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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
4,555
# of Listings
2
Avg # of Bedrooms
$484
Avg. $ / Sq.Ft.
$869,171
Med. List Price

Browse Downtown Sarasota Real Estate Listings

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4555 Properties Found. Page 229 of 304.

St. Armand's vacation rental in popular Kingston Arms! You can't beat this location, one block to beautiful LIDO BEACH and located just off the circle, you are right in the midst of all that St, Armand's has to offer, fabulous restaurants and wonderful shops to name a few! Two bedrooms, two baths, tile throughout, king in the master, two queen beds in the guest, both bedrooms are ensuite. You will love the newly remodeled kitchen with new cabinets and stainless appliances and the subway tile backsplash! End unit condo with a covered parking space just around the corner. New AC unit, new sliders and new furniture make this a great place to call home. There is a screened Lanai overlooking a quiet residential street and the community offers a lovely, heated pool and spa. No need for a car, hop on the fabulous BayRunner trolley over the Ringling Bridge to downtown Sarasota or take a guided Kayak tour We offer competitive weekly rates in the off-season, call for availability!
#A3942397

SARASOTA

500 S WASHINGTON DRIVE 14A

2 Beds

2 Baths

1,103 Sq.Ft.

$6,500

MLS#: A3942397

THE PERFECT CONDOMINIUM RIGHT IN THE HEART OF DOWNTOWN SARASOTA. Charming two bedroom, two bath condominium, all new laminate wood flooring throughout, offering the ideal layout which guarantees privacy for both bedrooms. King bed in the main bedroom and Queen bed in the guest room. The kitchen has granite counters and solid wood cabinets. Convenience blends with elegant design throughout the unit, the high ceilings, the open floor plan, and a terrace accessible from the master suite and living room. The location combines luxury and urban lifestyle; across the street from the library, walk to theaters, shops, restaurants and our magnificent Sarasota Bayfront. ONE HUNDRED CENTRAL has a 24/7 concierge service in this very secure building. Amenities are heated pool and spa, outdoor grill/entertaining area, a gathering room with a fireplace and caterer's kitchen, library room and a state of the art fitness center. SEASON IS DECEMBER-APRIL AT $6500 A MONTH, OFF SEASON IS MAY-NOVEMBER AT $4200 A MONTH. DOWNTOWN SARASOTA, VACATION RENTAL, LUXURY.
#A4406251

SARASOTA

100 CENTRAL AVENUE 620

2 Beds

2 Baths

1,115 Sq.Ft.

$6,500

MLS#: A4406251

Available January to April 1, 2026! Beautiful two bedroom, two bath spacious condo. Furnished lanai with view of the Harbor and the Intracoastal Waterway - rarely available! Fifty-five+ community. Easy walk to deeded beach access to Siesta Key, the Number One Beach in the Country! Heated Outdoor Pool and Spa, Saunas, Modern Clubhouse, Patio Seating Area on the canal and our own Siesta Harbor Fishing Pier. Boat slips available by applying to the office. The trolley stop is at the entrance of the complex. Walk to restaurants and bars, easy on and off the key! You Deserve Paradise!
#A4522405

SARASOTA

1250 N PORTOFINO DRIVE 102MAR

2 Beds

2 Baths

929 Sq.Ft.

$6,500

MLS#: A4522405

You will be charmed by how vibrant and quaint this midcentury ground floor condo is... from the lime green exterior, to the pink hibiscus bushes blooming around the turquoise pool, which is nestled behind the privacy of a fence and garden surrounding the property! THE BEST PART ABOUT THIS UNIT... the Keylime Retreat is a 5 minute walk to the pure white sands of Siesta Beach, and an 8 minute walk to Siesta Key Village where you will find vibrant shops, wonderful dining and live entertainment! BEACH LOVERS WILL LOVE THIS LOCATION... Once here you can park and access the best of the Key on foot!! Spend all day at the beach, and let your worries fade away as you soak up the salty breeze and all of the sunshine that the Sunshine State has to offer! The Keylime Retreat is in a quiet, condo building that only has 6 total units and is tucked away from Canal Road behind a private fence. This unit is located on the corner, ground floor and has its own porch overlooking the garden and the pool. With 2-bedrooms and 1-bathroom it comfortably sleeps (6) guests. Everything has been recently updated including a brand new kitchen, bathroom and furnishings! The primary bedroom has a king sized bed. The guest bedroom has a has a twin bed that sleeps (1) and also a bunk bed that is a full size bed on the bottom and a twin size bed on the top so it sleeps (3) in total. Since this condo is a vacation rental it comes fully equipped with everything you will need such as pots, pans, linens, towels including pool/beach towels, and all the beach gear you will want! You are located in the heart of the island, so walk or ride in your golf cart to any of the famous Siesta Key restaurants - Siesta Key Oyster Bar (a local favorite), the Cottage, or Ophelia's on the Bay. You are just around the corner from the Beach Club, which is an island hot spot for dancing and drinks! Or for a more casual dinner and live music check out Daquiri Deck for the best frozen daquiris or The Hub Baja Grill for live music and tacos! If you are looking to enjoy the nightlife and the amenities that a larger city has, you are only 15-20 minutes away from downtown Sarasota, which is known for its upscale dining and art scene. Explore art galleries and museums, wander around Selby Botanical Gardens, enjoy the city skyline at night from two rooftop bars, Art Ovation and the Westin, or just sit outside at many of the open air bars Main Street. Don't miss out on catching live music at The Gator Club, a historic landmark in the center of downtown that has a true "Old Florida" vibe. Sip a cold beverage at the tiki bar, O'Leary's, that is right on the bay. For more upscale dining and shopping, head across the Ringling Bridge to historic St. Armand's Circle, where you will find boutiques and restaurants set around a charming circular park with Italian statues. Insider tip - the Ringling Bridge and Bird Key are two of the best places to catch a famous Gulf coast sunset.... So be sure to catch a sunset at Bird Key or from the top of the Ringling Bridge... you will not be disappointed!
#A4605587

SARASOTA

446 CANAL ROAD 5

2 Beds

1 Baths

704 Sq.Ft.

$6,500

MLS#: A4605587

RENTED FEB., MARCH., APRIL 2026: AVAILABLE APRIL THROUGH DEC. Abbey Model, largest of the verandas, available now, spacious and comfortable, king bed in the primary bedroom, TV mounted on the wall, Bay window, new vinyl flooring, adjoining master bath has twin sinks, soaking tub and glass walk in shower. The living room has a new sofa and love seat, large TV, and there are sliding glass doors that open to the glass-enclosed lanai featuring a gorgeous view of the lake and golf course. The kitchen is well stocked, has a cooktop stove, stone countertops, eating space in front of the windows, and is open to the dining area which is separated by the breakfast bar. There are two guest bedrooms and a guest bathroom. There are bikes in the garage and the heated community pool is a short distance from the condo. There is the opportunity to transfer the golf or social membership for a fee (contact clubhouse for the fee schedule) which provides access to the newly modernized Kipp Schultes-designed golf course, the pro shop, the well-equipped fitness center, and main heated pool. There are several Har-Tru lighted tennis courts and you will enjoy the many activities the country club has to offer like yoga, mahjong, and much more. The community borders the Legacy Walking and biking trail, is less than 15 minutes from Siesta Key beaches, shops and restaurants and you can be downtown Sarasota to enjoy the cultural and culinary activities Sarasota in known for.
#A4631730

SARASOTA

8901 VERANDA WAY 111

2 Beds

2 Baths

1,988 Sq.Ft.

$6,500

MLS#: A4631730

New on site 4 days ago
RARE OPPORTUNITY to RENT THE PENTHOUSE. 3 BEDS/2.5 BATHS full size washer/dryer and a roof top deck with panoramic views available September 2025 stay for a year, 2 or 3+ owner wants this beautiful turnkey home with a BOAT DOCK (no lift yet)RENTED LONG TERM. Owner open to lift discussion. You will enjoy Penthouse end unit in Boca Siesta is located in the heart of Siesta Key the #1 Beach in the U.S.! This gem can be rented Annually. This turnkey unit is fully furnished. Boasting endless amounts of natural light from nearly every window. Impeccable views of the Intracoastal waterway. The spiral staircase in the Florida room leads to the roof top deck where you can enjoy a glass of Champagne while basking in the roof top jacuzzi watching the sunset over the Gulf. After a long day at the beach kick back with friends and family around the secluded outdoor fire pit. 3 outdoor grills are readily available to cook up your fresh catch. Luxurious Master Suite with separate shower and Jacuzzi tub. Recently updated gourmet kitchen w/ maple cabinets and granite counters w/ breakfast bar comes fully stocked for your enjoyment. If you to get some work done there are three working spaces in the unit. Clubhouse with tennis court and pool overlooking the intracoastal. Unit comes with all equipment to enjoy a game of tennis, pool and beach toys. There are two covered parking spaces and plenty of additional parking available for guests. Private pier that can accommodate up to a 25' boat. Deeded beach access directly across the street within short walking distance RARE OPPORTUNITY to RENT THE PENTHOUSE. 3 BEDS/2.5 BATHS full size washer/dryer and a roof top deck with panoramic views available May 1, 2025 stay for a year, 2 or 3+ owner wants this beautiful turnkey home with a BOAT DOCK (no lift yet). Owner open to lift discussion. You will enjoy Penthouse end unit in Boca Siesta is located in the heart of Siesta Key the #1 Beach in the U.S.! This gem can be rented Annually. This turnkey unit is fully furnished. Boasting endless amounts of natural light from nearly every window. Impeccable views of the Intracoastal waterway. The spiral staircase in the Florida room leads to the roof top deck where you can enjoy a glass of Champagne while basking in the roof top jacuzzi watching the sunset over the Gulf. After a long day at the beach kick back with friends and family around the secluded outdoor fire pit. 3 outdoor grills are readily available to cook up your fresh catch. Luxurious Master Suite with separate shower and Jacuzzi tub. Recently updated gourmet kitchen w/ maple cabinets and granite counters w/ breakfast bar comes fully stocked for your enjoyment. If you to get some work done there are three working spaces in the unit. Clubhouse with tennis court and pool overlooking the intracoastal. Unit comes with all equipment to enjoy a game of tennis, pool and beach toys. There are two covered parking spaces and plenty of additional parking available for guests. Private pier that can accommodate up to a 25' boat. Deeded beach access directly across the street within short walking distance.
#A4659864

SARASOTA

5911 MIDNIGHT PASS ROAD 601

3 Beds

2 Baths

2,260 Sq.Ft.

$6,500

MLS#: A4659864

Immaculate End Unit in the Marlin building, Ready for you to Enjoy through January 2026 and April 2026 through year-end 2026! Stunning all the way, Great Location in the complex, close to the pool, clubhouse, spa, sauna, 2 bedroom 2 full baths, enclosed lanai overlooking the canal, steps to Deeded beach access through Crescent Arms, for your pleasure daytime or sunset time! Siesta Harbor offers a heated pool, outdoor jacuzzi, indoor sauna, fitness room, newly surfaced shuffleboard court, great clubhouse to enjoy the beautifully decorated main room, kitchen with barbecue area, library, Siesta Harbor is located directly on the main intracoastal waterway and has a dock with seating for your enjoyment to watch the boats going by, a little fishing or relaxing! The Trolley and Scat right at our doorstep and walk to shops, restaurants beach, all for you to enjoy in Paradise! Open Floor Plan, enclosed lanai, dining area open to the living room, lots of windows since this is an end unit. Beautiful water views of the canal. Two bedroom, two bathroom and beautiful flooring throughout. Come to our Paradise! Siesta Harbor is surrounded by the Intracoastal Waterway with Harbor and Bay views from every unit. This South facing renovated condo is in the building closest to the pool, and you have your own assigned parking space. Sit on your lanai and watch the boats go by as you sip your morning coffee. Amenities include direct beach access to Siesta Key beach, voted the number One beach in the USA, community pool and spa, sauna, fitness room, newly surfaced shuffleboard court and walking distance to shops, restaurants and entertainment. Close proximity to the Stickney Point bridge enables easy access on and off the Key. This is a 55+ community which means one renter in the party must be over 55 years of age. No pets and no smoking please.
#A4478353

SARASOTA

1250 N PORTOFINO DRIVE M301

2 Beds

2 Baths

1,123 Sq.Ft.

$6,500

MLS#: A4478353

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
#A4622166

SARASOTA

1451 S JEFFERSON AVENUE

2 Beds

2 Baths

1,824 Sq.Ft.

$6,500

MLS#: A4622166

OPEN FOR SEASON 2025! Siesta Key Resort Style Vacation Rental, you will love the fabulous renovation these owners have done, everything is brand new and the aboslute best! The kitchen has been updated with gorgeous cabinets, a stunning Quartz waterfall countertop, there is a breakfast bar as well as dining table, and stainless appliances. All new furniture throughout and amazing views of the water from almost every room. The primary bedroom has a King bed and flat screen TV, the guest bedroom has a Queen bed and all closets have built-ins. Both baths are all new, with designer finishes, including back-lit mirrors. The large screened patio offers views of the intracoastal waterway and beyon, and has a full size washer and dryer for your convenience. Wi Fi througout, and streaming options for TV viewing. This gated and secure community has a fishing pier, kayak launch, fitness room, clubhouse and tennis courts, and you are just a short stroll to Turtle Beach! Take the free Trolley to the Siesta Key Village for shopping, dining and entertainment.
#A4599307

SARASOTA

9393 MIDNIGHT PASS ROAD 302

2 Beds

2 Baths

1,128 Sq.Ft.

$6,500

MLS#: A4599307

Gorgeous Canal View Condo now available on Siesta Key as an annual rental. Rent for the remainder of 2025 through the Winter Season until December 2026 and work from home on your walk-out lanai watching the deep water boats on the Intracoastal Waterway. Incredible View of the Intracoastal Waterway, Beautiful two bedroom, two bath spacious first floor walk-out condo with lots of natural light. Completely remodeled and fully renovated in March 2023! One month minimum, Fifty-five+ community. Crescent Arms beach access to Siesta Key Beach directly across the street, the Number One Beach in the Country! Heated Outdoor Pool and Spa, Sauna, Modern Clubhouse, Activities all Season, Patio Seating Area on the canal and our own Siesta Harbor Fishing Pier. Boat slips available by applying to the office. The trolley stop is at the entrance of the complex. Walk to restaurants and bars, easy on and off the key! You Deserve Paradise!
#A4581886

SARASOTA

1350 N PORTOFINO DRIVE 108TAR

2 Beds

2 Baths

86 Sq.Ft.

$6,500

MLS#: A4581886

No damage from Hurricane Helene or Milton! Available for seasonal and annual rental 2025, call agent for pricing. Discover the epitome of waterfront living in this exquisite 3-bedroom, 2-bathroom home located in Sarasota, Florida. Set on over a quarter-acre of prime land, this beautiful residence features a spacious 1,995 square foot open floor plan that leads to your private pool, ideal for entertaining and soaking in stunning canal views. Boating enthusiasts will appreciate the convenient boat lift, offering direct access to the serene canal waters leading you directly into the Bay. The thoughtfully designed layout harmoniously integrates indoor and outdoor living spaces, allowing you to fully embrace the picturesque surroundings. Experience the coastal lifestyle with this canal-front home, which is not just a residence but a true waterfront retreat. You’re within close proximity to Siesta Key Village, award winning beaches, Gulf Gate Shopping Mall, Publix, Costco and so much more!
#A4609574

SARASOTA

1649 STANFORD LANE

3 Beds

2 Baths

3,092 Sq.Ft.

$6,500

MLS#: A4609574

This 2 bedroom, 2 bath condo in this popular 55+ community, is conveniently located on the ground floor next to the club house and swimming pool, and features new appliances, granite counter tops and ceramic flooring. Queen size bed in the Master with a walk in closet plus a full wall length closet. The guest bedroom has 2 single beds that can be combined to make a King. Updated bathrooms include a guest bath with a tub/shower combination. The complex is surrounded by the Intracoastal Waterway with boat access to the Bay. Boat slips can be rented for a nominal fee. Enjoy your morning coffee on the large Lanai overlooking the boats in the Harbor. There is 1 assigned carport and ample visitor parking. Siesta Harbor has a large saltwater heated pool, spa, fitness center, outside grills and tables, shuffle board courts, boat docks, fishing pier, a large community room with kitchen facilities for parties and a small lending library and pool table to occupy your time on that rare non-sunshine day. Across the street is Crescent Beach (Siesta Beach) rated #1 beach in America with deeded beach access for Siesta Harbor guests. Put your toes in the fine quartz sand that stays cool on your feet as you walk along the Gulf of Mexico shoreline. Siesta Key Trolley offers free rides to Turtle Beach or Siesta Village. Siesta Harbor is an over 55 community. No pets allowed. High season rates in effect December through April.
#A4120613

SARASOTA

1250 N PORTOFINO DRIVE 107MAR

2 Beds

2 Baths

1,061 Sq.Ft.

$6,400

MLS#: A4120613

Available May 16th 2025!!! 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 counter-tops, solid wood cabinetry, glass tile back-splash, breakfast bar and stainless appliances. Bathrooms feature granite countertops with dual sink in the master bath. Master suite includes his and her walk-in closets. Keep your vehicles cool in the over-sized 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.
#A4625745

SARASOTA

2943 TUCKERSTOWN DRIVE

3 Beds

2 Baths

2,547 Sq.Ft.

$6,300

MLS#: A4625745

Welcome to your dream coastal retreat at Gulf & Bay Bayside in Siesta Key, Florida! Nestled within this exclusive waterfront community, this exquisite two-bedroom condo offers a perfect blend of luxurious living and breathtaking views. As you step into this meticulously designed residence, you are greeted by an open-concept living space adorned with tasteful coastal decor. The living area, bathed in natural light, invites you to unwind and relax with its comfortable furnishings, creating a seamless connection between indoor and outdoor living. Slide open the glass doors to reveal a private lanai overlooking the lush landscaping. The kitchen is a culinary haven, boasting modern appliances, sleek countertops, and ample storage space. Whether you're preparing a gourmet meal or enjoying a casual brunch, the kitchen is as functional as it is aesthetically pleasing. The two bedrooms are offering a tranquil oasis for rest and relaxation. The primary bedroom, complete with a spa-like ensuite bathroom, provides a sanctuary of comfort utilizing a king-size bed and large TV. The second bedroom has a full-size memory foam bed with a TV, offering privacy and comfort. The living room offers a very comfortable queen size memory foam sleeper sofa complete with the necessary linens. Gulf & Bay Bayside ensures guests enjoy a resort-style lifestyle with an array of amenities, including a sparkling pool overlooking the bay, a fitness center, and meticulously landscaped grounds. Take a leisurely stroll through the community, enjoying the tropical flora and the proximity to Siesta Key's famous white sandy beaches. **Taxes and fees not included.
#A4593068

SARASOTA

1326 SIESTA BAYSIDE DRIVE 1326-D

2 Beds

2 Baths

959 Sq.Ft.

$6,300

MLS#: A4593068

Welcome to this charming three-bedroom, two-bath pool home in the desirable Gulf Gate neighborhood. Located on a tree-lined cul-de-sac, this home is conveniently situated just a quarter of a mile from Gulf Gate shops, restaurants, and nightlife, with public transit options nearby. Enjoy your morning coffee in the sunroom or relax by the screened, private pool. The home features a split floor plan, with the master retreat on one side and two guest bedrooms on the other, offering privacy and comfort. For those who appreciate music, a baby grand piano awaits in the family room. Please note that the swimming pool is unheated, and one garage space is available, as the owner uses the other for personal storage. The property includes a fully fenced backyard, and one non-shedding pet is welcome with owner approval, with a nonrefundable $300 pet fee. This home is occupied in the summer and fall months.
#A4480615

SARASOTA

2929 MAYFLOWER STREET

3 Beds

2 Baths

1,694 Sq.Ft.

$6,200

MLS#: A4480615

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