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Condos and Beach Rentals in Longboat Key, FL

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    Travelers to Longboat Key are booking February dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 23
    5 of 5 bubbles (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    1 / 11
    5 of 5 bubbles (5) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 23
    4.5 of 5 bubbles (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 6
    5 of 5 bubbles (4) Excellent
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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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
    Location Information
    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 / 7
    4.5 of 5 bubbles (11) Very good
    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
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    Longboat Key, Florida 34228
    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...
    4 of 5 bubbles Reviewed July 31, 2016
    We were delightfully surprise by this was a lovely bright updated condo apt. when we entered. The inside was very well maintained and updated. It was immaculate. The bed was...
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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 / 17
    4.5 of 5 bubbles (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This beautifully appointed spacious 1 BR/1BA is recently renovated and with new furniture, tile flooring, and kitchen upgrades. Enjoy the 180 degree view of the horizon over the beach and the Gulf of Mexico with incredible sunsets. SeaHorse Beach Resort consistently ranks at the top of the... View all property information
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    Longboat Key, Florida 34228
    4 of 5 bubbles Reviewed June 1, 2016
    We enjoyed our stay at the Seahorse Beach Resort and this unit was very nice. Everything is as pictured and laid out nicely. There were only 2 drawbacks. 1) The balconies are...
    4 of 5 bubbles Reviewed February 17, 2016
    We enjoyed this unit with the great views of the Gulf and sandy beaches!! There is a heated pool and the grounds and rooms are immaculate. New towels arrive each day and you...
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    1 / 60
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Recently upgraded, second floor, Gulf front condo. Open concept kitchen, dining, living and family room with spectacular views of the Gulf. King size bed in Master bedroom with walk-in shower. Amenities include: flat screen televisions in den and both bedrooms, VCR/DVD and free high speed wireless... View all property information
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    Longboat Key, Florida 34228
    1 / 13
    4.5 of 5 bubbles (31) 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
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    Longboat Key, Florida 34228
    5 of 5 bubbles Reviewed 3 days ago
    This is our second visit to Castle in the Sky at Longboat Key. Even though there were several years between visits the property still looks as good as it did in our original...
    5 of 5 bubbles Reviewed August 31, 2016
    We were two families, 10 people in total and slept very comfortably in this house. Spacious, clean, fully stocked, and close to the beach. We brought a small boat that fit in the...
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    1 / 18
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    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
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    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
    4.5 of 5 bubbles (2) Very good
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    * $99/night * OCEAN FRONT SPECIAL * 35% OFF * Nov 29 - Dec 23 *10% OFF * Jan 03 - Feb 04 ~ This complex is a two story building with only 15 condos, beautifully landscaped, with sophisticated charm and a casual beach atmosphere. The pictures of the beach and Ocean are taken from the condo, so... View all property information
    Location Information
    Longboat Key, Florida 34228
    5 of 5 bubbles Reviewed March 18, 2016
    We stayed at this unit for two weeks and found it an ideal place to stay overlooking the Gulf of Mexico on Longboat Key. The studio unit is cozy, but did not feel cramped with two...
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    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    About this property
    Florida's SeaHorse Beach Resort on Longboat Key is located on the white sand beaches of the Gulf of Mexico. From the moment you arrive, the friendly and professional staff will welcome you to this Premier property where you can experience a panoramic view of the Gulf from your suite, or while... View all property information
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    Longboat Key, Florida 34228
    1 / 28
    3 of 5 bubbles (1) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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 / 27
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    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 / 9
    4.5 of 5 bubbles (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    About this property
    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
    Location Information
    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 / 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 / 24
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    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 / 28
    2 Bedrooms, 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
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    Longboat Key, Florida
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    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 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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
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    1 / 12
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    One bath cottage all new beds, Linens, towels etc. Cottage available weekly or monthly in the Lovely North Longboat Key Village where resident peacocks visit daily. Sit out on your porch in the evening and relax or dine out at many of the water front restaurants. Offered FULLY FURNISHED with each... View all property information
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    Longboat Key, Florida 34228
    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 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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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
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    SEA PINES This rarely available premier oceanfront location has one of the best views on Longboat Key looking out over the low dunes to the Gulf of Mexico where you can see the dolphins play, and the most amazing sunsets you’ll see anywhere. Quiet and serene with magnificent views, yet only a ten... View all property information
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    Longboat Key, Florida 34228
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    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
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Ground floor Condo with two steps that lead out the back lanai to the white sands of Longboat Key. You can't get any closer to the beach than in this unit. The private beaches out the back door offer miles of shell collecting, sandcastle making, snorkleing, and dolphin sightings. Silver Sands... View all property information
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    Longboat Key, Florida 34228
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    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    Email me for a Virtual Tour link Top Cedars East Rental - 3 story, sleeps 4; Pets ok if small dogs up to 35 lbs. (no cats); Tommy Bahama style furnishings, newer floors, 1st floor is enclosed garage and foyer; 2nd floor is living room overlooking mangroves with pull out sofa that sleeps two and... View all property information
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    Longboat Key, Florida 34228
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Welcome to Longboat Key! This 2 bedroom one bath ground floor condo offers a full kitchen, with open living and dining area. There is a enclosed patio opening to the community pool. Covert Condominiums are located on the northern part of Long Boat Key on Sarasota Bay. There is deeded beach access... View all property information
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    Longboat Key, Florida 34228
    1 / 41
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Available for 3 MONTH MINIMUM rental with approval from condo association. Beautiful beach front condo located just 1.5 miles from St. Armand's Circle. Very upscale and beach feels very private. Pool, spa, and deck newly renovated. We have 24 hour, 7 days a week, guard gated community and... View all property information
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    Longboat Key, Florida 34228
    1 / 30
    3 Bedrooms, 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 / 14
    4 of 5 bubbles (6) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1bed 1Bath Cottages Available Now For Summer Fun. Refurbished, new linens. Old Florida at it's best. Stroll or ride bike in one of the most quaint villages on the gulf coast of Florida. Keep an eye out for the Peacocks. One bedroom one bath cottage all new beds, Linens, towels etc. Cottage... View all property information
    Location Information
    Longboat Key, Florida 34228
    4 of 5 bubbles Reviewed August 4, 2015
    We rented both the Luxury Log Cabin and the Tree House next door. Only complaints were in the Log Cabin - they need to put up drape/curtain in loft bedroom for those guests as...
    3 of 5 bubbles Reviewed June 30, 2015
    Cons: 1. In the picture of the kitchen, it shows a crock pot and salt/pepper shakers. Neither were provided, so don’t plan on a crock pot meal like I did! And bring your own...
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    Vacation in a little piec of paradise. Tastefully furnished unit overlooking the intercoastal waterway. Light and bright. Private Beach and poos access. Stacked washer and dryer in the kitchen, pull out sofa. SMall storage closet in foyer. Built-in kitchen table. Available Daily, Weekly,... View all property information
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    Longboat Key, Florida
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Holiday paradise on the stunning Florida west coast on the island of Longboat Key. Stunning, elegant and luxurious complex. For selfcatering there is the kitchen with all necessities and modern devices. Of course, there is a washing machine and dryer avialable. First-class furnishing. Safe and... View all property information
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    Longboat Key, Florida 34228
    1 / 24
    5 of 5 bubbles (6) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
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    We offer 2 beautiful, completely renovated in October 2015 1 Bedroom / 1 Bath apartments in the Beachcomber condo. Unit 303 and 401 The guest will pay directly to condo management, this will be the most secure way of payment. See our condo website:AwayToParadise. com Welcome to the Longboat... View all property information
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    Longboat Key, Florida 10312
    5 of 5 bubbles Reviewed September 22, 2014
    If you think that Florida off-season cannot be enjoyable, think again! We have just spent 2 weeks in September, stayed in #303 and had a fabulous vacation. Below are some...
    5 of 5 bubbles Reviewed August 20, 2014
    It was the best vacation in last 20 years! Property location was great, just a few steps away from the beach and nice swimming pool. Unit was very clean, newly renovated...
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    1 / 29
    4 Bedrooms, 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 / 70
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    ***ONLY ONE RENTAL PER MONTH, SO BOOK FAST TO SECURE YOUR SPOT!*** This 2400 sq ft four bedroom private home located in the exquisite Country Club Shores neighborhood, offers coastal access with its own dock, an enclosed pool overlooking the waterfront, and a gorgeous gourmet kitchen and... View all property information
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    Longboat Key, Florida 34228
    1 / 23
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Located on the Beautiful island of Longboat Key in Florida just off the coast of Sarasota, this condo (unit #405 on the 4th floor) peacefully placed right on the beach overlooking the magnificent Gulf of Mexico, comfortably sleeps up to 4 people in a very nice 1 bedroom with a set of twin wall beds... View all property information
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    Longboat Key, Florida 34228
    5 of 5 bubbles Reviewed January 3, 2016
    The Beachcomber was a great place for a family vacation. I slept in the in wall bed, it was just as cozy as the one back home. The private beach was pleasant. Also, the grocery...
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    2 Bedrooms, 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
    1 / 43
    5 of 5 bubbles (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    At our beautiful low-rise resort, located directly on the beach, our two-bedroom condominium is fifty paces from the pool and a private beach of soft white sand. 15F in popular Casa del Mar provides a spacious living room/home theatre (46 inch plasma TV & BlueRay Player), vaulted ceilings, and a... View all property information
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    Longboat Key, Florida 34228
    4 of 5 bubbles Reviewed March 19, 2015
    Casa Del Mar is located in a beautiful part of Long Boat Key. The beach is beautiful and F15 condo was only steps away from the beach. There were plenty of lounge chairs on the...
    5 of 5 bubbles Reviewed July 4, 2014
    This is the first time we stayed at this property, and it was amazing !!! It was everything we were told it would be. Our unit had updated appliances, a TV in every room, a brand...
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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
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    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 / 52
    5 of 5 bubbles (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Sauna
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    • Ocean Views
    • Children's Pool
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    • Pet-friendly
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    • x
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    January-April cancellation now booking opportunity! Calendar months only. January discount rate $5000 PACK YOUR SWIM SUIT & SMILE - THE REST IS HERE Take the wooden walkway to swim in warm gentle azure gulf waters Walk softly past sea turtle nests & shell on your own private gulf beach Watch... View all property information
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    Longboat Key, Florida 34228
    5 of 5 bubbles Reviewed April 14, 2015
    The two balconies and lanai overlooking the fabulous Gulf of Mexico provide a beautiful and ever-changing view of Nature's best work. Condo is large, clean and comfortably...
    5 of 5 bubbles Reviewed August 8, 2014
    You couldn't ask for anything more in a vacation retreat. Clean, modern, roomy accomodations. Steps to a white sand beach where the umbrellas and beach chairs are set up by the...
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    1 / 34
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Million dollar view! Beautiful waterfront bay penthouse condo. Gorgeous panoramic views of Sarasota Bay and downtown Sarasota in this Windward Bay award winning condo complex! This condo has a bay view from every room, makes you feel like you are on a cruise. Starting April 2016 this condo is... View all property information
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    Longboat Key, Florida 34228
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Whitney Beach 145 - Condo 2 Bedroom/ 2 Bath on Longboat Key , maximum occupancy of 4 people. Community pool. Enjoy a relaxing holiday in this lovely two bedroom, two bath ground floor unit at popular Whitney Beach, nestled at the north end of Longboat Key. Located on the bay side of this... View all property information
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    Longboat Key, Florida 34228
    1 / 38
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This Exclusive Beachfront Condo Requires a Minimum, 3 Month Rental and Condo Board Application & Acceptance. Private Beach at your doorstep, behind the Gate at Longboat Key Club, with unbelievable views of the Sunset over the Gulf. 24/7 Concierge on premise. Minutes from Internationally... View all property information
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    Longboat Key, Florida 34228
    1 / 14
    5 of 5 bubbles (9) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    NATURAL BEAUTY of Longboat Key RIGHT ON THE BEACH PANORAMIC 2ND FLOOR BALCONY VIEWS Our Studio condo is right on the beach with magnificent panoramic views from its second floor balcony position. ENJOY THE BEACH FROM YOUR BED, LIVING, DINING AND KITCHEN! Our studio sleeps 3 with new in 2016... View all property information
    Location Information
    Longboat Key, Florida 34228
    5 of 5 bubbles Reviewed September 6, 2016
    This Seahorse studio was the perfect Beach Getaway. The space was very accommodating and comfortable, we were stuck in there for the first 2 days because of a storm and although...
    5 of 5 bubbles Reviewed January 20, 2016
    My husband and I stayed 2 nights at this mid-key studio condo. It has everything you need and the beach front location is amazing. The property is a former motel that has been...
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    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Buttonwood Cove 205 - Condo 3 Bedroom/ 2 Bath on Longboat Key , maximum occupancy of 6 people. Enjoy a vacation filled with extras when you stay at this lovely 3 bedroom, 2 bath Buttonwood Harbour condominium. An attractive complex located at the south end of Longboat Key, Buttonwood Harbour... View all property information
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    Longboat Key, Florida
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Roomy one story villa with views of Bayou , pool and steps to private beach. Private beach conservancy offers tennis, shuffleboard, bocci ball, cabanas, grills and private beach chairs. Large master suite with roomy walk in closet. Bonus small bedroom with twin bed and dresser and hall bath.... View all property information
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    Longboat Key, Florida 34228
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Condo is located in Banyan Bay Club which consists of a total of only 44 units arranged in two floors. This condo is located at the Garden level. No stairs. The lanai at the rear of the unit opens onto a private Banyan and Palm tree-filled lawn with views of Sarasota Bay. The lanai contains a table... View all property information
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    Longboat Key, Florida 34228
    1 / 31
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : 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
    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.