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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
4,295
# of Listings
2
Avg # of Bedrooms
$496
Avg. $ / Sq.Ft.
$880,118
Med. List Price

Browse Downtown Sarasota Real Estate Listings

4295 Properties Found. Page 218 of 287.

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

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

Price reduced
The property can be rented for a SHORT or LONG term. Minimum 30 days rent. Property AVAILABLE from Decemver 1,2025 for $9800. The Luxury Home is available for LONG-TERM rental for a duration of 8 to 12 months at a rate of $6,300 per month. Alternatively, the seasonal rate from December 1 2025 to April 30, 2026 is set at $9800 per month.
***Please ask the Listing Agent for more details***
Beautifully crafted and maintained, this remarkable Sarasota custom-built home! FULLY FURNISHED by MM Modern Miami, there’s nothing left to do but move in and savor the lifestyle that awaits within this refurbished modern haven. Through the glass-inlaid double doors, discover a captivating, sun-soaked interior where crisp white tones, soaring ceilings, and gorgeous wide-plank flooring are on show. An elegant brick FIREPLACE warms the seamlessly flowing entertainment areas, featuring curated sculptures by renowned artists like Andrea Giorgi and Paul Bielec. Expansive glass sliders inspire vibrant indoor/outdoor celebrations, inviting you poolside after a sumptuous meal or hearthside games. An open-concept chef’s kitchen beckons with its top-of-the-line appliances, abundant cabinetry, an oversized walk-in pantry, and gleaming quartz countertops that extend to the multi-seater island. Movie buffs will love the state-of-the-art CINEMA ROOM where you can enjoy streaming shows in ultimate comfort. Equal parts form and function, the well-sized private retreats offer a restful escape after a long day, accommodated by exquisitely redesigned baths that feature an imported Maciej Zien European tile collection. Double doors reveal an unparalleled primary suite that pampers you with lanai access, a boutique-like wardrobe, and an ensuite exuding luxury at every turn. Fun and leisure abound as additional, recently installed recreational amenities flow outside with an alfresco dining area, a built-in BBQ grill, a pristine HUGE SALT POOL, a HOT TUB , and SPORTS COURTS sports for BASKETBALL and PICKLEBALL . New lush landscaping dotted with towering palms enhances the picturesque FULLY FENCED YARD and an attached 2-car garage. Siesta Key offers an array of activities, from water sports and boating to shopping and dining at charming local spots. Embrace the island's vibrant arts and culture scene, explore nearby parks and nature reserves, or simply revel in the beauty of the Gulf of Mexico. Your piece of paradise is waiting! Cleaning Fee $300.***Make sure you see the Virtual Tour***NO PETS ALLOWED.
#A4659122

SARASOTA

1899 VAMO WAY

3 Beds

3 Baths

3,667 Sq.Ft.

$6,300

MLS#: A4659122

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.

$6,300

MLS#: A4659864

Fully OPEN for 2026 SEASON RESERVATIONS-SARASOTA POOL HOME in CORAL COVE. Just completed newly furnished and UPDATED 3BR, 3BA waterfront pool home is ready for your arrival. RENTAL HOME Available for LEASE. Coastal Living at it's best, WEST OF THE TRAIL!! This amazing home overlooks a saltwater canal with a private dock access for fishing, kayaking and boating in the Sarasota Bay. Dive-In or float in the heated in ground pool. Move-In and enjoy the Florida indoor/outdoor lifestyle. Just completed, a spacious screened lanai with a covered patio and large sunshine area to relax. Inside the home, the great room floor plan opens up the home's living area to capture the views and sunlight throughout. All three bedroom feature queen size beds and are en-suite with full size updated bathrooms. Well equipped Eat-In kitchen. Located in Sarasota, less than four miles to the beautiful #1 rated Siesta Key beaches and village. The Coral Cove neighborhood private 2-acre park is a walk away from the home. The tree lined waterfront park features a boat ramp, day dock, excellent fishing opportunities, and scenic views. This location offers endless opportunities to explore in Sarasota during your stay: Legacy Trail for bicyclists, Marie Selby Botanical Gardens, Ringling Museum, Performing Arts theaters, and Downtown Sarasota. One month minimum stay. Monthly Rates for May through November $3500 and December through April $6250, +13% tax on stays for one to six months. No PETS/ No SMOKING. Don't miss your chance to experience this true coastal rental gem. OPEN FOR 2026 SEASON RESERVATION FOR TWO MONTH OR LONGER STAY.
#A4643493

SARASOTA

1718 CARIBBEAN DRIVE

3 Beds

3 Baths

2,803 Sq.Ft.

$6,250

MLS#: A4643493

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

Today is the day you will make the decision for your new residence and this home will exceed your expectations. Located away from the hustle in the quiet community of Artistry, this 3 Bedroom, 4½ bath Executive home is stunning in all aspects. From the moment you enter, you will know you have found your place. Beautiful 12 foot ceilings, the impressive kitchen, lustrous 24x24 floor tiles, and the views all will captivate you. The Kitchen has everything right where it should be from the upgraded GE model appliances including the gas stove and built in ovens all enclosed with the sleek designer cabinetry. The oversized island is perfect for your gourmet dishes for entertaining or more casual dining. The Primary bedroom is truly impressive in size and functionality. Bedrooms 2 and 3 both feature en-suite bathrooms and walk-in closets. A separate dining room and a den/office are found just off the entrance. Plus a versatile “Club Room” is included in this model. Use your imagination here. TV Room? Reading Room? Play Room? Ah, the possibilities. When it is time to relax, or create your BBQ masterpieces, the screened in Lanai is your retreat. Executive Homes like this are not available often. Schedule your private showing now.
#A4667724

SARASOTA

8921 ARTISAN WAY

3 Beds

4 Baths

4,957 Sq.Ft.

$6,200

MLS#: A4667724

Looking for a sunny escape from the winter chill? Welcome to your fully furnished seasonal rental in the sought-after Turtle Bay community on Siesta Key, just minutes from the award-winning sand of Siesta Key Beach. This beautifully updated second-floor 2-bedroom, 2-bath condo offers sweeping views of Sarasota Bay, high-quality finishes, and resort-style amenities, ideal for a 3-month seasonal stay. The unit comfortably sleeps six, making it perfect for families or groups seeking a relaxing coastal getaway. Enjoy 1,357 sq ft of stylish coastal living with luxury vinyl flooring throughout, a modern kitchen featuring granite countertops, stainless steel appliances, and ample cabinet space. Both bathrooms are fully renovated with walk-in showers and updated fixtures. A private in-unit laundry closet adds everyday convenience. Step out to the screened lanai and take in the bay breeze and peaceful water views, your own slice of Siesta Key serenity. The spacious primary suite includes a king-size bed, en-suite bath, and generous closet space, while the guest bedroom is perfect for visitors or additional flexibility. This condo is truly vacation ready, complete with beach chairs, umbrellas, and everything you need for a relaxing beach vacation. Plus, enjoy private beach access just a short walk away via the Tortuga community across the street. The Siesta Key Trolley stop is conveniently located nearby, providing easy access to the Public Beach and Siesta Key Village, where you can enjoy restaurants, souvenir shops, ice cream treats, and the lively live music scene that sets the island’s vibe. The Turtle Bay community offers residents access to an in-ground swimming pool, relaxing jacuzzi, and gas BBQ grills, perfect for enjoying the Florida lifestyle to the fullest. Boat slips are also available on a first-come, first-served basis for a nominal fee, perfect for boaters eager to enjoy direct access to Little Sarasota Bay. The building also features elevators for easy access. Garage storage is available but is not accessible for vehicle parking. AVAILABLE IMMEDIATELY from October 2025 - June 2026.
#A4667149

SARASOTA

8735 MIDNIGHT PASS ROAD 206b

2 Beds

2 Baths

1,472 Sq.Ft.

$6,200

MLS#: A4667149

Available for season 2026! Welcome to Coastal Living at its finest, perfectly nestled on the sought after barrier island of Siesta Key. Updated unit offers serene water views, abundant natural light and the relaxed elegance that defines Florida living. Located in a meticulously maintained waterfront community, this spacious unit features an open and inviting layout ideal for seasonal opportunities. Enjoy the bright kitchen with new stainless steel appliances and all the tools you will need to prepare a gourmet meal for family and friends. The living room has a 52inch Samsung Smart TV, the master bedroom has a king size bed and the second bedroom has a queen size bed both with a 42 inch Samsung smart TV all Frontier WiFi service.  Enjoy the private balcony that invites morning coffee or evening cocktails overlooking the canal and intercostal Waterways. Steps from the elevator, free laundry room and storage, housed with all the necessities for a day at the beach including beach chairs, umbrella, cooler and wagon.  Active community offers resorts style amenities, heated pool, outdoor spa and shower, indoor sauna, socially active clubhouse, fitness center, shuffleboard, library, outdoor barbecue area with Grille and fishing pier.   Beach Access  is steps  away to Siesta Key's world famous white-sand beaches as well as easy access to the mainland. Two key fobs allow you private beach access right across the street via Crescent Arms. A free trolly stops in front of the complex and allows you full access to all of Siesta key village with all its shops and restaurants as well as the public beaches( Siesta, Crescent and Turtle).   One occupant must be 55 or over to rent this unit.
#A4672238

SARASOTA

1250 N PORTOFINO DRIVE 303

2 Beds

2 Baths

929 Sq.Ft.

$6,100

MLS#: A4672238

BEAUTIFULLY LOCATED SINGLE FAMILY HOME/PALMER RANCH .. .Isles of Sarasota...Three bedroom two bathroom home.  Primary and second bedroom both have a king size beds. Third bedroom offers an queen size bed.  Primary has an en-suite bathroom with a standing shower, garden tub and double sinks.  Eat in kitchen, living room and dining room combination.  Large screened back patio and a wrap around front porch.  Beautiful lake views.  Club house, tennis courts and community pool with hot tub. Four month minimum AVAILABLE October 1st.  NO PETS. SARASOTA/SINGLE FAMILY HOME
#A4547602

SARASOTA

1498 ERNESTO DRIVE

3 Beds

2 Baths

1,764 Sq.Ft.

$6,000

MLS#: A4547602

RENTED JAN., FEB., MARCH, 2026. One of the prettiest views in Stoneybrook overlooking the 3rd hole on the golf course. This is special!! This second-floor “Barrington” model veranda offers over 1400 sq. ft. of open living space, two bedrooms, two full baths, plus den/office, and is newly furnished and decorated, flat-screen TVs, internet access, there is new engineered wood flooring in living and dining area and den. There is a screened entry and rear lanai, a one-car detached garage, and is conveniently located just a short distance from the heated community pool and tennis courts.  The clubhouse is something to be proud of and features casual and formal dining, a grill room, a piano lounge, and meeting rooms, there is a well-equipped fitness room, a library, a large heated pool, and spa. The community is conveniently located less than two blocks from the access to the Legacy Bike and Walking Trail and is minutes away from the famed sugary sand beaches of Siesta Key, shops, and fine restaurants.  You can be downtown in 20-25 minutes to take in all the cultural activities Sarasota has to offer. 
 The golf membership can be transferred for a fee (check with the clubhouse for fee schedule) for the duration of your stay.  CALL FOR OFF-SEASON RATES.  The golf course is undergoing a modernization has been completed and is said to be one of the best courses on the West Coast of Florida.
#A4144745

SARASOTA

4639 CHAPEL HILL DRIVE 2924

2 Beds

2 Baths

1,686 Sq.Ft.

$6,000

MLS#: A4144745

rent is variable, $6000-$12,500
#A4544176

SARASOTA

2213 WASON ROAD 2

3 Beds

2 Baths

1,419 Sq.Ft.

$6,000

MLS#: A4544176

2026 SEASON AVAILABLE JAN THRU MAR 2026 at $6000 Monthly. The Meadows Golf & Country Club Spacious villa 2 Bedrooms 2 Bathrooms - the 3rd bedroom is now a Den that opens up to the kitchen; a Glassed in Lanai with tranquil  views in a park-like oasis just about 15 minutes to downtown. In desirable Oakley Greene, a paver driveway, ample parking and private patio welcome you home. Heated community pool.  Master Bedroom King Bed. Guest Bedroom Queen Bed.  THE MEADOWS SITS ON 1650 LUSH ACRES, 80 LAKES, 16 MILES BIKING/HIKING TRAILS, PAY FOR PLAY 3 18-HOLE GOLF COURSES, 17 HAR TRU TENNIS COURTS, DINING VENUES and more* CLOSE TO DOWNTOWN, ST ARMANDS CIRCLE, LIDO BEACH* MINUTES TO UTC MALL AND I-75* UTILITIES, CABLE-WI-FI INCLUDED. VEHICLE RESTRICTIONS: NO PICK-UP TRUCKS, RV'S, MOTOR CYCLES or COMMERCIAL VEHICLES* 2026 SEASONAL RENT at $6000.00 Jan 1 thru March 31, 2026. CALL FOR OFF-SEASON RATES. *BOOK NOW - YOUR TROPICAL PARADISE IN THE SUNSHINE STATE*
#A4624532

SARASOTA

4419 OAKLEY GREENE 19

3 Beds

2 Baths

2,505 Sq.Ft.

$6,000

MLS#: A4624532

ANNUAL/SEASONAL FURNISHED RENTAL Sarasota Mainland - 2 miles to Siesta Key. Wow! Fantastic south Sarasota location 4 bedroom, 2 1/2 bath home sleeps 12. Minutes from the #1 Beach in the US, Siesta Key! No traffic jams here at this west of Trail waterfront home. Kayak and paddle board through Metheny Creek that leads to the Gulf of Mexico via the Intracoastal Waterway. Power boats OK during high tide. 600 yards to the Bay - no bridges. Enjoy living in this small enclave of homeowners fortunate enough to live so close to Sarasota's waterways. You will be spending all your time outdoors in this beautiful, peaceful setting among the Mangroves enjoying the private backyard with boat dock, heated pool, screened in lanai, and fenced back yard. This area is home to Manatees, sea birds, cranes, egrets and more. So much to explore as you paddle through the waterways in your kayak.  No pets.
#A4670129

SARASOTA

1895 BUCCANEER CIRCLE

3 Beds

2 Baths

2,500 Sq.Ft.

$6,000

MLS#: A4670129

GULF GATE WOODS...This single family home offers 2 bedrooms + a den & 2 bathrooms with a split floor plan. Ideal property for your winter get away. Enjoy the Sarasota lifestyle to the fullest in this stunningly updated home nestled on an over-quarter-acre lot in the sought-after Gulf Gate Woods neighborhood. Once inside, the light and bright open-concept living areas greet you with all-new modern luxury vinyl plank flooring, recessed lighting fixtures & ceiling fans, stylish 5 1/3" baseboards, and a contemporary fresh coat of paint. The kitchen's upgraded granite counters & island bar top, soft-close cabinets, custom tile backsplash, and stainless appliances add a flair and its passthrough window helps achieve Florida indoor-outdoor living & dining. Using the sliding doors in the living room or formal dining room, head out to explore the lanai to imagine all the possibilities for entertaining it provides and to scope out the ample backyard. Back inside, soak in the primary bedroom's quarters, including an updated en-suite bath complete with walk-in & linen closets, dazzling Carrara marble sink vanities, and a lavish floor-to-ceiling tile shower. Make sure to check out the bonus room located just off the primary bedroom, which makes for a perfect home office or nursery, before heading across the split-bedroom floor plan to investigate the guest bedroom and bathroom that also received a revamp of chic custom tile in the shower and Carrera marble vanity. A dedicated laundry room with a utility sink, an attached two-car garage. This prime location means it is just minutes from all the fabulous dining, shopping, nightlife & cultural events happening in the nearby Gulf Gate business district or in Downtown Sarasota, as well as the Legacy Trail, golf courses, boat clubs, an award-winning library, and of course... the world-famous soft sand and warm blue gulf waters of Siesta Key's beaches!
#A4665872

SARASOTA

2544 CARLISLE PLACE

2 Beds

2 Baths

2,872 Sq.Ft.

$6,000

MLS#: A4665872

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