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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

4,369

# of Listings

2

Avg # of Bedrooms

$507

Avg. $ / Sq.Ft.

$904,262

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4369 Properties Found. Page 260 of 292.

This well-appointed 2 bed 2 bath with den Villa is fully furnished and ready for move in. Villa features vaulted ceilings in living room/dining room area which adds to the spacious feeling. The kitchen has stainless steel appliances and a cute breakfast nook for enjoying your coffee while you catch up on the daily news. Both bedrooms are equipped with queen size beds. The third bedroom has been set up as an office with desk and chair as well as a seating area with couch. Screened patio is delightfully decorated with table and chairs which is perfect for enjoying the cool evening breezes. Located walking distance from the Longwood Park where you can enjoy many outdoor activities including pickleball. This is a NO SMOKING property.

SARASOTA

5643 MONTE ROSSO ROAD

3 Beds

2 Baths

1,346 Sq.Ft.

$2,550

MLS#: A4650241

This one-bedroom, one-bath furnished rental guest house is recently renovated with full kitchen, a privately fenced patio and yard, one covered parking space and private laundry. There is one shared soundproofed wall. Access to Arlington Park pool, basketball and tennis courts, workout facility and playground. Also close to SMH and Southside Village restaurants and shops. Minutes from Bayfront Park, Selby Botanical Gardens, Marina Jack, St. Arman's/Lido Key, and Siesta Key. Great neighborhood to explore. The rental property has large trees and lots of birds. May-August $2,100/mo, Sept-October $1,600/mo, November-December $2,550/mo, Jan-April $6,500/mo Rented 1/9/26-3/24/26

SARASOTA

2311 WALDEMERE STREET B

1 Beds

1 Baths

400 Sq.Ft.

$2,550

MLS#: A4659727

#A4656660

SARASOTA

8705 WINTER BREEZE WAY

3 Beds

2 Baths

1,373 Sq.Ft.

$2,550

MLS#: A4656660

Price reduced

This beautiful 3-bedroom, 2-bath single-family home is located at 4620 Whispering Leaves Drive within the Woodbrook Community,
This residence offers nearly 1,750 square feet of modern living space, two car garage and a screened in back porch, inviting for family gatherings.
The layout is open and airy, with abundant natural light, stylish finishes like granite countertops, stainless steel appliances, tile and carpet (bedrooms) flooring throughout and a split-bedroom floor plan for added privacy.
What really sets this home apart is the resort-style community it’s part of. Renters will enjoy gated security along with access to a pool, spa, walking trails, outdoor kitchen, and playground — all maintained for you, offering a true low-maintenance Florida lifestyle.
This home is ideally located near shopping, restaurants, and everything Sarasota has to offer, with quick access to main roads but tucked away enough to feel peaceful and private.

SARASOTA

4620 WHISPERING LEAVES DRIVE

3 Beds

2 Baths

1,744 Sq.Ft.

$2,550

MLS#: A4669085

Price reduced

This pet-friendly home features modern finishes and a functional layout with ample kitchen storage, spacious living areas, and abundant natural light throughout. The private yard offers space suitable for gardening or outdoor relaxation. Conveniently located near schools, parks, dining, and local amenities. Technology-enabled maintenance services provide added convenience, and self-touring is available daily from 8 AM to 8 PM. Application details: one-time application fee of $50 per adult, a security deposit equal to one month’s rent, and applicable fees for pets ($250 non-refundable deposit + $35/month per pet), pools ($150/month), septic systems ($15/month), and any applicable HOA amenity fees. We do not advertise on Craigslist or request payment by check, cash, wire transfer, or cash apps.

SARASOTA

6232 MURDOCK AVENUE

4 Beds

2 Baths

1,596 Sq.Ft.

$2,530

MLS#: O6354949

Due to a last minute cancellation this is available for season at a reduced price of $2500p/m

available for season January to April
available for 2 months minimum

THIS IS NOT AN ANNUAL RENTAL...2 months minimum rental and 6 month max
Turn-key furnished 2 bedroom, 2 bathroom second level unit. The spacious master suite features an en-suite bathroom and walk in closet. The private screened porch is the perfect place for a morning coffee or to relax in the afternoon.The coin-operated laundry facility is located on the first floor of the building for easy access. Village Brooke community has on-site management and boasts wonderful amenities such as two heated community pools, private tennis courts, a fitness room, recreational room, and shuffleboard and club house. Village Brooke is centrally located to several shopping destinations, restaurants and a short drive from downtown Sarasota and Siesta Key Beach.
All bookings under 6 months will have 13% tax added high season 2 month minimum
April to December $1950 per month. January To April $2500 per month including water electric internet and basic cable
Cleaning fee $175 plus 13% tax
Applicacaton fee $150 payable directly to association
Security deposit $1000
electric capped at $120 p/m

SARASOTA

3213 BENEVA ROAD 204

2 Beds

2 Baths

964 Sq.Ft.

$2,500

MLS#: A4202368

***This condo is available now through April 2026. NO PETS. Condo will be rented furnished. Season $5,500/month - off-season $2,500/month. This 3-bedroom condo has 2 beds and 1 office. Phenomenal views both day and night. Pelican Cove is a 75-acre, gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include the 86-slip boat harbor with excellent rates & a launch dock for kayaks and canoes, 6 heated swimming pools, hot-tub, 3 clubhouses, 4 lighted tennis courts, shuffleboard, basketball, dog walk area, walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facility, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs for photography, fiber art, bike riding, culinary arts and card clubs. Woodworking, sculpting, and evening jazz & classical music concerts round out the active lifestyle. Come and see what you have been waiting for.

SARASOTA

1633 BOATHOUSE CIRCLE HA132

3 Beds

2 Baths

1,320 Sq.Ft.

$2,500

MLS#: A4644501

***In season minimum 30 day lease, $4,000.00/month***
Siesta Key 2 Bed 2 Bath rental. Breathtaking Bay and Gulf views from this stunning fifth floor, end residence. Located in sought-after Siesta Key, close to shopping, restaurants and the nation's number one beach, Siesta Key Beach. Relax and enjoy views across a sparkling pool to gorgeous Sarasota Bay from the privacy of your large balcony and master retreat. There are an additional four windows along the living and kitchen area, allowing for light and bright rooms. The gourmet Lube designed kitchen is a work of art. It has been opened to the dining and living with stainless appliances, recessed lighting, granite counters, and unique modern cabinetry with opaque glass insets. Bamboo wood floors throughout, there is even a bamboo glass panel at the entry, and built in book shelves. With views of morning sunrises and evening sunsets, this is an exquisite condominium ideally positioned in the Bay Tree Club which has private beach cabanas, swimming pools on both the Gulf and bay side.

OFFSEASON: Starting at $1000 week (+ cleaning, fees, and tax) $3000 per month.
IN SEASON: $4000 per month (+ cleaning, fees, and tax).
Rental policy: one-month minimum in season or two weeks minimum out of season. NO PETS for TENANTS.

SARASOTA

8625 MIDNIGHT PASS ROAD B508

2 Beds

2 Baths

1,160 Sq.Ft.

$2,500

MLS#: A4611928

Beautiful Renovated Condo located on highly sought after Golden Gate Point. This is a 4 plex on one of the interior lots of GG. Ground Floor One bedroom, One bath unit. New Kitchen with new stainless appliances, New Bathroom with tiled shower, New Wood flooring throughout. Community Laundry room and open patio for enjoying the Florida weather. Private parking in the rear of the building. Water and Sewer are included in the rent. This is a great opportunity to live downtown lifestyle. Steps away from Marina Jacks. You can walk the Ringling Bridge daily for exercise. Downtown offers world class dining and shopping. Also the cultural events like the Theatres, Symphony and Ballet that Sarasota is known for. Ready for immediate occupancy. Call for your private showing today.

SARASOTA

565 GOLDEN GATE POINT 1

1 Beds

1 Baths

600 Sq.Ft.

$2,500

MLS#: A4660463

Enjoy the ultimate maintenance-free lifestyle just minutes from world-famous Siesta Key Beach. This bright and spacious 3-bedroom, 2-bath unfurnished annual rental condo offers serene water views from the Great Room, Primary Bedroom, Kitchen, Dinette, and screened lanai—perfect for relaxing, entertaining, and enjoying the surrounding nature and wildlife.

The upgraded kitchen (renovated in 2021) features new cabinets, granite countertops, a stylish backsplash, LED lighting, and a Reverse Osmosis system. The enlarged breakfast bar now accommodates two additional large cabinets for extra storage. The open layout flows seamlessly into the living and dining areas, creating a warm and inviting space.

The split-bedroom floor plan offers privacy, with the primary suite showcasing dual sinks, a separate shower, a large garden tub, and a well-organized walk-in closet. One of the guest bedrooms includes elegant French doors, making it ideal as a home office or flex space. Additional conveniences include a laundry room with washer and dryer, new vinyl flooring throughout, crown molding, updated light fixtures and ceiling fans, and a security system.

The oversized two-car garage offers abundant storage with built-in cabinets and a granite work area. Hurricane shutters can be closed in minutes from inside the unit—providing peace of mind year-round.

Resort-Style Amenities
The Isles on Palmer Ranch offers a spectacular lineup of amenities including a huge heated lagoon pool, lighted tennis courts, bocce, pickleball, basketball, a playground, walking trails, shuffleboard, a fitness center, an activities director, and a full clubhouse with meeting, dining, and card rooms. HOA fees include cable TV, internet, ADT security, water, trash removal, and exterior maintenance.

Prime Palmer Ranch Location
All of this is located within the award-winning master-planned community of Palmer Ranch—close to Publix, Costco, medical facilities, shopping, dining, and convenient access to I-75. You’re also minutes from Legacy Trail and the recently voted #1 Beach in the U.S., Siesta Key Beach (TripAdvisor).

Perfect as a primary residence or second home, this condo offers the ideal blend of comfort, convenience, and resort-style living on Florida’s beautiful Gulf Coast. pets on a case by case approval

SARASOTA

5677 FOSSANO DRIVE 506

3 Beds

2 Baths

2,045 Sq.Ft.

$2,500

MLS#: A4672931

Welcome to your perfect beach getaway with this 1 Bedroom 1 Bath Condo in Sandy Cove II, located in beautiful Sarasota, FL. This cozy condo offers a serene escape with a partial ocean view, private beach access, and a fishing pier for those who love to cast a line. Enjoy the convenience of in-unit laundry and make use of the outdoor BBQ for al fresco dining. The clubhouse is perfect for social gatherings or simply relaxing with a good book. Whether you're looking for a weekend retreat or an extended stay, this short-term rental is also available for long-term, and has everything you need for a relaxing beach vacation. Kitchen has been recently remodeled, bathroom includes split toilet and shower in separate rooms. Livingroom and dining room have high end furniture and the sofa easily converts to a pop-up-bed. Rent is $2,500.00 per month plus 13% tax for April - August, $3,250.00 per month per month plus 13% tax for September to October, $3,500.00 per month plus 13% tax for November, $4,250.00 per month plus 13% tax for December through March, and $3,250.00 per month for annual rental. Move in requirements are: $60.00 application fee per adult for property management company, $100.00 application fee for Sandy Cove II Condominium Association, short-term rentals are 30 day minimum and all funds are due 90 days in advance. Annual rental first month's rent along with a security deposit equal to 1 month-s rent. NO PETS PER ASSOCIATION

SARASOTA

111 PASS KEY ROAD 111

1 Beds

1 Baths

656 Sq.Ft.

$2,500

MLS#: A4643805

Price reduced

AVAILABLE December 2025 - May 2026! Enjoy your vacation in this adorable 1 bedroom/1.5 bathroom updated condo. Open Kitchen features a wet bar and eat-in space. Living area is beautifully decorated with a sleeper sofa overlooking the screened-in lanai with a private preserve view. Master Suite features a Walk-In Closet, Walk-In Shower and private vanity. Washer/Dryer located in the Master Suite. Only steps away from the community pool and minutes from Palm Aire Golf and Country Club. Nearby to shopping, dining, the University Town Center Mall, I-75 and Sarasota/Bradenton airport. The beautiful Gulf Coast beaches are just a short drive. Book your stay today.
Owner will consider an ANNUAL furnished rental at 1900/mo.

SARASOTA

7062 W COUNTRY CLUB DRIVE N 7062

1 Beds

1 Baths

954 Sq.Ft.

$2,500

MLS#: A4529287

Price reduced

Nice home 2 bedroom and 2 bath, with bonus room that it can be used as a 3rd bedroom, home office, or guest retreat with frosted sliding doors that provide both privacy and flexibility, Minutes from Downtown Sarasota, Siesta Key Beach, and I-75. Easy access to shopping, dining, parks and the exciting University Town Center (UTC) Mall.

SARASOTA

2920 MCINTOSH ROAD

3 Beds

2 Baths

1,366 Sq.Ft.

$2,500

MLS#: A4672301

New on site 4 days ago

Annual 3 bed/ 2 bath house rental house located in Sarasota, FL. Available December 16, 2025, for $2,500 per month. Application fee per adult $50, $2,500 security deposit, first month's rent $2,500, and $100 administrative fee. *Fico score over 600* Pets allowed with $350 non-fundable pet fee per pet. Spacious 2-car attached garage, shed, washer/dryer, and screened lanai with backyard. * Renters Insurance required *. Close proximity to nearby stores, restaurants, and less than 6 miles to the Sarasota/Bradenton Airport.

SARASOTA

2281 LOCKWOOD MEADOWS DRIVE

3 Beds

2 Baths

1,469 Sq.Ft.

$2,500

MLS#: A4675300

New on site 1 day ago

AVAILABLE MID FEBRUARY. Annual Unfurnished and Beautifully updated Townhome is located in the gated community of Bradford Manor. This spacious townhome features one of the largest floor plans, 3 bedrooms, 2.5 baths, 9'4 volume ceilings, and a one car garage. As you enter through the front door, you are met with a bright and spacious open floor plan with luxury vinyl plank flooring in the living/dining area, gourmet kitchen with tile flooring, wood cabinetry, soft close drawers, stainless appliances and granite counters. Upstairs you will find 3 spacious bedrooms, master suite with a large walk-in closet, master bathroom with double vanities and walk-in shower. The guest bathroom has dual vanities and a soaking tub. The washer and dryer are conveniently located in a laundry closet at the top of the stairs, close to all 3 bedrooms. There is a covered and screened-in lanai with a storage room. Step out of your front door and you are directly across the street from the community pool and spa! Bradford Manor Community offers amenities which includes a pool/spa and is conveniently located just a 10-minute drive from downtown Sarasota, 15 mins from Lido Beach and St. Armands shopping/restaurants, UTC shopping area, Sarasota Bradenton International Airport (SRQ), and Benderson Park. *Rent includes Basic Cable, Internet/Wi-Fi, and yard care. *Tenant Occupied until January 31, 2026. *

SARASOTA

1262 GRANTHAM DRIVE

3 Beds

2 Baths

1,758 Sq.Ft.

$2,500

MLS#: A4675666

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