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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

4,418

# of Listings

2

Avg # of Bedrooms

$478

Avg. $ / Sq.Ft.

$849,254

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4418 Properties Found. Page 218 of 295.

Seasonal/short term turnkey furnished home. Spacious beautifully renovated single family home in quiet convenient neighborhood on a cul-de-sac downtown Sarasota. This home is flooded with natural light from abundant windows and has a vaulted ceiling to enhance the open planned design. The open floor plan makes family time and entertaining easy with a den and living room. The furniture is new and stylish with comfort in mind. The kitchen boasts solid wooden cabinetry topped with slab granite counters with breakfast bar, stainless steel appliances, built in desk, eat in space in the kitchen and pantry. The primary bedroom is very large with a king bed, door to lanai, en suite bathroom with dual vanities, soaker tub, separate shower and roomy walk in closet. The other bedrooms are split plan and there is also a private office. The laundry room has full sized machines, utility sink and loads of cabinetry for extra storage. The two car garage has an epoxy floor and is immaculate just like the house. Want to enjoy outdoor entertaining yet keep the bugs away-you can with a large screened in lanai with covered seating as well. This home is well located and convenient to shopping, casual and fine dining, excellent schools, downtown Sarasota with theater, opera and museums and only 10 minutes to Siesta Key, the number one beach in the country. Call today to lock in your time in the sun!!

SARASOTA

6392 WOODBIRCH PLACE

3 Beds

2 Baths

3,225 Sq.Ft.

$6,500

MLS#: A4659218

Experience the vibrant Sarasota Downtown Quay/THE BAY condo lifestyle at BAYSO, now available for ANNUAL RENTAL. This 2-bedroom + den, 2.5-bath residence offers stunning views of Sarasota Bay and the city skyline. Enjoy an open floor plan with 10-foot ceilings, floor-to-ceiling impact-rated windows and sliding doors. The residence features imported 24" x 48" porcelain tile flooring, designer finishes, and custom automatic shades. The open kitchen is equipped with Jenn-Air Professional stainless-steel appliances, quartz countertops, European cabinetry, and a spacious center island for relaxed dining and living. The primary suite includes a custom walk-in closet and a spa-like ensuite bath with a frameless glass enclosure, Grohe fixtures, and European cabinetry. The secondary bedroom also has an ensuite bath. A generously sized den offers flexible space for a home office, media room, or guest quarters. Additional features include an in-unit laundry room with washer, dryer, sink, and cabinetry, a designated storage unit, and one assigned parking space. Bayso offers world-class amenities, including 24/7 front desk attendants, controlled access entry, overnight security, stylish club room, state-of-the-art fitness center, and a movement studio. For professionals, there's a well-appointed business center with a boardroom, private workspaces, and drop-in areas. Outdoors, enjoy the resort-style heated pool and spa, gas grills, poolside lounge, and secure bike storage. Ideally located between downtown Sarasota's cultural energy and the scenic John Ringling Bridge to St. Armand's Circle and Lido Beach. Bayso offers a unique walkable lifestyle. Just steps from Ocean Prime and nearby Bay Park with 53 acres of waterfront greenspace, music concerts, and community events. Whole Foods, theaters, galleries, and Sarasota’s award-winning restaurants and boutique shopping are a short walk away. This is downtown Sarasota luxury living at its finest, perfectly positioned for everything the city has to offer.

SARASOTA

301 QUAY COMMONS 1108

2 Beds

2 Baths

1,842 Sq.Ft.

$6,500

MLS#: A4660171

Pet-friendly, SARASOTA FURNISHED 1 month minimum rental. This 3 bedroom + den pool home with high ceilings and open concept floor plan lends itself to family gatherings and entertaining. You will love the modern kitchen with granite island and counters and oversized ceramic tile throughout. Inside Laundry room and 2 car garage. Entertain with the Weber BBQ grill on the pool deck and relax by the solar heated pool surrounded by your PRIVATE, FENCED BACKYARD. The Master Bedroom has 2 closets and a dual sink bathroom with walk-in shower. This fabulous south Sarasota location is just minutes to Siesta Key beaches, great shopping, Phillippi Creek Estate & Outdoor Farmhouse Market every Wednesday, nearby waterfront dining & more.
Rental includes pool maintenance, lawn care and streaming channels including YOUTUBETV and Netflix. Tenant responsible for electric and water bill, WI-FI.

SARASOTA

2330 BRADFORD STREET

3 Beds

2 Baths

1,884 Sq.Ft.

$6,500

MLS#: A4477491

BEAUTIFUL WATERFRONT CONDO ON SIESTA KEY AVAILABLE NOW AND the month of January! CANAL VIEW • BEACH ACCESS • BOAT SLIPS UPON AVAILABILITY - REASONABLY PRICED. Now available In Season and as an annual Rental! Private, beautifully furnished condo with a gorgeous view of the Harbor and Sailboat Water Canal in Siesta Harbor. Enjoy water views of the canal from your enclosed balcony and just a quick, short walk across the street to Siesta Key Beach, voted U.S. #1 Beach several years in a row! Enjoy direct beach access. Spacious 2 Bedroom / 2 Full Bath layout with coastal décor and everything you'll need to move right in. Canal-front views from a bright, airy, light-filled space. Resort-style heated pool and spa along the wide canal. Active 55+ community with Clubhouse, fitness room, saunas, outdoor spa, fishing pier on the Intracoastal Waterway. Walkable to shops, restaurants, and iconic Siesta Key Beach and Siesta Key mini-donuts! Easy access on and off the key, SCAT stop and trolley just outside your door. Whether you're looking for a peaceful retreat or an active community lifestyle, this impeccably maintained, move-in-ready condo has it all. Elevate your living experience in one of Sarasota’s most desirable waterfront communities — Paradise awaits! Off Season Rates Apply May through September.

SARASOTA

1215 S PORTOFINO DRIVE 202

2 Beds

2 Baths

1,061 Sq.Ft.

$6,500

MLS#: A4658857

New on site 2 days ago

St. Armands Circle/Lido Key dream vacation rental! Welcome to your COMPLETELY REMODELED favorite vacation spot, this exceptional location offers the perfect combination of comfortable living, convenience, and close proximity to three of this vibrant area's most sought-after attractions: St. Armand's Circle, Lido Beach and of course, downtown Sarasota! This lovely 2 bedroom, 2 bath first floor condo has just been renovated, and features a gorgeous open floor plan in the main living area, the kitchen has all new stainless applicances, a center island with breakfast bar, the baths all have new vanities and showers! This gorgeous reno is turnkey furnished and ready for you! You won't need a car, the BayRunner Trolley takes you where you want to go, you are just a short stroll to the beach and the many fine shops and restaurants. Take a bike ride or book a guided Kayak tour of the Mangrove tunnels. This condo offers a King size bed in the primary bedroom, and two Full beds in the second bedroom, both bedrooms are ensuite. This charming residence is fully equipped with all you need, walkable to everything including the sparkling sands of Lido Beach! After a day of fun and sun, take the free BayRunner Trolley downtown where you will find a variety of shops & restaurants and many options for arts and culture. Make sure you are back in time for a dazzling sunset! Hurry to book your visit to our lovely city now!
This lovely property is available for weekly rentals April through November, rates vary be time of year, call for a quote!

SARASOTA

500 S WASHINGTON DRIVE 11A

2 Beds

2 Baths

1,125 Sq.Ft.

$6,500

MLS#: A4661365

LIDO TOWERS!!! Highly sought after SEVENTH Floor 2 bedroom 2 bath condo in Lido Towers. Secure Building with Lido Beach Access. Enjoy the Beautiful Sunsets from the Sparkling Sandy Beach Across the Street. Lido Towers features a Heated Pool and Jacuzzi, BBQ on the Patio, Sauna, Clubhouse, Laundry Room on Each Floor, Guest Parking, and a Secure, Gated Building. Kayaking available one block away. Walk to Famous St. Armands Circle to Dine at the wonderful Restaurants or Shop in the Boutiques. Downtown Sarasota just a short drive away.

Available 2025: January & February $5,600
MAY-SEPTEMBER: $3,700
SEPTEMBER-DECEMBER: 3,550

SARASOTA

1001 BENJAMIN FRANKLIN DRIVE 701

2 Beds

2 Baths

1,293 Sq.Ft.

$6,500

MLS#: A4516213

#A4162708

SARASOTA

800 BENJAMIN FRANKLIN DRIVE 704

1 Beds

1 Baths

1,002 Sq.Ft.

$6,500

MLS#: A4162708

GULF-FRONT PENTHOUSE WITH STUNNING VIEWS. This fully renovated, designer-furnished residence offers panoramic Gulf and Bay views from nearly every room. Located on the best stretch of Lido Beach, this off-season rental is bright, spacious, and sophisticated.

**The open-concept floor plan includes a modern chef’s kitchen with stone countertops, custom cabinetry, built-in oven, glass cooktop, and breakfast bar. Enjoy the spacious living area with electric fireplace and smart TV, or entertain at the private tiki bar with built-in kegerator. Three hidden Murphy beds allow the unit to comfortably sleep six.

**The primary suite is a serene retreat with Gulf views, king bed, walk-in closet, built-ins, workspace, and a spa-style en-suite bathroom. Other upgrades include a wine closet, barn doors, tankless water heater, coffered ceilings, crown molding, and in-unit washer and dryer.

**An expansive lanai spans the width of the unit and offers multiple seating areas to enjoy sunsets and ocean breezes. Community amenities include private beach access, a heated pool, fitness center, and one covered parking space.

**Walk to Lido Beach and St. Armands Circle in minutes. Offered at $6,500/month off-season. Utilities included. No pets. Virtual tour available upon request.

SARASOTA

1 BENJAMIN FRANKLIN DRIVE PH 3

2 Beds

2 Baths

1,669 Sq.Ft.

$6,500

MLS#: A4653726

Booked through April 2025. - Escape to a world of refined luxury at this exclusive retreat within the prestigious Heritage Oaks Golf & Country Club. Enveloped by 24/7 guard service, this remarkable rental home in Sarasota, nestled on Florida's captivating Gulf Coast, presents an unrivaled opportunity for an unforgettable getaway. Emanating opulence, Heritage Oaks Golf and Country Club boasts an impeccably maintained championship golf course and an array of premier resort-style amenities, all crowned by an expansive 18,000 square foot clubhouse. As a guest, you'll enjoy unfettered access to this exceptional golf course, ensuring an immersive and elevated experience throughout your stay.
Step inside to discover a sanctuary where indulgence meets function. The meticulously designed interior showcases a thoughtful split floor plan that encompasses 4 bedrooms and 2 baths, providing ample space for relaxation and rejuvenation. Every corner exudes sophistication, offering a harmonious blend of style and comfort. Beyond the confines of the home, a private paradise unfolds. The exterior boasts a stunning pool, invigorating spa, and a thoughtfully appointed outdoor kitchen, all enveloped by abundant seating areas that invite you to bask in the scenic beauty of the golf course, seamlessly accessible from the screened-in lanai.
Positioned for ultimate convenience, this resplendent abode is mere steps away from the clubhouse, pro shop, cutting-edge fitness center, inviting community pools, and pristine tennis courts. Whether you seek leisure or recreation, every desire is effortlessly met.
For those yearning for the allure of the coast, the world-renowned Siesta Key Beach is just minutes away. Here, the promise of sun-soaked sands and tranquil waves awaits, granting you the ultimate beachside escape.
Elevate your concept of a perfect getaway as you enter the realm of Heritage Oaks Golf & Country Club. An exclusive rental home where lavish comfort, privileged amenities, and the charm of Sarasota's Gulf Coast merge to create an extraordinary escape. Your journey to an impeccable retreat begins here. The golf membership is transferable for a small fee.

SARASOTA

4630 CHASE OAKS DRIVE

4 Beds

2 Baths

2,187 Sq.Ft.

$6,500

MLS#: A4598678

***Furnished Annual Rental*** Welcome to The Mark, an upscale destination for coastal luxury situated in the heart of historic downtown Sarasota. This vibrant city is known for its cultural richness, diverse arts scene, shopping, and exceptional dining options. Located in the center of the theatre district, the area is home to the Florida Studio Theatre, Sarasota Opera House, and Van Wezel Concert Hall, all within walking distance. A brief stroll will take you to the scenic Bayfront and Marina, where options for boating and waterfront eateries await. As the sun sets, the palm tree-lined streets are illuminated, creating a perfect environment for outdoor dining. The Mark’s prime location ensures that you are just steps away from everything. Residents can conveniently hop on the trolley or ride bikes across Ringling Bridge to discover the natural beauty of Lido Key, St. Armands Circle, and the picturesque Lido Beach. Upon entering The Mark, the sophisticated ambiance of the lobby immediately sets a luxurious tone. Positioned on the 9th floor, this exceptional residence showcases elegance and refinement. The high ceilings and floor-to-ceiling sliding glass doors lead to a spacious balcony, perfect for outdoor entertaining. Enjoy panoramic views of the city with glimpses of the bay to the left, providing a serene backdrop for relaxation. The kitchen is equipped with high-end JennAir stainless steel appliances and veined white quartz countertops, creating a modern and inviting space. Functional design features include a built-in pantry and multiple pull-out drawers, complemented by high-end light fixtures that enhance the home’s luxurious feel. The primary suite is designed with large windows, access to the balcony, and two custom closets. The en-suite bathroom boasts a spacious walk-in shower with Carrara tile that elegantly unifies the shower walls and floor. A private guest suite, complete with a full bathroom, is located on the opposite side of the residence, ensuring comfort for visitors. Both bedrooms are equipped with remote-controlled electric blinds. Additionally, a versatile room with tray ceilings and complete with a closet offers flexibility for use as an office or additional guest room. At The Mark, luxury amenities are meticulously curated to enhance your lifestyle. Residents can enjoy an elevated resort-style pool adorned with private cabanas, umbrellas, and loungers, along with outdoor kitchens, a hot tub, and a cozy fire pit lounge area. The Club Room serves as an ideal venue for hosting events, equipped with a catering kitchen and a bar that opens to the expansive terrace and pool deck. Start your day with a workout in the state-of-the-art fitness center, then head to the farmer’s market for breakfast just a block away. The building offers a range of conveniences, including 24-hour concierge service, resident storage, secured parking, and an access-controlled lobby. The Sarasota lifestyle awaits you at The Mark, where this exceptional residence could be yours.

SARASOTA

111 S PINEAPPLE AVENUE 918

2 Beds

2 Baths

1,711 Sq.Ft.

$6,500

MLS#: A4652975

LOCATION, LOCATION, LOCATION!!! Look no further as this downtown Sarasota condo located at the Renaissance has it all. The comfortably furnished and colorfully decorated condo has 2 bedrooms, 2 bathrooms, living room/dining room/kitchen combination, split floor plan and a lovely lanai to take in all of the downtown sights. The kitchen has lots of counter and cabinet space for preparing and cooking as well as a breakfast bar. The primary bedroom has a queen sized bed and an en suite bathroom with a stall shower. The guest bedroom has two twin beds. The guest bathroom has a tub/shower combination. The Renaissance amenities include a very large pool, hot tub, BBQ grills, fitness center, media room, business center, 2 guest suites and 24-hr security! A great downtown location close to shopping, restaurants, the arts, St Armand's Circle and the beach and so much more. Publix is just a block away. Call today as this will not last long!!!

SARASOTA

750 N TAMIAMI TRAIL 916

2 Beds

2 Baths

1,180 Sq.Ft.

$6,500

MLS#: A4583276

OPEN for 2026 SEASON RESERVATIONS-SARASOTA POOL HOME in CORAL COVE. Just completed newly furnished and UPDATED 3BR, 3BA waterfront pool home is ready for your arrival. RENTAL HOME Available for LEASE. Coastal Living at it's best, WEST OF THE TRAIL!! This amazing home overlooks a saltwater canal with a private dock access for fishing, kayaking and boating in the Sarasota Bay. Dive-In or float in the heated in ground pool. Move-In and enjoy the Florida indoor/outdoor lifestyle. Just completed, a spacious screened lanai with a covered patio and large sunshine area to relax. Inside the home, the great room floor plan opens up the home's living area to capture the views and sunlight throughout. All three bedroom feature queen size beds and are en-suite with full size updated bathrooms. Well equipped Eat-In kitchen. Located in Sarasota, less than four miles to the beautiful #1 rated Siesta Key beaches and village. The Coral Cove neighborhood private 2-acre park is a walk away from the home. The tree lined waterfront park features a boat ramp, day dock, excellent fishing opportunities, and scenic views. This location offers endless opportunities to explore in Sarasota during your stay: Legacy Trail for bicyclists, Marie Selby Botanical Gardens, Ringling Museum, Performing Arts theaters, and Downtown Sarasota. One month minimum stay. Monthly Rates for May through November $3800 and December through April $6500, +13% tax on stays for one to six months. No PETS/ No SMOKING. Don't miss your chance to experience this true coastal rental gem. OPEN FOR 2026 SEASON RESERVATION FOR TWO MONTH OR LONGER STAY.

SARASOTA

1718 CARIBBEAN DRIVE

3 Beds

3 Baths

2,803 Sq.Ft.

$6,500

MLS#: A4643493

For Rent: An extraordinary 4-bedroom, 4.5-bathroom residence nestled within the exclusive Ashley community at 6779 Ashley Court. Set on nearly an acre of meticulously landscaped grounds, this expansive home showcases stunning panoramic lake views from almost every room, offering a tranquil and private retreat.
Designed for families or anyone seeking ample space, the home features a thoughtfully designed layout with soaring ceilings, open-concept living areas, and versatile rooms perfect for home offices or multi-generational living. The main level includes a luxurious primary suite with a private sitting area, morning kitchen, office space, spa-like bathroom, and private terraces, while a second primary suite upstairs ensures added privacy.

Additional highlights include three full bedroom suites with private baths, a dedicated home office (or optional fifth bedroom), formal living and dining rooms, and a media room ideal for movie nights or relaxation. The heart of the home—a bright, open kitchen seamlessly connected to the dining and family room—effortlessly extends to a 1,400 sq. ft. screened lanai designed for ultimate Florida living.

The outdoor space boasts an oversized pool, 10-person spa, fully equipped summer kitchen, and multiple lounging and dining areas with serene lake views.

A detached third-car garage has been converted into a private air-conditioned suite complete with a half bath, kitchenette, and Wi-Fi, making it an ideal guest suite, studio, or home gym.

Located just minutes from top-rated schools, shopping, dining, and Sarasota’s pristine beaches, this exceptional home offers the perfect blend of luxury, space, privacy, and convenience.

Available for immediate occupancy.

SARASOTA

6779 ASHLEY COURT

4 Beds

4 Baths

7,836 Sq.Ft.

$6,500

MLS#: A4660796

Available 1/1/26. Want to find out for yourself > "What's all the fuss about Sarasota/Siesta Key?" Crystal White Quartz Beaches, Sparkling Blue waters of Gulf of Mexico. Enjoy water activities like; Paddleboarding, Kayaking, Boating, Charter Cruises, JetSki's, Snorkeling, Fishing or for the more adventurous type-Parasailing! Or maybe just relax and play a couple rounds of Golf or Shop, Dine at many local eateries and local bars including, Ruth's Chris Steakhouse, Brine Seafood, TripleTail Seafood, Gecko's Grill and Pub, Local Favorite Walt's Fish Market for fresh local Stone Crab [Seasonal] or visit Cocktail World in Gulf Gate [4 bars in One- Zuzu, La De Dah (Jimmy Buffet bar) Deadwood Saloon (country bar) or Moondoggy's ( See Lynn:), Visit local attractions like Ringling Museum, Mote Marine Labs, multiple Seafood and music festivals downtown and on Siesta Key. Oh you asked about Alligators? visit Myakka State Park. Or visit old Florida and go to TRUE Island like Palm Island and visit Rum Bay bar and restaurant ( boat or Ferry required)or skip down to Boca Grande and catch a Tarpon or have a drink at the Pink Elephant just to name one local establishment. Or just stay local and Walk or Bike to Siesta Key #1 Beach! This 3 Bedroom, 2 Bath House with separate Guest suite- 1 Bedroom & 1 Bath, New Kitchen, Living area, washer/dryer with separate entrance and parking. is local to everything! Pool/Patio area with large fenced in yard. Small and medium size dogs allowed. What else could one ask for? ! Pictures expected to be updated by 12/31/24. Available Monthly, Seasonal and Annual Rental. Seasonal Rate $12,000/month. Short Term Rental, All applicable taxes apply. AVAILABLE APRIL 2025 FORWARD, SHORT TERM OR ANNUAL LEASE.

SARASOTA

6304 BEECHWOOD AVENUE

4 Beds

3 Baths

2,363 Sq.Ft.

$6,500

MLS#: A4628886

St. Armand's vacation rental in popular Kingston Arms! You can't beat this location, one block to beautiful LIDO BEACH and located just off the circle, you are right in the midst of all that St, Armand's has to offer, fabulous restaurants and wonderful shops to name a few! Two bedrooms, two baths, tile throughout, king in the master, two queen beds in the guest, both bedrooms are ensuite. You will love the newly remodeled kitchen with new cabinets and stainless appliances and the subway tile backsplash! End unit condo with a covered parking space just around the corner. New AC unit, new sliders and new furniture make this a great place to call home. There is a screened Lanai overlooking a quiet residential street and the community offers a lovely, heated pool and spa. No need for a car, hop on the fabulous BayRunner trolley over the Ringling Bridge to downtown Sarasota or take a guided Kayak tour We offer competitive weekly rates in the off-season, call for availability!

SARASOTA

500 S WASHINGTON DRIVE 14A

2 Beds

2 Baths

1,103 Sq.Ft.

$6,500

MLS#: A3942397

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