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Condos and Beach Rentals in Longboat Key, FL

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    Travelers to Longboat Key are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    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
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Nestled among majestic palms and tropical landscaping, this Country Club Shores home is situated on a deep sailboat water with 113 feet of waterfront, and offers outstanding boating opportunities - all just two houses away from Sarasota Bay! Southern exposure on the canal side provides year-round... View all property information
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    Longboat Key, Florida 34228
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Our luxury vacation home will comfortably accomodate up to 12 guests and is located on a deepwater canal and has a dock suitable for a boat up to 30 feet in length. Beautiful Longboat Key beach is less than a 10 minute walk from the house and world-class shopping and dining at the famous St.... View all property information
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    Longboat Key, Florida 34228
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    6 Bedrooms, 6 Bathrooms, Sleeps 20 | Quick View
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    About this property
    Looking for tropical seclusion on a private island? Georgous sunsets with blue, blue waters? If so, then look no further. Nestled among the lush vegetation, your private polynesian beach house awaits your arrival! Accessible only by boat,this getaway assures you complete privacy and relaxation.... View all property information
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    Longboat Key, Florida 34228
    1 / 52
    5 of 5 stars (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    $1100 OFF 6/14-7/29 Cancelation $4000/44nites + tax&fees Also same rate 2 Slots Left: 7/30/-9/12, 9/13 -10/27 PACK YOUR SWIMSUIT & 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... View all property information
    Location Information
    Longboat Key, Florida 34228
    5 of 5 stars 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 stars Reviewed November 29, 2014
    Club Longboat is a wonderful development with excellent property managers. I stayed at Ed's condo from August thru October of 2014. Even during the 'low season', this area is just...
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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 the simple life! Australian Pines whisper their invitation to stay and relax for a while.... View all property information
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    Longboat Key, Florida 34228
    1 / 28
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Our condo has everything you will need for a relaxing vacation on the beach. The island of Longboat Key... ... is one of the most beautiful places in Florida. Longboat was voted the second most favored island in North America, according to a survey by a nationally recognized travel magazine.... View all property information
    Location Information
    Longboat Key, Florida 34228
    5 of 5 stars Reviewed October 7, 2015
    Better than I had hoped! Lovely second floor condo, well furnished and perfectly located. I arrived on a Thursday. Ian in the office was very pleasant and helpful. My unit was...
    4 of 5 stars Reviewed August 14, 2015
    I did not stay in this unit. I was in 220, and my mother in law in 215. 215 was a larger floor plan than 215, but had the same # of bedroom/bathrooms. In this complex, some...
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Charming 1 bedroom 1 bath canal front unit. On canal with dock in the Back yard. A beautiful Beach, amazing 35 acre park, great restaurants All within a five minute walk. Great space in an amazing place! Everything you Need to relax for a long weekend, a week, a month, or a winter, or summer... View all property information
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    Longboat Key, Florida 34228
    1 / 20
    4.5 of 5 stars (18) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    La Playa is a small 21-unit resort property of privately-owned condominiums available exclusively for weekly rentals twelve-months per year. Located on spectacular Longboat Key, a short drive from Sarasota on the wide sand beaches of the Gulf of Mexico, La Playa offers privacy and direct beach... View all property information
    Location Information
    Longboat Key, Florida 34228
    4 of 5 stars Reviewed 4 weeks ago
    We stayed in unit 106-A, a 2-bedroom, 1st floor, ocean-front unit the week between Christmas and New Year's. I found the unit by searching on TripAdvisor in mid-October. We've...
    5 of 5 stars Reviewed August 13, 2015
    We enjoyed our stay at La Playa and would recommend it to others. My friend uses a wheelchair and needed an accessible room. Kelly was very helpful in making sure our room met her...
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    1 / 17
    3.5 of 5 stars (2) Average
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • ?
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    About this property
    Pet friendly, Unique Bungalow Canal Home on the North End of Longboat Key. Unique Bungalow Canal Home on the North End of Longboat Key. 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 may be just the place for you.... View all property information
    Location Information
    Longboat Key, Florida 34228
    3 of 5 stars Reviewed April 9, 2014
    This rental was was very clean and had every thing you would need on vacation. Very cute house with huge yard. Loved hanging on the screened in porch. Nice location off the...
    4 of 5 stars Reviewed March 18, 2014
    The cottage was well reflected by the pictures. Everything fairly new and clean. Beds comfortable, has everything. Area quiet but short drive to Bradenton and Holmes beaches, for...
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    1 / 6
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
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    • x
    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 stars Reviewed April 24, 2015
    Lovely, well appointed, spotlessly clean beach house with tasteful decor and everything to make our stay comfortable and relaxed. Everything tastefully and thoughtfully done...
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    5 of 5 stars (1) Excellent
    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
    Location Information
    Longboat Key, Florida 34228
    5 of 5 stars Reviewed August 4, 2015
    This unit was the absolute best! I couldn't handpicked it any better, in relation to its location/proximity to parking, beach access, pool access, etc. We could sit on the...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Million Dollar unobstructed ocean views. Right on the beach. Top floor.About a mile north from St Armand Circle.The condo has 2 bedrooms and 2 baths. Kitchen has granite and the place has everything you need.Just bring your clothes and food.Beautiful patio to enjoy the sunset views.Wi-Fi is... View all property information
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    Longboat Key, Florida 34228
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Located in a beach to bay resort absolutely beautifully landscaped with a private beach, large pool, tennis courts, fishing pier on the bay and many more wonderful assets. This ground level condo with no 2nd level has its own outdoor patio making it very private. Renovated in June 2015 this condo... View all property information
    Location Information
    Longboat Key, Florida 34228
    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
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Groundfloor Beachfront! From large living and dining area with open kitchen just step outside to your private patio and walk right out to the BEACH (25 seconds!) Magnificent condo 1100 sqft with open floor plan. 2 bedrooms, 2 full bathrooms, ceiling fans, full kitchen with stainless steel... View all property information
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    Longboat Key, Florida 34228
    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Our condo is a third floor unit, which we are currently renovating. It will be a fully furnished, 3 bedroom, (one king bed, two twin beds, one queen sofa bed, one full sofa bed) 2 bath condo with a lovely Gulf front view from the living room and balcony. You will have direct Gulf of Mexico beach... View all property information
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    Longboat Key, Florida 34228
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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
    Location Information
    Longboat Key, Florida 34228
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    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 / 31
    5 of 5 stars (12) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    ***20% Discount for remaining available dates in 2015*** 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... View all property information
    Location Information
    Longboat Key, Florida 34228
    5 of 5 stars Reviewed July 6, 2015
    This is my 2nt time renting this property and I highly recommend it. It is the perfect place to relax & unwind. Beach is great & Ramona makes the whole renting process easy...
    5 of 5 stars 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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wheelchair access
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    • x
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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
    Location Information
    Longboat Key, Florida 34228
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    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 offers a variety of amenities to suit the needs of every vacationer, beginning with a large, heated... View all property information
    Location Information
    Longboat Key, Florida
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Spacious corner unit 2 bedrooms 2.5 bathrooms (3 month minimum stay) The Players Club has all the sophistication and stunning scenery that has made Longboat Key a world class destination. This idyllic luxury beach location is on the south end of Longboat Key just minutes from downtown Sarasota and... View all property information
    Location Information
    Longboat Key, Florida 34228
    1 / 23
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    THE BEACH ON LONGBOAT KEY - One Bedroom Gulf Front Condo # 225 . This beautiful brand new beach front condo features a modern motif, designer decor, beautifully landscaped, with sophisticated charm and a casual beach atmosphere. A heated pool overlooks the Ocean. The pictures of the beach and... View all property information
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    Longboat Key, Florida 34231
    5 of 5 stars Reviewed December 29, 2015
    We thoroughly enjoyed our time in your beautiful condo on Longboat Key. The weather was perfect and the condo was absolutely lovely. You’ve done a beautiful job decorating – we...
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    4 of 5 stars (1) Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This spacious 5 bedroom villa is situated directly on the beautiful white sand beaches of Longboat Key. Offering a large outdoor private heated swimming pool and glorious views of the Gulf of Mexico from almost every corner, fully-equipped gourmet kitchen, fireplace, BBQ, and much more - it is your... View all property information
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    Longboat Key, Florida 34228
    4 of 5 stars Reviewed April 27, 2015
    I have had my eye on this house for 2 years now. Boy am I glad that I finally pulled the trigger and decided to stay here. Traveled with my wife, two children ages 2&4 and...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Longboat Key 2 Bedroom 2 Bath Condominium at Seaplace (2 month minimum stay) This newly remodeled and updated, 2 bedroom 2 bath, open living area condominium is tastefully decorated and in immaculate condition. A two month minimum stay is required. Luxury vacation rental properties like Seaplace... View all property information
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    Longboat Key, Florida 34228
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This spectacular two bedroom condominium sits directly fronting on the Gulf in the middle of Long Boat Key. It was recently renovated from floor to ceiling and is beautifully decorated with warm, rich colors. The kitchen has stainless appliances, granite countertops and custom dark polished wood... View all property information
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    Longboat Key, Florida 34228
    1 / 13
    4.5 of 5 stars (23) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    ++++++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
    4 of 5 stars Reviewed 5 weeks ago
    This is a very spacious condo that is fully equipped and easily accommodated the 8 of us. Great AC, 3 tvs, bicycles, bbq pit, etc. Close to the beachand includes access to a...
    5 of 5 stars Reviewed July 19, 2015
    We were really happy to rent Castle in sky after looking at many travel sites. We found nothing that could hold 9 women on Longboat Key unless we wanted to pay twice as...
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    $429
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    About this property
    Set on a 30 acre private island a few hundred yards off North Longboat Key, this new water front home (completed in 2012) will provide an island vacation experience for you and your family like no other. The house has 2 bedrooms, an outside sleeping porch/bunk bed, along with 2 1/2 bathrooms and an... View all property information
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    Longboat Key, Florida 34228
    1 / 26
    5 of 5 stars (4) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
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    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. View all property information
    Location Information
    Longboat Key, Florida 33312
    5 of 5 stars Reviewed July 2, 2014
    My wife & I just returned from a 4 night stay at this property in Longboat Key and had a wonderful vacation. The condo is beautifully and tastefully decorated, making us feel at...
    4 of 5 stars 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 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    One bedroom one bath very affordable cottages are available weekly or monthly in the eclectic Longbeach Village where resident peacocks visit daily. New Beds, Linens, Towels etc.. Also available on VRBO #706230 Offered FULLY FURNISHED with each unit reflecting its own style of a beach getaway... View all property information
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    Longboat Key, Florida 34228
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    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
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
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    About this property
    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 / 39
    4 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $169
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    • Satellite TV
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    • Pet-friendly
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    • x
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    About this property
    Our gulf front condominium has a beautiful view of the Gulf of Mexico not only from the balcony, but from the living room as well. We also have two other condos in this same resort that rent at lesser rates than shown below. We only recently purchased this condo, but in 2013 we replaced all the... View all property information
    Location Information
    Longboat Key, Florida 34228
    5 of 5 stars Reviewed May 19, 2015
    I was celebrating my 30th wedding anniversary. I could not of picked a better place. The rental was super clean had everything you can imagine there for use. I will definitely...
    5 of 5 stars Reviewed October 23, 2014
    This place was very clean and updated. The extra amenities such as the cooler's and ice packs was a huge plus. We had plenty of bedding, and towels and bathroom stuff. It’s not a...
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    1 / 41
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $171
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    • Pet-friendly
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    • Child-friendly
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    About this property
    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 stars 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 stars 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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $176
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    • Child-friendly
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    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 / 8
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $125
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    About this property
    Lovely completely new fully equipped 3 bedroom beach cottage beautifully decorated with lush landscaping and outdoor lanai for dining and relaxing. Master bedroom, 2 other bedrooms, and 2 full baths plus lanai dining area. Quiet upscale residential neighborhood. Two minute walk to a quiet clean... View all property information
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    Longboat Key, Florida 34228
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    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. Also available on VRBO - Listing... View all property information
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    Longboat Key, Florida 34228
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    $135
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    About this property
    Perfect holiday apartment that is continually renovated. Building was completely renewed in 2008. With 103 sq. m. and balcony, accommodation for up to 5. With all imaginable furnishing, e.g. full HD TV, free Pay TV in a great quality in every room, CD stereo system, Blu Ray DVD, High Speed... View all property information
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    Longboat Key, Florida
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | 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
    1 / 7
    5 of 5 stars (8) 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 stars Reviewed 4 weeks ago
    It's a nice place for a couple -- very comfortable and relaxing. The back door opens up directly onto the beach. Each morning we had breakfast out on the patio. During the...
    5 of 5 stars Reviewed November 29, 2015
    My wife and I stayed here for a week (Nov 21-Nov 28, 2015). First of all, the place was very clean. Alt the dishes, silverware, glassware, towels, extra hangers we needed were...
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $414
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    About this property
    **ONE WEEK MINIMUM RENTAL HOME** This casual beach home is just the right place to enjoy a laid-back, toes-in-the-sand vacation! Nestled on the shores of the Gulf of Mexico at the north end of Longboat Key, it's the perfect spot for relaxing days on the beach, followed by fabulous sunsets and... View all property information
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    Longboat Key, Florida 34228
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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
    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.