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Condo - Friendliest Beach Resort located on Siesta Key! - FROM YOUR ROOM TO OUR BEACH IN LESS THAN ONE MINUTE! Each of our rooms have wood kitchen cabinets with granite countertops and stainless steel appliances; walk
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1-5 |
$99.00/Day
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Vacation Home - Directly Across From the Siesta Key Beach! - Just a stones throw away from world famous Siesta Key Public Beach in Sarasota. Beautiful high quality duplex with award winning tropical landscape design. A se
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Vacation Home - Tastefully updated Lido Key pool home - St. Armands Key. A tastefully updated pool home, close to Lido Beach. Popular split plan offer guests added privacy and comfort in this nicely furnished home.
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$1,960.00/Week
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Condo - On beautiful Longboat Key beach! - Two bedroom units (approx 1700 sq ft) and club suites (approximately 650 sq ft). All have private balconies, kitchens, washers and dryers, king-size beds plus
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1-4 |
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Condo - Gulffront Condo - Leave the daily grind far behind and escape to our tropical paradise on gorgeous Longboat Key, Florida. Whispering breezes, rhythmic waves, swaying palms, and a
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Condo - Northend of Longboat Key - Bayou, garden, or pool views from 1 and 2 bedroom units. Within walking distance to quaint shops of Whitney Beach Plaza and historic Village area of Longboat K
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4 |
$3,000.00/Month
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Condo - Gulffront Unit - One and two bedroom units in 2-story complex with heated pool and beach cabana. Balconies provide panoramic views of the Gulf of Mexico.
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$1,250.00/Week
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Condo - On beautiful Longboat Key beach! - These deluxe units feature approximately 1700 square feet with a 52’ long, open beachfront lanai. The views cannot be beat! The beach is great and the pool and
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2-6 |
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Condo - Perfectly situated on the Gulf of Mexico - (One month minimum rental) Individually owned two bedroom units offer an array of furnishing styles. Each unit offers sliding glass doors opening to a lanai.
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Condo - Sarasota Bay Front - Stroll the beautifully landscaped grounds, swim in the bayside pools, play a set of tennis and then walk the white sand beaches on Longboat Key. Clubhouse faci
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Condo - Beautifully furnished with view of the Gulf! - Beautiful turnkey furnish condo with views of the Gulf waters!!!. Enjoy the amazing sunsets FL has to offer. Master bedroom with water views & Queen bed. Guest
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Condo - Poolside & Gulfside! - Beautiful end unit on the ground floor. Just steps to pool & beautiful beaches. Upgraded kitchen, lovely interior & glassed lanai with Italian tile floor.
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6 |
$4,000.00/Month
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Condo - Sarasota Bay Views - Attractive buildings with elevators, pool and tennis. Beach access to the Gulf of Mexico for swimming, walking and sunbathing.
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$4,000.00/Month
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Condo - Gulfside Retreat - Beautiful unit with view of pool and the Gulf. Open floorplan, elevator & assigned parking.
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$4,500.00/Month
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Condo - Scenic Views of Gulf of Mexico - Private entrance to gulfside complex across the street from The Centre Shops.
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$5,000.00/Month
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Condo - Gulffront Condo - Two-story complex with gorgeous views of the Gulf of Mexico. Beautiful sunsets are yours almost every day.
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6 |
$1,100.00/Week
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Condo - Gulffront Condo - Two-story complex with gorgeous views of the Gulf of Mexico. Beautiful sunsets are yours almost every day.
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6 |
$1,100.00/Week
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Condo - Gulffront Unit - 2-story complex with heated pool and beach cabana. Balconies provide panoramic views of the Gulf of Mexico.
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$1,600.00/Week
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Condo - Gulfside Retreat - Four buildings with numerous units available, all with Gulf views. Beautiful pool area overlooks Gulf.
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$1,800.00/Week
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Vacation Home - Beach Bungalow is ideal for a casual, beachfron - Located mid Longboat Key, this charming cottage is newly furnished in a seaside decor, the perfect touch for creating the ambiance of a great beach vacation. L
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6 |
$1,920.00/Week
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Condo - Three bedroom Bay view condo - Longboat Landings is located mid Longboat Key. This small complex has pool, tennis and is a short walk to the Center Shops. The beach is located directly acro
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6 |
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Vacation Home - A beautiful beachfront home with pool - This Longboat Key home was recently updated including new kitchen, bathrooms, furnishings and decor. Open lanai with swimming pool and plenty of outdoor furnit
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6 |
$4,240.00/Week
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Vacation Home - Walls of glass & views from everywhere - This striking home offers the best of quality beach front living. This home features an open floor plan with floor-to-ceiling sliding glass doors looking out to
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$5,200.00/Week
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Vacation Home - Enjoy true beach front living - Step off the screened lanai of this wonderful four bedroom, four bath home and experience true beach living. The home has been extensively remodeled (2008) inc
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$2,240.00/Week
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Apartment - Chosen # 1 Family Resort on Siesta Key! - Pack your sandals and your sunscreen -- it's time for a sun-filled, fun-filled getaway to Tropical Sun Resort on Siesta Key in beautiful Sarasota, Florida! As s
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$79.95/Day
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Condo - Beach Front Condominium Vacation Rentals! - Your ideal choice for Sarasota, Siesta Key Beach Front Condominium Vacation Rentals, the Palm Bay Club on Siesta Key provides lodging directly on Siesta Key Bea
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6 |
$200.00/Day
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Condo - .5 block to shopping & 2 blocks to beach - Kingston Arms is a low rise community centered around the pool and hot tub area. This attractive, ground floor unit with screened lanai has an updated kitchen,
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$3,200.00/Month
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Condo - Experience a vibrant island lifestyle!! - Enjoy a full view of the Gulf of Mexico from the balcony of our deluxe gulf-front apartments, or enjoy the beach atmosphere while you relax In one of our privat
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4-6 |
$1,580.00/Week
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Villa - September: $75/night!! 1 Week Minimum Stay. - Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches; but want peace & quiet at affordable prices? Then, Timberwoods
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6 |
$693.00/Week
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Vacation Home - Welcome to Paradise - Breathtaking from the moment you arrive, this three bedroom waterfront home is situated on a deepwater canal on the north end of Longboat Key. Sliding glass doo
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6 |
$6,150.00/Month
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Vacation Home - Historic Home! - Historic house on Norsota Way, fully renovated to equisite level. Walled garden for complete privacy in the pool area, this house has to be experienced to be a
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Vacation Home - A Beachfront Dream - and this house really is! - Four large lanais and great views from everywhere. This four-bedroom home features two living areas; one casual, one formal and each has great furniture and a
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8 |
$4,800.00/Week
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Vacation Home - Beautiful Gated Luxury Lido Key Home Located on Ba - Named "Glistening Waters Villa", this incredible estate home features rare quality construction and designer furnishings and interior decor on a big, deep, tran
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8 |
$6,400.00/Week
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Townhome - Directly Across From the Beach! - Just a stones throw away from world famous Siesta Key Public Beach. Beautiful high quality duplex with award winning tropical landscape design. A sensational he
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4 |
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Apartment - 1 & 2 Bedroom Apartments in Heart of the Village - IN the Village of Siesta Key, walk to everything and the beach is only a block and a half away. Fully furnished, very clean, one and two bedroom apartments. Fu
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Condo - Condos - Siesta Key Beach Condos - Jamaica Royale - Come to Jamaica Royale, ocated on Siesta Key. Sink your toes into our private 300' of beautiful crystal quartz white sands, rates #2 in the world by Dr. Beach.
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2-6 |
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Condo - ANY CLOSER TO THE GULF - YOU WOULD BE SWIMMING!! - You could throw a tennis ball into the gulf from this beachfront condo! Located on Siesta Key in Sarasota, Florida, this vacation home has the best of both worl
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6 |
$995.00/Week
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Condo - The Place on Siesta Key! - Your Place in the Sun! - House of the Sun on Siesta Key, Florida is the perfect place to enjoy the sunshine state. The award-winning crystal-white sands of stunning Crescent Beach stret
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4-6 |
$1,035.00/Week
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Condo - Crescent Beach/ Family friendly - This lovely unit is just steps to Crescent Beach. The complex has pool and tennis. We also have units on the Bay side of Midnight Pass
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$1,500.00/Week
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Vacation Home - 60 steps to Siesta Key Public Beach! - Just a stones throw away from world famous Siesta Key Public Beach. Two beautiful high quality duplexes with award winning tropical landscape design. A sensatio
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6 |
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Condo - Siesta Dunes, Located right on Crescent Beach - Siesta Dunes is a beach front condominium community located on Siesta Key, a barrier island on Florida’s west coast. Considered the most beautiful of Florida's
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Condo - Crescent Beach Luxury/Family friendly - This lovely unit will make your family vacation perfect. Luxury unit is great for the whole family. Complex is across from shopping and features pool & tennis.
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7 |
$1,901.00/Week
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Vacation Home - Siesta Key Beach Home - Across street from Siesta Key Public beach. Beautiful 2100 square foot, fully furnished private pool home. 3 bedrooms, 3 full baths. 2 master suites with king
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6+ |
$1,600.00/Week
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