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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

4,556

# of Listings

2

Avg # of Bedrooms

$483

Avg. $ / Sq.Ft.

$868,670

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4556 Properties Found. Page 228 of 304.

LIDO TOWERS!!! Highly sought after FIFTH 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 January 2025- $5,500

SARASOTA

1001 BENJAMIN FRANKLIN DRIVE 505

2 Beds

2 Baths

1,224 Sq.Ft.

$6,500

MLS#: A4516192

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 IN SEASON! 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

Available August l - October 31 -2025 - 6500.00 per month plus taxes and fees. this Luxury Siesta Key Beach Front Unit in The Exclusive Gulf and Bay Club... - Enjoy Full Gulf of Mexico Views for the entire month in Paradise of Siesta Key Enjoy panoramic views of the #1 beach in the USA, Siesta Key! This beautiful 2 Bedroom, 2 Bathroom unit is fully updated with hardwood floors, granite countertops, and an amazing amount of cabinet space. Bathrooms are updated with beautiful tile and granite counters. This highly appointed unit includes access to many amenities including tennis, pickleball, shuffleboard, basketball, racquetball, and a newly updated fitness center. Relax by one of the three swimming pools, indoor spa or one of three dry saunas. Gulf & Bay Club is a magnificent premier resort-style complex where you can enjoy the vacation lifestyle! Head to Siesta Village for coffee, ice cream, or your pick of many great restaurants. You will never want to leave your own piece of paradise just steps away from the most beautiful beach in the world with amazing sunsets. Room measures are approximate. Not Available for Winter or Spring Season

SARASOTA

5740 MIDNIGHT PASS ROAD 303F

2 Beds

2 Baths

1,449 Sq.Ft.

$6,500

MLS#: A4633112

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

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

This Fantastic Prestancia home, nestled in the heart of TPC Prestancia—a distinguished, gated golf community in Sarasota—boasts 4 spacious bedrooms, an office, and 3.5 bathrooms. Spanning almost 4,000 square feet, this elegant residence offers a luxurious living experience. Set on a serene, lakefront lot over half an acre, the custom estate home presents granite countertops, an extra-large pantry, and a sprawling master suite with a sitting area and an oversized bathroom. From the striking foyer entry, discover a home with a well-thought-out floor plan, high ceilings, a gourmet kitchen awaiting your personal touch, and marble flooring. Formal living and dining rooms lead to a vast kitchen area, setting the stage for your dream culinary space. The family room, enhanced by a gas fireplace, alongside two bedrooms with walk-in closets and a shared Jack & Jill bathroom, and a fourth bedroom with an en-suite that provides pool access, adds to the home's allure. The property also features a master bathroom with dual sinks, a separate shower and tub, a cozy den/office, and a guest half-bath. Step outside to the extensive screened pool area, where tranquility meets leisure with stunning lake views, a pool, and a spa. An oversized three-car garage adds convenience. Prestancia offers an optional two 18th golf courses or social membership, your option. Located minutes away from the pristine beaches of the Gulf of Mexico (Siesta Key, Nokomis….) to the Sarasota downtown with its theaters and Opera House. Costco, Public library, farm market, shopping, restaurant and publix parks are all nearly. Easy access and quick connection to I-75.

SARASOTA

3718 BOCA POINTE DRIVE

4 Beds

3 Baths

5,345 Sq.Ft.

$6,500

MLS#: A4646327

#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

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

ALINARI 2 bedroom, 2 bath turnkey furnished unit, split floor plan. Just a few blocks from DOWNTOWN SARASOTA, walk to the arts, partial Bay views. Amenities include heated pool, spa, fitness center, billiards and club room, theater room and security. Enjoy all that downtown has to offer, with plenty of shopping, dining and cultural venues. Available 1/03/2024 from January to March at $6500 a month + tax. A three month minimum is required. SORRY NO PETS, AND NO SMOKING ON THE BALCONY OR INSIDE THE UNIT

SARASOTA

800 N. TAMIAMI TRAIL 303

2 Beds

2 Baths

1,323 Sq.Ft.

$6,500

MLS#: A4469675

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

The property can be rented for a short or long term. Property AVAILABLE from SEPTEMBER 1,2025. Rent per month as follows:
$6500 for September 1- October 31,2025 and $10,500 for November 1,2025 -April 30, 2026.
***Please ask the Listing Agent for more details***
Beautifully crafted and maintained, this remarkable Sarasota custom-built home! FULLY FURNISHED by MM Modern Miami, there’s nothing left to do but move in and savor the lifestyle that awaits within this refurbished modern haven. Through the glass-inlaid double doors, discover a captivating, sun-soaked interior where crisp white tones, soaring ceilings, and gorgeous wide-plank flooring are on show. An elegant brick FIREPLACE warms the seamlessly flowing entertainment areas, featuring curated sculptures by renowned artists like Andrea Giorgi and Paul Bielec. Expansive glass sliders inspire vibrant indoor/outdoor celebrations, inviting you poolside after a sumptuous meal or hearthside games. An open-concept chef’s kitchen beckons with its top-of-the-line appliances, abundant cabinetry, an oversized walk-in pantry, and gleaming quartz countertops that extend to the multi-seater island. Movie buffs will love the state-of-the-art CINEMA ROOM where you can enjoy streaming shows in ultimate comfort. Equal parts form and function, the well-sized private retreats offer a restful escape after a long day, accommodated by exquisitely redesigned baths that feature an imported Maciej Zien European tile collection. Double doors reveal an unparalleled primary suite that pampers you with lanai access, a boutique-like wardrobe, and an ensuite exuding luxury at every turn. Fun and leisure abound as additional, recently installed recreational amenities flow outside with an alfresco dining area, a built-in BBQ grill, a pristine HUGE SALT POOL, a HOT TUB , and SPORTS COURTS sports for BASKETBALL and PICKLEBALL . New lush landscaping dotted with towering palms enhances the picturesque FULLY FENCED YARD and an attached 2-car garage. Siesta Key offers an array of activities, from water sports and boating to shopping and dining at charming local spots. Embrace the island's vibrant arts and culture scene, explore nearby parks and nature reserves, or simply revel in the beauty of the Gulf of Mexico. Your piece of paradise is waiting! Cleaning Fee $300.***Make sure you see the Virtual Tour***NO PETS ALLOWED.

SARASOTA

1899 VAMO WAY

3 Beds

3 Baths

3,667 Sq.Ft.

$6,500

MLS#: A4659122

***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

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

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