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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 239 of 305.

Fully upgraded light and bright turnkey furnished villa in Palm Aire. This beautiful and spacious villa has 1,756 square feet, two bedrooms, den/office with a pull out sofa, two bathrooms, large living room, dining room plus a sunroom. The kitchen has been upgraded, has stainless appliances, plenty of room for food preparation and a pass through to the dining room. The primary bedroom has a king sized bed, walk in closet, second closet and an updated en suite bathroom with a shower equipped with grab bars. The second bedroom has two twin beds. The guest bathroom is fully upgraded and has a tub/shower combination. The villa has ceramic tile floors in the kitchen and bathrooms and wood laminate throughout the living area. Home has a split floor plan, sun room with two sitting areas, full sized washer and dryer and a two car garage. Community amenities included: clubhouse with kitchen, pool, shuffleboard and a lending library.

SARASOTA

7093 FAIRWAY BEND LANE

2 Beds

2 Baths

2,556 Sq.Ft.

$4,600

MLS#: A4126551

Welcome to Relax Inn! This charming 3-bedroom, 2-bathroom single-level home is just 8 miles from the world-renowned Siesta Key Beach and 6 miles from Downtown Sarasota. The choice is yours for adventure! Next to this home is the Urfer Family Park, which provides playgrounds for children and teens, a fitness trail, and a 1-mile nature trail through pine Flatwoods. There is also a boardwalk that overlooks the wetlands. There is a picnic pavilion available for family reunions and much more! Siesta Key has become the go-to spot for adventure! Located in gorgeous Sarasota, FL, it is well-known for its powdery white quartz sand and has been rated the #1 beach in the USA for several years. You are only minutes away from quaint Siesta Key Village, which offers casual dining at places like the Daquiri Deck and The Old Salty Dog, as well as fine dining establishments and plenty of shopping. Upon entering the home, you will find a long driveway for ample parking along with gorgeous mature landscaping. An outdoor patio is by the front door, perfect for your morning coffee. Through the front door, you will find an open concept floor plan. The living room has two plush couches, an adjoining day chair, and a Smart TV. Adjacent is the kitchen, which has a large island with four barstools, all stainless-steel appliances, and gorgeous granite countertops. There is also a portable bistro table with two barstools for additional seating. Down the hall, you will find the bedrooms. The primary bedroom has a king-size bed, plenty of closet space, a desk for you to set up your remote office, and a Smart TV. The second bedroom has a set of bunk beds and offers plenty of space for your personal belongings. The bathroom has an updated vanity with a shower/tub combo. The third bedroom has a queen-size bed, a Smart TV, and plenty of closet space. The second bathroom has a large walk-in shower with a detachable showerhead. The outdoor oasis awaits. This expansive backyard is perfect for entertaining families and loved ones. There is an outdoor dining table that can accommodate up to six comfortably, two Adirondack chairs by the lovely fruit trees, and a swinging hammock for you to kick back and soak up that Florida sunshine. Come, makes memories that will last you a lifetime. House Rule: No smoking. No burning candles inside of lodging. No parties. Furry friends welcome, max 2, and require a $200 per pet non-refundable pet fee to be paid directly to the management company.

***Taxes and fees not included.

SARASOTA

5005 BEE RIDGE ROAD

3 Beds

2 Baths

1,151 Sq.Ft.

$4,562

MLS#: A4545324

Available January 2026.
This newly offered home located WEST of the Trail in non deed-restricted Bayview Acres has what you want for your stay near the Beach! This 3 bedroom/2 bath home features a gorgeously renovated kitchen and a split floorplan. The fully fenced, spacious yard located in the bird sanctuary of Bayview Acres, features ceiling fans in each bedroom, impact slider to the rear screened lanai, space for storing bikes or whatever else you decide to bring for your stay.
Take a look- You won't be disappointed!! Home is fully furnished with all the details that make a good Siesta/ Sarasota Guest Stay a Great Stay...
Walk or ride to the Beach, Shopping, and Dining.

SARASOTA

1686 CHAPLINE LANE

3 Beds

2 Baths

1,834 Sq.Ft.

$4,500

MLS#: A4627986

Available Month to Month April 1st 2026 through December 2026
Updated Gulf Gate Woods Pool Home is one of the most sought-after homes in Sarasota. This fully furnished, 3-bedroom, 2-bathroom home with a heated pool is located in the serene Gulf Gate Woods neighborhood, offering you the ultimate Florida retreat.
Why Choose This Home? Live Your Florida Life.. Updated Hurricane Doors and Windows Provide Comfort and Security..
Spacious & Updated: Enjoy an oversized lot and a thoughtfully designed split floorplan, perfect for families or groups.
Luxury Living: A whole-house water filtration system and ceramic tile throughout add comfort and convenience.
Private Heated Pool: Access the caged pool area directly from the Primary Suite, guest bedroom, and main living area, making it easy to enjoy a swim or relax in an insect-free outdoor oasis.
Outdoor Fun: The large backyard is perfect for cookouts, while the pool area is ideal for evening relaxation.
Prime Location:
Nestled in a quiet residential neighborhood, you’ll be close to everything Sarasota. Take a bike ride through Gulf Gate Woods or head to the nearby beaches for a day of sun and sand.
All-Inclusive Comfort:
Your stay includes Wi-Fi, air conditioning, water, trash removal, laundry, lawn service, and pool maintenance for a hassle-free experience.
Now Available April 2025 - December, 2025
Don’t wait—this incredible home is sure to be booked quickly. Make your vacation dreams a reality and secure your stay today! ???

SARASOTA

2410 CASS STREET

3 Beds

2 Baths

2,564 Sq.Ft.

$4,500

MLS#: A4631211

Available Sept 1st 2025 for 6-12 month lease. Fully Furnished, Beautiful 3-Bedroom, 2-Bath Home with Pool in Gulf Gate East***
Discover this charming, newly remodeled home in the sought-after Gulf Gate East neighborhood! Featuring 3 bedrooms, 2 bathrooms, and a stunning pool, this home is perfect for relaxation and entertaining.***

Key Features:**
*Remodeled Interior: Stylish upgrades throughout the home for a modern and fresh look.
*Impact Windows: Provides safety, energy efficiency, and peace of mind.
*Private Pool: Your own backyard oasis for relaxation or hosting gatherings.
*Spacious Layout: Comfortably designed for families or anyone seeking extra space.
***Prime Location:***
*Beaches: Just minutes from the world-renowned Siesta Key, famous for its white quartz sand and turquoise waters.
*Shopping & Dining: Conveniently close to Gulf Gate’s fine restaurants, shopping, and entertainment options.***This gem is perfect for anyone looking to experience the Florida lifestyle. ***** Come see whay everyone is asking "What's all the fuss about Sarasota"*****

SARASOTA

3833 EASTON STREET

3 Beds

2 Baths

2,245 Sq.Ft.

$4,500

MLS#: A4635990

Relaxed 4BR Sarasota Pool Home – Fully Furnished – 30-Day Min

Available Furnished | 4BR / 2BA | 1,975 Sq Ft | $4,500–$7,500/mo plus taxes and fees | 30-Day Minimum

Fully furnished and updated 4BR/2BA home with saltwater heated pool and spa. Offered as a monthly rental with a 30-day minimum. Seasonal and off-season rates apply. Ideal central Sarasota location near beaches, golf, and downtown.

Property Features:

Saltwater heated pool and spa under screened lanai

4 bedrooms: King in primary, 2 queens, and 1 bunk/trundle room

2 full bathrooms

Renovated kitchen with stainless steel appliances and granite counters

Indoor laundry room with washer/dryer

Garage and driveway parking

Keyless entry

Rental Terms:

$7,500/month Jan–Apr (in season); $4,500/month May–Dec (off season)

30-day minimum stay

Includes WiFi, lawn care, and utilities (cap may apply)

Pool heat available for additional fee

No smoking

Pets considered with approval

Location:

Minutes to Siesta Key, Lido Beach, and Downtown Sarasota

Convenient to shopping, dining, and medical facilities

Available now. Please call for availability and exact pricing by month.

SARASOTA

4360 IOLA DRIVE

4 Beds

2 Baths

2,957 Sq.Ft.

$4,500

MLS#: A4658894

Welcome to the heart of Sarasota's historic district, Towles of Laurel Park, where this exceptional compound awaits. Comprising three distinct residences, this property offers a world of possibilities. Completely renovated inside and out, this unique gem is move-in ready! Set on an expansive corner lot spanning over a quarter-acre, this multi-faceted property presents an array of options. The main residence (1901) is a two-story haven featuring four bedrooms (only one bedroom downstairs is furnished) with an office that could be used as a bedroom (it does have office furniture) and 3.5 bathrooms. Dishware and linen are not provided. It's a blend of classic charm and modern convenience, thoughtfully updated to meet the demands of contemporary living. Recent exterior updates include a new metal roof (2022) and HardiPlank siding. Inside, you'll find a plethora of improvements. Oversized impact windows and sliders fill the space with natural light, highlighting the luxury vinyl plank flooring, crown molding, and a smartly redesigned layout that seamlessly connects each room. The galley kitchen, adorned with Quartz countertops and stainless-steel appliances, is perfectly equipped. The Quartz bathrooms are beautifully renovated, and the residence boasts a laundry facility for added convenience. There is also a Generac generator which has its own gas line. The brick-paved driveways offer ample parking, and natural wood canopies gracefully shade the breezeways that connect each building. With these exterior updates, you can enjoy the Florida outdoors in style and comfort. Beyond the property's stunning interior and exterior renovations, its location adds to its appeal. Situated in the vibrant heart of downtown Sarasota, you're just a stone's throw away from the city's cultural and entertainment hub. The bayfront and pristine Gulf beaches are also nearby, catering to those who relish arts, entertainment, and an active lifestyle. Neighboring recreational amenities like golf, tennis, pickleball and fitness centers are perfect for staying active and enjoying the beautiful Florida weather. This meticulously updated and versatile compound promises a rare and remarkable downtown lifestyle.

SARASOTA

1901 MORRILL STREET

4 Beds

3 Baths

2,318 Sq.Ft.

$4,500

MLS#: A4617611

Leased season 12/01/2025 through 3/31/2026 Available 07/01/2025 through 11/30/2025 WEST OF THE TRAIL JUST PAST UNIVERSITY PARKWAY. LOCATION IS SUPERB AND IN PRIVATE BALLENTINE MANOR ESTATES. PROPERTY is 5 minutes TO SRQ International Airport, 10 minutes to new UTC mall and minutes to downtown Sarasota for fine dining, shopping, opera and the Arts. A quick 15 minute drive to Lido Beach and famous St. Armand's Circle. A home away from home with lovely furnishings (Florida room) right off your shaded patio area and gorgeous caged-in 15'x30' pool with a depth of 6 feet, outdoor grill and huge dog run. At the end of the day, turn on the outdoor decor lighting to enjoy Florida's perfect evening weather. Family and pet friendly with a fenced in yard for privacy and with plenty of grass area to play. We even have a dog walker and sitter available. Spacious home flows easily from one room to the other and everything is in place for you to enjoy your private retreat or take a walk and meet your lovely neighbors. You are a few steps, just 6 houses to the Sarasota Bay and Intracoastal waterway, where you can enjoy your favorite beverage, watch the amazing sunsets and go kayaking. This home is light and bright with an open floor plan. All new linens, bedding, window treatments in bedrooms and more. Just added 4th bedroom/studio or mother-in-law suite with refrigerator, microwave and small kitchenette, There are 3 bedrooms with a split bedroom plan, 2nd bedroom has queen bed, 3rd bedroom has twin beds. This beautiful home includes a lovely master bedroom with complete privacy with a king bed with zero gravity and a walk-in shower. Every bedroom and common areas have Smart TV's including studio ranging from 43" to 73". This beautiful home includes 3 bathrooms, large living room, dining room and a tranquil Florida room and office with sliders to caged in pool area. A complete chefs kitchen with all professional cookware, small appliances and Wolf Gas Range. The chef's kitchen with granite countertops, stainless steel appliances, for entertaining and dedicated laundry area. A circular drive with a shaded 2/car spot parking up to 5 vehicles. Lovely landscaping gives the perfect curb appeal Don't miss out on this gem! Serenity at it best. Owner would consider a annual rental.

SARASOTA

329 BERNARD AVENUE

4 Beds

3 Baths

2,565 Sq.Ft.

$4,500

MLS#: A4631916

Enjoy our beautiful holiday retreat on Siesta Key Island, with private access to the stunning whites sands of Crescent Beach – Previously voted No. 1 beach in USA! Our 2 bed/2 bath condo located in this uniquely designed low rise ‘Key West’ style complex has ground floor access with sheltered South facing Garden – free WIFI throughout the condo. While away your lazy days on our fishing dock when not at the beach,explore the laid back Siesta Key Village just minutes away , and simply relax and enjoy this perfect retreat!

**Taxes and fees not included.

SARASOTA

1318 SIESTA BAYSIDE DRIVE C

2 Beds

2 Baths

1,280 Sq.Ft.

$4,500

MLS#: A4591694

Seasonal rate has been reduced to $5200.00! Available for March and April 2025 due to tenant cancellation! Enjoy this 2 bedroom 2/bath Villa with sweeping views of the Golf Course from the screened rear patio. Formal Dining room for your evening dinners. Updated kitchen with all the tools one needs to make a 3 course meal for friends and family. A bonus den off the kitchen for your business needs of just to relax and read or take in a Netflix movie...
Master bedroom has a queen size bed, guest bedroom has two twin beds and, den sofa bed is a queen size.
Both bathrooms have been updated. Inside washer and dryer for your convenience.
The community has a host of amenities for your pleasure. Golf, tennis, aquatic and fitness for your self care, or a wonderful meal with your neighbors and friends is all at your fingertips.
The is a $300 fee to transfer membership to tenants. Shopping is a short drive away, your local Publix and Walmart/ Home Depot, Panera Bread is a short drive away. I look forward to your call.

SARASOTA

4420 CHASE OAKS DRIVE

2 Beds

2 Baths

1,946 Sq.Ft.

$4,500

MLS#: A4637474

Enjoy your winter vacation in the comfortable surroundings of this graciously decorated 2 bedroom 2 bath villa. The home offers a master bedroom with private access to the master bathroom, closet space for all your "Fun-in-the-Sun" wardrobe and a guest bedroom with bath. The kitchen has been recently remodeled with beautiful cabinetry and quartz countertops, as well as upgraded stainless appliances. Washer and dryer are conveniently located in guest bedroom closet area instead of the garage. The lanai has been glass enclosed which adds to the living space in the property and overlooks a courtyard view. Just steps away from the community heated pool. Situated in the "Heart of the Meadows" you will enjoy walking through the lush foliage as you hike along the 13 miles of walking trails. The Meadows is close to the UTC Mall, Benderson Rowing Park, downtown Sarasota and the numerous area beaches. Reserve this villa for your winter vacation. This property is a NO PET and NO SMOKING unit.

SARASOTA

5270 VILLA MAJORCA COURT 23

2 Beds

2 Baths

2,175 Sq.Ft.

$4,500

MLS#: A4651219

#A4628635

SARASOTA

3880 82ND AVENUE CIRCLE E 101

3 Beds

2 Baths

2,022 Sq.Ft.

$4,500

MLS#: A4628635

Wonderfully situated, ANNUAL rental in The Meadows is now available! This freshly painted, landscaped, and pressure-washed pool home is located on a quiet cul-de-sac overlooking green space and the second green at The Meadows' private golf course. BE SURE TO CHECK OUT THE VIRTUAL TOUR. This is NOT a seasonal rental. This is the perfect situation for those waiting on a new build and needing an upscale place to stay or to call home. The home is completely tiled, furnished, and ready for immediate occupancy. The kitchen features granite countertops, stainless steel appliances, and a double oven. The slider pass-through opens to the spacious lanai with paver brick decking. Of course, the pool and SPA are heated. The solid wood back-lit door adds charm, elegance, and warmth. The lighted garden is visible at night from the master, kitchen, dining, family, and second bedrooms. Five sliders surround the pool area, bath, and outdoor shower. The breakfast bar in the kitchen overlooks the large family room, making for perfect nights at home. The oversized master overlooks the pool through a triple slider and features a huge walk-in closet and double/separate sink vanities. The formal living and dining rooms also overlook the lanai. The second bedroom also features a slider that overlooks the pool. The pool bath is accessible from the lanai and interior. Lots of NEW paint and clean as a pin! The split plan offers three large bedrooms, with the second two bedrooms being fully served by the large second bath.
The laundry room is large and offers additional storage shelves and cabinets. There is no carpet to be found anywhere! The oversized garage offers ample space for a large SUV, and the driveway provides sufficient parking for guests. Yearly tenants are allowed, for no cost, to become Meadows Renaissance members, which includes access to some of the club's activities and restaurants as available. High-speed fiber internet, lawn care, pool care, irrigation, and trash are all included. Pets are considered on a case-by-case basis. No pickup trucks, boats, trailers, or commercial vehicles are allowed to be parked overnight. The Meadows Association does offer storage space for a fee to annual tenants. Please be sure to check out the VIRTUAL tour! You will not be disappointed :)

SARASOTA

4952 RUTLAND GATE

3 Beds

2 Baths

3,113 Sq.Ft.

$4,500

MLS#: A4659178

#A4604561

SARASOTA

50 CENTRAL AVENUE 15B

2 Beds

2 Baths

2,009 Sq.Ft.

$4,500

MLS#: A4604561

Available now for LEASE Annually/Monthly UNFURNISHED POOL HOME. Sarasota's most requested location, a "West of the Trail" neighborhood. This charming Florida style ranch home is located right off the north bridge entry to SIESTA KEY. Welcome to your private tropical retreat in Sarasota! This beautifully updated 3-bedroom, 2-bathroom home is available now and ready for you to MOVE-IN. The great room split floor plan and outdoor living areas offers the perfect blend of comfort, style, and coastal living. Step inside to find an open and inviting layout with modern finishes throughout. The spacious living areas flow seamlessly into a well-appointed kitchen, ideal for entertaining or quiet evenings at home.
Enjoy year-round relaxation in the screened-in private pool, surrounded by lush tropical landscaping and a serene private courtyard—your own secluded outdoor oasis. Additional features include: Split-bedroom layout for privacy, Primary suite with walk-in closet and en-suite bathroom, Updated appliances and fixtures, Washer & dryer included, Pet-friendly (with owner approval). Located just minutes from the soft sands of Siesta Key Beach, and close to local dining, shopping, and entertainment, this home offers the best of Sarasota living.
Don’t miss this rare opportunity for an annual rental in one of Sarasota’s most sought-after areas! A+ rated Southside Elementary School district. Just minutes to Downtown Sarasota, Siesta Key beaches, Southside Village and Sarasota Memorial Hospital. Schedule a showing today!!

SARASOTA

3414 OLD OAK DRIVE

3 Beds

2 Baths

2,399 Sq.Ft.

$4,500

MLS#: A4655135

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