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Holiday Rentals with Pools in Winter Garden

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    $194 Average
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    Travellers to Winter Garden are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    9 Matching Rentals in the Winter Garden AreaView all 15 rentals
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    Orlando holiday home, 10 minutes from Disney, gated community with pools1 / 25
    (3)Excellent
    Winter Garden
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Winter Garden
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Sun, Fun and Amusement Parks - $99/Night1 / 16
    (2)Excellent
    Winter Garden
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Winter Garden
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Children's Pool
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Important Notes: As of 1/1/18 - the resort fee here will increase from $17.00/nt + tax to $20.00/nt + tax. You will now have a $20.00 + tax per night resort fee and the refundable security deposit (Up To $100.00) due upon arrival. ***************************** Liki Tiki will now be handing out...
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    Location Information
    Winter Garden, Central Florida 34787
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Winter Garden
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Children's Pool
    • Washer
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming Villa just 4 miles from Disney and minutes from other area attractions. Fully furnished 3 bedroom (king, queen & full beds), 2 bathroom home in a gated community for your security. In addition to the lovely home you have access to 3 pools, 2 jacuzzi's, playground, tennis courts, shuffle...
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    Location Information
    Winter Garden, Central Florida 34787
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Buckeye Butterfly Villa1 / 18
    (1)Excellent
    Winter Garden
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Parking
    • Outdoor Dining Area
    • Balcony
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 November 2016
    I have just returned from staying with my 3 children (age 5, 9 and 11) and my parents from this villa for 3 weeks and we loved it. The villa is spotless, spacious, modern and...
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    About this property
    Stay only 5 miles from Disney World gates. High quality and modern furnishings greet you at Buckeye Butterfly Villa with a touch of elegance and panache. You will not be disappointed in our recently refurbished 3 bedroom/2 bath home. With one of 3 community pools located just a few steps away...
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    Location Information
    Winter Garden, Central Florida 34787
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Winter Garden
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With a stay at Liki Tiki Village by Diamond Resorts in Winter Garden (Four Corners), you'll be convenient to Lake Davenport. This family-friendly hotel is within the vicinity of Highland Reserve Golf Club and Mighty Jungle Golf. Make yourself at home in this air-conditioned room featuring a kitchen...
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    Location Information
    Winter Garden, Central Florida 34787
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    The following rentals are within 10 kilometres of Winter Garden.
    Lakefront Boating Ski Kayak Jet Ski Paddle Board Spa 38x18 Pool Dock1 / 9
    (2)Excellent
    Ocoee
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 April 2017
    Near all Orlando attractions but in private community on small lake. Want for nothing!!! 3/3, screened in pool, hot tub, grilling area, fire pit, dock with gazebo, ski boat...
    Reviewed 18 April 2017
    Great rental - couldn't ask for anything more! Home has great open layout, on a beautiful lake with dock, gazebo, screened in large pool and hot tub. A new grill, fire pit and...
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    About this property
    This home opens in the front with very large double doors from a front screened in porch to a back screened in pool with double sliders opening the house allowing a beautiful Breeze fireplace inside fire pit outside pool is 38 feet by 18 feet jacuzzi allows for 6 people option for a boat rental for...
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    Location Information
    Ocoee, Central Florida 34761
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Ocoee
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Parking
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Take your next Florida getaway to new heights by staying at this exceptional 5-bedroom, 3-bathroom Ocoee home. Situated in a terrific area near local attractions, boasting exceptional decor and ample room for 10 guests, this darling abode has everything you need to create lasting memories! THE...
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    Location Information
    Ocoee, Central Florida 34761
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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