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Winter Springs Vacation Rentals

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    $275 Average
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    Don't let other travelers get your favorite Winter Springs area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 19 Rentals in Winter Springs
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    Winter Springs
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Bird Nest Retreat1 / 18
    (3)Excellent
    Winter Springs
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Lakefront Paradise Guest Apartment Winter Springs, Oviedo, Casselberry, W. Park1 / 18
    (1)Very good
    Winter Springs
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    The following rentals are within 5 miles of Winter Springs.
    Longwood
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our place is in the quiet suburb of Longwood, Florida, 20 minutes from mid-town Orlando. The furnishings and fixtures are new, with beautiful oriental rugs and hardwood floors. Shopping malls, parks, restaurants, groceries and pharmacies are nearby and also brand new Wawa! We are 15 minutes from...
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    Longwood, Florida 32750
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Parking
    • Satellite TV
    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 Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to...
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    Location Information
    Fern Park, Florida 34747
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    Casselberry
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Parking
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the gated resort community of Storey Lake. A new community in Kissimmee - this will have all you want and more. This gorgeous 4 bedroom and 3 bathroom home sleeps you and 7 guests perfectly. With all the amenities of home, you will feel at ease and ready for vacation. As you enter the...
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    Location Information
    Casselberry, Florida 32707
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • DVD Player
    • Internet Access
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Overview This 8 bedroom rental home is located at the Encore Club, less than 10 minutes to Walt Disney World and their 4 incredible theme parks! Enjoy exclusive amenities right on property, such as a water park featuring thrilling drop and twisting slides, a children’s water playground, an adult...
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    Location Information
    Fern Park, Florida 34747
    Condo/Apartment - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    Fern Park
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • DVD Player
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Overview This modern 6 bedroom villa, located at the Encore Club, is just about a 10 minute drive to Walt Disney World and their 4 incredible theme parks! You and your family can create magical memories together only down the road from your vacation home! The Encore Club also offers exclusive on...
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    Location Information
    Fern Park, Florida 34747
    Condo/Apartment - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    Longwood
    5 Bedrooms, 4 Bathrooms, Sleeps 50 Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Storey Lake Resort This gorgeous 5 bedroom 4 bathroom townhome is sure to please The open floor plan is beautifully decorated throughout and includes a 55 inch flat screen in the living room The 5 bedrooms sleeps up to 10 and consists of 1 king bedroom 2 queen bedrooms and 2 twin...
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    Location Information
    Longwood, Florida 34746
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 50
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    Fern Park
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • DVD Player
    • Parking
    • Satellite TV
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    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 Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to...
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    Location Information
    Fern Park, Florida
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Fern Park
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Parking
    • Satellite TV
    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 Special Offer Book today to enjoy exclusive extras unique to Top Villas Free transfers to...
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    Location Information
    Fern Park, Florida 34747
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Longwood
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Storey Lake Resort and this stunning 4 bedroom, 3 bathroom, 1,914 sq. ft. rental located near the theme parks in Orlando, Florida. This rental has attained the prestigious “Grand” status for having an upgraded professional furniture package. This vacation rental has all the comforts of...
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    Location Information
    Longwood, Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Payment Protection
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Parking
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Heated)
    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 Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    Fern Park
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Payment Protection
    Amenities & Details
    • Internet Access
    • Parking
    • Satellite TV
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    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 Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Overview This 8 bedroom villa is located at the Encore Club, situated less than 10 minutes to Walt Disney World, and offers exclusive amenities right on property including a waterpark and clubhouse with a fitness center as well as a bar and restaurant! Sleeping up to 16 people, EC180 has bedrooms...
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    Location Information
    Fern Park, Florida 34747
    Condo/Apartment - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    Fern Park
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Overview This 6 bedroom home, located at the Encore Club, is only about a 10 minute drive to Walt Disney World and their 4 amazing theme parks where you and your family can create magical memories that last a lifetime! The Encore Club also offers on property amenties such as a waterpark and...
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    Location Information
    Fern Park, Florida 34747
    Condo/Apartment - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Fern Park
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Payment Protection
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Overview This 6 bedroom villa is the perfect option for families wanting a memorable vacation in one of Orlando's prime location! The Encore Club is situated about 10 minutes from Walt Disney World and offers on site amenities such as a fabulous clubhouse with a bar and restuarant as well as an...
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    Location Information
    Fern Park, Florida 34747
    Condo/Apartment - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Longwood
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    • Balcony
    • Air Conditioning
    • Patio
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you need a beautiful vacation home away from home in centrally located Longwood, Florida between Disney World and Daytona Beach with a concierge service come stay with us. This 1200 Sq feet 2 bedroom 2 bathroom home is elegantly furnished down to the last detail. The living area host deluxe...
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    Location Information
    Longwood, Florida 32750
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Fern Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other traveler has booked this property
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Parking
    • Air Conditioning
    • DVD Player
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Start your Florida vacation out right at this 1-bedroom, 1-bathroom Fern Park vacation rental home. Enjoy the sparkling swimming pool, prime location, gas grill, wireless internet access, cable TV, screened porch, in-unit laundry machines, and more! Perfect for small families, couples, and close...
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    Location Information
    Fern Park, Florida 32730
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Winter Springs Flight and Weather Info
    Airports nearby (1)
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    MCO
    Orlando Intl Airport
    17.7 miles from Winter Springs
    Low airfares recently found by TripAdvisor travelers
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    72° 53°
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