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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
3,938
# of Listings
2
Avg # of Bedrooms
$493
Avg. $ / Sq.Ft.
$884,338
Med. List Price

Browse Downtown Sarasota Real Estate Listings

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3938 Properties Found. Page 183 of 263.

Seasonal rental opportunity on the highly sought-after Bird Key. This comfortable 3-bedroom, 4-bathroom pool home is situated directly on a canal with no bridges to the bay, making it an ideal retreat. It's truly an entertainer's dream, featuring a living room and dining room that open directly onto the pool area. The covered lanai offers comfortable seating and dining, while the expansive pool deck provides an additional dining table and chaise lounges for enjoying the sun. The kitchen is a chef's delight, complete with a breakfast nook and an abundance of amenities. For relaxation, there's a cozy family room overlooking the pool, perfect for movie nights or quiet reading. Each of the three bedrooms boasts an en-suite bathroom and is thoughtfully separated to ensure privacy. Convenience is key with a large laundry room/butler's pantry located off the kitchen. Parking is also ample, with one garage space available and a spacious circular driveway. The home's prime location offers easy access to Bird Key Park, Downtown Sarasota, St. Armands, and Lido Beach. It's truly a wonderful home for a winter getaway!
#A4662351

SARASOTA

396 BOB WHITE DRIVE

3 Beds

4 Baths

3,733 Sq.Ft.

$10,900

MLS#: A4662351

DOWNTOWN SARASOTA HISTORIC BUNGALOW WITH 3 PRIVATE OFFICES FOR RENT FOR UNDER $1,000/MONTH. SHARED CONFERENCE ROOM WITH TV MONITOR. SHARED KITCHEN WITH REFRIGERATOR, COFFEE/ESPRESSO MACHINE & MICROWAVE. FLEXIBLE LEASE IS AVAILABLE. ON-SITE PARKING.
#D6140948

SARASOTA

1267 2ND STREET 2

None Beds

None Baths

1,561 Sq.Ft.

$10,800

MLS#: D6140948

Surrounded by the beauty of Sarasota Bay and just minutes from Lido Beach, this is one of the best opportunities to lease in the exclusive Bird Key neighborhood, where location is prime between Downtown Sarasota and St. Armands Circle/Lido Key Beach. This spacious three-bedroom, two-bath garden lot home offers over 2,400 square feet of open-concept living. Move-in ready as is—or awaiting your personal touches—the home enjoys a desirable rear eastern exposure that fills the interior with natural light, creating a bright and inviting atmosphere. The updated kitchen features solid wood cabinetry, granite countertops, and stainless steel appliances, while the tastefully decorated living areas provide a warm, welcoming feel. Outside, a private fenced backyard awaits with a heated saltwater pool, screened enclosure, and lush tropical landscaping with palms and mature pitch apple trees—your own secluded retreat. Bird Key Yacht Club membership is also available, offering dining, yachting, and tennis amenities, but renovations are coming soon so please check in with the club. Located less than five minutes from Lido Beach, Bird Key Park, St. Armands Circle’s boutiques and dining, and the excitement of downtown Sarasota, 567 Bird Key Drive truly delivers the best of coastal living at Sarasota’s premier address. Rental Details: $13,000 monthly rent + taxes, $500 pet deposit, $200 departure cleaning fee, and $600 Bird Key application fee 567 Bird Key Drive is located in Sarasota County within the 34236 ZIP code, served by the Sarasota School District.
#A4662608

SARASOTA

567 BIRD KEY DRIVE

3 Beds

2 Baths

3,467 Sq.Ft.

$10,500

MLS#: A4662608

Welcome to your perfect Siesta Key getaway! This beautifully updated 2-bedroom, 2-bath end-unit condo in the Palm Bay Club offers stunning bay views, a bright, open interior, and resort-style amenities—just steps from the Bayfront pool. At 1,270 sq. ft., this is one of the largest condos in Palm Bay. You'll love the driftwood-style cabinetry, quartz countertops, and stainless steel appliances in the spacious kitchen, all set against modern wood-look ceramic tile flooring throughout. The living room features a sleeper sofa, allowing the unit to comfortably accommodate up to 6 guests. Enjoy your morning coffee or evening wine on the private balcony, overlooking the lush courtyard and bay. Highlights: Bayfront views from a serene end unit 2 bedrooms, 2 baths + sleeper sofa (sleeps 6) Fully updated kitchen & flooring Balcony with water & courtyard views Steps to the Bayfront pool Palm Bay Club Amenities: Private beach access to the #1 Beach in the U.S. 2 heated pools + hot tub Tennis & pickleball courts (lighted) Fitness center Fishing pier & boat docks (available for rental) BBQ grills, laundry on each floor Free trolley to Siesta Key Village & Turtle Beach 24-hour security Policies: No smoking No pets (service animals require prior approval) One parking space per unit; no visitor passes during Spring Break/Holiday weeks Living room TV with DirecTV; bring your own Roku/Firestick for streaming in bedrooms Whether it’s a long weekend or an extended beach stay, this Gulf-to-Bay resort condo delivers the full Siesta Key experience in comfort and style. Book your stay and enjoy paradise!
#A4659595

SARASOTA

5963 MIDNIGHT PASS ROAD 332

2 Beds

2 Baths

1,414 Sq.Ft.

$10,500

MLS#: A4659595

Don't miss this spectacular custom Italian-designed four-bedroom, three-bathroom home for rent! Located in the beautiful, quiet, and highly sought-after Tortoise Estates. The home comes with deeded access directly to the beach and sparkling gulf waters. It is only steps from the marina, boat dock, and kayaking. It is a short bike or trolley ride to the heart of Siesta Village, with all the best shopping, restaurants, and entertainment! This home has been meticulously maintained, with no luxury spared. The kitchen features a large island with custom wood cabinetry, granite countertops, a 6-burner natural gas stove, plus a gas fireplace bookended by the living room and eat-in kitchen. Multiple disappearing sliders showcase the magnificent pool and a jetted hot tub spa. The pool features custom lighting, a fountain, and a waterfall. The home boasts a surround sound system on the first floor with controls in each room, three AC systems, and a central vacuum. A spacious first-floor master suite offers a jacuzzi tub, walk-in shower with massage heads, two generous walk-in closets, and direct pool access. Also, on the first floor is an executive office, a guest bedroom, a full bath, and a spacious laundry room. Upstairs, you will find a full bath with two additional large bedrooms, one with a private balcony. This gorgeous home will not last long schedule your private showing today. Property has been leased for November & December 2025.
#A4645086

SARASOTA

1102 HORIZON VIEW DRIVE

4 Beds

3 Baths

4,895 Sq.Ft.

$10,500

MLS#: A4645086

Annual rental in sought-after West of Trail location near field club. Enter this updated and well-maintained home through a soaring two-story travertine foyer that opens to a formal living room and dining room. The open concept kitchen and family room overlook enclosed brick lanais, mature trees and $100,000 in new landscaping with a Koi Pond, the ideal place for entertaining or relaxing. The primary bedroom and office are on the first floor. The remaining bedrooms and game room are upstairs, an ideal layout for guests/family. The screened patios with an outdoor kitchen overlook the saline-filtered heated pool. The neighborhood has a deeded boardwalk and fishing pier, a great place to launch a kayak. The central location makes for a quick drive to Siesta Key, downtown Sarasota, dining and shopping.
#A4668211

SARASOTA

1351 DIXIE LEE LANE

5 Beds

3 Baths

5,505 Sq.Ft.

$10,500

MLS#: A4668211

Welcome to the JefferSun House- a light & bright breath of fresh air & sunshine just minutes from world famous beaches & downtown Sarasota. This turnkey furnished 3 bedroom 2 bathroom heated pool home sleeps 8 & offers a private, fully fenced backyard w/ heated pool & BBQ grill. We are a dog friendly house, walkable to Arlington Park w/ its own dog park, walking trails & tennis courts. With a chef's kitchen & separate dining area you can bring the entire family & have the best of Sarasota at your fingertips.
#A4596618

SARASOTA

2572 JEFFERSON CIRCLE

3 Beds

2 Baths

1,934 Sq.Ft.

$10,000

MLS#: A4596618

Welcome to Casa Azul, the ideal Sarasota vacation home in Paver Park close to Downtown, Lido Beach & Siesta Key. Featuring 3 luxurious bedrooms & 2 well appointed bathrooms including an en suite in the Master. This home can comfortably accommodate groups of 6 w/ an 8 person max. Noteworthy features include a heated pebble pool & spa, outdoor kitchen with 4 burner grill & outdoor fridge, fully fenced yard, outdoor shower, open concept designer kitchen & living room, High speed wifi & streaming. This house is South facing so there is good natural light throughout the day. The living space is open to the kitchen and dining areas so conversation is easy for groups occupying all spaces. All appliances and furnishings are brand new. There are three bedrooms plus a pullout queen sleeper in the living room. The bed configuration is as follows: Bedroom 1: Queen bed with two nightstands and a dresser Bedroom 2 (Located off of the dining area): 2 twin beds with a nightstand, dresser, and dedicated work space Master Bedroom: King bed with two nightstands and a dresser Living Room: Pullout queen sleeper with linens in the closet The dining area is well appointed and seats 6 There is a laundry room off of the kitchen with full size washer and dryer. This is also the location of the electric panel and hot water heater. The outdoor space is extremely functional with a gorgeous heated pebble pool and spa, a travertine pool deck with seating for 4, an outdoor kitchen with 4 burner Bull propane grill, mini fridge, ample countertop space for prep, 4 bar stools for meals and a separate seating area under cover for 4 more. There is a private outdoor shower for guests use as well in addition to the two interior bathrooms. The backyard is fully fenced so no need to worry about your dog getting out.
#A4543872

SARASOTA

2729 SYDELLE STREET

3 Beds

2 Baths

1,346 Sq.Ft.

$10,000

MLS#: A4543872

Step into a stunning, double-story contemporary masterpiece, offering 4 spacious bedrooms and 4.5 impeccably designed bathrooms. Crafted with meticulous attention to detail, this home features sleek block walls and double floors, each boasting an impressive 10-foot ceiling height. The hurricane-proof windows ensure both safety and tranquility, while the luxury vinyl flooring flows seamlessly throughout, complementing the porcelain-tiled bathrooms for a sophisticated touch.The house is not in the flood zone. The heart of the home is the grand living area, crowned by a breathtaking 20-foot double-volume ceiling, flooding the space with natural light. Unique granite countertops grace every surface, adding a touch of artistry and practicality to the kitchen, bathrooms, and beyond. The layout caters to convenience and privacy with two luxurious master suites—one on each floor—each accompanied by spa-like en suite bathrooms. All bedrooms are en suite, offering unparalleled comfort for family and guests alike. Step outside to your personal oasis: a sparkling saltwater pool, perfect for relaxation or entertaining. This home seamlessly combines modern design, premium materials, and thoughtful functionality, making it a sanctuary of style and comfort.
#A4648477

SARASOTA

2335 OAK TERRACE

4 Beds

4 Baths

4,057 Sq.Ft.

$10,000

MLS#: A4648477

Turnkey Waterfront Retreat on Siesta Key – A Fully Furnished Coastal Paradise! Discover the ultimate coastal lifestyle in this fully furnished, move-in-ready 4-bedroom, 3-bathroom waterfront retreat on the north end of Siesta Key. Perfectly situated just minutes from Sarasota’s top attractions, this home blends luxury, tranquility, and convenience. Set on 0.4 acres of deep sailboat water, the property boasts 68 feet of waterfrontage on Bayou Louise and a 20-foot dock with direct, bridge-free access to Big Pass and the Gulf of Mexico. Spend your days boating, fishing, or enjoying sunsets over the Gulf. A quick 5-minute boat or kayak ride leads to a vibrant sandbar, ideal for fun and relaxation. Surrounded by neighboring homes valued at $20+ million, this property offers a rare opportunity for luxurious waterfront living. Tropical landscaping creates a serene oasis with a spacious deck, an outdoor grill, and a gazebo for entertaining or unwinding after a day on the water. Inside, the home exudes modern coastal charm. The gourmet kitchen features quartz countertops, stainless steel appliances, and designer touches, while the family room offers stunning water views through impact sliding doors. The primary suite is a private retreat with its own entrance, a custom walk-in closet, and spa-like finishes. An additional in-law suite with a private entrance provides added flexibility and convenience. This exceptional property is just a 5-minute walk to Shell Road Beach, 3 miles from Siesta Key Village, and 3.3 miles from the world-renowned Siesta Key Beach. The sandbar is a short 5-minute kayak ride, while downtown Sarasota and St. Armands Circle are just a quick drive away. Fully equipped with linens, beach towels, bicycles, cookware, a coffee maker, LED lighting, and more, this home ensures a seamless and comfortable stay. Available for both short- and long-term rentals, it’s perfect as a luxurious personal retreat, an entertainer’s dream.
#A4635483

SARASOTA

31 LANDS END LANE

4 Beds

3 Baths

3,282 Sq.Ft.

$10,000

MLS#: A4635483

Mid-Century Modern Beach Escape on Lido Key with Newly Remodeled Bathrooms! Welcome to your perfect coastal getaway! This stunning beach house in Lido Shores on Lido Key, Florida offers the ideal blend of modern comfort and island charm. Whether you’re here for a family vacation, a romantic retreat, or a long weekend with friends, this home has everything you need to relax and recharge. Property Highlights: * Prime Location: Steps from Lido Beach and minutes to the shops and dining at St. Armands Circle. * Two Freshly Remodeled Bathrooms: Recently updated with modern fixtures, sleek tile, and spa-like finishes for a luxurious feel. * Spacious Living Areas: Open-concept design with abundant natural light, coastal décor, and comfortable furnishings. * Fully Equipped Kitchen: Stainless steel appliances, quartz countertops, and everything you need to cook at home. * Outdoor Living: Private patio with lounge seating, heated pool, BBQ grill, and lush landscaping—perfect for evenings under the stars. * Three Comfortable Bedrooms: Cozy, well-appointed rooms with plush bedding to ensure a restful stay. * Extras You’ll Love: High-speed WiFi, smart TVs, in-home laundry, and ample parking. Why You’ll Love It Here: Wake up in Paradise, spend your days sunbathing or paddle boarding, and walk to nearby restaurants for fresh seafood and live music. With its unbeatable location and stylish updates, this Lido Key beach house offers the ultimate Florida vacation experience. Call for availability!
#A4663200

SARASOTA

1165 MORNINGSIDE PLACE

3 Beds

2 Baths

3,481 Sq.Ft.

$10,000

MLS#: A4663200

Unfurnished. Annual lease. This is a rare opportunity to rent one of Sarasota's premier waterfront properties at the end of a quiet cul-de-sac jetting out into Dolphin Cove. This spectacular property on Sarasota Bay features 210' feet of deep water for large boat/sailboat with unobstructed breathtaking views with three walls of windows. Open design Florida home with original front door, split floor-plan with two master suites, one with direct pool access. The Gourmet Kitchen has quartzite counter tops, custom cabinets have solid wood drawers, dual dishwashers, larger sink, under counter filtration system, double ovens with a microwave/convection on top and a convectional roasting oven on lower, matching refrigerator with ice maker, and a built-in wine refrigerator. Second wine refrigerator. Living-Dining Room have motorized sun-out blinds with remote control. Master Suite with attached full bath includes dual sinks, Jacuzzi tub with jets and walk-in shower, walk in closet and electric fireplace, opens to backyard. Laundry room w high efficiency washer/dryer. Covered rear patio with compressed shell-stone floors. NOTE: Boat dock and lift was damaged in the hurricanes and will be rebuilt. Dock is located to right side of water front sea wall by design so as to not block the water view. Pebble tech swimming pool in shell-stone paver deck w oblong shells that glisten in the light. First, Last, Security deposit, and application required for move-in. Background and credit check performed. Landscaping and pool maintenance services included.
#A4647646

SARASOTA

7692 COVE TERRACE

3 Beds

3 Baths

2,599 Sq.Ft.

$10,000

MLS#: A4647646

Congratulations and welcome to Lido Beach Club, a private ocean- front condominium community right on the Gulf coast. Lido Beach Club is a highly desirable community, with a private ocean-front beach entry. Community amenities include a fitness center, entertainment room, club house for gatherings or special events, a library and an OCEAN-FRONT HEATED POOL. This Million-dollar property will provide your family and guests convenience, luxury and comfort. This 2-bedroom, 2-full bath condo features Ocean views of the Gulf of America from each and every room. Location is minutes from St. Armand's circle, the local destination for exquisite dining, shopping, salons and spas. This opportunity is THE PERFECT FAMILY BEACH GETAWAY. Secure your Holiday Plans now! A 3-month minimum rental is required. 4-month rentals are preferred.
#O6003533

SARASOTA

1212 BENJAMIN FRANKLIN DRIVE 504

2 Beds

2 Baths

1,421 Sq.Ft.

$10,000

MLS#: O6003533

Welcome to Deja Blue, a designer pool home just minutes from downtown Sarasota & area beaches & walkable to Legacy Trail. This house offers designer comfort w/ room to spread out. Features include a huge heated swimming pool, fully fenced back yard, chef's kitchen with breakfast bar, separate dining area, dedicated work station w/ 2 desks, 5 flat screen tvs inside & out w/ fast wifi & complimentary streaming services, outdoor kitchen, BBQ grill, separate air-conditioned sunroom & in unit laundry. As you pull up to this turn-key vacation rental you'll notice the curb appeal is excellent and inviting thanks to the newly expanded paver driveway, elevated front porch seating area, and manicured landscaping. Upon entering the home you can't help but be struck by the abundance of natural light due to the oversized flow through impact windows and the newly added window in the dining area. The living room is well appointed and can comfortably seat 6-8 people. It flows seamlessly into a workstation breezeway with side by side desks situated between the living room and the sun drenched and cozy sunroom with pullout queen sleeper. The central kitchen looks on to the stately dining room with seating for 8 and offers a breakfast bar with pendant lights, quartz countertops, and stainless appliances. The dining room offers views to the South facing front yard and shares space with the adjacent living room allowing everyone to take part in the conversation. Three well appointed bedrooms and two designer bathrooms occupy the west wing of the house. The Master Suite is situated in the private SW front corner of the home and offers an en suite bathroom with tiled shower and seamless glass enclosure. This room has a king size bed, two nightstands a walk-in closet, dresser and flat screen TV. The NW corner bedroom offers a queen size bed, 2 nightstands, a dresser, a wall of closet space and it's own flat screen TV. The 3rd bedroom offers two twin beds with a shared nightstand with pendant light above. This room also offers closet space, a dresser and a flat screen TV. All bedrooms offer ceiling fans for added comfort. The oversized backyard is a tropical oasis. The centerpiece is the 28ft by 14ft heated in-ground swimming pool with brand new paver pool deck. There is cushioned seating space for 4 guests on the West side of the pool and 4 sun loungers and an outside dining table with adjustable umbrella on the other side of the pool. A Napoleon 4-burner grill can play host to all of your grilling and entertaining needs. The backyard has been appointed with a tropical pitch apple hedge for privacy and the yard is large enough for dogs of any size to get their exercise (please clean up after your pets). A storage shed houses beach chairs and accessories as well as a cornhole set for your gaming pleasure. A covered and screened lanai area will be a great place to cool off and relax with views of the pool and tropical foliage. This area has a custom built outdoor kitchen with a bar, mini fridge, storage cabinets and an 85" flat screen TV to watch the games. There is also lounge seating on the covered lanai for 6 guests and a separate dining area as well. The location is ideal with walkability to the Legacy Trail, Payne Park and the East end of Main Street. Area beaches are just a short drive as well. This home will not disappoint. Can be rented weekly, monthly or Seasonally at varying rates. Serious inquiries only.
#A4587848

SARASOTA

2641 MARTIN STREET

3 Beds

2 Baths

1,903 Sq.Ft.

$10,000

MLS#: A4587848

Welcome to Tropical Paradise! This stunning, fully renovated home away from home is in a prime location, West of Trail. Take a dip in the private heated pool, sip cocktails at the tiki bar, and soak up the Florida sun. With spacious bedrooms, a fully equipped kitchen, and cozy living areas, you'll have everything you need for a comfortable stay. Located five minutes to downtown Sarasota and ten minutes to toes in the infamous Siesta Key beach sand, this beautiful West of trail home is available for short-mid-term rental. Rent price starts at $10,000 per month and includes all utilities. Available May, 2025.
#A4609514

SARASOTA

1865 ORCHID STREET

4 Beds

3 Baths

2,800 Sq.Ft.

$10,000

MLS#: A4609514

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