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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

4,545

# of Listings

2

Avg # of Bedrooms

$483

Avg. $ / Sq.Ft.

$868,043

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4545 Properties Found. Page 226 of 303.

This fabulous one bedroom, plus a full sleep-in den, provides additional space for a quiet sitting room or a guest retreat. Relax in the spacious living area or enjoy a glass of wine on the lanai.

The condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private beach access to Siesta Key's world- renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm, sunny Siesta Key.

The moment you arrive at Gulf & Bay Club Bayside, you’ll appreciate the beauty, serenity, and charm of this "Key West” style village. Located on the bay across the street from world-famous Siesta Key Beach, our view of the Intracoastal waterway is exquisite. You’ll be embraced by balmy breezes and delighted by the birds, fish and manatee.
Our spacious units, individually owned and decorated, are surrounded by lush, tropical landscaping, shell paths, and quiet lakes with soothing fountains. There is a feeling of privacy and individuality in the layout of our units. Relax in air-conditioned comfort or open the windows and invite in the gulf air.

Two heated pools, two tennis courts and an exercise room provide on-site activities. BBQ grills, a fishing dock and picnic areas are available for all guests. For convenience, each guest rental has its own private garage and a washer and dryer in the unit.

Best of all, you can walk across the street and down a path to beautiful Siesta Key or Crescent Beach. Siesta Key Village is just down the street. Golf-cart taxis and pedicabs, just a phone call away, will take you there for free - tip only service.

COME VISIT!

A ONE WEEK MINIMUM RENTAL IS REQUIRED. IF YOU DESIRE TO STAY MORE THAN ONE WEEK, PLEASE CONTACT US TO HELP YOU BOOK YOUR RESERVATION.

*Taxes and fees not included.

SARASOTA

1360 SIESTA BAYSIDE DRIVE 1360-D

2 Beds

1 Baths

959 Sq.Ft.

$7,000

MLS#: A4588739

FULLY REMODELED turnkey furnished pool home. This home will not disappoint you with all new Engineered hardwood flooring through out the living areas and bedrooms. This open 4 bedroom split plan with 3 full all new bathrooms is a delight. A wonderful bright den in the front of the house with doors for privacy. The open bright kitchen is the main focal point with all white cabinets galore, light colored granite, dry bar or coffee bar is everyone's dream area. The kitchen views into the family room and nice views of the pool through the aquarium glass at the eat in breakfast nook. The house does a a fully fenced in yard for pool privacy. The huge screened in lanai area does have a heated pool, built in grill counter with sink for outdoor leisure for gatherings. The covered area on the lanai is oversized with electric roll down fabric screens for sun protection. The location of this home is on a quite cul-de-sac and close to all your everyday needs, Publix shopping plaza, SRQ airport, Super Walmart, Super Target, UTC Mall, 32 restaurants, University Parkway corridor and 15 min to downtown Sarasota. This property is available for the 2026 prime season at $7000 a month.

SARASOTA

7448 39TH COURT E

4 Beds

3 Baths

3,105 Sq.Ft.

$7,000

MLS#: A4650050

Welcome to Shaker Of Salt! This beautifully designed 3-bedroom, 2-bathroom home offers a perfect blend of comfort and style, featuring a private pool and spacious living areas, ideal for both relaxation and entertaining.

The primary bedroom is a retreat, complete with a king-size bed and an attached bathroom that boasts a walk-in shower, ensuring your comfort and privacy. The second bedroom offers ample space with two queen-size beds and a TV, making it perfect for friends or family members. The third bedroom also features two queen-size beds and plenty of closet space, providing both comfort and convenience.

The second bathroom is well-appointed with a dual vanity and a walk-in shower, catering to the needs of your family and friends. The home features two separate living room spaces, both designed for unwinding and enjoying quality time. Whether you’re watching your favorite shows, reading a book, or simply enjoying the ambiance, these living areas offer the perfect setting.

Step outside to your private pool, where you can soak up the Florida sunshine or take a refreshing dip. Located in Sarasota, this home provides easy access to the area’s beautiful beaches, shopping, dining, and cultural attractions.

Garage is not accessible for guests use. It has been converted to a game room. Guests can park in the driveway. Fireplace is NOT for guests use.

House Rule: No smoking. No burning candles inside of lodging. No parties. Pool is not heated.

Furry friends welcome, max 2, and require a $200 per pet non-refundable pet fee to be paid directly to the management company.

SARASOTA

1127 DE LEO DRIVE

3 Beds

2 Baths

1,846 Sq.Ft.

$7,000

MLS#: A4633872

AVAILABLE MARCH & APRIL 2026 & OFF-SEASON MAY 15 THROUGH END OF DECEMBER 2025. EXCEPTIONAL VILLA at Stoneybrook G&CC on the golf course, three bedrooms, two baths, and two-car garage. A transferable golf membership is available if desired for a fee payable to the country club. The entryway is screened and is nicely furnished with comfortable seating; step into an open floor plan with breakfast nook and well-designed kitchen featuring stone countertops, a storage pantry, high-end appliances, and opens to the dining area. The dining area is also open to the living room, offering comfy leather seating, a smart TV, and a view from the living room onto an inviting lanai overlooking the 5th fairway. The master bedroom has a king-sized bed, an ensuite bathroom with a garden tub and vanity with twin sinks, plus a nicely tiled and glassed walk-in shower. There is a king bed in the second bedroom, which is located adjacent to the guest bathroom, and the 3rd bedroom can also function as a den/office and has twin beds for the occasional guests, a closet, and a desk area with storage cabinets. The large extended lanai has a covered area for seating and a caged screened area, making it perfect for entertaining. The two-car garage has room for your vehicle, beach toys, and there is a utility sink for added convenience. A community pool is located just a couple of blocks away. Stoneybrook is a gated community conveniently located on Palmer Ranch featuring a newly modernized Kipp Schultes-designed golf course, said to be one of the best courses on the west coast of Florida, a fitness center, a large heated pool, a state of the art clubhouse featuring fine and casual dining, Har Tru tennis courts, bocce ball, and the community borders the Legacy walking and biking trail access, is less than 15 minutes from the sugary sandy beaches of Siesta Key and the village shops and restaurants. There is a local YMCA and a park with 6 pickleball courts, a Costco and Publix all within a couple of miles from the community, and you can be downtown Sarasota in 25 minutes to take in the cultural and culinary activities that Sarasota offers. Call for more information and for off-season rates.

SARASOTA

9480 FOREST HILLS CIRCLE

3 Beds

2 Baths

2,620 Sq.Ft.

$7,000

MLS#: A4650928

Welcome to luxurious waterfront living at its finest! This stunning 2 bedroom, 2.5 bathroom condominium in The VUE offers unparalleled views of Sarasota Bay and Downtown Sarasota from its spacious private terrace/balcony. Fully furnished with contemporary flair, this unit features a gourmet kitchen, a generously sized open floorplan, and floor-to-ceiling windows that showcase the spectacular water views. Elevate your lifestyle with the convenience of a private elevator that transports you directly to your unit. Two assigned parking spaces in the garage ensure effortless access. The VUE pampers residents with state-of-the-art amenities, including valet parking, 24-hour concierge service, a fully equipped fitness center, club lounge, boardroom, and a fantastic pool and Jacuzzi area with outdoor grills. Indulge in the luxurious Florida lifestyle right at your doorstep. Explore the nearby beaches, marinas, shopping, dining, cultural activities, and assorted recreations. For a touch of elegance, relish the adjacent Westin Hotel Roof Top Bar/Terrace. Immerse yourself in breathtaking sunsets, the enchanting Christmas Boat Parade, or the dazzling 4th of July Fireworks – all from the comfort of your private terrace/balcony. Don't miss the opportunity to make The VUE your home and embrace the epitome of living the upscale Sarasota lifestyle!

SARASOTA

1155 N GULFSTREAM AVENUE 508

2 Beds

2 Baths

1,870 Sq.Ft.

$7,000

MLS#: A4643090

#A4561184

SARASOTA

2441 NOVUS STREET

2 Beds

1 Baths

1,442 Sq.Ft.

$7,000

MLS#: A4561184

Charming furnished vacation rental in South Gate, a great mid-town location! This freshly painted home has many updates, offering 3 bedrooms, 2 baths, and a large laundry room with a bonus refrigerator for entertaining. The furnishings are more modern with a coastal vibe and the attached two car garage is large enough for all your toys. The primary bedroom offers queen sleeping accommodations and is En-suite. The second bedroom has a queen bed, with a twin trundle below, and the third bedroom has a full-size bunk bed with twin trundle and twin bunk bed. You will enjoy floating the day away in the heated pool, the back yard is fully fenced for Fido. Lovely, polished Terrazzo floors, fresh paint and coastal décor makes this a great place to spend your winter. You are about 6 miles from the world-renowned Siesta Key beach, a short drive to the newly refurbished Lido Beach and Pavilion, and the historic St. Armands Circle, like to kayak? Take a guided kayak tour through the mangrove tunnels or head to the new Legacy Trail for biking, walking running or rollerblading. For those rare rainy days, the UTC Mall offers many high-end shopping options and excellent Restaurants. Welcome to your dream vacation! ($150 cap on Utilities, guest pays to heat pool) Booked December through end of February 2024.

SARASOTA

3126 BOUGAINVILLEA STREET

3 Beds

2 Baths

1,300 Sq.Ft.

$7,000

MLS#: A4598606

RENTED FEB.,MARCH, APRIL, 2026: Inviting single family home at Stoneybrook G&CC, bright and cheerful open floor plan, kitchen with stone counters and adjoining dining area surrounded by windows with sliding glass doors out onto an oversized caged lanai with golf and wooded view. Living room has wall of sliding glass doors allowing for easy access to lanai and for the light to filter in, the master bedroom has a king sized bed and access from sliding glass doors onto the lanai. There are two walk in closets from master bedroom to en suite master bath with two separate sinks and glassed walk-in shower. Your guest will enjoy the privacy of the 2nd bedroom, with twin beds, on the other end of the home, adjacent to the 2nd bathroom. The den provides for added space and the home features a two car garage. Stoneybrook is an amenity rich gated community and one of Sarasota's most popular golf and tennis clubs featuring a Kipp-Schultes premier designed golf course, several har-tru tennis courts, a fitness center, large heated pool, and restaurant and grill room, plus all of the activities that one would enjoy at a country club. The golf or social membership transfers for a fee (check with the clubhouse for fee schedule), The community borders ther Legacy walking and biking trail, is less than 15 minutes from the sugar sandy beaches of Siesta Key, and within 25 minutes to downtown Sarasota. Call for off-season rates.

SARASOTA

8974 GREY OAKS AVENUE

2 Beds

2 Baths

2,959 Sq.Ft.

$7,000

MLS#: A4649194

Seasonal/short term only Want to come to the Florida sunshine and be close to all the action but feel like you are in the middle of a nature preserve? This warm and welcoming home is for you. This home is spacious and natural light filled from high ceilings, clerestory windows. This house has interesting architectural detailing and is comfortably furnished for your pleasure. The kitchen is large with an eat in space, pass thru to dining room, custom tile backsplash, pantry and stainless steel appliances. The living/ dining/ main bedrooms all have wonderful views of the pool, lake and preserve. I actually saw a bald eagle in the tree behind this home waiting for lunch in the lake beyond! The pool is large, heated and has a covered and screened entertaining area. Convenience is key here-this home is close to shopping and dining, not far from I-75 or the airport, downtown Sarasota and the beach. This home is now rented Feb and March 2026. CALL TODAY to sign up for your time in paradise! High season (December thru April) are $7000/month + 13% tax and off season (rest to the year) is $2995/month + tax. This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details.

SARASOTA

7557 FAIRLINKS COURT

3 Beds

2 Baths

2,710 Sq.Ft.

$7,000

MLS#: A4622781

SIESTA KEY, Sarasota, Single Family Pool Home….Well-positioned for convenience and natural attractions . . . and dinners are breezy on your patio! The advantages of this appealing home in the Siesta area of Siesta Key become apparent while you are still walking the perimeter. The clear blue pool and the patio are a perfect pairing of amenities, supporting a variety of social activities and relaxation. Rear fencing of the carefully landscaped yard adds a privacy element to the enjoyment of these features.
Moving from the yard to the indoors, the charm of this home only deepens. The impressive entryway ushers you into an atmosphere of stylish lighting, sunlight, neutral colors, open floor plan, and a fireplace in the living room.
In the updated kitchen, which brims with stylish functionality, culinary endeavors are a pleasure! The kitchen connects seamlessly onto the living room, patio, and backyard. The scene is brightened by natural light. Culinary endeavors are powered by premium appliances.
The ensuite primary bedroom, conveniently located on the main-floor, is well-designed and luxurious. In addition to the convenience of the private bathroom and you will find ample closet space to let your wardrobe breathe. Offering uniqueness, respite, ensuite convenience, ample closet space, and conveniently located on the ground floor, the remaining bedrooms are ready for someone to make them their own.
Close to the natural beauty of Siesta Key Beach, you'll spend more time at destinations (or at home) than in transit.
After your local excursions, you'll return to the familiar welcome of traditional design, in a popular neighborhood where the low-traffic streets are framed by greenery. Call Today! Available May through September.

SARASOTA

4852 FEATHERBED LANE

4 Beds

3 Baths

3,559 Sq.Ft.

$7,000

MLS#: A4648921

Please contact the Listing Agent to obtain details about the WEEKLY and MONTHLY rates. Should you wish to rent TWO LUXURY RESIDENCES for a larger gathering of guests (up to 18), consider our alternative property named "SunShine Sarasota" (2375 Waldemere St, Sarasota), located next to "Sky Blue Sarasota" (2365 Waldemere St). Experience unparalleled luxury in this breathtaking new construction Mid Century Modern Residence! Welcome to this newly constructed masterpiece in the highly sought-after Arlington Park neighborhood. This stunning 4-bedroom, 3-bathroom home encompasses over 2,300 sq. ft. of flawless living space, crafted for both practicality and memorable family gatherings. Immerse yourself in the pinnacle of upscale living in this newly built masterpiece, ideally positioned near Siesta Key and the lively core of Downtown Sarasota. This remarkable home presents a perfect fusion of sophistication and comfort, tailored for those who appreciate a luxurious yet cozy lifestyle. Enter your personal haven where a private, heated swimming pool creates a resort-style atmosphere that encourages relaxation and leisure. The beautifully crafted outdoor area offers picturesque settings for enjoying the warm Florida breezes. The interior of the home exemplifies refined living with an open-plan layout that facilitates a seamless transition between the living, dining, and kitchen spaces. The residence is embellished with opulent features, including tiles, fixtures, and contemporary cabinets, adding a hint of European elegance to the environment. Conveniently situated near the shops and dining options of Southside Village and just minutes away from the vibrant downtown area, Marina Jack, St. Armands Circle, and the famous Siesta and Lido beaches, this home provides both luxury and accessibility. The property boasts a stunning FULLY FENCED private backyard with a heated pool, surrounded by lush palm trees. ***Location location location*** Only 6 miles to the SIESTA KEY BEACH and 5 miles to LIDO KEY BEACH. Both beaches have large public parking lots and a concessions stand with good hot food and frozen drinks. Siesta Beach's sand is 99% quartz l which makes it white and powder soft. Siesta Key also has two lively areas for dining. The Siesta Key village has restaurants and a couple stores. Another area by the South bridge has several restaurants. Grab your FISHING pole and head to the water, just 1.3 miles to the Siesta Dr - north bridge for fishing. DOWNTOWN is 2 1/2 miles away with restaurants, arts, shopping, Whole Foods and farmers market. Downtown has too many restaurants to name such as: Marina Jack’s, O’Leary Tiki Bar and grill, Owen’s Fish Camp, Mediterraneo. You can also take sightseeing boat cruises. LIDO KEY is just a couple miles from downtown. It is an exciting spot with lots to do including kayaking/stand up paddle boarding in the mangroves, hang out at Lido Beach or stroll around the restaurants and stores of St Armands Circle. AIRPORTs: Sarasota-Bradenton International Airport-SRQ (7 miles), Punta Gorda Airport- PDG: (50mi) Clearwater Airport (PIE): (57 mi) Tampa Airport (TPA): (60m)

SARASOTA

2365 WALDEMERE STREET

4 Beds

3 Baths

2,650 Sq.Ft.

$7,000

MLS#: A4654509

Welcome to this impressive 4BD/4.5BA + Office + Den + Heated pool & spa 3 car home located at 7485 Preservation Dr in Sarasota, Florida. Minimum 1 year lease offered furnished. Tenants responsible for electricity, water/sewer, gas, internet and cable. Owners provide: grounds maintenance, pest control, pool care and HVAC servicing. This remarkable home offers an expansive living space of 3,804 square feet and is situated on a generous lot of 30,492 square feet. Step into this luxurious 4-bedroom, 5-bathroom residence to find high ceilings and oversized windows that fill the space with natural light. The large kitchen is a culinary enthusiast's dream with ample counter space and stainless steel appliances. This home features walk-in closets providing plenty of storage options. For your convenience, it also includes a side-by-side washer and dryer setup. The outdoor living area is no less impressive with its heated pool and spa, perfect for relaxation or entertaining guests. The large lot provides ample room for outdoor activities while maintaining privacy and tranquility. Located within a gated community, residents will enjoy peace of mind knowing they are in a secure environment. Additionally, the neighborhood boasts proximity to great schools and shopping facilities making everyday life convenient. Sarasota itself offers an array of amenities such as pristine beaches, world-class dining experiences, art galleries, theaters, golf courses, nature trails and parks for outdoor enthusiasts. Whether you prefer quiet evenings at home or exploring the vibrant local scene, Sarasota has something to offer everyone. This beautiful home combines luxury living with the ultimate lifestyle location. It's not just about finding a place to live; it's about finding a place you'll love to call home. Please schedule showing request 24 hours in advance. HOA does not permit short term or seasonal rentals.

SARASOTA

7485 PRESERVATION DRIVE

4 Beds

4 Baths

5,407 Sq.Ft.

$6,900

MLS#: TB8360228

This fabulous, updated, one-bedroom PLUS separate sleeping den easily sleeps four guests. The den has a queen size bed for additional sleeping space - Complete with a closet and door for privacy.

Relax in the spacious living area or enjoy a glass of wine on the lanai where you can enjoy watching the multitude of birds who visit each day.

The condo is turnkey furnished including a washer and dryer. Believe it or not, you also have your own private garage!

PLEASE NOTE THIS UNIT HAS A BEAUTIFULLY UPDATED KITCHEN WITH A LARGE CONVECTION OVEN/MICROWAVE BUT DOES NOT HAVE A SEPARATE FULL-SIZE OVEN. DON'T WORRY, YOU CAN STILL BAKE, JUST ON A SMALLER SCALE. (Remember, though, you're on VACATION so why not enjoy one of the many restaurants on Siesta Key - Take one of the island's FREE RIDE PEDI CABS or drive, it's less than three miles away.)

The moment you arrive at Gulf & Bay Club Bayside, you’ll appreciate the beauty, serenity, and charm of this "Key West” style village. Walk along the community path to the fishing dock to view the Intracoastal waterway. You can catch a fish, look for jumping dolphin, you may even see a manatee.

Our spacious units, individually owned and decorated, are surrounded by lush, tropical landscaping, shell paths, and quiet lakes with soothing fountains.

Gulf and Bay Club Bayside has two heated pools, two tennis courts - which convert to pickleball courts, and an exercise room to provide on-site activities. BBQ grills are available for all guests.

COME VISIT!

A ONE WEEK MINIMUM RENTAL IS REQUIRED. IF YOU DESIRE TO STAY MORE THAN ONE WEEK, PLEASE CONTACT US TO HELP YOU BOOK YOUR RESERVATION.

**Taxes and fees not included.

SARASOTA

1230 SIESTA BAYSIDE DRIVE 1230-D

2 Beds

2 Baths

959 Sq.Ft.

$6,900

MLS#: A4589587

This lovely well-maintained and upgraded condo in a gated community, is located on the ground floor and offers one bedroom plus an additional den furnished as a small guest bedroom. The condo is turnkey furnished including washer /dryer and private garage, an approximate 5-minute walk, via deeded, walking access across the street, to the #1 beach in the U.S.A., Siesta Key! Choose to enjoy two pools, two tennis courts and an exercise room, a clubhouse with sauna, two BBQ grills, plus picnic areas and a fishing dock. Centrally located on Siesta Key, you are minutes from the Village offering dining, shopping and convenience stores. Come and discover Siesta Key and its pristine blue water and 8 miles of white powder sand (quartz) beaches. This is an "Old Key West" style community located on 25 acres of land with cedar siding and many-angled roofs suggesting an "Old Florida" era when quality of life was measured in terms of beauty, comfort and serenity. Don't miss out on this opportunity to join the tropical lifestyle of Siesta Key.

**Taxes and fees not included.

SARASOTA

1204 SIESTA BAYSIDE DRIVE 1204-D

2 Beds

1 Baths

959 Sq.Ft.

$6,900

MLS#: A4589559

Spacious one bedroom/one bathroom vacation rental at the Gulf and Bay Club Bayside on the island paradise of Siesta Key just offshore of Sarasota, Florida. Private access to Crescent Beach on the Gulf of Mexico - just steps to the beach. Free high-speed Internet connection. Please note the garage for this unit is the middle garage in the building to the right.

*Taxes and Fees not included.

SARASOTA

1200 SIESTA BAYSIDE DRIVE 1200-G

1 Beds

1 Baths

845 Sq.Ft.

$6,900

MLS#: A4588718

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