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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

4,252

# of Listings

2

Avg # of Bedrooms

$471

Avg. $ / Sq.Ft.

$832,750

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4252 Properties Found. Page 237 of 284.

Currently Available April 1 - 2026.. Discover the ultimate in comfort and convenience with this beautifully appointed and fully furnished guest home. Perfect for remote workers or anyone seeking the very best, this residence is equipped with a premium Wi-Fi and cable package, offering blazing-fast 200 Mbps internet. Stream movies in 4K, connect multiple devices with ease, and enjoy HBO and other premium channels. Located just a short walk from the world-famous Siesta Key Beach, as well as top-notch restaurants, a marina, shopping, and more, this 3-story, 3-bedroom, 2.5-bathroom townhome is ideally situated west of Tamiami Trail (Route 41). The home boasts a private garage with additional parking conveniently available for a second car. Each of the three spacious bedrooms features walk-in closets. The entire first floor is dedicated to the luxurious primary bedroom suite, complete with a spa tub, dual vanities, a walk-in shower, and a private covered outdoor space. The guest bedrooms, located on the third floor, are thoughtfully separated for maximum privacy. The second-floor main living area offers soaring 14-foot ceilings and an open-concept layout, including a fully equipped kitchen, dining, and living space anchored by an 80" TV. Two generous terraces—one facing east and the other west—feature floor-to-ceiling sliding glass doors that flood the home with natural light and provide serene indoor-outdoor living spaces. This home is equipped with a dual-zone central AC system for optimal comfort during your stay. Outside, the meticulously maintained tropical grounds include a resort-style heated swimming pool just steps from your front door, providing the perfect oasis for relaxation. Whether you're here for work or leisure, this home has everything you need for a memorable stay. Please note that taxes and fees apply to the base advertised rate. Book your dream getaway today! Currently not available Until April 1 - 2026. Owner may consider Shorter Term at increased rate per month - taxes and fees would apply.

SARASOTA

8920 DUVAL LANE B15

3 Beds

2 Baths

1,983 Sq.Ft.

$3,250

MLS#: A4663554

Furnished 2BR/2BA + Den | Garage | Resort Amenities | 30–180 Day Lease

Enjoy resort-style living in this fully furnished 2-bedroom, 2-bath home with bonus den/office, available for flexible 30-day to 6-month stays. Located in a quiet, upscale Sarasota community, this home offers a rare blend of comfort, convenience, and amenities.
Professionally decorated with an open-concept layout, the home features spacious bedrooms with flat-screen TVs, a large den perfect for remote work or relaxing, and a screened lanai overlooking a peaceful pond. The living area includes a 75" QLED TV and Sonos sound system. A private attached garage is included.

Community amenities include a heated pool, spa, Bahama bar, tennis, pickleball, bocce, fitness center, walking trails, fire pit, and outdoor chess. Optional on-site spa services available.

Located just minutes from Casey Key, Siesta Key, Oscar Scherer Park, and Blackburn Point for easy access to beaches, kayaking, dining, and more. Beach chairs, towels, bikes, and starter supplies provided.

Lease term: 30–180 days. Utilities, Wi-Fi, and furnishings included.

No pets. No smoking. Community application required (no cost, handled by management).

In-Season Rent: $6,950/mo plus taxes and fess
Off-Season Rent: $3,250/mo plus taxes and fees

SARASOTA

5420 CICERONE STREET 101

2 Beds

2 Baths

1,526 Sq.Ft.

$3,250

MLS#: A4654119

Step outside to world-class amenities: a heated pool and spa, Bahama Bar & Grill, tennis, pickleball, bocce, fitness center with group classes, dog park, fire pit, clubhouse, and direct access to the Legacy Trail. Perfect for biking, walking, or jogging. Available for stays of 30–180 days year-round.

Amenities:
- Heated pool & spa
- Onsite bar & grill
- Fitness center with suspension training
- Sports courts (tennis, pickleball, bocce)
- Dog park
- Events lawn & fire pit
- Outdoor grilling areas
- Clubhouse with lounge and catering kitchen
- Lifestyle manager & community events
- Reserved parking & 1-car garage

Local Beaches:
- Siesta Key - ~9 miles - 10 minutes
- Nokomis Beach - ~8 miles - 15 minutes
- Venice Beach- ~12 miles - 20 minutes
- Lido Beach/St. Armands- ~11 miles - 20 minutes

This rental includes a reserved parking space and a 1-car garage for added convenience. Available for stays of 30 to 180 days year-round. No smoking, no pets, and HOA application/approval is required.

SARASOTA

12413 OSORIO COURT 101

2 Beds

2 Baths

1,846 Sq.Ft.

$3,250

MLS#: A4662169

DOWNTOWN CONDO IN BROADWAY PROMENADE! NOW AVAILABLE FOR ANNUAL RENTAL, “Turnkey Furnished” 2 bedrooms/2 baths, located on the top floor of the highly sought after Broadway Promenade. As you enter the unit, you are greeted by a bright and open living and dining room, beautifully furnished with leather furniture, a wooden TV Stand/Console with Electric Fireplace and Crystal Insert | Multi-Color LED Flame | Remote Control | Adjustable Heat Settings and crown molding throughout. The fully equipped kitchen with ceramic tile flooring has a breakfast bar with bar stools, stainless steel appliances and granite counters, master suite with queen size bed, en-suite bathroom, walk in shower and separate oversized garden tub, granite countertops, solid wood cabinetry, and linen closet and sliding glass doors leading out to the private covered balcony with high top table and two chairs where you can sit and enjoy the views of Sarasota Bay and Pioneer Park, or take in the breathtaking sunsets every evening. The guest bedroom is on the other end of the unit with a queen bed, separate guest bathroom with tub/shower, and laundry closet with full-size washer and dryer. Broadway Promenade offers many amenities, including 24-hour concierge and reception services, a spacious lobby, elevator, two social rooms, fitness center with locker rooms and a dry sauna, heated outdoor pool and spa, grilling area, billiards and card room, a library/study room. Conveniently located a few blocks away from Downtown Sarasota, shopping, dining, entertainment, Van Wetzel, St Armand’s Circle, and Lido Beach. Take a scenic walk over the Ringling Bridge to Bird Key/St. Armand’s Circle. No pets allowed HOA/Owner rules.

SARASOTA

1064 N TAMIAMI TRAIL 1627

2 Beds

2 Baths

1,150 Sq.Ft.

$3,250

MLS#: A4615613

Modern 1 BED + DEN/1BA condo in the heart of Sarasota’s Rosemary District! In a stylish boutique building at 332 Cocoanut Ave, this fifth-floor unit offers an open-concept layout with high ceilings, quartz countertops, stainless steel appliances, and in-unit washer/dryer. Enjoy your private terrace, ideal for relaxing or entertaining. The building features secure entry, elevators, covered parking, and a rooftop heated pool with grill/lounge area. Go to dining, shops, arts venues and the Bayfront. Just minutes to Lido Beach, St. Armands Circle, and downtown Sarasota. Contemporary living in a prime location! Interior feature, open-plan living area with high ceilings and abundant natural light, spacious primary bedroom with built-in closet and flexible second bedroom or office space, quartz counters, private terrace, thermostat, post-tension concrete construction ensuring quality and sound separation.

SARASOTA

332 COCOANUT AVENUE 507

1 Beds

1 Baths

1,082 Sq.Ft.

$3,250

MLS#: A4660359

#A4653530

SARASOTA

3940 BROOKSIDE DRIVE

2 Beds

2 Baths

1,210 Sq.Ft.

$3,250

MLS#: A4653530

Step into your own slice of paradise on South Siesta Key. This stunning 2-bedroom, 2-bath vacation condo at Vista Hermosa has been fully renovated with style, comfort, and total relaxation in mind. Located directly across from Crescent Beach, with public beach access #13 just steps away, you’re perfectly positioned for sunset strolls, morning swims, and lazy afternoons in the sand. Tucked away in a quiet, peaceful setting with lush tropical landscaping and a sparkling pool view, this second-floor unit (with elevator access) offers a rare combination of tranquility and walkable convenience. Whether you’re picking up groceries, heading out for live music, or savoring the best clam chowder on the island at Captain Curt’s, everything you need is just a short stroll away. And when you return, impact-rated windows keep things serene while the light-filled interior welcomes you home with all the thoughtful extras—high-quality finishes, modern updates, and beachy-chic style throughout. Just bring your swimsuit, your flip-flops, and your sense of adventure—covered parking, beach gear, bike racks, easy access laundry, BBQs grills, and all the essentials are here waiting. Spend your days at Point of Rocks, your nights chasing sunsets, and let this lovingly maintained home become your favorite beach tradition. Available weekly and monthly. Off-season rate: $3,500/month. Seasonal rate: $8,500/month. February and March 2026 not available. Inquire about weekly rental rates. Sorry, no pets.

SARASOTA

110 VISTA HERMOSA CIRCLE 304B

2 Beds

2 Baths

980 Sq.Ft.

$3,200

MLS#: A4649265

Annual/Seasonal Turnkey Furnished Lots of sunlight and a charming layout offered in this 2 beds/1 bath luxury condo downtown Sarasota at THE RENAISSANCE. Partial bay view as well as city view! Fabulous amenities and walking distance to restaurants, shopping, the arts. Resort style heated pool/spa, with BBQ grill and outdoor dining option, 24-hr fitness with locker room and sauna, 24-hr concierge with caring and long term staff, secure building and parking, clubroom with full kitchen, movie theater, social room, business center, massage rooms, guest suites and more! This property can be rented during high season (Dec thru April) at $4900/month + 13% tax. Call today for your turn in the Florida sunshine.

SARASOTA

750 N TAMIAMI TRAIL 1402

2 Beds

1 Baths

1,040 Sq.Ft.

$3,200

MLS#: A4659735

One or more photo(s) has been virtually staged. If you want to be CLOSE to everything that is wonderful about Sarasota, and not have the hassle of traffic, then this is a perfect location: FIVE MILES in various directions from Downtown, from the Airport, and from Interstate 75. Located just off University Parkway and Lockwood Ridge in Beekman Place means you are at the beginning of all the great shopping: walkable to Super Walmart, Detwiller's Farmers Market, Floor & Decor, an Indian, Italian, and French restaurant, and yet you are in a lovely community where the residents are out walking, biking and enjoying the old Florida landscape. Beekman Place, is NOT in a flood zone, is not gated, and yet the community is like an oasis offering peace and tranquility off busy Lockwood Ridge.

The home, as seen here, is full of the owner's furnishings, but you can imagine your own stuff within this 3 bedroom, 2 bath, SFH with a great room, and an adjoining bonus room now used as an office. The third bedroom is being used as a den. CATHEDRAL CEILINGS enhance the sense of space, and sliders to the pool/lanai add lots of light. Beyond the lanai is a POND, and an interesting vista of greenery dotted with small homes beyond and some months a year, a floral display from a nearby tree which delights the eye, as does a huge bougainvilla bush resplendently burgundy in hue. Plenty of local fauna roam the community including water fowl enjoying the various ponds, a local bobcat family now and then who live in adjoining preserves, and a continuing array of ibis in either white or black which roam freely from lawn to lawn. A generous 2-CAR GARAGE completes the package which INCLUDES POOL CARE, LAWN & BUSH CARE WEEKLY, ONCE A MONTH HOUSE-CLEANING, and a HOME WARRANTY to handle repairs. You pay your own TV, Internet, Gas/Water/Electric. Owner can be out in three weeks....or a month or two. Home can be furnished or unfurnished (not with the items in these photos... but can show you what the replacements will be as they are currently in another rental). Owner is a licensed Realtor. PETS are allowed in the community but owner will need to meet the 'family' and there will be an additional pet deposit if animal is acceptable. Ditto with child as pool with no child fencing poses a hazard. Gotta meet the family! You will purchase renters insurance no matter what. Comparatively cheap and covers you & owner. Community only allows YEARLY RENTALS.

SARASOTA

4527 HAMLETS GROVE DRIVE

3 Beds

2 Baths

2,332 Sq.Ft.

$3,200

MLS#: A4664006

Fantastic Villa with a private pool close to the North bridge to Siesta Key available for monthly rentals! The villa is fully equipped with 3 bedrooms (master has a king bed, 2nd BR with a queen, and 3rd has 2 twins). Comfortably accommodates 6 people. There is a grill in the lanai space with seating for 6 as well. 2 lounge chairs are provided by the pool. Beach chairs and towels are available for your beach excursions. Please call agent to check availability. Taxes and fees are not included. Cleaning Fee is $175. Application Fee is $150. Available starting August 2025 through October 2025 for $3,400/month. Available Nov/Dec 2025 for $4,500/month. Available Jan-April 2026 $7,500/month.

SARASOTA

2043 ROSELAWN STREET

3 Beds

2 Baths

1,225 Sq.Ft.

$3,200

MLS#: A4586462

AVAILABLE FOR Apeil 2025 and for SEASON 2026 -Spacious 3-bedroom ground floor corner unit with terrific lakefront views. Updated and tastefully appointed, newer appliances, corian countertops. Flat screen TV with cable and internet in greatroom. Guest bedroom has bunk beds, den or bedroom 3 has a Queen sofa bed. Assigned parking. Across the street from the community pool and clubhouse. Conveniently located in the University Park corridor near UTC Mall. Many shopping and dining choices available. Minutes to downtown and area beaches. Also available off season for a reduced rate; call realtor for availability

SARASOTA

7405 W COUNTRY CLUB DRIVE N 104

3 Beds

2 Baths

1,444 Sq.Ft.

$3,200

MLS#: A4443917

Ideal central 'West of the Trail' location with close proximity to New College & University of South Florida, Ringling Museum, University Town Center, downtown Sarasota, multiple beaches, and Sarasota International Airport. Upon entering, you will notice a delightful view of the Sarasota Bay down the road and will be greeted by modern interior finishes, as the property was recently updated - be the first to reside since the renovation! Open kitchen with oversized island for cooking and dining, formal living - dining combo in the front of the residence with separate large family room in the back, overlooking the backyard. Primary bedroom suite offers an adjacent seating area, den or office - perfect for serene moments or a secluded space to work with access to the screen patio lanai. Second bedroom suite offers a bathroom with tiled shower. Third bedroom offers bathroom ensuite, with shower stall, commode closet and private exterior access door. Powder room with commode available for guests adjacent to the formal living room. Available for residency - Early September. Lawn care available for additional fee.

SARASOTA

346 SUWANEE AVENUE

3 Beds

2 Baths

2,901 Sq.Ft.

$3,200

MLS#: A4663647

New on site 4 days ago

Step into the serenity of Baywood Colony, a well kept secret with a community bayfront park directly on the Intracoastal Waterway. This 2 bedroom, 2 bath ground-floor, fully furnished condominium has been meticulously upgraded and is move-in ready! With an open floor plan, solid wood cabinets, granite countertops, porcelain tile flooring, a Fisher Paykel drawer dishwasher, wine fridge and an added bonus of the enclosed bright and sunny Florida room with hurricane sliders, you will feel the openness of the bright and airy floorplan from the moment you step inside and it may seem larger than other comparable units. A short walk will take you to the bayfront park to the South or famous Philippi Estate Park to the North, with its beautiful nature trails, kayak launch, fishing docks, playground, gardens, free concerts and lively weekly farmers markets. Drive Downtown to enjoy world-class restaurants, the Opera House and Players Theater or instead, head across the Ringling Bridge to discover St Armand's Circle and the exclusive Sarasota Yacht Club. Community amenities include a heated pool, tennis facilities, bayfront park, allocated covered parking and mature landscaping. For Rent or Sale. Lease period 6 months. Schedule your exclusive showing before this gem is gone! One or more photo(s) has been virtually staged to help showcase the intended use and true potential of spaces both inside and outside of the home.

SARASOTA

1741 SOUTHWOOD STREET 1741

2 Beds

2 Baths

1,164 Sq.Ft.

$3,200

MLS#: A4664453

This spacious 2-bedroom 2 bath single family home is move-in ready. Located in the "Heart of the Meadows", it's close to everything, shopping, banking, the beaches, UTC Mall and Benderson Rowing Park. Tiled throughout for easy care living with lots of closet space for storing your possessions. The beautiful, updated kitchen boasts solid wood cabinets, stainless steel appliances and quartz counter. The glass enclosed lanai features a pass thru window from the kitchen and is a perfect space for entertaining guests. The baths have been graciously updated - the master bath features a walk-in shower and guest bath has tub with shower. The oversized 2 car garage has plenty of space for storing those bicycles that you will enjoy riding on through the tranquil setting of this golf community. Owner provides lawn care and pest control. the owner will allow a small pet with deposit and approval - this is a NO Smoking property.

SARASOTA

2912 RINGWOOD MEADOW

2 Beds

2 Baths

2,639 Sq.Ft.

$3,200

MLS#: A4655167

Newer condo available for weekly or monthly rental - conveniently located on Whitaker Bayou close to Indian Beach and Downtown Sarasota. Enjoy all of the amenities including a heated pool, spa, fitness center, BBQs and firepit area. Light and bright! The second bedroom serves as a lounge space, and the sofa easily converts to a queen size bed. The primary bedroom has a queen size bed. Both bedrooms have televisions with Netflix! The balcony is perfect for lounging in the morning and evening. Enjoy all that Sarasota has to offer including the Jungle Gardens, the Ringling Museum, the Marietta Museum of Art & Whimsey and the Bayfront Park. ***Taxes and fees are not included. Available July-November for $3,600/month. Available December-January for $4,750/month. Available for February-April for $8,000/month.

SARASOTA

1703 N TAMIAMI TRAIL 207

2 Beds

2 Baths

1,026 Sq.Ft.

$3,200

MLS#: A4603652

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