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Windermere Vacation Rentals

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    Windermere is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    All 18 Rentals in Windermere
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Hot Tub
    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are the official and exclusive partner for Westgate Resorts. Only rent from official listings in order to ensure your reservation gets delivered to the resort and you receive the best possible guest experience at our properties. BOOK ONLINE NOW FOR INSTANT CONFIRMATION __________________________...
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    Windermere, Central Florida 32819
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Housekeeping Included
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are the official and exclusive partner for Westgate Resorts. Only rent from official listings in order to ensure your reservation gets delivered to the resort and you receive the best possible guest experience at our properties. BOOK ONLINE NOW FOR INSTANT CONFIRMATION __________________________...
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    Windermere, Central Florida 32819
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Hot Tub
    • Parking
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay in our spacious suite, and you'll only be minutes away from amazing theme parks! As our guest, you’ll enjoy access to a convenient theme park shuttle that will take you directly to Walt Disney World, SeaWorld, and Universal Studios. We can’t wait to be your home-away-from-home! Our cozy suite...
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    Windermere, Central Florida 32819
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Washer
    • Air Conditioning
    • Hot Tub
    • Housekeeping Included
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dreaming of a vacation where you’re only minutes away from world-class theme parks? Turn your dream into reality, by staying in our spacious suite. As our guest, you’ll enjoy access to a convenient theme park shuttle that will take you directly to Walt Disney World, SeaWorld, and Universal Studios....
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    Windermere, Central Florida 32819
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This inviting four-bedroom, 3-bath town home in West Lucaya Village Resort features two king master suites, Mickey-themed full bedroom and a Finding Dory-themed twin bedroom.  With over 1,600 square feet of living space, you’ll be able to really enjoy your vacation without being in a cramped...
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    Windermere, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Parking
    • Balcony
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our elegant and spacious 1 bedroom retreat is the perfect home base for your Orlando vacation! We think you'll love to be centrally located near Universal Boulevard, with excellent restaurants, shopping and entertainment just out your door! Orlando's theme parks are just minutes away, including...
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    Windermere, Central Florida 32819
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Air Conditioning
    • Washer
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • Shared Indoor Pool
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On your next family vacation, stay close to the theme parks by booking a stay in our 1 bedroom suite. The shuttle service on-site can take you to SeaWorld, Universal Orlando, ICON Orlando, and the Disney parks. When your kids aren’t busy making friends with Mickey Mouse or learning about Hollywood...
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    Location Information
    Windermere, Central Florida 32819
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Shared Indoor Pool
    • Hot Tub
    • Balcony
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Wizarding World of Harry Potter and Universal Orlando are only a short drive away when you stay in our spacious suite. Our shuttle service can take you to SeaWorld, Universal Orlando, ICON Orlando, and the Disney parks. When your kids aren’t busy making friends with Mickey Mouse or learning...
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    Location Information
    Windermere, Central Florida 32819
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Patio
    • Waterfront
    • Housekeeping Included
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for a true Florida experience while on work or vacation? Look no further as this home provides all of the privacy and comfort of an authentic Florida home! Centrally located, Universal Studios is a 15 minute drive and Walt Disney World is a 20 minute drive. Heading to downtown Orlando?...
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    Location Information
    Windermere, Central Florida 34786
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Parking
    • Internet Access
    • Grill
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Minimum Stay - One month. This is the ultimate vacation home! The owners have named it PARADISE and it is. If you are looking for a private residence with all the amenities of a 5 Star Resort - look no further. The moment the electric gate opens and you see the directional signs to PARADISE (the...
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    Windermere, Central Florida 33036
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Sauna
    • Cable/satellite TV
    • Balcony
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We have hosted numerous celebrities in this house and it has an amazing atmosphere. From the travertine floor to the high ceiling chandeliers this place will make you feel like staying at a house from MTV cribs. This is a very nice luxury house with an outside fire pit, solid wood dining table,...
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    Windermere, Central Florida 34786
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this elegant 1 Bedroom, 1 Bath Vacation rental near Disney located inside the spectacular Enclave Resort. This home comes fully furnished. Located only 30 minutes from Orlando International Airport, 15 minutes from Universal Studios and SeaWorld and 16 minutes to Walt Disney World. The...
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    Location Information
    Windermere, Central Florida 32819
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Parking
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Key features 4 bedrooms 3 bathrooms Sleeps 8 Covered porch Access to resort amenitiesBedrooms...
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    Location Information
    Windermere, Central Florida 34746
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in 2016, this is a modern up-to-date home. It is five minute drive to Disney, and every night you can relax and watch the fireworks from the house. Taking a day off from the parks? Spend it by the community pool with a splash pad for children only a short walk away. Grocery stores and local...
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    Location Information
    Windermere, Central Florida 34786
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Children's Pool
    • Wi-Fi
    • Sauna
    • DVD Player
    • Housekeeping Included
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The beautiful lakefront Resort & Spa is a tropical paradise that lies just 1.5 miles from SeaWorld® Orlando, 2 miles from Universal Orlando Resort™ and 6 miles from Walt Disney World®‎ Resort, as well as just 2.6 miles from the ICON Orlando 360™, Madame Tussauds Orlando and SEA LIFE Orlando...
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    Location Information
    Windermere, Central Florida 32819
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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