One of the most popular communities provided by {{page_data.agentName}}

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

4,392

# of Listings

2

Avg # of Bedrooms

$482

Avg. $ / Sq.Ft.

$855,538

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4392 Properties Found. Page 216 of 293.

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.

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.

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.

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

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

SARASOTA

1001 BENJAMIN FRANKLIN DRIVE 505

2 Beds

2 Baths

1,224 Sq.Ft.

$6,500

MLS#: A4516192

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

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

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

1 ... 214 215 216 217 218 ... 293

Buyers resources

7 Reasons to Work with a Realtor

7 Principles For Home Buying Success

Getting a Mortgage To Buy a Home

Home Hazards Awareness

Key Items For Home Inspection

Questions When Buying a Condo

Questions When Choosing a Realtor

Sellers resources

8 reasons to work with a realtor

Calculating Capital Gains

Checklist for Better Showing

Cleaning Home For Sale

Improving Odds Of an Offer

Preparing Home for photoshoot

Selling Your Home for More $$

Buyers resources

BUYERS RESOURCES

Sellers resources

SELLERS RESOURCES

properties found. properties found. Page of .

- property

Send a message

Message successfully sent.

First Name

Last Name

Email

Phone

MLS Property Number

Your message

Reason for contacting?

Buying a home

Selling a home

Other

I agree to receive email communication and understand I can unsubscribe at any time.

Virtual Assistant

Would you like to receive some additional information on this specific property or similar properties?

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Accessibility Menu

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Email address (Must be valid)

Already have an account ? Login here

Continue your home search

Email address

First name First Name

Last name Last Name

Phone number (Optional)

Password

I agree to receive communications and understand I can unsubscribe at any time.

Already have an account ? Login here