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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

4,533

# of Listings

2

Avg # of Bedrooms

$483

Avg. $ / Sq.Ft.

$862,528

Med. List Price

Browse Downtown Sarasota Real Estate Listings

Under $250,000

$250,000 - $500,000

1787 Properties Found. Page 54 of 120.

Beautiful turnkey furnished condo located in Serenata. This former model unit is located on the first floor and has three bedrooms, two bathrooms, laundry room, open floor plan and split bedrooms. The primary bedroom has a king sized bed, large walk in closet and an on suite bathroom with a tub/shower combination. The guest bedrooms each have queen sized beds and walk in closets. The guest bathroom has a tub/shower combination. The kitchen has a closet pantry, plenty of counter space for food prep and cooking and a breakfast bar. Separate living room/dining room combination. Screened in lanai looks out over a lake. Serenata has many amenities including gated security, heated community pool, tennis courts, 24 hour fitness center, clubhouse with billiard room, library and full kitchen, valet trash pickup as well as a car wash area for your convenience. No pets allowed. Will not last long.

SARASOTA

8325 38TH STREET CIRCLE E 102

3 Beds

2 Baths

1,533 Sq.Ft.

$4,800

MLS#: A4441905

15 month lease price. Currently offering 2 months free on a 13+ month lease term and 3 months free on a 22+ months lease term. Prices, promotions, and availability
are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. We warmly invite you to bring your client to Aster and Links, where our professional leasing team will showcase the
unparalleled luxury of our community. From our stunning penthouses with rooftop terraces that boast unmatched views of the Sarasota skyline,
to the meticulously designed interiors, every detail is crafted to impress. As you explore, our team will also share the charm of the vibrant
downtown Sarasota neighborhood. Enjoy complimentary refreshments and a seamless, personalized experience that is sure to leave a lasting
impression. We look forward to hosting you!

SARASOTA

1991 MAIN STREET Links - C1

3 Beds

2 Baths

1,800 Sq.Ft.

$4,796

MLS#: O6292283

Available for rent in the gated community of Cassia at Skye Ranch, 9312 Tequila Sunrise Dr is a like-new 2023-built home that offers luxury, comfort, and thoughtful upgrades throughout. Lightly lived in and meticulously maintained, this spacious home features 4 bedrooms, including a first-floor primary suite, 3.5 bathrooms, a dedicated office or den, and a large upstairs loft—perfect for today’s flexible living needs.

The gourmet kitchen is a standout with cushion-close cabinetry, a beverage center, counter-depth refrigerator, and high-end finishes. The open layout flows into the living area and out to a covered lanai with ceiling fans, creating an ideal space for relaxing or entertaining. The home is equipped with over $40,000 in structural and cosmetic upgrades, including a Ring doorbell, full security system, designer lighting and blinds, upgraded shower doors, motion-sensor lighting, and an LG washer and dryer with pedestals. The two-car garage features an epoxy-coated floor, a utility sink, and has never been used for parking.

For added convenience, a high-quality furniture package is available for tenants interested in a turnkey rental experience. This includes approximately $30,000 worth of furnishings and mounted flat-screen TVs.

Cassia at Skye Ranch is one of Sarasota’s most vibrant master-planned communities, offering resort-style amenities such as a clubhouse, pool with splashpad and lap lanes, spa, fitness center, rock climbing wall, indoor and outdoor sports courts, playgrounds, dog park, and miles of walking trails. A full calendar of social events is organized year-round by a dedicated Activities Director. The home is zoned for top-rated Riverview High School and the newly built Skye Ranch K-8 School located right next to the community.

This is a rare opportunity to lease an upgraded, move-in-ready home in one of Sarasota’s most desirable neighborhoods.

SARASOTA

9312 TEQUILA SUNRISE DRIVE

4 Beds

3 Baths

3,901 Sq.Ft.

$4,750

MLS#: A4657386

#A4640012

SARASOTA

800 BENJAMIN FRANKLIN DRIVE 608

2 Beds

2 Baths

1,590 Sq.Ft.

$4,750

MLS#: A4640012

This is a great opportunity to live on the beach. Your new home is located on the 4th floor. Open plan, with large tile throughout. The home is furnished with an equipped kitchen. Grab your plate and fork because this property is having your cake and eating it too... Just bring your suitcase and you are set. Not too many condos have this, but your 2-bedroom 2-bath is a split plan. Wait until see the grounds and just a few steps to the Gulf. Very easy to show. The owners are looking for annual lease. But the winter rental PRICES will increase for winter months. Easy to show!!!

SARASOTA

8710 MIDNIGHT PASS ROAD 405

2 Beds

2 Baths

1,232 Sq.Ft.

$4,750

MLS#: A4630124

This unit is currently furnished and was used as a model home by David Weekly Home Builder . Six month minimum rental. Unit is offered furnished for a one year lease at $5,200 a month for six months . First and last month's rent plus $1,500 security deposit required. Non refundable association application fee $250. Background and credit check required . No smoking in unit, no pets allowed.

SARASOTA

2401 EZZELL COURT

3 Beds

3 Baths

1,918 Sq.Ft.

$4,700

MLS#: A4651164

YOUR DREAM GETAWAY AWAITS IN VILLAGE WALK! Off-Season Rental
Welcome to Octonia, a beautifully appointed 3-bedroom, 2 bathroom + den retreat nestled ona peaceful cul-de-sac in the highly sought after Village Walk Community. This home isn’t just a place to stay—it’s a lifestyle experience!

Bright & Airy Open Floor Plan – Sunlit interiors with a spacious living area, cozy recliners, and a large TV for ultimate relaxation.
Chef’s Kitchen – Upgraded countertops & backsplash, plus a delightful den with a daybed and built-in bookcases.
Private Master Suite – Walk-in closet & luxurious master bath.
Guest Haven – Two guest bedrooms on the opposite side of the home for privacy, plus a full bath.
Resort-Style Outdoor Living – Your own private caged pool, solar and heat-pump heated, with a large entertainment space and gas grill, all overlooking serene water views.

The Community:
Endless Amenities – Lap pool, social pool with Tiki Bar, gas station, café, and state-of-the-art fitness center.
Recreation Galore – Tennis, Pickleball, and a lovely clubhouse for social events.
Engaging Lifestyle – Enjoy the community’s exclusive news magazine and a calendar filled with social activities!

Location, Location, Location!
Just minutes from the stunning beaches of Sarasota, Siesta Key, and Nokomis, plus fantastic restaurants, shopping, and entertainment.
In the beautifully manicured Palmer Ranch community.

Rental Details:
4-month minimum rental (per association rules)
Application info attached.
Off Season only

Your Florida oasis is calling—don’t miss out!

SARASOTA

5622 OCTONIA PLACE

3 Beds

2 Baths

2,696 Sq.Ft.

$4,700

MLS#: A4645184

Welcome to an extraordinary vacation escape in the beautiful surroundings of Siesta Key. This exceptional two-story penthouse condo located in the waterfront community Sandy Cove offers an unforgettable vacation experience with a partial view of the breathtaking Gulf of Mexico!

With three-bedrooms, three-bathrooms and two outdoor seating areas, you can soak up the sun and enjoy the tropical breezes all day long! Inside, a fully equipped kitchen awaits you, ideal for culinary adventures or easy catering. Enjoy the spacious rooms complete with walk-in closets, providing plenty of space to comfortably accommodate your personal belongings.

Enjoy the beautiful decor with modern, coastal furnishings, adding to the serene and luxurious feel of the property, allowing you to fully embrace the beauty and relaxing atmosphere of the coast.

In addition to your private retreat, you can also take advantage of the community pool, a perfect spot to cool off or enjoy a refreshing swim.

Exceptionally located in the heart of North Siesta Key Village, this condo affords easy access to live music, shopping, and a fantastic selection of restaurants. Whether you feel like trying local seafood, exploring boutiques or simply enjoying the vibrant local music scene, the Village has something for everyone. Come experience the perfect balance of luxury, convenience, and the captivating beauty of the Gulf Coast in this exceptional Siesta Key penthouse condo.

SARASOTA

4900 OCEAN BOULEVARD 501

3 Beds

3 Baths

2,034 Sq.Ft.

$4,700

MLS#: A4593799

Living is easy in this lovely 2 bedroom 2 bathroom condo on the 3rd floor at Stoneybrook Clubside 2. Located within the gates of Stoneybrook Golf and Country Club. Relax and enjoy the covenient and secure maintenance-free, active lifestyle community. The membership is transferable which gives you access to the kingdom. Conveniently located a short drive to Siesta Key, shopping, and dining. The list could go on for ever.

SARASOTA

9320 CLUBSIDE CIRCLE 2310

2 Beds

2 Baths

1,253 Sq.Ft.

$4,700

MLS#: N6121013

Welcome to The Heatherwood Haven! This delightful two-story, 3-bedroom, 2-bathroom townhome is located in the stunning community of Heatherwood, a subdivision of The Meadows Golf and Country Club, which offers miles of private walking and biking trails, and tennis courts, a gym, three golf courses, lakes, and pools. Come, relish in the gorgeous Florida sunshine! Upon entering the home, you will find yourself lost in the gorgeous landscaping and the pure tranquility this home offers. You will find the first out of three outdoor patios through the screened-in front lanai. There is enough seating for up to two. When entering the home, you will find a light and bright atmosphere. The dining table overlooks the living room and can accommodate up to six comfortably. Adjacent is the kitchen, which has all stainless-steel appliances. The spacious living room boasts expansive windows overlooking the outdoor paradise. There are two plush couches and a Smart TV. The primary bedroom has a king-size bed, a dresser, a chair, and sliding glass doors leading out to a private screened-in patio. Attached is the primary bathroom, which has three closets, a dual vanity, and a shower/tub combo with a detachable showerhead. As you take the stairs to the second floor, you will find the remaining two bedrooms and bathroom, leaving this the perfect space for your loved ones on vacation. The second bedroom has two-twin size beds with plenty of dresser space. The second bathroom has a large vanity with a shower/tub combo. The third bedroom has loft vibes! One set of bunk beds, one twin-size bed and one full-size bed, a full-size futon, and plenty of closet space for your personal belongings. From the third bedroom, you have a gorgeous view of the downstairs living room and backyard space. Time for the outdoor paradise! You will find the third patio that has an outdoor dining set for four. The expansive backyard space is perfect for entertaining your family and loved ones. Just a walk through the backyard, and you will find two stunning lakes. Come, see why people return to The Meadows yearly, making memories that will last a lifetime. House Rule: No smoking. No burning candles inside of lodging. No parties. Sorry, no pets. The Meadows Country Club offers seasonal memberships, which can be purchased directly from the clubhouse. There are four different membership packages to choose from. Your home away from home is only a 30-minute drive from the silky majestic sands of award-winning Siesta Key Beach, and you will enjoy fabulous shopping, entertainment, theaters, and a plethora of fabulous restaurants in St. Armand's Circle, Sarasota, Lido Beach and Longboat Key.

**Taxes and fees not included.

SARASOTA

3107 HEATHERWOOD LANE

2 Beds

2 Baths

1,646 Sq.Ft.

$4,622

MLS#: A4541564

SARASOTA'S PALM AIRE GOLF & COUNTRY CLUB Villa available for rent. The turnkey furnished villa has three bedrooms, two bathrooms, tile floors throughout, comfortable living room, dining room and a large kitchen. The primary bedroom has a king sized bed, walk in closet and en-suite bathroom with a stall shower. The guest bedroom has two twin beds. The second guest bedroom is set up as a den with two twin pull out sofa chairs. Roomy Screened LANAI overlooking the common green space and community pool. Great Location in Palm Aire Golf Country Club, with many shopping centers and Restaurants to choose from on University Parkway and the University Town Center. Just minutes from Downtown Sarasota and Lakewood Ranch Town Center. Call today as this will not last long.

SARASOTA

6986 W COUNTRY CLUB DRIVE N 6986

3 Beds

2 Baths

2,032 Sq.Ft.

$4,600

MLS#: A3964233

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

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