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Downtown Sarasota

One of the most popular communities provided by Michael Graf

Downtown Sarasota

About Downtown Sarasota

Living in downtown Sarasota, Florida offers a vibrant blend of urban sophistication and coastal charm. This lively neighborhood is known for its stunning bayfront views, cultural attractions, and a diverse array of dining and shopping options. Residents enjoy easy access to world-class art galleries, theaters, and festivals that showcase the area’s rich artistic heritage. The nearby sandy beaches provide a perfect escape for sun-seekers and outdoor enthusiasts, while the city's parks and waterfront promenades promote an active, healthy lifestyle. With a strong sense of community and a dynamic atmosphere, downtown Sarasota is not just a place to live; it’s a lifestyle that embraces both relaxation and excitement.

One of the most popular communities provided by Michael Graf

3,851

# of Listings

2

Avg # of Bedrooms

$489

Avg. $ / Sq.Ft.

$878,449

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3851 Properties Found. Page 204 of 257.

AVAILABLE OCTOBER THROUGH JANUARY 2026. AVAILABLE JULY - SEPTEMBER AT OFF-SEASON RATE: Updated vacation condo on the 2nd floor in an elevator building. Bright and cheerful with easy care vinyl flooring, granite kitchen counters, updated bathrooms, tastefully decorated in a coastal theme, king bed in master bedroom and twin beds in guest bedroom, great view of the golf course and lake from the screened lanai. One covered parking space and close to the pool and tennis/pickle ball courts. There is no social or golf membership offered with this rental, however, there is a heated pool and the restaurant is available to tenants. The community borders the Legacy walking and biking trail, is less than 15 minutes from the sugary sandy shores of Siesta Key beach, village shops and restaurants.

SARASOTA

8750 OLDE HICKORY AVENUE 9204

2 Beds

2 Baths

1,373 Sq.Ft.

$4,000

MLS#: A4192524

Wow! Do you love breathtaking sunsets, the beach, and the vibrant energy of downtown Sarasota? This turnkey furnished 2-bedroom, 2-bath condo FOR RENT offers it all—and more. Located in a highly sought-after gated community directly on Sarasota Bay and the Intracoastal Waterway, this residence blends luxury, convenience, and resort-style amenities. Enjoy access to two heated swimming pools, two fitness centers, a sauna, lighted tennis and pickleball courts, a fishing pier, underground/covered parking, and daily concierge services—all designed to make every day feel like vacation. The location is unmatched: minutes from The Van Wezel Performing Arts Center, Marina Jacks, and everything downtown Sarasota has to offer. Plus, you can walk, bike ride, or take a short drive over the iconic Ringling Bridge to St. Armands Circle and the world-famous white sand beaches of Lido Key. Inside, the condo is fully furnished and ready for you. Just imagine, you could be sipping on a glass of wine on your private balcony as you watch the sky transform with one of Sarasota’s spectacular sunsets. Don’t wait—schedule your showing today and start living the Sarasota lifestyle you’ve been dreaming of! **This is an annual rental – not a short-term rental. Sorry, no pets allowed in this complex.**

SARASOTA

888 BLVD OF THE ARTS 303

2 Beds

2 Baths

1,666 Sq.Ft.

$4,000

MLS#: A4664299

AVAILABLE FOR 2026 SEASON. This end unit Villa features many upgrades like remodeled kitchen, granite counters in kitchen and baths, and top of the line washer and dryer. Recently installed A/C unit with Nest thermometer is easily programmed. Community pool is nearby. Check the schedule of events at the Meadows Community Center, which includes bridge, Mah Jong, library and pickle ball. The entire Meadows Community was built around the 3 golf courses, 2 open to the public. Ponds, green space, biking and hiking trails, make this a tranquil and pleasant place to live. Just north on University Parkway, shopping, restaurants, grocery stores and the new mall cater to every need. 3 MONTH MINIMUM per HOA. Off season tenants are required to pay unities not included in the HOA fees. Available on an annual basis at $1,950 per month.

SARASOTA

5358 MYRTLE 52

2 Beds

2 Baths

1,080 Sq.Ft.

$4,000

MLS#: A4630088

Freestanding Treehouse nestled in the trees with lush vegetation and live oaks, this 3 bedroom unit has 2 1/2 baths and a one car garage plus an oversized outdoor terrace. Available for annual rental unfurnished at $4000 or furnished at $4500. The first living level has a multi-use space consisting of a dining room, living room, kitchen and guest bath. The private upstairs space consists of the owner's suite and two guest bedrooms sharing a full bath. The Landings is in close proximity to Siesta Key Beach, shopping, dining, arts district, downtown Sarasota, SRQ airport and Sarasota Memorial Hospital. The plaza just outside the community has a wonderful array of restaurants, Starbucks, fitness center, and Publix ... all a short stroll away. Enjoy the meandering nature trails, fishing at the pier on the Intracoastal Waterway or launch your kayak into the bay. Conveniently located adjacent to The Landings is a Phillippi Harbor Club, rackominium and marina, with easy access to the bay & Intracoastal Waterway for boating.

SARASOTA

1445 LANDINGS CIRCLE 69

3 Beds

2 Baths

1,912 Sq.Ft.

$4,000

MLS#: A4635313

#A4621433

SARASOTA

1709 N TAMIAMI TRAIL 519

1 Beds

2 Baths

1,458 Sq.Ft.

$4,000

MLS#: A4621433

#A4628635

SARASOTA

3880 82ND AVENUE CIRCLE E 101

3 Beds

2 Baths

2,022 Sq.Ft.

$4,000

MLS#: A4628635

Seasonal/short term Looking for a vacation spot that has it all-we'll you've found it. Wonderfully spacious 3 bedroom 2 bathroom home with your own pool surrounded by a screened in lanai so you can enjoy taking a dip at your leisure in your private backyard yet your are close to all the amenities Sarasota has to offer yet when you come home you can rest and relax in tranquility. This home is close to shopping, dining, museums, theater, opera, library and the beach-book now for your time in the sunshine! This home is rented thru September 2025 thru April 2026. Now available starting July 1 thru August 2025. This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details.

SARASOTA

1526 GEORGETOWNE LANE

3 Beds

2 Baths

2,716 Sq.Ft.

$4,000

MLS#: A4602521

Experience waterfront living in the amenity rich Lakehouse Cove at Waterside at this stunning, stunning 4-bedroom, 3-bathroom home that provides a balanced blend of coastal charm and elegance. The inviting pavered front porch is a welcoming start to this beautifully designed home. This home has tiled floors throughout the main living areas and high-end carpeting in all 4 bedrooms. The expansive open-concept kitchen and living and dining area are anchored by the oversized screened lanai with serene lake views. The beauty of natural light from four large hurricane glass doors and windows makes the main living areas cheerful and welcoming. The well-appointed kitchen has sleek grey cabinetry, gas cooking range, beautiful quartz countertops and a spacious walk-in pantry. The primary suite, is a retreat featuring high ceilings, a spa-like ensuite bath with a large walk-in shower, dual vanities with quartz countertops, and walk-in closet. The open split floor plan is nicely laid out and just off the foyer, two bedrooms share a bath with a walk-in shower, while a private guest suite on the opposite side features an en-suite bath with walk-in shower. Additional highlights include thoughtfully designed storage throughout, a laundry room with abundant cabinetry and sink. Lakehouse Cove, boasts resort-style amenities, including resort-style pool, a state-of-the-art fitness center, clubhouse, pickleball, a playground, and scenic walking trails to explore the natural appeal of the area. Take the water taxi to the Waterside downtown area and enjoy Waterside Place where you can enjoy fine dining, shopping, farmer’s market on Sundays, live entertainment and so much more.

SARASOTA

8071 SLIPWAY DRIVE

4 Beds

3 Baths

3,243 Sq.Ft.

$4,000

MLS#: A4664140

New on site 4 days ago

Vacation / Seasonal Rental $4,000 a month.

WOW! A BEAUTIFUL UPSCALE VILLA just two miles to world famous SIESTA KEY BEACH. Woodside Village West is in the sought after Gulf Gate area offering trendy restaurants and shops. This 2 bedroom 2 bath has been totally remodeled with an open floor plan. As you enter you will see lite tile floors that look like wood throughtout.
Wide open kitchen with stainless steel appliances, drop-down stainless hood, granite countertops and a breakfast bar with stools great for entertaining. Living room is open to the kitchen and has a large smart TV and Wi-Fi there are windows in every room with plantation shutters that give a wonderful light, bright and airy feel, This villa has been professionally decorated with chic, upscale furnishings. Step into the primary bedroom with beautiful queen bed that has four pillows and hotel style sheets. The en suite bathroom has a large shower, large walk-in closet, double vanities, granite countertops. The cozy second bedroom has a queen bed, two nightstands and closets. Second bathroom has a combination, tub, shower, beautiful tile and granite countertop. There is a lot of storage in this unit. The windows have been replaced with impact windows and The roof was replaced this year. Also a washer and dryer in the unit. There is assigned parking right by your front door with plenty of guest parking. The Community pool. HOA requires $150.00 application fee. 50% down at time of booking balance due Nov 1,2025. Must lease for 3 months at a time. Effective date Dec 1,2025 through May 1, 2026

SARASOTA

2181 PUEBLO CIRCLE V21

2 Beds

2 Baths

1,009 Sq.Ft.

$4,000

MLS#: A4668173

TURNKEY FURNISHED RENTAL. SHORT(4 month min) OR LONG TERM , located in a quiet gated community just across the bridge from Siesta Key. Walk or bike to the beach. This second and top floor unit spacious unit has vaulted ceilings and an open floor plan. The huge primary onsuite overlooks the canal and has a separate tub, shower, WC, 2 sinks, walkin closet. There is a king size bed and large wall mounted TV. The split bedroom floor plan offers privacy and a guest bedroom wing. There you will find 2 bedrooms, one with a king bed (has TV) ; the other a queen. Large closets in both. There is a full size bath in this wing and a full size washer/dryer. The kitchen is well stocked. Lots of counter space and cabinets and an eat-in kitchen. The living room features a huge wall mounted TV, nice size dining area and a separate sitting area with floor to ceilings sliders overlooking the canal. The 2 car garage has an automatic opener and is stocked with beach chairs. The condo is adjacent to the pool. It's only a 15 min drive to downtown Sarasota. The short term lease must be 4 months or more. Tenants pays electric and water. An annual lease is also available for $4000/mo. The $6000/mo is for Jan-April. Add'l months would be $4000/mo. Cable/TV/internet is included in rent. A dock w/ lift is available for an add'l cost. Renters can have a pet if they provide documents that it is a service animal or an emotional support pet.

SARASOTA

6660 SCHOONER BAY CIRCLE 6660

3 Beds

2 Baths

2,232 Sq.Ft.

$4,000

MLS#: A4662682

New on site 2 days ago

AVAILABLE FOR 2026 SEASON! Welcome to your Heatherwood Heaven on the Highland Golf course in The Beautiful Meadows! When you pull up to this amazing property, you will notice the meticulous maintained landscape in the front and back. This unit has THREE outdoor patios to enjoy the stunning views and beautiful fresh Florida air. Upon entering, you'll be captivated by the elegant interior, where every detail has been meticulously crafted to create an atmosphere of sophistication and comfort. The kitchen is immediately to the left and has everything you need to prepare a scrumptious meal. The glass sliding door in the kitchen opens to a verandah with bench seated dining where you can savor your morning coffee or dine al fresco with your family. Adjacent to the kitchen, you will find your indoor laundry room and a one car garage for your vehicle or storage. As you walk further down the unit, the spacious airy living and dining area is covered by gorgeous vinyl plank flooring, vaulted ceilings and luxurious furnishings to provide the perfect setting for relaxing evenings or entertaining guests, while enjoying the spectacular breathtaking views of the fairways and nature in your spacious screened in lanai. To the right will be your spacious primary bedroom providing a sanctuary for relaxation after a long day on the golf course. The bathroom offers his and hers closets, double vanity sink and walk in shower. It is here where you will again be able to go out to a little paved outdoor patio with colorful landscape to overlook the spectacular views of the Highland golf course. Upstairs, you'll find the two bedrooms, each offering a tranquil retreat for rest and rejuvenation. They share a bathroom with a walk in shower. This home is truly Paradise!! As a resident of The Meadows community, you'll enjoy access to an array of world-class amenities, including championship golf courses, pickleball courts, a Junior Olympic swimming pools, 5,000 square foot fitness center, walking trails, and clubhouse facilities. You are within walking distance to The Meadows Village where you will find many shops for your convenience. This community ensures endless opportunities for recreation and leisure. Your Heatherwood Heaven is conveniently located very near I-75, UTC shopping, Nathan Benderson Park, dining, top-rated schools, our famous beaches, Lakewood Ranch and the Sarasota-Bradenton Airport. This property is available for up to an 8 month lease and includes all utilities. Contact us today to schedule a private tour and embark on a lifestyle of unparalleled elegance in a golf course community.

SARASOTA

3141 HEATHERWOOD LANE

3 Beds

2 Baths

2,336 Sq.Ft.

$4,000

MLS#: A4669118

Charming lower level condo with open floor plan is located in the Summerside Community just minutes from gorgeous beaches of Siesta Key. This two bedroom two bath condo has all you need to enjoy the Florida lifestyle. It has been remodeled and boast's a lovely kitchen with granite counter tops and stainless steel appliances. Primary bedroom has king size bed in suite bath with walk in shower and large closet. Enjoy coffee and meals on the screened in lanai or take a short walk to the community pool. Great location!

SARASOTA

5653 SUMMERSIDE LANE 32A

2 Beds

2 Baths

1,125 Sq.Ft.

$4,000

MLS#: A4529284

Available for rent July 15, 2025. $4,000/ANNUAL rate, $5000/SEASONAL rate, months December, January, February, March, April 2026. Lovely Furnished (or could be unfurnished if annual), 2Bed/1Bath Downtown Sarasota condo offering all the amenities of a luxury hotel. This top floor Penthouse is completely renovated. Beautiful kitchen with quartz countertops, open floor plan into the living room and dining area. Luxurious bath includes shower and dual sinks located across from the large master bedroom. Laundry is in unit. Enjoy the outdoors on the 44-foot covered balcony that spans the entire length of the unit. This is a highly-amenitized building and it includes 24/7 manned reception/security desk, on-site building manager, state of the art fitness center, dramatic club room, full catering kitchen, multimedia room, sitting room, massage room, aerobics/yoga room, conference room, business center, and two guest suites. The outdoor grounds showcase a 70-foot luxury pool, jetted spa, barbeque grill and tables, and a meditation garden with reflection pond. The garage parking is electronically secured and there is generous visitor parking for guests to park. Many restaurants and grocery shopping are a close distance away, and the new Bayfront Park is a quick five-minute walk away. Hop in your car and take a short drive, which will get you to Lido Beach, St Armand’s Circle, or Longboat Key. Available seasonally with a 3-month minimum lease.

SARASOTA

750 N TAMIAMI TRAIL PH2

2 Beds

1 Baths

1,200 Sq.Ft.

$4,000

MLS#: A4653329

Your Sarasota lifestyle upgrade starts here! Welcome to 2186 Sunnyside Place, a beautifully maintained single-family home for rent in the heart of Sarasota. Offering 4 bedrooms, 2 bathrooms, and nearly 2,000 square feet of living space, this property blends charm, convenience, and comfort. Inside, you’ll find a spacious layout with tile and wood-style flooring, granite countertops, and bright open living areas. The home also includes a versatile guest suite with its own bath and private entrance, providing flexibility for modern living arrangements. Step outside to enjoy a private fenced backyard with a gazebo and lanai, ideal for outdoor relaxation or entertaining. The property features mature landscaping, a large driveway with ample space for multiple vehicles, and additional storage options with a shed and attic space. With thoughtful updates and a functional design, this home is move-in ready and designed to make everyday living easy.
The location is a standout feature—just minutes from Downtown Sarasota, world-famous Siesta Key Beach, and a variety of dining, shopping, and recreation options. Sarasota Memorial Hospital is a short drive away, making the home convenient for professionals. This property places you close to everything Sarasota has to offer while still tucked away in a quiet, established neighborhood. Property can be leased furnished or unfurnished. Professionally managed and available for immediate occupancy, this rental is a rare opportunity to enjoy comfort, convenience, and Florida living at its best. Schedule a showing today and see why 2186 Sunnyside Place is the perfect place to call home.

SARASOTA

2186 SUNNYSIDE PLACE

4 Beds

2 Baths

1,989 Sq.Ft.

$4,000

MLS#: TB8420505

This 3 bedroom, 2 bathroom, 2 car garage, 2,008 sq.ft. home in the much desired Palmer Ranch community of VillageWalk has received numerous key updates! This home features a new A/C, new flooring, new appliances, new hot water heater, and much more. Enjoy complete privacy in the back yard oasis! VillageWalk is an award winning resort lifestyle, maintained community. This premier Palmer Ranch community has 1,177 homes and sits on over five hundred acres of lush, manicured tropical landscaping where you can see sand hill cranes, bald eagles and other beautiful wildlife. This ideal location has “A” rated schools nearby, and the world-renowned Siesta Key Beach and the Legacy Trail are minutes away! Sarasota’s Arts and Culture, its waterways, and lots of excellent dining and shopping are readily accessible. There are miles of walking and biking trails within this beautiful, gated community. VillageWalk’s Waterfront Town Center consists of a state-of-the-art Fitness Center, Lap and Lagoon pools, 6 Har-Tru lighted tennis courts, basketball court, pickle ball, bocce, and meeting rooms. VillageWalk is one of the few communities that has its own Café with full bar, Lagoon Pool Tiki bar, gas pumps as well as a hair salon, and a gift shop!

SARASOTA

7716 ULIVA WAY

3 Beds

2 Baths

2,696 Sq.Ft.

$4,000

MLS#: A4663524

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