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Beach Rentals in Siesta Key, FL

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    Travellers 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 / 22
    5 of 5 stars (17) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 30
    5 of 5 stars (9) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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 29 December 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 10 May 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 (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 5 June 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 10 May 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 / 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 5 November 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 27 July 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 / 22
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Ocean Views
    • DVD Player
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    • Pet-friendly
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    • x
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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 30 November 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 29 June 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 / 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 4 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 10 February 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 / 42
    5 of 5 stars (13) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • x
    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 2 days ago
    We had an amazing time on our vacation. The home is very clean, fully stocked with everything you could need or want, and Tiffany and her husband are the most gracious of hosts...
    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.
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    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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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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 22 May 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 / 16
    5 of 5 stars (8) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Grill
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    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    GREAT Value !!! MVPROPERTIES AT SIESTA KEY Recently renovated and very conveniently located duplex villas at beautiful Crescent Beach on Siesta Key. We have (2) 2 bedroom 1 bath apartments. Each apartment sleeps up to 5 persons. Rent 1 apartment or both. The units are bright, updated, very clean... View all property information
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 15 August 2015
    Ideally situated 2 minutes from the beach, restaurants,shops and 7 eleven. Very clean accommodation has everything that you need but does need a little refurb ie furniture...
    5 of 5 stars Reviewed 10 August 2015
    We had a great stay here. The owners were VERY pleasant. Everything that you would need for a beach vacation with a toddler was included and readily available. The place was...
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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
    • Wi-Fi
    • Balcony
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    • Satellite TV
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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 17 July 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 / 24
    5 of 5 stars (33) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
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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 3 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 28 December 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 / 26
    5 of 5 stars (39) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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 26 June 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 / 14
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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 22 July 2016
    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 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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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 / 40
    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Hot Tub
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    • Pet-friendly
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    • x
    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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 23 June 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 18 April 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 / 24
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Balcony
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    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Split floor plan with each bedroom having a private full bath, tv and access to the lanai. Relaxing lanai with couch, two chairs and three end tables to enjoy a book or take a nap. Side Gulf View from side of lanai. 25 steps to the beach. Beach towels, umbrella and sand toys for the children... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 2 weeks ago
    We loved our visit in Karen's "slice of paradise!" The property is right on the most beautiful beach with everything provided. And what the complex didn't provide Karen did - we...
    5 of 5 stars Reviewed 27 April 2016
    This condo was perfect for all our needs!! Karen, the owner, is a dream to work with. She got back to my messages immediately and was very attentive to any questions I had...
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    1 / 14
    5 of 5 stars (16) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Newly furnished, newly renovated 2BR (one king size & 2 single beds) + convertible sofa bed, 2 Bathrooms 2nd floor condo (sleeps 4-6), and with all the amenities of a comfortable home. Located in White Sands Village with 7 acres of lush tropical surroundings, our air-conditioned condo offers two... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 28 June 2016
    This place is as good as the previous reviews say it is. It has everything you need from pool floats to beach chairs to blow dryers to bicycles, dishwashing soap to laundry soap...
    5 of 5 stars Reviewed 27 May 2016
    My friend and I really loved this condo. It was very clean, spacious and beautifully decorated. The amenities were right on site such as washing machine and dryer. The closet...
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    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    A short walk to the softest sand on the planet! Located in quieter South Village, yet within walking distance to everything. Enjoy the pool, beach, restaurants, sunsets, etc.<BR><BR>Unit totally renovated last summer. New King bed in master bedroom. Guest bedroom has a queen and a... View all property information
    Location Information
    Siesta Key, Florida 34242
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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
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    • Pet-friendly
    • Child-friendly
    • 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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 6 January 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 6 April 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 / 27
    4 of 5 stars (9) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
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    • x
    About this property
    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
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 5 February 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 12 August 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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    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
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    Siesta Key, Florida 34242
    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Please also visit siestakey-whitesands with the usual US ending. There you'll find lots of usedul information on the condo and a travel guide.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... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 6 January 2016
    Close to all the excellent facilities of Siesta Key and within a comfortable walking distance of the magnificent Siesta beach, Grand White Sands 303 was the ideal place to 'chill...
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    1 / 32
    2 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    WELCOME TO PARADISE! -- BEST LOCATION on SIESTA KEY! A very clean, cozy TH with a pool view, a few yards away from the beach, restaurants, bars, bank, grocery&drug store, 7-Eleven, free Wi-Fi, 140 channels on TV, fireplace, washer/dryer in unit, garage, grill, beach chairs, BIKES, beach toys,... View all property information
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    Siesta Key, Florida 34242
    1 / 22
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Our 2000 sq ft beautifully renovated 4 bedroom home features a private pool with patio seating and a new Weber BBQ with cast iron grills. The house has been outfitted with new, transitional solid wood furniture throughout including brand new premium mattresses and pillows in every room. The home... View all property information
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    Siesta Key, Florida 34231
    1 / 17
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Villa Palma is a stand-alone single story villa located in the beautiful Polynesian Gardens community, on the beautiful barrier island of Siesta Key, Fl. The home is chic and hip in its mid-century modern beach cottage decor and style. The newly renovated kitchen is sleek in design and... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 2 weeks ago
    What a LOVELY place to stay!!! Sean was flexible, attentive and accommodating, and there was even fresh fruit, sparkling water and a personalized welcome sign waiting on the...
    5 of 5 stars Reviewed 30 July 2015
    I just wanted to say that if it wasn't for the comfort of this place my family would have had a real bad week. It rained everyday but 1 and that is unusual . With that being said...
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    #1 Happy Hour on the dock #2 Walk to sunset on Shell Beach #3 Enjoy dinner in the Village!! New listing! Offering low rates to get good reviews to get me started on TripAdvisory, HolidayLettings, FlipKey, etc! Wonderful Siesta Key Duplex - Two separate units, upper and lower. Rent one or both.... 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 6 | Quick View
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    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
    1 / 42
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Cozy Cove is a small condominium complex of six total units, located on the south end of Siesta Key in Sarasota, Florida. The complex sits on the Gulf side of the Key along Blind Pass. The complex itself is on the inlet with a dock at the back of the property where you will often see fish jump and... View all property information
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    Siesta Key, Florida 34242
    1 / 24
    1 of 5 stars (1) Terrible
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    Bayfront Contemporary with on Sarasota Bay! This Contemporary Home on Sarasota Bay has Spectacular Views from all 3 stories. Enjoy bayfront living at it's finest with a 2-story great room, bayfront lanai, pool, boat dock and lift. Master Bath is finished in marble; a guest suite, also with an... View all property information
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    Siesta Key, Florida 34231
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Just across the street from sun kissed Siesta Beach, acclaimed as the Number One Beach in the United States. Noted for “The Whitest sand in the world”, set your sites for your next vacation at Our House At the Beach! Enjoy spectacular sunsets and Gulf views from 2 over-sized balconies in this... View all property information
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    Siesta Key, Florida 34242
    1 / 29
    5 of 5 stars (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    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
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 10 July 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 9 June 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 / 23
    3 of 5 stars (1) Average
    6 Bedrooms, 3 Bathrooms, Sleeps 16 | Quick View
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    NEWLY BUILT GATED WATERFRONT HOME ON THE WATER!!!!!! Vanilla Sky International Properties is proud to present this wonderful Siesta Key Waterfront Home. This expansive and fully gated residence is just steps from world famous Siesta Key Beach . Perfect location between the village and crystal... View all property information
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    Siesta Key, Florida 34242
    1 / 36
    3.5 of 5 stars (4) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
    4 of 5 stars Reviewed 21 August 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...
    4 of 5 stars Reviewed 13 July 2014
    I had a wonderful experience at the condo. The only things I did not like was the limit on the time that children can be in the pool. The Children could only be in the pool from...
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    2 of 5 stars (1) Poor
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    beautifull, totally remodeled condo ,fully porcelain tiled, new cherry kitchen cabinets, stainless appliances, granite and lanai overlooks pool with small view of #1 beach in U.S. fully furnished with 3 TV, cable and internet and utilities included. Local area offers fun , swimming , fishing,... View all property information
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    Siesta Key, Florida 34242
    1 / 15
    2 of 5 stars (3) Poor
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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
    3 of 5 stars Reviewed 29 May 2014
    This home is not for anyone who has trouble with stairs. While main floor is nice, stove and window coverings are in poor shape. Vertical blinds in bedroom are missing lots of...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This beautifully furnished 2 bedroom, 2 bathroom unit provides you with a stunning view of the Sarasota Bay adorned with draping trees that hide multiple varieties of birds. The recently renovated lanai is in a Key West theme with 2 chaise lounges looking out at the water and a bistro set for... View all property information
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    Siesta Key, Florida 34242
    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    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 / 25
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Siesta Key voted #2 beach In Nation 2016. Enjoy the beautiful white sand beach. Bay Oaks is located on the Intercoastal with a beautiful dock and grills/picnic tables. One mile to public beach with FREE parking. Fully stocked condo in Bay Oaks. This community was featured on HGTV Beachfront... View all property information
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    Siesta Key, Florida 34242
    1 / 14
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Located near the South Village of Siesta Key. This newly updated 2 bedroom duplex has it all. A new dipping pool to cool off the hot summer days, along with a BBQ and fire pit for the winter. Lots of space, all new furnishings throughout the home, the large eat in kitchen has plenty of room for... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 6 April 2015
    Very nice accommodations. Gulf side of Midnight Pass. Five minute walk to beach. Quiet Crescent Beach.
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Cancellation opens up Jan & April 2017! Act fast, affordable rentals are going quick! Resort Style Vacationing -- Live the dream! Voted number one beach in the USA! 2 Week Minimum Rental Required. A very tastefully decorated 2 bedroom 2 bath 4th floor unit in the highly desired Harbor Towers... View all property information
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    Siesta Key, Florida 34242
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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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
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    Siesta Key, Florida 34242
    1 / 22
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Great large, 10 room family home located in the heart of Siesta Key. Very private with a resort style pool in a beautiful tropical backyard. Two story home can accommodate one large family or two smaller ones comfortably. One level: 2 bedrooms, 2 bathrooms, kitchen, living room and family room... View all property information
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    Siesta Key, Florida 34242
    1 / 9
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Welcome to Jamaica Royale! We invite you to enjoy a visit to this lovely updated 2 bedroom/2 bath unit located in the beautifully landscaped garden area and only minutes away from the pristine #1 Siesta Key beach with private access from Jamaica Royale. Enjoy a swim in any of the 3 heated pools on... View all property information
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    Siesta Key, Florida 34242
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Find yourself in the relaxing comforts of Siesta Villa Laughing Gull. A single-story stand-alone villa, located in the beautiful private community of Polynesian Gardens, on the tropical barrier island of Siesta Key, Fl. The peaceful tranquility of Villa Laughing Gull is the perfect place to call... View all property information
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    Siesta Key, Florida 34242
    1 / 38
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    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
    1 / 7
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Great Inter-coastal location. Steps away from the Famous Siesta Key Beach, which has been voted #1 over and over again. Swim in a heated pool or go to the ocean. Take a stroll around the property and enjoy the tropical vegetation. Walk to the fishing pier to fish or watch the boats go by. Have... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 18 July 2016
    What a perfect location in Siesta Key! Just a quick walk to gorgeous Crescent beach. Directly across the street from our favorite restaurant Captain Curt's and ice cream spot...
    4 of 5 stars Reviewed 21 September 2015
    We stayed at the property from 9/11 thru 9/15. The apartment was clean and comfortable and about 5 minute walk to the beach. We fished almost every night from the complex's...
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    1 / 10
    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    This vacation rental offers a full view of Siesta Key Beach/ The Gulf upon entry; relax and enjoy from your lanai or master bedroom. The property has been newly transformed to accommodate our guests best welcome to Siesta. From the comfort of the home décor to your fully stocked kitchen: cookware,... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 5 March 2015
    What an awesome condo. Unit was furnished beautifully and very up to date. Couldn't have has asked for more. Location was great. Great views of the ocean and less than 20 minute...
    5 of 5 stars Reviewed 3 March 2015
    My 92-yr. old mother and myself stayed at this "Calm at Siesta" condo. Couldn't have stayed at a better place. As for Mom who uses a walker, everything was convenient for her in...
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    You will feel like you have arrived in Paradise when you enter the lobby. The facility is more like a resort than a condominium. Unit has 2 bedroom, 2 baths, split plan. Both bedrooms and living room open to screened lanai facing the Gulf of Mexico. Perfect setting for 4 adults or for a family with... 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.