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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

3,931

# of Listings

2

Avg # of Bedrooms

$489

Avg. $ / Sq.Ft.

$878,436

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3931 Properties Found. Page 191 of 263.

This lovely well-maintained and upgraded condo in a gated community, is located on the ground floor and offers one bedroom plus an additional den furnished as a small guest bedroom. The condo is turnkey furnished including washer /dryer and private garage, an approximate 5-minute walk, via deeded, walking access across the street, to the #1 beach in the U.S.A., Siesta Key! Choose to enjoy two pools, two tennis courts and an exercise room, a clubhouse with sauna, two BBQ grills, plus picnic areas and a fishing dock. Centrally located on Siesta Key, you are minutes from the Village offering dining, shopping and convenience stores. Come and discover Siesta Key and its pristine blue water and 8 miles of white powder sand (quartz) beaches. This is an "Old Key West" style community located on 25 acres of land with cedar siding and many-angled roofs suggesting an "Old Florida" era when quality of life was measured in terms of beauty, comfort and serenity. Don't miss out on this opportunity to join the tropical lifestyle of Siesta Key.

**Taxes and fees not included.

SARASOTA

1204 SIESTA BAYSIDE DRIVE 1204-D

2 Beds

1 Baths

959 Sq.Ft.

$6,900

MLS#: A4589559

This fabulous, updated, one-bedroom PLUS separate sleeping den easily sleeps four guests. The den has a queen size bed for additional sleeping space - Complete with a closet and door for privacy.

Relax in the spacious living area or enjoy a glass of wine on the lanai where you can enjoy watching the multitude of birds who visit each day.

The condo is turnkey furnished including a washer and dryer. Believe it or not, you also have your own private garage!

PLEASE NOTE THIS UNIT HAS A BEAUTIFULLY UPDATED KITCHEN WITH A LARGE CONVECTION OVEN/MICROWAVE BUT DOES NOT HAVE A SEPARATE FULL-SIZE OVEN. DON'T WORRY, YOU CAN STILL BAKE, JUST ON A SMALLER SCALE. (Remember, though, you're on VACATION so why not enjoy one of the many restaurants on Siesta Key - Take one of the island's FREE RIDE PEDI CABS or drive, it's less than three miles away.)

The moment you arrive at Gulf & Bay Club Bayside, you’ll appreciate the beauty, serenity, and charm of this "Key West” style village. Walk along the community path to the fishing dock to view the Intracoastal waterway. You can catch a fish, look for jumping dolphin, you may even see a manatee.

Our spacious units, individually owned and decorated, are surrounded by lush, tropical landscaping, shell paths, and quiet lakes with soothing fountains.

Gulf and Bay Club Bayside has two heated pools, two tennis courts - which convert to pickleball courts, and an exercise room to provide on-site activities. BBQ grills are available for all guests.

COME VISIT!

A ONE WEEK MINIMUM RENTAL IS REQUIRED. IF YOU DESIRE TO STAY MORE THAN ONE WEEK, PLEASE CONTACT US TO HELP YOU BOOK YOUR RESERVATION.

**Taxes and fees not included.

SARASOTA

1230 SIESTA BAYSIDE DRIVE 1230-D

2 Beds

2 Baths

959 Sq.Ft.

$6,900

MLS#: A4589587

Spacious one bedroom/one bathroom vacation rental at the Gulf and Bay Club Bayside on the island paradise of Siesta Key just offshore of Sarasota, Florida. Private access to Crescent Beach on the Gulf of Mexico - just steps to the beach. Free high-speed Internet connection. Please note the garage for this unit is the middle garage in the building to the right.

*Taxes and Fees not included.

SARASOTA

1200 SIESTA BAYSIDE DRIVE 1200-G

1 Beds

1 Baths

845 Sq.Ft.

$6,900

MLS#: A4588718

Situated West-of-Trail, one will enjoy this bright, newly renovated, unique pool home on a street with mostly waterfront homes, featuring three beds and three baths, plus an office area that could be used as a fourth bedroom and offers a nice leather pull-out sofa. If another office space is needed, there is an additional loft space outside the primary suite. The main living area features Bosch appliances, artful light fixtures, a large island with seating, dining space and high ceilings. Other features are a large front porch deck space, interior laundry, artificial turf with grill area, and fully fenced-in yard with heated pool offering a water feature. All utilities included. The home is central to and minutes from Siesta Key, St. Armand's Circle/Lido Key, downtown and more. Walk to the Sarasota Arts Museum, grocery store, Southside and downtown restaurants and shops, Selby Botanical Gardens, Bayfront Park and Marina Jack. Rents are as follows: August-October: $7,900/mo, November-December: Inquire with exact dates, Jan and April: $15,000/mo, Feb and March: $19,900/mo, May-July: $12,000/mo. Weekly rentals allowed and will be prorated.

SARASOTA

1909 HIGH POINT DRIVE

3 Beds

3 Baths

2,128 Sq.Ft.

$6,900

MLS#: A4663077

Penthouse Unit! Currently offering 2 months free on a 13+ month lease term and 3 months free on a 22+ months lease term. Prices, promotions, and availability
are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. We warmly invite you to bring your client to Aster and Links, where our professional leasing team will showcase the
unparalleled luxury of our community. From our stunning penthouses with rooftop terraces that boast unmatched views of the Sarasota skyline,
to the meticulously designed interiors, every detail is crafted to impress. As you explore, our team will also share the charm of the vibrant
downtown Sarasota neighborhood. Enjoy complimentary refreshments and a seamless, personalized experience that is sure to leave a lasting
impression. We look forward to hosting you!

SARASOTA

1991 MAIN STREET Links B1 PH

3 Beds

3 Baths

2,212 Sq.Ft.

$6,847

MLS#: O6292289

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.

SARASOTA

1000 BENJAMIN FRANKLIN DRIVE 205

2 Beds

2 Baths

1,224 Sq.Ft.

$6,800

MLS#: A4654358

Welcome to the Treehouse Condominiums, a rejuvenating retreat where breathtaking views of the Intracoastal Waterway await you. Relax on your private deck, surrounded by lush mangrove trees and the serene beauty of Siesta Key Island. Nestled between majestic 200-year-old oak trees on the edge of Roberts Bay, this recently renovated home embodies the essence of comfort and eco-luxury living. As you open the front door, you are greeted by an unobstructed view of the vibrant mangroves and the sparkling waters of the Intracoastal. Aptly named the "Treehouse," this cedar-sided residence features decks off every room, seamlessly blending indoor and outdoor living. The architecture is designed to harmoniously incorporate elements of nature, emphasizing open spaces and large windows that allow residents to enjoy the biodiverse surroundings. Located west of the trail, behind the exclusive gates of The Landings, this remarkable two-story condominium feels like a cocoon of comfort. With a spacious, renovated kitchen, two generous bedrooms, an office, a cozy den, two beautifully appointed baths, and an elegant powder room, this home is designed for relaxation and entertaining in harmony with nature.

As you step inside, your gaze is drawn to the stunning views of the mangroves and Intracoastal Waterway. The open-plan living and dining areas provide a front-row seat to the beauty of the natural surroundings, effortlessly connecting to a cozy den. The exclusive Treehouse pool and spa are just a short stroll away, offering a refreshing retreat.

Retreat to the master suite, featuring a split king adjustable bed and a spacious, newly renovated walk-in closet. The spa-like bathroom is a sanctuary of relaxation, boasting a large shower and dual vanities with exquisite a wood countertop. The second bedroom and office share a well-appointed bathroom, complete with a tub and shower. Both bedrooms have stunning views of the Intracoastal, allowing you to wake up to the sounds of seagulls and dolphins.

This residence is equipped with a 2019 HVAC system, hurricane windows, and showcases stunning oak flooring throughout.

As a resident of this 24-hour gated community, you will enjoy lush landscaping and two nature trails that enhance the tranquil ambiance. With optional membership to the Landings Racquet Club, you gain access to a fitness center, a large heated pool and spa, eight Har-Tru tennis courts, engaging exercise classes, pickleball, and a vibrant social scene.

A kayak launch and storage are available, or you can launch just 20 feet from your deck, making outdoor adventures easily accessible. This unit includes an unattached garage for parking and ample guest parking to welcome family, friends, and pets.

The Treehouses at The Landings are part of a unique condominium community celebrated for their distinctive architecture and natural surroundings, reflecting a commitment to ecological living that is both therapeutic and nourishing.

Two pets will be considered on a case by case basis by the owner. All utilities are included. The fireplace may not be used until clearance is given from the HOA. No Smoking or Vaping allowed in the unit or within the community. No Trucks, RV's or Motorcycles are allowed. Tenant to verify room sizes.

This property can be rented Season or off Season. Season $6800 and Off Season $4750. Also included is housekeeping/cleaning two times a month. A Club membership is included with the season rental.

SARASOTA

1323 LANDINGS DRIVE 12

3 Beds

2 Baths

2,992 Sq.Ft.

$6,800

MLS#: A4634310

#TB8418717

SARASOTA

2042 CRAFT LANE

5 Beds

4 Baths

3,104 Sq.Ft.

$6,800

MLS#: TB8418717

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

St. Armands Circle/Lido Key dream vacation rental! Welcome to your completely remodeled favorite vacation spot, this exceptional location offers the combination of comfortable living, convenience and proximity to three of this vibrant area's sought-after attractions, St. Armands Circle, Lido Beach and of course, downtown Sarasota. This lovely two-bedroom, two-bath first-floor condominium has just been renovated and features a gorgeous open floor plan in the main living area, the kitchen has all new stainless appliances, 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 distance 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 condominium offers a king-size bed in the primary bedroom, and two full beds in the second bedroom, both bedrooms are en suite. 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 trolley downtown where you will find a variety of shops and 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 by 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

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

Available for Season 2026! (January 10- April 30) Call for a quote. This gracious pool home is newly available for rentals. Bright, airy, and spacious, it has been lovingly updated and is ready for you to enjoy! New furnishings and décor grace the open floor plan featuring a custom kitchen with granite countertops, solid wood cabinetry, glass tile backsplash, breakfast bar, and stainless appliances. Bathrooms feature granite countertops with dual sinks in the master bath. The master suite includes his and her walk-in closets. Keep your vehicles cool in the oversized two-car attached garage. This home is located in the gorgeous area known as Gulf Gate Woods—a park-like setting with quiet and privacy—yet it's close to everything! Just minutes to the beach, shopping, dining, parks, mall, medical, groceries, and I-75! Rent varies based on season—agent will quote when contacted.

SARASOTA

2943 TUCKERSTOWN DRIVE

3 Beds

2 Baths

2,547 Sq.Ft.

$6,500

MLS#: A4667088

A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. This bright, newly renovated two-bed/two-bath mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the sparkling pool on a day off or take advantage of Arlington Park facilities nearby feature a public pool, tennis, basketball, rec facilities, a park and a playground. There is an additional sunroom/office space for those working from home. The living room has a pull-out sofa if needed. Laundry is inside. Lights are strung on above the backyard for al fresco dining. Boat parking is available. Internet, electricity, water/sewer and trash are included. 2025 Season is available at the moment. $6000/mo August-October, $8000/mo November-December, $12,000/mo Jan-April, $7500 May-July

SARASOTA

1451 S JEFFERSON AVENUE

2 Beds

2 Baths

1,824 Sq.Ft.

$6,500

MLS#: A4622166

Welcome to luxury living in the heart of downtown Sarasota. This fully furnished 2-bedroom, 2-bath residence offers a split floor plan designed for privacy and comfort. Situated on the 15th floor, the home features expansive windows with sweeping views of downtown Sarasota, filling the space with natural light and an elevated sense of sophistication.

Inside, you’ll find a beautifully designed interior that is both stylish and pristine. The open living and dining area flows seamlessly, creating a warm yet modern atmosphere. The kitchen is well-appointed and functional, perfect for everyday living or entertaining. Both bedrooms are spacious retreats, each with their own bath, making this an ideal setup for guests or a home office.

Step outside your door to experience the very best of Sarasota where fine dining, boutique shopping, and cultural attractions are all just steps away. The Bayfront and Marina Jack’s are within easy walking distance, offering endless opportunities to enjoy the waterfront lifestyle.

As a resident, you’ll also enjoy resort-style amenities including a heated pool and spa, a state-of-the-art fitness center, library and sitting areas, and business and gathering rooms designed to enhance your lifestyle.

1350 Main is one of Sarasota’s most desirable downtown addresses, combining unparalleled location, stunning views, and luxurious amenities.

SARASOTA

1350 MAIN STREET 1503

2 Beds

2 Baths

1,420 Sq.Ft.

$6,500

MLS#: A4663223

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