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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
3,812
# of Listings
2
Avg # of Bedrooms
$488
Avg. $ / Sq.Ft.
$873,709
Med. List Price

Browse Downtown Sarasota Real Estate Listings

3812 Properties Found. Page 210 of 255.

Central Park Vacation Rental Near Downtown Sarasota. AVAILABLE FOR 2026 SEASON JAN-MAR.  $3500 Season (Jan-Mar 2026) or $2000 Off Season (Nov-Dec 2025). This gorgeous 2 bedroom, 2.5 bath property is situated near the edge of downtown Sarasota. It is completely updated and ready for a season or off season tenant. The relaxing views from this unit are of the beautiful lake and just a short walk to the clubhouse, pool, pickleball/tennis court and fitness room. Enjoy a community dock on Hudson Bayou granting access to Sarasota Bay. A brief stroll will lead you to downtown Sarasota, Selby Gardens, Bayfront Park at Marina Jacks, as well as various shopping and dining options. Hop on your bicycle and within moments, you'll find yourself at Payne Park, the starting point of the Legacy Trail. Within a short distance: 3.7 miles to St. Armand's with shopping, dining and entertainment and Lido Key Beach to get a tan or enjoy the sunset. Ted Sperling Park on Lido Key offers nature trails and kayak routes amidst the mangroves a bit further south on the Key. Just 6.4 miles to Siesta Key voted one of the best beaches in the US with beautiful white sand beaches and more shopping and dining choices. If you seek an exciting, vibrant downtown lifestyle under the sun, this presents an ideal opportunity. King size bed in master and two queen size beds in guest bedroom. All utilities, internet, cable with Smart TV's are included. Off street open parking in the community available. Sorry no pets permitted. 13% sales and tourism taxes apply to any rental less than 6 months.
#R4909526

SARASOTA

850 S TAMIAMI TRAIL 230

2 Beds

2 Baths

1,224 Sq.Ft.

$3,500

MLS#: R4909526

WOW!!! A MUST-SEE home-gem! IT HAS IT ALL: Over 2,100 S.Q. Ft. 4-bed 2 full bath home renovated inside and out, sits on a large pie-shaped lot located on a quiet Cul-de-Sac, has a huge tranquility-filled landscaped backyard with heated in-ground pool, fruit-trees garden and plenty of space to entertain, has a new irrigation system throughout the lot - nothing to do or fix - just enjoy! This impeccably and thoughtfully maintained home just happens to be in the desirable Gulf Gate Estates, surrounded by homes just as gorgeous, it is only 3 min to the restaurants & shopping and 10min to the great Siesta Beach!!! This home's kitchen is large and accommodating for entertaining, having granite counters and stainless-steel appliances. Interior also has a wood-burning fireplace, whole house water filter system, crown molding, tile flooring, jetted tub, ceiling fans and an oversized laundry room... just to name a few. The tile roof is only 10 years old with a warranty, the A/C and the rest of the systems are all regularly serviced. Freshly painted entire interior and professionally landscaped lot. Spotless, inside and out! HURRY BEFORE IT IS SNAPPED BY SOMEONE ELSE!!!
#TB8345370

SARASOTA

2851 HARDEE DRIVE

4 Beds

2 Baths

2,597 Sq.Ft.

$3,500

MLS#: TB8345370

BEAUTIFUL WATERFRONT CONDO IN SIESTA HARBOR!  CANAL VIEWS • BEACH ACCESS • BOAT SLIPS ON SITE REASONABLY PRICE, CHECK AVAILABILITY.  Condo available Fall 2025 — and May through December 2026!  Step into coastal luxury in this private, beautifully furnished corner end-unit in the highly sought-after Dolphin Building of Siesta Harbor. Enjoy gorgeous water views of the canal from your enclosed hurricane glass lanai, and walk just across the street to direct beach access.  Spacious 2 Bedroom / 2 Full Bath layout, fully remodeled, Turn-key furnished with coastal décor and upscale appointments.  Canal-front views from a bright, airy, light-filled space.  Gourmet kitchen with granite countertops and rare extended layout!  Modern upgrades throughout: frosted glass panel doors, accent walls, updated baths, Tile flooring throughout with a clean, coastal feel and High-impact windows and hurricane glass-enclosed lanai.  Resort-style heated pool and spa along the wide canal.  Active 55+ community with Clubhouse, fitness room, saunas, outdoor spa plus a 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 — your dream home awaits!
#A4625855

SARASOTA

1215 S PORTOFINO DRIVE N 308

2 Beds

2 Baths

1,123 Sq.Ft.

$3,500

MLS#: A4625855

SARASOTA / GULF GATE... This thoughtfully designed, fully furnished 2nd-floor unit invites you to step inside and instantly feel at home. The living room and dining area offers a seamless flow for entertaining or relaxing. An efficiently laid-out kitchen provides easy access for quick meals or social gatherings. Start your day with coffee or unwind in the evenings on the screened lanai, which overlooks the community’s sparkling heated pool.  When you’re ready to socialize or simply enjoy the outdoors, the fully screened gazebo offers a delightful setting for gatherings or peaceful solitude.  The primary bedroom offers a private sanctuary with a well-appointed ensuite bathroom, featuring a makeup vanity area and a walk-in closet for ample storage. Laundry day is a breeze with an in-unit washer and dryer, and an assigned covered parking spot beside a dedicated outdoor storage area.  Enjoy unparalleled access to Sarasota’s dining, shopping, and world-renowned beaches. Nature lovers will appreciate nearby Red Bug Slough and a short drive to downtown Sarasota for nightlife. Call today!  The rental rate December through April is $3500 per month. (plus tax) May through November $2,000 per month. (plus tax)
#A4665878

SARASOTA

7201 CURTISS AVENUE 2D

2 Beds

2 Baths

1,169 Sq.Ft.

$3,500

MLS#: A4665878

New on site 4 days ago
LOCATION - LOCATION - LOCATION -- Beautifully updated/remodeled 3 bedroom, 2 bath, 2 car garage home with a HUGE fenced in acreage lot. Located in Central Sarasota, close to everything this great Gulf Coast City has to offer.  Pet ok with approval by landlord and management in writing.  Electric, Water/sewer INCLUDED with rent!!!  May be rented unfurnished OR furnished.  Such an awesome and unique property to describe, you must see it in person to fully appreciate the peaceful and tranquil setting.  DO NOT MISS OUT on this GREAT opportunity for spacious living.
#A4668834

SARASOTA

2866 E RAINBOW CIRCLE

3 Beds

2 Baths

2,010 Sq.Ft.

$3,500

MLS#: A4668834

Available November and December 2025 - 3500.00... - Not Available January through April 2026..   Experience the best of Siesta Key living at the Island Reef Association on Turtle Beach. This beautifully designed condo is offered fully turnkey furnished, showcasing exceptional attention to detail and high-quality finishes throughout.
Island Reef delivers Beach-to-Bay luxury resort-style living with amenities that include two heated pools, a fitness center, covered parking, and private beach access. Just across the street, enjoy pickleball or tennis on the newly resurfaced courts, or head to the Island Reef boat docks for kayak launching or to tie up your own boat—or a rental—during your stay.
Inside, you’ll find generously sized primary and guest suites in this 2-bedroom, 2-bathroom condo, enhanced with plantation-style shutters, tropical-inspired décor, and tasteful art glass lighting fixtures. The kitchen boasts granite countertops and a high-end appliance package, making cooking a pleasure. A convenient in-unit laundry adds to the ease of living.

All of this is just steps from the private Turtle Beach access, where you can enjoy biking, boating, beach days, swimming, tennis, pickleball, and vibrant community social events.
Yes… you can have it all!
November/December 2025: $3,500/month
Available again April 11, 2026: $3,650/month
Annual Lease would negotiate blended average
#A4661654

SARASOTA

8776 MIDNIGHT PASS ROAD C107

2 Beds

2 Baths

1,338 Sq.Ft.

$3,500

MLS#: A4661654

LIDO KEY DREAM VACATION RENTAL ! OPEN for the month of JANUARY 2026 , UPDATED AND WASHER/DRYER IN UNIT! Located just off Historic St. Armands Circle, walk to all the fabulous shops, award winning restaurants and most importantly, THE BEACH! You will love this fabulous location and this wonderful complex, this newly remodeled , including an in unit WASHER AND DRYER, two beds, two bath condo is located on the second floor (there is an elevator) and faces a quiet residential street. There is a King bed in the primary bedroom and a Queen in the second bedroom, they are both ensuite, the fully equipped kitchen has everything you need. Hang out by the heated pool and spa or spend the day at beautiful Lido Beach. You do have one covered parking space but there really is no need for a car, should you desire to explore, take the BayRunner Trolley and spend the day downtown or parts beyond. For the adventurous types, book a private kayak tour of the Mangrove Tunnels at Ted Sperling Park or book a kayak for the day. (Booked February and March 2026)
#A4555258

SARASOTA

500 S WASHINGTON DRIVE 6B

2 Beds

2 Baths

1,102 Sq.Ft.

$3,500

MLS#: A4555258

6 month lease available June 2025. Palmer Oaks, a gated community at the edge of South Sarasota's Palmer Ranch - close to I-75 and 5 miles to the white sands of Siesta Key beach. Built in 2011 by D R Horton, this three bedroom/two bath/two car garage home overlooks a pond and fountain. Spacious living room/dining room with new Luxury vinyl plank flooring as you walk through the front door. New upgrades such as LVP flooring in the living/dining room and a large custom closet in the Master bedroom. Relax and entertain in the combined family room and kitchen area with 18” ceramic tile floors, maple wood cabinets, granite countertops, stone backsplash and center island. Both bathrooms have granite countertops and there are dual sinks in the master bath. Two additional bedrooms and the lanai overlooking the pond create plenty of living space. Full size washer and dryer. The heated community pool is located nearby. Palmer Oaks is a maintenance free community conveniently located close to shopping, restaurants, markets, I-75, the Legacy Biking Trail and the world-famous Siesta Key Beach. This beautiful home is the perfect location for your Florida get a way. Available now for 6 months or longer. This home is a 3 month minimum rental. Tenant to pay utilities on a 6 month + lease.
#A4120652

SARASOTA

8525 KARPEAL DRIVE

3 Beds

2 Baths

2,400 Sq.Ft.

$3,500

MLS#: A4120652

Welcome to Beautiful Bayou, nestled in the heart of Downtown Sarasota and just a leisurely stroll away from Ringling College. This charming first-floor condo boasts a convenient layout with two bedrooms and two bathrooms, offering the perfect blend of comfort and functionality.

As you step inside, you're greeted by a warm and inviting atmosphere, with an open-concept living space that seamlessly connects the living room, dining area, and kitchen. Large windows from the sliding glass doors from the patio bathe the interior in natural light, creating a bright and airy ambiance that enhances the sense of space.

The living room serves as the focal point of relaxation, featuring plush seating arrangements where you can unwind after a busy day or gather with friends and family for movie nights. Adjacent to the living room, is the kitchen equipped with modern appliances, sleek countertops, and ample cabinet storage. Whether you're whipping up a quick breakfast or preparing a gourmet feast, this kitchen offers everything you need to indulge your culinary creativity, with ample space at the dining table.

The condo boasts two comfortable bedrooms, each offering a serene retreat for rest and relaxation. The primary bedroom has a queen-size bed and is a tranquil haven, complete with a spacious closet and an attached bathroom for added privacy and convenience. The second bedroom is equally inviting, with two twin-size beds and easy access to the second bathroom.

Outside, a private patio awaits, providing a delightful spot for sipping your morning coffee or enjoying the views of the canal. 

Living in Whitaker Bayou offers the best of both worlds – a peaceful retreat in a picturesque setting, yet just moments away from the vibrant energy of Downtown Sarasota. With Ringling College within walking distance, you'll enjoy easy access to cultural attractions, dining options, shopping destinations, and more.

There are two covered parking spots available for guests. Under the building. 

House Rule: No smoking. No burning candles inside of lodging. No parties. No pets. 

Guests are able to have a boat on the seawall. 

**Taxes anf fees not included.
#A4600577

SARASOTA

2124 N TAMIAMI TRAIL 101

2 Beds

2 Baths

1,018 Sq.Ft.

$3,500

MLS#: A4600577

Experience the perfect blend of luxury and comfort in this beautifully upgraded 2-bedroom, 2-bathroom home with a versatile den, available for rent in the sought-after Windward at Lakewood Ranch by Neal Communities. Built in 2023, this nearly new home is tucked away on a quiet cul-de-sac lot with stunning preserve views, offering exceptional privacy, modern finishes, and the option to come fully furnished if desired.

From the moment you arrive, you’ll appreciate the home’s elegant paver driveway, screened-in front porch, and meticulously maintained landscaping. Inside, enjoy a bright and welcoming atmosphere enhanced by coffered ceilings, fresh interior paint, and upgraded lighting fixtures and hardware throughout.

The gourmet kitchen features quartz countertops, a matching backsplash, upgraded cabinetry with crown molding, and sleek new hardware. The open-concept layout seamlessly connects the kitchen, dining, and living areas, perfect for both everyday living and entertaining. Sliding glass doors lead to the extended lanai, where you can relax and take in peaceful preserve views. A gas hookup on the patio adds convenience for outdoor grilling.

The spacious primary suite offers a serene retreat with a spa-like en-suite bathroom. A comfortable secondary bedroom and a flexible den—ideal for a home office or media room—provide versatile living options. The laundry room includes added cabinetry and counter space for storage and functionality, while the garage features epoxy-coated flooring and a utility sink.

Additional highlights include hurricane shutters, a beautifully finished paver lanai, and the option to rent the home fully furnished for added ease and comfort.

Located in Windward at Lakewood Ranch, a gated and pet-friendly community, residents enjoy access to scenic walking trails, a vibrant community center, and resort-style amenities. Landscaping, pest control, and access to all community features are included with the rental.

This exceptional rental home is move-in ready and offers a rare opportunity to enjoy luxury living in a premier location. Schedule your private showing today!
#TB8386458

SARASOTA

2922 BUTTERFLY JASMINE TRAIL

2 Beds

2 Baths

2,220 Sq.Ft.

$3,500

MLS#: TB8386458

First time this Strathmore Riverside Villas is available as a seasonal rental! This 55+ community has so many amenities for the seasonal visitor to enjoy. There is a great clubhouse with full kitchen, meeting room, library. billiard room, fitness center, shuffleboard, large heated pool, and marina., which connects to the Gulf, via Phillippi Creek, and Sarasota Bay. There is a very social setting with communal activities for all owners and guests to enjoy. It is less than 3 miles to the world-famous beaches of Siesta Key, less than 5 miles to the interstate, and just a mile away from convenient shopping. Sarasota offers wonderful culinary options, in addition to word class arts in a vibrant downtown. Primary en-suite bedroom features a king bed and secondary room has twin beds. Very spacious and is the largest model within this community, Private laundry room and covered on property parking. Three month minimum, price does not include tax on all short-term rentals. There is an association approval fee, and exit cleaning. Small dog with non refundable fee will be considered,
#A4652443

SARASOTA

2310 CANALBLUFF PLACE V287

2 Beds

2 Baths

1,480 Sq.Ft.

$3,500

MLS#: A4652443

This 6th floor furnished annual unit is across the street from the beach and 2 blocks from St. Armands Circle. East facing unit gives you city and bay views. Annual or seasonal. Seasonal winter rate is 5500/mo.
The large primary bedroom offers a peek-a-boo view of the beach. Come relax on your 40 ft. balcony, take a dip in the heated pool, work out in the fitness room, or walk across the street for a stroll along the beach. Rent includes a covered parking space and community laundry room on each floor, community room with a business desk, computer and printer, and a fitness center.
St. Armands Tower is a well maintained community with heated pool, fitness, and on site management. 
Come and enjoy the sun & sand of Lido Beach! St. Armands Circle is a bustling shopping and dining destination. Close by is South Lido Park, where you will find volleyball courts, playground equipment, swimming, nature trails, a kayak and canoe launch, picnic tables and bbq grills. Downtown Sarasota is just over the Ringling Bridge.
#A4623180

SARASOTA

101 BENJAMIN FRANKLIN DRIVE 64

2 Beds

2 Baths

1,515 Sq.Ft.

$3,500

MLS#: A4623180

Charming 2bdrm./2bath 1st. floor condo in gated community, turn-key furnished and waiting for you to spend this winter in sunny Florida. furnished with an open plan, a private and appealing view of water and trees from kitchen, living and dining room and screened lanai. The community amenities abound, they incl. pool and spa, fitness center, lighted tennis courts, basketball courts, billiard room, card room, library, clubhouse and public BBQ grills, fire pit area to gather at you may enjoy it all or just relax! No pets are allowed. Minimum 3 month reservation.
#A4600745

SARASOTA

8370 WINGATE DRIVE 716

2 Beds

2 Baths

1,226 Sq.Ft.

$3,500

MLS#: A4600745

Your Slice of Paradise Awaits in this Spacious 3 bedroom/2 bath split plan home with a beautiful water view, high ceilings, crown molding and updates throughout! Newer Dishwasher and Microwave. Newer HVAC system, hot water heater, and pool pump; travertine and Newer vinyl plank flooring throughout! Gourmet kitchen with newer cabinets, soft close drawers and pullouts, granite counter tops with complimentary back splash. Great room/family room opens out to the pool with a full water view and extended lanai space perfect for entertaining! The spacious Master suite features a walk-in closet and an updated bathroom with dual sinks, separate tiled shower and tub! Mote Ranch Chaparral community amenities include: walking trails, playground, community pool, dock/fishing pier and kayak/canoe launch with access to the Braden River. Living in Mote Ranch means you enjoy great school districts, close proximity to Lakewood Ranch downtown with restaurants, shopping, and movie theatre as well as awesome parks all within biking distance, easy access to grocery stores, I-75, UTC Mall, Nathan Benderson Park, and don't forget the beautiful beaches like #1 rated Siesta Key and Anna Maria Island. Why Wait - Call now to Book your Tropical Paradise!
#A4660968

SARASOTA

6807 SAGEBRUSH CIRCLE

3 Beds

2 Baths

2,804 Sq.Ft.

$3,500

MLS#: A4660968

AVAILABLE NOW  -  Welcome to luxury living at 2144 Webber Street in Sarasota, FL. This modern 3-bedroom, 2.5-bathroom sanctuary offers 1,650 square feet of meticulously designed living space, seamlessly integrating sleek, contemporary features with cutting-edge smart home technologies. Every corner of this home is crafted for comfort and style, inviting you to enjoy a light and airy ambiance.

The spacious living area flows effortlessly into a contemporary kitchen, ideal for both casual dining and grand entertaining. Enjoy the convenience of upgraded appliances and hurricane-rated windows that ensure security and peace of mind amidst Florida's vibrant climate.

Step outside to discover your private oasis—a covered patio opens to a fully fenced yard, perfect for leisurely afternoons and intimate gatherings. Embrace the convenience of amenities such as air conditioning, central heating, in-building laundry facilities, and pet-friendly accommodations.

Ideally situated, this property is walking distance to Southside Elementary School and daycare and offers easy access to the vibrant scenes of Downtown Sarasota, the stunning beaches of Siesta Key and Lido, and the bustling St. Armand's Circle. Here, you'll find a wealth of shopping, dining, and entertainment options at your doorstep.

Experience modern elegance and luxury in a home designed to complement your lifestyle. Contact us to arrange a private viewing and discover your next dream home.  Lawn service is included in the rent, tenant responsible for all other utilities.
#A4658928

SARASOTA

2144 WEBBER STREET

3 Beds

2 Baths

1,650 Sq.Ft.

$3,500

MLS#: A4658928

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