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Our top choices for Windermere hotels

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is CA $191
CA $803 total
includes taxes & fees
May 17 - May 18
Rustic Hideaway - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is CA $180
CA $733 total
includes taxes & fees
May 17 - May 18
The Farm House - Great Location + Pet Friendly!

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (4,025 reviews)
"The breakfast and pool was great"
United States
Emmanuelle
The price is CA $38
CA $104 total
includes taxes & fees
May 17 - May 18
Kompose Boutique Resort at Theme Parks

La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport
3.0 star property
Airport North
7.4 out of 10, Good, (1,954 reviews)
"Pretty good stay overall would come back for sure"
United States
Rahmel
The price is CA $103
CA $116 total
includes taxes & fees
Jun 7 - Jun 8
La Quinta Inn & Suites by Wyndham Orlando Airport

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
International Drive District
8.6 out of 10, Excellent, (1,377 reviews)
"Excellent place to stay , come back "
United States
Jeannette
The price is CA $112
CA $126 total
includes taxes & fees
May 21 - May 22
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

Fairfield Inn By Marriott Orlando Airport

Fairfield Inn By Marriott Orlando Airport
3.5 star property
Airport North
9.0 out of 10, Wonderful, (2,448 reviews)
"Breakfast was great and the airport shuttle was timely and pleasant"
United States
Cheryl
The price is CA $102
CA $115 total
includes taxes & fees
May 25 - May 26
Fairfield Inn By Marriott Orlando Airport

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,813 reviews)
"The best the hotel was so so ver clean had a great stay "
United States
Kayanna
The price is CA $131
CA $147 total
includes taxes & fees
May 31 - Jun 1
Hyatt House Orlando International Drive

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
Kissimmee
8.2 out of 10, Very good, (5,144 reviews)
"Great stay!"
Canada
Rodney
The price is CA $37
CA $89 total
includes taxes & fees
May 20 - May 21
Palazzo Lakeside Hotel

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
Orlando
7.8 out of 10, Good, (2,808 reviews)
"Fantastic hotel at a fantastic price and location"
United States
Issac
The price is CA $78
CA $105 total
includes taxes & fees
May 17 - May 18
Orlando Palms Hotel

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!
3.0 star property
International Drive District
8.4 out of 10, Very good, (788 reviews)
"It was an amazing stay."
United States
Ayesha
The price is CA $89
CA $100 total
includes taxes & fees
May 21 - May 22
B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,784 reviews)
"Great golf resort , great food "
United States
David
The price is CA $143
CA $161 total
includes taxes & fees
May 28 - May 29
Rosen Shingle Creek

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,136 reviews)
"Fanily friendly, great value, great location!"
United States
Marivette
The price is CA $100
CA $148 total
includes taxes & fees
May 30 - May 31
Vacation Village Orlando, Celebration

Hampton Inn Orlando-International Airport

Hampton Inn Orlando-International Airport
2.5 star property
Airport North
9.0 out of 10, Wonderful, (1,901 reviews)
"Perfect stay"
United States
Mario
The price is CA $117
CA $132 total
includes taxes & fees
May 25 - May 26
Hampton Inn Orlando-International Airport

Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport
3.0 star property
Airport North
8.8 out of 10, Excellent, (3,966 reviews)
"Clean rooms nice hotel airport shuttle great hotel."
United States
Jonathan
The price is CA $118
CA $132 total
includes taxes & fees
May 18 - May 19
Wingate by Wyndham - Orlando International Airport

Club Sevilla

Club Sevilla
2.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,029 reviews)
"Stay was pleasant"
United States
Yajaira
The price is CA $69
CA $85 total
includes taxes & fees
May 17 - May 18
Club Sevilla

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

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (4,772 reviews)
"Great stay"
United States
La Shaunn
The price is CA $128
CA $144 total
includes taxes & fees
Jun 1 - Jun 2
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
Airport North
9.6 out of 10, Exceptional, (3,003 reviews)
"Nice place to stay"
United States
LaToya
The price is CA $151
CA $170 total
includes taxes & fees
May 25 - May 26
Hyatt House Orlando Airport

Holiday Inn Express Orlando International Airport by IHG

Holiday Inn Express Orlando International Airport by IHG
2.5 star property
Orlando
9.0 out of 10, Wonderful, (1,998 reviews)
"Breakfast was good and the airport shuttle extremely convenient."
United States
Ayesha
The price is CA $128
CA $144 total
includes taxes & fees
Jun 15 - Jun 16
Holiday Inn Express Orlando International Airport by IHG

Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL
3.0 star property
Airport North
8.0 out of 10, Very good, (4,658 reviews)
"Room was very clean, definitely will stay there next time. "
United States
Pamela
The price is CA $123
CA $138 total
includes taxes & fees
May 25 - May 26
Country Inn & Suites by Radisson, Orlando Airport, FL

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport
3.0 star property
Airport North
8.2 out of 10, Very good, (5,713 reviews)
"Nice clean friendly hotel"
Canada
cindy
The price is CA $136
CA $153 total
includes taxes & fees
May 18 - May 19
Ramada by Wyndham Suites Orlando Airport
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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

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Hotels in Windermere with star rating

Find out more about Windermere

Top reasons to visit Windermere

  • Outdoor Adventures: Windermere is perfect for families, offering a variety of outdoor activities, including relaxing at beautiful lakes and enjoying local parks.
  • Thrilling Theme Parks: Nearby attractions like Universal Orlando provide exciting adventures for thrill-seekers and families alike.
  • Golfing Paradise: Golf enthusiasts will love the numerous golf courses available, catering to all skill levels.
  • Charming Accommodations: Windermere boasts a range of family-friendly and pet-friendly hotels and resorts for a comfortable stay.
  • Local Culture: Experience the vibrant atmosphere and friendly locals, making for a memorable vacation.

Find great hotels near Windermere

Discover the charm of Windermere, Florida, where a variety of accommodations await to suit every traveller's needs. Whether you're seeking a family-friendly resort, a pet-friendly hotel, or a comfortable spot for business travel, Windermere offers a delightful selection of hotels and resorts. Enjoy a memorable vacation experience in this picturesque community, with options that cater to both relaxation and adventure.

  • Universal's Cabana Bay Beach Resort: Embrace a vibrant retro theme at Universal's Cabana Bay Beach Resort, a 3.5-star property that offers a family-friendly vacation experience. With a guest rating of 9.0, this resort is located 6.4km from Windermere and boasts an array of amenities tailored for children, including an engaging arcade game room and complimentary cribs. The resort's playful atmosphere is perfect for families seeking adventure, with a variety of pools and recreation options that capture the essence of a classic Florida vacation.
  • DoubleTree by Hilton at the Entrance to Universal Orlando: This 4-star hotel, rated 8.4, is located 8.0km from Windermere and caters to families, business travellers, and pet owners alike. Guests can enjoy a welcoming atmosphere with amenities that include a children’s pool and an arcade game room. Its pet-friendly policy, allowing dogs and cats, makes it a convenient choice for those travelling with furry companions. The hotel's prime location near Universal Orlando ensures easy access to thrilling attractions, making it a versatile option for a memorable stay.
  • Avanti International Resort: With a 3-star rating, Avanti International Resort is a charming option located 8.0km from Windermere, perfect for families seeking a beach getaway. The resort features direct beach access and a range of child-friendly amenities, such as an arcade game room and window guards for safety. Guests appreciate the inviting atmosphere and family-centric services, making it an ideal choice for those looking to relax and enjoy quality time by the water, all while enjoying a comfortable and welcoming environment.

Where to stay in Windermere

Windermere, Florida, offers a delightful blend of family-friendly activities and romantic escapes, making it an ideal destination for all types of travellers. Explore nearby attractions like Universal Orlando for thrilling adventures, or unwind with stunning water views around the city. With top hotels providing comfort and convenience, you'll find yourself immersed in a vibrant atmosphere full of friendly locals and exciting excursions. Discover the charm of Windermere and create unforgettable memories during your stay.

  • Orlando: As a dynamic metropolis, Orlando is the heart of the region, offering a blend of family-friendly activities and vibrant entertainment options. Situated close to Windermere, it attracts visitors year-round, especially during peak periods in March, July, and December. Here, you can explore world-renowned theme parks, engage in shopping at various malls, or enjoy the arts at local centres. With its renowned film studios and beautiful beaches nearby, Orlando is an exciting destination filled with attractions for everyone.
  • Lake Buena Vista: Located approximately 11.3km from Windermere, Lake Buena Vista is a city that embodies the magic of family-friendly fun. It welcomes a steady flow of visitors, particularly from January to March, providing a plethora of entertainment-themed experiences. The city is home to luxurious resorts and extensive shopping venues, making it ideal for those seeking leisure and retail therapy. With its close proximity to theme parks, film studios, and sports facilities, Lake Buena Vista promises a delightful getaway for all ages.
  • Bay Hill: Just 3.2km away from Windermere, Bay Hill is a charming neighbourhood that offers a more tranquil yet engaging experience. Known for its outdoor activities, particularly golf, this area attracts families and outdoor enthusiasts alike, especially during peak months like March and July. Visitors can enjoy the luxurious resorts and lush golf courses, while being within reach of notable attractions such as theme parks and event venues. Bay Hill combines relaxation with adventure, making it a perfect stop for tourists.

Things to do in and around Windermere

Windermere is a fantastic destination for families and outdoor enthusiasts alike, offering a variety of activities such as relaxing at resorts, exploring shopping areas, and enjoying the local golf courses. For those seeking excitement, nearby theme parks provide thrilling experiences for all ages, making Windermere an ideal spot for a memorable vacation in Florida.

Shopping

In Windermere, you can explore local shops for unique souvenirs. If you're up for a drive, visit The Mall at Millenia for high-end brands or Orlando International Premium Outlets for great deals. Both offer a wide range of gifts to bring back home.

Recreation

Windermere Country Club offers a luxurious escape with stunning surroundings, perfect for relaxation and leisure activities. For a more extensive experience, visit Rio Pinar Country Club, located 25.7km away, or enjoy a game at Winter Park Tennis Center, just 19.3km from Windermere.

Adventure

Explore the scenic beauty of Windermere with paddleboarding on the tranquil lakes, or embark on a thrilling airboat ride through the Everglades, spotting wildlife along the way. For a unique adventure, try zip-lining through lush canopies at a nearby park. Each experience offers unforgettable excitement and breathtaking views.

Nightlife

Explore the vibrant nightlife in Windermere by visiting the chic Lakehouse Restaurant for exquisite dining and signature cocktails. For a lively atmosphere, head to The Tap Room for craft beers and live entertainment, showcasing local musicians and creating a friendly community vibe.

*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: Book your hotel in Windermere about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • 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, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will show you sustainable and environmentally-friendly accommodations currently available. To find the best prices and deals, simply sort 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 deal.

Find the best attractions in and around Windermere

Windermere, Florida, offers a delightful family-friendly vacation experience with a blend of outdoor activities and entertainment. Visitors can explore popular attractions like Walt Disney World Resort, Lake Windermere, and various golf courses. The area is perfect for those seeking cultural experiences and outdoor adventures, making it an ideal destination for families. Don't miss Windermere Point and the comfortable Suites at Windermere House for a memorable stay.

  • Isleworth Golf and Country Club: Experience the thrill of golfing in a luxurious setting at Isleworth. This exclusive club offers a family-friendly environment with friendly staff, perfect for both seasoned golfers and newcomers seeking adventure.
  • Walt Disney World® Resort: Just 9.7km away, immerse yourself in the magic of Walt Disney World. This iconic theme park is filled with entertainment and creates unforgettable family memories in a whimsical atmosphere.
  • Tibet Butler Preserve: Explore the natural beauty of Tibet Butler Preserve, located within Windermere. Enjoy family-friendly excursions while connecting with nature, guided by friendly personnel who enhance your experience.

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

When visiting Windermere, Florida, the primary airport is Orlando International Airport (MCO), situated 22.5km away. Nearby hotel options include the 5-star Ritz-Carlton Orlando, Grande Lakes and the 4.5-star Rosen Shingle Creek, both about 12.9km from MCO, offering convenient transportation services. For a slightly further option, Tampa International Airport (TPA) is located 114.3km away, with excellent hotels like the 5-star Tampa EDITION and the 4.5-star JW Marriott Tampa Water Street, both around 9.7km from TPA. Daytona Beach International Airport (DAB) is another choice, located 90.1km away, with hotels such as the 4-star Shores Resort & Spa just 8.0km from DAB.

Frequently asked questions

What is the best area to stay in Windermere?
The best area to stay in Windermere is generally considered to be the area directly around Lake Butler and the chain of lakes, particularly near the town centre.

This area is characterised by its picturesque setting, with tree-lined streets and access to the beautiful freshwater lakes. The town centre itself is relatively small, featuring a few local shops, eateries, and a weekly farmers market. It's known for its residential feel, offering a more tranquil experience compared to the busier tourist areas of Orlando.

Couples looking for a peaceful escape will appreciate the quiet surroundings and the opportunity for leisurely strolls along the lakefront or exploring the local boutiques. It's an ideal base for those who enjoy water activities like boating or paddleboarding, with several access points to the Butler Chain of Lakes.

For families, staying slightly outside the immediate town centre but still within Windermere offers larger accommodation options, often with private outdoor spaces. These areas provide a relaxed environment away from the theme park crowds, while still being a convenient drive to Orlando's main attractions.
When is the best time to go to Windermere?
The best time to go to Windermere is during the cooler, drier months from November to April.

During this period, the weather is typically pleasant, with average temperatures ranging from 15°C to 25°C. This makes it ideal for enjoying outdoor activities and exploring the area without the intense heat and humidity of the summer months. You'll find it more comfortable for walks around the lakes or for visiting nearby attractions.

Families often find these months particularly suitable for travel. The mild weather allows for comfortable visits to theme parks and other family-friendly destinations in the wider Orlando area, while still being able to enjoy the more relaxed pace of Windermere itself. The chance of rain is also lower, meaning fewer disruptions to your plans.

For couples looking for a relaxed escape, the shoulder seasons of late autumn (November) and spring (April) can be especially appealing.
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?
Members always get our best prices. Find our best Windermere hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 CA $83 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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