$3,400 per month
4415 Longmeadow Unit 44, Sarasota, FL 34235
PRICE REDUCED FOR SEASON!!!!!!!!!!!! This wonderful end upstairs condo is in a prime location of The Meadows. Nicely appointed and waiting for you to enjoy! Close to shopping, beaches, Benderson Park, & restaurants. This community offers parks, lakes & walking trails throughout the community.
Shirley Cuddy REALTY SERVICES INC
$4,900 per month
3201 Peachtree St, Sarasota, FL 34231
Truly a one of it's kind property. Featured in Sarasota Magazine, SRQ and the New York Times, this little round house is a marvel of Sarasota architecture. The spaciousness felt from it's circular floor plan is evident the moment your enter the home. There is a large master bedroom with a King sized bed and two walk in closets and a Guest bedroom equipped with a full sized bed. The bathroom
Annette Colabella ROSSI & COMPANY INC
$2,500 per month
2200 Bahia Vista St Unit B3, Sarasota, FL 34239
LOCATION!!! ...EXCEPTIONALLY CONVENIENT!!! ...NEWLY RENOVATED ...ALL NEW APPLIANCES ...NO CARPETING ...near downtown and beaches ...private and quiet ...first floor entry ...2Br 2 Ba ...open and bright ...PPM, Inc.Conveniently located on bus route, 5 minutes from downtown, restaurants, shopping, and hospital, and 15 minutes from beaches, in Arlington Park, adjacent Sarasota High School and Circus
Joe Prokop PROKOP REALTY INC
$2,900 per month
2208 Bahia Vista St Unit F1, Sarasota, FL 34239
Excellent Condition and Location: Conveniently and privately located in Sarasota Central on bus route, 5 minutes from downtown, shopping, and hospital, 15 minutes from beaches, walking distance to Sarasota High School and Circus Conservancy. Exceptionally clean, first floor entry (adjacent parking), 2 level, townhouse style Condominium with 3 bedrooms and 3 bathrooms (two on-suite masters)
Joe Prokop PROKOP REALTY INC
$6,000 per month
4419 Oakley Greene Unit 19, Sarasota, FL 34235
2026 SEASON AVAILABLE JAN THRU MAR 2026 at $6000 Monthly. The Meadows Golf & Country Club Spacious villa 2 Bedrooms 2 Bathrooms - the 3rd bedroom is now a Den that opens up to the kitchen; a Glassed in Lanai with tranquil views in a park-like oasis just about 15 minutes to downtown. In desirable Oakley Greene, a paver driveway, ample parking and private patio welcome you home. Heated community
Claudette Krijger BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY
$2,500 per month
5204 Wedgewood Ln Unit 77, Sarasota, FL 34235
**Amazing FIRST FLOOR Condo in The Meadows w/ magnificent Lake & Golf Course Views** AVAILABLE July 1, 2025 through Jan. 30, 2026. Take adventage of low Off-Season Rates $2,500/mo through November 30. Seasonal Rates Dec - Jan $4,400. Offered TURNKEY FURNISHED - REMODELED, UPDATED & NEW Coastal Casual FURNISHINGS. Just bring a suitcase and enjoy! Spacious living area w/ a flexible glass & screen
Michael Mayo FINE PROPERTIES
$1,500 per month
3671 Hispania Place Unit 621, Sarasota, FL 34232
Desirable Village Plaza! *Rarely Available 1/1 end unit condo in Village Plaza! This charming 55 + community is in a Central Location within minutes to Downtown Sarasota, Beaches, Shops and Restaurants, I75, and minutes to world famous Siesta Key Beach! Village Plaza offers many amenities including community Pool, Fitness Center, BBQ, Clubhouse and Library! Parking for your guests, with owner
Teresa Ribaudo JENNETTE PROPERTIES INC
$3,860 per month
5565 Ashton Lake Dr Unit 5565, Sarasota, FL 34231
Available after 4/30/2025 (Association Approval Required) This large, airy, beautifully laid-out condo is a Must-see! Located in Ashton Lakes, itboasts a spectacular view of the Lakes from its huge balcony! Easy care vinyl flooring throughout the home, with the exception of ceramic tile inthe bathrooms. Brand new cabinetry and appliances, including a full-size washer & dryer. Gorgeous
Robert Bevington SHOWTIME REALTY
$3,600 per month
2431 Loma Linda St, Sarasota, FL 34239
Currently available for occupancy.march 2025 House sustained no damage from hurricanes. If you're looking for a family friendly, modern and spacious open floor plan where the kitchenopens to the living and dining area allowing your loved ones to unwind and spread out then lookno further. Location convenient access to Sarasota's best beaches includingthe #1 rated Siesta Key beach, Lido
William Glade WILLIAM GLADE LIC. REAL ESTATE BROKER
$25,000 per month
2163 Waldemere St, Sarasota, FL 34239
**SEASONAL / WEEKLY RENT PLEASE INQUIRE** Welcome to Waldemere's Wonderland: A Luxurious Retreat in the Heart of SarasotaDiscover the perfect blend of comfort and luxury at Waldemere's Wonderland, a magnificent home located in the vibrant city of Sarasota. Nestled in the heart of Arlington Park, this enchanting retreat is your gateway to an unforgettable getaway, just moments from Sarasota's
Curtis Ware KW COASTAL LIVING III
$25,000 per month
2327 Hillview St, Sarasota, FL 34239
**SEASONAL / WEEKLY RENT PLEASE INQUIRE** Welcome to Tamiami Vise, a luxurious haven where comfort and style intertwine for a truly memorable getaway. This stunning retreat features a private heated pool, perfect for relaxing dips under the Florida sun. 6 bedrooms and 7 bathrooms. Step inside to discover a spacious living area, thoughtfully designed for relaxation after a day of exploring Siesta
Domanic Calamese KW COASTAL LIVING III
$25,000 per month
2585 Clematis St, Sarasota, FL 34239
**SEASONAL / WEEKLY RENT PLEASE INQUIRE** Welcome to The Palace on Clematis, where luxury and comfort meet in a delightful escape from the everyday. This exclusive retreat features a private heated pool and firepit, ensuring endless hours of relaxation and enjoyment. With 6 bedrooms and 7 bathrooms, including 5 king beds, 1 queen bed, and a twin bunk. Inside, the living area offers a cozy
Domanic Calamese KW COASTAL LIVING III
$1,800 per month
1901 Hyde Park St Unit G, Sarasota, FL 34239
Enjoy this comfortable & spacious studio apartment located in wonderful Southside Village, recently renovated, 1 block to Sarasota Memorial Hospital. Brand new pool with large deck to enjoy the summer heat. Easy walk to so many wonderful restaurants and cute boutique stores. Siesta Key and Lido Key beaches 10 minutes away.
Jason Truluck Williams GRAYSTONE REAL ESTATE
$5,500 per month
4026 Lyndhurst Ct Unit 13, Sarasota, FL 34235
What a beautiful location for you to spend your winter vacation in. Watch the action on the golf course from the lounging area of the screen enclosed lanai. Recently purchased and renovated and has ALL new furnishings throughout, graciously appointed and fully furnished with all you need while you enjoy the warm winter weather in sunny Sarasota. This 3-bedroom 2 bath property features hard wood
Shirley Cuddy REALTY SERVICES INC
$2,900 per month
2003 Tetlow Place, Sarasota, FL 34239
An updated jewel in the heart of Sarasota's historic South Gate neighborhood, this recently renovated and furnished bright home stands as a testament to the mid-century boom that shaped Sarasota. With two bedrooms, one bath and a separate enclosed sunroom/office with sliding glass doors should you need quiet while working, it has it all. Sunroom square footage not included in square footage under
Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY
$2,645 per month
3759 Saint Charles Cir, Sarasota, FL 34233
Looking for your dream home? Through our seamless leasing process, this beautifully designed home is move-in ready. Our spacious layout is perfect for comfortable living that you can enjoy with your pets too; we’re proud to be pet friendly. Our homes are built using high-quality, eco-friendly materials with neutral paint colors, updated fixtures, and energy-efficient appliances. Enjoy the
Nico Silva Vanegas MAIN STREET RENEWAL LLC
$4,500 per month
1901 Morrill St, Sarasota, FL 34236
Welcome to the heart of Sarasota's historic district, Towles of Laurel Park, where this exceptional compound awaits. Comprising three distinct residences, this property offers a world of possibilities. Completely renovated inside and out, this unique gem is move-in ready! Set on an expansive corner lot spanning over a quarter-acre, this multi-faceted property presents an array of options. The
Brenda Cozy COLDWELL BANKER REALTY
$15,000 per month
4653 Hadfield Dr, Sarasota, FL 34235
Booked Feb 15th through April 30th 2025. Booked October 19th to Dec. 12th. This beautiful 4 bedroom 4.5 bath pool home is spacious and expansive. Inside living hosts a split plan with 3 bedroom wing that can be closed off. Each bedroom has an en suite bathroom plus powder room off main living area. Enormous kitchen with large breakfast bar and table seating. Open and bright with sliders
Jennifer LeBlanc PRECISE REALTY CORP
$2,400 per month
3339 Spainwood Dr, Sarasota, FL 34232
Looking for your dream home? Through our seamless leasing process, this beautifully designed home is move-in ready. Our spacious layout is perfect for comfortable living that you can enjoy with your pets too; we’re proud to be pet friendly. Our homes are built using high-quality, eco-friendly materials with neutral paint colors, updated fixtures, and energy-efficient appliances. Enjoy the
Nico Silva Vanegas MAIN STREET RENEWAL LLC
$3,800 per month
5714 Sheffield Greene Cir #94 Cir Unit 94, Sarasota, FL 34235
Rental available starting August. short term or long-term Very nice 2 bedroom 2 Bath Condo is offered as a month or longer completely Turnkey Furnished property. No elevator. Upper level Condo with Amazing golf course views from this expansive turn key furnished condo in Sheffield Greene. Live here now! The Meadows is a lush and coveted location in Sarasota, close to Benderson Park,
xiaoying zhang DALTON WADE INC
$4,300 per month
4757 Winslow Beacon Unit 20, Sarasota, FL 34235
RENTED: January, February, and March 2025. New Updates throughout this fully furnished seasonal rental property. New tile floors, throughout the property, new bath vanities and counter tops, mirrors and window coverings. Large laundry room with side-by-side washer/dryer. Master bedroom has queen bed, TV, walk-in closet and entry to screened lanai. Guest bedroom has Queen bed. Fully
Shirley Cuddy REALTY SERVICES INC
$2,800 per month
3700 S Osprey Ave Unit 214, Sarasota, FL 34239
Plaza Gardens is the perfect place to call home if you are looking for a peaceful retreat with a touch of luxury. The tropical greenery and well-maintained gardens throughout the building give it a boutique feel, making it the perfect place for those who appreciate a tranquil and serene environment. Situated just southeast of Siesta Key's North Bridge and west of the trail, this condo offers easy
Andrea Cohen COLDWELL BANKER REALTY
$2,100 per month
2601 Pine Lake Terrace Unit A1, Sarasota, FL 34237
This apartment is located in the middle of Sarasota between Beneva and 17th street very close to Tuttle Elementary School.The internet and water are included every month with this apartment. The apartment is a 2 bedroom/two bath. This will go fast so inquire soon! You only need the first month and deposit to move in. We can do 6 months or a year lease. The tenant must pass a background
Luis Bordones Garcia PARADISUS REALTY GROUP CO
$2,195 per month
2772 Woodgate Ln Unit 28, Sarasota, FL 34231
Enjoy this well-equipped comfortable villa for long or short term. Centrally located close to Siesta Key, Gulf Gate, Downtown, with all Sarasota has to offer. Escape the cold and enjoy the community pool or America's #1 Beach right here in Sarasota. Settle into this newly remodeled furnished villa for a long or short-term stay, it features two queen size beds, a washer/dryer, three smart TVs, HD
Maureen Plichta STRINGER MANAGEMENT INC
$1,950 per month
1359 Glendale Cir W Unit 214, Sarasota, FL 34232
Your vacation rental is ready for you. This two bedroom Villa is located in the desirable and active 55 plus community of Forest Pines. Updated throughout with granite counters in kitchen and baths, spa like showers in both bathrooms, tile plank flooring through out the unit, A lovely updated Florida room with greenbelt views which is perfect for your morning cup of coffee. Forest Pines offers ,
toyia Youtzy JENNETTE PROPERTIES, INC.
$6,000 per month
770 S Palm Ave Unit 1001, Sarasota, FL 34236
Stunning furnished rental available for long term occupancy. High-end furnishings, luxury finishes and a Million dollar view. Iconic building offering an exceptional downtown lifestyle. It’s located on Marina Row with the best view of every coveted sight in Sarasota: the open bay, moored sailboats along Bayfront Park, the John Ringling Bridge, Golden Gate Point, Bird Key, Lido Key, Siesta Key,
Tammy Garner COLDWELL BANKER REALTY
$2,100 per month
3017 Willow Green Unit 18, Sarasota, FL 34235
Leased January-April 2026. High season rates in effect December through April and off-season rates May through November. Spacious, open light & bright end unit on the second floor with vaulted ceilings, new appliances. Kitchen is open to living room, and decorated in coastal colors by new owners. King bed and queen bed in unit. Full size washer and dryer. Reserved carport space with storage
Margaret Young JENNETTE PROPERTIES, INC.
$8,500 per month
Unlisted Address
Welcome to the "Hangout on Hyde" where comfort, privacy & fun collide! We are a fully renovated, turnkey furnished, beach inspired, 3 bedroom 2 bath heated saltwater pool home w/ outdoor kitchen located just 2 miles from Siesta Key in the Arlington Park neighborhood. We are a pet friendly home with a fully fenced backyard and private screen enclosed lanai allowing you to enjoy meals outside at
Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC
$4,500 per month
212 Cosmopolitan Ct, Sarasota, FL 34236
DOWNTOWN SARASOTA Annual rental FURNISHED. 2BR + loft downtown townhouse. Owner provides streaming service. Reimburse Owner 70/mo for WI-FI; Tenant responsible for electric and water. The Q defines LUXURY & QUALITY with a DOWNTOWN LIFESTYLE in an intimate 40 home community. Superbly planned & designed in a premier location, the Q is one block to Main Street - walk to shopping, restaurants,
Margaret Young JENNETTE PROPERTIES, INC.
$3,500 per month
720 Seeds Ave, Sarasota, FL 34237
Welcome to Sarasota! Turnkey Rental for a Perfect Getaway Enjoy a worry-free getaway in this turnkey rental property. With all the essentials already taken care of, simply pack your bags and head out for an effortless experience! Property Highlights: Spacious Accommodations: This home features 3 bedrooms and 3 bathrooms, plus a den for additional sleeping arrangements, ensuring ample space for
Michael Sorensen STRINGER MANAGEMENT INC
$1,800 per month
5205 Lake Village Dr Unit 16, Sarasota, FL 34235
This Village Lake condo lies in the heart of The Meadows near Nathan Benderson Park. The Owner recently updated this charming condo!! It is tastefully decorated, turnkey furnished and has an abundance of natural lighting with a bright "look and feel." Sliding glass doors open to balcony. The view from the lanai facing North is very tranquil and serene of the small lake and waterfowl that inhabit
Brian Johnson SHOWTIME REALTY
$4,000 per month
3801 Helene St, Sarasota, FL 34233
Captivating Pool Home in an Ideal Location: This enchanting residence boasts 3 bedrooms, 2 bathrooms, and a beautiful in-ground pool. Situated in a prime location, it provides convenient access to nearby beaches and popular attractions. Available May-December for $4,000/month 2025. Booked for through April of 2025. Available Jan - April for $7500/month through 2026.
Philip Pisano, III MICHAEL SAUNDERS & COMPANY
$3,500 per month
3806 Glen Oaks Manor Dr, Sarasota, FL 34232
SEASONAL RENTAL: Off-Season rent is $3,500/mo, In-season rent is $6,900/mo. This beautiful Villa in the popular Glen Oaks area is available for your 30 day rental today! With a fully stocked, quartz countertop kitchen, you can entertain and cook for your family and friends while they are splashing happily in the pool right off your kitchen/living area. Two bedrooms, a two car garage, and
Dave Holt PMI SOUTHWEST FLORIDA
$2,295 per month
5620 Ashton Lake Dr Unit 5620, Sarasota, FL 34231
Welcome to your perfect seasonal retreat just 3.5 miles from the powdery white sands of Siesta Key Beach. This beautifully furnished 2-bedroom, 2-bathroom home with a den comfortably sleeps up to six guests and is available for the 2026 season at $3,500 per month. The attached one-car garage is stocked with everything you need for a beach day, making it easy to enjoy the nearby coast. Located in
Heidi Thompson STRINGER MANAGEMENT INC
$2,895 per month
704 Seeds Ave, Sarasota, FL 34237
Long-Term Rental – Stylish Sarasota Home with Pool in Prime LocationWelcome to the heart of Sarasota living! This beautifully updated residence offers the perfect blend of comfort, convenience, and style – ideal for those seeking a long-term rental in one of the area’s most desirable locations.Situated just minutes from vibrant Downtown Sarasota and a short drive to the renowned Lido
Michael Sorensen STRINGER MANAGEMENT INC
$10,000 per month
1865 Orchid St, Sarasota, FL 34239
Welcome to Tropical Paradise! This stunning, fully renovated home away from home is in a prime location, West of Trail. Take a dip in the private heated pool, sip cocktails at the tiki bar, and soak up the Florida sun. With spacious bedrooms, a fully equipped kitchen, and cozy living areas, you'll have everything you need for a comfortable stay. Located five minutes to downtown Sarasota and ten
Tina Ellis COMPASS FLORIDA LLC
$12,000 per month
2569 Prospect St, Sarasota, FL 34239
Welcome to Luxe Arlington Park Home! Step into this exquisite and impeccably maintained abode, nestled in the heart of two of Sarasota's most charming and time-honored neighborhoods. The Arlington Park/Rustic Lodge enclave seamlessly blends the perks of urban living with the warmth of a close-knit community. Enjoy strolls or bike rides to the beloved Arlington Park, a haven for families and pets
Andy Moore GULF COAST REALTY & MANAGEMENT
$10,000 per month
Unlisted Address
Welcome to the Ringling Retreat, a luxurious family compound in the heart of downtown Sarasota. The property sits just a few blocks from the East end of Main Street downtown and is perfectly walkable to the Legacy Trail, Payne Park, & a number of shops & restaurants. A screened entryway in the front greets you before stepping through the front door into a light and bright living area with views
Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC
$3,900 per month
5377 Crestlake Blvd Unit 69, Sarasota, FL 34233
Available for the 2026 Season! Enjoy this spacious 2-bedroom, 2-bath home with a garage overlooking a peaceful lake. This beautiful property features both a family room and a living room, along with the convenience of an in-unit washer and dryer. Perfectly located near Siesta Key, shopping, dining, and easy interstate access—everything you need is just minutes away! Don’t miss out on this rarely
Robin De Busk STRINGER MANAGEMENT INC
$3,600 per month
5555 Ashton Way Unit 5555, Sarasota, FL 34231
Unit available to rent June 2025- April ,2026. Only 3.5 miles to the world-famous sugary sands of Siesta Key Beach. Enjoy the Gulf of Mexico. Close to I-75, rte. 41, shops, restaurants, schools and hospitals. We are also connected by a foot bridge to Merchants Mart shopping center consisting of CVS, ACE hardware, take-outs, liquor store, and the famous Detwiler's Farm Market. Ashton Lakes is
Philip Abraham ASHTON LAKES REALTY INC
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