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Vacation Rentals and Bungalows in Siesta Key, FL

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    1 / 27
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    5 of 5 stars (6) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    5 of 5 stars (13) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    5 of 5 stars (22) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    Ebb Tide #3 is waiting for you: All quality furnishings & linens, fully equipped with everything you need for a fun and relaxing beach vacation! This cottage-style condo has been redone with your comfort in mind. Rated the #1 Beach in the USA: Crescent Beach on Siesta Key is literally a 3 minute... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed March 17, 2015
    We've stayed at Ebb Tide twice. Once in 2012 and in 2013. I figured I'd write a review, because our experience there left great memories. We absolutely loved it! It's affordable...
    5 of 5 stars Reviewed December 19, 2014
    Liked the place a lot. Would have been nice if the rooms were a little bigger, but otherwise, everything was great. Sun on patio is delightful. Kitchen is well-equipped and...
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    1 / 31
    5 of 5 stars (31) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    This bright, cheerful and newly redone condo is located on Siesta Key which is renowned for its powdery white sand beaches and gorgeous sunsets. We have our own private, gated access to Crescent Beach and a lovely, large, heated pool. Both the pool and the beach are just a 2 or 3 minute walk from... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed February 28, 2015
    Last years my wife and I went looked forward to our stay in Place, This was special and nice for us! The area lives up to its reputation, and our stay at the Ebb Tide unit 2...
    3 of 5 stars Reviewed February 16, 2015
    The manager was very cordial and helpful. The unit was decorated very nicely, but the stove oven did not work too well. The cabinets were well stocked with extras. The...
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    1 / 24
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Fabulous home on Siesta Key (Sarasota)( two weeks minimum stay ). Just 2 minutes drive to the beach & village. This home features 3 bedrooms and 2 baths with a large kitchen that opens to the family room. Great pool with southern exposure,and enclosed in a screen lanai for mosquito protection... View all property information
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    Siesta Key, Florida 34242
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    1 / 26
    5 of 5 stars (33) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    Very clean, bright & airy 1 bedroom, single- story cottage. Ebb Tide #1 offers all you need for a wonderful vacation at the beach. - Beautiful, large, heated, saltwater pool. - Private, gated access to world renowned Crescent Beach, famous for its powdery, white, quartz sand and gorgeous sunsets!... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed January 27, 2015
    We rented Villa #1 because of the ridiculously positive reviews we found on TripAdvisor. Honestly, our first night there was .....interesting. I woke up wondering if I booked...
    5 of 5 stars Reviewed December 17, 2014
    Fantastic location had a great time got to meet the owner which is a rarity very pleasant lady very clean location very short walk to the beach the beach is fantastic would highly...
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    1 / 40
    4.5 of 5 stars (4) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    About this property
    Newly updated Siesta Key villa with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta Key was awarded “Best Beach in the U.S.A.” (2011). Easy access - no stairs. This 2 bedroom villa was refurbished with all new... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed August 3, 2014
    Wonderful place. Had everything we needed to make a great vacation. It was our first time renting on Tripadvisor so we were a little concern but the unit exceeded our...
    4 of 5 stars Reviewed March 31, 2014
    This rental provides all amentities for a relaxing vacation. Just pack your clothes and toiletries, pick up some food and beverages and you are all set for a nice relaxing stay...
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    1 / 17
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    I have tried to make this apartment as comfortable as your own home only at the beach. This unit has two bedrooms and two baths. It can accommodate six people with a king bed and two double beds. There are plenty of closet and dresser space, a fully-equipped kitchen, color TV's, VCR and/or DVD and... View all property information
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    Siesta Key, Florida 34242
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    1 / 36
    5 of 5 stars (3) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    About this property
    Newly updated Siesta Key villa with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta Key was awarded “Best Beach in the U.S.A.” (2011). Easy access - no stairs. This 2 bedroom villa was refurbished with all new... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed November 21, 2014
    This was a perfect place for my husband & me and in-laws to stay. Very close to the beach and the house was completely furnished with everything we needed including beach chairs...
    5 of 5 stars Reviewed July 15, 2013
    The house was super clean and with everything we needed to spend a week. It is fully equipped with all the appliances and more...We had plenty of room for 4 adults and a child...
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    1 / 39
    4.5 of 5 stars (6) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    -Accommodations: Condo, 2 Bedrooms + Convertible Bed, 2 Baths (Sleeps 4-6) -Expansive, panoramic gulf view from every room of this 7th (top) floor condo. -Crescent Arms is a quiet, beach front, high rise condominium building that is ideally located for maximum fun and relaxation. -Right on the... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed November 12, 2014
    What a breathtaking view to walk into when you step inside the condo! This place is just heavenly and we relaxed from the moment we stepped inside. It was perfect for our family...
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    1 / 25
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 2
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    About this property
    Relax, get away and enjoy Siesta Key's laid back lifestyle! Nestled in a quiet residential neighborhood, you'll love this large and comfortable 500 square foot studio apartment. It has a king bed and comfortably sleeps 2. The studio is attached to the owners' home, and features a king bed,... View all property information
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    Siesta Key, Florida 34242
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    1 / 17
    5 of 5 stars (1) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 4
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    About this property
    This luxurious one story townhouse was newly renovated and has its own private access to the #1 beach in the US merely steps away from the front door. It boasts all the luxury you'd expect from a beach house! Modern kitchen, contemporary bathroom with walk in rain shower, luxurious bedroom and... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed May 18, 2015
    Absolutely LOVE this place!!! Gorgeous beach and beautiful sunset with white powdered sand. Enjoyed going on a walk early morning to pick up unique seashells. We stayed at unit...
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    1 / 42
    5 of 5 stars (8) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    STAY IN YOUR OWN PRIVATE HOME ON SIESTA KEY - Fantastic Siesta Quarters Vacation Home, seven night minimum, Saturday check-in. Come VACATION in a nationally known artist's private home on the exclusive north end of beautiful Siesta Key. Graciously appointed three bedroom, two bath with quality... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed March 27, 2015
    This was my husband's and my first time at Siesta Key. We absolutely loved it!!!! The house was perfect for us and our two dogs. It was very roomy, had a completely fenced...
    5 of 5 stars Reviewed March 10, 2015
    House is beautiful, owners are available and great, location is perfect. This was a great vacation for our entire family. The house is located just a few miles from the Village...
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    4 of 5 stars (6) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Waterfront
    • Water Views
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    About this property
    BOOK NOW for SUMMER _ DIsCounted RATES!!! Sea Club II is Located steps away from the whitest sand and the # 1 beach in America, Siesta Key. Our location 200 yards away has an easement for private beach access. We are located on the intercoastal waterway of Little Sarasota Bay on the island of... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed May 21, 2015
    We enjoyed the unit and where the complex is located. The pool was wonderful,and just the right temperature. We enjoyed the convenience of the dock location, and fished in the...
    5 of 5 stars Reviewed April 10, 2015
    Ok, let first say you get what you pay for. If you want to and can afford 2500+ a week to be on the gulf then do it. If you want to save 1000 or more then try this place. We...
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    1 / 46
    4 of 5 stars (1) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    YOUR PRIVATE GETAWAY ON THE KEY ASK ABOUT OUR SUMMER SPECIALS!!!!!!!!! Rent 2 nights get third FREE!!!! Does not include Weekends or Holidays!!! Looking to relax, Flip Flop Cottages is the place to be for a quaint and private vacation in Siesta Key, Florida. Come and stay at our serene... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed May 22, 2015
    Nice overall for what we needed-good location for beach hoppers like ourselves. Could get to Lido beach and turn around and go to Venice beach with still many beaches between...
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    4 of 5 stars (9) Very good
    1 Bedroom / 1 Bathroom / Sleeps 2
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    About this property
    This Siesta Key Studio was renovated and refurbished in November 2013 it has all new furnishings throughout and is accompanied by a secluded outside area with table and chairs, BBQ and reclining sun loungers surrounded by tropical plants and foliage. Easy access - no stairs. Fully equipped... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed January 23, 2015
    This was our 1st visit to Siesta Key, so we had no idea where to stay. Boy, did we luck out! Around the corner is the heated pool & powdery sand beach. Beach towels & chairs are...
    1 of 5 stars Reviewed January 13, 2015
    We had communicated with Derek Hall in April, 2014, and was sent this message -"You will be met at the property by our representative, Suzie, her number is ..." At noon on the day...
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    3.5 of 5 stars (4) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    What a great location! walk to Siesta Key village or relax on your private Gulf Beach or fishing on the pier at Sandy Cove. This 2 bedroom 2 bath unit is a 2nd level condo with pool views from the balcony. Enjoy breakfast after a short walk at one of the villages' quite restaurants before... View all property information
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    Siesta Key, Florida 34242
    1 of 5 stars Reviewed April 8, 2015
    We stayed at this unit for 8 weeks. Had we not paid in advance I wouldn't stayed here 8 hours. The good points: None. Actually that's not totally true; the neighbors are...
    4 of 5 stars Reviewed August 21, 2014
    all people are going to take this one way or the other .we wasnt looking for a fancy place with wifi and all of that because u are on vacation . and its a time to enjoy . not stay...
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    2 of 5 stars (3) Poor
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    Seasonal Luxury rental on the world famous Siesta Key! Relax in your tropical vacation home or step out to all Siesta Key has to offer! Is an absolutely beautiful and uniquely configured private pool home featuring four bedrooms, three bathrooms [sleeps 8], two living areas. This home is... View all property information
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    Siesta Key, Florida 34242
    2 of 5 stars Reviewed May 13, 2015
    I did not post anything after our stay. We experinced the same issues as the other reviewers. They pretty much took our money and ran. We had numerous issues, no instructions...
    1 of 5 stars Reviewed November 12, 2014
    Chose house from pretty photos as base for family for wedding. Paid in full in March, seven months in advance. Property manager never provided instructions to get in and did not...
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    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • x
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    About this property
    “Pristine sand, blue skies - 'Number 1 Beach'” The Best Thing to Come Home to after a Day on the Beach Is... ...a vacation home as comfortable as your own home. Just a walk across the street to Siesta Key's world famous #1 Beach. This split-level townhouse, has 2 bedrooms (King in Master... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed April 28, 2015
    We loved staying in this beautiful and spacious condo. Not only does it look beautiful it smelled really nice too! You also get a nice water view right outside the deck of the...
    5 of 5 stars Reviewed April 14, 2015
    My wife, daughters (ages 14 and 11) and I enjoyed our spring break at Siesta Key. The owner was especially great to work with it. She answered all our questions. She kept...
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    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    About this property
    Harbor Towers Yacht and Racquet Club Unit 503 provides one of the best views in the building (fifth floor facing south/east). The glass enclosed Lanai with floor-to-ceiling sliding glass doors provides bright sunlight during the morning and afternoon with excellent views of the intercostal water... View all property information
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    Siesta Key, Florida 34242
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    5 of 5 stars (7) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    About this property
    This luxurious two bedroom/two bath condo is located on the beach on Siesta Key, an island off the coast of Sarasota. Siesta Key boasts miles of white sugar sand beaches, and a public beach which was rated #1 in the U.S. this year and is regularly rated in the top 10 beaches in the world. Walk... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed August 7, 2014
    We stayed for two weeks and did not have anything to complain about. The beach was a short walk and the cabana had everything you needed to spend the day including seats and...
    5 of 5 stars Reviewed July 15, 2013
    We have just recently spent two weeks of our three week vacation at the Baytree Club on Siesta Key. The condo, location and Siesta Key were just perfect. The condo's position is...
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    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • x
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    About this property
    Jamaica Royale condo #92 on the #1 beach in the USA, This 2 bedroom 2 bath garden view unit was recently updated, and is located in the garden area of our beautifully landscaped property. It has new furniture and is freshly painted, with tile floors in living areas and new carpet in bedrooms.... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed December 29, 2014
    Just returned from our first trip to Siesta Key. Had my wife and two adult sons with us. Unit was very clean and ready upon our arrival. Beds were extremely comfortable...
    5 of 5 stars Reviewed May 10, 2014
    My husband and I stayed here with our five children. This place was perfect for us. It was clean and comfortable. I was surprised to find every single thing I needed in the...
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Balcony
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    • Pets allowed
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    • x
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    About this property
    Condo has been remodelled with newly painted rooms, new flooring throughout. New king size tempurpedic bed in the master bedroom with duvet cover for your comfort with 3 pce bathroom. 2nd bedroom has 2 new single beds and can be combined together to make a king size bed. Again with soft duvet... View all property information
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    Siesta Key, Florida 34242
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    5 of 5 stars (5) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    About this property
    Fabulous 2 bedroom/2 bath located in one of Siesta Key's finest Gulf to Bay complexes. This beautifully appointed unit epitomizes Island elegance with its hand-scraped dark hickory wood floors, plantation shutters and French doors enclosing the brick-paved lanai. The newly renovated kitchen... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed May 5, 2015
    Bay Tree is a lovely condo complex. It is well taken care and a convenient location to everything. What a great time we had staying at Bay Tree and the condo of Ellen & Wesley...
    5 of 5 stars Reviewed March 19, 2015
    We stayed here from Feb 13 - Mar 15 and enjoyed it so much. The furnishing are so nice the beds are comfortable and you will find everything you need just like at home. All you...
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    2 Bedrooms / 1 Bathroom / Sleeps 4
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    About this property
    Beautifully renovated units - exquisite decor!! Original owner belonged to the prominent Ringling family locally. Locally directly across from Siesta Beach with immediate access - These units have all new furnishings - totally beautiful!! Walking distance to the village - shopping, restaurants... View all property information
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    Siesta Key, Florida 34242
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    Studio / 1 Bathroom / Sleeps 2
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    About this property
    Great location!! Right across the street from Siesta Key Beach Access #7 !! Newly renovated, beautifully decorated studio for two with full kitchen if you wish to cook and fully stocked. Located within walking distance of shopping and dinning. Cable TV, free WIFI, and free laundry use right on... View all property information
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    Siesta Key, Florida 34242
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Luxurious Villa at Crystal Sands on Siesta Key Beach Florida - sleeps 6 and includes everything your family needs for your stay at the #1 beach in the USA. This Villa has easy access to the beach without leaving the property or crossing streets. Our kitchen is COMPLETELY equipped (appliances &... View all property information
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    Siesta Key, Florida 34242
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • x
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    About this property
    Please note: High season: Jan 1 - Apr 30, 2015 - Weekly: $1,050, Monthly: $3,900 Low season: May 1 - Dec 31, 2015 - Weekly: $600, Monthly: $2,400 White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek. Highlights of... View all property information
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    Siesta Key, Florida 34242
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    2 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Sophie's Cottage SOPHIE'S COTTAGE: Sophie’s Cottage is a smart, sophisticated upscale waterfront retreat with a private heated pool with sunshelf, boat dock, and a short walk to Siesta Key Beach. Ideally, it accommodates 6 but can easily sleep up to 8 with 2 private bedrooms, and 2 bathrooms and 2... View all property information
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    Siesta Key, Florida 34242
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    4.5 of 5 stars (11) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    The condo benefits from its own private pool. The living room, master bedroom, and lanai (balcony) all have stunning ocean views. The lanai, with over $10,000 of new doors and windows, is furnished with a table and chairs to enable you to dine al fresco. There is also a comfortable couch to... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed May 18, 2015
    We had a great vacation. Loved the view from the lanai. I'm now a big fan of the Gulf Coast and Sarasota area. The water is beautiful. I saw a pufferfish and baby ray swimming...
    4 of 5 stars Reviewed April 9, 2015
    The condo had all the amenities we needed. The view was spectacular from our balcony. The fishing was was good. We had a very relaxing vacation.
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    5 of 5 stars (35) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Pets allowed
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    • Suitable for children
    • x
    • ?
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    About this property
    3 Bedroom, 2.5 Bath Beach Villa (Sleeps 8-10) What makes us different than other homes you may be considering: · The Beach - The home is located on the ocean side of Beach Rd., so you just walk out your door and through our private access path. It’s literally 230 feet to Siesta Key Beach.... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed May 12, 2015
    Our extended family of five adults and one toddler stayed at the Shells Villa for the first week of May 2015 and had an amazing time! The location of the property is ideal, just...
    5 of 5 stars Reviewed May 4, 2015
    Absolutely wonderful place to spend your vacation. The home has all the comforts of home. Location is great, beach is fabulous and only a short walk to the Village.
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Pets allowed
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    • x
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    About this property
    Very spacious, air-conditioned 4 bed detached ranch-type Villa on Siesta Key Bayside. Sleeps 8, 1 King, 1 Queen, 2 Full and 2 twin beds. 1 month minimum Jan-March, 2 week minimum April -Dec. Maximum 3 cars . Large Heated Communal pool, Own Outdoor patio area with BBQ , Table, seating and sun... View all property information
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    Siesta Key, Florida FL34242
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    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • ?
    • x
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    About this property
    A short stroll down a private road to the #1 Beach in the US. You will love the location - you are located in the Resorts of SaraSea community and can walk to everything you might need or want... Grocery, restaurants, ice cream, pizza, sports rentals, drugstore or boat rental. You have your own... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed April 21, 2015
    We had a really lovely, restful week staying here after a hectic week in Orlando. Siesta Beach is beautiful and our children loved playing with the white, soft sand and swimming...
    5 of 5 stars Reviewed April 8, 2015
    We were happy with everything...the location on Siesta is the best! The owner knows exactly what is needed to make your stay perfect!
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    5 of 5 stars (4) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • ?
    • x
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    • ?
    About this property
    Cortez Cottage is located within five minutes easy walk of Siesta Key beach, always rated in the top beaches in USA and world, powdery white sand and gorgeous Gulf of Mexico gentle waves and stunning sunsets. The cottage is just a couple of minutes walk from the heart of Siesta Village, with... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed June 3, 2014
    Couldn't have asked for a better place to stay. Having never been to Siesta before, I initially wasn't sure where the location was, in comparison to the beach and commercial...
    4 of 5 stars Reviewed June 24, 2013
    we stayed here with my whole family in May 2013. The place is great, close to everything e very clean. I have a newborn, so it was great to go home earlier when the sun was too...
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    5 of 5 stars (6) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • x
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    About this property
    We offer a boutique style property with just 4 units. Close enough to the beach without the congestion of larger properties. Enjoy this newly renovated (2014) apartment, located less than a mile from beautiful Siesta Key Beach. We've fully remodeled in the 'Beach Chic' style, with a touch of... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed May 6, 2015
    Just returned on Sunday from a week long stay in Siesta Keys at this three (3) bedroom apartment. The communication was great with easy arrival and clean accomodations. We were...
    5 of 5 stars Reviewed February 3, 2015
    The rental is completely renovated and beautifully decorated. Everything in the rental was in working order. The back yard/patio provided a delightful private space for BBQ’ing...
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    5 of 5 stars (17) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    This lovely 2BD/1BA apartment is located just 1 mile from beautiful Siesta Key Beach. Siesta Key was rated the #1 Beach in the United States by Dr. Beach (2011) and the #2 Beach in the U.S. in the 2013 TripAdvisor Travelers Choice Awards. Siesta Key was listed in 2014 by Smarter Travel.com as... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed April 14, 2014
    Perfect condo for a family of five on Seista Key with everything you need already there. Location was peacefully secluded but the bikes provided made the village and beach easily...
    5 of 5 stars Reviewed January 13, 2014
    My wife and I had a very pleasant stay here. The property is very well maintained and very convenient to everything including the beaches and Siesta Key Village. We especially...
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    4.5 of 5 stars (4) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • x
    • x
    About this property
    A spacious 2 bedroom 2 bath Townhouse, with a 2 car garage and extra guest parking. Stroll down a private road (about 300 yards) to the #1 Beach in the U,S. You are in the Resorts of of Sara Sea and just a couple of blocks from restaurants, grocery, sports rentals and ice cream ! The Great room... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed April 15, 2015
    My husband and I rented the condo for a week with three teenage boys and had a fantastic time. We have been to Siesta Key before but the location to the beach, restaurants, and...
    5 of 5 stars Reviewed June 15, 2014
    We really enjoyed our stay at Sandy Toes , the location was perfect , just a walk to one if the best beaches in the world. Just a short walk to restaurants and shopping in the...
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    4.5 of 5 stars (2) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 4
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
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    About this property
    Great Summer Rates $125.00 per night for 5 nights or $100.00 per night for 7 nights!!! Enjoy the less crowded area and amenities!!! Make my home Your Florida Home. Return year after year !! This is my home- not someone's investment. The TWO (2) BATHROOMS are a SPECIAL FEATURE that give... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed February 17, 2015
    My friend & I stayed here in Feb. for a week. The location is excellent-right where you want to be. Remember you may hear traffic, garbage trucks, etc. since it is near the...
    5 of 5 stars Reviewed February 5, 2015
    We had a weeks vacation in this lovely clean condo prior to XMAS holidays. It was not a hotel or motel- it was like being at home. The beds ( queen in bedroom and queen sleeper...
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    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Gym
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    About this property
    Completely Updated Luxurious gulf view condo located directly on Crescent Beach on Siesta Key. Peppertree Bay is a member only complex with two private pools, tennis courts, sauna, two clubhouses and an expansive fishing pier on ICW. This Gulf to Bay property is absolutely fabulous! The condo... View all property information
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    Siesta Key, Florida 34242
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    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • x
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    About this property
    Beach and water front on Gulf Of Mexico. A block from Siesta Key Village for lite and fine dinning, fun, shopping and nightlife. Two Master Suite King Bedrooms with Master Bath for each. Sauna, four Mexican tiled decks with panoramic views of the Gulf and beaches. Fishing Pier. Leather, stone... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed April 7, 2015
    This beautiful beach home had everything you needed to make your stay very enjoyable. Very clean,loved the beautiful view every morning.Enjoyed the shopping and the walks to the...
    5 of 5 stars Reviewed April 1, 2015
    The view was beautiful. We heard the ocean at night. Everything in the apartment was clean. There was a surprising amount of room and privacy for a 2 bedroom. It is also very...
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Shared Outdoor Pool...
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    • ?
    • x
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    About this property
    30% Off Sunday, Monday, Tuesday & Wednesday nights. (Discount does not apply to holiday weeks including 4th of July. ) Minorga on the Key Beachside Suites is located steps from the famous white sand beach of Siesta Key. The property includes deluxe one bedroom, one bathroom full furnished suites.... View all property information
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    Siesta Key, Florida 34242
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    5 of 5 stars (3) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
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    About this property
    PLEASE BOOK THRU ME, CARRIE CAUDILL, FLORIDA, DO NOT SEND MONEY TO ANOTHER PERSON OR STATE. PLEASE CONTACT THE OWNER FOR PRICES AND DATE'S, DON'T GO BY FLIPKEY'S, CARRIE 941-587-4794 siestakeycarrie@gmail.com My ground floor rental is directly on the beach on the Gulf of Mexico, with... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed August 15, 2014
    My family and I stayed at Fishermans Cove unit 102 from August 1-13. We found the pictures and description of the condo online to be accurate. The condo included many amenities...
    5 of 5 stars Reviewed June 24, 2014
    My wife, grown son and I spent a week in this lovely condo directly on the beach on Siesta Key. The condo is a really nice 2 bedroom, 2 bath unit on the first floor so that you...
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    4.5 of 5 stars (2) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • x
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    About this property
    5 Minute walk to the whitest sand beach in the world! A stand alone villa on Siesta Key in the private community of Polynesian Gardens on the bay side of Midnight Pass Road. The Villa is designed for those who appreciate comfort and quality. Two bedrooms, with newly purchased hotel quality... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed October 31, 2014
    This cottage is perfect for a beach vacation...with charming mid century decor, clean, open to breezes, roomy and very efficiently designed. The kitchen supplies and and linens...
    4 of 5 stars Reviewed August 10, 2014
    The villa totally met our needs: beaches near by (10-minute walk from Crescent Beach and 5-minute drive to Siesta Key Beach), great pool in a relax community, clean house with...
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    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
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    • Waterfront
    • Water Views
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    • Pets allowed
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    • x
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    About this property
    1 bedroom, 1 bath, sleeps 4 Beachfront doesn't get any better than this vacation condo! Located at Turtle Beach on Siesta Key in Sarasota, Florida, this beachfront vacation rental home has the best of both worlds -- the beach in front and the Intercoastal and boat docks in back with a heated... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed May 16, 2015
    Excellent condo with a great location. Located on the quiet side of Siesta Key, next to Turtle Beach. The beach in front of the condo isn't very good but a few shorts steps away...
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    4 Bedrooms / 5 Bathrooms / Sleeps 10
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    • x
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    SIESTA KEY DREAM HOUSE!!!!!!!!!!!!!!!! Custom designed home. Open flow. Great for entertaining. Custom Kitchen with island. Eat-in area, granite & 2-tone wood cabinetry. Separate living, dining, family/ great rooms plus 4 bedrooms and 4 1/2 baths. 2 master suites. Heated pool with waterfall -... View all property information
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    Siesta Key, Florida 34242
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • x
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    About this property
    Luxury condo right on the beach. Crystal Sands on Midnight Pass Rd is one of the most popular condos on Siesta Key's Crescent Beach, ranked as one of the whitest and most powdery sands in the world, as judged by the 'Great International White Sand Beach Challenge.' View all property information
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    Siesta Key, Florida 34242
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
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    • Grill
    • Internet Access
    • Sauna
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek. Highlights of White Sands Unit 303: Free high-speed WiFi Ground floor unit More than 200 channel cable TV DVR to watch your favorite show when you want to 50 inch... View all property information
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    Siesta Key, Florida 34242
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    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travelers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Luxurious Tommy Bahama appointed condo with hardwood floors on the Bay with a gulf view from the front, within a very short walk to the beach. Sits next door to a Marina with boats, jet skis and more. View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed January 28, 2014
    This condo provides everything a family needs for a delightful vacation. The kitchen, bathrooms and bedrooms are as fully equipped as those of a regular home; the lanai and the...
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    $1,115
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    1 / 37
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Sauna
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    This gorgeous Siesta Key luxury beach view condo is directly on world famous Crescent Beach located mid-Key, just south of the south bridge and right across the street from South Village with fast access on/off the island. This Siesta Key vacation rental condo is located in the Siesta Breakers... View all property information
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    Location Information
    Siesta Key, Florida 34242
    Siesta Key Vacation Rentals

    Looking for world class powdery white quartz sand beaches, a relaxed low-rise life style, and about 100 nearby golf courses on Florida’s South Gulf Coast? This plus bay- and ocean-side views can be yours with a money-saving Siesta Key vacation rental. From Siesta Key cross Roberts or Little Sarasota Bay to Sarasota for museums, art, wildlife, circuses, opera, ballet, symphonies, theater, film festivals, botanical gardens, baseball spring training, and polo, cricket, and lawn bowling clubs.

    Lions, Tigers & Circuses

    When you need a break from basking in the sun or seashell collecting around Siesta Key, it’s Ringling Brothers and Barnum & Bailey Circus time at Circus Sarasota (Feb., March) and the Museum of the Circus (year-round) at the old Ringling wintering grounds. Visit the Ringling’s bayside winter mansion, Ca d'Zan, and savor their extensive art collection at the recently expanded John and Mable Ringling Museum of Art. The nearby Big Cat Habitat is a sanctuary for lions, tigers, bears and other animals. Hike or take a swamp buggy eco-tour with the kids at Babcock Wilderness in Punta Gorda, and see Florida’s native plants and animals in their natural habitats.

    Gardens & Aquariums

    Let the whole family enjoy the mazes, pirates ships, colorful flowers, and tropical birds at the Sarasota Children's Garden. Marvel at the orchids, bromeliads, and Sarasota Bay views at Selby Gardens. Enjoy the Parker Manatee Aquarium, plus the Bishop Planetarium’s digital projections of the heavens with Dolby surround sound at the South Florida Museum, near the Manatee River in downtown Bradenton. Schedule a Monday, Wednesday, or Friday morning for Mote Aquarium’s Narrated Shark Training Sessions; and visit Molly the Mollusk, a 27-foot pickled New Zealand giant squid.

    Locomotives & Science

    Learn some science and technology with the family at downtown Sarasota’s bay-front G.WIZ (Gulfcoast Wonder & Imagination Zone). In the evening, treat the family to Broadway theater, dance, or a jazz, pop, or rock concert at the Van Wezel Performing Arts Hall, next door to G.WIZ. Make a weekend visit to the Florida Railroad Museum, 45 minutes north of Siesta Key in Parrish, where you can get hands-on-training, take over the controls, and even rent a locomotive.

    History & Baseball

    From your money-saving Siesta Bay vacation rental home, apartment or condo, take Stickney Point Road across Little Sarasota Bay to the Tamiami Trail (U.S. 41) and Historic Spanish Point. This unusual museum and archaeological site has an intact prehistoric village with middens, as well as a pioneer home, citrus packing house, and old boatyard. In 1924, the New York Giants began a spring training tradition in Sarasota that is being continued by the Baltimore Orioles and the Grapefruit League in Ed Smith Stadium.