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Downtown Sarasota

One of the most popular communities provided by Michael Graf

Downtown Sarasota

About Downtown Sarasota

Living in downtown Sarasota, Florida offers a vibrant blend of urban sophistication and coastal charm. This lively neighborhood is known for its stunning bayfront views, cultural attractions, and a diverse array of dining and shopping options. Residents enjoy easy access to world-class art galleries, theaters, and festivals that showcase the area’s rich artistic heritage. The nearby sandy beaches provide a perfect escape for sun-seekers and outdoor enthusiasts, while the city's parks and waterfront promenades promote an active, healthy lifestyle. With a strong sense of community and a dynamic atmosphere, downtown Sarasota is not just a place to live; it’s a lifestyle that embraces both relaxation and excitement.

One of the most popular communities provided by Michael Graf

4,632

# of Listings

2

Avg # of Bedrooms

$485

Avg. $ / Sq.Ft.

$874,318

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4632 Properties Found. Page 298 of 309.

SEASONAL: LIDO KEY - AVAILABLE JUNE 1st - SEPT 30TH, 2025. Just steps from Lido beach!! Great 30 day getaway - nightly sunsets await! Relax on your balcony right cross the street from Lido beach or take a stroll to St. Armands Circle...doesn't get much better than this! Charming, immaculate and comfortable 1 bedroom, 1 bath ground floor vacation rental. Well behaved, small non-shedding dogs with owner approval only. Entertain with community BBQ and seating areas. Private designated parking for complex. Master features King size accommodations and newly renovated bath. Having guests, living room sofa opens to comfortable sofa bed. For your additional comfort the property offers wifi, flat screen TV's. Paradise awaits! Reserve now, this property fills quickly. One Small non-shedding dog considered with owner approval. AVAILABLE May - Sep Sep $1,900.00 monthly plus standard fees. Booked October through April, 2026.
No smoking. Small non-shedding dogs considered with $250 pet fee.

SARASOTA

115 TYLER DRIVE 104

1 Beds

1 Baths

766 Sq.Ft.

$1,900

MLS#: A4152524

3 bedroom 2 bath unit at VINTAGE GRAND available for rent., very popular community on Palmer Ranch area, conveniently located the YMCA, Costco, Publix. Short drive to Siesta Key Beach, Shopping, Restaurants, Bars, Library, Parks, Golf Courses and much more The Amenities include: Two Resort Style Pool & Spa currently open to the residents, Two Tennis Courts, a Playground with Lake View, a Basketball semi-court, Bike Racks , Car Wash Double Station, a remodeled Clubhouse with Fitness Room.

SARASOTA

4045 CROCKERS LAKE BOULEVARD 27

3 Beds

2 Baths

1,272 Sq.Ft.

$1,900

MLS#: A4653232

PARK LANE GROUND FLOOR RENTAL. ANNUAL OR SEASONAL. $1900 A MONTH, MIDTOWN AREA NEAR PUBLIX, SARASOTA MEMORIAL, MINUTES TO PAYNE PARK, BEACH, ST ARMANDS, DOWNTOWN, LEGACY TRAIL. $3,800 TO MOVE IN FIRST AND SECURITY, WATER INCLUDED. 2 SPACIOUS BEDROOMS CAN ACCOMMODATE KING SIZE BEDS. TILE FLOORS THROUGHOUT. GRANITE KITCHEN
COUNTERS, FRESHLY PAINTED, SCREENED BACK PATIO. THE COMMUNITY POOL IS JUST STEPS FROM THE UNIT AND VIEWS OF THE GARDEN GROUNDS. TENANT HAS ACCESS TO NEARBY ON SITE LAUNDRY, STORAGE, CLUBHOUSE AND POOL. ASSIGNED PARKING IN FRONT OF UNIT. FIRST $1,900 and SECURITY $1,900 - $3,800 REQUIRED TO MOVE IN. ANNUAL LEASE UNFURNISHED. ASSOCIATION APPLICATION REQUIRED. Landlord will consider furnishing for an increase in rent. 2025/2026 SEASONAL VACATION RENTAL - TURNKEY FURNISHED 3 MONTH MINIMUM. $4,000 a month includes utilities and internet/cable with cap. SEASON SPECIAL - Rent for $4,000 a month for 3 months SAVE $1000 a month for additional months only $3,000.

SARASOTA

2155 WOOD STREET A10

2 Beds

2 Baths

1,014 Sq.Ft.

$1,900

MLS#: A4649525

Annual living awaits in the sought-after Condo located at Avista in Palm Aire community, where this fully updated, unfurnished condo delights with expansive views of the lush Palm Aire Golf Course. Tucked on the second floor with a one-car garage, the residence welcomes you with a bright, open layout that seamlessly connects an eat-in kitchen complete with granite countertops and stainless-steel appliances to a gracious formal dining and living area. Vaulted ceilings soar overhead, accentuating the flow of natural light that spills through glass sliders onto an oversized lanai, perfect for morning coffee or evening cocktails. A split-bedroom arrangement ensures privacy, with each bedroom boasting generous proportions and easy access to full baths. Between them, French doors open to a versatile den ideal as a home office, guest retreat, or quiet reading nook. A convenient wet bar off the living room adds a touch of elegance for entertaining friends and family. Residents enjoy access to a sparkling pool, soothing spa, and clubhouse, plus two championship golf courses right at their doorstep. Residents benefits package is added for just $35 per month. Available Aug 1st, 2025

SARASOTA

5749 AVISTA DRIVE 4148

2 Beds

2 Baths

1,242 Sq.Ft.

$1,900

MLS#: A4658748

Welcome to 2291 Pueblo Lane, Sarasota, FL 34231—a delightful 2-bedroom, 2-bathroom villa situated in the highly desirable 55+ community of Gulf Gate Estates. This charming home offers 1,009 square feet of living space and combines comfort, convenience, and a prime location, making it perfect for retirees or those looking for a relaxing Florida lifestyle. Step inside to discover a spacious living area that flows seamlessly into a well-appointed kitchen, perfect for hosting guests or enjoying a quiet meal at home. The two generously sized bedrooms provide comfort and privacy, while the two full bathrooms offer functionality and style. Residents of this community can enjoy access to a refreshing swimming pool, perfect for unwinding during Florida's sunny days. The 55+ community offers a peaceful and friendly environment with amenities and activities tailored for active adults. Prime Location: One of the most attractive features of this villa is its proximity to the world-renowned Siesta Key Beach, just a short drive away. Spend your days soaking up the sun, enjoying the crystal-clear waters, or dining at the charming beachside restaurants. Additionally, Gulf Gate Estates is close to shopping, dining, and entertainment options, ensuring you’re never far from everything Sarasota has to offer.

SARASOTA

2291 PUEBLO LANE V46

2 Beds

2 Baths

1,007 Sq.Ft.

$1,900

MLS#: A4651628

#A4658057

SARASOTA

4576 RINGWOOD MEADOW 5

2 Beds

2 Baths

1,097 Sq.Ft.

$1,900

MLS#: A4658057

Las Palmas of Sarasota is a tropically landscaped, gated community of 488 condominiums. The development is lushly landscaped and has lakes with fountains sparkling in the sunshine. The units are very luxurious with 10' ceilings, crown molding, and an open floor plan. The carpeting has just been replaced thru-out with wood grained, plank tile and looks amazing and the unit has been completely painted. The kitchen is fully loaded with cabinets and a large pantry. This condo is comfortably turnkey furnished. This community is adjacent to a natural preserve. The amenity package is impressive with two resort style pools, hot tub, grilling station and outdoor dining, two club houses with full catering kitchen, billiards, two fitness centers, sauna, play ground, and tennis court. The staff are extremely pleasant and helpful. This development is conveniently located for easy access to I-75, shopping, restaurants, theaters, the University of South Florida, downtown Sarasota, the beach, and lots of shopping including University Town Center. Call today for your new home!
NOTE: This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details.

SARASOTA

5721 BENTGRASS DRIVE 208

2 Beds

2 Baths

1,617 Sq.Ft.

$1,900

MLS#: A4644229

Ready to wake up to private golf course views every day? This beautifully updated annual rental is available beginning June 1 and is offered either unfurnished or furnished, your choice! Longwater Chase is nestled within The Meadows, a beautifully landscaped and well-maintained golf course community. This 2nd-floor, 2-bedroom, 2-bathroom unit offers stunning private views of The Meadows Golf and Country Club. Newly updated floors, fresh paint, kitchen, and bathroom extras make this home move-in ready. Sip your morning coffee or unwind in the evening while enjoying the peaceful golf course views from your screened-in lanai. Two community pools are available, including one just steps from your front door. The Meadows boasts a wide range of amenities, including golf courses, tennis, pickleball, a fitness center, a clubhouse, a restaurant, a library, a community center, and miles of walking trails. Club membership is optional, with a variety of monthly and seasonal packages available. Conveniently located near the UTC Mall, Downtown Sarasota, Lakewood Ranch, The Ringling Museum, countless dining options, and award-winning beaches. Sorry, per HOA rules, tenants may not have pets.

SARASOTA

4614 LONGWATER 82

2 Beds

2 Baths

1,256 Sq.Ft.

$1,900

MLS#: A4650177

ANNUAL RENTAL AVAILABLE NOW: Live the country club lifestyle without breaking the bank. Do you love the country club life but are not a golfer? This is the perfect fit for you, 2nd floor condo with two bedrooms and two baths, King bed in the master bedroom and a queen bed in the guest bedroom, eating space in the kitchen and the kitchen is open to the dining room. Sliding glass doors out onto a tiled lanai overlooking a peaceful preserve view. Easy-care vinyl flooring throughout. A new smart TV in the living room with a faux fireplace creates a modern yet cozy atmosphere. One covered parking space is provided directly in front of the building and the Arbor Greens heated community pool and tennis court are a short distance from the condo. A social membership transfer is available for a fee (call the clubhouse for rates), giving access to the main pool, fitness center, and all club amenities and activities. Stoneybrook is a gated community centrally located on Palmer Ranch with easy access to many shops and restaurants and less than 15 minutes from the sandy beaches of Siesta Key. The community borders the Legacy walking and biking trail, is close to Costco, Publix, the YMCA, and you can be downtown Sarasota in less than 25 minutes. Stoneybrook Arbor Greens is a great place to live provides a great place to live the Florida lifestyle.

SARASOTA

4640 TOWER HILL LANE 2322

2 Beds

2 Baths

1,286 Sq.Ft.

$1,900

MLS#: A4630531

**Charming Furnished 2-Bedroom in Jefferson Pines – Prime Sarasota Location!**

Enjoy the best of Sarasota living in this fully furnished 2-bedroom, 2-bathroom condo located in the peaceful and sought-after Jefferson Pines community, just minutes from downtown. This well-maintained residence offers a spacious layout with two dedicated parking spaces and interior laundry for added convenience.

Residents have access to a **heated community pool**, ideal for year-round enjoyment. Tucked away in a **quiet, tree-lined neighborhood**, Jefferson Pines offers serenity while being close to shopping, dining, beaches, and cultural attractions.

**Features include:**

* 2 Bedrooms / 2 Bathrooms
* Fully Furnished
* Interior Laundry
* 2 Assigned Parking Spaces
* Heated Community Pool
* Tranquil and Quiet Complex
* Close to Downtown Sarasota

**Minimum 6-month rental.** Available for immediate occupancy — ideal for seasonal or long-term tenants. Don’t miss this comfortable and convenient home in the heart of Sarasota!

SARASOTA

631 N JEFFERSON AVENUE 631

2 Beds

2 Baths

996 Sq.Ft.

$1,900

MLS#: A4655781

Annual Rental Available ...Charming Wheelchair-Accessible Villa in Tallywood Enjoy easy, maintenance-free living in this spacious 2-bedroom, 2-bathroom villa in the desirable 55+ community of Tallywood in Sarasota. Designed for comfort and accessibility, this home features an ADA-compliant primary bathroom and a step-free open floor plan. A covered carport, which includes a private storage room, with additional guest parking conveniently nearby. Inside, the villa boasts a bright and airy layout, perfect for relaxed Florida living. Tallywood offers a pet-friendly environment with amenities, including a dog park, clubhouse with a library and meeting room with kitchen, BBQ grill, shuffleboard court, and an exercise room. Residents can also enjoy the screened-in, solar-heated pool and an active social calendar. This prime Sarasota location is just minutes from the newly renovated Bobby Jones Golf Course, Publix shopping center, Ed Smith Stadium (Orioles Spring Training), Nathan Benderson Park, and the UTC Mall with endless dining and shopping options. Plus, Sarasota’s world-famous beaches, including Siesta Key and Lido Beach, as well as St. Armands Circle and SRQ Airport, are all within a short drive.

SARASOTA

3336 TALLYWOOD COURT 7084

2 Beds

2 Baths

1,501 Sq.Ft.

$1,900

MLS#: A4652232

Price REDUCED! Looking for a clean 2 bedroom with a garage? This one is for you. Freshly painted and no carpet! Over 1400 sf but it feels much larger. The Primary bedroom has a walk-in closet plus a large room adjacent to it, perfect as a office, game room or TV room. The dining room has doors which could also be used as an office. Ceiling fans throughout. 1 car garage with plenty of parking in the driveway. Located off of Lockwood Ridge with an easy drive to University or North to SR 70. Please contact asap to view this rarely available rental. More photos to come.

SARASOTA

7288 W COUNTRY CLUB DRIVE N 7288

2 Beds

2 Baths

2,008 Sq.Ft.

$1,900

MLS#: A4649368

LOCATION, LOCATION, LOCATION! This affordable Sarasota community puts you close to everything—just 5.8 miles to Lido Beach, 5 miles to St. Armands Circle, 2.5 miles to Marina Jack, and only 1.5 miles to Downtown Sarasota with its restaurants, bars, and entertainment.
Enjoy sunsets at the beach or relax at the community’s heated pool and covered patio. The home features a sliding glass door off the primary bath—perfect for a plant nook—and another off the kitchen leading to a private patio for enjoying Florida’s sunshine. Inside, you’ll find a full-size washer and dryer, dishwasher, a new A/C unit, open living space, and two nicely sized bedrooms. One small pet up to 25 pounds is welcome. This is a no smoking unit. Two reserved parking spots are included, along with basic cable, water/sewer, and trash. Don’t waste time in traffic—live minutes from Sarasota’s best attractions in a great location at a great price!

SARASOTA

601 N JEFFERSON AVENUE 601

2 Beds

2 Baths

936 Sq.Ft.

$1,900

MLS#: A4654826

One or more photo(s) has been virtually staged. This home is being offered FURNISHED or UNFURNISHED. This completely remodeled home overlooking the 17th par 3 hole on Palm Aire’s Lakes course is waiting for you. Entering the home, be welcomed by the beautiful tee to green views of the golf course. The reimagined kitchen features all new stainless steel appliances, cabinets and gorgeous granite countertops. Plenty of room for pots, pans and even grandma’s China as there is more than ample storage including a large pantry. Entertaining is a breeze with this open floor plan that offers a large pass through from the kitchen to the dining area. The living area includes a formal dining space and wet bar. Awaken in the primary suite in the morning to the same golf course views or watch the sun rise over the course with coffee on the 4 season lanai. The primary bedroom includes two closets and en-suite bathroom that is showcased with a new designer tile “wet wall” The second bedroom is split from the rest of the home and has the second bath nearby. A second screened porch at the front door is a welcoming outdoor space. A private garage provides enough space for your car and golf cart. Avista offers an Olympic size pool, hot tub, club house and community features like grill, car wash stations and dog walking area.
Membership to Palm Aire with its newly redesigned Champs course, soon to be redesigned Lakes course, and soon to be remodeled club is optional. This location is convenient to everything. UTC mall is a little over two miles away, SRQ Airport, downtown Sarasota with its shopping and cultural offerings and downtown Bradenton are minutes away. World-class beaches, including Siesta Key and Anna Maria Island are close by. Second Floor Unit, no pets.

SARASOTA

5793 AVISTA DRIVE

2 Beds

2 Baths

1,396 Sq.Ft.

$1,900

MLS#: A4653644

Well-maintained 55+ villa in desirable Glen Oaks Ridge. This villa has 2 bedrooms and 2 baths, an open living/dining room combination, a separate family room plus an enclosed Florida Room, private laundry room with extra storage space with a laundry tub, and a covered carport. Community pool, fitness center, clubhouse with library and kitchen and on-site manager. Glen Oaks Ridge is located just a couple of blocks from the newly renovated Bobby Jones Golf Course, and is close to shopping, restaurants and offers easy access to downtown.

SARASOTA

3961 ASHWOOD LANE 44

2 Beds

2 Baths

1,948 Sq.Ft.

$1,895

MLS#: A4653655

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