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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

4,365

# of Listings

2

Avg # of Bedrooms

$483

Avg. $ / Sq.Ft.

$856,705

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4365 Properties Found. Page 222 of 291.

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 January & February - 2026
Available for August/September/October 2026 $2,750/month plus taxes & fees
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

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

AVAILABLE JAN, FEB.MARCH, & APRIL 2026,& OFF SEASON. Ground floor vacation condo with tropical and water views from the tiled screened lanai (Sure to be your favorite spot). This two bedroom two bath condo has easy-care vinyl flooring in main living area and carpte in the bedrooms, is nicely furnished and decorated in a coastal them. There is a King bed in master bedroom with adjoining bathroom with a walk-in closet and a step-in shower. The 2nd bedroom has a queen bed and is adjacent to the guest bathroom. The kitchen has room for a breakfast table for that quick cup of coffer, has an efficently designed kitchen that is very open to the dining and living areas. There is a large smart TV in the living room and sliding glass doors out onto the lanai. The kitchen is well appointed with all you will need for a few months in the sun. There is one covered parking space, and the Clubside heated community pool and tennis/pickleball court is just around the corner. The golf membership transfers for a fee (check with the clubhouse for fee schedule). Stoneybrook has just undergone a Kipp Schultes-designed golf course modernization and is 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

Seasonal/short term only Want to hang out at the beach? This modern condo is spacious, filled with natural light and steps from the sand. The floor plan is open for ease of entertaining and family time. The kitchen is very large and has solid wooden cabinetry, topped with slab granite countertops and complemented with stainless steel appliances. There is a huge island for easy food prep and additional storage. The furniture was chosen for comfort and relaxation. Flooring is all tile so NO CARPETING! The bedrooms are spacious and there is a walk in shower in master bathroom. Laundry is just down the hall. Designated parking in the garage. There is also a large heated pool for your enjoyment and a gas BBQ grill with outdoor dining option. Club room with full kitchen available too. This development is just across the street from Lido Beach and very close to St. Armand's Circle for fine and casual dining and browsing in the fun shops. Downtown Sarasota is just across the beach. NOW RENTED January thru March 2026. Available starting August 2025 at $5000/month and December at $5200/month! 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. Spend time and relax at this incredible beach retreat-CALL NOW!

SARASOTA

350 S POLK DRIVE 207

2 Beds

2 Baths

1,316 Sq.Ft.

$5,200

MLS#: A4549916

LOCATION, LOCATION, LOCATION. Beautiful turnkey furnished condo available to rent in the sought after community of the Alinari. This one bedroom, two full bathroom property has an open floor plan, living room/dining room/kitchen combination and an office nook. The kitchen has solid stone counter tops, a closet pantry, stainless steel appliances, lots of cabinet and counter space and breakfast bar. The primary bedroom has a queen sized bed, views of the Sarasota Bay, large walk in closet, on suite bathroom with double sinks, garden tub and a stall shower. The second bathroom has a stall shower. Stacked washer and dryer. The condo has a patio to enjoy with views of the gorgeous Sarasota Bay, Ringing Bridge and much more. The Alinari has amenities a plenty with a community pool, hot tub, wine room, theater, library, meeting rooms, BBQ grills, guest suites and onsite concierge with 24 hour security. CALL TODAY AS THIS WILL NOT LAST LONG.

SARASOTA

800 N TAMIAMI TRAIL 905

1 Beds

1 Baths

1,158 Sq.Ft.

$5,200

MLS#: A4549764

You will not want to miss out on this amazing opportunity! This stunning, furnished home provides you and your family with over 1,800 sq. ft. of living space, 3-bedrooms, 2-bathrooms, a garage, an outdoor oasis with a pool, and dock access to Phillippi Creek! This home features lovely details, including tile flooring, neutral paint, high ceilings, and large windows throughout creating a bright and inviting atmosphere for all. At the heart of the home is the kitchen, complete with hardwood cabinets, Granite countertops, a breakfast bar for casual dining, a sizeable pantry, and stainless-steel appliances, including a French door refrigerator, microwave, dishwasher, and range. To the right of the kitchen is the dining area, complete with outdoor views of the pool for a serene dining experience! Enjoy entertaining your invited friends and family in the open concept living area, featuring stunning views of Phillippi Creek and brightly illuminated by an abundance of natural sunlight. The primary bedroom features a walk-in closet, and an en suite bathroom, complete with an oversized vanity space and a beautiful walk-in shower, adorned with natural elements and a waterfall shower head! Two additional bedrooms provide space for the entire family, while a guest bathroom and laundry closet complete the rest of this home. Take advantage of your private outdoor oasis, featuring a paved patio area surrounded by native palm trees, a pool for afternoon cool downs, and a private dock, perfect for enjoying the stunning Florida sunsets and catching up with your loved ones at the end of a long day. Enjoy more fun days with the family as pool care, lawn care, and internet are included in the rent! Pets okay, dogs only, no dangerous breeds.

Nestled in a quiet neighborhood in Sarasota, this home sits just a short stroll from the winding waters of Philippi Creek, perfect for that perfect laid-back, coastal feel! This scenic waterway connects into Roberts Bay and the surrounding waters of Sarasota Bay. This easy access offers both charm and utility as surrounding residents enjoy kayaking, fishing, boating, and more! Ryntal Property Management has partnered with Obligo to provide a security deposit alternative to qualified renters! Call today for more information. Submit all applications to Ryntal Property Management ONLY!

Qualifications: We run a complete background check that includes credit, income verification, prior landlord and eviction history. In terms of credit, we look at the entire picture as opposed to just the credit score, but in general, we do require a score over 550.

SARASOTA

2411 NASSAU STREET

3 Beds

2 Baths

2,265 Sq.Ft.

$5,200

MLS#: A4656481

DIRECT BAYFRONT VIEWS. Newly remodeled 2 BEDROOM/2 BATH Condo. Enjoy this 'open' floor plan unit Sarasota's premium downtown complexes directly on Sarasota Bay with panoramic view of the inter coastal waterway and Longboat Key. This unit is a short distance to Rooftop dining,shopping,walk to Van Wezel Performing Arts Hall,Sarasota. Opera, The Ritz, Selby Botanical Gardens,Burns Court area,downtown activities,famous St. Armand's,and world famous # 1 beach - Siesta Keys' Cresent Beach,SRQ airport is minutes away. Gatehouse and 24-hour security,covered parking,CONCIERGE,,2 heated pools, lighted tennis courts, and a fitness center.

SARASOTA

888 BLVD OF THE ARTS 405

2 Beds

2 Baths

1,820 Sq.Ft.

$5,200

MLS#: A4654021

This is the One! Step into this beautifully updated, turn-key furnished masterpiece featuring a bright and open floor plan with soaring ceilings and stylish custom accents throughout. Enjoy 24" porcelain tile flooring, abundant natural light, and spacious living areas designed for both comfort and entertaining. High-end Cafe appliances in the Kitchen paired with Quartz Countertops and solid wood cabinets! The sleek kitchen and living space flow seamlessly to the covered lanai, where you’ll find a sparkling in-ground heated saltwater pool with dual-sided entry and a tranquil waterfall feature. The primary suite offers a luxurious retreat with California walk-in closets, dual vanities, and a spa-like zero-entry shower. Also included are two guest bedrooms along with a guest bath that has been completely renovated! ESW Hurricane Impact Glass Windows and Sliders, 2021 Roof, 2021 A/C and more! Sold furnished, this home is truly move-in ready—just bring your suitcase! Located in a highly desirable Sarasota community with close proximity to everything Sarasota and Venice has to offer—world-class beaches, dining, shopping, and entertainment are all just minutes away. Reach out to schedule a time to see this one of a kind property today!

SARASOTA

4146 WESTBOURNE CIRCLE

3 Beds

2 Baths

2,289 Sq.Ft.

$5,000

MLS#: A4649882

JUST LISTED! 2026 SEASONAL RENTAL - 2 bed/2 bath upstairs condo w/elevator! This well appointed condo is within a 5 minute drive to the world famous Siesta Beach ...yet it is on the mainland! The complex has a nice community heated pool and is VERY close to restaurants and shopping, It's a 10 minute drive to downtown Sarasota where you can enjoy the Opera, Library, farmers market,gourmet shops and MORE. The condo is available May 1st. Off season is $3K a month till January. Owner would entertain an annual lease of $2,500 + utilties. Jan - March needed for Season. January is $4,500, FEB and MARCH are $5k a month + taxes and a one time exit cleaning fee of $200.00. This is a NON SMOKING CAMPUS. A small dog may be accepted. Don't be left in the coldd!!

SARASOTA

3360 S OSPREY AVENUE 210B

2 Beds

2 Baths

1,122 Sq.Ft.

$5,000

MLS#: A4643488

#A4544030

SARASOTA

4705 HOLLINGSWORTH AVENUE

3 Beds

2 Baths

1,350 Sq.Ft.

$5,000

MLS#: A4544030

Enjoy your vacation on Siesta Key in this spacious three bedroom/two bathroom vacation rental. This condo is turnkey furnished including washer/ dryer and private garage. Guests are walking distance away from private beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key.

**Taxes and fees not included.

SARASOTA

1391 SIESTA BAYSIDE DRIVE 1391-B

3 Beds

2 Baths

1,495 Sq.Ft.

$5,000

MLS#: A4596168

Turnkey Seasonal Rental in Sarasota Harbor East, fabulous bay views from every window, 2 bedrooms, two baths, updated and tile floors throughout. Lovely four season Lanai overlooking Sarasota Bay, watch the Dolphin and Manatee while you sip your morning coffee. The community offers a lovely heated pool, clubhouse, grills, kayak storage and boat slips on a first come, first served basis. Walk to all the shops and restaurants on St. Armands Key, spend the day at beautiful Lido Beach or stroll over the bridge to Downtown Sarasota. You will love this great community and location. This is a 55+ community. Booked end of January thrught the endo of March, 2024.

SARASOTA

769 JOHN RINGLING BOULEVARD 36EXET

2 Beds

2 Baths

1,042 Sq.Ft.

$5,000

MLS#: A4586107

RENTED JAN, FEB. MARCH APRIL 2025: This third-floor vacation condo with absolutely one of the best views in Stoneybrook. Two bedrooms, two baths, king bed in master, queen in the guest bedroom, internet access, flat-screen TVs and a NEW KITCHEN complete with granite countertops. Eating space in kitchen, living room dining room combo, one covered parking space. ALL NEW FLOORING throughout, everything you need for a few months in the sunshine. Golf membership transfers for a fee if desired (check with clubhouse for cost) and the heated pool and tennis courts are right across from the building. Members can dine at the impressive clubhouse, use the fitness center, enjoy the Arthur Hills designed premier golf course, lounge at the pool, play tennis, and enjoy the many activities the club has to offer. Stoneybrook is a gated community conveniently located on Palmer Ranch giving quick access to shopping, banks, restaurants, I-75, and less than 15 minutes to the sugary sandy beaches of Siesta Key. The Legacy Walking and Biking Trail access is just a block from the entrance to the community and it's a short drive to downtown Sarasota.

SARASOTA

9300 CLUBSIDE CIRCLE 1307

2 Beds

2 Baths

1,314 Sq.Ft.

$5,000

MLS#: A4481790

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