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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.
$880,769
Med. List Price

Browse Downtown Sarasota Real Estate Listings

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4295 Properties Found. Page 206 of 287.

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: 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 one of Sarasota’s most coveted waterfront communities—Coral Cove, where homes rarely become available and even fewer offer the exceptional combination of elevation, design, and location that this one does. Perfectly situated on a spacious 0.59-acre corner lot directly across from the private neighborhood park and boat ramp, this British West Indies-style home has been reimagined through extensive renovations from 1999–2004 and again in 2023–2024, giving it an effective year built of 2009. This fully remodeled 4-bedroom, 3.5-bathroom residence spans over 5,000 square feet and sits high and dry above sea level, with no flood damage during recent hurricanes. With a new metal roof, brand-new impact-rated windows and doors, and solid core shaker-style interior doors, no detail was overlooked. Step inside to the tall 10-12 foot ceilings, engineered hardwood floors, and tons of natural light coming through the French doors and large sliders that lead to your private outdoor oasis. The centerpiece of the home is the chef’s kitchen featuring Café Series appliances, a fluted range hood, Dolomite countertops, waterfall-edge peninsula seating, walk-in pantry, and soft-close white cabinetry, all opening seamlessly to the living and dining areas. This home offers two true primary suites, choose between a luxurious ground-floor retreat or a private upstairs sanctuary. The upper-level suite boasts a spa-like bathroom with a freestanding tub, dual vanities, walk-in shower, and a massive walk-in closet. An additional ensuite bedroom and fourth bedroom/office are thoughtfully positioned on the main level. Outside, enjoy a large pool, limestone decking, lush landscaping, and a brand-new dock with a floating jet ski pad, great for waterfront entertaining. With no HOA and your own private boat launch just across the street, this home is tailor-made for the Florida coastal lifestyle. All this is just minutes from world-renowned Siesta Key Beach, as well as Sarasota’s vibrant shopping, dining, and cultural scene. If you’ve been searching for a luxury waterfront rental West of the Trail that checks every box—style, safety, size, and serenity—this is it.
#A4672611

SARASOTA

1707 CARIBBEAN DRIVE

4 Beds

3 Baths

5,819 Sq.Ft.

$10,500

MLS#: A4672611

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

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

Price reduced
MOVE-IN Ready. For RENT this Mediterranean style two story home West of the Trail. CORAL COVE SARASOTA-WATERFRONT HOME 4 LEASE. 4BR/3.5 baths and a pool bathroom. Unfurnished. Approx. 5,073 sq ft living space. Home is located on a peaceful cul de sac and sits on over a third of a well landscaped acre. Three car courtyard garage. Open floor plan with vaulted ceilings, gourmet kitchen, walk-in wine closet, marble and wood floors, fireplace, and sweeping water views throughout. The upper-level features two bedrooms, great room with kitchen, and a balcony terrace overlooking the waterfront. Interior has been freshly painted. Resort style exterior includes HEATED POOL and SPA, and DEEP-WATER DOCK with lift (fits up to a 42' boat) on a sailboat friendly canal with no fixed bridges-minutes to the Gulf of Mexico and Siesta Key by water. Amazing sunset views. Located just minutes from the Siesta Key beaches, Legacy Trail, Downtown Sarasota, local shopping and dining. Rent includes pool and lawn maintenance. Available NOW. Schedule a showing today!!
#A4667555

SARASOTA

7350 PERIWINKLE DRIVE

4 Beds

3 Baths

7,093 Sq.Ft.

$10,500

MLS#: A4667555

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

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

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

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

Welcome to Gulf Horizon, your luxurious coastal escape at the Gulf & Bay Club in beautiful Siesta Key. Professionally managed by Gulf Coast Vacations, this stunning 2-bedroom, 2-bathroom sixth-floor gulf-view condo offers the ultimate blend of elegance, comfort, and breathtaking scenery in one of the island’s most exclusive beachfront communities. From the moment you step into the elegant lobby, you’ll be greeted with a sense of serenity and sophistication. The elevators whisk you up to your private slice of paradise, where this coastal chic condo awaits—designed to be your perfect home away from home. Inside, you’ll find a sleek and stylish kitchen complete with stainless steel appliances and beautiful hardware that complements the refined decor. The spacious living room is the ideal place to unwind after a sun-soaked day, with plush seating and serene ambiance. Adjacent, the dining area offers picturesque views of the Gulf as well as the sparkling lakes and fountains within the community—creating a truly tranquil setting for your meals. The primary bedroom is a peaceful retreat featuring a king-size bed and an ensuite, spa-inspired bathroom with a large vanity and a breathtaking walk-in shower. The second bedroom offers two queen-size beds and ample closet space, perfect for guests or family. The second bathroom also features a large vanity and a gorgeous walk-in shower, continuing the home’s spa-like aesthetic. For those working remotely or simply wanting a quiet space, the den has been thoughtfully converted into an office and storage area, complete with a large desk—ideal for setting up your remote office in paradise. As a guest of Gulf & Bay Club, you’ll enjoy unmatched amenities including: Private beach access to world-famous Siesta Key Beach Three heated swimming pools Tennis, pickleball, and racquetball courts State-of-the-art fitness center Lakes, fountains, and tropical walking paths Clubhouse and social activities Saunas and hot tubs 24-hour gated security Whether you're soaking up the sun on the private beach, enjoying the Gulf breeze from your balcony, or exploring the vibrant local shops and restaurants of Siesta Key Village just minutes away, this condo offers everything you need for an unforgettable beachside getaway. House Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.
#A4660412

SARASOTA

5780 MIDNIGHT PASS ROAD 609

2 Beds

2 Baths

1,361 Sq.Ft.

$10,000

MLS#: A4660412

COUNTRY FLORIDA LIVING with All the modern Conveniences. ATTENTION PILOTS YOUR VERY OWN PRIVATE AIR STRIP. TURNKEY FURNISHED 3-bedroom 2 bath screened lanai with pool, hot tub and outdoor kitchen. House comes a paver walkway to your own cabana that sleeps 2. Unique rental with the best views of wildlife. Deer/turkeys Galore. The OUTDOOR KITCHEN was installed by a professional builder/owner. You have to try the pizza oven. Fire pit is fantastic. Fireplace works see picture. The hammocks are ready for you. Pet friendly rental. Available for the season or longer if you decide. Short drive to downtown Sarasota. This gated community feels like you are in the country, but it is a short drive to Sarasota downtown eateries, entertainment, beaches and more. 10 Acres of fun. Available for the Season only (Jan, Feb and March 2026). The rental rate is the monthly seasonal rate. Call for details if you need rental different time period. There is a 13% tax added for rental under 6 months. Nonrefundable pet fee and owner approval needed. Move in ready.
#A4671077

SARASOTA

4708 HIDDEN RIVER ROAD

3 Beds

2 Baths

2,600 Sq.Ft.

$10,000

MLS#: A4671077

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