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          Stays
          3~5 night
          Purpose of long stay
          e.g. Business Travel
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          Book Extended Stay Hotels in Siesta Key

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          The Ringling Beach House

          Siesta Key Siesta Key|1.33km from city center
          With a stay at The Ringling Beach House in Siesta Key, you'll be in a shopping district, steps from Siesta Key Beach and a 5-minute drive from Crescent Beach. This apartment is 10.8 mi (17.4 km) from Lido Beach and 9.1 mi (14.6 km) from St. Armands Circle.Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. This Mediterranean apartment also features complimentary wireless internet access, concierge services, and a picnic area.Free self parking is available onsite.Make yourself at home in one of the 12 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Rooms have private furnished patios. 57-inch flat-screen televisions with satellite programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include separate sitting areas and microwaves.
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          Very Good

          100 Reviews

          8.8/10
          SOLD OUT

          The Inn on Siesta Key

          Siesta Key Siesta Key|1.36km from city center
          The tans may fade, but the memories will last forever…When looking for the perfect place to stay for your next Siesta Key vacation, there is no better place than the Inn on Siesta Key – where you will experience vintage Florida with all of its coastal charm! Nestled in the heart of Siesta Key, our quiet tropical oasis features six comfortable suites that are perfect for a relaxing getaway. The Inn is within walking distance to shops and restaurants in Siesta Key Village and we are just steps away from America’s #1 ranked beach, located along the sparkling Gulf of Mexico. For a more secluded alternative, unwind by our heated pool.While there are plenty of choices for hotels and accommodations, there is only one place to stay in Siesta Key that captures the true essence of historic beach life. No other motel or resort captures the charm of old Florida cottages quite like the Inn on Siesta Key.Whether you’re looking for a fun-filled family vacation, a romantic weekend or a honeymoon retreat, we have the perfect accommodation to suit your needs. With a full range of amenities, you’ll have all the comforts of home without any of the hassles.The Inn on Siesta Key: Where every hour is happy.
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          Outstanding

          48 Reviews

          9.8/10
          FromSEK 1,805
          Latest Price

          Lulu's Key House Loggerhead 2/2 Upstairs

          Siesta Key Siesta Key|1.82km from city center
          The Lulu's Key House Loggerhead 2/2 Upstairs provides a great place for travelers to relax after a busy day. The Lulu's Key House Loggerhead 2/2 Upstairs is an ideal choice for travelers who want to take in the sights and sounds of Siesta Key. Sarasota Bradenton International Airport and Venice Train Depot - Public Boat Ramp are located 18km and 27km away respectively. With Public Beach Access 4, Siesta Key Craft Festival and Public Beach Access 9 all within a short distance, there is no shortage of things to do in the area. When guests have some time on their hands they can make use of the onsite facilities.
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          0 Reviews

          0.0/10
          SOLD OUT

          Siesta Key beach house

          Siesta Key Siesta Key|1.85km from city center
          Nice house as is renovated to January-2025 and there is new kitchen , bathroom, furniture and beds and private pool with tree bedrooms and tree bath close to Siesta Key Village resturants and Beach. Canal on the backyard there you can relax and fishing or have your barbecue. Perfekt place for you and your family.About pets:Pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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          2 Reviews

          6.0/10
          SOLD OUT

          Lovely Siesta Key House Near Beach w/ Heated Pool

          Siesta Key Siesta Key|0.97km from city center
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          Great

          2 Reviews

          9.0/10
          SOLD OUT

          Siesta Key Island Rentals

          Siesta Key Siesta Key|1.31km from city center
          Located in Siesta Key, Siesta Key Island Rentals is within a 15-minute drive of Siesta Key Beach and Crescent Beach. This vacation home is 10.8 mi (17.3 km) from Lido Beach and 9.1 mi (14.7 km) from St. Armands Circle.This smoke-free vacation home features hiking/biking trails nearby and windsurfing nearby.Free self parking is available onsite.Make yourself at home in one of the 6 guestrooms. Complimentary wireless internet access is available to keep you connected. Conveniences include washers/dryers and irons/ironing boards.
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          Great

          21 Reviews

          9.0/10
          FromSEK 1,208
          Latest Price

          4-bedroom, 3.5 bath house w/Pool, AC, WiFi in Siesta Key; 1 mile from Village

          Siesta Key Siesta Key|1.42km from city center
          Unwind in Siesta Key at this lovely house. With 4 bedrooms including 1 king bed, 4 twin beds, and a crib, guests will find ample space to relax. The 4 bathrooms feature a bathtub, jetted bathtub, and shower for ultimate comfort. House includes a pool and spa as well as lounge chairs and table on deck for al fresco dining. AC, WiFi, heating, grill, and a washing machine and dryer are available for convenience. Experience the magic of Siesta Key at our house. Located on a quiet tree-lined street one mile away from the Siesta Key Village. Note the room with the crib will have two twin beds. The crib will be available for interested families.About pets:No pets allowed.About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.About customRules:At this time you cannot use the jacuzzi. Please do not try to operate it..About checkIn:Check in after 2:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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          0 Reviews

          0.0/10
          SOLD OUT

          Siesta Key Resort, Private beach, pickle ball & tennis paradise.

          Siesta Key Siesta Key|0.61km from city center
          Best spot in Siesta Key Beach!Beautiful Apartment w/Condo Hotel Services at Siesta Key Beach.Fully equipped to spend the best holidays with your family or friends.A condo apartment on the best spot in Siesta Key Beach.A beach pool, a Shade pool, a gym, two pickleball courts, and three tennis courts are on site (2 clay, one hard).Master bedroom with King bed. The Mattress is a SAATVA ORGANIC.2nd room has two single beds and a double sofa bed in the living room.1000 MB Internet. HD TV.70" Smart TV LG (Netflix, etc.)Nesspreso and Keurig MachinesThe spaceModern and comfy apartment, up to 5 people.Guest accessA whole apartment, private use.Other things to noteIt is an ideal paradise to enjoy the beach and three barbecues in front of the sea.It is an unbeatable option for pickleball and tennis fans, with two Clay courts, one Hard Court, and two Pickleball courts.The guest must pay the Condo the Cleaning fee of $ 125, plus a 7% state tax.About pets:No pets allowed.About children:Children allowed: ages 0-17.We have a Pack'n play.Bring your baby bed sheets..About smoking:Smoking is not permitted.About events:No events allowed.
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          Outstanding

          5 Reviews

          9.8/10
          SOLD OUT

          Beautiful Bay side Condo

          Siesta Key Siesta Key|1.25km from city center
          This beautiful condo in Siesta Key is the place to be! This Beautiful fully furnished condo has one of the best views in the complex along with having one of the Best white sand beaches on the country!Our 2-story condo has everything you need for a few days of relaxation.2 Bedrooms each with their own bathroom, closet and Kingsize bed2.5 Bath In unit Washer/DryerTV in every roomPool, Club house, and tennis court accessBeach Gear provided- Chairs, Towels, Games/Toys, Beach cart, Umbrella etc.Kitchen ware provided (utensils, plates, cups, pots, and pans)Incredible view of the Siesta Key Bay and just a 10 Minute walk to the white sand public beaches!It's a 10-minute walk to Beach Access 12 at Stickney Point Bridge (and the famous Captain Curt's) or catch the free trolley directly out front of complex or call one of the many free rides along the Key, both of which run up and down the key all day into the night. Main Siesta Key Beach is only about a 3–5-minute drive to the main beach parking lot where there's plenty of spaces.Also, a 5–7-minute drive to the village where you can enjoy the local restaurants and shops!Please NO pets due to allergiesAbout pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 23.About events:No events allowed.
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          Great

          2 Reviews

          9.0/10
          SOLD OUT

          400 yards to Siesta Key Village, 800 yard To The public Beach Access 2 and 7.

          Siesta Key Siesta Key|1.77km from city center
          ONE OF A KIND PROPERTY four blocks from SIESTA KEY Beach so,pack up your cooler, and all your beach supplies, and take the short walk(400 yards directly on to the #1 Rated Beach in America! (we supply bikes, umbrellas, chair, cooler and paddle board)After you make some memories at the beach, walk 200 yards down to Siesta Key Village and grab a bite to eat, a drink, or catch some live entertainment from one of the many talented musicians playing at numerous locations. This property comfortably sleeps 8 people with a three bedroom, three bathroom, an office that can be use as bedroom and two large couches.Two garage plus a lot parking space, WIFI,, cable and a patio with a Jacuzzi, that fits eight people. Kick off your shoes and relax because with this rental you get the best of everything!!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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          Outstanding

          15 Reviews

          9.8/10
          SOLD OUT

          See all hotels in Siesta Key

          Extended Stay Hotels in Siesta Key&Guest User Reviews

          Siesta Key Beach Resort and Suites
          8.5/10101 Reviews
          Siesta Key
          Siesta Key
          |1.88km from city center
          Love this gem on Seista Key. Got lucky the first time I booked and now I will not go anywhere else. Property is clean along with room. Staff are friendly and helpful when you need assistance. Great location on the best beach in the world.
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          FromSEK 1,472

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