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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

4,565

# of Listings

2

Avg # of Bedrooms

$483

Avg. $ / Sq.Ft.

$861,136

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4565 Properties Found. Page 240 of 305.

Freestanding Treehouse in the Landings being offered on an annual rental turnkey furnished with top of the line furniture. 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. 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.

$4,500

MLS#: A4635313

This 3 bedroom, 2 bathroom, 2 car garage pool home is your home away from home! Located in desired area of Palmer Ranch, this beautiful home with lush landscaping features a serene lake view, bamboo flooring, a coastal flair, fans throughout and an open floor plan with just under 2,000 sq. ft. Convenient & quick access to the pool through the master bedroom, the living room, dining room, guest bathroom and back bedroom. The master bedroom is equipped with a king size bed, a flat screen tv, a walk-in closet & ensuite bathroom has both a tub & a walk-in shower as well as a double sink vanity. The other two bedrooms have queen size beds. For your outdoor enjoyment a large pool with a screened in lanai & paver deck, plenty of patio furniture, a grill for your convenience, and lakeside patio furniture and umbrella to enjoy your morning cup of coffee! Close to The Legacy Trail, Publix, Target, Lowes, Walmart and 12 minutes drive time to Siesta Key! Seasonal Rates are Jan-April $6500/month & May-Dec $4500/month. Pets will not be considered.

SARASOTA

4176 HEARTHSTONE DRIVE

3 Beds

2 Baths

2,714 Sq.Ft.

$4,500

MLS#: A4657608

An updated jewel in the heart of Sarasota's historic South Gate neighborhood, this newly renovated bright home stands as a testament to the mid-century boom that shaped Sarasota. With two bedrooms, one bath and a separate enclosed sunroom/office with sliding glass doors should you need quiet while working, it has it all. Sunroom square footage not included in square footage under air. Lots of windows and skylights allow for natural light to pour inside. Three parking spots, privately fenced backyard and interior laundry room are all wonderful features. Positioned ideally, the location boasts more than just the city's dynamic arts scene, delectable eateries and beaches. Arlington Park is across Tuttle with public pool, tennis courts, basketball courts, playground, recreational facilities and large park with fountain. $2900/month August-October, $4700/mo November-December, $8000/mo January-April, $3500/mo May-July

SARASOTA

2005 TETLOW PLACE

2 Beds

1 Baths

1,660 Sq.Ft.

$4,500

MLS#: A4619790

***AVAILABLE DECEMBER 2025 THRU APRIL 2026. Want to get away for the winter? Look no further than VillageWalk in Palmer Ranch located in South Sarasota. This 2-story, tastefully furnished split plan townhome with a single car garage offers a private garden setting and a beautiful sunlit back patio. Ready to book for the 2025 and 2026 winter. VillageWalk offers an abundance of amenities, including a clubhouse, state-of-the-art fitness center, meeting rooms. Need a room for an event -- no problem! Our clubhouse also offers a community gas station, hair salon and boutique shop! Outdoor amenities include a beautiful resort-style pool featuring a TiKi bar, a separate lap pool, tennis courts, bocce ball, pickleball. Residents can enjoy lunch or dinner at the on-site restaurant and bar. The community maintains a full social events calendar. Village Walk is located in an A-rated school district and just minutes from Siesta Key Beach, the Legacy Bike Trail, shopping and dining. With on-site HOA management and a 24-hour manned gate, VillageWalk provides a secure and vibrant living experience.

SARASOTA

7624 BERGAMO AVENUE 4B

3 Beds

2 Baths

1,866 Sq.Ft.

$4,500

MLS#: A4639026

#A4636241

SARASOTA

5610 RAIN LILY COURT

3 Beds

3 Baths

3,373 Sq.Ft.

$4,500

MLS#: A4636241

#A4555248

SARASOTA

500 S WASHINGTON DRIVE 18B

1 Beds

1 Baths

838 Sq.Ft.

$4,500

MLS#: A4555248

Rarely available seasonal Rental in Sarasota! Beautifully renovated 2-bedroom 2 bath ground floor unit in highly sought after Pelican Cove just 15 minutes from the no 1 beach in the USA Siesta Key Beach. This unit is located on the first floor and has been completely updated with new porcelain flooring throughout, kitchen and bath cabinetry, stainless steel appliances, quartz countertops, modern lighting, ceiling fans, TV's, and much more. Live within 75 acres of lush foliage located in this vibrant gated waterfront community which offers a boat marina, 6 swimming pools, tennis courts, pickleball games, kayaking, paddle boarding, organized clubs, and fun activities to keep you busy all winter long. Easy access to Publix, Costco, and Target.

SARASOTA

1628 CLOWER CREEK DRIVE 125

2 Beds

2 Baths

1,426 Sq.Ft.

$4,500

MLS#: A4622699

Welcome to your very own slice of paradise in sunny Sarasota, Florida! This beautiful vacation rental is the perfect home away from home if you are seeking an extended stay of three months or more to work or play. With a minimum stay requirement, you'll have plenty of time to soak up the dazzling Gulf Coast and take advantage of everything in this vibrant cultural city.

Situated in the Pinestone of Palmer Ranch community, this lovely two bedroom, two bathroom ground floor condo sleeps 4 comfortably and features all the modern amenities you need for a carefree vacation or work away from home. From the moment you step inside, you'll be greeted by a warm and inviting atmosphere that exudes comfort and relaxation with plenty of room for dining, lounging, and unwinding after a long day in the sun.

Utilities including basic cable TV, Internet/Wifi are included. Pinestone at Palmer Ranch features a clubhouse, lighted junior Olympic size swimming pool, 32 seat movie theater, 1/2 basketball court/Pickleball court, two lighted tennis courts, billiard room, card room, fitness center, library, hot tub/spa, fire pit area with seating and BBQ grills.

Located just a short drive from some of the most stunning beaches on the Gulf Coast, this vacation rental is the ideal place to call home during your stay in Sarasota. Soak up the sun, sand, and surf in one of the many nearby beach destinations, or explore the vibrant culture of the city itself. From world-class dining and shopping to outdoor activities and entertainment, Sarasota has something for everyone.

Although tucked away in a peaceful gated community, Pinestone at Palmer Ranch is 1/2 mile to so many amenities including the Sarasota Square Mall with movie theaters and Costco and around the corner is Target, Publix, shopping, dining. Close by is the Legacy Trail for walking and biking.

Siesta Beach on Siesta Key is only 6.6 miles away over the south bridge where you can experience the soft powdered sugar quartz sand and the aqua blue waters! Siesta Village has local shops and restaurants featuring casual and fine dining. Other beaches to explore include Lido Beach, Ana Maria Island, Holmes Beach and Venice Beach.

Downtown Sarasota is 8.7 miles away with restaurants, visual and performing arts such as the Ringling Museum of Modern Art, Marie Selby Botanical Gardens, Sarasota Opera and the Sarasota Ballet. Just north of downtown is The John and Mable Ringling Museum of Art, Ringling Museum. Explore why Sarasota and the west coast of Florida is referred to as the Cultural Coast!

There is a three month minimum rental period according to the Pinestone at Palmer Ranch Condo Association. There are additional Sarasota sales & tourism tax fees on top of the monthly lease fee if rented less than 6 months.

SARASOTA

8350 WINGATE DRIVE 913

2 Beds

2 Baths

1,226 Sq.Ft.

$4,500

MLS#: A4569199

DOWNTOWN SARASOTA Annual rental FURNISHED. 2BR + loft downtown townhouse. Owner provides streaming service. Reimburse Owner 70/mo for WI-FI; Tenant responsible for electric and water. The Q defines LUXURY & QUALITY with a DOWNTOWN LIFESTYLE in an intimate 40 home community. Superbly planned & designed in a premier location, the Q is one block to Main Street - walk to shopping, restaurants, theater & all the arts. THIS IS THE MOST SOUGHT AFTER FLOOR PLAN IN THE Q. DAILY LIVING IS ON THE FIRST FLOOR AND THE BEDROOMS & LOFT ARE ON THE 2ND FLOOR. The FIRST FLOOR offers the Chef's Open Kitchen with island, breakfast bar, BOSCH stainless steel appliances, NATURAL GAS COOK-TOP, LUBE ITALIAN CABINETRY, QUARTZ COUNTER-TOPS, HANSGROHE faucets, custom lighting, VOLUME CEILINGS, OPEN PLAN LIVING & DINING ROOM. ROSEWOOD 8ft SOLID CORE DOORS throughout, Porcelain tile floors, Miami-Dade IMPACT RATED HURRICANE WINDOWS & DOORS, tankless gas hot water heater * FULL BLOCK CONSTRUCTION * The Master Retreat has a private balcony, large walk-in closet, glamorous bath with 2 vanities, soaking tub & large separate shower. Guest Bedroom with Murphy Bed, private bath & walk-in closet. There is also a Loft area for a DEN if needed. Walk to movie theaters, Whole Foods, Marina Jack's. Short drive to St Armand's Circle and Lido Beach. One look & you'll fall in love! Unit comes with attached garage - 1 space.

SARASOTA

212 COSMOPOLITAN COURT

2 Beds

2 Baths

2,102 Sq.Ft.

$4,500

MLS#: A4615634

Annual lease (no short term) turn-key furnished 3 bedroom two bath w/private heated pool and spa. Life-style community with all the resort amenities and activities: Clubhouse, pickleball, tennis courts, fitness gym, exercise rooms, day spa, Bahama Bar, resort pool, resistance pool, pool side spa, trails, & direct access to the Legacy Bike Trail.
Primary suite is a peaceful retreat with a tray ceiling, King size bed, bay window, dual sinks in the bathroom, frameless shower, and a walk-in closet. The secondary bedroom, full bath, 3rd bedroom w/French doors, and laundry room are located on the other side of the home providing privacy. Upgrades include impact windows throughout, wood-look plank tile flooring, crown molding, tray ceilings, wood cabinets, quartz countertops, undercabinet LED lighting, stainless-steel appliances, gas range, epoxy garage flooring, expanded patio area with heated pool and spa, and custom window treatments. Esplanade on Palmer Ranch is an amenity-rich community designed minutes to public beaches, parks, shopping, and restaurants.

SARASOTA

5305 BARTOLOMEO STREET

2 Beds

2 Baths

2,338 Sq.Ft.

$4,500

MLS#: A4653891

Central Park Vacation Rental Near Downtown Sarasota. $3000 Off Season (Nov-Dec 2025) or $4500 Season (Jan-Mar 2026). This gorgeous 2 bedroom, 2.5 bath property is situated near the edge of downtown Sarasota. It is completely updated and ready for a season or off season tenant. The relaxing views from this unit are of the beautiful lake and just a short walk to the clubhouse, pool, pickleball/tennis court and fitness room. Enjoy a community dock on Hudson Bayou granting access to Sarasota Bay. A brief stroll will lead you to downtown Sarasota, Selby Gardens, Bayfront Park at Marina Jacks, as well as various shopping and dining options. Hop on your bicycle and within moments, you'll find yourself at Payne Park, the starting point of the Legacy Trail. Within a short distance: 3.7 miles to St. Armand's with shopping, dining and entertainment and Lido Key Beach to get a tan or enjoy the sunset. Ted Sperling Park on Lido Key offers nature trails and kayak routes amidst the mangroves a bit further south on the Key. Just 6.4 miles to Siesta Key voted one of the best beaches in the US with beautiful white sand beaches and more shopping and dining choices. If you seek an exciting, vibrant downtown lifestyle under the sun, this presents an ideal opportunity. King size bed in master and two queen size beds in guest bedroom. All utilities, internet, cable with Smart TV's are included. Off street open parking in the community available. Sorry no pets permitted. 13% sales and tourism taxes apply to any rental less than 6 months.

SARASOTA

850 S TAMIAMI TRAIL 230

2 Beds

2 Baths

1,224 Sq.Ft.

$4,500

MLS#: R4909526

Welcome to this meticulously maintained and fully furnished residence is located in the Huntington Point gated community at Palmer Ranch. It offers a seamless fusion of comfort and Sarasota, Florida style. With 2400 sqft of living space, 3 bedrooms, and 2.5 bathrooms, this residence provides a welcoming atmosphere. The elegant luxury vinyl floors throughout the living areas create a warm and inviting ambiance. The heart of the home, a beautifully designed kitchen with new appliances and stunning granite countertops, provides ample space for culinary creations and casual gatherings. The spacious bedrooms offer a peaceful retreat, ideal for relaxation after a busy day at work or exploring Sarasota. Step outside to enjoy the Florida sunshine in your private heated pool and hot tub with a view of the lake and mature garden. Conveniently situated, this property grants easy access to local amenities, the Legacy Bike Trail, the renowned Siesta Key Beach, dining, and entertainment, making it a perfect choice for those seeking both tranquility and convenience. Moreover, families with children will appreciate its location in a highly-rated school district. Seize this opportunity and schedule a showing today to experience all that this home has to offer.

SARASOTA

8870 HUNTINGTON POINTE DRIVE

3 Beds

2 Baths

2,400 Sq.Ft.

$4,500

MLS#: A4655369

#A4657293

SARASOTA

4529 MONDRIAN COURT

3 Beds

3 Baths

3,426 Sq.Ft.

$4,500

MLS#: A4657293

Simply Gorgeous Florida style one story home with beautiful caged swimming pool high and dry above Sarasota Bay. ALSO AVAILABLE FOR SALE $990K NOT AVAILABLE FOR SALE WHEN OCCUPIED. We love this 3 bedroom home turnkey furnished wonderful for an executive or do you have your home for sale? Wonderful WEST OF THE TRAIL home, located in desirable HOLIDAY HARBOR. NO DEED RESTRICTIONS and ONLY 3 MILES to SIESTA KEY! This immaculate 2 BEDROOM PLUS DEN, 2.5 BATH home has much to offer. Upon entering, you are greeted with a view from the foyer that extends across the open-concept living area out to the SPARKLING POOL and the VERY PRIVATE, TROPICAL BACKYARD, ALL NEWLY FENCED. An abundance of natural light, combined with a neutral palette, the home is welcoming in a casual, coastal vibe way. The UPDATED KITCHEN with ample cabinets and a pantry, has a convenient pass through to the SEPARATE DINING ROOM, complete WITH A VIEW TO THE POOL. The spacious owner's suite boasts a huge walk-in closet, an ensuite bathroom, and best of all, FRENCH DOORS TO THE INVITING LANAI. This UNIQUE OUTDOOR LIVING SPACE is ideal for relaxation and entertaining. With the wall mounted TV, you can enjoy the game while BBQing, or lounging in the pool! Beyond the screened in lanai, pavers complete a patio area perfect for your grilling. Back inside, the sun-lit 2nd bedroom adds a coastal cottage feel. The combo half-bath and laundry room extend to more storage space and conveniently, a door out to the pool. A generous sized FLORIDA ROOM overlooking the pool FEATURES NEW IMPACT RESISTANT, ENERGY EFFICIENT WINDOWS AND SLIDERS. The large backyard is landscaped with Florida friendly plantings, including MANGO TREES and Foxtail Palms. A metal roof and hurricane shutters enhance the home's protection. Although this home is safely outside the flood zone, you are only steps away from HIDDEN HARBOR MARINA and the intracoastal waterway to the Gulf of Mexico. It's a boater's dream without the waterfront cost! Keep your boat on your property, or at the marina, or join the Freedom Boat Club and walk to your awaiting boat down the street! Amidst multi-million dollar homes, this family and dog friendly neighborhood, with an OPTIONAL HOA ($10/annual), is definitely a hidden gem in an ideal location. Trellis carport, outdoor storage area, luscious tropical indigenous plants well manicured but yet naturally FLORIDA.

SARASOTA

7860 HOLIDAY DRIVE

3 Beds

2 Baths

2,521 Sq.Ft.

$4,500

MLS#: A4648873

Furnished 3-Bedroom, 3-Bath Home with 2-Car Garage – Flexible Lease Terms Available!
Welcome to your ideal Sarasota rental! This beautifully furnished 3-bedroom, 3-bathroom home offers 2,116 square feet of stylish and comfortable living space, a 2-car garage, and a flexible floor plan perfect for any lifestyle.
Whether you're looking for a short-term stay (3 or 6 months) or a long-term rental (annual), we’re happy to accommodate your needs. This rental offers flexibility without compromising quality or location.
Step inside to find a spacious open-concept layout, a fully equipped kitchen, and three generously sized bedrooms, with 3 full bathrooms for privacy and convenience. Enjoy the ease of a fully furnished space that’s move-in ready, so you can start enjoying all that Sarasota has to offer from day one.
Ideally located near: UTC Shopping & Dining, World-Class Beaches, Vibrant Downtown Sarasota, Sarasota-Bradenton & Tampa Airports, and Top-Rated Golf Courses.

Rental Highlights: 3 Bed
rooms | 3 Full Bathrooms, 2,116 Sq Ft of Living Space, Fully Furnished, 2-Car Garage, No Pets Allowed, Flexible Lease Terms (3, 6, or 12 Months), and Close to Everything Sarasota Has to Offer.

This home blends comfort, convenience, and flexibility—perfect for professionals, families, or seasonal visitors. Schedule your showing today and make this beautiful Sarasota rental your next home!

SARASOTA

7714 ASHLEY CIRCLE

4 Beds

3 Baths

2,900 Sq.Ft.

$4,500

MLS#: A4654845

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