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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

4,535

# of Listings

2

Avg # of Bedrooms

$483

Avg. $ / Sq.Ft.

$865,019

Med. List Price

Browse Downtown Sarasota Real Estate Listings

Under $250,000

$250,000 - $500,000

1786 Properties Found. Page 50 of 120.

Welcome to Casa de Suenos, your coastal retreat in the heart of Sarasota! This charming 2-bedroom, 2-bathroom home offers a light and airy atmosphere, with gorgeous ceiling beams and large windows that bathe the space in natural light, creating a perfect spot to unwind. The two sofas in the living room are pull out and they are queen-size for additional sleeping arrangements.

The primary bedroom features a luxurious king-size bed, ample closet space, and an attached bathroom with an updated vanity and a shower/tub combo. The second bedroom is thoughtfully furnished with two twin-size beds, providing a comfortable haven after a day of beach adventures.

The well-equipped kitchen boasts stainless-steel appliances, ideal for preparing family favorites, and is conveniently located next to a dining table that seats up to six comfortably.

For those working remotely, a desk with a monitor provides a dedicated space to set up your home office.

Step through the sliding glass doors into the expansive backyard, perfect for family games, outdoor gatherings, and creating unforgettable memories. This Sarasota gem blends comfort, functionality, and coastal charm—your perfect getaway awaits!

Sarasota is a gem on Florida’s Gulf Coast, offering pristine beaches like Siesta Key and Lido Key, where you can soak up the sun and enjoy crystal-clear waters. Art lovers will appreciate The Ringling Museum of Art and the lush Marie Selby Botanical Gardens. St. Armands Circle provides a vibrant mix of shopping and dining, while the Mote Marine Laboratory & Aquarium offers a fascinating glimpse into Florida’s marine life. Whether you’re looking for relaxation, culture, or family-friendly fun, Sarasota has something for everyone!

All 3 TV's are smart TV's with Roku. There are beach chairs for guests to use.

House Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.

SARASOTA

5824 WILDWOOD AVENUE

2 Beds

2 Baths

1,042 Sq.Ft.

$5,500

MLS#: A4649804

#A4656825

SARASOTA

1203 LYRIC LANE

2 Beds

2 Baths

3,020 Sq.Ft.

$5,500

MLS#: A4656825

RENTED JANUARY & FEBRUARY 2026: AVAILABLE OFF-SEASON MONTHS Newly remodeled kitchen with quartz countertops, an Island with seating, new cabinets, very open concept, new bathroom vanity and newly tiled master bath shower. Easy care vinyl flooring throughout makes this a dream to keep clean, screened lanai, and a spectacular view of the freshly modernized golf course and lake. This second-floor condo at desirable Club South has it all: 2 bedrooms, 2 baths, nicely furnished and well-appointed, flat-screen TVs, internet access, golf membership transfers for a fee if desired (check with the clubhouse for rate schedule.) There is one covered parking spot, and the condo is located close to the pool and tennis courts. Stoneybrook is a gated complex with an impressive clubhouse offering formal and informal dining, a fitness center, a newly modernized Kipp Schultes designed premier golf course, tennis courts, and close to the Legacy Walking and Biking Trail access offering miles of biking trails, and just minutes from the sugar sandy shores of the world-famous Siesta Key beaches, the village shops, and restaurants. You can be downtown in 20-25 minutes to take in all of the cultural activities Sarasota has to offer . CALL FOR OFF-SEASON RATES

SARASOTA

9320 CLUBSIDE CIRCLE 2209

2 Beds

2 Baths

1,274 Sq.Ft.

$5,500

MLS#: A4123098

Highly desirable turnkey unit at the luxurious Alinari in downtown Sarasota! This 2 bedroom, 2 bathroom unit on the seventh floor, is tastefully decorated and being offered for a seasonal lease beginning December 1. (3 MONTHS MINIMUM) Spectacular split floor plan, large kitchen area and a den set up as an office. All furniture in the pictures is accurate. A nice balcony overlooking the pool area and downtown Sarasota, you even get a small view of the water. The Alinari is a doorman building with a movie room, billiards room, large gym, stunning pool area and is walking distance to all that downtown Sarasota has to offer. Rent includes water, sewer, garbage & basic cable. This unit also includes a garage parking space and a storage unit. Association approval required prior to move in.

SARASOTA

800 N TAMIAMI TRAIL 708

2 Beds

2 Baths

1,585 Sq.Ft.

$5,500

MLS#: A4659073

AVAILABLE JAN FEB MARCH & APRIL 2026 & OFFSEASON JUNE THROUGH DEC.2025. Second floor condo at Stoneybrook Club South (in elevator building) open floor plan, vinyl flooring in main living areas, granite counters and stainless steel appliances in the kitchen, dining area is open to the living area, large smart TV, and comfortable seating. The primary bedroom has king bed, a sliding glass door out onto the lanai, a walk-in closet, granite counter and walk-in shower. The second bedroom has double bed and twin bed making it perfect for those occasional guests. The glassed and screened lanai extends the living space and is a welcoming spot to relax and enjoy picturesque views across the lake and surroundings. The unit provides a convenient inside laundry, one covered parking space, a storage locker, and the community pool and tennis courts are right across the parking lot. The golf or social membership are available for transfer (check with clubhouse for fee schedule) allowing full use of all amenities, including access to the newly modernized golf course, a pristine pool, tennis courts, pickleball, and a clubhouse with a full-service restaurant and much more. The community borders the Legacy walking and biking trail, is less than 15 minutes from the sugary sandy beaches of Siesta Key, the village shops and restaurants, and a short drive to downtown Sarasota to enjoy the culinary and cultural experiences that Sarasota has to offer.

SARASOTA

9630 CLUB SOUTH CIRCLE 6202

2 Beds

2 Baths

1,314 Sq.Ft.

$5,500

MLS#: A4652209

SEASONAL RENTAL with a stunning lake view located in paradise! Minutes from Siesta Key & St. Armand's Circle. (*see below for months leased)

This furnished home is located in a highly sought after neighborhood in the heart of Sarasota. Enjoy an open floor plan, a large game room including a wet bar with seating, 4 bedrooms, 3 full baths, and 1 half bath. Each of the three main bedrooms provide en suite bathrooms. The kitchen connects to a full dining space. A spacious and private outdoor living space boasts a covered & screened porch with ceiling fan, a screen enclosed saltwater pool with sundeck & baby gate, as well as, an open air deck overlooking the lake. The over-sized lot provides a sense of privacy including a lake view framed with magnificent oak trees.

High speed wifi, water, power as well as weekly pool and lawn maintenance included! Also provided is a fully stocked kitchen, linens, and TV's in each bedroom.

Old Forest Lakes is directly off of Bee Ridge Road allowing convenient access to all of Sarasota's gems. Just a 15 minute drive will place you in nationally known Siesta Key ( & highly rated SK Beach!) - OR - downtown Sarasota offering a variety of restaurants, arts, and entertainment. St. Armand's Circle shopping and Lido Beach are just a few minutes further.

November - December $7500/mo.
January - April $9500/mo.
May - July $7000/mo.
August - September $5500/mo.
October $6500/mo
*Currently leased June, November & December of 2025; January, February of 2026*

SARASOTA

3535 W FOREST LAKE DRIVE

4 Beds

3 Baths

4,625 Sq.Ft.

$5,500

MLS#: A4595528

Great opportunity to reside in a quaint, gated community centrally located in Sarasota. This one owner, fantastic floor plan features 3BR + office/3 full baths and has a private pool/spa area. Plenty of room in the attached, side load garage too.

SARASOTA

5354 NATHANIEL PLACE

3 Beds

3 Baths

3,267 Sq.Ft.

$5,500

MLS#: A4654689

AVAILABLE OCTOBER, NOVEMBER, DEC.2025 & JAN., FEB 2026. Absolutely fantastic golf view view from the screened lanai of this Veranda unit overlooking the 4th hole and lake. Clean and crisp condo with vaulted ceilings and a one-car garage. Unit is nicely furnished with a king bed in the primary bedroom with walk-in closet, and an adjacent bathroom with walk-in shower. The 2nd bedroom has twin beds and is opposite the guest bathroom with tub and shower. Kitchen with breakfast nook that opens onto the front lanai, ample cabinet space, and is open to the dining and living area. There are sliding glass doors that open onto the screened lanai offering a great view across the golf course and lake. The one-car garage provides ample space for beach chairs and pool toys. The community heated pool is to the right of the condo and there is a large heated pool at the clubhouse. A golf membership transfer is available for a fee. (check with the clubhouse for cost) Stoneybrook is one of Sarasota's most popular golf and tennis clubs and has just completed a Kipp Schultz-designed golf course modernization project and said to be world-class when completed. Lighted Har-Tru tennis/pickleball courts, pro-shop, well-equipped fitness center, bocce court, putting greens driving range plus activities like yoga, mahjong, and so much more are available with a membership. Stoneybrook Golf & Country Club is centrally located minutes from area beaches, Legacy Trail, shopping, great restaurants, and the arts scene - it's all here for you to enjoy.

SARASOTA

9641 CASTLE POINT DRIVE 1225

2 Beds

2 Baths

1,555 Sq.Ft.

$5,500

MLS#: A4625083

**Exquisite End Unit Condo on the 10th floor with Panoramic Bay Views in Sarasota** Discover the epitome of luxurious living in this stunning corner condo conveniently located in Condo on the Bay, a highly sought after community offering unparalleled lifestyle benefits, including the most spectacular bayfront pools in Sarasota. This beautifully designed 2-bedroom, 2-bathroom residence offers breathtaking panoramic views of Sarasota Bay and the surrounding cityscape. Steps away from Sarasota's award winning new park, The Bay. Enjoy more than 53 acres of park land that includes mangrove walkways, public gardens, a concert stage, children's play area, an event center and much more. Step inside to find an open floor plan enhanced by elegant crown molding and abundant natural light with views of the water from every room! The spacious living area seamlessly connects to a gourmet kitchen featuring stainless steel appliances, granite countertops, and solid wood cabinets. Designed to host and enjoy spectacular sunset views with family and friends, especially from the private terrace off the main living area. Inspired by Cezanne, this model was designed to showcase the sweeping views of nature's canvas and includes ample wall space for your own personal gallery. A generously sized primary suite including a private terrace, walk-in closet, built in closet for additional storage, dual sinks and a spacious, spa-like shower. The versatile guest suite features 2 built-in twin Murphy beds and a walk-in closet, perfect for accommodating guests or serving as a stylish home office. As a resident, you'll enjoy exceptional amenities including a 24/7 security gatehouse, two tennis/pickleball courts, concierge service, a fishing pier, two fitness rooms, kayak/jet ski storage, boat docking on a first come basis, electric car charging station and a social gathering room with a library and kitchen. Residents of both towers get together for trivia nights, walking/biking, exercise classes and more creating a lively atmosphere! To top it all off, this elegant condo is walking distance to Downtown Sarasota which hosts an array of fine dining options, boutiques, theaters, the Van Wezel, cultural events, farmer's market and much more! A short drive to internationally known beaches such as Lido Key and Siesta Key Beach, the #1 beach in the Country and #4 in the World. Don’t miss the chance to rent or own this premier residence in one of Sarasota’s most desirable locations!

SARASOTA

888 BLVD OF THE ARTS 1008

2 Beds

2 Baths

1,642 Sq.Ft.

$5,500

MLS#: A4650896

AVAILABLE MAY 15 ANNUAL TURNKEY - Located in Arlington Park, this contemporary 2 story turnkey furnished 4/ 2.5 bath and 2 car garage home is waiting for you. This home comes with tray ceilings, eat in kitchen, oversized laundry room, walk-in closets and a 17' long 2nd floor balcony. The kitchen offers stainless steel appliances with solid surface counters and a walk-in pantry. Master bedroom offers a walk-in closet and the master bath has dual sinks, garden bath and granite counters. There are also two covered porches both front and back. The back porch offers a space for grilling, dining and entertaining. You are also located close to Sarasota Memorial Hospital and Southside Village offering many shopping, dining and entertainment options and steps away from Arlington Park whick offers pool facilities, outdoor basketball courts, tennis courts, playground, outdoor fitness gym, ½-mile walking trail, and dog park. You also will have easy access to Downtown Sarasota and Sarasota Bay with close access to Siesta Key, Lido Beach and St. Armands. Annual rental at $5,900; tenant would pay all utilities plus a monthly lawn fee of $200.00.

SARASOTA

2587 TEMPLE STREET

4 Beds

2 Baths

2,409 Sq.Ft.

$5,400

MLS#: A4650662

AVAILABLE APRIL 15 THROUGH DEC 2025: RENTED JAN., FEB., MARCH, 2026: GROUND FLOOR - GOLF VIEW - UPDATED CONDO - Open the door to this totally renovated vacation condo and fall in love, with new kitchen cabinetry, granite countertops, new bathrooms with new designer tile and granite, new flooring, new living room furniture, and so much more. This is a two-bedroom, two-bath condo with a screened lanai overlooking the golf course, internet access, flat-screen TVs, beautifully decorated, and golf membership transfers for a fee (check with clubhouse for the fee schedule). Dine at the impressive clubhouse, with casual or formal dining, work out at the fitness center, and swim in one of the several heated pools, and enjoy world-class golf on the newly modernized Kipp Schultes golf course. The Legacy walking and biking trail access is just one block from this gated complex, and is just minutes to Siesta Key's sugar-sandy beaches. You can be downtown Sarasota to take in the culinary and cultural activities Sarasota offers in 20 - 25 miunutes. CALL FOR OFF-SEASON RATES.

SARASOTA

8735 OLDE HICKORY AVENUE 8104

2 Beds

2 Baths

1,373 Sq.Ft.

$5,300

MLS#: A4122665

AVAILABLE October, November 2025! Currently booked through September 2025. Also booked December - March 2026. WOW! Enjoy a little slice of heaven on the World Famous Siesta Key! This beautifully renovated turnkey 3 bedroom 2 bath, heated pool home, is just a short distance to the #1 rated beaches and the quaint shops and restaurants in the downtown village. Whether it’s our million-dollar sunsets, endless watersports activities, Sunday’s famous Drum Circle, or to just simply to relax in the peace and quiet, we have you covered! This incredible home can comfortably sleep 6-8. The primary bedroom has a king, 2nd bedroom has a queen, 3rd bed has a single with a pull-out trundle. Enjoy the full-sized chefs kitchen overlooking the pool, 2 wonderful gathering rooms to relax, and a fabulous outdoor space. 30 day minimum term only. October = $5250, November = $6000. 13% tourism tax added to all leases under 6 months. Just bring your toothbrush and sunscreen! SORRY, NOT AVAILABLE AS AN ANNUAL RENTAL.

SARASOTA

726 BIRDSONG LANE

3 Beds

2 Baths

2,707 Sq.Ft.

$5,250

MLS#: A4634095

Available for Season 2026 January through March 31 - 2026 – Updated, Professionally Designed and Fully Turnkey furnished 2-bedroom, 2-bath condo with private garage located just minutes from Siesta Key Beach. This spectacular bright and airy third-floor unit with Views of Lake and Fountain from the screened lanai.. located in the desirable Ashton Lakes community features vaulted ceilings, elevator access, a screened lanai, and a rare one-car garage. Recently updated and tastefully furnished, this condo offers both comfort and convenience in a prime Sarasota location. Ashton Lakes is a well-maintained 33-acre community with scenic lakes and lush landscaping, offering resort-style amenities including two heated pools (one with a lap lane), four pickleball courts (two tennis courts lined for pickleball), shuffleboard, and a clubhouse. Residents also enjoy a private footbridge leading to Merchants Mart with easy access to Detwiler’s Farm Market, CVS, Ace Hardware, and restaurants. Conveniently located near I-75, US-41, shopping, dining, and medical facilities. No smoking and no pets permitted. Come experience the best of Florida living in this hidden gem community. Taxes and Fees apply to all rentals less than 6 months in duration.

SARASOTA

5737 ASHTON WAY 5737

2 Beds

2 Baths

1,344 Sq.Ft.

$5,250

MLS#: A4658065

AVAILABLE JAN, FEB.MARCH, & APRIL 2026,& OFF SEASON. Exceptional ground floor vacation condo, two bedrooms, two baths, screened lanai with view of lake and golf course, nicely furnished, King bed in master, queen in guest bedroom, new living room furniture, plank wood look flooring, freshly painted, bright and cheerful unit, well-appointed, internet access, flat-screen in living room, one covered parking space, golf membership transfers if desired for a fee. (Check with the clubhouse for the fee schedule.) Stoneybrook has just undergone a Kipp Schultes-designed golf course modernization, and said to be one of the best golf courses on the West Coast of Florida. The community borders the access to the Legacy walking and biking trail, is close to grocery stores, shops, restaurants, a Sprouts food market, and it's only minutes to the world-famous sugary sands of Siesta Key beach, its village shops and restaurants. It's just a short drive to downtown Sarasota and all of the cultural and culinary activities Sarasota has to offer. Call for off-season rates.

SARASOTA

9300 CLUBSIDE CIRCLE 1109

2 Beds

2 Baths

1,314 Sq.Ft.

$5,250

MLS#: A4443582

Unfurnished annual townhouse rental available now in downtown Sarasota! The ultra-contemporary three-level townhouse with two-car garage and private elevator boasts three bedrooms, three full and one half baths along with two bonus rooms. It offers stylish urban living and boasts upgraded features throughout. This unique residence includes Miami-Dade impact-rated windows and doors, Lube Italian kitchen and bath cabinetry, Bosch appliances with natural gas cooktop, Caesarstone quartz countertops and German Hansgrohe faucets. You will also discover 8-foot solid core, African rosewood interior doors, volume ceilings, a stylish freestanding soaking tub, spacious showers and large closets. There's premium porcelain tile and carpet flooring, multiple terraces, a tankless hot water system and plenty of natural light cascading through every room. This home is ideal for entertaining or just relaxing, whether you are a full-time or seasonal resident. No car is needed to get to fine restaurants, specialty stores, banks and movie theaters, and you are close to Whole Foods Market, downtown Sarasota waterfront, white sand beaches and theatrical arts. Make an appointment to visit the property and see what it's like to live at Q.

SARASOTA

219 COSMOPOLITAN COURT

3 Beds

3 Baths

3,258 Sq.Ft.

$5,250

MLS#: A4659400

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