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Vacation Rentals and Bungalows in Siesta Key, FL

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    Travelers to Siesta Key are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 27
    5 of 5 stars (16) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 16
    5 of 5 stars (8) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    1 / 22
    5 of 5 stars (17) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 29
    5 of 5 stars (35) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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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 3 minute walk from the... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed November 5, 2015
    Sue made us feel very welcome as she greeted us upon arrival . Our room was stocked with everything you need from the kitchen to beach supplies and everything in between what a...
    5 of 5 stars Reviewed July 27, 2015
    This place was perfect! The beach was so close and the pool was so warm! We had a few days of rain, which everyone kept saying was so unusual for that area, but the place was...
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    1 / 17
    5 of 5 stars (6) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed June 5, 2016
    First, arranging this rental through trip advisor was really easy, owner was really responsive and kind. It was mine and husband's first trip to Florida, so really did not know...
    5 of 5 stars Reviewed May 10, 2016
    This was a great weekend getaway for me and my boyfriend. The condo is directly off the beach and within walking distance to many wonderful restaurants and bars. Although some...
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    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    About this property
    If you are looking for the perfect spot for a family vacation, to escape the cold and snow, or a quiet romantic getaway this is the place for you. Recently updated throughout, this 2 bedroom 2 bath condo sleeps 6 comfortably all in real beds. Just outside your door is Crescent Beach, consistently... View all property information
    Location Information
    Siesta Key, Florida 34243
    5 of 5 stars Reviewed May 24, 2016
    The property is ideally located - i.e on the beach. The owner was extremely friendly and checked a couple of times to make sure that we had everything we needed. The condo has...
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    1 / 22
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    LAST MINUTE DEALS NOW AVAILABLE AUGUST - JANUARY at our luxurious Villa#4 (on Crystal Sands, 6300 Midnight Pass Rd, Sarasota, 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... View all property information
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed November 30, 2015
    Villa was nice. It had all of the amenities needed for a comfortable stay. It was clean. It was only a short walk to the beach. It was close to town center.
    5 of 5 stars Reviewed June 29, 2015
    this condo was fantastic. So close to beach and village . There was not a need that wasn't meant. Refrigerator stove microwave washer dryer computer . very clean . Couldn't ask...
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    1 / 40
    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    About this property
    Hidden behind a contemporary privacy wall, enter into our front yard oasis. The perfect setting for tanning, dining and entertaining alongside the waterfall feature. Extensive renos offering a stunning gourmet kitchen, updated bathrooms, flat screen tv's in bedrooms and the most appealing Lanai... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed June 23, 2016
    For our first time in Florida we have been looking for the perfect house to rent and we couldn't have made a better choice!! We were 5 in total and the house is just perfect...
    5 of 5 stars Reviewed April 18, 2016
    We have been in search of the 'perfect' family holiday since our twin daughters were born 6 years ago, and we can finally say we have found it!! We have just returned from an 11...
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    1 / 12
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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 is located in the garden area of our beautifully landscaped property. This unit is on the first floor and reserved parking is right outside the front door. This unit has a full size washer and dryer for... View all property information
    Location Information
    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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    1 / 17
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    “Pristine sand, blue skies - 'TripAdvisor's best beach in the U.S. in 2015' The Best Thing to look forward to after a Day on the Beach Is... ...Another Day on the Beach : ) 1001 Beach Rd unit W502, Siesta Key Fl 34242 Just a walk across the street to Siesta Key's world famous #1 Beach. This... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 3 weeks ago
    Had a lovely stay in this amazing home. There was everything you could possibly need and Michelle, the owner was a wonderful host. Situated over the road from the beach so only 5...
    5 of 5 stars Reviewed February 10, 2016
    We recently got back from our vacation in Siesta Key. This condo was a great place to stay. It is such a nice place that is clean and comfortable with two big balconies and lots...
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    1 / 19
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Lovely, fully updated 3 bedroom, 3 bath canal home 1 block from Siesta Village! Tropical private pool setting just off the main living area and the grand Master Bedroom. Second Master suite with private bath including soaking tub. All bathrooms completely redone in 2015. Quiet street literally... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed June 23, 2016
    On 5 day getaway to visit family in Florida stayed at this lovely, elegant, well decorated 3 Bdrm / 3 Bath home situated on quiet cul-de-sac street with canal in back. Pool-Lanai...
    5 of 5 stars Reviewed June 23, 2016
    We cannot express how much we loved this house in Siesta Key Florida. We have family in the area and are very familiar with vacation rental properties in the area and this was...
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    1 / 21
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Our 2nd floor, end unit condo was completely renovated over the winter of 2012– 2013. The floor plan was opened up to provide a nice airy feel and to enjoy the water view. All furniture, flooring and fixtures are new. The entry hall has a bench to store your flip-flops and other beach gear and... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 42
    5 of 5 stars (13) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    STAY IN YOUR OWN PRIVATE HOME ON SIESTA KEY - Fantastic Siesta Quarters Vacation Home!. Come make yourself at home in a nationally known artist's private residence on the exclusive north end of beautiful Siesta Key. Graciously appointed three bedroom, two bath with quality furnishings offered fully... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 4 weeks ago
    Very clean and awesome place to stay on the island near everything.Rentor response super quick and one of the best places I have stayed on the island.
    5 of 5 stars Reviewed July 6, 2016
    My wife and 4 children stayed here for a week. This house was perfect location. 2 miles from the beach a few miles from the market and quiet. The home was very clean and wel kept...
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    1 / 30
    5 of 5 stars (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    “Pristine sand, blue skies - 'Number 1 Beach'” <BR><BR>The Best Thing to Come Home to after a Day on the Beach Is...<BR> ...a vacation home as comfortable as your own home. <BR><BR>Just a walk across the street to Siesta Key's world famous #1 Beach.<BR><BR> This split-level townhouse, has 2... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed December 31, 2015
    I found this condo on trip advisor when I was researching places to stay in Siesta Key and we couldn't have been happier with our accommodations. My three kids and I spent our...
    5 of 5 stars Reviewed September 14, 2015
    The townhouse is nice, clean and spacious! My children enjoyed the beach, toys and pool each and every day. Michelle has the condo stocked with items that are needed for...
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    1 / 25
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Patio
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Sauna
    • Washer
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed January 6, 2016
    THE best spot in the US to see the sunset over the Gulf of Mexico! A starting point for a long beach walk on Siesta Key's white sands as it is just steps to the beach. A short...
    5 of 5 stars Reviewed April 6, 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...
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    1 / 26
    5 of 5 stars (39) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 3 weeks ago
    We stayed at Ebb Tide in siesta key just last week. It is a great place, a few blocks away from the beach/pool. The apartment is spotless and comfortable. Sue is the best - very...
    5 of 5 stars Reviewed June 26, 2016
    We stayed at Ebb Tide #1 on our honeymoon. We felt like we hit the JACKPOT after realizing how close we were to such an incredible beach, that we were within walking distance to...
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    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 2 weeks ago
    This condo was very nice. Steps away from the gorgeous white sandy beach and convenient to shopping and restaurants. We were very impressed with not only the condition of the...
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    1 / 25
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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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
    Location Information
    Siesta Key, Florida 34242
    1 / 29
    5 of 5 stars (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Balcony
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    • x
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    About this property
    Spacious Condo on Siesta Key is so centrally located you won't even need a car! 800 square feet, renovated, new, and super clean! King Bed in Bedroom and Sleeper sofa in living room provides 2 separate bed options with spacious closets ready for your things! Screened Lanai (porch). Central AC and... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed July 10, 2016
    Very short walk to the beach! Sue is so friendly! The condo was in excellent condition! We will definitely stay here again!
    5 of 5 stars Reviewed June 9, 2016
    Sue B was very helpful leading up to my visit, going out of her way to make sure that I had everything I needed on arrival. The condo was exactly as described, very clean, very...
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    1 / 24
    5 of 5 stars (33) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 2 weeks ago
    We recently stayed here. Sue was amazing, such hospitality. It was a quick walk to the beautiful beach and close to restaurants. We loved every minute of our stay. I can't thank...
    5 of 5 stars Reviewed December 28, 2015
    Loved everything about the place. sue was very hospitable and the place was spotless. Loved the proximity to the beach and the great restaurants within walking distance. Loved...
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    1 / 47
    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Washer
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    • Pet-friendly
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    About this property
    Leave your worries behind... If you're looking for a relaxing beachfront condo that's been totally remodeled you've come to the right place. (all new photos coming later this month) Our ground-level oceanfront condo is the perfect place to unwind unplug and recharge the batteries. Fisherman's... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 1 week ago
    This unit is literally 200 steps to the water. Fantastic ocean front appeal and it had literally the best master suite mattress that we've had in years for a vacation property...
    5 of 5 stars Reviewed July 17, 2016
    Located at the end of Turtle Beach, This condo unit is a first floor unit. Wonderful access to the beachfront with a nice "sunroom" fully stocked with fishing gear,toys and...
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    1 / 14
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    This wonderfully updated island vacation home has a spacious floor plan. There are tropical views from every window. The beautiful, heated private pool includes a spa and a waterfall. You can open the large patio doors to the screened in lanai that overlooks the pool and bring in the sound of... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 4 weeks ago
    We stayed for three weeks in this beautiful house. Great location between Siesta Key Beach and mainland. Also calm neighbourhood, clean house, fully equipped kitchen that had...
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    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    3 month minimum rental only!! Located on Big Sarasota Pass with spectacular western views that can be filled with amazing sunsets, fishing boats, or Dolphins. Great access for fishing or viewing. Updated 1250 sq ft 2 story, 2 bedroom, 2 1/2 bath, all within walking distance to Siesta Key markets... View all property information
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    Siesta Key, Florida 34242
    1 / 42
    3 of 5 stars (2) Average
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
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    About this property
    YOUR PRIVATE GETAWAY ON THE KEY ASK ABOUT OUR SUMMER SPECIALS!!!!!!!!! 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 environment and enjoy and visit all the... View all property information
    Location Information
    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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    1 / 17
    5 of 5 stars (13) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Island House Beach Resort - Crescent Beach, Siesta Key. Gulf Front Unit, 3rd Floor, Panoramic Views. This luxury apartment is 1300 sq. ft. non-carpeted and is 2 bedrooms, 2 bathrooms. It has a large living area, dining area, fully equipped kitchen, ( all appliances), screen and glass lanai. The... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed November 18, 2011
    This condo is amazing. It's right on the beach, and the view is incredible. The condo itself was clean and well taken care of. The owners do a wonderful job providing items and...
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    1 / 26
    4.5 of 5 stars (9) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    PLEASE NOTE: The Price displayed here is NOT ACCURATE! (It does not take the "Seasonal Rate" into consideration) - Sorry - this is Flipkey's policy, not ours. This luxury third floor condo #308 is bright and airy with its extra long Lanai! The Lanai (screened porch) overlooks the Gulf,... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed May 20, 2016
    What a wonderful condo experience. This condo was absolutely wonderful. The view from the condo was spectacular. Watching the sunsets was beautiful. It was exceptionally clean...
    5 of 5 stars Reviewed May 11, 2016
    When you go to Siesta Key, its all about the beach. I have been staying at Crystal Sands 308, with my wife and another couple, for three years now. This year, under new owners...
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    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
    5 of 5 stars Reviewed October 2, 2015
    Peppertree Bay Gulf side is fantastic! We stayed in unit 1158 W Peppertree Drive for December and January, and it was wonderful! The unit has a clean, beachy, homey feel to it...
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    Siesta Key Vacation Condo all new, and an easy walk over to the #1 Beach in America. Complex has Pool, Covered Parking, Clubhouse, Marina. Two Bedrooms, Two full Bathrooms, Completely renovated Kitchen, all new Tile flooring throughout Condo, back Lanai catches glimpse of Sunsets, and front... View all property information
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    Siesta Key, Florida 34242
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    Luxury hi-rise condo right on the beach. Enjoy amazing sunsets on the full lanai, with access from each bedroom. Take long walks on the beach. Location is close to shops and restaurants. Crystal Sands on Midnight Pass Rd is one of the most popular condos in Siesta Key. And our Crescent Beach is... View all property information
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    Siesta Key, Florida 34242
    1 / 24
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Harbour Towers is perfect for people that like the feeling of a grand hotel. You can play tennis on our Har-Tru tennis courts, swim in the sky blue water of Siesta Beach or relax inside at the heated swimming pools. You can jet ski or snorkel at Point of Rock.<BR><BR>You can fish off the docks at... View all property information
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    Siesta Key, Florida 34242
    3 of 5 stars Reviewed May 29, 2016
    I don't normally write reviews on places we stay, but I feel that this time it is necessary. We booked about a year prior to arrival date. We stayed here from January 30 to...
    4 of 5 stars Reviewed January 9, 2015
    We traveled to Siesta Key in a group of 4 and decided to stay here for the week. Although the booking process took a while and required a lot of back and forth messaging with the...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2 BR. - 2 BA -- 6 Person Max. -- High Rise -- Greenbelt View 1255 - 302 is a Bayside Midrise unit, located approximately 75 yards away from the Bay. 2 Bedroom / 2 Bath unit. Approx. 1250 Sq. Ft. (1375 including the lanai) Bedding: Master Bedroom: King Guest Bedroom: 2 Twins Electronics:... View all property information
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    Siesta Key, Florida 34242
    1 / 24
    4.5 of 5 stars (7) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    DIRECT GULF FRONT!! 2 Bedrooms, 2 bathrooms at Island House Beach Resort.4th Floor unit. The unit is 1300 sq. ft. King, 2 twins, sleeper. This beautifully maintained complex is lococated on Siesta Key on Crescent Beach. The luxury apartment offers direct gulf view of the turquoise waters of the... View all property information
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    Siesta Key, Florida 34242
    1 / 27
    4 of 5 stars (9) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Welcome ! 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 Siesta Key . Whether you are keen... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed February 5, 2016
    We arrived on January 9 and stayed 21 days. The property was lush with trees and hanging miss. After unpacking our car we went into the condo. And, we were greeted by a colorful...
    4 of 5 stars Reviewed August 12, 2015
    I was very nervous about using this site, due to the great prices and fake looking pictures. I just don't trust anything on the internet. My girlfriend showed me the site, I...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2 BR. - 2 BA -- 6 Person Max. -- Large Garden -- Pond View 1077 is a Gulf side, Large Garden unit, located approximately 150 yards away from Crescent Beach 2 Bedroom / 2 Bath unit. Approx. 1250 Sq. Ft. (1375 including the lanai) Bedding: Master Bedroom: King Guest Bedroom: 2 Twins... View all property information
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    Siesta Key, Florida 34242
    1 / 18
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Island House Beach Resort!! Siesta Key Florida. This 2 bedrooms, 2 bath unit is 1300 sq. ft. and is located on one the finest beaches in Florida. It has a large living area, dining area, 2 lanais, central heat/ac, fully equipped kitchen, ( all appliances) 3 tvs, dvd and is located on the 3rd floor.... View all property information
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    Siesta Key, Florida 34242
    1 / 19
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    2 BR -- 1.5 BA -- 4 person Max -- Small Garden -- Greenbelt View 1154 is a small garden unit, located on the Gulfside of Midnight Pass 2 bedroom, 1.5 bath unit . Approx. 1100 Sq. Ft. (1200 including the lanai). Bedding: Master bedroom: King Guest Bedroom: 2 Twins Electronics: Living... View all property information
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    Siesta Key, Florida 34242
    1 / 9
    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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 2, 2016
    Wonderful Setting, Sparkling Clean, Everything that you will need top make it perfect. The owners have spared no effort in making this a truly lovely apartment. Turtle Beach is...
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    2 BR -- 1.5 BA -- 4 Person Max -- Small Garden -- Pond View 1145 is a small garden unit, located on the Gulfside of Midnight Pass 2 bedroom, 1.5 bath unit . Approx. 1100 Sq. Ft. (1200 including the lanai). Bedding: Master bedroom: King Guest Bedroom: 2 Twins Electronics: Living room:... View all property information
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    Siesta Key, Florida 34242
    1 / 18
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Island House Beach Resort!! Crescent Beach, Siesta Key Florida! Direct Gulf Front - Panoramic Views. This beautifully mainained complex is located on the widest part of one of the best beaches in central florida. It is 1300 sq. ft, non carpeted, 2 bedrooms, 2 baths.King, 2 twins, sleeper. The unit... View all property information
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    Siesta Key, Florida 34242
    1 / 25
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This newly renovated and up-to-date condo is across the street from the beach and has open views of the inter-coastal waterway with boats and dolphins coming and going throughout the day. The condo is a fully furnished 2 bedrooms/2-bath unit with three flat screen TV's, FREE WIFI and a DVD Player.... View all property information
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    Siesta Key, Florida 34242
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2 BR. - 2 BA -- 6 Person Max. -- Large Garden -- Bay Front View 6047 is a Bayside Large Garden unit, located approximately 20 yards away from the Intercoastal Waterway. 2 Bedroom / 2 Bath unit. Approx. 1250 Sq. Ft. (1375 including the lanai) Bedding: Master Bedroom: King Guest Bedroom:... View all property information
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    Siesta Key, Florida 34242
    1 / 22
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Gulf front luxury on the beach. Complete renovation in 2014. 3 bedroom, 2 bath condo. No expense was spared. Stainless steel appliances, travertine tile, throughout. Marble counters in kitchen. Polo linens, Ralph Lauren towels. Flat screens, wireless internet, Apple Tv, <BR>Ceiling fans in... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed March 25, 2014
    We had a wonderful relaxing week in this beautifully renovated condo. We loved the panoramic views of the gulf, the proximity to the village and the easy access to the beach...
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    2 BR -- 1.5 BA -- 6 person Max -- Small Garden -- Greenbelt View 1140 is a small garden unit, located on the Gulfside of Midnight Pass 2 bedroom, 1.5 bath unit . Approx. 1100 Sq. Ft. (1200 including the lanai). Bedding: Master bedroom: King Guest Bedroom: 1 Twin size day bed... View all property information
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    Siesta Key, Florida 34242
    1 / 9
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Central property, High-rise style unit with 2 Bedrooms and 2 Bathrooms. All rental properties are turn-key furnished and include washer & dryer. Internet access, beach access, tennis courts and exercise facilities available, access to two swimming pools. No pets are permitted on the property.... View all property information
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    Siesta Key, Florida 34242
    1 / 19
    5 of 5 stars (7) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    GULF FRONT - GROUND FLOOR UNIT!! This spectacular 2 bedrooms, 2 baths unit is 1300 sq. ft. as is located on Crescent Beach. This condo offers a view of palm trees, white sand and turquoise waters of the Gulf of Mexico.Fully equipped kitchen, all appliances. The unit has a king size bed and 2 twins.... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed June 2, 2012
    What a great place. It has a wonderful view, great updates, everything you need to entertain, prepare meals, etc. The patio is comfortable with such a nice breeze. The beds...
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    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Island House Beach Resort! Siesta Key Florida - Crescent Beach. This luxury, top-floor apartment is part of Island House Beach Resort, which is located on 280 ft. of award-winning Crescent Beach. Island House offers a large heated swimming pool with sun deck, shuffleboard courts, and a recreation... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed December 7, 2010
    Overall, we had a wonderful stay at Island House. I liked being on the top floor. It was quiet, and the other condo was not rented for the week so it felt very private...
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    2 BR -- 2 BA -- 4 person Max -- Small Garden -- Pond View 1138 is a small garden unit, located on the Gulfside of Midnight Pass 2 bedroom, 2 bath unit . Approx. 1100 Sq. Ft. (1200 including the lanai). Bedding: Master bedroom: King Guest Bedroom: 2 Twins Electronics: Living room: 44... View all property information
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    Siesta Key, Florida 34242
    1 / 16
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    This is a first floor condo with a nice porch, sitting area. The community gives you an old Florida feel. The shell drive and the cottage type bungalows make you feel like your back in the 50's again. There is a fishing dock, boat basin, heated swimming pool, private beach access, barbeque grills... View all property information
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    Siesta Key, Florida 34242
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Our condo has just been remodeled (October 2015) with granite counter tops, stainless steel appliances, dishwasher, cabinets, new tile, new bathroom, and new furniture. It is a second floor unit. We have included all the essentials for a family that likes to have the flexibility to make meals at... View all property information
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    Siesta Key, Florida 34242
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    2 BR -- 2 BA -- 4 person Max -- Small Garden -- Pond View 1134 is a small garden unit, located on the Gulfside of Midnight Pass 2 bedroom, 2 bath unit . Approx. 1100 Sq. Ft. (1200 including the lanai). Bedding: Master bedroom: King Guest Bedroom: 2 Twins Electronics: Living room: 30... View all property information
    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.