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Longboat Key: Vacation Rental By Owner

Search result 1 to 20 Of 431
  • Property-1 Image 1
    Condo $434 / Nightly
    • 2Bed
    • 2Baths
    • (10) Wonderful
    Longboat Key, FL

    Located beach front, on beautiful Longboat Key, Sea Grape Inn is a boutique-style resort offering all the amenities for a perfect beach getaway. Completely... ...more

  • Property-2 Image 1
    Condo Select Dates for Price
    • 2Bed
    • 2Baths
    Longboat Key, FL

    Enjoy expansive views of the Downtown Sarasota skyline and the Sarasota Bay from the 10th floor of this Islander Club condo. The Islander Club is located right on... ...more

  • Property-3 Image 1
    House Select Dates for Price
    • 3Bed
    • 2Baths
    Longboat Key, FL

    This 3 bedroom, 2 bath vacation home includes all the appointments for a laid back, comfortable Florida vacation. Spend your days lounging in the pool, fishing,... ...more

  • Property-4 Image 1
    Condo Select Dates for Price
    • 3Bed
    • 2Baths
    Longboat Key, FL

    3 bedroom, 2 bath second floor condo end unit, overlooking Sarasota Bay and the intercoastal waterway.  The master bedroom has breathtaking views of the Longboat... ...more

  • Property-5 Image 1
    Condo Select Dates for Price
    • 2Bed
    • 2Baths
    Longboat Key, FL

    Enjoy gorgeous Sarasota Bay views from this beautiful 2 bedroom, 2 bath condo located in Bay Harbour on the south end of Longboat Key. This recently updated open... ...more

  • Property-6 Image 1
    Condo Select Dates for Price
    • 2Bed
    • 3Baths
    Longboat Key, FL

    Luxury property located directly on Longboat Key Beach. Bask in the breathtaking sunsets from the wraparound terrace of this exquisite 2 bedroom, 2.5 bath condo... ...more

  • Property-7 Image 1
    Condo Select Dates for Price
    • 2Bed
    • 2Baths
    Longboat Key, FL

    Located in the highly sought after Beachplace on Longboat Key, this beautiful 2 bedroom, 2 bath condo is located on the top floor in Building 3. The master... ...more

  • Property-8 Image 1
    Condo Select Dates for Price
    • 2Bed
    • 2Baths
    • (1) Exceptional
    Longboat Key, FL

    Located on the 1st floor in building 3, this 2 bedroom, 2 bath walk out condo is absolutely stunning, newly renovated and decorated! With a nice view of the beach... ...more

  • Property-9 Image 1
    Condo Select Dates for Price
    • 2Bed
    • 2Baths
    Longboat Key, FL

    Located behind the secure gates of the Longboat Key Club, this two bedroom two bath has been elegantly updated and comes turnkey furnished. The master suite... ...more

  • Property-10 Image 1
    Condo Select Dates for Price
    • 2Bed
    • 2Baths
    Longboat Key, FL

    RVA invites you to experience the intimacy and warmth of northern Longboat Key at Whitney Beach. Located on the pristine Longboat Key beach, this first floor unit... ...more

  • Property-11 Image 1
    House Select Dates for Price
    • 3Bed
    • 3Baths
    • (2) Excellent
    Longboat Key, FL

    Welcome to Waterside Home - a blue, stilted home on residential Norton Street. This quiet neighborhood on the northern-end of the island of Longboat Key is known... ...more

  • Property-12 Image 1
    Condo Select Dates for Price
    • 3Bed
    • 3Baths
    • (2) Excellent
    Longboat Key, FL

    Resort Vacation Accommodations welcomes you to Villas of Avignon - where you can enjoy a secluded beach, heated community pool, private balconies, community hot... ...more

  • Property-13 Image 1
    Condo Select Dates for Price
    • 2Bed
    • 2Baths
    • (1)
    Longboat Key, FL

    RVA welcomes you to Villas of Avignon - where you can enjoy a secluded beach, heated community pool, private balconies and secure access. This eight unit complex... ...more

  • Property-14 Image 1
    House Select Dates for Price
    • 2Bed
    • 2Baths
    • (2) Exceptional
    Longboat Key, FL

    RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium complex. New designs were created using... ...more

  • Property-15 Image 1
    House Select Dates for Price
    • 1Bed
    • 1Baths
    Longboat Key, FL

    RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium complex. New designs were created using... ...more

  • Property-16 Image 1
    Condo Select Dates for Price
    • 2Bed
    • 2Baths
    Longboat Key, FL

    RVA asks that you imagine the wonderful sunsets you can capture right from your own balcony at The Shore. Located directly on the shore of the Gulf of Mexico, you... ...more

  • Property-17 Image 1
    House Select Dates for Price
    • 3Bed
    • 3Baths
    • (1) Exceptional
    Longboat Key, FL

    RVA offers island living at Seaside Paradise. This charming 3-bedroom, 2.5-bathroom vacation home sits directly on the Gulf of Mexico waters and encompasses all... ...more

  • Property-18 Image 1
    Condo Select Dates for Price
    • 2Bed
    • 2Baths
    Longboat Key, FL

    Enjoy Gulf front living and beautiful sunsets courtesy of Sunset Beach and RVA. Located on relaxing Longboat Key, Sunset Beach offers two-bedrooms, two-bathrooms... ...more

  • Property-19 Image 1
    Condo Select Dates for Price
    • 1Bed
    • 1Baths
    • (7) Very Good
    Longboat Key, FL

    RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger Resort. The Outrigger grounds offer... ...more

  • Property-20 Image 1
    Condo Select Dates for Price
    • 1Bed
    • 1Baths
    Longboat Key, FL

    RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger Resort. The Outrigger grounds offer... ...more

Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Longboat Key. Many accommodations in Longboat Key provide "Non Smoking Only", there are 18, or there are 18 of Vacation Rentals in Longboat Key with a "Children Welcome", there are also 16 with "Fishing", which is another great reason to visit Longboat Key.

We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in Longboat Key. The most expensive month of the next 12 months is in January, where prices hit an average of $63 a night. In December, prices will hit an average low of $59 per night.