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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

4,281

# of Listings

2

Avg # of Bedrooms

$496

Avg. $ / Sq.Ft.

$880,007

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4281 Properties Found. Page 226 of 286.

High and dry waterfront! No flooding or storm damage. Keep your boat in the backyard on the 10,000 lb boat lift and enjoy easy access to Sarasota Bay. Watch sunsets over the boat basin from the heated plunge pool / swim spa. Entire home has been updated in the last 5 years. Terrazzo and tile flooring throughout. 3 bedrooms and 3 full baths. Two car garage has a/c and can also be used as additional living space. Convenient central location near Downtown Sarasota, Bradenton, UTC and the beaches. Be on the water without getting stuck during season to get to and from your house. **Available May 1st, 2025. Annual rental. Available furnished or unfurnished. Rent includes water, lawn service and pool service.

SARASOTA

481 MAGELLAN DRIVE

3 Beds

3 Baths

2,434 Sq.Ft.

$4,900

MLS#: TB8330613

AVAILABLE Feb., Mar. & Apr. 2026. Turnkey furnished unit in the exclusive Terrace building on Siesta Key beach steps away from Siesta Key Village. Enjoy a swim from the elevated pool and catch a sunset while relaxing with a drink. This first floor condo offers a very large balcony with partial beach views as well as Siesta Village and is on the same floor to access the pool area. Washer and dryer are located very conveniently to the condo. This unit includes a private parking spot, direct beach access, WIFI, cable and water are included for a long term lease. Tenant pays for electric. Seasonal rental is a two month min and includes all utilities for the guests. Currently there are two queen beds but one bed can be removed and an armoire can be added if a tenant prefers. Sorry, no pets!

SARASOTA

5400 OCEAN BOULEVARD 1-5

1 Beds

1 Baths

1,099 Sq.Ft.

$4,900

MLS#: A4628649

Price reduced

Holiday special call today! Live the Downtown Sarasota Waterfront Lifestyle! This beautifully updated and fully furnished 2-bedroom, 2-bathroom turn-key condo offers stunning Sarasota Bay views and is available now. With a spacious split floor plan, open kitchen, and two screened-in lanais, you'll enjoy comfort, convenience, and coastal elegance. Located at the base of the Ringling Bridge, this prime downtown location puts you within walking distance to the Sarasota Arts District, Marina Jack, Bayfront Park, the Farmers Market, world-class dining, shopping, and more. St. Armands Circle and Lido Beach are just across the bridge. The building boasts fantastic amenities including a private beach, bayside heated pool, fitness center, kayak launch, pier, and covered parking. Additional features include a full washer and dryer in-unit, low maintenance fees, and recent building upgrades such as new windows, railings, landscaping, and exterior paint. Just bring yourself, your laptop, and a bathing suit—this clean, stylish condo is ready for your designer touch or to enjoy as-is. Minimum 3-month rental. Available now for a truly unforgettable Sarasota experience—live the lifestyle!

SARASOTA

11 SUNSET DRIVE 505

2 Beds

2 Baths

1,550 Sq.Ft.

$4,900

MLS#: A4666984

Seasonal rental inquiries only, not available for annual lease, Currently Booked Feb 1, 2025 - Mid April 2025. Prices fluctuate throughout the year. Subject to availability. This single story, three bedroom two bathroom vacation rental home features a large swimming pool and a private fenced back yard for an inviting outdoor living space. Stepping through the front door, you enter into the great room floor plan which is open and bright with natural light. The living room offers comfortable sofa seating and is equipped with a flat screen TV with HD programming. Just off the living room is a spacious kitchen equipped with 4-piece stainless steel appliance set, wine fridge, garden style sink among other small appliances. Looking out towards the large sliding glass doors in the rear of the home you catch a glimpse of the outdoor covered patio and swimming pool. The screened and covered patio is great for enjoying the cooler nights and is furnished with a patio set and lounge seating. Back inside you will find three bedrooms with the master on one side of the home and the two guest bedrooms on the opposite side. The master bedroom is furnished with a queen-size bedroom set and has an en-suite bathroom. The first of the two guest bedrooms is furnished with two twin-size beds and a wardrobe. The second guest bedroom is furnished with a queen size bed. Dogs are accepted on a case-by-case basis and must be approved prior to a reservation being accepted.

SARASOTA

2843 NEW ENGLAND STREET

3 Beds

2 Baths

1,343 Sq.Ft.

$4,900

MLS#: A4418022

Annual turnkey furnished Want to live on the water with your own beach? Now you can, in style, in this renovated 2/2 condo with beautiful water views of Sarasota Bay and the Ringling Bridge. Welcome to this luxury condo, downtown Sarasota, right next door to the Ritz Carlton on Sarasota Bay. This condo was fully renovated down to the dry wall, with updated plumbing and electrical, AC, kitchen, bathrooms, flooring and lighting. When you walk into the condo the water is what you see from almost floor to ceiling wall of windows. The floor plan is open for easy entertaining and flooded with natural sunlight. The furniture is stylish and comfortable. The kitchen features solid wooden cabinetry with glass doors, topped with quartz counters with breakfast bar and custom tile backsplash. There is a stainless steel farmhouse sink and stainless steel appliances. The main bedroom is quite large with water views, leather plank flooring, dual closets with organizers, en suite bathroom with dual vanities, and walk in shower. The 2nd bedroom is spacious too with water view and organized closet with barn door. This unit has a full size washer and dryer closet for your convenience. This community has it's own private beach, a large saltwater heated pool on Sarasota Bay, a massive sun deck with amazing water views, fitness center, kayak storage and water access. This property is convenient to shopping, casual and fine dining, downtown Sarasota with museums, theater, opera, bay front park, marina and just hop over the bridge to Lido Beach. This property can also be rented during high season (December thru April) at $8000/month +13% tax and off season (rest of the year) for $5500, with a 3 month minimum term. Call now for an amazing place to live or come vacation at the beach downtown Sarasota.

SARASOTA

11 SUNSET DRIVE 304

2 Beds

2 Baths

1,603 Sq.Ft.

$4,900

MLS#: A4667216

Live your best life! This beautiful villa is available MAY 15th - OCTOBER ONLY and is in the desirable gated community of Stoneybrook Golf & Country Club. Enjoy the challenging 18-hole championship golf course completely renovated and redesigned by Kipp Schultes or play tennis/pickle ball with the active tennis community. Other amenities include the well-designed fitness center with a variety of equipment, machines, & weights, a dance studio, community pool, and hot tub. The elegant clubhouse offers menus created by an executive chef or beverages from the bar waiting for you after a round of golf. All these amenities just down the street from the beautiful villa. Retreat to the master suite where you’ll relax in comfort on a king size bed or shower with the feeling of being at a deluxe spa. You will most definitely notice the pride of ownership in this very tastefully decorated, well maintained furnished home. The guest bedroom & bath is upstairs along with a loft area overlooking the kitchen and living room. The den/office can be closed off with the double doors for privacy, and the peaceful screened lanai with swimming pool & spa is a great place to unwind while taking in the sights of nature. This comfortable home has a laundry room, space for garage parking plus a driveway and ample room to spread out with two levels of living space. Located within close proximity to Nokomis and Siesta Key beaches, Legacy Trail, and many restaurants and shops. This is an amazing opportunity to live in paradise, make new friends at this active community and live in luxury. Sorry no pets allowed.

SARASOTA

8784 PEBBLE CREEK LANE

2 Beds

2 Baths

3,109 Sq.Ft.

$4,800

MLS#: A4636372

#A4467709

SARASOTA

6281 TIMBERLAKE DRIVE H6

2 Beds

2 Baths

1,638 Sq.Ft.

$4,800

MLS#: A4467709

Price reduced

AVAILABLE DEC. 2025, JAN., FEB., MARCH, APRIL 2026 and off-season. VACATION IN STYLE IN THIS 3-BEDROOM GROUND FLOOR TOTALLY UPDATED UNIT AT PINESTONE. Quartz countertops in kitchen, new cabinets, new appliances, all new furniture throughout, smart TVs, new carpet in the living room and bedrooms, and a new washer and dryer. Lots of natural light lend to the bright and cheerful atmosphere in this well-furnished and tastefully decorated condo. The glassed and newly screened lanai gives that added year-round space, and they have added new outside patio space. They have thought of everything. This is the perfect vacation condo decorated in a coastal theme, offering everything you would need for a few months in the sunshine. Pinestone is an amenity-rich community featuring a huge heated pool, a 32-seat movie theater, a gathering room, a fitness center, a billiards room, a card room, two lighted tennis/pickleball courts, a firepit area, and much more. The Legacy trail access is a short distance from the community and it is less than 15 minutes to the sugar sandy beaches of Siesta Key. You can be downtown Sarasota in less than 25 minutes to enjoy the many restaurants, performing arts, the Ringling Museum of Arts, and many more cultural experiences.

SARASOTA

8369 WINGATE DRIVE 2114

3 Beds

2 Baths

1,405 Sq.Ft.

$4,800

MLS#: A4669140

Seasonal/ short term rental Beautifully remodeled private and tranquil home on large fenced lot in Sarasota very close to the north end of Siesta Key. This home is flooded with natural sunlight from abundant windows through this open floor plan. The kitchen is spacious with solid wooden cabinetry topped with slab granite counters with breakfast bar, custom tile backsplash and stainless steel appliances. The dining table seats eight people easily with additional seating for 4 at the counter. The furniture is stylish, modern, sleek and comfortable. This property is pet friendly (no aggressive breed allowed). If you want a wonderful base camp for your next vacation, this is it. You will find yourself close to Siesta Key beach, the #1 rated beach in the country. This home is also convenient to shopping, casual and fine dining, downtown Sarasota, museums, the theater and opera. CALL now for your turn in the Florida sunshine!

SARASOTA

3932 SUNSHINE AVENUE

2 Beds

1 Baths

1,300 Sq.Ft.

$4,800

MLS#: A4669275

Stunning ANNUAL rental property available in the sought after community of Library Mews. This light and bright, two story meticulously maintained home has two bedrooms, two and a half bathrooms and plenty of room to spread out. The first floor has a large living room, dining room, kitchen with high end appliances, marble countertops, kitchen island with seating and plenty of cabinet and counter space for cooking, preparing and entertaining. The first level also has an outdoor patio to enjoy the beautiful Florida weather and a bonus space off the kitchen with closet pantry, storage and washer/dryer combination for first floor linens. The second floor has the primary bedroom, den/office or 2nd bedroom, if you wish, with on suite bathroom with a tub/shower combination and a full sized stacked washer and dryer. The primary bedroom has a large walk in closet, Juliet balcony and an on suite bathroom with double sinks, garden tub, linen closet and stall shower. Lovely large roof top lanai rounds out the second floor. One car garage and the community has guest parking. Owner will accept a cat or dog. Call today as this beautiful gem will not last long.

SARASOTA

200 COCOANUT AVENUE 7

2 Beds

2 Baths

2,288 Sq.Ft.

$4,800

MLS#: A4668908

SARASOTA / This one of kind CUSTOM HOME has it all. Enjoy this Luxurious THREE BEDROOM home located in the heart of the city of Sarasota. Close to DOWNTOWN and award winning SIESTA KEY beach. This home is situated on a beautiful lot with majestic Oak trees and Palms beautifully landscaping this property. The fenced back yard has a beautiful patio area with pergola that provides privacy. The rear yard courtyard area features a wood burning brick oven and outdoor kitchen. Perfect for entertaining and relaxing. Master Suite is on the first floor with King size bed and ensuite and a huge walk in closet. Available for one month or more. HIGH SEASON rental rate is $8,000/month (December through April) OFF SEASON rental rate is $4.000 (May through November) Now Available for an annual rental. $4,800/month.
Call Today!!!

SARASOTA

2520 TAMI SOLA STREET

3 Beds

3 Baths

4,700 Sq.Ft.

$4,800

MLS#: A4534658

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

Classic elegance right in the heart of Arlington Park. This bright, newly renovated two-bedroom, two-bath mid-century gem with sparkling pool offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home. Take a break with a dip in the sparkling pool or a game of bocce ball in the backyard. Walk to Southside Village, Arlington Park pool/tennis/basketball/rec/playground, minutes from downtown and the bay. Boat parking available. Extras, the house comes equipped with high-speed Wi-Fi, central air conditioning, a smart TV for entertainment, and all essentials to ensure a comfortable stay. Laundry is indoors! Location directly between Arlington Park and Southside Village, this place offers a genuine feel of Sarasota's vibrant community spirit. The house is not only close to the park's recreational activities, but also strategically close to Sarasota's bustling arts scene, gourmet restaurants and pristine beaches. 2025 Season is available at the moment. $4750/mo August-October, $6900/mo November-December, $11,000/mo Jan-April, $6500 May-July

SARASOTA

2207 CLEMATIS STREET

2 Beds

2 Baths

1,818 Sq.Ft.

$4,750

MLS#: A4662971

Peak Season Rates are $4700/month. Discover your perfect seasonal retreat in this stunning three-bedroom, two-bathroom condo nestled within the sought after gated community of Botanica. This exceptional Sandlewood model spans nearly 2,000 square feet and features a coveted split floor plan that thoughtfully separates the primary bedroom from the secondary bedrooms, creating an ideal balance of togetherness and privacy.

Step inside to find soaring ceilings that create an open, airy atmosphere throughout the home, while abundant natural light streams through the windows of this desirable end unit. The second-floor location offers peaceful lake and fountain views, providing a serene backdrop for your morning coffee or evening relaxation.

The well-appointed interior showcases quality finishes and thoughtful design elements that make daily living a pleasure. Two dedicated driveway parking spaces ensure convenience, with additional guest parking nearby for when friends and family visit.

Botanica's resort-style amenities truly shine, featuring two heated swimming pools, a 4,000-square-foot clubhouse, fitness center, library, and various social spaces perfect for meeting neighbors. The community's culinary kitchen and grilling areas provide wonderful opportunities for entertaining and socializing.

Location couldn't be more convenient, with shopping destinations just minutes away and the world-renowned Siesta Beach accessible within thirty minutes. Downtown Sarasota's vibrant arts scene, exceptional restaurants, and charming boutiques are equally close, offering endless entertainment options.

This seasonal rental requires a minimum three-month commitment and represents an outstanding opportunity to experience the best of Florida living in one of Palmer Ranch's most sought-after communities. Your slice of paradise awaits in this remarkable condo that perfectly balances luxury, comfort, and convenience.

SARASOTA

5290 DESCANSO COURT 201B19

3 Beds

2 Baths

2,364 Sq.Ft.

$4,700

MLS#: A4669346

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

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