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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

4,570

# of Listings

2

Avg # of Bedrooms

$485

Avg. $ / Sq.Ft.

$873,318

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4570 Properties Found. Page 251 of 305.

•.¸¸.•*´Coveted Downtown Location¨`*•.¸¸.•***Ground Floor End Unit*** This unit includes a 400 sq ft private courtyard, fully fenced with locking gates, and storage room - with courtyard the total square footage is over 1,100 square feet. Available June 1, 2025. Golden Gate Point is literally a glittering mini 22-acre peninsula that juts into Sarasota Bay. We invite you to enjoy a peaceful, tranquil & relaxing stay at the very unique and rare Peacock on the Point, located on one of the most exclusive streets in all of Sarasota: Golden Gate Point. This gateway to St Armand’s Circle, Lido Beach, and Longboat Key is a hidden jewel in the epicenter of the downtown Sarasota bayfront. Peacock on the Point is a 4-unit condominium building; each unit has been completely renovated & each with its own private entrance and private outdoor space. What makes Peacock on the Point so special is the outdoor space! It’s such an anomaly to have a charming free-standing building in a downtown location and with its own private courtyard, own private quad, own private gazebo an own private outside game room, as well as a Hot tub. Located in the heart of downtown Sarasota, POP is 2.9 miles to Lido Beach, is 7.5 miles to world famous #1 rated Siesta Key Beach, 2 miles to St. Armand’s Circle and just across the Street from the Ritz-Carlton! •*´¨`*•.¸Will Consider Mid-term Lease - Contact Agent for Mid-term Pricing¸.••*´¨`*•.Check out the video for details.

SARASOTA

161 GOLDEN GATE POINT 4

1 Beds

1 Baths

1,185 Sq.Ft.

$3,750

MLS#: A4654481

Available for seasonal or six months or longer. This very spacious 3 bedroom, 3 bath ranch style home has plenty of room in the living, dining, pool deck and kitchen areas. In of the most desirable locations in Sarasota! Nestled in the quaint area of Gulf Gate. The property backs up to a green field belt for added privacy. You are moments away from US 41 and plenty of retail , restaurants and the Gulf Gate Shopping District. Just moments over the Stickney Point bridge to the west is Siesta Key. The BEST beach in the world! Sparkling waters of the Gulf of Mexico are waiting for you! Stay here and make this the best winter getaway or summer vacation!
Call for rates and availability. Rates vary from December -April and off season which is May - November.
Pool resurfaced April 2025 . New Roof May 2025

SARASOTA

7336 BILTMORE DRIVE

3 Beds

3 Baths

2,502 Sq.Ft.

$3,750

MLS#: A4545188

Lovely condo in a great location in the heart of downtown Sarasota. Close to Whole Foods, coffee shops, theaters, Opera House, library, restaurants and fine dining. The condo is located on the amenity level which is an extension of your home, including a resort style pool, hot tub, fitness center, grilling area, theatre room and community gathering area. A 24-hour concierge on site a parking in a secure garage top off this luxury lifestyle. The condo is open and spacious with living room open to the kitchen, two separate bedrooms each with its own bath, covered terrace, and in unit laundry. The second bedroom is set up as an office with custom cabinets, and a daybed with trundle. Rent includes cable, internet, and water. Rate listed is for one-year minimum, seasonal rate is higher. Please contact owner with interest and inquiries.

SARASOTA

100 CENTRAL AVENUE C517

2 Beds

2 Baths

1,226 Sq.Ft.

$3,750

MLS#: A4651678

Welcome to 2260 Island Creek Road, a beautifully maintained 4-bedroom, 2.5-bath executive pool home located in the quiet, sought-after community of Shadow Oaks Estates in Sarasota. This spacious residence offers over 2,100 square feet of living space with a split floor plan, high ceilings, and abundant natural light. The open layout includes a versatile fourth bedroom that can easily serve as a home office or den. The modern kitchen features stainless steel appliances and solid wood cabinetry, while the primary suite includes a walk-in closet and a luxurious en-suite bath. Step outside to your private screened-in pool with serene water views—perfect for relaxing or entertaining. Recent updates include a new roof (2023), newer AC (2020), and a water heater (2021), ensuring peace of mind and energy efficiency. Nestled in a community of just 54 homes, this rental offers both privacy and a welcoming neighborhood feel. Located just minutes from I-75, the Celery Fields, shopping, dining, and Sarasota’s world-renowned beaches, this home delivers the ideal blend of comfort and convenience. Lawn and pool maintenance are included, and pets will be considered on a case-by-case basis. This is Florida living at its finest—available now for long-term lease.

SARASOTA

2260 ISLAND CREEK ROAD

4 Beds

2 Baths

2,961 Sq.Ft.

$3,750

MLS#: A4649797

Nestled into The Meadows is Longwater Chase. A small, quiet condo community with beautiful greenspace and access to the golf course. This lovely 2 BR / 2 BA, ground floor end unit sleeps up to 6. Comfortably arranged, you'll feel right at home here while you enjoy walking, bicycling, jogging, running, swimming, sunbathing, playing golf on either of the 2 award-winning scenic public golf course, shopping or heading out to any of the award winning beaches in the area. You haven't experienced how great winter can be until you spent it living the Florida lifestyle. The Meadows is located close to I-75, downtown Sarasota, University Town Center Mall and Benderson Park. It offers 1650 acres of open space, so you'll never feel crowded and it boasts an abundance of canopied oaks and more than 85 lakes and waterways, not to mention 14 miles of walking and bike trails for the fitness/nature enthusiasts. Utilities, cable or streaming tv and WIFI included. NO PETS/NO SMOKING. 3 month minimum stay required however. Association application and approval required (application fee is $100). RATES: DEC 1-APR 30: $3700 per month* // MAY 1 - NOV 30: $2500 per month* (*additional fees & taxes apply) . Prices shown are based on 2-person occupancy. Additional persons staying in the unit for a period of longer than 7 days may be considered additional occupants and subject to additional rental fees being charged and/or application and approval process if the community is governed by association rules and regulations. Your rental Agent must be advised of all additional occupants and dates they will be in the unit. Rates include all utilities including WIFI. Additional charges will be: security deposit ($500), departure cleaning fee ($250), Booking fee ($250.00), Sales and Resort Taxes (13%) and Travel Insurance (if purchased at the time reservation is booked). Rates are subject to change without notice and reservations are not guaranteed until initial reservation deposit is received. NOTE: We do not accept reservations for high season months of Jan - April for less than 90 days until after Labor Day. After Labor Day - 30 DAY minimum rentals only during the HIGH SEASON months of January, February and March. Tenants who are in this year have first option to renew for the next year, and have until April 15 to advise us if they are returning. Please contact us to be added to automatic e-mail alerts for available units. PROPERTIES ARE SET UP FOR CONVENIENT CONTACTLESS TOURS. We are unable to do in person showings due to existing bookings and owner usage. Photos on website are updated regularly.

SARASOTA

4648 LONGWATER CHASE 99

2 Beds

2 Baths

1,108 Sq.Ft.

$3,700

MLS#: A4520213

Discover modern downtown Sarasota living in this BEAUTIFULLY FURNISHED, boutique 2 BR/2.5 BA condo at Risdon on 5th, available for a 6 to 12 month lease with ALL UTILITIES INCLUDED. Completely move in ready and designed by Halflants + Pichette, the bright open layout features stone countertops, custom cabinetry, upgraded fixtures, and floor-to-ceiling impact glass framing views of the city skyline.

The spacious living and dining area flows into a gourmet kitchen with recessed lighting, a breakfast bar, and ample storage. Both bedrooms have en suite baths—including a walk-in tile shower and walk-in closet in the primary suite—and custom closet shelving for effortless organization.

Residents enjoy resort-style amenities: a heated rooftop pool, two bay-view terraces, a private Zen Garden, and secure covered parking. Situated on a quiet street in the Rosemary District, you’re just minutes from award-winning beaches, Siesta Key, St. Armands Circle, top restaurants, shops, galleries, and Sarasota Memorial Hospital. Schedule your private tour today!

SARASOTA

1350 5TH STREET 205

2 Beds

2 Baths

1,227 Sq.Ft.

$3,700

MLS#: A4655002

LOCATION, LOCATION, LOCATION!!Gorgeous light and bright villa available for an ANNUAL rental in the sought after community of Penshurst Park in the Meadows of Sarasota. This villa is not to be missed with it's upgrades, private courtyard entry way, open floor plan, split bedrooms and plenty of room to spread out. The villa has a very large living room with bonus space/dining room combination, desk nook, decorative fire place, soaring ceilings and plenty of space for multiple sitting areas plus big floor to ceiling windows to view a sparking lake and golf course views. The newly renovated kitchen has a hammered copper sink, stainless appliances, solid wood soft close cabinets, quartz counter tops and a center island. The primary suite has a large bedroom with lots of windows, room for a sitting space, custom walk in closet and an en suite bathroom with double sinks, walk in shower, garden tub and water closet. The guest bathroom has a tub/shower combination. The home has a laundry room with utility sink and a two car garage. The Meadows community has walking/biking trails, park like feel, community pool with hot tub, fitness center and pickleball courts. Close to beaches, downtown Sarasota, I75 as well as both Fruitville Road and University Parkway with all the shopping, grocery stores, coffee shops and much much more. Call today as this beauty will not last long!!!! HOME IS BEING RENTED UNFURNISHED. PHOTOS JUST FOR STAGING.

SARASOTA

4060 PENSHURST PARK

3 Beds

2 Baths

3,255 Sq.Ft.

$3,700

MLS#: A4658110

Greenfield Community - Single Family Home with NEW Pool and 2-Car Garage. AVAILABLE for MOVE IN after Aug 22nd. This beautiful one-story 3 bedroom + den, 2.5 bath home features a beautiful kitchen with stainless steel appliances adjoining the family room with a view of the pool (heated/electric) and backyard. Appliances new within last two years: water heater, one of two A/C heat pumps, refrigerator and microwave. The pool and spa include WiFi and app control capability. The pool enclosure is screened with a covered area for outside dining. Smart thermostats, smart washer and dryer, smart refrigerator. Easy and quick access to lots of shopping, dining and entertainment options. Legacy Trail is 1.5 miles from the property. First, last and security is required. Good credit (680+) and background and income of at least 3x the rent is required. Grounds maintenance, pool maintenance, trash pickup and pest control is included. One small dog is permitted under 35 lbs with a $500 refundable deposit. School district is Ashton Elementary, Sarasota Middle and Sarasota High. HOA requires community application to be submitted no less than 30 days prior to lease start date. Lindsay Leasing application takes typically 2-5 days.

SARASOTA

4454 HOLLYBROOK WAY

3 Beds

2 Baths

2,878 Sq.Ft.

$3,700

MLS#: R4909487

Ask about our security deposit alternative to help with the upfront move-in cost! Welcome to this stunning 4-bedroom, 3.5-bathroom home in the heart of Sarasota! Complete with bright and open spaces throughout, this home offers over 1,500 square feet of living space, a fenced backyard oasis, modern finishes, and much more! This vintage 60's block ranch home is the perfect time capsule, featuring luxury wood plank laminate flooring with sleek and modern elements throughout! The chef's kitchen features plenty of breathtaking elements, including multiple workstations with cherry-oiled butcher block and charcoal quartz countertops, exposed shelving, built-in shelving, two refrigerators, and two sinks! Appliances include a gas cooktop with a hood, a dishwasher, a microwave, and an oven. The kitchen flows seamlessly into the dining and living area, creating a cozy atmosphere for entertaining your invited friends! Step right from the kitchen into the spacious Florida room, featuring elegant wood plank laminate flooring and an abundance of natural Florida sunlight. Gaze out at your personal backyard paradise, boasting mature landscaping and a serene mini pond with a stone waterfall. After a long day's work, this is the perfect haven to relax and spend quality time with loved ones! Three bedrooms, each with their own en suite bathrooms, plenty of room for all your family members! As an added bonus, an additional room has been added to the home, located through the Florida room, ensuring everyone in the family has their own private space! A laundry room with washer and dryer, and a full bathroom complete the rest of this home. This home is perfect for entertaining both indoors and out. The stunning exterior features a screened-in front porch where you can savor your morning coffee, a covered back patio for gatherings, and plenty of space for your furry friends to run and play! Keep your car cool and protected with an attached 1-car garage and carport. A rear stand-alone shed is the perfect space for all your storage needs. Pets accepted, but no dangerous breeds.

Location! Location! Location! Nestled across from Arlington Park, this home is only a 9-minute drive to the wonders of Downtown Sarasota and Marina Jacks! Arlington Park offers visitors a 50-meter lap pool, outdoor and indoor basketball courts, tennis courts, a playground, an outdoor fitness gym, a half-mile walking trail, and a dog park! Surrounded by all things shopping, dining, and entertainment, you will never spend a dull day off with family and friends. Ryntal Property Management has partnered with Obligo a security deposit alternative to qualified renters! Call today for more information. Submit all applications to Ryntal Property Management ONLY!

Qualifications: We run a complete background check that includes credit, income verification, prior landlord and eviction history. In terms of credit, we look at the entire picture as opposed to just the credit score, but in general, we do require a score over 550.

SARASOTA

2000 CRAFT LANE

4 Beds

3 Baths

2,950 Sq.Ft.

$3,700

MLS#: A4655636

Located in Pelican Cove community. This community is gated with a guard 24 hours a day. Lush mature foliage create a relaxing atmosphere. Walking trails along with boardwalks throughout the community. There are 6 Pools, 4 tennis courts, shuffleboard and a basketball court that are all available to you while staying at Pelican Cove. An 86 slip boat harbor is also within the community. Just a short drive to Siesta Beach which has been voted #1 beach in the USA, restaurants, shopping and downtown area. No Pets. No Smoking. No Trucks/RV/Motorcycles/Golf Carts. Association requires a 2 month minimum stay. Call for off season availability and rates.

SARASOTA

1717 PELICAN COVE ROAD 333

2 Beds

2 Baths

1,318 Sq.Ft.

$3,700

MLS#: A4625263

Turtle Rock Single Family Home with Heated Pool and Spa and 2 Car Garage. This beautiful well maintained 4 bedroom, 3 bath home provides over 2300 square feet. Property features include: no carpet, crown moldings, granite counters, stainless appliances and wood cabinetry, aquarium glass window in the breakfast nook overlooking beautiful pool and spa and more. Formal living and dining room. Pool heater is gas powered. Solar pool heating system will not be repaired or replaced if it becomes un-operational. Irrigation water is on reclaimed water. Home exterior painting is to be completed in the coming weeks. Turtle Rock community is gated with community heated pool, nature trails, playground, basketball and tennis courts. Minutes to Legacy Trail, Costco, Potter Park YMCA and so much more. Included in rent: grounds maintenance, pool/spa service, and pest control. Small dog under 35 lbs is allowed. No aggressive breeds. No puppies. No additional dogs permitted after lease has been signed. Trucks cannot be parked in driveway overnight. Garage is 20' long but there is a A/C bump out which limits available space to 17' length for a vehicle. Available for move in 9/15/25.

SARASOTA

5262 FAR OAK CIRCLE

4 Beds

3 Baths

2,906 Sq.Ft.

$3,700

MLS#: R4909624

CAN BE RENTED UNFURNISHED FOR ANNUAL LEASE. This is a beautifully renovated turnkey furnished 3-bedroom plus a Den (Can be used as a 4th bedroom) / 2 bathroom single-family home located in Paver Park in Sarasota County. It has a fully screened private pool, as well as an entirely fenced patio and backyard. There is a den that can easily be a 4th bedroom. This home is centrally located to shopping, restaurants, and beaches. It is a 5 min drive to downtown Sarasota Main St., 15 mins to both Lido and Siesta Key beaches and 5 mins to Sarasota Memorial Hospital. The home has a new AC and Roof. AVAILABLE for Short-term or Annual lease. (minimum 1-month rental required in or out of season). Can possibly be rented unfurnished on long-term leases only. Also, ALL short-term leases (6 months or less) are subject to FL tourist tax 6% and FL state sales tax 7% totaling an additional 13% per month. Owner pays up to $150.00 per month towards electric bill on all short term leases only. Owner will provide once per month cleaning. Leases that are 5 months or more, tenants will be responsible for ALL utilities.

SARASOTA

2706 MARTIN STREET

3 Beds

2 Baths

1,577 Sq.Ft.

$3,700

MLS#: A4642337

Located in beautiful Pelican Cove. Come and stay and watch the sunsets. Located minutes from Siesta Beach, voted #1 in USA. This condo is a ground floor end unit. The floor plan is actually a three bedroom but set up as a two bedroom with a den (No sleeper sofa). Unit has been renovated and includes granite counter tops. Has a garden view, inside utility which includes washer and dryer. No Pets, No Smoking. Vehicle Restrictions, No Trucks, Trailers, Recreational Vehicles, Golf Carts, Motorcycles, Commercial Vehicles. Gated community with 24 hour guard at gate. Two month minimum per condo association.

SARASOTA

1700 GLENHOUSE DRIVE 305

3 Beds

2 Baths

1,576 Sq.Ft.

$3,650

MLS#: A4188517

AVAILABLE FOR SEASON! THEIR LOSS, YOUR GAIN! Palmer Square/Palmer Ranch. RARELY AVAILABLE 3 Bedroom/2.5 Bath property 2 story w/garage. Wonderfully decorated and extremely comfortable Townhome on the North side of Palmer West, overlooking the lake and Prestancia. Very quiet dead end street. Over 2,000 Sq. Ft of living space with Living Room on the ground floor, a wall of windows leading to the screened in Lanai which overlooks the pond and fountain making for a lovely tropical feel. Master and 2nd bedroom upstairs with the 3rd bedroom utilized as a den/office (daybed). Amenities include heated pool & spa. Walking distance to Westfield Mall, and a short trip to Siesta Key and downtown Sarasota. This unit is rarely available for season, same renters for many years. Centrally located. Great Community! You won't find a nicer location to spend your winter.

SARASOTA

3607 SQUARE WEST LANE 20

3 Beds

2 Baths

2,770 Sq.Ft.

$3,650

MLS#: A4631917

PRIME LOCATIS NESTLED IN THIS PRIVATE MILLION DOLLAR ENCLAVE WHICH OFFERS TRANQUILLITY AWAY FROM THE BUSLE OF CITY LIFE. WALK TO GREAT RESTARANTS, SHOPS AND THE BAYFRONT. ENTER THE HOME TO A LARGE LIVING ROOM AND SOLID WOOD FLOORS THOUGH OUT. THE KITCHEN AND DINING AREA IS GENEROUSLY SIZED WITH A OUT DOOR PRIVATED PATIO FOR GRILLING. BOTH BEDROOMS ARE UPSTAIRS WITH THEIR OWN PRVATE BATHS WITH LARGE WALK IN CLOSET AND A OUTSIDE PATIO. IF YOUR LOOKING FOR A PRIME LOCATION CLOSE TO THE ACTION AND THE BAYFRONT THIS IS FOR YOUON IN THE THE MOST SOUGHT AFTER DOWNTOWN NEIGHBORHOOD IN THE ROSEMARY DISTRICT.THIS LIKE NEW KEY WEST-STYLE HOME I

SARASOTA

508 HOWARD CT

2 Beds

2 Baths

2,470 Sq.Ft.

$3,650

MLS#: A4658624

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