, read reviews, and find the ideal lodging to make your visit memorable and enjoyable.

  • Universal's Cabana Bay Beach Resort: Embrace the vibrant spirit of the retro beach vacation at Universal's Cabana Bay Beach Resort. This family-friendly 3.5-star resort, located 4 miles from Windermere, is perfect for those seeking a fun-filled getaway. The property features a variety of children’s amenities, including an exciting Arcade Game Room and complimentary cribs for little ones. Relax at the themed pools or enjoy the sandy beach area, creating memorable moments for the entire family in a lively atmosphere reminiscent of the 1960s.
  • DoubleTree by Hilton at the Entrance to Universal Orlando: Offering a blend of comfort and convenience, the DoubleTree by Hilton at the Entrance to Universal Orlando is a 4-star hotel situated 5 miles from Windermere. Perfect for families, business travelers, and pet owners, this property boasts a range of amenities, such as multiple meeting rooms and a fully accessible business center. Families will appreciate the child-friendly features, including a children’s pool and arcade game room. Plus, with a pet-friendly policy, your furry friends are welcome to join the adventure.
  • Avanti International Resort: Avanti International Resort is a 3-star getaway located 5 miles from Windermere, ideal for families and business travelers alike. With direct access to the beach, guests can easily enjoy sun-soaked days and refreshing ocean breezes. The resort offers a variety of business amenities, including multiple meeting rooms and a 24-hour business center. Families will love the kid-friendly features, such as a children’s pool, arcade game room, and complimentary cribs. This resort perfectly balances relaxation with productive business stays.

Where to stay in Windermere

Discover the charm of Windermere, Florida, where family-friendly activities and outdoor adventures await. Explore the picturesque town, enjoy beautiful lakeside views, and partake in exciting excursions nearby. With a blend of romantic vibes and welcoming locals, Windermere serves as a perfect base to uncover nearby attractions and scenic beaches, making it an ideal destination for families and couples alike.

  • Orlando: A bustling metropolis, Orlando is the heartbeat of Central Florida and is in close proximity to Windermere. Known for its year-round appeal, Orlando draws visitors for family fun, entertainment-themed experiences, and outdoor adventures. You'll find a plethora of resorts, shopping areas, and arts centers to explore. Major attractions include world-renowned theme parks and film studios, offering thrilling experiences for all ages. With peak visitor numbers in March, July, and December, Orlando is a destination that promises excitement and adventure at every turn.
  • Bay Hill: Located just 2 miles from Windermere, Bay Hill is an upscale neighborhood known for its picturesque landscapes and vibrant community. This area is particularly appealing for families and outdoor enthusiasts, offering access to luxurious resorts and well-maintained golf courses. Visitors can enjoy a leisurely day on the greens or participate in various recreational activities. With theme parks and event venues nearby, Bay Hill provides a perfect blend of relaxation and entertainment, making it an ideal spot for a short getaway.
  • Lake Buena Vista: Situated 7 miles from Windermere, Lake Buena Vista is a city synonymous with family-friendly fun and business-themed experiences. This area attracts visitors looking for a mix of resort-style relaxation and shopping excursions, with several shopping mall centers to choose from. The city is home to popular landmarks such as theme parks and film studios, ensuring endless entertainment. With peak travel during January to March, Lake Buena Vista is a vibrant destination that caters to both leisure and business travelers alike.

Things to do near Windermere

Windermere is an ideal destination for family-friendly outdoor vacations, offering a variety of activities such as resorts, shopping areas, and golf courses. Visitors can enjoy exciting water resorts and excellent venues, along with plenty of outdoor offerings. Don't miss the nearby theme parks for a fun-filled experience that caters to all ages.

Shopping

For a delightful shopping experience in Windermere, check out the Orlando International Premium Outlets, just 5 miles away, and enjoy family-friendly entertainment. Pointe Orlando and the Mall at Millenia, both 6 miles away, also offer a mix of shopping and entertainment options for all ages.

Recreation

The Kia Center offers an energetic atmosphere for sports enthusiasts, perfect for fitness activities. Shingle Creek Golf Course invites you to enjoy a round of golf amidst beautiful landscapes. For family fun, Pirate's Cove Adventure Golf provides a whimsical mini-golf experience filled with adventure and excitement.

Adventure

Experience the thrills at Universal’s Volcano Bay, a vibrant waterpark 4 miles from Windermere, featuring exhilarating rides and family fun. For a unique adventure, try iFly Orlando, an indoor skydiving experience located 5 miles away, where you can feel the rush of free-fall in a safe environment.

Explore the scenic West Orange Trail, a hiking path 6 miles from Windermere, perfect for outdoor enthusiasts seeking adventure amidst beautiful landscapes. Enjoy the fresh air and stunning views while engaging in a refreshing hike along this picturesque trail.

Nightlife

In Windermere, the Orlando Eye at ICON Park offers adventure vibes with stunning views from its giant ferris wheel, just 5 miles away. Nearby, Wonderworks provides arcade fun for all ages, while Sleuth's Mystery Dinner Show combines culture and entertainment in a captivating dining experience, also 5 miles away.

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

Booking tips and Expedia advantages for Windermere

To save money on your trip to Windermere, plan your visit during the cheaper months of August to September or November, and book your hotel about a month in advance. Utilize Expedia's last-minute deals and consider traveling on a Tuesday for the lowest rates. Combine your hotel, flights, and activities into a package for additional savings, and sign up for Expedia's One Key membership for exclusive discounts and rewards. Explore free outdoor activities in the area to keep your costs down while enjoying your vacation.

  • 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: The cheapest time to book a hotel in Windermere is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • 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 customize your preferences, such as your budget, desired location, and type of hotel you’re looking for. To discover the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Windermere hotel reservation with your flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Windermere

Windermere, Florida, is perfect for family-friendly and outdoor-themed vacations, offering a variety of attractions. Visitors can explore local highlights like theme parks, scenic lakes, and golf courses. The area's points of interest cater to those seeking family activities, cultural experiences, and outdoor fun. Be sure to check out Lake Windermere for a relaxing day by the water, making your trip memorable and enjoyable.

  • Walt Disney World® Resort: Experience the magic at this iconic theme park, where family-friendly attractions and entertainment come to life. With enchanting rides, beloved characters, and immersive experiences, it's a haven for visitors of all ages, located 6 miles away from Windermere.
  • Orange County Convention Center: Immerse yourself in the vibrant cultural scene at this arts center, just 6 miles from Windermere. Hosting various events and exhibitions, it showcases local art, performances, and conventions, making it a hub for creativity and community engagement.
  • Universal CityWalk: Enjoy a lively atmosphere at this outdoor entertainment precinct, located 4 miles away from Windermere. Filled with dining, shopping, and nightlife options, it’s perfect for families seeking fun and relaxation in a vibrant setting.

Best time to go to Windermere

The best time to visit Windermere is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with moderate rain. January is its coolest month on average. At this time, 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

If you're planning to visit Windermere, Florida, the nearest major airport is Orlando International Airport (MCO), situated 14 miles away. Nearby hotel options include The Ritz-Carlton Orlando, Grande Lakes, a 5-star hotel 8 miles from MCO, and Hyatt Regency Orlando, a 4.5-star hotel 10 miles away, both offering shuttle services. Daytona Beach International Airport (DAB) is 56 miles away, with hotels like Hilton Daytona Beach Oceanfront Resort, 4 miles from DAB. Kissimmee Gateway Airport (ISM) is 15 miles from Windermere, featuring hotels such as Waldorf Astoria Orlando, 7 miles from ISM, with various shuttle transfer options available.

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 $76 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.

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