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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

4,598

# of Listings

2

Avg # of Bedrooms

$485

Avg. $ / Sq.Ft.

$872,845

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4598 Properties Found. Page 274 of 307.

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.

SARASOTA

3273 BENEVA ROAD 203

1 Beds

1 Baths

714 Sq.Ft.

$2,500

MLS#: A4522847

Available now. Immaculate 3-Bed / 2-Bath Lake-View Home for Rent in Tranquil Sarasota Springs. Step into relaxed Florida living with this beautifully updated single-family home tucked away on a quiet, tree-lined street just minutes from Shopping, dinning, downtown, and the beaches. Spacious family room and kitchen ample cabinetry and counter space. King-sized screened lanai – your private outdoor living room overlooking a peaceful pond. Split bedroom layout and a large two-care garage. Sorry, no pets.

SARASOTA

4021 BARRY WAY

2 Beds

2 Baths

2,449 Sq.Ft.

$2,500

MLS#: A4657205

Welcome to this beautifully updated partially furnished 2-bedroom, 2-fullbath villa located in the highly desirable Center Gate community of Sarasota. This spacious rental features an open floor plan with new luxury vinyl plank flooring, fresh paint, and modern upgrades throughout. The large living area flows into a bright kitchen with ample cabinet space and a cozy breakfast nook. An enclosed Florida room offers bonus space—perfect for relaxing or working from home.
The primary suite includes a built-in closet and private en-suite with a walk-in shower, while the second bedroom is ideal for guests or a home office. Enjoy peaceful views from the enclosed lanai, which overlooks a serene green space. A 2-car garage provides convenient parking and storage. Tenant responsible for electric, water and wi-fi (if desired). Community includes POOL!

As a resident, you’ll enjoy access to the community's heated pool and clubhouse. Located just minutes from shopping, dining, and Sarasota’s beautiful Gulf beaches, this villa offers comfort, convenience, and the Florida lifestyle you’re looking for.

SARASOTA

4212 CENTER GATE LANE 2

2 Beds

2 Baths

2,151 Sq.Ft.

$2,500

MLS#: A4651433

Beautiful views from this 3 bedroom,2 bath Pelican Coe Condo.
Located on the second floor(no elevator) with 2 lanais.; 1 screened -in Lani and 1 huge Florida Room lanai for multiple indoor/outdoor seating options. Steps to the pool .Large open great Room with Dining area ,open Kitchen and Living space
all looking out to the beautiful water views .
Pelican Cove offers an abundance of amenities.
24 hour /7 day a week gated security.
75 acres of lush tropical surroundings located on the Bay.
Clubhouse with many social activities ,6 pools, spa and sauna ,tennis ,shuffleboard, basketball ,walking paths and boardwalks along the water. $150 one-time fee to use all amenities.
10 miles to Siesta Key Beach and a short drive to downtown Sarasota.
Nearby restaurants and shopping for convenience.
Deposit, taxes and reservation fee required. Call for off season availability.

SARASOTA

1507 CLOWER CREEK DRIVE HA266

3 Beds

3 Baths

2,880 Sq.Ft.

$2,500

MLS#: A4635507

ONLY AVAILABLE May 1, 2025 through October 30, 2025................. Owners are Canadian and are down here each year for 6 months. Newly renovated, beautifully appointed rental in TPC - Prestancia with a stunning golf course view. Private gated community in prime location near Sarasota's shops and restaurants, just 10 minutes from SIESTA KEY's #1 rated BEACH. Beautifully decorated with designer touches and comfort in mind. Feels like a first class resort and minutes from the culture and art of downtown Sarasota.

SARASOTA

4634 MIRADA WAY 19

2 Beds

2 Baths

1,755 Sq.Ft.

$2,500

MLS#: A4424769

#A4557152

SARASOTA

1703 N TAMIAMI TRAIL B307

2 Beds

2 Baths

947 Sq.Ft.

$2,500

MLS#: A4557152

Crystal Cove at Lido Harbour – Your Perfect Coastal Retreat. Discover a harmonious blend of comfort, convenience, and coastal charm. This inviting Sarasota vacation rental offers a sanctuary of clarity, protection, prosperity, and joy – everything you’ve been seeking. Start your mornings with serene sunrises over the estuary and end your evenings with breathtaking sunsets on the quartz sand beach, just a short stroll away. The heated pool located in the center of the property is another choice! Living in Lido Key doesn't have to be a dream reserved for lottery winners – this property brings affordability within reach. The Owner will be very flexible about terms but is not committing to 2026 as yet- Call and let's talk about a move to LIDO!
Enjoy leisurely bike rides to St. Armands Circle, renowned for its world-class shopping, dining, nightlife, and artisanal chocolatiers. Take the scenic beach route to explore local tiki bars, indulge in refreshing dips in the lap pool down the street (small membership fee required), and look forward to the reopening of Lido Harbour’s clubhouse.
This vibrant, thriving community offers plenty of opportunities to connect, whether relaxing in the welcoming lobby or catching up with neighbors in the second-floor seating areas.
The condo, located just up a short flight of stairs, provides spacious living with a wall of windows perfect for a home office. Also located nearby are the areas most sought after places of interest: Siesta Key- 20 mins/10 miles, Longboat Key- under 15 mins/7 miles, Lakewood Ranch - approx 35 mins/23 miles, Sarasota International Airport 10 mins/8 miles, Sarasota Memorial Hospital-15 mins/6 miles, Venice- under 40 mins/23 miles even Disneyland, 2 hours/123 miles! Laundry facilities are conveniently located on the same floor.
The owner is seeking a long-term tenant but is open to seasonal arrangements. Don’t miss your chance to experience the best of Lido Key living – call or text today! This exceptional opportunity won’t last long.
Owner is flexible for multiple months so I've priced this accordingly.

SARASOTA

2100 BENJAMIN FRANKLIN DRIVE 202

1 Beds

1 Baths

918 Sq.Ft.

$2,500

MLS#: A4630811

Annual Turnkey Furnished 55+ community. YOU MUST BE AT LEAST 55 YEARS OLD TO LIVE HERE! Very nice single family home in gated community right off University Parkway. This home is spacious, light filled with a water view, and open planned for ease of entertaining. The furnishings are comfortable. The main bedroom is large with dual windows looking out on the pond, has a roomy walk in closet and en suite bathroom. This bathroom has dual sinks, soaker tub, water closet and walk in shower. The other bedroom has a single bed and there is a den/office set up as well. There is also a massive Florida room which has been converted to interior space for year round enjoyment. This home provides a two car garage with additional storage and spare frig. The community has a clubhouse with lounge, party rooms, fitness center, resort style pool and hot tub and bocci courts. This location is super convenient for shopping, fine and casual dining, I-75, the airport, downtown Sarasota and the beach. Is it time for your turn in paradise?

SARASOTA

8175 STIRLING FALLS CIRCLE

3 Beds

2 Baths

2,626 Sq.Ft.

$2,500

MLS#: A4647556

This 2 bedroom, 2 bathroom condo is now available for rent at $2,500 per month. Built in 2022, the unit feels like new and offers a modern kitchen with stainless steel appliances, quartz countertops, a large sink, and wood cabinets. The spacious master bedroom features a customized walk-in closet designed to maximize storage. A washer and dryer are included in the unit for added convenience. The rental also includes a covered parking space and a private storage area. Residents can enjoy access to the community pool and fitness room, all within a gated community for added security. For an additional $650 per month, a boat slip with a lift is also available.

SARASOTA

1703 N TAMIAMI TRAIL 303

2 Beds

2 Baths

929 Sq.Ft.

$2,500

MLS#: N6139171

Looking for a rental at the beach. This 2 bedroom, 2 bath is turnkey furnished is being offered as an annual or a season rental. Price is higher in season. A second floor end unit with glass enclosed lanai complete with impact glass. Lido Harbour South has a great beach lifestyle. A sunset deck complete with viewing chairs, lounge chairs for sunbathing on a windy beach day and dining tables and chairs. A private beach access to the Gulf of Mexico allows easy access for a day at the beach, a short stroll to the Ritz Tiki Bar or to the Pavilion at Lido Beach. The community pool is nestled between the building and the clubhouse. You can't beat the location. Ted Sperling Park is just outside the gate. This nature park has access to the mangrove tunnels for kayaking, the intercoastal waterway for watersports, viewing of dolphins, manatees and numerous shorebirds. The Bay Runner stop is steps away for easy transportation to the St Armands Circle or Downtown Sarasota.

SARASOTA

2100 BENJAMIN FRANKLIN DRIVE 201

2 Beds

2 Baths

1,348 Sq.Ft.

$2,500

MLS#: A4621784

Turnkey furnished and ready for immediate occupancy—perfect for long-term or short-term rentals! This charming cottage offers 2 bedrooms and 2 bathrooms with washer and dryer. Open layout floorplan filled with natural light, a fully equipped kitchen, and inviting living and dining areas ideal for relaxing or entertaining.

Step outside to your private 47-foot dock on the creek canal knownw as Whitaker Bayou—perfect for kayaking, paddleboarding, fishing or simply relaxing for the view.

Nestled in a prime Sarasota location just minutes to world-class beaches, including Lido Beach and Siesta Key, as well as vibrant downtown Sarasota with its shops, restaurants, and cultural attractions. Explore the Ringling Museum, stroll through the Sarasota Farmers Market, or catch a show at the Van Wezel Performing Arts Hall—all just a short drive away.

Whether you’re seeking a relaxing getaway or an property for your Long Stay, this fully furnished gem offers flexibility and endless possibilities.

SARASOTA

2027 PANAMA DRIVE

3 Beds

1 Baths

1,324 Sq.Ft.

$2,500

MLS#: A4657429

Turn-key. Also available SHORT-TERM. Welcome to this cozy 2 bedrooms, 2 baths with a Den first floor unit with amazing pond and golf course views. Located in the luxury resort style gated community of Heritage Oaks Golf and Country Club which offers 24/7 guard service, clubhouse, restaurant, bar and grill lounge, 5 swimming pools, tennis courts, fitness center, a calendar of events, and a golf pro shop. In season (NOV - APR) short rental rate is $4,500/monthly and off-season rental rate is $2,650/monthly. Florida’s 6% state sales tax applies to rental charges for rental periods six months or less.

SARASOTA

5330 HYLANDS HILLS AVENUE 2312

2 Beds

2 Baths

1,675 Sq.Ft.

$2,500

MLS#: A4635085

Short term ONLY This is a beautifully maintained 1 BR with a den condo on the 14th floor with wonderful city views and natural sunlight streaming thru the condo! The floor plan is open, cheerful and stylishly and comfortably furnished. The rooms are spacious with high ceilings topped with crown molding. The den has an electric fireplace and pull out couch and there are gleaming wood floors throughout. The owners' cleaning company will clean the condo one time per month at no cost to you! (this does not include dishes, laundry). Amenities include heated pool with spa and outdoor BBQ grills with outdoor dining area, fitness center with locker room and sauna, 24-hr security/concierge, clubroom with kitchen, media room, business center, conference room, ping pong and the location is convenient to shopping, restaurants, the theatre and many other attractions! Off season (rest of the year) $2500 + tax. ONLY AVAILABLE JUNE-NOV 2025, 3-MO MIN. Sorry, no pets per association.
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

750 N TAMIAMI TRAIL 1404

2 Beds

2 Baths

1,250 Sq.Ft.

$2,500

MLS#: A4641122

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****

SARASOTA

9397 MIDNIGHT PASS ROAD 603

1 Beds

1 Baths

970 Sq.Ft.

$2,495

MLS#: A4627224

3 BR-2BA-2 Car Garage with fenced in backyard that backs up to the Legacy Trail. This home can be rented as an unfurnished home on an annual basis for $2,495 per month or it can be rented on a 6 month plus basis at $2,700 on a furnished Turnkey rental. Dogs considered.

Great location just off of Proctor and between Honore and 41. The Legacy Trail is right behind the fenced in backyard. Dogs considered.

SARASOTA

4766 THEODORE AVENUE

3 Beds

2 Baths

1,700 Sq.Ft.

$2,495

MLS#: A4650154

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