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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
4,569
# of Listings
2
Avg # of Bedrooms
$484
Avg. $ / Sq.Ft.
$871,747
Med. List Price

Browse Downtown Sarasota Real Estate Listings

1784 Properties Found. Page 43 of 119.

This 2 bedroom/2 bath is spacious and has a gorgeous lanai lending itself to you enjoying the warmth of Florida in January, February, and March.  You won’t see any snowflakes here!  The master bedroom has a huge king sized bed and the guest bedroom has two twin beds.  Open living room, dining room, and kitchen with new lighting.  Entire unit has all new flooring as well.

After you wrap up Christmas, hop on a flight and start off the new year here at Lido Towers!  Why not?

Lido Towers is footsteps away from the beach and a short walk or bike ride from St. Armands Circle.  Don’t wait, this unit won’t last long.
#A4654358

SARASOTA

1000 BENJAMIN FRANKLIN DRIVE 205

2 Beds

2 Baths

1,224 Sq.Ft.

$6,800

MLS#: A4654358

Luxury Turnkey Loft Penthouse in Downtown Sarasota – Fully Furnished & Move-In Ready
Available for Annual Lease
Experience elevated downtown living in this fully remodeled, turnkey loft-style penthouse — a rare gem in the exclusive Cityscape building. As one of only 19 penthouse residences, this expansive 3,100+ sq. ft. home offers soaring ceilings, an open-concept layout, and stunning panoramic city views.
This residence is fully furnished with everything you need — from premium linens and bedding to curated kitchenware, small appliances, and designer décor — and is truly move-in ready. Just bring your suitcase and toothbrush.
Inside, industrial-chic style meets refined comfort with exposed brick-lined walls, custom cabinetry with integrated lighting, and champagne-brushed bronze fixtures. The chef’s kitchen features smart appliances, a built-in wall oven with air fryer, a French-style four-panel refrigerator, and an eight-foot Calacatta Quartz waterfall island. Step outside to a private west-facing balcony with imported Italian tile and a built-in fire pit — the perfect space to unwind while watching the sunset over the city skyline.
Upstairs, the spacious loft with catwalk bridge offers flexibility as a home office, media room, or creative studio. The oversized guest bedroom features a California closet and direct access to a beautifully designed full bathroom with a rain shower and natural stone sink. The primary suite includes bamboo wood flooring, sweeping city views, and a spa-inspired bathroom complete with a freestanding soaking tub, rain shower, and smart bidet toilet.
A separate laundry room includes built-in shelving, a utility sink, and a quartz folding area — all adding to the thoughtful functionality of this luxury home.
Additional amenities include private elevator access to the penthouse level, renovated soundproof hallways, and an exclusive community room. The Cityscape building also offers concierge service, a fitness center, spa, on-site dining, and secure guest parking. The lease includes two assigned parking spaces and a private storage room.
Located just steps from Sarasota’s finest restaurants, boutiques, performing arts venues, white-sand beaches, and yacht clubs, this home delivers an unmatched downtown lifestyle.
Fully furnished. Move-in ready. Annual lease. Schedule your private showing today.
#A4645888

SARASOTA

1990 MAIN STREET 6

2 Beds

2 Baths

3,119 Sq.Ft.

$6,750

MLS#: A4645888

One of a kind residence surrounded by botanical splendor offered for vacation or seasonal rental.  Whether visiting Sarasota for its stunning white sand beaches or business you will find unparalleled  privacy, while close to everything, the vibrant downtown, restaurants, shopping, hospitals, comparable to none. Beautiful furnishings, artistry and designer luxury oozes from every corner. Three charming bedrooms, three and a half baths, guest wing,  office bonus room, sleeps 6 . Two lanais for relaxation, outdoor living and an amazing heated, salt water therapy spa awaits your senses. Gourmet kitchen, 12 ft ceilings and sliding doors open up this residence to unexpected garden spaces.  Wifi, laundry, ample private parking. Available off season May-Dec $6,700 per month. On season available Jan & Apr @ $9,000 per month; Feb & Mar $9,500. Available Weekly off-season @ $2,500 per week; Holiday week(s) @ $3,000 per week. Small non-shedding dogs require prior owner approval. No smoking permitted. Owner has several outdoor parking spaces available for you and your guests.
#A4653524

SARASOTA

4425 LORDS DRIVE

3 Beds

3 Baths

4,359 Sq.Ft.

$6,700

MLS#: A4653524

This two bedroom, two bath ground floor unit is steps from the pool and short distance to the beach. Enjoy all of the amenities that Gulf and Bay Club Bayside has to offer, two swimming pools, 2 pickle-ball courts, tennis, workout room, fishing dock and walking path. Washer and Dryer and one car garage sets us apart from other Siesta Key condos and makes it feel more like a home away from home. Fully stocked kitchen to prepare meals or catch the free trolley to the Siesta Key village to enjoy the restaurants and night life. Book online or call our office to save your spot!


**Taxes and fees not included.
#A4593766

SARASOTA

1328 SIESTA BAYSIDE DRIVE 1328-C

2 Beds

2 Baths

1,280 Sq.Ft.

$6,700

MLS#: A4593766

Heaven on Siesta Key, in perfect condition, up to date, and simply beautiful. This spacious, first floor one bedroom with a bay/harbor water view from your lanai is immaculate, beautifully decorated and offers every comfort for your favorite vacation stay. The modern kitchen shines with new cabinets, lighting, paint, and kitchen work desk. Elegant bathroom with new walk in shower featuring multiple shower heads, new cabinets, and granite counter tops. Three new flat screen HDTV’s for your viewing enjoyment and wireless Internet throughout. 1333 is conveniently located near the larger of two heated swimming pools, clubhouse with exercise room, sauna and gas grills. Our location on Siesta Key is excellent... only a short walk to the sugary white sands of Crescent beach. 

House Rules: No Motorcycles, RVs, boats, or trailers allowed.  No smoking. No burning candles inside of lodging. No parties. No Pets.

**Taxes and fees not included.
#A4605036

SARASOTA

1333 SIESTA BAYSIDE DRIVE 1333-D

1 Beds

1 Baths

959 Sq.Ft.

$6,500

MLS#: A4605036

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 August-November 2023 - $3250 plus tax
#A4516195

SARASOTA

1001 BENJAMIN FRANKLIN DRIVE 508

2 Beds

2 Baths

1,224 Sq.Ft.

$6,500

MLS#: A4516195

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
#A4516192

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.
#A4477491

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.
#A4658857

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
#A4633112

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!!
#A4659218

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
#A4516213

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.
#A4646327

SARASOTA

3718 BOCA POINTE DRIVE

4 Beds

3 Baths

5,345 Sq.Ft.

$6,500

MLS#: A4646327

Beautiful beach condo located on Lido Key at the Lido Ambassador. This turnkey furnished condo has one bedroom and one and a half bathrooms. BRAND NEW KITCHEN AND PRIMARY BATHROOM PLUS NEW PAINT THROUGHOUT. Wood floors and tile throughout the condo. The kitchen has stainless appliances, quartz countertops and an open counter to living room/dining room with stools for eating and entertaining. Bedroom has a king sized bed, large walk in closet and an en suite bathroom with large tiled walk in shower, new cabinetry and flooring. Half bathroom has a granite counter top. The comfortable lanai looks directly out to the Gulf of Mexico for breathtaking sunset views. The community offers private access to Lido Beach. No pets and no smoking allowed. LIDO BEACH, CLOSE TO ST. ARMNAD'S CIRCLE, BEAUTIFUL SUNSETS, BEACH LIVING AT IT'S FINEST!!!
#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.
#A4653726

SARASOTA

1 BENJAMIN FRANKLIN DRIVE PH 3

2 Beds

2 Baths

1,669 Sq.Ft.

$6,500

MLS#: A4653726

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