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Sarasota Vacation Rentals

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    Travellers to Sarasota are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 14
    5 of 5 bubbles (1) Excellent
    Lido Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 23
    1 Bedroom, 1 Bathroom, Sleeps 8 | Quick View
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    1 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Spacious three bedroom, two bath pool home in the much sought after Sarasota neighborhood known as the “Uplands”.. Close to all that Sarasota has to offer including Ringling Museum, Lido Key, the University of South Florida and New College. In the evening take a stroll to the end of the street to... View all property information
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    Sarasota, Southwest Gulf Coast 34243
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Welcome to your 3-bedroom pool home located in Sarasota Florida. If you’re looking for a place near local shops, restaurants and local beaches this is the home for you. Being close to I75 will also make traveling to nearby areas a breeze. This home features all the latest upgrades and is situated... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34243
    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    : Situated a short 5-minute drive from the cool emerald waters of Siesta Key Beach, on the North edge of Palmer Ranch. This tropical resort community of Sienna park is a relaxing oasis under the warm skies of the Gulf Coast. With its swaying palms, shimmering lake views and world-class resort... View all property information
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    Sarasota, Southwest Gulf Coast 34231
    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Home located minutes from everything Sarasota has to offer. 6 miles from Siesta Key Beach. 1.5 miles to downtown, 4.5 miles the Lido Beach and St. Armand's Circle, and walking distance to Sarasota Memorial Hospital. Myakka State Park is about a 25 minute drive. The home is a 3 bedroom, 2 bathroom... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34239
    1 / 19
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    Relax in Beautiful Sarasota with European elegance! European designer furnished condo with Balinese style interior with a touch of glamour. Wi-Fi. Second floor unit, good community Great location just 5 minutes from Siesta Key Beach. Anytime Fitness (24 hours gym) is just across the street.... View all property information
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    Sarasota, Southwest Gulf Coast 34233
    1 / 17
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    1920's mixed-use building in historic area that is nestled between high-end residential neighborhoods. The studio apartment is super nice, safe and secure in a quaint shopping/theater area and walking distance to marina, fishing, supermarkets, transportation, theaters, opera, library, parks and... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Hot Tub
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    About this property
    This Great Condominium Complex with heated pool & hot tub is located only 300 yards from beautiful white sands of Lido Beach and a few steps from world famous St. Armands Circle. The location dosent get any better than this. Just 1 mile to Sarasota Downtown with all it's restaurants, culture,... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
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    1 / 22
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    This home has just been listed on Trip Advisor but has been on VRBO and Homeaway for over a year with all 5 star reviews. This beautiful Italianate-style 2-story home was built in 1925 during the John Ringling era. It is a rare find, nestled in a quiet, peaceful neighborhood and listed on the... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    1 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Gorgeous decorator 3/2 renovated condo with expansive views of the intracoastal waterway and Harbor Tower's marina right on Siesta Key close to the beach. Watch the dolphins frolic in the water right from the privacy of your beautiful condo. The fine white sands of Siesta Key Beach are just a short... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 16
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    Delightful studio apartment tucked away on exciting Lido Key. Nestled amid a tropical garden, the units are steps from the beautiful white sands of Lido beach, with the turquoise waters of the Gulf of Mexico just beyond. The beach is a 6 minute walk and St. Armands 14 minutes, according to Google... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    1 / 10
    Lido Key
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Wonderful cottage - the first house across the street from the beautiful white sand of Lido Key! Short walk (less than half a mile) to the famous St. Armand's Circle and it's quaint Restaurants, Shopping and Entertainment. This is the rear of a duplex house which has 1 bedrooms (queen bed) and one... View all property information
    Location Information
    Lido Key, Sarasota 34236
    1 / 26
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This newly renovated one bedroom one bath apartment, in a 4 family house will bring you all a joy that you will need for your next vacation trip. Not even a minute away from Siesta Key we are conveniently located on Siesta Dr. Fully furnished, equip with free WIFI, Tv and so much more. Sarasota... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34239
    1 / 7
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    We also have two main rooms with 2 couches. A pool/ping pong table waiting to be used! Wi-fii is available. Washer/dryer access is flexible -- please ask. Screened-in lanai and swimming pool are ready to be used. If you forgot an amenity, please feel free to use those that we provide for... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34243
    1 / 28
    Lido Key
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    The Bedroom Cottage with an Old Florida feel.The unit has full kitchen, and Queen size bed plus queen size sleeper sofa. The beach is a 6 minute walk and St. Armands 14 minutes, according to Google Maps. The unit has private patio and separate screen porch. The complex has a heated pool. The unit... View all property information
    Location Information
    Lido Key, Sarasota 34236
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Charming cottage 2 bedroom, 2 bath, fenced backyard on quiet street. 1.5 miles to beach. This home offers a very calm relaxing surroundings. Small 9 hole golf course a stones throw away. Shops and dining are within walking distance. large screen t.v cable and internet. Come and enjoy the world... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34231
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    A 3 bedroom/2 bathroom villa situated in a quiet residential location only minutes from downtown Sarasota.It has a private and secluded south facing garden with its own caged, solar heated private pool which catches the sun throughout the day.(electric pool heater is available for the cooler winter... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 3242
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Escape to beautiful Sarasota in this charming, tropical condo. The Unit has been refurbished with new bathrooms and new floors throughout. It is tastefully decorated in bright colors with stylish, comfortable furnishings. An airy porch adds to your enjoyment. The complex is impeccably... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34232
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    1 / 30
    4.5 of 5 bubbles (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    Historic 1920's Mediterranean mixed-use building in Burns Square, downtown Sarasota nestled between high-end residential neighborhoods of Palm Avenue, Laurel Park and Hudson Bayou. Two blocks from Bayfront Park, Marina and downtown nightlife. Apartment is private and secure, located on the second... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    1 / 18
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    In an Mediterranean Revival home, light and airy, one bedroom above separate garage with bath and full kitchen. Wooden floors, with area rugs, and large walk in closet. Washer and dryer. Full wifi, internet, cable TV. New Orleans style balcony with access by 2 glass doors. Located in Historic... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
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    About this property
    Furnished home rental RATE available for ANNUAL / NOT MONTHLY rental contract with RoseBay rental program. House rental is for ANNUAL rental due to insurance and community tax regulations. If you want a monthly period, I suggest you try the monthly rentals at condos on siesta Key. If I rent for... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 20
    2 of 5 bubbles (1) Poor
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Located in a Quiet Neighborhood Just Minutes to Shopping, Dining, Golf Courses and of Course the #1 Beach in the Usa Along with Multiple Other Beautiful Beaches Including Lido Key, Casey Key, Turtle Beach and More. This Is a 450 Square Foot Newly Renovated Apartment. It Offers a Queen Size Bed... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34234
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Enjoy easy access to the #1 rated beach in the US, but relax in a quiet and cozy setting. This 2/2 cottage features a fully stocked and updated kitchen with granite and stainless steel appliances. Tile floors throughout. Relax on the new patio under the shade of the towering Melaleuca trees. Master... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34231
    1 / 20
    5 of 5 bubbles (6) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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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    Sarasota, Southwest Gulf Coast 34231
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 BR/2 BA condo, newly renovated with walkout to inter-coastal waterway for fishing and daytime boating. Short walk across Stickney Point Bridge to beautiful Crescent Beach(adjacent to Siesta Key Beach) All stainless steel appliances with granite counter tops. Lanai with sliders out to water.... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34231
    1 / 17
    2 Bedrooms, Sleeps 2 | Quick View
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    Simply beautiful! Totally remodeled 2/2, plus garage in the desirable Bent Tree community (55+ section). Furnished like a model! Bent Tree - a desirable golf course community in Sarasota. The community is built around the prestigious Bent Tree Country Club. This elegant and charming... View all property information
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    Sarasota, Southwest Gulf Coast 34241
    1 / 14
    Lido Key
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Delightful 2 bedroom apartments tucked away on exciting Lido Key Nestled amid a tropical garden, the units are steps from the beautiful white sands of Lido Beach (one of the top 25 beaches in the U.S.), with the turquoise waters of the Gulf of Mexico just beyond. Quiet side roads and boulevards are... View all property information
    Location Information
    Lido Key, Sarasota 34236
    1 / 33
    5 of 5 bubbles (5) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    IN SARASOTA : Paradise for golfers and beach lovers in a wonderful Preserve Area (University Park Country Club) This Luxury Villa, not only a house but a real home : 4 bedrooms (8 persons), 3 Baths, 2 cars garage. located inside University Park Country Club, gated Community in a breathtaking... View all property information
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    Sarasota, Southwest Gulf Coast 34201
    1 / 25
    2 of 5 bubbles (1) Poor
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • ?
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    About this property
    This newly renovated two bedroom one bath apartment, in a 4 family house will bring you all a joy that you will need for your next vacation trip. Not even a minute away from Siesta Key we are conveniently located on Siesta Dr. Fully furnished, equip with free WIFI, Tv and so much more. Sarasota... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34239
    1 / 30
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Perfect little condo on siesta key, home of the #1 rated beach in the USA. Just minutes from the beaches and great restaurants. Wi-fi, TV, full bath, screened in lanai, beach towels & chairs, everything you need for your home away from home. Fully loaded kitchen, coffee maker, micro, etc. Local... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 23
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    We have a 4 bedroom, 2 bath single family home located in a neardowntown sarasota neighborhood with 10 min to beaches, either number 1 siesta key or lido. It has been freshly painted, updated, cleaned-rental payment will be as low as $weekly for 550, includes all tax and util.-main season... View all property information
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    Sarasota, Southwest Gulf Coast 34239
    1 / 33
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This beautifully decorated Beach House of about 1400 sq ft includes a living room, dining room, KitchenAid equipped newly renovated kitchen, laundry room, 2 bedrooms, and 2 bathrooms. The living room has a large and comfortable couch, a coffee table, and cable TV. The dining room includes a... View all property information
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    Sarasota, Southwest Gulf Coast 34236
    1 / 34
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Our home is located in San Michele, a luxury townhome community featuring a beautiful lakefront. It is newly and fully furnished, comfortable, spacious and perfect for extended stays. It is minutes away from downtown Sarasota, the beaches, UTC Mall, IMG Academy, Ringling Museum of Art, baseball... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34243
    1 / 23
    5 of 5 bubbles (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • x
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    About this property
    Beautiful, spacious, sunny house in excellent condition in a nice neighborhood close to both downtown Sarasota and Siesta Key. Very nicely decorated and most of the furniture is like-new. Huge living room, dining room, eat-in kitchen, sunroom, 3 bedrooms (2 with king beds) and two bathrooms. 2... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34239
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Sarasota Condo Rental Photos and Description Condo, 1 Bedrooms, 1 Baths, 4 Sleeps This Spanish Mediterranean condominium complex sits right in front of the intracostal waterway and is only minutes walk to the #1 beach in the United States on Siesta Key. The complex has bright white stucco with... View all property information
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    Sarasota, Southwest Gulf Coast 34231
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Lovely 4 bedroom home with open floor plan for family gatherings. Pet friendly. Large covered backyard porch with gas grill and seating for 8 and more. Private pool and yard borders Sarasota's best city park, 23 acres of live oak trees and nature preserve. Centrally located to Everything! 12... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34239
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    2 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
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    Private home available while owner is traveling for business. Minutes away from Siesta Key, walking to shopping and restaurants. Home includes grill and hammock in very private garden style back yard with orange, lemon and grapefruit trees, ferns and flowers. Carport with room for one and extra... View all property information
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    Sarasota, Southwest Gulf Coast 34239
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
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    • Child-friendly
    • x
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    Enjoy Gulf of Mexico view from 3rd floor at Siesta's Key's Peppertree Bay bayside. The 2 bedroom 2 bath fully furnished and equipped condominium unit comes with a parking spot on the ground floor of the building where elevator access is provided. The unit is comfortably furnished with wood laminate... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
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    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
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    * Please inquire about availability before booking * <BR>* Sales tax is 12% (7% for Florida and 5% for Sarasota County) and is not included in the rental rate. <BR><BR>Welcome to the Cosentino homestead! Settle into this serene, natural paradise in the middle of a bustling city. Nowhere else will... View all property information
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    Sarasota, Southwest Gulf Coast 34231
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    5 of 5 bubbles (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Outdoor Dining Area
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    • Pet-friendly
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    • x
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    A 2 bedroom , 2 bathroom house, with an airy feel on account of the lanai that opens onto all rooms. Large original floor to ceiling sliders make for tons of light. The garden is completely fenced in with an added bonus of a virtually private lake -- making this a perfect place to just wile away... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34232
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    Lido Key
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
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    • Hot Tub
    • Children's Pool
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    • Pet-friendly
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    • Smoking allowed
    • x
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    TWO MONTHS MINIMUM. You will enjoy this 6 bedrooms, 5 and half bathrooms over 6,600 square feet residence that is part of a luxury neighborhood. Offering plenty of luxury spaces, with 3 larges kind size beds, 2 queen size beds, and 2 twin beds, large and fully equipped kitchen, a separate dining... View all property information
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    Lido Key, Sarasota 34236
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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    Beautifully newly decorated in law suite off ,ain house. 1 bedroom, 1 full bath, kitchennett, & living room. Bedroom is 141sqft, living room is 218sqft, & a 30sqft kitchennett area. Includes queen bed,washer dryer. Spacious patio, firer pit, gas grill. SEASONAL OR ANNUAL RENTAL $125 dog fee... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34224
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    4 of 5 bubbles (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
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    Sarasota is located on the west coast of Florida and is renowned for its finest beaches in the United States (Siesta Key) for its white sand like flour and water from the Gulf of Mexico turquoise as in the islands.<BR> The house is located 10 min. walk from the beach in Siesta Key.<BR> Several... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34231
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    5 of 5 bubbles (12) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Balcony
    • Shared Outdoor Pool...
    • Terrace
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Brand new luxurious furnishings in this cozy 1 bed condo, a short drive from Siesta Key ( 5-6 miles). Across the road from a Publix supermarket, Chase bank and numerous shops and local restaurants in the vicinity --many within walking distance. The condo has a pool and a gym for guests use and... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34231
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • ?
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    Spend your next holiday within walking distance of Shell Beach, the favorite beach of the locals and a few minute drive to Crescent Beach and the Village. Carry your beach chairs and set up your fishing pole within minutes from this lovely and friendly beach home. Updated kitchen and bathrooms.... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    We have 7 cottages, all located in a very special residential community right downtown within easy walking distance to everything: restaurants, cafe's, shopping, theatre's, marina, etc. Laurel Park was voted the #1 neighborhood in Sarasota by "The Best of Sarasota Magazine". Our Siesta Beach is... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
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    2.5 of 5 bubbles (2) Poor
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Great private cozy apartment with a nice outdoor terrace / bbq area Located in a quiet family neighborhood just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach and more. This is... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34232
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Entertain your family or small group after a day of golfing or a day on the beaches. This newly built, town home in South Sarasota, is ideally located with easy access to Siesta Key beaches, and only minutes from large shopping malls, restaurants and Florida fun. Sarasota is the cultural center... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34234