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Condos and Beach Rentals in Longboat Key, FL

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    Travelers to Longboat Key are booking April dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 11
    5 of 5 bubbles (6) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    5 of 5 bubbles (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    4.5 of 5 bubbles (3) Very good
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    1 / 7
    5 of 5 bubbles (12) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    You'll love the quiet and privacy that a small beachfront complex offers. Recently updated interiors all have direct access to the beach and full gulf views . There are only 4 units here in a residential area. One block to the grocery and the trolley stops right in front to take you to St Armands... View all property information
    Location Information
    Longboat Key, Florida 34228
    5 of 5 bubbles Reviewed December 10, 2016
    Beautiful view, great accommodations. Wonderful hosts. Couldn't ask for better. The place was very clean and well furnished with everything needed for a 2 week stay (except...
    5 of 5 bubbles Reviewed August 17, 2016
    My husband and I really enjoyed our stay. The place really felt like home. It was cozy, comfortable and clean. We especially loved the beach being steps away from the back door as...
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    1 / 7
    5 of 5 bubbles (9) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Peaceful and quiet spot on the beach. Your one bedroom vacation home has a private beachfront patio and direct gulf views from the patio, lanai, and bedroom. A full kitchen so you can enjoy meals at sunset instead of fighting the crowd at restaurants. Las Hermanas is just one block from our... View all property information
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    Longboat Key, Florida 34228
    5 of 5 bubbles Reviewed February 3, 2016
    This was an exceptional find for us. The unit was very clean, and every attempt was made to make sure we were comfortable. We enjoyed our "home away from home" and will be...
    5 of 5 bubbles Reviewed December 20, 2015
    If you are looking for peace and QUIET DIRECTLY on the beach this is the place. We love traveling with all our stuff in the car and being able to have a kitchen. We found our "go...
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    1 / 6
    5 of 5 bubbles (4) Excellent
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
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    About this property
    This is a gulf front studio apartment right on the beach! Sound of the surf will lull you to sleep at night. You'll love the quiet and privacy that a small beachfront complex offers. Recently updated interiors all have direct access to the beach and full gulf views . There are only 4 units here... View all property information
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    Longboat Key, Florida 34228
    5 of 5 bubbles Reviewed September 12, 2016
    We love the place,was very clean.Had all the amenities.Loved having the beach at our doorstep.We will definitely come back.
    5 of 5 bubbles Reviewed August 15, 2016
    Our first time to Longboat Key & it won't be our last!! The gulf is beautiful & coming from NC & trips to the Atlantic we are sold on the gulf coast beaches. Couldn't say enough...
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    1 / 18
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    A lovely pet and family friendly private home, located on a private deep water canal with direct access to Sarasota Bay and only a short walk (200 meters) away from the quiet white sand beach perfect for morning beach-combing and end of day amazing golden sunsets. Located in the prestigious yet... View all property information
    Location Information
    Longboat Key, Florida 34228
    5 of 5 bubbles Reviewed August 10, 2015
    What a Villa, one of the best I have had the pleasure of staying in during my 15th visit to Florida. Many mod cons, some a little too modern for me, so that's where your teenage...
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    1 / 18
    4 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Sarasota Bay front house with unobstructed, beautiful, wide water views. Large, two story house has everything you need for your island getaway. House is furnished, updated and has a deeded beach access. Enjoy your oversized private pool, fishing pier, walk across the street to white sand Gulf... View all property information
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    Longboat Key, Florida 34228
    1 / 6
    Studio, 2 Bathrooms, Sleeps 5 | Quick View
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    18B - Second Floor Courtyard. Sleeps 5 persons Maximum (Fold out Sleeper Chair). Extended Living Room (18x20). 50 Inch Flat Screen TV in Living Room. Master Bedroom has King Size Bed. 31 Inch Flat Screen TV. Shower in Master Bathroom. Guest Bedroom has two Twin Beds.20 Inch Flat Screen TV. Shower... View all property information
    Location Information
    Longboat Key, Florida 34228 2196
    1 / 28
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beach Castle Resort BC9 - Condo 2 Bedroom/ 2 Bath on Longboat Key , maximum occupancy of 6 people. Offering a beautiful view of the gulf, but more economical than the other Gulffront condominiums at the Beach Castle Resort, the owners have spared no expense in renovating this condo.BEautifully... View all property information
    Location Information
    Longboat Key, Florida
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    1 / 31
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Please note these Check-in Day Requirements for this property: Feb 18 - Apr 19 : Saturday check-in required, Saturday check-out required. Located between the nearby sandy white beaches and Sarasota Bay, enjoy plentiful water sports, fishing and relaxation. Paradise Cottage is a lovely vacation... View all property information
    Location Information
    Longboat Key, Florida 34228
    5 of 5 bubbles Reviewed December 9, 2016
    My husband and I, along with two other couples, just spent the most relaxing five days at Paradise Cottage. The name suits the house well. It was great. The house is very clean...
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    1 / 24
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Beautifully updated 2 bedroom, 2 bath Fairway Bay condo in double gated Bay Isles on South Longboat Key. Sweeping views of Sarasota Bay with downtown Sarasota in the distance from this 3rd floor unit with elevator. Fairway Bay has two heated pools, gym, tennis courts and access to the private,... View all property information
    Location Information
    Longboat Key, Florida 34228
    5 of 5 bubbles Reviewed November 30, 2016
    We enjoyed our stay in the condo . a beautiful condo . wonderful location . recommend this condo when staying at Longboat Key.
    5 of 5 bubbles Reviewed November 30, 2016
    A very nice condo . newly renovated . everything you need for your stay in Sarasota. Wonderful location . close to the beach . St. Armand’s Circle and Sarasota Downtown. Highly...
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    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Wi-Fi
    • Porch
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    About this property
    Designer's hidden home: walk to Florida's best secluded beaches. Longboat Key is a tropical paradise. Just bring your yacht, golf clubs, tennis rackets and relax. Wi-Fi & TV Our Venetian Villa is nestled on the placid Longboat Key. With a short drive from the airport, Ringling Museum, St.... View all property information
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    Longboat Key, Florida 34228
    1 / 8
    3 of 5 bubbles (1) Average
    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    6E - Ground Floor Gulf front. Sleeps 4 Persons Maximum. 8x18 Open Patio. Extended Living Room 18x20 46 Inch Flat Screen TV in Living Room. Master Bedroom has Queen Size Bed. 32 Inch Flat Screen TV. Shower in Master Bathroom. Flooring: Tile Throughout. Additional amenities include: bed size guest... View all property information
    Location Information
    Longboat Key, Florida 34228
    3 of 5 bubbles Reviewed 3 weeks ago
    I've stayed at Casa Del Mar 7 times in the last 20 years. CDM is a very nice, family-oriented resort. The grounds, heated pool, beach area, and staff are always first rate. Some...
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    1 / 24
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Spacious, bright Bayside PET-FRIENDLY town home with partial Bay view and lush tropical landscaping. Unit has Full Kitchen, 2 LARGE BEDROOMS and 2 1/2 BATHS. Enjoy the fishing pier, large pool, tiki bar/restaurant. Come enjoy our Tropical Paradise! First level is extended parking garage. Second... View all property information
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    Longboat Key, Florida 34228
    1 / 27
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    Studio unit with King bed, sofa sleeper, and full kitchen 'stove top only, no oven' This beachfront resort is set on beautiful white sand beaches that meet the sparkling, turquoise waters of the Gulf of Mexico. This is the perfect location for catching the warm Florida sun, swimming, or walking the... View all property information
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    Longboat Key, Florida 34228
    1 / 30
    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    Seascape 103 - Condo 3 Bedroom/ 2 Bath on Longboat Key , maximum occupancy of 4 people. You'll enjoy the feel of an old-fashioned Florida beach vacation in this quiet, secluded 8-unit complex nestled on the shores of the Gulf of Mexico at the north end of Longboat Key. This is the definition of... View all property information
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    Longboat Key, Florida 34228
    1 / 28
    3 of 5 bubbles (1) Average
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    Beach Castle Resort BC6 - Condo 2 Bedroom/ 2 Bath on Longboat Key , maximum occupancy of 6 people. Beautiful Gulf View unit, all updated. Screened in lanai overlooking the gulf - wake up, take your coffee/tea and gaze out over the pristine waters of the gulf. Awaken each morning to the view from... View all property information
    Location Information
    Longboat Key, Florida
    3 of 5 bubbles Reviewed May 9, 2016
    Stayed in unit 6 of at Beach Castle Resort the week of 4th of July. It was a last minute vacation opportunity and this was one of a very few units available on Longboat Key. We...
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    1 / 29
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    637 Norton - Private canal home 4 Bedroom/ 3.5 Bath with private pool, maximum occupancy of 8 people. Live the Florida lifestyle in this beautiful, comfortable 4 bedroom, 3 bath private home located in the Sleepy Lagoon on the quaint end of Longboat key. This home sleeps 8 people. Offering a... View all property information
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    Longboat Key, Florida
    1 / 24
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    2 bedroom deluxe unit with King bed, sofa sleeper, and full kitchen This beachfront resort is set on beautiful white sand beaches that meet the sparkling, turquoise waters of the Gulf of Mexico. This is the perfect location for catching the warm Florida sun, swimming, or walking the beach. Plenty... View all property information
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    Longboat Key, Florida 34228
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    1 / 37
    5 of 5 bubbles (12) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Escape to Paradise with Incredible Sunsets and Balmy Breezes direct on the Gulf of Mexico with its beautiful White Sand Beaches stretching for miles. Private and very quiet, and features two bedrooms with a king size bed in the master suite and a queen size bed in the second bedroom, two full... View all property information
    Location Information
    Longboat Key, Florida 34228
    5 of 5 bubbles Reviewed July 3, 2014
    The location and view from the condo was outstanding. The condo came equipped with everything we needed. Easy access to gulf from back porch. Publix was close by to pick up a few...
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    1 / 8
    3 of 5 bubbles (1) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Comfortable Turn-Key Tropical Home is just a two-minute walk to the private sandy white beaches and dazzling blue waters of North Longboat Key. There is ten miles of sidewalks for your enjoyment to bike, jog, or walk as well as direct access from your backyard to Durante Park, a gorgeous Nature... View all property information
    Location Information
    Longboat Key, Florida 34228
    3 of 5 bubbles Reviewed September 9, 2016
    Located on it's own in very quiet area we did not feel safe as no other people about. House was not as clean as it should have been lots of bugs etc. well equipped, not as near to...
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    1 / 6
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Beautifully furnished 1 bedroom/1 bath condo overlooking the Gulf of Mexico. Stroll for miles on the white sandy beaches of Beautiful Longboat Key or just relax and enjoy the sunsets View all property information
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    Longboat Key, Florida 34228
    1 / 13
    3.5 of 5 bubbles (3) Average
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Pet friendly, Unique Bungalow Canal Home on the North End of Longboat Key. Unique Bungalow Canal Home on the North End of Longboat Key. QUICK WALK TO THE BEACH ! If you have been putting off writing the next great American novel due to the lack of a peaceful setting then this quaint canal home... View all property information
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    Longboat Key, Florida 34228
    1 / 8
    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    19B - Second Floor Courtyard. Sleeps 4 People Maximum. Extended Living Room 8x18. 42 Inch Flat Screen TV in Living Room. Master Bedroom has King Size Bed. 32 Inch Flat Screen TV. Shower in Master Bathroom.Guest Bedroom has 2 Twin Beds. 21 Inch Flat Screen TV. Shower in Hall Bathroom. Flooring:Tile... View all property information
    Location Information
    Longboat Key, Florida 34228 2196
    1 / 10
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    22F - Second Floor Courtyard. Sleeps 6 Persons Maximum (Sleeper Sofa). Extended Living Room 18x20 36 Inch Flat Screen TV. King Bed in Master Bedroom. 24 Inch Flat Screen TV. Shower in Master Bathroom Guest Bedroom has 2 Twin Beds. Bathtub in Hall Bathroom. Flooring: Carpet in Livng Room and... View all property information
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    Longboat Key, Florida 34228
    1 / 13
    4.5 of 5 bubbles (57) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    ++++++Rated " EXCELLENT" digital badge on TripAdvisor and FlipKey++++++. This exclusive award recognizes outstanding vacation rentals based on reviews of past year so you can rent with confidence. TOP 5 REASONS TO VACATION AT THE... View all property information
    Location Information
    Longboat Key, Florida 34228
    5 of 5 bubbles Reviewed 6 days ago
    We stayed in this lovely home in Holmes Beach for a month with another couple. It was immaculately clean and beautifully appointed. Furnishings were tastefully selected with a...
    5 of 5 bubbles Reviewed January 22, 2017
    Home was clean and spacious, kitchen was well-equipped, kids had their own room and the resort was close to restaurants and the beach AND the weather in January was awesome, 75-80...
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    1 / 8
    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    6A - Ground Floor Gulf Front. Sleeps 4 persons Maximum. Living Room 18x20 with a 50 Inch Flat Screen TV. Master Bedroom has King Size Bed with 32 Inch Flat Screen TV. Guest Bedroom has Twin Beds with a 20 Inch Flat Screen TV. One Bathroom has a tub, One has a shower. Tile floor throughout.... View all property information
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    Longboat Key, Florida 34228 2196
    1 / 9
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    15A - Second Floor Gulf Front. Sleeps 6 Persons Maximum (Sleeper Sofa). Extended Living Room 18x20. 42 Inch Flat Screen TV in Living Room. Master Bedroom has King Size Bed. 32 Inch Flat Screen TV.Shower in Master Bathroom. Guest Bedroom has Sleeper Sofa. 22 Inch Flat Screen TV. Bathtub in Hall... View all property information
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    Longboat Key, Florida 34228 2196
    1 / 11
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    20F - Second Floor Courtyard. Sleeps 4 Persons Maximum. Extended Living Room 18x20. 42 Inch Flat Screen TV. Master Bedroom has King Size Bed. 23 Inch Flat Screen TV. Shower in Master Bathroom. Guest Bedroom has 2 Twin Beds. Bathtub in Hall Bathoom. Flooring: Laminated Wood in Living Room, Carpet in... View all property information
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    Longboat Key, Florida 34228
    1 / 12
    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    14E - Second Floor Gulf Front. Sleeps 4 Persons Maximum. Standard Size Living Room 12x18 Flat Screen TV in Living Room. Master Bedroom has King Size Bed. 32 Inch Flat Screen TV. Shower in Master Bathroom. Guest Bedroom has 2 Twin Beds. 16 Inch Flat Screen TV. Shower in Hall Bathroom. Flooring: Tile... View all property information
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    Longboat Key, Florida 34228
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Private Yard
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    Secluded 2-bedroom private home with open floor plan including living room, dining area and well-equipped kitchen. Screened in lanai facing canal, gardens and active wildlife. One king bedded room and one queen bedded room with abundant closet space. Two newly renovated baths, washer/dryer,... View all property information
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    Longboat Key, Florida 34228
    1 / 18
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    The Outrigger Resort is a quaint 10 unit complex. This unit is equipted with very comfortable furniture and all your needed appliances and accessories. Included in the kitchen is stove, refrigerator, toaster, coffee pot, etc., including all necessary utensils. The unit is designed with front... View all property information
    Location Information
    Longboat Key, Florida 34228
    4 of 5 bubbles Reviewed May 9, 2016
    We needed three rooms with three bathrooms. There was one couple with a toddler, one couple and one adult. The unit was clean and spacious. The kitchen could have been better...
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    1 / 18
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Spacious 2 Bedroom (King in MBR and Queen in Guest BR) and 2 bath unit with Gulf View (North side) - watch sunset go down over the Gulf. Well decorated and furnished with a screened in lanai. Walk out to pool, hot tub, Har-Tru tennis and Gulf. 2 month minimum rental. Gym on site. 1 mile walking... View all property information
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    Longboat Key, Florida 34228
    1 / 15
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Children's Pool
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    • Pet-friendly
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    About this property
    Please note that the minimum stay is one month beginning on the first day of a month and ending on the last day. For rentals including February or March, the minimum stay is three months. This is the largest two bedroom apartment in the Beachplace condo complex and is located on the top floor... View all property information
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    Longboat Key, Florida 34228
    5 of 5 bubbles Reviewed September 25, 2016
    Thank you Melissa and Peter for handling a difficult situation. Our reservation which was made Feb. 2016 was changed 6 days before our arrival in Sept. due to some repair work on...
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    1 / 23
    2 Bedrooms, Sleeps 10 | Quick View
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    • x
    About this property
    Enjoy a relaxing getaway in our exclusive Zilli Villa. This tranquil two bedroom gem is perfect for a romantic honeymoon, family vacation or a restful week long retreat. It is a fabulous home one of a kind. There is nothing like Long Boat on the Gulf other than Naples. Spread the Word Zilli... View all property information
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    Longboat Key, Florida 34228
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Terrace
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    • x
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    This newly built waterfront home will take you to another place and time. Tucked away in native tropical vegetation perched on the Bays edge looking out to Longboat Pass, this home is the perfect retreat for a couple or small group. Modern, open floorpan with a Scandinavian feel boasts hardwood... View all property information
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    Longboat Key, Florida 34228
    1 / 22
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    One bedroom unit with King bed, sofa sleeper, and full kitchen This beachfront resort is set on beautiful white sand beaches that meet the gorgeous turquoise waters of the Gulf of Mexico. Sun, swim, walk the shoreline on this one of a kind beach with sand that is soft it will soothe your feet.... View all property information
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    Longboat Key, Florida 34228
    1 / 10
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    15D - Second Floor Courtyard View. Sleeps 6 Persons Maximum (Sleeper Sofa). Extended Living Room 18 x20. 32 Inch Flat Screen TV in Living Room. Queen Size Bed in Master Bedroom. 26 Inch Flat Screen TV Shower in Master Bathroom. Guest Bedroom has 2 Twin Beds. Bathtub in Hall Bathroom. Flooring:... View all property information
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    Longboat Key, Florida 34228
    1 / 9
    4.5 of 5 bubbles (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Beautiful 2 bedroom condo for rent by owner on Sand Cay beach. Perfect for families, this vacation rental features flat screen TV's in every room, fine furnishings and everything you need to have an amazing vacation. Please read our reviews, you won't be dissapointed! The condo is unit 208 at the... View all property information
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    Longboat Key, Florida 34228
    4 of 5 bubbles Reviewed June 29, 2015
    I had to go to a work-related meeting in nearby Parrish, FL so I decided to rent a beach condo for a few days in order to mix work with leisure. I was traveling with my spouse...
    5 of 5 bubbles Reviewed May 2, 2014
    We three enjoyed four days in late April. Kitchen has every spatula know to mankind, among other tools. Balcony table nicely shaded in the afternoon with sun lounger out in the...
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    1 / 9
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    9E - Second Floor Gulf Front. Sleeps 6 Persons Maximum with (Upstairs Loft). Extended Living Room 18x20 Flat Screen TV in Living Room. Master Bedroom has King Size Bed. Flat Screen TV. Shower in Master Bathroom. Guest Bedroom has Queen Bed. Flat Screen TV. Upstairs Loft has 2 Twin Beds. Flat Screen... View all property information
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    Longboat Key, Florida 34228
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Paradise is not lost. Beachplace is a private gated Gulf front community with 24 hour security located on the famous Longboat Key. Being steps away from the longest stretch of private beach on Longboat Key and 30 acres of manicured grounds makes Beachplace one of the island’s most beautiful Gulf... View all property information
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    Longboat Key, Florida 34228
    1 / 24
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
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    Studio unit with King bed, sofa sleeper, and full kitchen 'stove top only, no oven' This beachfront resort is set on beautiful white sand beaches that meet the beautiful turquoise waters of the Gulf of Mexico. Resort with golf courses, 6 restaurants, tennis courts, spa, and deep water marina. Rate... View all property information
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    Longboat Key, Florida 34228
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    VRBO Welcomes you to a unique eight unit condominium. Nestled on Longboat Keys finest beach. Gulf Front offers an intimate villa ambience by combining privacy with luxuries of condminium living. Relax in this totally renovated 2 bedroom 2 Bath condo.Wake up and enjoy your breakfast on your... View all property information
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    Longboat Key, Florida 34228
    1 / 9
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    21F - Second Floor Courtyard. Sleeps 6 Persons Maximum (Sleeper Sofa). Extended Living Room 18x20 Flat Screen TV in Living Room. Master Bedroom has King Size Bed. Flat Screen TV. Shower in Master Bathroom. Guest Bedroom has 2 Twin Beds. Flat Screen TV. Bathtub in Hall Bedroom. Flooring:Tile... View all property information
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    Longboat Key, Florida 34228
    1 / 20
    4.5 of 5 bubbles (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    The perfect island getaway, located on the southern tip of Longboat Key with a beautiful beach and pool area. This deluxe unit features approximately 1700 square feet with a 52' long, open beachfront lanai. The views cannot be beat! The beach is great and the pool and hot tub inviting too! The... View all property information
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    Longboat Key, Florida 34228
    1 / 25
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    LOCATION, LOCATION, LOCATION! Beautiful view of Sarasota Bay with private beach access just across the street. Newly renovated open kitchen and breakfast bar with seating for three, upgraded stainless appliances, and quartz countertops. Entire unit is freshly painted and immaculate with new tile... View all property information
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    Longboat Key, Florida 34228
    1 / 28
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Housekeeping...
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    • x
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    • x
    About this property
    The quiet, pristine, white sand beaches of north Longboat Key await you at Silver Sands, a small, friendly AAA 3-Diamond resort set among tropical gardens on a sugar sand beach with panoramic views of the Gulf's turquoise waters. You'll find the on-site management friendly and... View all property information
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    Longboat Key, Florida 34228
    1 / 26
    5 of 5 bubbles (5) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
    • Ocean Views
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Beautifully decorated one bedroom condo directly on the beach. New kitchen with granite counter tops, and a 47in flat screen TV. Watch the sunset from your living room or porch, the sand is only 20 feet from your front door. Contact owner before booking View all property information
    Location Information
    Longboat Key, Florida 33312
    5 of 5 bubbles Reviewed April 16, 2016
    We were so excited to have such a beautiful, clean and well equipped suite. Kim has done such a great job. The gorgeous quiet beach was fantastic and the view was fabulous. We...
    4 of 5 bubbles Reviewed May 6, 2014
    Stayed there for a week and found it close to perfect. Waking up in the morning and being blessed with dolphins swimming about 10 yards from the beach is bril! If you are...
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    1 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Multi-level 4 bed/3 bath home w/elevator just a short walk to the beach NOW AVAILABLE DUE TO CANCELLATION! We have reduced our seasonal rate on this property by $2000 so if you are still looking for a March 2017 rental....this is a real deal! If you are looking for a spacious home that provides a... View all property information
    Location Information
    Longboat Key, Florida 34228
    Longboat Key Flight and Weather Info
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    Beachfront condos and bayside villas – your vacation rental on Longboat Key

    Imagine overlooking Sarasota Bay and relaxing in your own villa pool garden … or enjoying crimson sunsets from your Gulf front family vacation condo. Beach and bay rental homes deliver the best of all worlds with spacious living, exceptional kitchens and easy access to Longboat Key parks, shopping and upscale or relaxed dining selections. For fishing excursions or family vacations, select rentals offer flexibility and value for holidays at the beach.

    Longboat Key - the upscale coastal vacation destination

    This gorgeous Florida key combines serene seashore enjoyment with luxury shopping and dining choices. Families enjoy the many water sport activities from fishing, boating and kayaking to plucking perfect seashells along the shoreline. Couples and friends explore chic dining and shopping spots around St. Armand’s Circle. The aristocratic heritage of the St. Armand and Ringling families resonates through quiet gardens and plush Palm Beach-style shopping. Umbrella-draped cafes and handsome restaurants offer exceptional European fare and inventive coastal specialties. Work off that decadent dessert with a stroll around the circle for leather, jewelry, resort wear and art gallery browsing.

    Cultural treasures along Sarasota Bay

    Venture just across the bridge over Sarasota Bay for unrivalled cultural treats. The Ringling circus family bequeathed an elegant legacy of art and architecture. The estate includes the acclaimed John and Mable Ringling Museum of Art, the family’s winter Ca’ d’Zan mansion – a Venetian Gothic masterpiece - the Circus Museum and historic Asolo Repertory Theater. With elegant gardens and terraces spread over 20 bayside acres, the complex provides hours of enjoyment.

    Waterfront dining

    Beyond the eclectic mix of St. Armand Circle restaurants, you’ll want to sample excellent bay front restaurants. The Dry Dock is a favorite of locals and visitors alike, with waterside dining under coconut palms or indoor seating with the same exceptional views. Boasting ultra fresh grouper sandwiches, char-grilled burgers and a host of pasta and chicken selections, the Dry Dock grill is a casual dining treat. Diners arrive by car or boat to enjoy Mar Vista Dockside Restaurant and Pub in the historic village at the North end of the key. With quaint indoor or outdoor dining and spectacular views, try steamer pots of fresh seafood or exotic scallop and crab dishes that wash down quite well with islander mojitos, margaritas and other such flavorful concoctions. Land lovers can choose from the number of chicken, steak and pork dishes.

    Visitor reviews aid vacation rental selection

    You’ll have no trouble knowing what to expect, as you search for the just-right villa or condo rental. Our unbiased visitor reviews offer clear descriptions and candid evaluations, so you can feel confident in your choice.