Compare Vacation Rentals & Airbnb in Windermere, FL

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Windermere, FL vacation rentals
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21 Rentals and Airbnb in Windermere, FL

Best family friendly Windermere, FL vacation rentals

Among the 21 accommodations in Windermere, FL, here are the 4 best family friendly rentals

Studio Condo Near Universal I-drive W Kitchenette - Windermere, FL
9.2 10 reviews

Studio Condo Near Universal I-drive W Kitchenette

studio, Orlando
This studio apartment in Orlando's International Drive district is situated approximately 1.9 kilometres from Universal Studios and 1.9 kilometres from Universal Studios' Islands of Adventure, with The Wheel At Icon Park Orlando just 1.9 kilometres away.
This 45 square metre apartment accommodates up to seven guests and features a kitchenette with a dishwasher and microwave, air conditioning, a terrace, and access to a swimming pool and fitness centre.
Westgate Palace Hotel - Universal - I-drive - Windermere, FL
9.3 3374 reviews

Westgate Palace Hotel - Universal - I-drive

resort, Orlando
The Signature Two-bedroom Deluxe Villa is located in the Florida Center district, a short walk from Pirate's Dinner Adventure and CoCo Key Water Resort and within a mile of Universal Orlando Resort and ICON Park, offering a quieter alternative to the main tourist areas. It has very good user ratings and excellent location and cleanliness ratings.
This smoke-free apartment building has two bedrooms and bathrooms, providing ample space and comfort. Guests can enjoy an outdoor pool, a Jacuzzi, a terrace, a garden, a spa, a concierge, a restaurant, a bar, a fitness centre, room service, a tennis court, and parking.
18-universal And Heart Of International Dr - Windermere, FL
9.4 25 reviews

18-universal And Heart Of International Dr

apartment, Orlando
This Orlando apartment, near International Drive, is conveniently located 2.7km from Universal Studios Florida and 1.9km from ICON Park.
The 54 square metre self-catering property boasts two bedrooms, two bathrooms, and can comfortably accommodate seven guests, offering a private balcony with lake views, plus access to an on-site swimming pool, fitness centre, and tennis court.
Fishermans Cottage ~ Downtown Windermere - Windermere, FL
9.7 6 reviews

Fishermans Cottage ~ Downtown Windermere

apartment, Windermere
This two-bedroom flat in Windermere offers a quiet residential setting, just a short drive from Walt Disney World Resort and Universal Studios, and is a few steps from Lake Bessie.
This pet-friendly apartment accommodates up to four guests and features a fully equipped kitchen, fast WiFi, a dedicated nursery with a crib, and is conveniently located near Winter Garden Village for shopping and dining.

Best Windermere, FL vacation rentals with parking

Charming Fully Renovated Best Locationfor Disney! - Windermere, FL
9.5 635 reviews

Charming Fully Renovated Best Locationfor Disney!

apartment, Lake Buena Vista
This aparthotel is conveniently located in Lake Buena Vista, just under 5km from Orlando Vineland Premium Outlets, Disney Springs and Walt Disney World Resort. It has consistently received excellent ratings for location, cleanliness and overall experience.
The self-catering apartment is 51 square metres and can comfortably accommodate up to six guests. Guests can enjoy a range of on-site amenities including a swimming pool, jacuzzi, fitness centre, tennis court and a family-friendly arcade room.
Spacious Vista Cay Condo Near Universal Studios - Windermere, FL
9.4 4927 reviews

Spacious Vista Cay Condo Near Universal Studios

house, Williamsburg
This 3-bedroom condo is located in Orlando, Florida, just 2 miles from SeaWorld Orlando and 2.1 miles from the Orange County Convention Center, offering easy access to a variety of attractions and activities. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The condo provides ample space for families or groups of friends, with a fully equipped kitchen, a washing machine, and free Wi-Fi. It also features a private balcony, a fitness room, concierge service, a swimming pool, a jacuzzi, a tennis court, and a restaurant and bar on site, ensuring a comfortable and enjoyable stay.
Cozy Apt 2 Bedrooms 1 Mile Universal Studios - Windermere, FL
9.3 25 reviews

Cozy Apt 2 Bedrooms 1 Mile Universal Studios

apartment, Orlando
This two-bedroom, two-bathroom apartment is situated 1.6km from Universal Studios Florida and 1.9km from ICON Park in Orlando, offering easy access to major attractions.
The 60 square metre property boasts a fully equipped kitchen, private balcony with lake views, and accommodates up to 11 guests, with access to on-site amenities including swimming pools, a fitness centre, and tennis courts.
Blue Heron Bungalow - Windermere, FL
9.9 127 reviews

Blue Heron Bungalow

house, Winter Garden
The Blue Heron Bungalow is located in Winter Garden's golf cart district, a short walk from the town centre and less than 48km from Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando.
This studio apartment, sleeping four guests, features a queen bed, day bed, and trundle bed, a kitchen with a fridge, air conditioning, a garden, parking, and is conveniently situated for exploring the West Orange Trail.

Frequently Asked Questions about vacation rentals in Windermere, FL

  • What are some interesting places to visit in or near Windermere, FL?

    Windermere is a great base for exploring Central Florida. You can visit the iconic Walt Disney World Resort, just a short drive away. For something a little different, head to the charming town of Winter Garden, known for its historic downtown and farmers' market. If you're looking for a bit of nature, the Wekiwa Springs State Park offers beautiful hiking trails and swimming in the clear springs.
  • What are the best Airbnb and vacation rentals in Windermere, FL?

    Spacious Getaway Close To Universal And Outlets, Mid-century Modern Villa W/ Pool Near Universal and Paradise Nook Near Orlando's Theme Parks are the most popular Airbnb and vacation rentals in Windermere, FL among travelers.

  • Which walking or cycling routes are the best in Windermere, FL?

    The West Orange Trail is a popular paved path that runs through Windermere, perfect for walking, running, or cycling. It's a lovely way to enjoy the scenery and get some exercise. For a shorter walk, try the scenic loop around Lake Butler, offering beautiful views of the water.
  • What are the most popular Airbnbs in Windermere, FL?

  • What sports or outdoor activites can visitors enjoy in and around Windermere, FL?

    Windermere is a great place for water sports. You can go boating, fishing, or kayaking on Lake Butler. There are also several golf courses in the area, including the exclusive Isleworth Golf & Country Club. For something a little more adventurous, try ziplining at Gatorland, just a short drive away.
  • What are the best vacation rentals with a pool in Windermere, FL?

  • What other towns or cities can be easily accessed from Windermere, FL?

    Windermere is conveniently located near several other towns and cities. You can easily reach Orlando, home to many attractions, in about 20 minutes. Other nearby towns include Winter Garden, Ocoee, and Clermont, each offering unique experiences.
  • What are the best rentals for families and kids in Windermere, FL?

  • What amenities are commonly available in vacation rentals in Windermere, FL?

    Vacation rentals in Windermere usually offer a range of amenities, including private pools, hot tubs, and fully equipped kitchens. Many also have laundry facilities, Wi-Fi, and outdoor living spaces with patios or balconies. Some even have game rooms or home theatres.
  • What are the best rentals or Airbnbs with a jacuzzi in Windermere, FL?

  • What time of year is best to rent a vacation rental Windermere, FL?

    The best time to visit Windermere depends on your preferences. The weather is warm and sunny year-round, but the peak season is during the winter months (November to April) when it's less humid. If you prefer cooler weather, the spring and autumn months are ideal.
  • What are the local dishes in Windermere, FL region?

    Windermere is known for its diverse culinary scene, influenced by its location in Central Florida. You can find everything from classic American dishes to fresh seafood and international cuisine. Some local favourites include Florida stone crab, fresh grouper, and Key lime pie. Don't forget to try the local craft beers and wines.

Popular destinations

Best Windermere, FL vacation rentals with a balcony

Volcano Bay View 2 Bed 2 Bath Penthouse - Windermere, FL
9.2 4 reviews

Volcano Bay View 2 Bed 2 Bath Penthouse

apartment, Orlando
This recently renovated penthouse in Orlando offers convenient access to Universal Studios' Islands of Adventure (2.2 kilometres) and Universal Studios Orlando (2.4 kilometres), with Orlando International Airport 16 kilometres away.
The 54 square metre flat features two bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher and coffee machine, air conditioning, a terrace with an outdoor dining area, a swimming pool, a hot tub, a fitness centre, lift access, and private parking, accommodating up to nine guests.
Disney Lakefrontsunsets Seaworld Universal Convention Ctrwaterparks 3beds2baths - Windermere, FL
8.8 32 reviews

Disney Lakefrontsunsets Seaworld Universal Convention Ctrwaterparks 3beds2baths

apartment, Doctor Phillips
This family-friendly house is located in the Dr. Phillips district of Orlando, just 3 kilometres from Dr. P. Phillips Hospital, the Orange County Convention Center, and Aquatica water park. It has received very good reviews from previous guests.
The property sleeps 2 guests in 2 bedrooms and 1 bathroom. This comfortable accommodation offers a range of amenities including a swimming pool, a spa, a fitness centre, a garden, and a terrace.
Stylish Vista Cay Townhome Near Conv. Ctr I-dr. - Windermere, FL
9.0 29 reviews

Stylish Vista Cay Townhome Near Conv. Ctr I-dr.

house, Williamsburg
This family-friendly home is located in Orlando, Florida, just 3.2 kilometres from Shingle Creek Golf Course, Aquatica, and The Wheel at ICON Park™, and 2.3 kilometres from the Orange County Convention Center. This property has excellent user, location and cleanliness ratings.
This holiday home has three bedrooms and can accommodate up to nine guests, with a floor area of 165 square metres. It offers a range of amenities, including a swimming pool, jacuzzi, terrace, garden, bar, fitness centre, tennis court, and parking.
Js Luxury Vacation - Windermere, FL
No reviews

Js Luxury Vacation

apartment, Orlando
This Orlando flat offers scenic river and potential lake views, located 1.9 kilometres from The Wheel At Icon Park and 2.4 kilometres from Universal Studios' Islands of Adventure, with Orlando International Airport 14.9 kilometres away.
This two-bedroom apartment includes air conditioning, complimentary WiFi, a fully equipped kitchen with a dishwasher, oven, and microwave, as well as a balcony, patio, garden, bar, and hot tub, with complimentary private parking provided.

Best pet friendly Windermere, FL vacation rentals

Among the 21 accommodations in Windermere, FL, here are the 4 best pet friendly rentals

Resort Suite On International Drive - Windermere, FL
No reviews

Resort Suite On International Drive

house, Orlando
This apartment, located in Orlando's Florida Center district, offers excellent proximity to International Drive, Universal Studios, and Epic Universe, with attractions like Universal Studios Florida and Universal's Islands of Adventure just a few kilometres away.
This two-bedroom, two-bathroom flat accommodates up to eight guests and provides access to The Point Resort's amenities, including a pool and fitness centre, alongside an equipped kitchen and private balcony for a comfortable stay.
Westgate Leisure Resort - Windermere, FL
8.6 1442 reviews

Westgate Leisure Resort

resort, Williamsburg
The Westgate Leisure Resort is located near Orlando International Airport, just a short distance from attractions like Orlando Vineland Premium Outlets, Aquatica, and the Orange County Convention Center. The resort has received very good ratings for its location, cleanliness, and overall experience.
This family-friendly resort offers a range of amenities and activities, including two outdoor swimming pools, a fitness centre, a spa tub, and a restaurant. Guests can also enjoy free Wi-Fi in public areas, free self-parking, and a business centre.
Stunning Studio Villa At Lakes Resort Near Universal Studios And Disney - Windermere, FL
9.0 4 reviews

Stunning Studio Villa At Lakes Resort Near Universal Studios And Disney

studio, Doctor Phillips
This studio apartment is situated in Doctor Phillips, Orlando, a short drive from Universal's Volcano Bay and the Orange County Convention Centre.
This spacious studio accommodates up to four guests and features a kitchenette, a private balcony or patio, and access to seven resort swimming pools, with a separate jetted tub in the bathroom.
2bdrm Home Near Orl Fairgrd, Downtwn, Wekiva Sprng - Windermere, FL
9.8 5 reviews

2bdrm Home Near Orl Fairgrd, Downtwn, Wekiva Sprng

house, Pine Hills
This holiday home is situated in Orlando, just 8 kilometres from the Orlando Fairgrounds and 9 kilometres from Downtown Orlando, offering easy access to both the city's attractions and the nearby Wekiva Springs. The property is also conveniently located near Camping World Stadium, Amway Center, and Church Street Station.
This two-bedroom, two-bathroom house offers 100 square metres of space and can accommodate up to six guests. The property features a fully equipped kitchen, air conditioning, free Wi-Fi, and private parking.
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