Longwood: Vacation Rental By Owner

  • Property-1 Image 1
    House Select Dates for Price
    • 5Bed
    • 5Baths
    • (72) Excellent
    Longwood, FL

    This wonderful lake front property gives you access to nature trails, spring water lakes and canoe creeks. It's a gorgeous 4 bedrooms 3.5 bathrooms property. A... ...more

  • Property-2 Image 1
    Apartment $160 / Nightly
    • 1Baths
    • (17) Excellent
    Longwood, FL

    The Sunshine State awaits you at this 1-bath Longwood vacation rental studio with a courtyard! Built in the 1970s, this home maintains its charm while offering... ...more

  • Property-3 Image 1
    House Select Dates for Price
    • 5Bed
    • 5Baths
    • (16) Very Good
    Longwood, FL

    Enjoy the best of Orlando with the entire family at this 5-bedroom, 4.5-bath Longwood vacation rental. It offers all the essentials for an easy vacation, like a... ...more

  • Property-4 Image 1
    House $263 / Nightly
    • 4Bed
    • 2Baths
    • (13)
    Longwood, FL

    Enjoy an oasis of quiet, comfortable Florida living at this 4-bedroom, 2-bathroom vacation rental house in Longwood! Whether it’s business or pleasure that brings... ...more

  • Property-5 Image 1
    House $319 / Nightly
    • 3Bed
    • 2Baths
    • (14)
    Longwood, FL

    Treat your family to an unforgettable Florida retreat in Longwood at this fantastic 3-bedroom, 2-bathroom vacation rental home! With 2,600 square feet to kick... ...more

  • Property-6 Image 1
    House $634 / Nightly
    • 3Bed
    • 3Baths
    Longwood, FL

    This luxurious home is gorgeous, inside and out, and is part of a beautiful, safe and private community. The home, with high ceilings and sophisticated detail,... ...more

  • Property-7 Image 1
    Bed & Breakfast $124 / Nightly
    • 2Bed
    • 1Baths
    • (6) Excellent
    Longwood, FL

    Relax in a secluded home with several amenities. Our home is about 10 minutes away from the major highway with easy access to the beaches or the theme parks.... ...more

  • Property-8 Image 1
    House Select Dates for Price
    • 4Bed
    • 3Baths
    Longwood, FL

    Enjoy an acre of Landscaped backyard Paradise with the most diverse and enjoyable outdoor living in central florida. It's uniquely designed ammenities include its... ...more

  • Property-9 Image 1
    House $280 / Nightly
    • 5Bed
    • 4Baths
    • (7) Wonderful
    Longwood, FL

    My place is close to Malls, Parks, 20 minutes to downtown Orlando, 15 minutes to Sanford International Airport. You’ll love my place because of the coziness, new... ...more

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We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in Longwood. The most expensive month of the next 12 months is in July, where prices hit an average of $229 a night. In June, prices will hit an average low of $124 per night.