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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
4,358
# of Listings
2
Avg # of Bedrooms
$507
Avg. $ / Sq.Ft.
$905,309
Med. List Price

Browse Downtown Sarasota Real Estate Listings

4358 Properties Found. Page 262 of 291.

AVAILABLE 2026 SEASON.  FEELING AS GRAY AS THE WEATHER?  NEEDING A HEALTHY DOSE OF VITAMIN D?  SUNNY FLORIDA WILL HAVE YOU IN A HAPPY MOOD IN NO TIME AND THE 'SUNNY BUNGALOW' WILL PUT THE SPRING BACK IN YOUR STEP! Perfectly nestled in Sarasota, a mecca of Art & Culture, sits this lush and meticulously kept community of Village Brooke. Relax and let your cares slip away in this calm and soothing 1 BR / 1 BA second floor condo. Enjoy your morning brew or your evening cocktail on the lanai with beautiful greenspace views. This lovely home comes with WIFI.  NO PETS/NO SMOKING. 60-day minimum stay required. Association application and approval are required (application fee is $150). Get your exercise in with laps around either of the two heated pools or cue up for a game of billiards, ping pong or poker table in the Clubhouse. If you prefer to keep on the move there are two tennis courts, pickleball and shuffleboard. As the day winds down, relax by the tranquil pond full of turtles, heron, egret and osprey from the picturesque gazebo and fountain. For outdoor gatherings, there are grills and picnic areas to enjoy. The newly renovated Clubhouse is fitted with a 72-inch flat-screen tv, WIFI access, full kitchen, and a library, making for a perfect atmosphere to hang out.  This gem is situated in a quiet community but is, nevertheless, close to shopping, dining, medical facilities and of course, the beaches including World Famous Siesta Key Beach with it's powder soft, alabaster sand and turquoise water. If you prefer golfing to sunning, you can pick from 3 golf courses within 3 miles! Just 10-15 minutes to Benderson Park, the UTC Mall with numerous dining options. 15 minutes to downtown Sarasota and amazing beaches. 
RATES: IN SEASON (Dec 1-Apr 30): $2500 per month // OFF SEASON (May1-Nov 30): $1700 per month (additional fees & taxes apply to rental rates). *WIFI and utilities are included. Prices shown are based on 2-person occupancy. Additional persons staying in the unit for a period of longer than 7 days may be considered additional occupants and subject to additional rental fees being charged and/or application and approval process if the community is governed by association rules and regulations. Your rental Agent must be advised of all additional occupants and dates they will be in the unit.  Rates include all utilities and WIFI. Additional charges will be departure cleaning fee ($250), Booking fee ($250), Sales and Resort Taxes (13%) for rentals 6 months or more. Travel Insurance is available if requested (must be purchased at the time of booking). Note that rates are subject to change without notice and reservations are not guaranteed until initial reservation deposit is received.
#A4522847

SARASOTA

3273 BENEVA ROAD 203

1 Beds

1 Baths

714 Sq.Ft.

$2,500

MLS#: A4522847

BEAUTIFULLY, FULLY FURNISHED and UPGRADED, with a COASTAL VIBE and LOCATION CLOSE TO THE TOP-RATED U.S. BEACH ON SIESTA KEY! Available now, no smoking and no pets allowed. This large 2 bedroom, 2 bath end-unit condominium home has been upgraded throughout including custom paint and light fixtures. It is an end unit located on the 2nd floor with high ceilings giving privacy with no one living above, engineered hardwood flooring throughout, and has an open floor plan with a large screened in patio overlooking a nature preserve. This tastefully and newly furnished unit has split master suites, one on each side of the living area. The kitchen is well sized with granite counter tops, stainless appliances, upgraded cabinets, a pantry and a large breakfast bar that opens to the living room and dining area. The split plan master bedrooms have en suite bathrooms with upgraded vanities, walk-in closets, and a linen cabinet in the common bathroom. There is a separate laundry room just off the foyer entry with some room for storage. This unit was upgraded with new flooring, custom paint, and the built in entertainment center removed. The unit comes with an assigned, lighted carport. The building’s exterior has been renovated with impact resistant thermal windows. The unit is within the gated community named “Bella Villino Condominiums” which is located in the award winning, master planned development of “Palmer Ranch”. The community boasts superb amenities not available at comparable properties in this price range and features an elegant clubhouse with resort style heated pool and spa, large fitness center with state of art equipment including cardio machines with a tv, indoor racquetball and basketball, billiards room, and business center. The community has a tennis court, pickleball, car detail area, and gas grills with picnic areas, It is close to world class beaches, marinas, the popular Legacy Trail (bicycle/jog/walk), shopping, restaurants, golf courses and much more. 7-12 month lease only, not a short -term seasonal rental.
#A4659181

SARASOTA

4118 CENTRAL SARASOTA PARKWAY 1628

2 Beds

2 Baths

1,089 Sq.Ft.

$2,500

MLS#: A4659181

*AVAILABLE 4/1/26 FOR UP TO A 6 MONTH LEASE* BEAUTIFULLY UPDATED GROUND FLOOR CONDO LOCATED IN THE HEART OF SARASOTA LESS THAN 7 MILES FROM THE STUNNING SIESTA KEY BEACH! This fully furnished seasonal rental is the perfect place to sit back and enjoy your vacation get away. The open floor plan and stunning furnishings give this condo a light, bright, and airy feel. The completely updated kitchen opens up to the living/dining room combo. It is the perfect area to have a great meal with your family or entertain your friends. The master suite offers a king-sized bed and a large walk-in closet. The master and spare bathrooms are completely update with granite counter tops and shower and tub combos. The spare bedroom offers a queen-sized bed and a big closet with plenty of space for your bathing suites. The fully screened in back porch looks out over the gorgeous lake. Village Brooke is centrally located providing access to shopping, restaurants, and a short drive to Siesta Key Beach. **RENT PRICES: **APRIL-DECEMBER $1800**SORRY NO PETS OR PICKUP TRUCKS ALLOWED** **NEED 15 DAYS PRIOR TO MOVE IN FOR APPLICATION TO HOA -state and local tourism tax applies to any lease 6 months or less, along with application fees, and $250 cleaning fee.**
#A4526478

SARASOTA

3239 BENEVA ROAD 101

2 Beds

2 Baths

964 Sq.Ft.

$2,500

MLS#: A4526478

Price reduced
Take a look at this beautiful home, Clean and Move-In Ready, split plan featuring 2 bedrooms, 2 bathrooms, 1 car garage and approximately 1,369 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated. Applications are First Come First Serve basis. Possible Variable Rent Option – go to “Apply” on website and select Term for monthly rental options. This home is professionally managed and maintained by Owner. You deserve single family rental living at its best!
#TB8455508

SARASOTA

6325 MOSBY PLACE

2 Beds

2 Baths

1,369 Sq.Ft.

$2,499

MLS#: TB8455508

LOCATION - LOCATION - LOCATION -- South Sarasota area with access to everything the Gulf Coast has to offer.  This gorgeous and upgraded 3 bedroom, 2 bathroom, 1 car attached garage villa home offers; Lawn care, Cable TV (200+ channels) and High Speed Internet INCLUDED WITH RENT!!!  The Isles of Sarasota also offer extensive resort style amenities at the clubhouse including; Heated Pool, Fitness Center, Basketball, HAR-TRU tennis and bocce ball courts, Pickle ball, Playground and Ping Pong.
#A4666996

SARASOTA

1949 BURGOS DRIVE

3 Beds

2 Baths

1,672 Sq.Ft.

$2,495

MLS#: A4666996

AVAILABLE 4/1/26   Discover why everyone is asking "What's all the fuss about Sarasota?"   This Gated Condo is located on "The Point" at Southern most point of Siesta Key in Sarasota, Florida. 1-bedroom, 1-bathroom unit with recently updated Kitchen, Bathroom and Floors.  A large Patio with panoramic views overlooking the Intracoastal / bay can be accessed from both the great room and the bedroom. Situated on the sixth floor, the condo provides scenic views, possibly overlooking nearby water bodies including newly opened Midnight Pass. . Notably, the property offers a captivating glimpse of the Gulf of Mexico from the front door, adding a touch of serenity to this already enchanting coastal condominium. The Pointe is not just a residence; it's a lifestyle. This 5-acre community is brimming with amenities, from a heated pool with a spa and sauna to fitness facilities, lighted tennis and pickleball courts, and private boat docks. On-site management ensures convenience, while a kayak and canoe rack with launch adds to the waterfront allure. The clubhouse, complete with a kitchen, and an outdoor pavilion featuring BBQ grills, is perfect for social gatherings. Unit is Fully Furnished and there is a washer and dryer with the unit as well as an extra storage closet off the lanai.
This location provides easy access to several beautiful beaches and highly-rated dining spots.
Nearby beaches include Turtle Beach, known for its laid-back atmosphere and excellent opportunities for kayaking and paddleboarding, and #1 Siesta Key Beach, famed for its powdery Quartz sand and vibrant scene. Turtle Beach, just a few minutes away, offers quieter surroundings for those seeking a more relaxed beach day.
For dining, Ophelia’s on the Bay is a top option just down the road, offering fine dining with stunning views of Little Sarasota Bay. Another local favorite is Turtle Beach Grill, known for its casual, beachy vibe and outdoor seating. If you venture slightly further, you'll find spots like the Daiquiri Deck and Siesta Key Oyster Bar in Siesta Key Village, where live music and seafood abound, making them great places for a fun evening out.
Come see for yourself what all the fuss about Sarasota is !

Seasonal Rate Nov -Dec $4,500/mo.  Jan - Mar $4,500/mo.  Apr - Oct $4,000/mo.  All taxes apply for Short Term Rentals less than 6 months and 1 day. ****Available for 3-6 month lease at $2,495 through Dec 31st 2025****
#A4627224

SARASOTA

9397 MIDNIGHT PASS ROAD 603

1 Beds

1 Baths

778 Sq.Ft.

$2,495

MLS#: A4627224

2-Bedroom Villa for Lease in Village des Pins, Sarasota, FL

Address: 7893 Timberwood Circle, Sarasota, FL
Availability: Starting July 28, 2025
Lease Term: Minimum 12 months (flexible for longer terms, such as 2 years)
Furnishings: Offered fully furnished, with potential flexibility to rent unfurnished upon request

Rent: $2,495 a month 


Property Overview:
Welcome to this beautifully remodeled 2-bedroom, 2-bath villa nestled in the desirable Village des Pins in Sarasota FL. Designed with modern finishes, this spacious home offers a comfortable living space that can sleep four. Enjoy a house-like experience with your very own private backyard, perfect for relaxation and outdoor enjoyment.

Features Include:

Garage & Parking: Private attached garage and driveway
Interiors:
Master bedroom with a luxurious king-sized bed
The second bedroom has twin beds 
Freshly updated kitchen with new granite countertops, sinks, and fixtures
Living area with a 51” flat screen TV, cable, DVD, and a stereo music system with an iPod dock
Both bedrooms include LCD flat screen TVs and DVD players
Screened-in lanai with new flooring providing serene views of a palm-lined backyard
Community Amenities: Enjoy access to a large community pool, spa, 2 tennis courts, a pickleball court, a half-basketball court, and a pool table—all set within a tranquil, park-like environment.
Location Highlights:

Approximately a 10-minute drive to Siesta Key Beach, the nation’s #1 beach in 2025 (TripAdvisor 2025 edition)
Just minutes away from Publix and Sprouts grocery stores
Close to local amenities such as Planet Fitness (4-minute drive away) 
Convenient access to nearby transportation hubs (3 international airports) for easy travel nationally and internationally 
This villa is perfect for those seeking a long-term home with luxury finishes, a private backyard, and access to first-class community amenities—all in a serene and sought-after neighborhood. For more details or to schedule a viewing, please contact us.
#A4652553

SARASOTA

7893 TIMBERWOOD CIRCLE 183

2 Beds

2 Baths

1,353 Sq.Ft.

$2,495

MLS#: A4652553

Welcome to 2619 Sunnyside - Charming Sarasota Home with Modern Convenience.

This beautifully restored 3-bedroom, 2-bathroom home combines classic 1957 charm with thoughtful updates for comfortable modern living. Step inside to discover easy-to-maintain tile flooring throughout, built-in shelving for effortless organization, and large windows that flood the space with natural light. Ceiling fans in every room keep you comfortable year-round.

The spacious kitchen is a true highlight, featuring abundant cabinetry, updated appliances, and a cozy eating area—perfect for morning coffee or casual meals.

Outside, you'll love the fully fenced yard for privacy and play, a welcoming front porch ideal for enjoying Florida evenings, and generous parking including a two-car garage.

Location Highlights:

Southside school district- top tier Sarasota school. 
Minutes from downtown Sarasota's vibrant dining, shopping, and cultural scene
Close to beautiful Gulf Coast beaches including Siesta Key and Lido Beach
Near Sarasota Memorial Hospital and excellent schools
Easy access to US-41 and I-75 for convenient commuting

This home offers the perfect blend of peaceful neighborhood living with quick access to everything Sarasota!
#A4671718

SARASOTA

2619 SUNNYSIDE STREET

3 Beds

2 Baths

1,623 Sq.Ft.

$2,495

MLS#: A4671718

Price reduced
One or more photo(s) has been virtually staged. This updated 2-bedroom, 2-bathroom home is located in the highly desirable Gulf Gate neighborhood, just minutes from Siesta Key Beach and close to shopping, dining, and all the conveniences you need. Whether you're spending a day at the beach or grabbing a bite to eat nearby, this home offers the perfect location for easy living. Inside, the home is bright and inviting, featuring a large front bay window and plenty of natural light streaming through the living room windows. The updated kitchen flows into a spacious living area, making it an ideal space for both everyday relaxation and entertaining. The primary bedroom is a comfortable retreat with double doors and two closets, providing extra storage and privacy. The fenced backyard is a standout feature, offering both space and privacy. It’s the perfect spot for enjoying your morning coffee, relaxing outdoors, or spending evenings around the built-in firepit. It’s a backyard you’ll love to unwind in. This home is available for a minimum one-year lease, with the option for a two-year lease if preferred. With a location that’s hard to beat and a comfortable living space, this is the perfect rental for anyone looking to call Gulf Gate home.
#A4672621

SARASOTA

2430 POST ROAD

2 Beds

2 Baths

1,441 Sq.Ft.

$2,495

MLS#: A4672621

Price reduced
Incredible location! One of the Best school district in all of Sarasota. Rare 3 bedroom 3 full bathroom home with direct access to third bedroom from the garage. A separate storage garage is located in the back. Convenient to downtown Sarasota and the beaches, within minutes. Close proximity to Sarasota Memorial and other major employers. Large bedrooms!!! huge Master Bedroom. Nice front and back yard. Hurry! priced below market.
#A4664966

SARASOTA

2416 WEBBER STREET

3 Beds

3 Baths

1,750 Sq.Ft.

$2,495

MLS#: A4664966

New on site 3 days ago
This 2 Story 3 Bed 2.5 Bath Single Car Garage Townhome is located in the newly built community of Bay Landing. Kitchen has tile backsplash, and granite counter tops. The island offers plenty of space to dine. Walk in closets and additional under-stair storage. The living room is spacious and opens up to the lanai, and backyard. The upstairs has 3 bedrooms and two full baths. The owner’s suite has 2 closets and with en-suite (double vanity and walk-in shower) The other two bedrooms are separate from the owner’s suite. Bay Landing features a clubhouse, fitness center, swimming pool, playground, and dog park. It is located near I-75, Lakewood Ranch, Benderson Park, and UTC mall. The community is pet friendly with its dog park and sidewalks. The dog park is next to the playground. Please allow up to two weeks after approval before move-in for the HOA to process their application. No vehicles with commercial labeling or recreational vehicles allowed to be parked overnight outside the garage. We score every application. If an application doesn’t score high enough, the resident may be required to place the equivalent of two months’ rent in a security deposit. Please be aware that leasing this property includes a non-optional Home Assistant Services Package that will cost an additional $30 per month. These services and their cost are separate from Tenant’s monthly rent payment and all other payments described in the Lease or any separate Lease addendums. The Home Assistant Services offered are described in the Resident Welcome Packet which can be viewed on our website at Sarasota Management & Leasing.
#A4675401

SARASOTA

2654 MIDNIGHT PEARL DRIVE

3 Beds

2 Baths

1,725 Sq.Ft.

$2,495

MLS#: A4675401

Charming 3-Bedroom, 2-Bath Home in Desirable Sarasota Location
Discover the perfect blend of comfort and convenience at 626 Chevy Chase! This inviting 3-bedroom, 2-bathroom home welcomes you with an open floor plan that creates seamless flow between living spaces, ideal for both daily living and entertaining.
The heart of the home features a thoughtfully designed kitchen with abundant drawer storage, sleek stainless steel appliances, and a smart layout that makes meal preparation a pleasure. Throughout the home, beautiful tile flooring provides both style and practicality – perfect for Florida living with easy maintenance and lasting durability.
Natural light floods every room through generous windows, creating a bright and airy atmosphere that highlights the home's welcoming character. Step outside to discover your own private retreat beneath the canopy of mature, majestic oak trees that provide natural shade and timeless curb appeal.
Perfectly positioned in Sarasota, this home offers the ideal combination of tranquil residential living with convenient access to all the area has available. Don't miss this opportunity to make 626 Chevy Chase your new address.
#A4661459

SARASOTA

626 CHEVY CHASE DRIVE

3 Beds

2 Baths

1,770 Sq.Ft.

$2,475

MLS#: A4661459

***AVAILABLE JANUARY 2026*** Look for a peaceful condo with a lake view, this property checks all the boxes.  A furnished 2 bedroom 2 bathroom, comes with a carport and guest parking, The gated community of Plaza De Flores offers great amenities an elegant lakefront clubhouse with heated pool, spa, sun deck, gazebo, tennis courts and fitness center to further enhance the ideal casual lifestyle you deserve. Plaza De Flores is convenient to Siesta Key, golf, shopping, Costco Publix Target dining, and miles of walking and bike trails. rates change for season rates and non seasonal rates.
#A4568383

SARASOTA

4224 CENTRAL SARASOTA PARKWAY 1112

2 Beds

2 Baths

1,147 Sq.Ft.

$2,475

MLS#: A4568383

Price reduced
THIS IS AN ANNUAL RENTAL Located in The Isles on Palmer Ranch. This 2nd floor, spacious 3 bed/2 bath condo has 1,863 square feet of living space with generously sized living and dining areas. Significant upgrades including granite and stone countertops, tiled backsplashes, updated light and fan fixtures, wood cabinets, and more! Eat-in kitchen as well as a dining room - so either could also be used as office space for those who work remotely. The rear screened lanai possesses an exceptional unobstructed lake view. Attached one-car garage, and ample parking outside with a dedicated driveway/street parking. The community itself is "amenity filled" with a clubhouse, fitness center, community pool, lighted tennis and pickleball courts, plenty of communal parking, a kitchen and private room which can be used for functions and lastly a pergola with a lake view. Located in sought after Palmer Ranch, it's conveniently located to Osprey/Nokomis/Venice, I75, various restaurants, shopping, walking trails and other amenities. 1st/Last/Security required for move in. Credit/background/eviction search checks on all applicants.
#A4659148

SARASOTA

5713 FOSSANO DRIVE 0

3 Beds

2 Baths

1,863 Sq.Ft.

$2,470

MLS#: A4659148

New on site 1 day ago
This pet-friendly home features modern finishes and a functional layout with ample kitchen storage, spacious living areas, and abundant natural light throughout. The private yard offers space suitable for gardening or outdoor relaxation. Conveniently located near schools, parks, dining, and local amenities. Technology-enabled maintenance services provide added convenience, and self-touring is available daily from 8 AM to 8 PM. Application details: one-time application fee of $50 per adult, a security deposit equal to one month’s rent, and applicable fees for pets ($250 non-refundable deposit + $35/month per pet), pools ($150/month), septic systems ($15/month), and any applicable HOA amenity fees. We do not advertise on Craigslist or request payment by check, cash, wire transfer, or cash apps.
#O6368033

SARASOTA

2922 JAVA PLUM AVENUE

3 Beds

1 Baths

1,170 Sq.Ft.

$2,470

MLS#: O6368033

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