Sarasota's Premier Homes
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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
4,595
# of Listings
2
Avg # of Bedrooms
$485
Avg. $ / Sq.Ft.
$874,399
Med. List Price

Browse Downtown Sarasota Real Estate Listings

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1792 Properties Found. Page 37 of 120.

Experience coastal living at its finest in this 3-bedroom, 2-bathroom second-floor lakefront condo located in the desirable Gulf and Bay Club Bayside community in Siesta Key. With breathtaking views of the lake, pool, and tennis court from the screened-in lanai, this home is a perfect retreat. The kitchen is equipped with stainless-steel appliances, and the adjacent dining table offers a great space for enjoying meals with family or friends. The light and bright living room enhances the relaxed, coastal vibe. On the first floor, the primary bedroom boasts a king-size bed and an attached bathroom featuring a walk-in shower with stunning marble from floor to ceiling. Upstairs, the second bedroom offers a spacious retreat with a queen-size bed, ideal for unwinding after a day of adventure. The second bathroom includes a dual vanity and a walk-in shower, while the third bedroom has two twin-size beds, perfect for guests or family members. For beach days, you’ll find all the essentials stored in the garage, making this condo a true beach lover’s paradise! Upon arrival at Gulf & Bay Club Bayside, you'll be captivated by the beauty, serenity, and charm of this "Key West" style village. Stroll along the community path to the fishing dock, where you can take in the breathtaking views of the Intracoastal Waterway. Here, you might catch a fish, spot jumping dolphins, or even see a manatee. Our spacious units, individually owned and decorated, are surrounded by lush, tropical landscaping, shell paths, and tranquil lakes with soothing fountains. Gulf and Bay Club Bayside offers a variety of on-site activities, including two heated pools, two tennis courts that can be converted to pickle-ball courts, and an exercise room. BBQ grills are also available for all guests to use, making it easy to enjoy a meal outdoors. House Rules: No Motorcycles, golf carts, RVs, boats, or trailers allowed. No smoking. No burning candles inside of lodging. No parties. No Pets.
#A4648978

SARASOTA

1206 SIESTA BAYSIDE DRIVE 1206B

3 Beds

2 Baths

1,495 Sq.Ft.

$8,900

MLS#: A4648978

Welcome to your fully furnished, newly renovated home, which is all about modern comfort and style! This lovely space features three cozy bedrooms, each with its own en suite bathroom, plus an additional bonus room and a convenient powder room. You’ll love the spacious kitchen, complete with an inviting island that’s perfect for seating 6-8. The open-plan living and dining area flows seamlessly onto a fantastic outdoor patio, which boasts an 8-seater bar area that creates a fun sports bar vibe with 3 TVs around to catch your favorite games! Enjoy picturesque views of the large swimming pool and peaceful canal right from your patio, and gather around the outdoor fire pit for cozy evenings. Plus, there’s a laundry room and a covered carport that comfortably fits 4 cars! Need more space? There’s plenty of extra room on the driveway for parking, too. It’s a perfect blend of comfort and entertainment! Added bonus: boat lift for a 28-foot boat!
#A4624934

SARASOTA

331 MAGELLAN DRIVE

3 Beds

3 Baths

4,500 Sq.Ft.

$8,800

MLS#: A4624934

Listing reflects peak season rate. Available peak season months: January 2026, April 2026. Discover Turquoise Turtle, a beautiful 2-bedroom, 2-bathroom condo nestled within the luxurious Harbor Towers Yacht & Racquet Club on Siesta Key. This charming beach palace is your true coastal getaway, offering a prime location and resort-style amenities. From the moment you park in your assigned spot, you'll feel the resort vibe. Step into the beautifully remodeled lobby and take the elevator to the fourth floor, where the inviting blue hues of Turquoise Turtle welcome you to paradise. Inside, you'll find modern beach decor and an updated galley kitchen, designed for your comfort. The primary bedroom features a king-sized bed, while the second bedroom offers a comfortable queen bed. A sleeper sofa in the living area accommodates two additional guests, allowing the condo to comfortably sleep up to 6 guests. The two bathrooms are clean and functional, and the split floor plan ensures privacy for all guests. Step out onto your private balcony and enjoy views of the world-famous Siesta Key Beach directly across the street! You'll be just minutes away by foot, and a quick trolley, bike, or golf cart ride will take you to Siesta Key Village's delicious restaurants and vibrant shops. Harbor Towers boasts an array of amazing amenities, including two heated pools, three Har-Tru tennis courts, and an outdoor patio overlooking one of Siesta Key's largest marinas. Notably, the community is located directly on the Intracoastal Waterway, and for boat enthusiasts, you are able to register with the HOA to dock your boat right on-site. The community also offers convenient washers and dryers on every floor and a fitness room. Don't wait – book your ultimate Siesta Key vacation at Turquoise Turtle today!
#A4581930

SARASOTA

5855 MIDNIGHT PASS ROAD 426

2 Beds

2 Baths

1,256 Sq.Ft.

$8,700

MLS#: A4581930

Location Location Location!! SEASONAL RENTAL SEE RATES BELOW Walk or bike ride to world renowned Siesta Key Beach! Make some memories at this unique oasis and family-friendly place with 2 separate houses. Rent one or both and enjoy the entire compound. This front house is 2 bed/1 bath, kitchen with all accessories for your stay. Washer/dryer in each unit. This home's massive outdoor screened in patio has a luxurious resort size pool, spa, and BBQ for outdoor entertaining. Only 5 minute bike ride to Siesta Key Beaches. Experience the best of coastal living with beach activities on Siesta Key crystal white sand beaches. Excellent kayaking, paddleboarding, Jet-ski or para-sailing opportunities are nearby, along with local parks and nature trails for hiking and biking. Explore art galleries, theaters, and unique boutiques for a rich cultural experience. Rent e-Bikes or golf cart to explore the area and easy 5 minute ride to the beach. Bikes and beach cart provided. Many great restaurants and bars within 1 mile. Fully furnished ready for fun! Guide to all the fun and local places provided in unit. Main House with pool, 2 Bedrooms [Sleeps 4] x 1 bathroom & separate laundry room / pool bathroom. ***April - June 15th= $300/night *** June 16th - Aug 15th =$450/night ***Aug 16th - Oct 30th $300/night ***Nov 1 - Dec 15th $400/night **** Seasonal Rate Dec 15th - April 15th = $600/night.
#A4643790

SARASOTA

6139 HOLLYWOOD BOULEVARD

4 Beds

3 Baths

3,364 Sq.Ft.

$8,500

MLS#: A4643790

RENTED JANUARY, FEBRUARY, MARCH & APRIL 2026. AVAILABLE OFF-SEASON MAY THROUGH DECEMBER 2025: Welcome to the perfect seasonal getaway in the heart of sunny Florida at Stoneybrook Golf & Country Club. This immaculately well-cared-for home with heated pool and luxurious amenities is sure to offer an unforgettable experience. The residence features 3 bedrooms, 2 bathrooms, and an additional family room for ample space and comfort. The outstanding curb appeal sets the tone; upon entering through the screened foyer, you are greeted by sweeping views of the lake and an inviting pool. The open floor plan is elegantly appointed, creating a seamless flow between spaces. The living room boasts a wall of glass sliding doors and is open to a bright, well-stocked kitchen equipped for culinary enthusiasts. The primary bedroom offers a king bed, a spacious walk-in closet, an adjoining master bath with glassed walk-in shower, plus sliding doors opening out to the lanai, an oasis with picturesque lake views and a crystal clear pool. The 2nd bedroom is equally charming, featuring a queen bed and coastal-themed decor. The versatile 3rd bedroom serves as an office or arts & crafts room and includes a Murphy bed and built-ins. This is a thoughtfully designed home with updated furnishings in soothing blues and touches of coastal flair, ensuring a stylish and comfortable stay. Stoneybrook Golf and Country Club is a highly sought-after gated community in Palmer Ranch offering premium amenities, including an 18-hole Kipp Schultes redesigned golf course, lighted Har Tru tennis and pickleball courts, a pro shop, a state-of-the-art restaurant and grill room, a fitness center, bocce courts, putting greens, a driving range, a shared library and an additional heated pool and spa, along with planned activities such as yoga and mahjong, and borders the Legacy Walking and Biking Trail, shopping centers, Costco, restaurants, and is just minutes to the sugar sandy beaches of Siesta Key and all the attractions Sarasota and Venice have to offer. Experience the ultimate stay-and-play at Blu Finn, where upscale living meets the fairway at the beautiful Stoneybrook Golf & Country Club. Book your seasonal escape today and savor the vibrant lifestyle of sunny Florida.
#A4637680

SARASOTA

8937 OLDE HICKORY AVENUE

3 Beds

2 Baths

2,243 Sq.Ft.

$8,500

MLS#: A4637680

Welcome to the "Hangout on Hyde" where comfort, privacy & fun collide! We are a fully renovated, turnkey furnished, beach inspired, 3 bedroom 2 bath heated saltwater pool home w/ outdoor kitchen located just 2 miles from Siesta Key in the Arlington Park neighborhood. We are a pet friendly home with a fully fenced backyard and private screen enclosed lanai allowing you to enjoy meals outside at our newly added outdoor kitchen w/ separate covered outdoor grilling station. Enjoy free wifi, streaming & on site laundry. The Master Bedroom offers a King bed, Smart TV, 2 nightstands and a dresser as well as a newly remodeled en suite bathroom. The Guest bedroom also offers a king bed, 2 nightstands, a dresser and Smart TV. The third bedroom offers a twin over twin bunkbed with pullout trundle as well as a full size arcade game with over 4000 games and a Smart TV.
#A4615270

SARASOTA

2350 HYDE PARK STREET

3 Beds

2 Baths

2,081 Sq.Ft.

$8,500

MLS#: A4615270

Open for April and beyond! Rent 3 months for $8000 per month, 6 months for $7000 per month or a year for $6500! Rarely available 3 bed, 3 bath, plus office/work-space condo in sought-after Somerset Cay! You will love the resort-style amenities and the contemporary elegance this wonderful home offers. There are three balconies, offering views of the Bay, the Intercoastal Waterway and the Gulf. Fully updated kitchen with top-of-the-line appliances and breakfast bar, a large primary suite with a King bed, with access to the private balcony. The spacious primary bath offers dual sinks, a soaking tub and walk-in shower. Both guest bedrooms are elegantly appointed, you will appreciate the tasteful decor and original artwork! This boutique-style community offers a heated pool and spa, well-equipped fitness center, cabanas, BBQ area and kayak launch, to name a few. Located on the south end of the Key, you are just down the street from popular Turtle Beach, and many dining and shopping options, both on the Key and off. Welcome to your slice of Paradise!
#A4581541

SARASOTA

9122 MIDNIGHT PASS ROAD 34

3 Beds

3 Baths

3,010 Sq.Ft.

$8,500

MLS#: A4581541

** BOOKED JANUARY THROUGH MARCH 2025 ***GORGEOUS BEACHFRONT HOME LOCATED IN THE HIGHLY SOUGHT AFTER GULF & BAY COMMUNITY! Enjoy spectacular sunsets and views of the Gulf of Mexico from this 6th floor 2 Bedroom/ 2 Bath luxury condo. Full Gulf views from living room/dining room combo and master bedroom! Gulf & Bay Club is located on Siesta Key Beach, voted #1 Beach in the USA! The spacious unit features modern furnishings, large gorgeous gourmet kitchen, plenty of closet space and a full size washer and dryer. FREE WiFi is included! This exclusive resort community offers 2 clubhouses, 8 tennis courts, 3 heated swimming pools, sauna, hot tub, a commercial grade fitness center, and media facilities. This lovely condo is ideal for a vacation getaway or longer stay. No smoking and no pets allowed. Call for availability. RENT PRICES: JANUARY - APRIL: $8,500/MO., MAY - SEPTEMBER: $5,500/MO., OCTOBER - DECEMBER: $6,500/MO.
#A4486589

SARASOTA

5770 MIDNIGHT PASS ROAD 605

2 Beds

2 Baths

1,337 Sq.Ft.

$8,500

MLS#: A4486589

*** Available December, 2025 thru April, 2026***. Owner Requires 4-Month Lease min. Located in South Sarasota minutes to #1 rated Siesta Key Beach. Close to the Siesta Key Village with its many restaurants and shopping. This modern home is a short distance to all that Sarasota and Florida have to offer. Pride of ownership shows throughout the house with its travertine floors, complete renovations from top to bottom with all televisions wall mounted. Tastefully furnished. Large master bedroom with king bed. Two guest rooms with queen beds in each. This home is ready for you to enjoy. Perfect for entertaining with family and friends, whether in the over-sized great room with fireplace or outside lounging by the beautiful pool with spa that overlooks the waterway with two umbrella tables and a fire pit. Grilling, boating, kayaking all for you to enjoy. Beautiful landscaping with up lighting on all trees creating a spectacular entry at night. Location is prime with theaters, shopping, restaurants all a short distance away. Sarasota is a hub of cultural events with live theater, opera, performing arts theater, ballet and so much more. This is a spectacular canal home. Call for more information!
#A4520603

SARASOTA

7516 COVE TERRACE

3 Beds

3 Baths

3,119 Sq.Ft.

$8,500

MLS#: A4520603

New on site 4 days ago
Beautifully turnkey furnished 2-bedroom, 2-bathroom, ground-floor condo available for monthly rent in a gated, resort-style community on Siesta Key. Just a short 5-minute walk to private access at world-famous Siesta Key Beach, known for its fine quartz sand and turquoise waters. This tropical retreat features a spacious open-concept layout, a fully equipped kitchen, in-unit laundry, private garage, and screened lanai. Beach chairs, umbrellas, towels, a beach cart, coolers, and a variety of all-ages beach and pool toys are available free of charge. Residents enjoy a variety of amenities, including two heated pools, illuminated tennis and pickleball courts, a fishing pier with water views, a fitness center, two saunas, a clubhouse, outdoor barbecue grill spots, picnic areas, walking trails, and beautifully landscaped grounds overlooking the beautiful intercoastal waterway. The condo is ideally located near Siesta Key Village, by walking or via free shuttle on the island and in Sarasota, with easy access to restaurants, shops, and entertainment, as well as Crescent and Turtle Beaches. Available for short-term monthly stays; rates vary by season. No smoking; pet restrictions may apply. Taxes not included.
#A4659545

SARASOTA

1221 SIESTA BAYSIDE DRIVE 1221

2 Beds

2 Baths

1,250 Sq.Ft.

$8,500

MLS#: A4659545

This newly renovated (March, 2025) 3 bed, 4 full bath home with a deep water dock just down the street is located within walking distance of the famous Siesta Key Beach. The one of a kind house was design by the Sarasota School of Architecture. The master and main guest bedroom are located on the main level along with the kitchen, living, laundry and dining rooms. An additional bedroom and full bath, with its only living room are located on the ground floor with private patios front and back. Think in-law suite. In addition an office/bonus/exercise room is located on the ground floor. The third floor host a loft with a full bath and entertainment area. A full wrap around deck covers the back of the home. The master and guest have a private deck as well. 2 car garage with built in storage. Additional parking left and right side of driveway. House comes fully furnished. 8 month min. lease, available today.
#A4646919

SARASOTA

1256 RIEGELS LANDING DRIVE

3 Beds

4 Baths

2,168 Sq.Ft.

$8,500

MLS#: A4646919

Embrace coastal living in this inviting 2-bedroom, 2-bathroom first-level condo nestled within the prestigious Gulf & Bay Club Bayside in Siesta Key, Florida. Step inside to discover a thoughtfully designed space adorned with coastal-inspired décor and an abundance of natural light. The open-concept layout seamlessly connects the living, dining, and kitchen areas, creating an ideal space for relaxation and entertaining family and friends. Sliding glass doors lead to a charming screened-in lanai, where you can unwind and savor the gentle bay breezes. The well-appointed kitchen features modern appliances and a breakfast bar, perfect for enjoying casual meals. Retreat to the primary bedroom with its own attached bathroom, that is spa-inspired with double vanities and a stunning walk in shower. The second bedroom offers two queen-sized beds, plenty of closet space, and a TV to unwind after a day at the beach. Gulf & Bay Club Bayside offers a resort-like atmosphere with amenities such as pools, tennis courts, and beautifully landscaped grounds. Enjoy the convenience of easy access to the pristine Siesta Key beaches and the vibrant cultural scene nearby. This first-level condo presents a perfect blend of comfort and coastal charm, providing an ideal retreat in one of Florida's most desirable locations. **Taxes and fees not included.
#A4596177

SARASOTA

1364 SIESTA BAYSIDE DRIVE 1364-C

2 Beds

2 Baths

1,280 Sq.Ft.

$8,500

MLS#: A4596177

Seasonal Want to live downtown Sarasota with incredible long views of Sarasota Bay? This incredible beautifully renovated 2/2 condo is on the 16th floor with views of the Bay from every room. The floor plan is open with sunlight streaming in the double sliders leading to a large lanai. This spacious condo is comfortably and stylishly furnished for your next vacation. The building amenities are legendary-massive heated pool and hot tub, large fitness center with newer equipment and locker room with sauna, business center with computer, printer, scanner and fax. There is a club room with catering kitchen, weekly socials, a conference room, sitting room, library area, ping pong room, and aerobics/dance/ballet/kickboxing studio. Want a private massage? There are two massage rooms you can reserve. Need room for guests-guest suites are available. This location is amazing-close to casual and fine dining, the theater, opera, library, museums, and the beach. NOW RENTED JAN THRU MARCH 2026. Call now for your turn in paradise!
#A4637555

SARASOTA

750 TAMIAMI TRAIL 1611

2 Beds

2 Baths

1,540 Sq.Ft.

$8,500

MLS#: A4637555

Listing reflects peak season rate. Available peak season months: January 2026, February 2026, March 2026, April 2026. Imagine a place where the warm sunshine beckons you to relax, unwind, and truly escape the everyday. Welcome to House of the Sun, a delightful 3-bedroom, 2-bathroom island bungalow meticulously designed for your ultimate Siesta Key retreat, perfectly located just a leisurely stroll from the vibrant Siesta Key Village (packed with shops, restaurants, and entertainment!) and a short walk to the world-famous Siesta Key Beach, consistently ranked #1 in the USA! From the moment you step inside, you'll be embraced by a cozy, comfortable atmosphere and tasteful coastal decor, instantly making you feel at home in your personal island paradise. The updated kitchen is fully equipped for making meals or entertaining, and the formal dining room offers serene views of the tropical backyard where you can dine al fresco or simply soak up the sun in this quiet, family-oriented haven. With a comfortable Queen bed in the primary, two Twin/Single beds in the second bedroom, and a versatile Daybed Sofa in the third, there's space for everyone. This is the tranquil, sun-kissed escape you've been longing for, a perfect place to create unforgettable memories – your Siesta Key adventure awaits!
#A4607652

SARASOTA

5216 CALLE DE COSTA RICA

3 Beds

2 Baths

1,356 Sq.Ft.

$8,500

MLS#: A4607652

Luxurious Condo Steps from Private Beach on Lido Key - Welcome to your dream rental in the prestigious Lido Harbour Towers! This exquisite 3-bedroom, 2-bathroom condo offers 1200 sq ft of elegantly appointed living space, with an additional 700 sq ft of expansive terraces for seamless indoor-outdoor living. Prime Location: Just steps from your private beach on Lido Key, perfect for sunbathing, swimming, and relaxing. Spacious Living: 3 bedrooms and 2 bathrooms provide ample space for family and guests. Outdoor Bliss: Enjoy 700 sq ft of terrace space, ideal for dining, entertaining, or simply soaking up the stunning views. Community Amenities: Take advantage of the community pool and clubhouse, enhancing your lifestyle with leisure and social activities. St. Armand’s Circle: A short drive or bike ride away, offering world-class dining, shopping, and entertainment. South Lido Key Park: Close by for outdoor recreation and scenic nature trails. Experience the best of Lido Key living in this exceptional condo, where luxury and location combine to create the perfect coastal retreat … Come find your happy place! - FURNISHED
#A4614650

SARASOTA

1770 BENJAMIN FRANKLIN DRIVE 507

3 Beds

2 Baths

1,207 Sq.Ft.

$8,500

MLS#: A4614650

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