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Distance to beach: 2 miles to Siesta Key beach
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OUR RATES:June-November $1999 December $3000 January $3900 February-March $4500 April $2500 May-December $1999*Calendar months only. *Pet Friendly, Private Yard, First Floor Unit. *Community pool and gym...
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...
Distance to beach: 2 miles to Siesta Key Beach / Cresant Beach
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Quiet, private and pet friendly 2 bedroom, 2 bath, swimming pool home in Gulf Gate just 5 minutes to Siesta Key and her Beaches! Your Rental Fee includes the following (Rent, Cleaning Fee, Florida 12% taxes, Cable, Water & Utilities). Pet Fee additional to rental fee. NO Owners or Service Fees,...
Featured review
We thoroughly enjoyed this 2 bedroom, 2 bathroom with dedicated office space and pool gem of a rental! This was our first time taking an extended vacation (1 month) over the typical week or two and so we...
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Newly renovated, professionally decorated, beautiful 2bd/2ba is fully furnished, all you need is your clothes, flip flops and toothbrush. Fully stocked with all necessary items to enjoy your stay. Heated pool, quiet neighborhood, small complex, friendly neighbors.
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This holiday, give the gift that builds memories and strengthens bonds. Enjoy peaceful mornings by the creek- feel the refreshing breeze while listening to the birds who call it home. Nearby UTC sparkles with holiday lights-music, activities, shopping, carriage rides, and so much more. Back home, unwind...
Featured review
We were located near the airport and the beaches. We would drive to the beach areas and get on the free trolleys to explore the various parts of the city and islands, or enjoy the sunny weather on the...
Distance to beach: 3 miles to Lido Beach
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Your home away should feel like home. This 2 bedroom 2 bath villa is smartly decorated and equipped with all the things necessary for comfort and practical living. Fully furnished with comfort in mind. The primary bedroom has a queen-sized bed, an en-suite bath, walk-in closet and sliders to the screened...
Featured review
We loved our stay at the hidden gem! The kitchen is stocked with everything you need. Lots of towels, beach towels, and sheets. Supplies for a beach day are also provided. The location is great-very close...
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Distance to beach: 9 miles to Siesta Key
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This beautifully renovated home offers an open-concept living space, ideal for those looking to enjoy comfort and style. With two spacious bedrooms and two well-appointed bathrooms, this home is perfect for relaxation and privacy. Relax and enjoy the outdoors in your private lanai area. Located just across...
Distance to beach: 50 yards to Lido Beach
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Welcome to our stunning ground floor condo, nestled directly on the pristine Gulf of America along a tranquil stretch of Lido Beach. Say goodbye to stairs and elevators – step right into your paradise!Completely renovated in 2025, this condo offers a fresh and modern retreat, designed with...
Featured review
We rented this gorgeous Condo for the month of March, 2024. First of all, the location is perfect, right on Lido Beach with a pool onsite and right down the street from St. Armand's Circle in Sarasota....
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This newly decorated luxury condominium is located in The Boatyard, a highly sought after, gated community on the intracoastal. It is within walking distance to gorgeous Siesta Key Crescent Beach, many water sport activities, shopping, restaurants and more. Private boat slips are also available, right...
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...
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3 bedrooms all queens 2 full bath private heated pool & patio* 10 minutes from airport washer/dryer fully stocked kitchen No TV but high speed internetPonderosa Pine | Cozy 3BR Home with Private Seasonal Heated Pool & PatioWelcome to Ponderosa Pine, a charming single-family...
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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 today at off season rates. One month minimum.Tucked behind Bobby...
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.
Distance to beach: 3 miles to Siesta Key
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Newly renovated 1br/1ba, 2nd floor condo in the Sienna Park, Sarasota, Fl. A community pool and a tennis court are provided at 1+1 condo, which is set in Sarasota, 5 min drive from Siesta Key Public Beach. This apartment offers air-conditioned accommodation with a balcony. The apartment features 1 separate...
Featured review
We were in unit 146 and totally loved it. So clean and welcoming. Would definately rent again. Thank you!
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3 bedrooms 2 bath W/D fully stocked kitchen 5 minutes from downtown 20 minutes from Siesta Key*SCOOTER rentals available $15\day\scooter with a $40 per stay/scooter minimum PLEASE CHECK WITH HOST FOR AVAILABLITY​​​​​​​VR25-00065Welcome to Sunny Daze on the Bay, a charming...
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Property OverviewAzure Isle FUSION is a listing property with two separate houses right next to each other: Azure Haven (blue house) and Isle of Green (green house). This setup provides plenty of space and privacy for everyone in your group.Sleeping Arrangements The property sleeps up to 8 guests...
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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...
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Welcome to your inviting Sarasota getaway, featuring three spacious bedrooms and three full bathrooms — perfect for families, couples, or groups of friends traveling together.Step inside and discover a bright, open floor plan designed for comfort and connection. The modern kitchen comes fully...
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...
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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Seascape on Clarinda | Spacious 4BR/4BA Private Pool Home with Outdoor Kitchen & Beach GearWelcome to Seascape on Clarinda, a stunning full-house rental nestled in Sarasota, Florida, just 20 minutes from the world-famous Siesta Key Beach. This beautifully appointed 4-bedroom, 4-bathroom home comfortably...
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...
Distance to beach: 2 miles to Siesta Key
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THERE IS AVAILABILITY FOR JANUARY 2026 DUE TO A CANCELLATION. Stunning 2 bedroom 2 bathroom FIRST floor condo in Ashton Lakes. An assigned carport is steps away from the front door. No worries about climbing any stairs. This beautiful 1356 square foot jewel has a newer kitchen with hardwood cabinets...
Featured review
I would highly recommend staying at this condo as it had everything one would need to make their stay enjoyable. The location is wonderful and the condo is on the first floor which helped facilitate carrying...
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Key Differentiators & Amenities∆ Central downtown Sarasota—walk to shops, restaurants, arts venues, and marina ∆ 1 spacious bedroom, 1 updated bathroom (perfect for couples, solo travelers, or business guests) ∆ Pet-friendly: beds, bowls, blankets, waste bags, and secure fenced dog...
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 areaUpdated, bright and airy bungalow at the edge of downtown Sarasota, where you're just minutes from everything a vacation on the west coast...
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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Newly renovated 2br/1ba, 980 sqft, 2nd floor condo in the Sienna Park, Sarasota, Fl.
Featured review
Wonderful location right close to the beach. Lovely and well stocked with whatever you need. Tami was great!
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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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Welcome to The Sun-Kissed Haven, a charming retreat nestled in the heart of Sarasota, Florida. This delightful home offers a perfect blend of comfort and style, making it an ideal getaway for families or groups of friends seeking a relaxing vacation.With three spacious bedrooms and two well-appointed...
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4 bedrooms/2 bath salt water heated pool & hot tub * fully stocked kitchen basic beach supplies grill & swing set washer & dryercheck out our virtual tour link!*SCOOTER rentals available $15\day\scooter with a $40 per stay/scooter minimum PLEASE CHECK WITH HOST FOR AVAILABLITYrental...
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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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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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
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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To view complete details callThis home is a beautiful waterfront beach bungalow located on Little Sarasota Bay on the desirable and less congested location of South Siesta Key, Sarasota FL. This sanctuary is within walking distance of the public amenities of Turtle Beach, the Tiki Hut Pub, Bayfront...
Featured review
This house and grounds were AMAZING! The decks, dock, and gliders were relaxing and quiet-we enjoyed the bird watching and saw dolphins on our last day! Turtle Beach is nice-not quite Siesta Key sand,...
Distance to beach: 6 miles to Siesta Key
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The house has two bedrooms and two bathrooms, a full kitchen, living room and study space, inside it has washers and dryers, a large patio for relaxation, fenced all around, air conditioning and heating, hot water.Excellent property very close to Siesta Key Beach, known as the number one beach in the...
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Family friendly, beautiful vacation home rental at the best RV resort in sunny Sarasota!1 bedroom plus extra queen bed with privacy screen on lanaiGuest accessGuests have full access to the outdoor heated pool, bar, grill and restaurant. If guests so choose, they may participate in any on...
Featured review
Sun Outdoors is such a fun place for any age. This home has been super cozy, has a washer/ dryer and golf cart. It is really adorable and has a large porch which increases the living space. The kitchen...
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Welcome to Glamor Manor, your luxurious retreat in the heart of Sarasota, Florida! This exquisite vacation rental offers an unparalleled experience of comfort, style, and relaxation.Property Highlights: Pet friendly : $200 non-refundable pet fee Heated Swimming Pool: Dive into luxury with our private...
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Beautifully renovated and immaculate home with pool and dock Near St Armand's and Lido BeachNEW PROPERTYWelcome to 440 Cleveland Drive, a stunning, fully renovated rental property on Lido Key where luxury meets coastal charm. Completed in March 2025, everything inside and outside this home...
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This 3 bedroom 2 bath, Bonus Room 1806 square foot home in Gulf Gate is oozing with Southern charm! Will sleep 6. Beautifully remodeled split plan is spacious, open and bright. The updates include a sleek, modern kitchen, upscale bathrooms with gorgeous lighting, beautiful new plank flooring, and beachy...
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This beautiful, fully furnished condo has a spectacular view of the Golf Course at the Palm Aire Country Club. Sitting on the comfortable lanai is a relaxing way to have your morning coffee or to unwind after a day of activities. The living room/dining room combination is beautifully and comfortably...
Distance to beach: 10 miles to Lido beach
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Highly desirable unit at the luxurious Serenata Condominium Residencies. Spectacular split floor plan featuring 10' ceilings, large living room with dining room and fully equipped kitchen, 2 niece bedrooms with huge walking closets, beautiful lanai with extra storage, laundry room and more.
Featured review
We have stayed in this particular unit for the past 3 winters, and would return in a heartbeat if it were not for unexpected health issues this year, some of which are aggravated by stair climbing!! However,...
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Direct beachfront condo located on the desirable Crescent Beach at the southern end of Siesta Key. Views for miles of the sparkling gulf waters, white sand and Point of Rocks from all rooms. An open and spacious floor plan, generous balconies, washer/dryer in the condo. Covered parking and elevators all...
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One of the BEST locations in the community! Very close to all amenities on site to ensure you have a wonderful vacation. Spotlessly clean well appointed 2 bed 2 bath villa includes Free WIFI, cable and smart TVs as well as dishwasher, washer and dryer. Conveniently located - the famous Siesta Key...
Featured review
Tropical Storm Debby tried to rain on our parade. After dumping much rain and a downed tree. Myself and a couple others cleared the tree so we could exit the premises. The weather turned gorgeous and...
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Welcome to 8525 Lunar Skye Street, a beautifully maintained 3-bedroom, 2.5-bathroom townhome in the highly sought-after area of Sarasota, FL. Offering 1,373 square feet of thoughtfully designed living space, this home is perfect for those seeking modern comfort and convenience in a prime location.As...
Distance to beach: 10 miles to Siesta key,Longboat key
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Lovely, serene community convenient to shopping, restaurants, beaches, (Siesta Key, Lido Beach, Longboat Key, and Anna Maria Island), Sarasota Airport, cultural and artsy downtown Sarasota, and St. Amand's Circle. Many activities abound in this beautiful area for all ages. You are between 5 and...
Featured review
Our month of June in this condo was fantastic! Loved sitting on lanai watching all the wildlife and... resident alligators I guess!...throughout the day. We visited beaches from Anna Maria to Siesta Key......
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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...
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Welcome to your dream vacation home in Sarasota! This exceptional 3-bedroom, 2.5-bath house in the peaceful Coral Cove neighborhood offers a perfect blend of comfort and convenience. Relax by the private pool, enjoy the open floor plan with granite countertops, stainless steel appliances, and new furnishings....
Distance to beach: 7 miles to Siesta beach
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Your Sarasota adventure begins at this completely remodeled 2 bedroom / 2 bathroom condo. Spacious and serene in a park like setting. Centrally located only 6.5 miles from world famous Siesta Key beach. With a king bed and a twin trundle day bed guest will find comfort and relaxation in this quaint...
Distance to beach: 0.6 miles to Siesta Key
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LUXURY WATERFRONT CONDO FOR COUPLES GETAWAY - BOAT DOCK/PRIVATE SLIP FOR BOAT/JET SKIS - Walk to beach, town, shopping, top restaurants, live music, and entertainment. 20 minutes from Sarasota/Bradenton Airport.Sit on the lanai and watch the boats, dolphins, manatees, pelicans, otters and other wildlife...
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Contact: Erana Pulli or Joesgirl16@ Newly renovated condo. First-floor end unit with a beautiful, private courtyard. Large, light, bright, and airy best describes our home! Granite countertops and stainless steel appliances are found in our eat-in kitchen. Another large dining table off the living area....
Distance to beach: 8 miles to Lido Key
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Welcome to Saltwater Siesta — a family favorite near IMG Academy and the Gulf’s white-sand beaches! Lounge by the heated saltwater pool (no heating fee), or head to the epic game room for endless fun with arcade games, ping pong, and foosball. Cook up gourmet meals in the full equipped kitchen....
Distance to beach: 1 miles to Longboat Key
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Charming, waterfront Longboat Key surprise! This 2 bedroom 2 bath house is sure to impress. Total renovation will bring you delight upon entering. Fun, chic, beach inspired decorating with the fun, splattered octopus theme to bring a smile to anyone. Plenty of dishware, gadgets, cooking equipment for...
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