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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
4,571
# of Listings
2
Avg # of Bedrooms
$485
Avg. $ / Sq.Ft.
$873,387
Med. List Price

Browse Downtown Sarasota Real Estate Listings

1785 Properties Found. Page 39 of 119.

Welcome to Casa Pura Vida! This bohemian styled designer pool home is the perfect vacation rental for groups of up to 8 to relax and enjoy the "pure life". The house features 3 bedrooms, 2 bathrooms, central living & dining rooms w/ views of the sparkling blue heated pool & covered outdoor kitchen area, a private fenced backyard w/ tropical landscaping, a chefs kitchen w/ breakfast bar & separate eat-in area/game room. All of this  just a few miles from Payne Park, downtown, and area beaches!
#A4581549

SARASOTA

2650 DAVIS BOULEVARD

3 Beds

2 Baths

2,287 Sq.Ft.

$8,000

MLS#: A4581549

Welcome to the "Beach Grove" house, a coastal chic 3 bedroom 2 bathroom heated pool and spa home with private fenced backyard that can easily sleep 8-10 guests. This home sits just minutes from Siesta Key with walkability to shopping and dining right out your front door. There's room for the entire family with 5 beds including 2 queen pullout sleeper sofas, 2 bathrooms and 2 sets of laundry facilities. A separate mother-in-law suite allows for dynamic groups of family and friends. Bring the dog too! ***This is an active short term vacation rental that can be rented weekly, monthly, or seasonally. Please feel free to view our airbnb listing as well: 

https://www.airbnb.com/rooms/1067346051888713746?guests=1&adults=1&s=67&unique_share_id=160e7391-baee-467d-bf0c-cf84afac8777
#A4595428

SARASOTA

2084 GROVE STREET

3 Beds

2 Baths

1,327 Sq.Ft.

$8,000

MLS#: A4595428

Don't miss this spectacular custom Italian-designed four-bedroom, three-bathroom home for rent! Located in the beautiful, quiet, and highly sought-after Tortoise Estates. The home comes with deeded access directly to the beach and sparkling gulf waters. It is only steps from the marina, boat dock, and kayaking. It is a short bike or trolley ride to the heart of Siesta Village, with all the best shopping, restaurants, and entertainment! This home has been meticulously maintained, with no luxury spared. The kitchen features a large island with custom wood cabinetry, granite countertops, 6 burner natural gas stove, plus a gas fireplace bookended by the living room and eat-in kitchen. There are multiple disappearing sliders, that showcase the magnificent pool and a jetted hot tub spa. The pool features custom lighting, a fountain, and a waterfall. The home boasts a surround sound system on the first floor with controls in each room, three AC systems, and a central vacuum. A spacious first-floor master suite offers a jacuzzi tub, walk-in shower with massage heads, two generous walk-in closets, and direct pool access. Also, on the first floor is an executive office, guest bedroom, full bath, and spacious laundry room. Upstairs you will find a full bath with two additional large bedrooms, one with a private balcony. This gorgeous home will not last long, schedule your private showing today.
#A4645086

SARASOTA

1102 HORIZON VIEW DRIVE

4 Beds

3 Baths

4,895 Sq.Ft.

$8,000

MLS#: A4645086

Escape to Paradise on Siesta Key! Your dream seasonal getaway awaits at 4660 Ocean Blvd Unit N1, Sarasota,
 FL 34242. Immerse yourself in the tranquil beauty of the Gulf coast, where pristine sands meet crystal-clear waters. This exquisite 2-bedroom,
 2-bathroom condo is your ticket to an unforgettable retreat. Step into your sun-drenched sanctuary,
 tastefully furnished to embody comfort and luxury. With an unobstructed gulf beach view from your living room and private balcony, every
 moment is a breathtaking masterpiece. Sip your morning coffee while basking in the warm glow of the sunrise, or unwind with a glass of wine as
 the sun paints the sky in hues of orange and pink over the horizon. Awaken to the gentle rhythm of the waves and indulge in the ultimate
 relaxation experience. The spacious living areas are designed for both leisure and entertainment, boasting an open-concept layout that
 seamlessly connects the fully-equipped kitchen, dining space, and cozy lounge. Whether you're cooking up a gourmet meal or sharing stories
 with loved ones, every corner exudes a sense of togetherness and joy. Retire to the elegantly appointed bedrooms, each offering a serene haven
 for rest and rejuvenation. The master suite whispers of opulence, complete with an en-suite bathroom and panoramic ocean vistas. Allow the
 soothing sounds of the sea to lull you into a peaceful slumber, ensuring you wake up refreshed and ready to seize the day. With a minimum 3
month stay, you have ample time to immerse yourself in the Siesta Key lifestyle. Explore the vibrant local scene, from charming boutiques to
 world-class dining and entertainment options. Take leisurely strolls along the powdery sands, collecting seashells and creating lasting memories.
 Don't miss this unparalleled opportunity to live your best life by the beach. Available for occupancy starting May 1, 2025, this condo
 promises a seamless blend of comfort, luxury, and natural beauty. Secure your slice of paradise today and embark on a journey of sun-kissed
 days and starlit nights. Contact us now to make this seasonal dream a reality! ????? Tax and fees apply to base rent.
#A4620766

SARASOTA

4660 OCEAN BOULEVARD N1

2 Beds

2 Baths

1,200 Sq.Ft.

$7,900

MLS#: A4620766

Bring your BOAT! this lovely and well-appointed condo sits directly on Blind Pass with a view of the Gulf of Mexico and has private boat dock for guests and owners. Completely updated with a beautiful large kitchen and stylish furnishings throughout. Primary bedroom has king bed and access to covered lanai/patio. Guest room features two double beds, Bathrooms are updated and brand-new washer and dryer in unit, Located on the quieter side of world famous 8-mile island of Siesta Key. Only 17 units in this community located very close to Turtle Beach. Free trolley comes by regularly for hop on hop off service to anywhere along the Key including both north and south Siesta Key Villages, for shopping, dining or just walking about. Sarasota is well known as "the jewel of the arts and theatre" and is second to none on the west coast of Florida. This beautiful property is a great escape to a tropical paradise and from the northern cold temperature. Owner will allow an approved dog 30 pounds or less.Available for occupancy starting December or January for one to four months.k
#A4611632

SARASOTA

9062 MIDNIGHT PASS ROAD 7

2 Beds

2 Baths

1,251 Sq.Ft.

$7,900

MLS#: A4611632

Gorgeous waterfront condo at The Moorings! You will love the view and the comforts of this well decorated condo in a coastal theme with a stunning view of Blind Pass Intercoastal and a partial view of the Gulf of Mexico just beyond. This community consists of just 17 condos and is on the quieter southern end of Siesta Key. Enjoy your private boat slip or just fish off the dock. Primary bedroom has customized storage and closet area and features a king-sized bed. Beautiful ensuite bathroom is remodeled and updated, as is the guest bath. This space also opens up to the screened in 12 x 10 balcony overlooking the water where there are usually kayakers and paddleboarders. The second bedroom has a queen and a twin bed. You will love the kitchen and eating your meals from bar area where you can view out your large living room window with electric shades. For your convenience, The Siesta Key Trolley, which is a constant running free "hop on" and "hop off" way to get to other areas on the Key, that stops right in from on Midnight Pass Rd. Repeat guest cannot return and this beautiful vacation property just opened up.
#A4620126

SARASOTA

9058 MIDNIGHT PASS ROAD 5

2 Beds

2 Baths

1,371 Sq.Ft.

$7,900

MLS#: A4620126

Turn-key Furnished with 38ft heated saltwater pool and spa, fully fenced yard, putting area and outdoor kitchen! Welcome to The "Retro Ringling" house, a unique designer home in downtown Sarasota with tons of modern amenities and nostalgic charm- all within a stone’s throw from Main St Sarasota, Payne Park and Legacy Trail & just a few short miles to the white sands of Siesta and Lido Beaches. There’s room for everyone in this 1954 built ranch style home with wide open floor plan and more natural light than any home you’re likely to visit. The Retro Ringling has a front to back living room with seating for 8 people and enormous Jalousie windows that capture the romance of the time. The house comes turn-key furnished! We've appointed the house in mid-century modern designer furniture while preserving the original terrazzo floors and custom tile work in the kitchen and baths. Our home is designed to transport you to a simpler time. Located on a quiet street in the historic Ringling Park neighborhood this home is classic, cozy and convenient. The living room centers around a 65 inch 4K Smart TV with ability to connect to Netflix, Amazon Video and other subscription services using our 200 mbps internet speed. Seating around the TV includes one leather couch, one upholstered queen sleeper sofa, 4 cushioned chairs and 2 bar stools. You will also find a vinyl record player with some classic albums, an oscillating Vornado fan as well as a retro bar stocked with board games and other goodies for all ages. There are 2 bedrooms and 2 full bathrooms as well as a separate cubby space that acts as a 3rd bedroom, (the Siesta Room) with a twin futon. All beds feature premium Lucid Mattresses and hotel grade bedding. The bed configuration is as follows:
Bedroom 1: 1 queen bed (Sleeps 2); 2 full beds (sleeps 2 adults or 4 kids)
Bedroom 2: 1 King bed (Sleeps 2)
Siesta Room (3rd Bedroom): 1 Twin bed (Sleeps 1)- Linens in Orange Cube next to bed.
Living Room: 1 Queen Sleeper Sofa (Sleeps 2)- Linens in hallway closet.
Both bedrooms have large empty closets with hangers as well as dresser space and nightstands with bedside lamps.
The Master bathroom offers a tub/shower combo and the 2nd bath is smaller with a walk-in shower. The eat-in kitchen will make you smile. There’s seating for 6 around a retro tulip table and and the beachy mint tile counters and backsplash set the stage for a brand new Big Chill 1950s style refrigerator with ice maker. There’s also a range/ oven, microwave, toaster over, spice rack, knife block set and coffee maker. The Florida room is spacious with a dining table for up to 8 people and a separate seating area with room for 6 more centered around a 50 inch 4K Smart TV on a swivel mount. This room is not air-conditioned however two ceiling fans provide some relief in the hotter months. This room also has a dart board and a cornhole set to be used out back.
Full laundry is available in the garage as well as an iron and ironing board and bench top for folding your clothes. 
We have a large private, fenced back yard with brand new saltwater pebble tec pool and spa. The pool has also sunshelf with bubbler. There is a mini golf area, a cornhole area and a covered outdoor kitchen. Dogs are allowed with pre-approval and proof of flea/tick treatment. 
The Retro Ringling offers the best of urban residential living with close proximity to all of the best restaurants and beaches but with room to spread out on a fully fenced private lot.
#A4464508

SARASOTA

2473 DAVIS BOULEVARD

3 Beds

2 Baths

1,376 Sq.Ft.

$7,750

MLS#: A4464508

Beautiful Key West-style three bedroom, two bath, turnkey furnished condo with its own garage in a lush, tropical resort setting. The townhouse, second/third floor condo, is meticulously maintained and beautifully furnished - There's even a teeny "peek-a-boo" water view from the lanai. The furnishings and flooring are stylish and perfect for the beach. The updated kitchen has granite counter tops and stainless steel appliances with a work station looking out to the pool. The beach is a short walk across the street and the restaurants, shopping and clubs of Siesta Key Village are minutes away!

**Taxes and fees not included.
#A4594300

SARASOTA

1350 SIESTA BAYSIDE DRIVE 1350-B

3 Beds

2 Baths

1,495 Sq.Ft.

$7,700

MLS#: A4594300

A spacious two bedroom/two bath ground floor home with attached garage. Relax on the private south-facing lanai overlooking a lake featuring a fountain and frequent visits by numerous water birds. After a long day enjoy HDTV and high-speed internet ready to stream your favorite programs. Wireless internet is also available throughout Bayside and at the pools. The living area is tiled, and the bedrooms have newly-installed plank flooring. Updated bathrooms, in-suite laundry and a well-equipped kitchen featuring stainless steel appliances ensure your stay will have all the comforts of home.,

Just a short walk away is Crescent and Siesta Beach, rated No. 1 beach in the US easily accessed by private deeded access to its renowned white sands and blue waters. The unit is also conveniently located mid-way between the two pools on the Bayside grounds, guests also have access to the newly renovated fitness center and gas BBQ grills and tennis courts. A fishing dock located on the shell lined walking path encircling the property features a fish light attracting a variety of marine life.

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.
#A4591700

SARASOTA

1260 SIESTA BAYSIDE DRIVE 1260-A

2 Beds

2 Baths

1,130 Sq.Ft.

$7,700

MLS#: A4591700

Welcome to our recently updated two-bedroom, two-bathroom second-floor unit in Gulf and Bay - Bayside on Siesta Key. This stunning condo offers a host of modern features and stylish enhancements that will elevate your vacation experience to new heights. With vaulted ceilings creating an open and airy atmosphere, you'll find that every corner of this unit has been thoughtfully designed for your comfort and enjoyment.

Step inside, and you'll immediately notice the fresh, inviting ambiance that stems from the recent updates. The entire space has been treated to a fresh coat of paint, breathing new life into every room. It's the perfect backdrop for the beautiful furnishings that adorn the living area, dining area, and lanai. Relax on plush sofas and chairs, enjoying the cozy atmosphere created by the new furniture, which has been carefully chosen for both aesthetics and comfort.

The living area seamlessly flows into the kitchen, dining area, and lanai, all of which have been adorned with brand new tile flooring. This not only adds a touch of modern elegance but also ensures a cool and refreshing underfoot experience throughout these spaces. Whether you're preparing a meal in the well-appointed kitchen or dining with loved ones at the stylish table, you'll appreciate the chic, easy-to-clean flooring.

When it's time to retreat to your private sanctuary, the bedrooms offer the perfect haven for rest and relaxation. The new carpeting in these spaces provides a soft and plush surface underfoot, making it a joy to step out of bed in the morning. Both bedrooms are tastefully decorated and offer a peaceful ambiance, allowing you to unwind and recharge after a day of Siesta Key adventures.

One of the highlights of this unit is the glassed lanai, featuring sliders that allow you to control the flow of fresh air and natural light. Whether you choose to use this space as a cozy reading nook or an additional dining area, you'll appreciate the flexibility it offers.

The kitchen has received a stunning makeover with new cabinets and granite countertops. This modern and functional space is equipped with all the appliances and utensils you need to prepare meals and snacks at your leisure. It's a true culinary haven for those who enjoy cooking or simply want to indulge in some homemade treats during their stay.

In addition to the remarkable updates within the condo, Gulf and Bay - Bayside on Siesta Key offers a range of amenities to enhance your vacation. Take a dip in the swimming pools, play a game of tennis, or simply relax amidst the beautifully maintained grounds.

In conclusion, our recently updated two-bedroom, two-bathroom second-floor unit is a gem within Gulf and Bay - Bayside on Siesta Key. With its vaulted ceilings, fresh paint, new furniture, elegant tile and carpeting, and a modern kitchen, it offers an exceptional and stylish retreat on this beautiful island. Whether you're seeking relaxation or adventure, this condo provides the ideal base for your Siesta Key getaway. Don't miss the opportunity to experience the comfort and luxury of this newly updated vacation rental – book your stay with us today!

**Taxes and fees not included.
#A4591706

SARASOTA

1340 SIESTA BAYSIDE DRIVE 1340-C

2 Beds

2 Baths

1,280 Sq.Ft.

$7,600

MLS#: A4591706

One or more photo(s) has been virtually staged. Gorgeous views from every window in this wonderfully updated, three bedrooms, two- and one-half bath unit at Condo on the Bay. This end unit offers unobstructed views of the Bay and City and on a clear day you can see the Sunshine Skyway!This is truly a luxury rental with Brazilian Cherry flooring in the main living area, a beautiful open cook's kitchen featuring lovely granite countertops, wood cabinetry, top of the line appliances and a wine refrigerator. The master suite offers two closets, one is a walk-in, and the master bath has dual sinks and an updated glassed-in shower. The second bedroom is nicely sized with an updated bath. The third bedroom is set up as an office with a queen Murphy bed and built in bookshelves. Every window has electric shades and room darkening shades in the bedrooms. There is a water purification system for drinking and a tankless hot water heater. There are so many custom upgrades in this home, you must see it to appreciate all the lovely details. The building offers a lovely, heated pool, tennis court, a soon-to-be renovated fitness room (should be completed by April 2025), a club room and room to store a kayak. You will love this location in the heart of all that Sarasota has to offer, including the new and always improving "The Bay", a 53-acre bay front park, offering Yoga, Tai Chi, pickleball, a concession and kayaking, and much, much more!

Please note that renters must provide proof of a renters policy with liability. Condo on the Bay requires a $200 move-in fee and a $200 move-out fee, both fully refundable.
#A4637527

SARASOTA

988 BLVD OF THE ARTS BOULEVARD 1617

3 Beds

2 Baths

2,460 Sq.Ft.

$7,600

MLS#: A4637527

Gulf and Bay Club Bayside is one of the most attractive condominium units on Siesta Key. This beautifully remodeled unit offers luxury accommodations at a reasonable cost. Offering a beautiful lake view and steps to the resort-style pool. You will enjoy your stay every minute.

Enjoy all of the luxurious amenities this unit has to offer, from comfortable King size bed to the comfy queen-size sofa sleeper suitable for extra guests. This beautiful unit is decorated in true island style that highlights the natural surroundings of Siesta Key. The office features a double futon that is suitable for an extra guest or perhaps two small children.

The glass enclosed lanai overlooks the serene lake with lighted fountain. If you choose to cook, it will be a pleasure while using the new appliances and well-equipped kitchen. This fabulous unit offers one and a half bathrooms!

Beach gear is provided for your convenience - chairs, umbrella, and beach towels. This immaculate unit is waiting for you! What are you waiting for? Book now and ask for Unit 1313 - life is good!

**Taxes and fees not included.
#A4594318

SARASOTA

1313 SIESTA BAYSIDE DRIVE 1313-D

2 Beds

1 Baths

959 Sq.Ft.

$7,600

MLS#: A4594318

Frist time available to rent.  Enjoy urban luxury living at 1001/1771 Ringling Blvd, nestled in the vibrant heart of downtown Sarasota, FL. This exquisite two-bedroom, two-bathroom unit at Rivo at Ringling offers a bonus room with Murphy Bed for your short term visitors. 
 Westward views and the downtown lifestyle  the ideal destination for vacationers, professionals on the move, and anyone seeking a blend of comfort and convenience.  Why would you ever leave home?

As you step into this stunning 6th-floor retreat, you're greeted by a dramatic view that draws you into the residence. The impact windows and hurricane glass floor-to-ceiling sliders usher in natural light and open to a charming covered balcony. Here, panoramic views of the city westward skyline set the stage for intimate dinners or people watching during Main Street events.

The kitchen, a delight for culinary enthusiasts, boasts granite countertops, stainless steel appliances, and an inviting openness to the cafe dining area. A Bonus Room, equipped with a Murphy Bed and built in closet, offers additional sleeping quarters or a tranquil space for leisure activities or office.

Retire to the master bedroom suite where indulgence awaits with California King-size accommodations, premium bedding, a substantial walk-in closet, and an en-suite bathroom crafted for relaxation. The second bedroom, featuring a Queen platform bed, is a serene sanctuary for your guests.

Added conveniences include a separate utility room with a full-size stackable washer and dryer, and two secure parking spaces inside  the building garage.

The Rivo at Ringling is more than just a residence; it's a lifestyle. Residents enjoy concierge service, a fitness center, heated pool and spa, community grill, party room, and bike storage. Its unparalleled location places you within steps of Sarasota's finest theaters, diverse dining options, boutique shopping, the Bayfront, St. Armand's Circle, and the pristine beaches of Lido and Longboat Key. The Association does not allow Pets for tenants or visitors.
#A4646786

SARASOTA

1771 RINGLING BOULEVARD 1001

2 Beds

2 Baths

1,984 Sq.Ft.

$7,500

MLS#: A4646786

Available for 3 months or longer.  Located in the much sought-after Laurel Park neighborhood near upscale Main Street. This unique 3BR/2 bath impeccably furnished 1927 Historic home along with a separate 2 car garage. The renovations completed in 2020 were done with care and precision, from floor to ceiling. The new owners have carefully curated the high-end furnishing, artwork and accessories in conjunction with a well-known interior decorator. The property is one of a kind and you will be hard-pressed to find another home of this quality for lease. Featuring wood flooring throughout, the primary bedroom offers a King bed, walk in closet with built-ins, smart TV and is ensuite. The second bedroom is set up as a den with comfortable seating and a Smart TV and plenty of room to work from home. The third bedroom has a Queen bed. The living area has a charming decorative fireplace, and the dining area offers seating for four or more.

If you love to cook, you will enjoy the newly renovated Chef's Kitchen with gas cooktop, center island and breakfast bar. The peaceful large backyard has an outdoor deck and a screened Gazebo for dining al fresco. The property is walking distance to the Marina and Shelby Gardens as well as the great restaurants and shops on Main Street. The property is minutes from Armand Circle and easy short bike ride or drive to Lido and Siesta beach. Sarasota’s finest in a quiet residential area with great school districts. Ideal for the reassigned executive or for those looking for luxury during relocation or renovation. (Booked January through end of March 2026)
#A4588664

SARASOTA

1716 OAK STREET

3 Beds

2 Baths

1,689 Sq.Ft.

$7,500

MLS#: A4588664

Available OCT- DEC. 2024 and APR. 2025. Direct beach front condo on Siesta Key beach. This unit has it all for that Florida vacation. 2 bedroom, 2 baths, located on the 2nd floor with private lanai. Living room and dining area face the Gulf of Mexico which allows for beautiful sunsets. The condo is tastefully decorated with wood and tile floors. Cool off in the pool located next to the unit, take a walk along the pristine sugary quartz sandy beach or take a swim in the turquoise waters of the Gulf. Just a short distance to shopping, dining and nightlife of Siesta Key Village.
#A4481650

SARASOTA

460 BEACH ROAD A1

2 Beds

2 Baths

1,363 Sq.Ft.

$7,500

MLS#: A4481650

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