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Holiday Rentals in Siesta Key, FL

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    Travellers to Siesta Key are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 22
    5 of 5 stars (16) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 42
    5 of 5 stars (11) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 10
    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 26
    5 of 5 stars (37) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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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 1 December 2015
    Thanks Sue for thinking of every single detail. I have nothing but positive things to say about the Cottage. Sue has thought of everything you need for your stay. The only...
    5 of 5 stars Reviewed 17 October 2015
    Upon arrival, We were greeted by Sue (The owner). She informed us of all the area had to offer, and gave us advice on where to eat, and party! We had a wonderful time, and enjoyed...
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    1 / 16
    5 of 5 stars (8) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    BIG FALL SALE !!! Oct 10 to Dec 19 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... View all property information
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    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 / 30
    5 of 5 stars (8) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Booking May and June 2016! ( SORRY - NO PETS ALLOWED) TWO (2) BATHROOMS - SPECIAL FEATURE!! 2ND FLOOR PRIVACY-, peace and quiet. No one walking past your front door all day and night!! Perfect... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 3 days ago
    We felt right at home when we got there. Everything we needed was in the kitchen for snacking or cooking. Two bathrooms made it easy for getting ready to go out. The bed was...
    5 of 5 stars Reviewed 1 week ago
    We spent part of our Christmas vacation here, and it was fantastic. I had small children with me and so Im really picky. We had a wonderful time. Place was clean, close to the...
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    1 / 30
    5 of 5 stars (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 31 December 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 14 September 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 / 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 2 or 3 minute walk from... 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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    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 / 22
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Ocean Views
    • Waterfront
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    About this property
    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, Ceiling fans in all... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 25 March 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...
    5 of 5 stars Reviewed 12 March 2014
    Usually our family stays does not stay in an oceanfront residence, but after staying here, we will be back. We already picked our week next year. Waking up to the panoramic view...
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    For the most up to date availability and pricing please visit our subscription listing on Flipkey I39II38 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... View all property information
    Location Information
    Siesta Key, Florida 34242
    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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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | 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. Unit totally renovated last summer. New King bed in master bedroom. Guest bedroom has a queen and a twin. Fully... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 22
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    If your specific dates are not available, please ask about our other 2015 renovated waterfront villa Our SF Villa has been completed remodeled in the Fall of 2013 and includes custom Italian Kitchen Cabinetry, Travertine Tile, Glass Backsplash with under mount lighting, quartz countertops, and... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 1 August 2015
    I was quite impressed with the condo the minute I walked in! The photos of the rental are very accurate. It has a beautiful kitchen, an open living space (complete with a sleeper...
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    1 / 42
    4 of 5 stars (1) Very good
    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 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 / 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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    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 6 days ago
    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 / 17
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Villa Palma is in the beautiful Polynesian Gardens community. The villa is 1000 sq. feet, and has 2 bedrooms, a master bedroom with a Queen bed, bath, and walk-in closet, and a Twin bedroom with 2 beds. Each bedroom has Hotel Quality bedding. The home is newly decorated with a mid-century modern... View all property information
    Location Information
    Siesta Key, Florida 34242
    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...
    5 of 5 stars Reviewed 31 October 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...
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    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
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    Siesta Key, Florida 34242
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Siesta key condo in sarasota Florida West coast of Florida beautiful sunsets and powdered sugar sandy beaches Condo completely tiled thru-out, Elevator, walk to number 1 rated beach, watch boats go by while enjoying your morning coffee Ringing museum, Florida studio theater St armounds Circle Fine... View all property information
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    Siesta Key, Florida 34242
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Spacious 1 bedroom, 1 bathroom, turn key furnished condo at Harbor Towers on Siesta Key. The unit has been totally remodeled, kitchen with granite counter tops, new cabinets, new lighting and stainless steel appliances. Bathroom has new shower and granite counter tops. Ceramic tile flooring... 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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    About this property
    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
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    Siesta Key, Florida 34242
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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
    Location Information
    Siesta Key, Florida 34242
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Stay at our newly renovated open and relaxing vacation rental... Welcome to Sunspot at Sea Club II located on the Intracoastal Waterways and across the street from the world famous Siesta Key Beach. A perfect short or long term getaway. Enjoy the Fishing Pier, Day Boat Dock, Pool, Keyed Beach... View all property information
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    Siesta Key, Florida 34242
    1 / 14
    5 of 5 stars (14) 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
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 30 May 2015
    We enjoyed strolling over to Siesta Beach for the sunsets. This would be a perfect place for beach lovers. While simply furnished and equipped, the apartment was beyond...
    5 of 5 stars Reviewed 4 February 2015
    Had a great time, close to the beach, very clean condo in a quiet area. Plenty of restaurants and stores nearby.
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    30 Day Minimum - Beautifully redone Siesta Key Beachfront Condo. King Bed in Master Bedroom and 2 full size beds in guest room. Living room has a leather queen sleeper sofa (with comfy foam mattress) and 3 recliners for for relaxation. If the view of the tropical paradise out your window isn't... View all property information
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    Siesta Key, Florida 34242
    1 / 40
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Great furnished Vacation Rental on Siesta Key, Spacious Condo, all updated and new, King Bed in Bedroom, easy walk to the #1 Beach in America, Bikes, POOL, Clubhouse, Covered Parking This condo is beautifully furnished and extremely well-maintained. It is kept Guest Ready year round. Just posted... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 1 December 2015
    We loved this condo. It was super clean. King bed had cushy tempurpedic-type mattress. Bedroom was spacious with ample closet space and lots of drawers for clothing. Kitchen...
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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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
    Location Information
    Siesta Key, Florida 34242
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Luxury condo (Serenity) with private beach (Sandy Cove), beautifully renovated in November 2015. Full brand new kitchen, living room, 2 bedrooms with ensuite bathrooms. Located 5 min walk from Siesta Key Village and some 7 min walk from Siesta Key Public Beach (#1 rated USA Beach). Serenity offers... View all property information
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    Siesta Key, Florida 34242
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This could very well be your best vacation.. Spacious fully equipped 4th floor condo overlooking Gulf of Mexico. Fish from a private dock or sun on one of the world's cleanest white sand beaches. Amenities include but not limited to cool refreshing pools, club house, saunas, HD cable TV, high speed... View all property information
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    Siesta Key, Florida 34242
    1 / 25
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    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
    5 of 5 stars Reviewed 10 January 2013
    Lovely home and great location to walk throughout Siesta Key Village and the beautiful sands of the beach!! We were able to have everyone together for a great vacation.
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    1 / 20
    5 of 5 stars (7) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    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
    5 of 5 stars Reviewed 3 weeks ago
    Our family of teenagers and one toddler, traveled for Christmas break. The house was exactly as the photos depicted, great living room/dining room space. the three bedrooms were...
    4 of 5 stars Reviewed 6 May 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...
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    1 / 14
    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...
    5 of 5 stars Reviewed 22 July 2014
    We had the best time ever. Nice being able to wLk to village. Sunsets are beautiful. Dolphin hanging out at the pier Beaches are near. The pool is next door. Condo is...
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    1 / 16
    5 of 5 stars (21) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    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 16 October 2015
    Our family had another wonderful stay in Siesta Key!! We were here two years ago (I forgot to write a review.), and everything was a great now as it was then. Kathy and Dan...
    5 of 5 stars Reviewed 11 August 2015
    My family and I stayed in this 2 bedroom, one bath apartment from 8/1 - 8/7/15 and from the moment we arrived, we fell in love with the place, the décor, the location and all of...
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    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
    Location Information
    Siesta Key, Florida 34242
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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 -just uploaded!) Our ground-level oceanfront condo is the perfect place to unwind unplug and recharge the batteries. Fisherman's Cove is a... View all property information
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    Siesta Key, Florida 34242
    1 / 19
    4 of 5 stars (15) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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
    5 of 5 stars Reviewed 2 weeks ago
    Derick & Marina were a pleasure to work with as far as response time and availability. My husband and I stayed at the Ebb Tide, unit 7, for a short 5 day stay. It was exactly...
    3 of 5 stars Reviewed 29 November 2015
    This rental will meet your needs as a couple if you plan on spending the bulk of your time at the beach and pool which were close by with easy access an plenty of room. The unit...
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    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Island House Beach Resort - Siesta Key Florida - Crescent Beach - This 2 bedroom, 2 bath villa is 1000 sq. ft non-carpeted and is just steps to the white sandy beaches. It has a large living area, full kitchen ( all appliances), dining area, screened lanai. It has a king, 2 twins, sleeper... View all property information
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    Siesta Key, Florida
    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
    5 of 5 stars Reviewed 8 May 2011
    We have stayed at this apartment twice once in 2005 and 2008 after Island house was recommended to us by friends, the first time we stayed we all fell in love with Siesta keys and...
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    1 / 39
    4.5 of 5 stars (6) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    -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 12 November 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...
    4 of 5 stars Reviewed 15 February 2014
    Room is great. View is outstanding. We really enjoyed our stay. Room is quiet no outside noise. We recommend
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    1 / 42
    5 of 5 stars (46) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    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 30 December 2015
    I stayed at Shells villa five nights with my family and everyone enjoyed their stay so much we want to go back again soon. The villa is very comfortable and lovely decorated.
    5 of 5 stars Reviewed 11 December 2015
    We stayed four nights at the Shells Villa and had a wonderful time. The house had everything that we needed for a relaxing vacation. The home was very close to the beach and it...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    *** NEW PROPERTY *** Stay directly across from Siesta Key beach at this beautiful lakeside condo. Stepping through the front door you are greeted with an open floor plan in this two bedroom two bathroom condo. The living room is equipped with flat screen TV and seating for the whole family. Step... View all property information
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    Siesta Key, Florida 34242
    1 / 34
    4.5 of 5 stars (6) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Newly upgraded ( September 2015 ) with new kitchen, new vanities, newly painted and with the tiles steam cleaned this Siesta Key villa is a gem. It comes with a with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 13 August 2015
    We had a relaxing time and the kids had a blast. Nice place with access to the beach and a private pool. Restaurants and shops within walking distance and a quick drive to the...
    5 of 5 stars Reviewed 14 June 2015
    We stayed for 2 days after a 4 day cruise. The bungalow was very nice and clean. It was inviting and seemed like a home away from home. It seems like the owners do keep items left...
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    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    About this property
    Located steps away from the whitest sand and the # 1 beach in America, known as Crescent Beach, Siesta Key. Our location 200 yards away has an easement for private beach access. We are located on the intercostal waterway of Little Sarasota Bay on the island of Siesta Key. The condominium has two... View all property information
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    Siesta Key, Florida 34242
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Enjoy this upscale townhouse located within walking distance of Siesta Key Village and beaches. This 3 bedroom 3 bath Mediterranean style townhouse is the perfect escape for rest and relaxation. It features a private swim spa, is located in a quite neighborhood, and is just around the corner from... View all property information
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    Siesta Key, Florida 34242
    1 / 38
    4.5 of 5 stars (6) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    A mere stones throw from the Gulf from this beachfront vacation paradise! Located on Siesta Key in Sarasota, Florida, this vacation home has the best of both worlds -- the beach in front and the Intercoastal and boat docks in back with a heated swimming pool in the middle. This beachfront vacation... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 6 January 2015
    Our family of 5 (kids: 11, 13 & 15 yrs) just LOVED this place. The condo was great and in a beautiful area and had everything we needed...beach toys, lawn chairs, fishing poles...
    4 of 5 stars Reviewed 10 April 2014
    This is the fifth time we have had the pleasure of vacationing at El Galeon. We love the location with the beautiful beach access and walking to restaurants. We love the Manasota...
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    1 / 28
    4.5 of 5 stars (9) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Take to the water or stick to the shore - the world is your proverbial oyster while staying at Siesta Key’s Palm and Bay Club G88. Enjoy great comfort and value in this gulf-view suite, with all the resort amenities you can imagine. Two pools and a fantastic hot tub, a large fitness center and lit... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 8 September 2010
    Palm Bay club is a beautifully maintained property located on the best section of Siesta Key Beach. The view from Grand Tower 88 is spectacular.
    4 of 5 stars Reviewed 23 June 2010
    Excellent vacation location! Definitely will come again. The view is very good - we liked very much where the side where the balcony was - nice beach view, relaxing and not too...
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    1 / 29
    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Fisherman's Cove condo description Lovely 2 bedroom, beach front condo on the Gulf of Mexico with sunset views overlooking the gulf and sunrise views of the lagoon, expansive water views from every window. . Watch the sunset, the birds and ocean wild life swim by. Swim, snorkel, fish, surf or... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 4 December 2015
    Nice, clean, well equipped condo unit. Everything working properly. Buildings are located at end of the street, so no through traffic. It was very quite. There is even a public...
    5 of 5 stars Reviewed 19 November 2015
    If you are looking for ocean and beach views this is the place. The condo is decorated well and clean, the staff here is friendly and helpful and close to good restaurants. I...
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    1 / 52
    4.5 of 5 stars (8) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Roll into the lap of luxury and enjoy a unit that’s still sparkling new. Siesta Key Gulf and Bay Club is known to be the finest long-stay resort in the area - and this newly renovated unit with a new air conditioning and heating system, Gulf and Bay Club 305C, trumps the competition. Sleeping 6,... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 17 July 2013
    Quite satisfied with our condo unit. Plenty of room for family of 6. Very happy with the condition (cleanness) of the kitchen. All plates, dishes, silverware, coffee maker very...
    4 of 5 stars Reviewed 2 January 2013
    Close to beach, nice and clean place. Found it slightly over- priced though. There are other decent places available at lower rates.
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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 / 26
    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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
    5 of 5 stars Reviewed 21 July 2015
    We stayed two weeks here and had a wonderful time. The villa was very spacious with large bedrooms, eat-in kitchen and living rooms. Most impressive was how well equipped it was...
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    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.