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Distance to beach: 2 miles to Siesta Key beach
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OUR RATES:May -November $1999 December $3000 January $4200 February-March $4500 April $2500*Calendar months only. *Pet Friendly, Private Yard, First Floor Unit. *Community pool and gym in Complex. *Ask for our 6-month plus special rate *Boutique-style condominium community that offers:WELCOME...
Featured review
We stayed here for a clinical rotation from July - October at the Oasis on Osprey. It was truly a wonderful experience. Ana was always so helpful and attentive whenever we needed something. The area surrounding...
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Adorable upstairs unit at the Mark Twain Condos, unit D-2, on Lido Beach! This quaint upstairs condo is set up for 2 people wanting to be on this beautiful beach! A huge beach and this condo is only 1 mile from famous St. Armands Circle for all of your shopping and dining fun. This unit has a king size...
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Welcome to your Sarasota home away from home!Nestled in the highly desirable Coral Cove neighborhood, this beautifully remodeled apartment offers the perfect blend of comfort, convenience, and coastal living. Located just a few blocks from the South Bridge to Siesta Key and less than one mile from...
Featured review
I teach high school and decided to do something fun this summer during my break, so I stayed on Starfish Dr. in Ana's rental for 5 weeks (only 10 minutes away from my new granddaughter.) Everything about...
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Escape to your own slice of paradise in the heart of Sarasota's coveted Gulf Gate community with this beautifully updated 2-bedroom, 2-bathroom retreat, designed with a relaxing stay in mind. Featuring a heated, caged pool, and just moments away from the world-renowned Siesta Key Beach, this gem...
Distance to beach: 200 feet to Lido Beach
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This quaint downstairs condo is set up for 2 people wanting to be on this beautiful beach! A huge beach and this condo is only 1 mile from famous St. Armands Circle for all of your shopping and dining fun. This unit has 2 beds featuring a queen bed and a full size bed in the only bedroom.
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For less than you would pay for a small 3 star hotel room, you can rent our turn-key furnished condo overlooking Bobby Jones golf course. NO hurricane damage. Up 5 steps from your enclosed stone lanai to your wood deck. Available at off season rates. One month minimum.Tucked behind Bobby Jones Golf...
Featured review
We actually stayed at a different one from what was listed owner has 9 rental properties. Overall was fine. Outside could use updates.
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Gorgeous unit on the first floor for well-traveled adults who appreciate quality and design. Includes a washer and dryer.Bring your boat or rent one for a day as the boat docks are free! Your boat trailer must be kept off property and the on-site office can provide a list of places in the area for...
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Discover your own little piece of paradise in this beautifully remodeled 2-bedroom, 2-bathroom villa located in the heart of Siesta Key, where contemporary amenities and a prime location combine for an unforgettable vacation experience. Taken down to the studs in 2025, this villa has been completely upgraded...
Featured review
This quiet and adorable Villa was perfect for our family! It was clean, comfortable and super close to the beach. The washer and dryer were a lifesaver with kids and all their wet towels/clothes. Easy after...
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Beautifully remodeled unit with spectacular gulf views from your 2nd floor lanai. Bamboo and tile floors throughout and an updated kitchen fully equipped with granite countertops. Freshly painted with two new remodeled bathrooms. Upgraded Internet XFINITY bundled with three flat screen Smart TV's...
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High demand, upgraded, first floor, corner unit which sleeps 6 features a king, twins and sleeper sofa. The south end offers plenty of privacy and direct beach access. The washer and dryer is included by the kitchen. Unit has comfortable furnishings for families or couples and lovely tile throughout....
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This spacious third-floor corner unit comfortably sleeps four guests. The master bedroom features a luxurious king-size bed, while the guest bedroom offers two full-size beds—perfect for families or couples traveling together.The beautifully appointed kitchen is fully equipped with modern amenities,...
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Our beautiful condo is completely renovated and IT IS LOCATED DIRECTLY ON THE BEACH! This magnificent condo is one of the closest condos to the Gulf on Siesta Key. You could throw a tennis ball into the Gulf from this Siesta Key beachfront condo! Located on the island of Siesta Key , Florida, this...
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Fisherman’s Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on all of Siesta Key. You could throw a tennis ball into the gulf from this Siesta Key beachfront condo! Located at Turtle Beach on...
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Fantastic totally remodeled vacation spot with a luxurious screened in private heated pool - this spacious house has all the amenities of home so you'll never want to leave! Just a quick 7-10 minute drive to the beautiful free public beach, 12 minutes to fun Siesta Village, and 20 minutes to St...
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Very comfortable 2nd floor unit with washer and dryer. Enjoy the tropical breeze and view from floor to ceiling sliding doors. The Master bedroom has a luxurious King size bed and the guest has a very comfortable Queen size bed with lovely beach decor.Bring your boat or rent one for a day as the...
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Just bring your swimsuits, flip flops, and some groceries…everything that you might need is located in this totally updated family condo on Siesta Key! It was completely renovated in the fall of 2018 with a gleaming white kitchen, appliances, granite counter top with bar seating, new tile, doors,...
Distance to beach: 4 miles to Lido Key
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This brand new comfortable apartment is full of light and fully furnished. The living area is sunny and is a great room design with an open kitchen. The bedroom is large and the bathroom is well designed with a walk in tiled shower. The location is sweet! Walkable to restaurants, and one block from...
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The perfect place to spend a romantic vacation directly on the Gulf of America. Enjoy breathtaking views from this recently updated lovely one-bedroom unit. Unit also features a half-bath off the living room! New carpet in living room, bedroom and on lanai. UPDATE: This condo has been totally renovated....
Distance to beach: 4 miles to Lido Key
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Enjoy this delightful and brand new home located in Gillespie park. The layout of the house is very comfortable with a delightful front porch and a lanai for morning coffee in the private back yard. The kitchen is well stocked with dishes and cookware, with the newest appliances. It is fully furnished...
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Gorgeous new rental unit available for up to four discriminating guests. Freshly painted and with lovely furniture including new bedding. In the living room enjoy comfortable leather. The kitchen has been upgraded and features tile flooring as well as in the dining area. Berber carpet is featured in the...
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Welcome to The Sun-Kissed Haven, a charming and delightful retreat nestled in the heart of Sarasota, Florida. Flooded with natural light and featuring a perfect blend of comfort and style, this highly walkable home is an ideal getaway for families or groups of friends seeking a relaxing coastal vacation....
Distance to beach: 4 miles to Siesta Key Beach
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Newly renovated 2br /1 ba, shower cubicle, 980sqft, ground floor, private backyard, condo in the Sienna Park, Sarasota Fl.
Featured review
I very much enjoyed staying here for two months. Everything in the condo worked well, the location was great for me and my cat. Easy to get downtown or to the beaches and many golf courses.The complex is...
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A-204 is a beautifully remodeled unit with spectacular gulf views from the 2nd floor lanai. Our lanai is furnished with a new deep seat sofa, table and chairs for dining, and motorized floor to ceiling solar screens.The unit is tiled throughout, with a new fully equipped kitchen featuring granite...
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Sunny Daze on the Bay is a whole home situated in the heart of sunny Sarasota, Florida.Escape to the beautiful Gulf Coast and unwind in this charming, single-level home. Nestled near the vibrant Pinecraft community, you will enjoy the perfect blend of coastal comfort and city convenience. Experience...
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This 2nd floor unit has been completely remodeled with sophistication. Spend your vacation with a superb Gulf View while reclining on new leather and wicker furnishings and watching the large flat screen wall mounted TV. Gorgeous tile throughout and a brand new kitchen with stainless appliances and...
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Enjoy stunning Gulf views from this beautifully remodeled unit, featuring wraparound, fully screened sliding doors that let in the refreshing sea breeze. Located on the south end of Building A—just steps from the pool and on the path to the beach—this unit offers both convenience and serenity.Freshly...
Distance to beach: 5 miles to Siesta Key Beach
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Our house has a renovated kitchen with newer appliances including washer and dryer in the laundry area. The two bathrooms are also renovated. Our "American Dream" is decorated and prepared to make it feel as homely as possible.Bedroom 1 has a King bed which means that 3 can fit. In bedroom...
Featured review
Our first time staying in Airbnb. Was very skeptical but because our friends stayed in this area, we decided to give it a try. Clean house! Large living room! Everything needed for dining is clean and...
Distance to beach: 4 miles to Crescent Beach/Siesta Key
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Freshly renovated and just 4 miles from world-famous Siesta Key Beach, this comfortable 3-bedroom Sarasota cottage is the perfect home base for a Florida getaway. Enjoy an updated kitchen, newly renovated bathroom, fresh living-room furnishings, and a large private fenced yard — especially convenient...
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Bright, airy, comfortable vacation rental located on the second floor with easy elevator access and beautiful beach views. The condo boasts three large flat screen televisions, full size washer and dryer, along with a king master bed, two twin guest room beds and a queen sleep sofa which has been upgraded...
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2br/2ba first floor condo, 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 is a relaxing oasis under the warm skies of the Gulf Coast. With its swaying palms, shimmering lake views and world-class resort...
Featured review
Excellent location close to everything. Clean, private patio. Eva was an excellent host, quick to respond to any questions. I would stay here again
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Minutes to Siesta Key, downtown Sarasota, hospital, restaurants, shopping, fitness and schools. Entertaining and seamless indoor/outdoor living from a large 17-by-37 resort-style pool with fountains, an alcove with a built-in table and seating is incredible, tranquil and relaxing. There is a hard-to-find...
Featured review
Owners Rachael & Sarab were wonderful during our stay and great to work with. The pool was as advertised, very large, great for a good sized family with kids. The home layout was great for our family as...
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Enjoy Gulf sunsets and the sounds of the surf from your 2nd floor beachfront condo - just one flight of steps - or use the elevator. Unit A205 offers the perfect place to enjoy the sea and sky from sunrise to sunset! On the Gulf side, a spacious lanai offers an unobstructed 180 degree view. Watch as dolphins...
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Location, location, location ~ and a beautiful view from the 3rd floor corner unit that overlooks Turtle Beach.No other property on Siesta Key is built this close to the Gulf of America where you can hear the waves from your lanai and master bedroom windows.2024 updates include new king bed, new...
Distance to beach: 5 miles to Lido Key
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VISIT OUR LISTING ON VRBO (#2568344) TO SEE ALL 5 STAR REVIEWS! SIGNIFICANT SAVINGS BOOKING HERENEW IN 2024: Outdoor spa shower and propane firepit areaPET-FREE HOME Updated, bright and airy bungalow at the edge of downtown Sarasota, where you're just minutes from everything a vacation in...
Featured review
Met our needs perfectly and provided easy access to the fun around Sarasota. Nicely decorated, very clean and comfortable.
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All the bells and whistles! Completely upgraded and decorated with sophistication. Includes a washer and dryer. Lanai is for relaxation with large sliding windows and built in banquette to enjoy the amazing view from the 3rd floor.Bring your boat or rent one for a day as the boat docks are free!...
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Gorgeous unit with northwest view from 2nd floor lanai. Upgrades include a washer and dryer. Designer decor for the discriminating traveler.Bring your boat or rent one for a day as the boat docks are free! Your boat trailer must be kept off property and the on-site office can provide a list of...
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Come enjoy the amazing view from this one bedroom unit on the 3rd floor of our A Building - the closest to Turtle Beach. The unit has been completely updated from top to bottom including new lanai windows. You will certainly enjoy the waves and Gulf breeze. The new kitchen with granite counter, bar stools,...
Distance to beach: 2 miles to Siesta Key
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AVAILABLE October 1, 2026 TO DECEMBER 18, 2026 Welcome to this beautifully updated 2-bedroom, 2-bathroom first-floor condo located in the desirable Ashton Lakes community. Enjoy the convenience of step-free living with an assigned carport just steps from your front door—no stairs to climb.This...
Featured review
We very much enjoyed our winter vacation at Jeff & Jennifer’s Ashton Lake unit. The condo was very clean, updated and renter friendly. It has one of the best community pools that I have seen. Detwiler...
Distance to beach: 10 miles to Lido Key
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Welcome to PAR-TEE, your private tropical oasis perfect for large families or groups! Close to ALL of Florida's top rated beaches - Siesta Key, Lido Key & Anna Maria Island - Ringling Museum, IMG, downtown Sarasota and Sarasota-Bradenton airport, this property is situated on almost a half an...
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Enjoy our third floor upgraded apartment with new wood plank flooring, including on the lanai, new leather couches with queen sleeper in the living room, upgraded baths, and a collection of movies on DVD and VCR. The stereo can play an iPod, CD’s, radio and even a cassette.Bring your boat...
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This colorful and well cared for unit has a new owner! The view from your lanai will include sunset and will be magnificent! No other property on Siesta Key is built this close to the Gulf of America where you can hear the waves from your lanai and master bedroom windows. Many new updates by owners...
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This lovely and colorful 3rd floor unit has an incredible view of the Gulf of America to enjoy with your family members from a very comfortable lanai. New flooring, two newly renovated baths, and flat screen TV's in living room and bedrooms. The kitchen is fully equipped and beach chairs and umbrella...
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This recently renovated 3rd floor unit has a new owner who has made many upgrades to the condo. In the newly renovated lanai and living room you’ll find floor to ceiling and wall to wall sliding glass doors with sliding screens that assure totally unobstructed views from the kitchen out. The new...
Distance to beach: 5 miles to Siesta Key Public Beach Access
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Come and unwind in this quiet and cozy 2 br/1.5 ba, first floor end unit condo, situated just a short 10 minute drive to the cool emerald waters of Siesta Key, named the nation's best beach - twice! Relax in this tastefully furnished condo located in a small, quiet community, surrounded by grocery...
Featured review
We had a wonderful stay in this beautifully decorated and updated condo. Enjoyed the pool. The place was quiet and close to the beach. The owner was very friendly and accommodating. We loved it so much...
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Welcome to a bit of heaven!A gorgeous gulf-front vacation awaits you as you come and enjoy this enchanting condo! Located directly on beautiful Turtle Beach in Siesta Key and just steps away outside your door. There is no other resort complex like this that is so close to the beach!As you travel...
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Wood-Burning Fire Pit | Cable TVs With at-home conveniences and sought-after amenities at your fingertips, this well-appointed home is perfect for families looking to explore Sarasota! Bedroom: Queen Bed | Living Room: Queen Sleeper Sofa | Screened-In Porch: Queen Sleeper Sofa RESORT AMENITIES: Hot tub,...
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Suddenly available for Feb.,Mar. 2027! This is rare, but for the 6th time a repeat renter has decided to buy it the area. The house is a bright, newer construction (in 2011) 3 bedroom , 2 1/2 bath home near the Siesta Beaches. This property is nestled in a quiet community a 15 minute walk from the white...
Featured review
After spending time in other areas of Florida for the "Snowbird" experience, we decided to try the Sarasota area. We took a chance booking this property and we never regretted it. From the initial booking...
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Wonderful 2 bedroom and 2 bath condo across the street from the beach. Your oasisNew Listing - Great RatesPopular Lido Towers Condominium on the First Floor. Spacious Front Corner Unit with 2 Bedrooms, 2 Baths, 1293 Sq Ft under Air with Large, Wrap Around, Screened Lanai. This is an Updated Condo...
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. Looking for a family friendly, modern and spacious open floor plan where the kitchen opens to the living and dining area allowing your loved ones to unwind and spread out then look no further. Welcome to Cozy Cottage, close access to Sarasota's best beaches including the #1 rated Siesta Key...
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Relax in this enchanting, fully renovated pool home in Sarasota’s Forest Lakes community—just 15 minutes from Siesta Key Beach. AVAILABLE for 30-DAY MINIMUM STAYS with 1–3–6–9-month options. This furnished 3-bed, 2-bath retreat sleeps 8 and offers a bright open layout, porcelain...
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