Longboat Key: Vacation Rental By Owner

Showing 20 Of 317 Vacation Rentals
  • Property-1 Image 1
    House Select Dates for Price
    • 4 Bed
    • 4 Baths
    • (19)
    Longboat Key, FL

    We have a private laneway to our own piece of secluded longboat key beach. ENJOY YOUR OWN LBK "ISLAND RETREAT", INSTEAD OF SHARING HOTEL ROOMS OR CRAMPED... ...more

  • Property-2 Image 1
    Condo $184 / Nightly
    • 2 Bed
    • 2 Baths
    • (1) Exceptional
    Longboat Key, FL

    Magnificent direct Gulf front property on Longboat Key. The condo has been updated from furniture and furnishings to paint and décor. Tastefully presented, this... ...more

  • Property-3 Image 1
    Condo $419 / Nightly
    • 2 Bed
    • 3 Baths
    • (16) Wonderful
    Longboat Key, FL

    Kick your shoes off, put on a pair of flip-flops and walk down to the bay during your stay at this Longboat Key 2-bedroom, 2.5-bath vacation rental! The condo is... ...more

  • Property-4 Image 1
    Condo Select Dates for Price
    • 2 Bed
    • 2 Baths
    • (17)
    Longboat Key, FL

    West coast fall weather has been perfect, set to be more perfect with low fall rates. Two weeks for price of one in September! Unplug from the work setting to... ...more

  • Property-5 Image 1
    Condo $351 / Nightly
    • 2 Bed
    • 2 Baths
    • (45) Wonderful
    Longboat Key, FL

    Hi everybody, we are back open but, unfortunately, our County has restricted bookings such that persons who are coming from several areas of our great country are... ...more

  • Property-6 Image 1
    Townhome $209 / Nightly
    • 2 Bed
    • 3 Baths
    • (12) Excellent
    Longboat Key, FL

    Spacious, bright bay side pet-friendly town home with partial bay view and lush tropical landscaping! Unit has full kitchen, 2 large bedrooms and 2 1/2 baths.... ...more

  • Property-7 Image 1
    Condo $95 / Nightly
    • 1 Bed
    • 1 Baths
    • (1) Exceptional
    Longboat Key, FL

    Bright, airy and large (990 square feet), 1 bed/1 bath condo in the beautifully landscaped Whitney Beach complex. The condo sleeps five having a king bed in the... ...more

  • Property-8 Image 1
    House $386 / Nightly
    • 2 Bed
    • 2 Baths
    Longboat Key, FL

    This 2 bedroom home with a split floor plan works beautifully to accommodate your family's vacation. You walk into a well equipped kitchen with new stainless... ...more

  • Property-9 Image 1
    House Select Dates for Price
    • 4 Bed
    • 4 Baths
    • (57) Wonderful
    Longboat Key, FL

    This exclusive beach house is located on the waters edge, directly on the Gulf of Mexico on prestigious Longboat Key. When you step onto the rear deck, you walk... ...more

  • Property-10 Image 1
    Townhome Select Dates for Price
    • 2 Bed
    • 3 Baths
    • (6) Very Good
    Longboat Key, FL

    CEDARS EAST #533 BAYSIDE TENNIS RESORT VACATION RENTAL CLOSE POOL AND BEACH Plan your next vacation or seasonal rental in this spacious 2 Bed, 2 1/2 Bath... ...more

  • Property-11 Image 1
    Condo Select Dates for Price
    • 2 Bed
    • 2 Baths
    • (1) Exceptional
    Longboat Key, FL

    BEACHSIDE CONDO RENTAL. Pack your smile and your bathing suit. Club Longboat has everything else. Life is good with direct access to the sugar-white sand beach... ...more

  • Property-12 Image 1
    Condo Select Dates for Price
    • 2 Bed
    • 2 Baths
    • (13)
    Longboat Key, FL

    2 BED/2 BATH GROUND FLOOR BEACHFRONT CONDO ON THE GULF OF MEXICO Completely updated unit with Gulf front views, walk right onto the beach! New furnishings in... ...more

  • Property-13 Image 1
    Apartment Select Dates for Price
    • 1 Bed
    • 1 Baths
    • (23)
    Longboat Key , FL

    1 bedroom, 1 bath unit upstairs, directly overlooking the Gulf of Mexico. Enjoy the screened in Porch and watch the beautiful Gulf Sunsets. the views from the... ...more

  • Property-14 Image 1
    House $370 / Nightly
    • 2 Bed
    • 2 Baths
    • (6) Very Good
    Longboat Key, FL

    This 2 bedroom home with a split floor plan works beautifully to accommodate your family's vacation. You walk into a well equipped kitchen with new stainless... ...more

  • Property-15 Image 1
    Condo $296 / Nightly
    • 2 Bed
    • 2 Baths
    • (1) Exceptional
    Longboat Key, FL

    You can’t get closer to a private beach without the beach front price tag! Longboat has monthly rentals but will rent for less , and block the time , please... ...more

  • Property-16 Image 1
    House $303 / Nightly
    • 3 Bed
    • 2 Baths
    • (3)
    Longboat Key, FL

    This is a spacious house, located in Halyard Lane on Longboat Key, close to St. Armands Circle (3 miles) and private beach (0.5 miles). With 3 bedrooms, 2... ...more

  • Property-17 Image 1
    Apartment $128 / Nightly
    • 1 Bed
    • 1 Baths
    Longboat Key, FL

    Tranquility and rejuvenation is what you will find renting this apartment. This is an apartment, located on Longboat Key, between the bay and white sand beaches.... ...more

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

    A rare, short-term, rental opportunity at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes turnkey furnished and equipped with... ...more

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

    Experience spectacular views from this beautifully appointed and well located Gulf view (Close to Gulf front) unit. Updated in 2010 with new bathroom cabinets... ...more

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

    Master bedroom has king size bed and full bath. Second bedroom has twin beds with full bath. Extremely well equipped kitchen. Beautifully decorated rooms in... ...more

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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 July, where prices hit an average of $142 a night. In June, prices will hit an average low of $193 per night.