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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

4,290

# of Listings

2

Avg # of Bedrooms

$496

Avg. $ / Sq.Ft.

$880,194

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4290 Properties Found. Page 223 of 286.

Available for Season January & February - 2026
Available for August/September/October 2026 $2,750/month plus taxes & fees
Updated, Professionally Designed and Fully Turnkey furnished 2-bedroom, 2-bath condo with private garage located just minutes from Siesta Key Beach. This spectacular bright and airy third-floor unit with Views of Lake and Fountain from the screened lanai.. located in the desirable Ashton Lakes community features vaulted ceilings, elevator access, a screened lanai, and a rare one-car garage. Recently updated and tastefully furnished, this condo offers both comfort and convenience in a prime Sarasota location. Ashton Lakes is a well-maintained 33-acre community with scenic lakes and lush landscaping, offering resort-style amenities including two heated pools (one with a lap lane), four pickleball courts (two tennis courts lined for pickleball), shuffleboard, and a clubhouse. Residents also enjoy a private footbridge leading to Merchants Mart with easy access to Detwiler’s Farm Market, CVS, Ace Hardware, and restaurants. Conveniently located near I-75, US-41, shopping, dining, and medical facilities. No smoking and no pets permitted. Come experience the best of Florida living in this hidden gem community. Taxes and Fees apply to all rentals less than 6 months in duration.

SARASOTA

5737 ASHTON WAY 5737

2 Beds

2 Baths

1,344 Sq.Ft.

$5,250

MLS#: A4658065

LOCATION, LOCATION, LOCATION. Beautiful turnkey furnished condo available to rent in the sought after community of the Alinari. This one bedroom, two full bathroom property has an open floor plan, living room/dining room/kitchen combination and an office nook. The kitchen has solid stone counter tops, a closet pantry, stainless steel appliances, lots of cabinet and counter space and breakfast bar. The primary bedroom has a queen sized bed, views of the Sarasota Bay, large walk in closet, on suite bathroom with double sinks, garden tub and a stall shower. The second bathroom has a stall shower. Stacked washer and dryer. The condo has a patio to enjoy with views of the gorgeous Sarasota Bay, Ringing Bridge and much more. The Alinari has amenities a plenty with a community pool, hot tub, wine room, theater, library, meeting rooms, BBQ grills, guest suites and onsite concierge with 24 hour security. CALL TODAY AS THIS WILL NOT LAST LONG.

SARASOTA

800 N TAMIAMI TRAIL 905

1 Beds

1 Baths

1,158 Sq.Ft.

$5,200

MLS#: A4549764

Seasonal/short term only Want to hang out at the beach? This modern condo is spacious, filled with natural light and steps from the sand. The floor plan is open for ease of entertaining and family time. The kitchen is very large and has solid wooden cabinetry, topped with slab granite countertops and complemented with stainless steel appliances. There is a huge island for easy food prep and additional storage. The furniture was chosen for comfort and relaxation. Flooring is all tile so NO CARPETING! The bedrooms are spacious and there is a walk in shower in master bathroom. Laundry is just down the hall. Designated parking in the garage. There is also a large heated pool for your enjoyment and a gas BBQ grill with outdoor dining option. Club room with full kitchen available too. This development is just across the street from Lido Beach and very close to St. Armand's Circle for fine and casual dining and browsing in the fun shops. Downtown Sarasota is just across the beach. NOW RENTED January thru March 2026. Available starting October 2025 at $5000/month and December at $5200/month! 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. Spend time and relax at this incredible beach retreat-CALL NOW!

SARASOTA

350 S POLK DRIVE 207

2 Beds

2 Baths

1,316 Sq.Ft.

$5,200

MLS#: A4549916

Looking for a Golf Community for your winter Getaway look know further, Heritage Oaks Golf and Country Club! Updated kitchen with stainless steel appliance package is perfect for the chef in the family, all the tools you need to make the perfect gourmet meal! Master bedroom offers a King size bed with an ensuite bathroom with dual sinks ample closet space and a walk in shower. Guest bathroom has a tub, just off the Guest bedroom which has a Queen size bed, extra guest take advantage of the pull out couch with queen bed. Enjoy movie night on the large TV in the living room. Enjoy two lanai's both screened, rear lanai has a wonderful view of the lake. Full size washer/dryer for your convenience. The community offers a host of amenities from the 18 hole golf course, heated swimming pool, tennis courts, fitness center. Short drive to the World Renowned Siesta Key Beach. Your local Publix is a 4 minute drive. Bee Ridge Rd take your to a host of other shopping/ eateries, Starbucks, Taco Bell, Chilis, First Watch and much more. Super Walmart not far away as well. Easy access to i75 north or south.
Not available for season 2026, however off season months are an opportunity.

SARASOTA

5241 MAHOGANY RUN AVENUE 425

2 Beds

2 Baths

1,433 Sq.Ft.

$5,200

MLS#: A4662632

Enjoy your vacation on Siesta Key in this spacious three bedroom/two bathroom vacation rental. This condo is turnkey furnished including washer/ dryer and private garage. Guests are walking distance away from private beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key.

**Taxes and fees not included.

SARASOTA

1391 SIESTA BAYSIDE DRIVE 1391-B

3 Beds

2 Baths

1,495 Sq.Ft.

$5,000

MLS#: A4596168

AVAILABLE OFF-SEASON ONLY, Exceptional 3rd-floor condo in elevator building with great view across golf course and pond from the glass enclosed and screened lanai, beautifully furnished, king bed in master, twins in guest room, well appointed, one covered parking space, pool just across the parking area and golf membership transfer is available for a fee if desired. Stoneybrook Golf and Country Club offers a full service restaurant and is one of Sarasota's most popular golf and tennis clubs. The golf course modernization project is completed and said to be one of the best courses on the West Coast of Florida. Stoneybrook is centrally located on Palmer Ranch and is less than 15 minutes from the sugary sandy beaches of Siesta Key, the village shops and restaurants. For the bike enthusiasts, the access to the Legacy Walking and biking trails is just a block from the community.

SARASOTA

9630 CLUB SOUTH CIRCLE 6309

2 Beds

2 Baths

1,314 Sq.Ft.

$5,000

MLS#: A4619103

Variable rent based on season

SARASOTA

6157 MIDNIGHT PASS ROAD D32

2 Beds

2 Baths

1,332 Sq.Ft.

$5,000

MLS#: A4544448

#A4664101

SARASOTA

223 S BLVD OF PRESIDENTS

2 Beds

2 Baths

2,159 Sq.Ft.

$5,000

MLS#: A4664101

Sunshine, palm trees, majestic oaks, and your own private pool—this beautiful turnkey furnished downtown Sarasota home is ready for your next getaway, available for monthly rental year-round with a 30-day minimum stay—just bring your sunscreen and flip flops! Step inside to an open and inviting living area filled with natural light, flowing seamlessly into the dining space and a well-equipped kitchen with sleek finishes, bar seating, and plenty of cabinet storage. The split-bedroom layout offers three comfortable bedrooms and two full bathrooms. The primary suite includes a walk-in closet and a private bath with an oversized walk-in shower, while the two guest bedrooms share a full bath with a tub. The screened lanai features a heated pool and spa with a sun shelf, surrounded by travertine pavers—perfect for relaxing or entertaining. Beyond the lanai, a fully fenced backyard offers lush turf, a beautiful Live Oak tree, and plenty of space for lounging or playing. Located just minutes from world-famous beaches, shopping, dining, and entertainment. Located just blocks from Downtown Main Street Sarasota with all it has to offer—dining, night life, shopping, arts, and more. Offered in season (Jan-Apr) for $10,000/mo and off-season (May-Dec) for $5,000/mo. All lease terms shorter than 6 months are subject to 13% tourism tax. Sorry—NOT AVAILABLE as an ANNUAL rental. Don't miss the chance to experience Florida living at its finest!

SARASOTA

2141 HYDE PARK STREET

3 Beds

2 Baths

1,709 Sq.Ft.

$5,000

MLS#: A4655596

This is the One! Step into this beautifully updated, turn-key furnished masterpiece featuring a bright and open floor plan with soaring ceilings and stylish custom accents throughout. Enjoy 24" porcelain tile flooring, abundant natural light, and spacious living areas designed for both comfort and entertaining. High-end Cafe appliances in the Kitchen paired with Quartz Countertops and solid wood cabinets! The sleek kitchen and living space flow seamlessly to the covered lanai, where you’ll find a sparkling in-ground heated saltwater pool with dual-sided entry and a tranquil waterfall feature. The primary suite offers a luxurious retreat with California walk-in closets, dual vanities, and a spa-like zero-entry shower. Also included are two guest bedrooms along with a guest bath that has been completely renovated! ESW Hurricane Impact Glass Windows and Sliders, 2021 Roof, 2021 A/C and more! Sold furnished, this home is truly move-in ready—just bring your suitcase! Located in a highly desirable Sarasota community with close proximity to everything Sarasota and Venice has to offer—world-class beaches, dining, shopping, and entertainment are all just minutes away. Reach out to schedule a time to see this one of a kind property today!

SARASOTA

4146 WESTBOURNE CIRCLE

3 Beds

2 Baths

2,289 Sq.Ft.

$5,000

MLS#: A4649882

Available November 8, 2025 | Unfurnished. Experience refined Florida living in this elegant 3-bedroom, 3-bath residence with a private den and attached 2-car garage. Thoughtfully designed and beautifully appointed, this home offers an effortless blend of sophistication, comfort, and functionality.

Every detail reflects quality craftsmanship—from the gourmet kitchen featuring quartz countertops, double ovens, and premium cabinetry to the tray ceilings accented with crown molding. The open-concept layout flows seamlessly from the main living spaces onto a spacious screened lanai, where a private heated saltwater pool and spa await. The lanai’s tranquil water views and child-safe enclosure create a serene and secure outdoor retreat, ideal for entertaining or unwinding in peace.

Elegant tile flooring graces the main living areas, while engineered wood adds warmth to the bedrooms. The home’s soft, neutral color palette and tasteful finishes provide a timeless backdrop suited to a variety of décor styles. A second bedroom with an ensuite bath enhances privacy and versatility for guests or family.

With its luxurious upgrades, thoughtful layout, and captivating water vistas, this home offers the perfect balance of style and relaxation—crafted for those who appreciate quality and understated elegance. Zoned for Skye Ranch Schools and Riverview High School.

SARASOTA

10218 MORNING MIST LANE

3 Beds

3 Baths

3,915 Sq.Ft.

$5,000

MLS#: A4667554

RENTED JAN., FEB., MARCH., 2026. This 2nd floor Carlton featuring 2 bedrooms and 2 baths and offers one of the most spectacular views from the screened and glass-enclosed lanai of the lake and golf course that you will find in the entire community. Nicely furnished with a king bed in the master, twins in guest, flat-screen TVs, internet access, very well equipped kitchen, you will want for nothing, one car detached garage, heated pool and tennis courts right outside your door; golf membership transfers for $250 if desired. Stoneybrook is a gated community with impressive clubhouse featuring one of Sarasota's finest restaurants, plus fitness center, several heated pools, and an 18 hole par 72 premier golf course recently refurbished, and har-tru tennis courts also refurbished. All this and minutes from world-famous Siesta Key sugar sandy beaches, shops & restaurants. CALL FOR OFF-SEASON RATES

SARASOTA

8911 VERANDA WAY 222

2 Beds

2 Baths

1,555 Sq.Ft.

$5,000

MLS#: A3984795

#A4544030

SARASOTA

4705 HOLLINGSWORTH AVENUE

3 Beds

2 Baths

1,350 Sq.Ft.

$5,000

MLS#: A4544030

AVAILABLE NOW, GROUND FLOOR VERANDA ON THE GOLF COURSE is bright and cheerful and tastefully decorated and sure to delight, 2 bedroom, 2 bath with front and rear lanai space - rear lanai is glassed and screened providing extra living space - and there is a one-car garage. King bed in the master bedroom with an adjoining updated bathroom with walk-in shower, queen bed in 2nd bedroom adjacent to a full bathroom. Kitchen with eating space, pantry, quartz countertops, and newer cabinets, is separated from the dining area with a breakfast bar. There is tile in the main living area and carpets in the bedrooms. There is no membership offered with this residence; however, you can dine at the clubhouse and the Fairway Veranda's heated pool is right across from the condo. The complex borders the Legacy walking and biking trail access, is less than 15 minutes from Siesta Key beaches, the village shops and restaurants. You can be downtown Sarasota in 25 minutes to enjoy the culinary and cultural flavors that Sarasota offers. This is a vacation condo that will not disappoint.

SARASOTA

9641 CASTLE POINT DRIVE 1215

2 Beds

2 Baths

1,555 Sq.Ft.

$5,000

MLS#: A4664283

Pet-friendly, SARASOTA FURNISHED, Phillippi Creek area east of Tamiami Trail. 1 month minimum rental.
Rented January 11, 2026 - March 7, 2026.
This 3 bedroom + den pool home with high ceilings and open concept floor plan lends itself to family gatherings and entertaining. You will love the modern kitchen with granite island and counters and oversized ceramic tile throughout. Inside Laundry room and 2 car garage. Entertain with the Weber BBQ grill on the pool deck and relax by the solar heated pool surrounded by your PRIVATE, FENCED BACKYARD. The Master Bedroom has 2 closets and a dual sink bathroom with walk-in shower. This fabulous south Sarasota location is just minutes to Siesta Key beaches, great shopping, Phillippi Creek Estate & Outdoor Farmhouse Market every Wednesday, nearby waterfront dining & more.
Rental includes pool maintenance, lawn care and streaming channels including YOUTUBETV and Netflix. Tenant responsible for electric and water bill, WI-FI.

SARASOTA

2330 BRADFORD STREET

3 Beds

2 Baths

1,884 Sq.Ft.

$5,000

MLS#: A4477491

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