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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

4,418

# of Listings

2

Avg # of Bedrooms

$478

Avg. $ / Sq.Ft.

$849,254

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4418 Properties Found. Page 231 of 295.

#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

Discover your beachside retreat on world-famous Siesta Key! This beautifully updated 1-bedroom, 1-bath ground-floor condo in the sought-after Casa Mar community offers the ultimate in coastal convenience—just a short stroll to private deeded beach access and the whi te sands of Siesta Beach.

Step inside to a smoke-free, pet-free unit featuring wood plank flooring, modern leather furnishings, and two large flat-screen TVs for your entertainment. Stay connected with high-speed Wi-Fi, and relax on the screened-in lanai overlooking a serene tropical courtyard and two heated pools.

The spacious bedroom features a king-sized bed, while a sleeper sofa provides room for up to four guests. Covered parking, on-site laundry, tennis courts, and complimentary beach chairs complete the vacation-ready experience.

Enjoy everything Siesta Key has to of fer—from sunset walks along the shoreline to dining and shopping in nearby Siesta Key Village. Whether you're staying for a weekend or an extended getaway, this vibrant coastal condo offers comfort, charm, and unbeatable location!

SARASOTA

6006 MIDNIGHT PASS ROAD 21

1 Beds

1 Baths

708 Sq.Ft.

$4,500

MLS#: A4654731

Seasonal/short term only Beautiful townhome in convenient location just off University Parkway. This Mediterranean style development is built around a large lake in a quiet and peaceful setting but close to the University Parkway corridor for easy access to I-75, the airport, shopping, the new UTC mall, dining and fun. This townhome has an open planned setting for easy family time and entertaining. The living room is spacious and open to the dining area and kitchen. All bedrooms are upstairs and large. The master bedroom has spacious walk in closet with organizer, en-suite bathroom with double sinks, and walk in shower. On the ground floor there is a huge storage closet, laundry room and one car garage. This home is furnished for style and comfort. The first floor is all tile and the 2nd floor is all wood flooring so NO CARPETING. There is a one car garage with rear entry. This townhome has a view of the lake and gazebo. Amenity package includes resort style heated pool, tennis courts, basketball court, playground and BBQ grills. AVAILABLE JULY 1, 2025. The rent during off season (May thru November is $2500/month + 13% tax). 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. Don't miss out on this wonderful place to use as your vacation base camp-call NOW!

SARASOTA

3716 82ND AVENUE CIRCLE E 102

3 Beds

2 Baths

2,022 Sq.Ft.

$4,500

MLS#: A4560493

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

#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

View the intracoastal by SIESTA KEY from your master bedroom porch having a rest on the reclining chairs. This second floor townhouse is in the perfect location for your stay in SARASOTA and a short distance from a world famous beach. Located by the Stickney Point Bridge this renovated and beautifully decorated townhouse is ready for short term stays of a minimum of one month. Up the stairs to the front door and step into this light filled home, all up to date decorating in neutral tones. There is a guest bathroom on the first floor and an extra single bed for overflow guests. Up to the bedroom level and you will find two bedrooms, the master has a king sized bed and the second bedroom features a queen sized bed. There are two porches for relaxing on, one off the living room and one off the master bedroom. There is a washer and dryer in the unit, and the resort style complex features two swimming pools, one overlooking the bay and tennis courts. SARASOTA, NEAR SIESTA KEY, RENTAL.

SARASOTA

1622 STICKNEY POINT ROAD 22-202

2 Beds

1 Baths

1,334 Sq.Ft.

$4,500

MLS#: A4554533

Situated on a premier corner of Sarasota’s exclusive peninsula, this stunning corner unit offers an extraordinary blend of space, elegance, and panoramic waterfront views. Thoughtfully furnished and featuring a larger-than-standard floor plan, the residence is designed to showcase uninterrupted vistas of Sarasota Bay and the iconic Ringling Bridge, providing a breathtaking backdrop for vibrant sunsets each evening. Expansive glass walls fill the home with natural light, enhancing its sophisticated coastal ambiance where contemporary design meets timeless luxury. Every detail has been carefully curated to create a serene and stylish living experience, perfect for both quiet relaxation and effortless entertaining. Just minutes from downtown Sarasota’s renowned cultural venues, fine dining, boutique shopping, and marinas, this one-of-a-kind residence offers the ultimate in privacy, beauty, and refined waterfront living.

SARASOTA

226 GOLDEN GATE POINT 44

2 Beds

2 Baths

1,396 Sq.Ft.

$4,500

MLS#: O6327851

This turnkey furnished townhome is available for the 2026 season with a 4 month minimum lease or for longer starting October 1, 2025. Off season or annual rent is negotiable. The home has 2 master suites upstairs, and on the lower level there's a great room, kitchen, dining area and an office/den and 3rd full bath. Located in the gated community of VillageWalk on Palmer Ranch, amenities include clubhouse with meeting/game/party rooms, lending library with internet access, fitness center, 2 heated pools, resort style and lap, 6 har-tru tennis courts, pickleball, miles of walking trails, a cafe, hair salon and gift shop. VillageWalk is just miles away from beaches, shopping and the Interstate.

SARASOTA

5361 ELISEO STREET

3 Beds

3 Baths

2,963 Sq.Ft.

$4,500

MLS#: A4659741

Available 2026 season $4500/mo. Very cute 2 bedroom 2 bath, 1st floor condo with a lanai and great pool. This condo has a community laundry and assigned parking. You will feel like your on vacation every day. World famous Siesta Key Beach, with it's powder sands and blue water is approx. 2.4 miles away so it's an easy bike ride or drive over the bridge. Siesta Key has a whimsical vibe with it's colorful 150 shops which include many unique boutiques, galleries, specialty shops and great restaurants. All room sizes are approximate.

SARASOTA

1732 REDWOOD STREET B

2 Beds

2 Baths

945 Sq.Ft.

$4,500

MLS#: A4620996

Short term/seasonal only! Want to enjoy resort style living in a tropical paradise close to all the action and convenience of University Parkway corridor but in a secluded, lushly landscaped enclave. Then this is your place. This end townhome is a natural light filled space (with extra windows), with 3 bedrooms and 2 1/2 bathrooms looking out on a large lake. The townhome is comfortably furnished and has an open floor plan with wood flooring and tile on the ground floor and carpeting upstairs in bedrooms. The kitchen has solid wooden cabinetry, Corian countertop and breakfast bar, custom backsplash and pantry, The bedrooms can sleep your small army. There is a single car, rear entry garage with additional parking. This home is close to I-75, the new UTC mall, airport, shopping and dining, downtown Sarasota and the beaches. This community is small and has impressive amenities including a large heated pool with paver deck and covered seating area, two lighted tennis courts, basketball, play ground, grilling area and gazebo. NOW AVAILABLE beginning May 1, 2025 . High season rates are $4500/month Dec thru April with a 3 month minimum. Call now for your time in the Florida sun!

SARASOTA

3716 82ND AVENUE CIRCLE E 101

3 Beds

2 Baths

2,022 Sq.Ft.

$4,500

MLS#: A4651190

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