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Vacation Rentals near Gilbert Field Airport

2073 US-92, Winter Haven, Florida 33881
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    Travelers to Winter Haven are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 18 Rentals in Winter Haven
    45 Min to Disney 15 Min to Legoland on chain of la1 / 19
    (2)Excellent
    3.7 miles from Gilbert Field Airport
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    4.3 miles from Gilbert Field Airport
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Lakeview Tiny Home by Legoland/Disney w/ boats!1 / 12
    (2)Average
    0.2 miles from Gilbert Field Airport
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Escape the Quarantine Mid Century Modern Tampa / Orlando- Pro Sanitized1 / 9
    (3)Excellent
    4.5 miles from Gilbert Field Airport
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
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    • Internet Access
    • Washer
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    Pet friendly
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    Smoking allowed
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    Location Information
    Winter Haven, Central Florida
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    3.2 miles from Gilbert Field Airport
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Villa Lake Lucerne, located just around 30 minutes from the Disney World Resort and 17 minutes from the LEGO-Land Resort. Just Relax! You will arrive to a brand new home recently built in August, 2018. Boasting 4 bedrooms, 2 full bathrooms, open great room great for the whole family and...
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    Winter Haven, Central Florida
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    5.5 miles from Gilbert Field Airport
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Winter Haven, Central Florida
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    FALL/WINTER SPECIAL RATES Mid-century Mod w/ Fireplaces - Downtown Near Legoland1 / 26
    (71)Very good
    3.1 miles from Gilbert Field Airport
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Winter Haven, Central Florida
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Back to School Special! Prime Location Lakefront Pool Home1 / 19
    (12)Excellent
    4.5 miles from Gilbert Field Airport
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Winter Haven, Central Florida
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    4.8 miles from Gilbert Field Airport
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    About this property
    Spacious lakefront double-wide home available for the 2017//2018 winter. 2 bedrooms, 2 baths, mud room with washer&dryer, den & Florida room, carport and large storage shed. Recently furnished and equipped. Large dining room and kitchen. Swiss Village Community, Winter Haven, 33881 Grande maison...
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    Winter Haven, Central Florida
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    3.8 miles from Gilbert Field Airport
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    About this property
    Entertainment is truly endless at this 3-bedroom, 2-bath Winter Haven vacation rental home. With 2 separate lakes less than a block away, Legoland just 4 miles away, and beautiful golf courses within just a few miles, this lovely home is truly perfect for the entire family. Spend an evening touring...
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    Winter Haven, Central Florida
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    6.5 miles from Gilbert Field Airport
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Winter Haven, Central Florida
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Lakefront property, with beach, boathouse, very large yard, pool, tons of room!!1 / 24
    (56)Excellent
    5.3 miles from Gilbert Field Airport
    6 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Internet Access
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    • Sauna
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Winter Haven, Central Florida
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 18
    College Students! Off Campus Life!1 / 15
    (2)Excellent
    7.0 miles from Gilbert Field Airport
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    • Shared Indoor Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Winter Haven, Central Florida
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    2.1 miles from Gilbert Field Airport
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Location Information
    Winter Haven, Central Florida
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Spectacular Waterfront Home in Winter Haven1 / 50
    (7)Excellent
    6.8 miles from Gilbert Field Airport
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Air Conditioning
    • Washer
    • Balcony
    • Parking
    • Terrace
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Winter Haven, Central Florida
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Low Cost Vacation/Holiday Home Near Golf Courses/Lakes, Nr Disney Orlando  and Tampa1 / 48
    (10)Excellent
    4.1 miles from Gilbert Field Airport
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
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    • Balcony
    • Grill
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 19, 2016
    We stayed in Auburndale for three weeks, because of my job. We enjoyed the neighborhood and the town, and in 40 minutes drive you can reach everything, from the Orlando's parks...
    Reviewed March 27, 2015
    Roy-We really enjoyed staying at your home in Auburndale. It was everything we wanted and more. House is fully equipped with everything you could possibly need, decorated...
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    About this property
    Much loved by Northern State Visitors and Canadians, this gated community home also attracts many Europeans wishing to sample a true American Lifestyle. Situated away from the noisy and impersonal hotels of the tourist areas, yet central to everything and with good communication roads to East and...
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    Location Information
    Auburndale, Central Florida
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Legoland/Disney Lakeview TINY HOUSE Boats included1 / 12
    (2)Average
    0.2 miles from Gilbert Field Airport
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
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    Pet friendly
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    Reviewed March 26, 2017
    The house was clean. But I was told it slept 4 and really it slept 2, it had a blow up mattress for one bed and a roll out chair for the other. I was disappointed in that. And...
    Reviewed March 25, 2017
    I was expecting a bit larger and better sleeping facilities. We jab a blowup mattress and a fold out chair on the floor. Just not what I expected. Really only slep 2 not 4.
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    About this property
    Welcome to the Little Lake Nest! A brand new, rustic-meets-modern Tiny House on beautiful Lake Fairview, located just two miles from downtown Orlando and a short drive to Orlando's World class Attractions! Featured on HGTV's Tiny House Hunters, our RV park will let you find out what Tiny Living is...
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    Location Information
    Orlando, Central Florida
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Winter Haven Home with Dock & Hot Tub!1 / 41
    (1)Excellent
    4.9 miles from Gilbert Field Airport
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your lakeside paradise awaits at this 4-bedroom, 3-bath Winter Haven vacation rental home, perfect for 12! The home features luxury amenities, including a 26-foot dock, swimming pool, hot tub, gazebo bar, and game room! Spend each day water skiing on Lake Lulu, toasting cocktails on the dock bar,...
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    Location Information
    Eloise, Central Florida
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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