Luxury Homes for Rent in Sarasota, FL

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  $3,950 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,168 Sq Ft
  • House for Rent

  3843 Chapel Dr, Sarasota, FL 34234

  ***Weekly or Monthly Rental*** Monthly Rate: $7,500 (In Season), $3,500 (Off Season). Rate does not include Taxes, Cleaning or Fees. Call for availability. No Annual Rentals. Escape to this delightful 3-bedroom, 2-bathroom cottage, complete with modern amenities and a serene outdoor oasis. Perfect for families or groups, this rental includes a private salt water pool with outdoor bar, a cozy fire

  Dave Holt PMI SOUTHWEST FLORIDA

  3843 Chapel Dr, Sarasota, FL 34234
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  $3,950

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • House for Rent

  2496 Wisteria St, Sarasota, FL 34239

  Welcome to this beautifully renovated Sarasota home located in the highly sought-after Southside School District. Offering an exceptional combination of modern updates, screened pool, comfortable living spaces, and an unbeatable location.Designed for both everyday living and entertaining, the thoughtfully updated floor plan features spacious, light-filled living areas, a beautifully

  2496 Wisteria St, Sarasota, FL 34239
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  $3,950 Per Month

  • 4 Beds
  • 3 Baths
  • 2,662 Sq Ft
  • House for Rent

  3866 Allenwood St, Sarasota, FL 34232

  **Stunning Tri-Level Pool Home in the Coveted Glen Oaks Country Club Estates** This impressive tri-level pool UNFURNISHED home sits on a spacious 12,704 square foot corner lot (.29 acres) and features 4 bedrooms and 3 full baths. 1 bedroom and 1 bathroom downstairs. Recent updates include a new water heater (2024), new roof (2023), new pool finish and equipment (2023), and an AC unit (2016).

  3866 Allenwood St, Sarasota, FL 34232
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  $3,900 Per Month

  • 4 Beds
  • 2 Baths
  • 2,010 Sq Ft
  • House for Rent

  2405 Appaloosa Cir, Sarasota, FL 34240

  SECTION 8 WELCOME – REMODELED 4-BEDROOM SARASOTA HOME.Beautifully remodeled and move-in ready 4-bedroom, 2-bath single-family home with a large fenced yard, spacious living areas, updated kitchen and bathrooms, modern flooring, and a covered/screened patio. Pets welcome.Convenient Sarasota location with easy access to shopping, restaurants, I-75, downtown Sarasota and the Gulf

  Aimy Van KELLER WILLIAMS ON THE WATER S

  2405 Appaloosa Cir, Sarasota, FL 34240
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  $3,900 Per Month

  • 2 Beds
  • 2 Baths
  • 1,145 Sq Ft
  • Condo for Rent

  5286 Willow Links Unit 59, Sarasota, FL 34235

  Spend your winter in The Meadows in sunny Sarasota! Beautifully renovated turnkey furnished first-floor condominium in the desirable Willow Links community of The Meadows, available as a seasonal or off season rental with a 3-month minimum stay. Featuring renovated kitchen, bathrooms and closets and a gorgeous golf course view. This inviting residence features a bright, open floor plan with no

  Terri Lindsay LINDSAY LEASING LLC

  5286 Willow Links Unit 59, Sarasota, FL 34235
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  $3,900 Per Month

  • 2 Beds
  • 2 Baths
  • 1,145 Sq Ft
  • Condo for Rent

  5179 Willow Links Unit 27, Sarasota, FL 34235

  Lovely turnkey furnished 2/2 ground floor unit in the Meadows with lake and golf course view. Wood flooring throughout. The Master has a Queen bed and the Guest bedroom has a full size bed. There is a Queen sleeper sofa in the living room. Walk across the street to restaurants, bank, beauty salon and more. The Meadows offers biking, jogging and walking trails throughout the community and several

  Margaret Young JENNETTE PROPERTIES, INC.

  5179 Willow Links Unit 27, Sarasota, FL 34235
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  $3,900 Per Month

  • 1 Bed
  • 1.5 Baths
  • 810 Sq Ft
  • Condo for Rent

  1703 N Tamiami Trail Unit B406, Sarasota, FL 34234

  Welcome to Enjoy Sarasota! This stunning 1-bedroom, 1.5-bathroom condo located on the fourth floor of The Strand in Sarasota, Florida. With a prime location just, minutes away from Downtown Sarasota, this condo is the perfect choice for those who want to experience the best of city living. As you step into this beautiful condo, you'll be immediately struck by the natural light that floods the

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1703 N Tamiami Trail Unit B406, Sarasota, FL 34234
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  $3,900 Per Month

  • 3 Beds
  • 2 Baths
  • House for Rent

  2496 Wisteria St, Sarasota, FL 34239

  Property Id: 2862455 Welcome to this beautifully renovated Sarasota home located in the highly sought-after Southside School District. Offering an exceptional combination of modern updates, comfortable living spaces, and an unbeatable location. Designed for both everyday living and entertaining, the thoughtfully updated floor plan features spacious, light-filled living areas, a

  2496 Wisteria St, Sarasota, FL 34239
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  $3,900 Per Month

  • 3 Beds
  • 2 Baths
  • 1,703 Sq Ft
  • House for Rent

  5988 Larchwood Ave, Sarasota, FL 34231

  Available November 15, 2026 | $3,995/month | Unfurnished | Tenant Occupied Discover this beautiful 3-bedroom, 2-bath Sarasota home located on a quiet ?-acre corner lot, just 7 minutes from Siesta Key Beach and walking distance to Phillippi Estate Park. Enjoy the best of Florida living in a peaceful neighborhood close to shops, restaurants, and downtown Sarasota.Home

  5988 Larchwood Ave, Sarasota, FL 34231
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  $3,898

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Condo for Rent

  5855 Midnight Pass Rd Unit SI ID1578366P, Siesta Key, FL 34242

  The advertised rate of $3,898/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 16, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  5855 Midnight Pass Rd Unit SI ID1578366P, Siesta Key, FL 34242
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  $3,880 Per Month

  • 4 Beds
  • 2 Baths
  • 1,983 Sq Ft
  • House for Rent

  3467 74th Avenue Cir E, Sarasota, FL 34243

  Location, Location, Location! Welcome to this beautifully maintained 4-bedroom, 2-bathroom home with a 2-car garage in the highly desirable Grady Pointe community. Built in 2022, this nearly new home offers a bright, open-concept floor plan with modern finishes, upgraded cabinetry, and stylish touches throughout.The spacious living and dining areas flow seamlessly into the kitchen,

  Natasha Shevchuk TURNING TIDES REALTY, LLC

  3467 74th Avenue Cir E, Sarasota, FL 34243
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  $3,850 Per Month

  • 3 Beds
  • 2 Baths
  • 2,298 Sq Ft
  • House for Rent

  5826 Long Shore Loop, Sarasota, FL 34238

  SAVE about $200 a month in your electric bill by existing solar panels and the roof is also guaranteed for twenty more years by the solar company. Welcome to 5826 Long Shore Loop, a beautifully appointed residence in the highly sought-after gated community of Sunrise Preserve in Palmer Ranch. This thoughtfully designed home offers the perfect blend of comfort, style, and Florida living, featuring

  

  Michael Graf

  COLDWELL BANKER SARASOTA CENT.

  5826 Long Shore Loop, Sarasota, FL 34238
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  $3,800 Per Month

  • 2 Beds
  • 2 Baths
  • 998 Sq Ft
  • Condo for Rent

  216 Pass Key Rd Unit 216, Sarasota, FL 34242

  LONG TERM RENTAL! Welcome to this newly renovated Siesta Key condo perfectly located just steps from a private fishing pier with lounge chairs and stunning views of the Sarasota skyline, where you can spend your days dolphin watching, manatee spotting, or kayaking. Inside, this tranquil retreat features two spacious master suites on separate floors—each with ample closet space, a private balcony,

  Brett Keyser, Jr RE/MAX ALLIANCE GROUP

  216 Pass Key Rd Unit 216, Sarasota, FL 34242
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  $3,800 Per Month

  • 3 Beds
  • 3.5 Baths
  • 1,771 Sq Ft
  • Townhouse for Rent

  2328 Lindstrom St, Sarasota, FL 34237

  FURNISHED TOWNHOUSE IN PAYNE PARK VILLAGE – DOWNTOWN SARASOTA Experience downtown Sarasota living in this beautifully furnished, spacious three-story townhouse located in the desirable Payne Park Village community. The first floor features a private bedroom suite with its own full bathroom, ideal for guests, a home office, or additional privacy. The second floor is designed for everyday living

  Heidi Thompson STRINGER MANAGEMENT INC

  2328 Lindstrom St, Sarasota, FL 34237
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  $3,800 Per Month

  • 2 Beds
  • 2 Baths
  • 1,367 Sq Ft
  • Condo for Rent

  174 Golden Gate Point Unit 43, Sarasota, FL 34236

  Virtually Staged. Virtually staged. ANNUAL UNFURNISHED RENTAL AVAILABLE AT HARBOR HOUSE ON GOLDEN GATE POINT! Enjoy sweeping, direct views across Sarasota Bay from this updated residence at Harbor House, ideally situated on Golden Gate Point. From this exceptional vantage point, take in spectacular sunsets and vistas of the iconic Ringling Bridge leading toward St. Armands, Lido Key, and Longboat

  Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY

  174 Golden Gate Point Unit 43, Sarasota, FL 34236
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  $3,800 Per Month

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • House for Rent

  5256 Myrtle Wood Unit 22, Sarasota, FL 34235

  Turnkey Furnished Rental – Available Now - 12/25/26. Experience resort-style living in this immaculate 2BR/2BA “End-Unit” villa in the heart of the beautiful Meadows, surrounded by lush, paradise-like landscaping and top-tier amenities. Enjoy stunning long garden views from the screened-in lanai, equipped with new sunshades, just a short stroll from the pool. The sunny and warm yellow living room

  

  Andrew Barnard

  RE/MAX ALLIANCE GROUP

  5256 Myrtle Wood Unit 22, Sarasota, FL 34235
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  $3,800 Per Month

  • 2 Beds
  • 2 Baths
  • 1,127 Sq Ft
  • Condo for Rent

  5242 Wedgewood Ln Unit 62, Sarasota, FL 34235

  ESCAPE TO PARADISE!!! Enjoy your perfect getaway in this beautifully decorated 2-BEDROOM, 2-BATH condominium featuring a priceless lake view with a peak of the golf course. Relax year-round in the glass and screen-enclosed lanai while taking in the peaceful surroundings. This comfortable, well-appointed condo has everything you need to feel right at home. Nestled in the heart of THE MEADOWS,

  Dolly Snyder REALTY SERVICES INC

  5242 Wedgewood Ln Unit 62, Sarasota, FL 34235
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  $3,800 Per Month

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Condo for Rent

  5627 Ashton Way Unit 5627, Sarasota, FL 34231

  Dec & Jan available to rent. Feb & March rented. Location, Location, Location! Only 3.5 miles to the World Famous Siesta Key Beach with its fine quartz sands from the Appalachian Mountains. A tastefully furnished and decorated 2-bedroom 2 bath unit is available for seasonal rental from Nov-December 2026 at $2800 a month and January at $3800. February & March 2027 is rented. Unit is on the 2nd

  Philip Abraham ASHTON LAKES REALTY INC

  5627 Ashton Way Unit 5627, Sarasota, FL 34231
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  $3,800 Per Month

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft
  • Condo for Rent

  4606 Weybridge Unit 26, Sarasota, FL 34235

  Beautifully updated 2B 2B condominium. Spacious W/ washer and dryer. Screened lanai overlooking gorgeous water views surrounding the golf course. Located in The Meadows a highly desirable golf community offering 2 championship golf courses, tennis facilities and 13 miles of scenic walking and biking trails. This well-maintained community provides a perfect blend of natural beauty, recreation and

  Dolly Snyder REALTY SERVICES INC

  4606 Weybridge Unit 26, Sarasota, FL 34235
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  $3,800 Per Month

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft
  • Condo for Rent

  Unlisted Address

  Beautiful ground floor 2B 2B condominium featuring tile floors throughout and peaceful screen lanai with glass enclosures overlooking the bird sanctuary. Located in The Meadows which is a highly desirable golf community, offering 2 championship golf courses, tennis facilities and 13 miles of scenic walking and biking trails. This well-maintained community provides a perfect blend of natural

  Dolly Snyder REALTY SERVICES INC

  Unlisted Address

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