• 3 / 3
  • 7
  • 1620
  • 1987
  • 2
  • 7,500
Active Status Rental Residential Lease
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Turnkey furnished home available for annual and short term rent. Fantastic home in Siesta Key minutes away from the famous Siesta Key beach, Siesta Villages & downtown Sarasota. Gorgeous house, private settings, 3 bedrooms, 3 bathrooms. Ground floor with enclosed/screen lanai, 1 car garage, storage for bikes, kayak & more. Second floor with beautiful views of the preserve from every room boasts an open plan, bright with tranquil settings. An amazing chef kitchen opens to living & dining areas. Lanai w/ BBQ grill & outdoor seating. 3rd bedroom with Queen bed & full bathroom on same floor, same as laundry room with washer/dryer. 3rd floor one side with 2nd bedroom 2 twin beds & private bathroom. On other side is the master suite with its own bathroom with double sinks, huge walking shower, roman tub, walk-in closet. Home is surrounded by lush tropical landscaping. Ride the bikes to Siesta Key beach, explore all the beautiful shops, restaurants, the Siesta Key Villages. Excellent location, private community in Siesta Key. Minutes to downtown Sarasota with shops, restaurants, marine & all the many cultural activities Sarasota have to offer. Golf courses, Lido Key, Longboat Key, St. Armand’s Circle close by and Venice beach dog not too far from here. This is your absolute best vacation spot! Vacation rentals, Siesta Key, seasonal rental. Once you are here.. you won’t want to leave. Off season $2,500 + utilities bills; high season $5,5000. Pets at owner discretion and with non refundable pet fee. Welcome to Paradise under the Sun, where life is fun!!. Available as June 1st 2020. Open for 2021 season. Welcome to SIESTA KEY!..

Address: 5238 WINDING WAY
State: FL
City: Sarasota
County: Sarasota
Zip Code: 34242
Neighborhood: Twin Oak Pond
MLS#: A4467527
MLS Area: 34242 Sarasota/Crescent Beach/Siesta Key

Price History

Date Price Event Change MLS#:
5/18/2020 $2,500 List Price A4467527
1/12/2019 $2,500 List Price -54.55% A4403754
12/18/2018 $5,500 List Price A4403754

Nearby Schools

Out-Of-Door Academy(Preschool-12)4
Ese Special Programs(Preschool-12)
Sarasota Virtual School(K-12)
Phillippi Shores Elementary School(K-5)
Waldorf Sarasota(Preschool-5)
Indigo Montessori School(Preschool-3)
Southside Elementary School(K-5)3
Out-Of-Door Academy(Preschool-12)4
Ese Special Programs(Preschool-12)
Sarasota Virtual School(K-12)
Brookside Middle School(6-8)3
Out-Of-Door Academy(Preschool-12)4
Ese Special Programs(Preschool-12)
Sarasota Virtual School(K-12)
Riverview High School(9-12)3

Interior Details

  • Appliances:Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Refrigerator, Washer
  • Features:Ceiling Fans(S), Kitchen/Family Room Combo, Open Floorplan, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(S), Window Treatments
  • Furnished:
  • Floor Type:Carpet, Ceramic Tile
  • Cooling:Central Air
  • Heating:Central, Electric
  • Other Rooms:Bonus Room, Great Room, Inside Utility


  • Master BedroomKing

Exterior Details

  • Home Construction
  • Features:Balcony, Outdoor Grill, Storage
  • Exposure:
  • Roof Type:
  • Garage Spaces:1
  • Pool:No
  • Utilities:Cable Available,Electricity Connected,Public,Sewer Connected,Water Available
  • Lot Description:Conservation Area,In County,Street Dead-End
  • Parking:Covered,Driveway,Guest,Open,Under Building
  • Security:Smoke Detector(s)
  • View:Greenbelt

Community Details

  • Pets Allowed?:No
  • Pets Allowed?Breed Restrictions,Dogs Ok
  • HOA: $0/mo
    Fees Include:
  • Restrictions:No dangerous breeds. No cats.

Rental Information

  • Rental Income:$0
  • Rental Number:0
  • Directions:US 41 West on Siesta Dr. Left on Midnight Pass Rd. Right on Winding Way (Twin Oak Pond) and then left. House on left side of St.

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Property Information Last Updated: 1/8/2019 1:50:58 PM