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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

4,440

# of Listings

2

Avg # of Bedrooms

$479

Avg. $ / Sq.Ft.

$852,377

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4440 Properties Found. Page 229 of 296.

It doesn't get better than this! This condo is roomy, beautifully decorated and fully furnished. Located on the first floor with a private patio with direct access to the pool. Relax and read a book by the pool or jump on the Bay Runner trolley and go to St. Armand's circle. The beach is directly across the street, and the unit has 2 beach chairs and an umbrella. New AC and Water heater and new flooring and freshly painted and updated. Rental includes all utilies. If you ever thought about living the Florida life this is y6ur chance!! All you need to do is pack your suitcase, this condo has everything else. Seasonal pricing is $5000 a month Dec-March

SARASOTA

845 BENJAMIN FRANKLIN DRIVE 102

1 Beds

1 Baths

756 Sq.Ft.

$5,000

MLS#: TB8401738

DOWNTOWN SARASOTA...!ANNUAL UNFURNISHED WATERFRONT CONDO AVAILABLE IN ONE WATERGATE. Stunning views abound from this 1736 Sq. Ft 2 Bedroom, 2 Bath Condo in the heart of downtown Sarasota. The condo features a large wraparound balcony, impact resistant windows, large closets with organizers, and a spacious kitchen with granite countertops. There is also an additional in-unit storage room with cabinets and an additional refrigerator. One Watergate amenities include a heated saltwater pool, grilling area, two roof top tennis courts, and social room. One garage space is included. Laundry is located just outside the unit. Water, cable/internet are included. Walk to the waterfront, restaurants, shopping and theaters. All within minutes away. A short drive to beautiful LIDO BEACH. CALL NOW FOR A SHOWING BEFORE IT'S GONE!

SARASOTA

1111 N GULFSTREAM AVENUE 16C

2 Beds

2 Baths

1,996 Sq.Ft.

$5,000

MLS#: A4650116

RENTED JAN., FEB., MARCH., 2026. This 2nd floor Carlton featuring 2 bedrooms and 2 baths and offers one of the most spectacular views from the screened and glass-enclosed lanai of the lake and golf course that you will find in the entire community. Nicely furnished with a king bed in the master, twins in guest, flat-screen TVs, internet access, very well equipped kitchen, you will want for nothing, one car detached garage, heated pool and tennis courts right outside your door; golf membership transfers for $250 if desired. Stoneybrook is a gated community with impressive clubhouse featuring one of Sarasota's finest restaurants, plus fitness center, several heated pools, and an 18 hole par 72 premier golf course recently refurbished, and har-tru tennis courts also refurbished. All this and minutes from world-famous Siesta Key sugar sandy beaches, shops & restaurants. CALL FOR OFF-SEASON RATES

SARASOTA

8911 VERANDA WAY 222

2 Beds

2 Baths

1,555 Sq.Ft.

$5,000

MLS#: A3984795

Variable rent based on season

SARASOTA

6157 MIDNIGHT PASS ROAD D32

2 Beds

2 Baths

1,332 Sq.Ft.

$5,000

MLS#: A4544448

Siesta Harbor is surrounded by the Intracoastal Waterway with Harbor and Bay views from every unit. This north facing, totally renovated 1 bedroom has 2 full baths, and is conveniently located on the ground floor close to your assigned parking space. Owner has an air mattress available for guests, a new coffee table, an electric fireplace, new shower heads, a portable electric grill, bikes, beach chairs, and a new 10X10 beach canopy. An open kitchen and remodeled bathrooms are some more of the perks in this waterfront unit. Sit on your lanai and watch the boats go by as you sip your morning coffee. Amenities include direct beach access to Siesta Key beach, the #1 beach in the USA, community pool and spa, sauna, fitness, shuffleboard and walking distance to shops, restaurants and entertainment. Close proximity to the Stickney Point bridge enables easy access on and off the Key. This is a 55+ community which means one renter in the party must be over 55 years of age. No pets and no smoking please. 1 car reserved parking space.

SARASOTA

1257 S PORTOFINO DRIVE 36

1 Beds

2 Baths

865 Sq.Ft.

$5,000

MLS#: A4125928

Siesta Dreams at Casa Mar – 1BR/1BA Beachfront Condo with Resort Amenities
Welcome to Siesta Dreams at Casa Mar, your perfect beach getaway on world-famous Siesta Key! This fully equipped 1-bedroom, 1-bath condo offers everything you need for a relaxing, sun-soaked vacation.
Enjoy exclusive access to the resort’s private stretch of Siesta Key Beach, where lounge chairs await on the cool, quartz-white sand. Need a break from the waves? Take a dip in one of two sparkling pools on the property. Feeling active? Enjoy tennis, pickleball, or shuffleboard—all just steps from your door.
Inside, the condo is thoughtfully appointed with your comfort in mind. The king-size bed in the bedroom and a sleeper sofa in the living area accommodate up to 4 guests comfortably. Whether you're enjoying a morning coffee on the patio or preparing a meal in the fully stocked kitchen, you’ll feel right at home.
Surrounded by tropical landscaping and a laid-back coastal vibe, Casa Mar is the kind of place that makes it hard to leave.

SARASOTA

6006 MIDNIGHT PASS ROAD 16

1 Beds

1 Baths

708 Sq.Ft.

$5,000

MLS#: A4659596

Listing reflects off-season rate. Available peak season months: March 2026, April 2026. Introducing your dream beachfront getaway in Siesta Key, Florida or as we like to call it... 2 Tickets to Paradise! This stunning 2-bedroom, 2-bathroom beachfront condo offers the perfect blend of luxury and relaxation. With direct beach access and tranquil views of the garden and ocean, it's the perfect spot to unwind. Step inside to discover a large kitchen, ideal for preparing meals and entertaining. The primary suite offers complete relaxation with a comfortable king-sized bed, a cozy spot to read a good book, and a large ensuite bathroom with a walk-in shower. Up to bringing friends or family? There's plenty of room in the guest bedroom, offering two double beds and their own access to the guest bathroom. Did we mention paradise includes your own wet bar and wine fridge!? Pour yourself a drink of your choice, walk over to watch the exquisite sunsets in the enclosed patio, and don't forget to open the sliding glass windows to let the cool ocean breeze in! Enjoy Gulf & Bay’s impressive amenities including 3 heated pools, 8 tennis courts, a fitness center, BBQ areas, and private access to Siesta Key Beach! You've waited so long, and now the wait is over, you've got 2 tickets to paradise!

SARASOTA

5760 MIDNIGHT PASS ROAD 208D

2 Beds

2 Baths

1,361 Sq.Ft.

$5,000

MLS#: A4550517

Discover your perfect slice of "Island Time" at Just Breathe, a serene 3 bedroom, 2.5 bathroom home nestled directly on a peaceful Siesta Key canal. From the moment you arrive, you'll feel the world melt away as you step into this ultimate beach house getaway designed for relaxation and fun. Imagine sipping your morning coffee on the private dock, watching for playful manatees and jumping fish, or simply basking in the sunshine by your private pool. With ample outdoor space for lounging, dining, or even trying your hand at fishing, this backyard oasis is your personal paradise. Inside, the home offers a beautifully appointed, light-filled space. The primary bedroom boasts a comfortable King bed and an en-suite bathroom, while the second bedroom features a Queen bed, and the third provides flexible sleeping with two Twin/Single beds. The fully equipped kitchen is ready for family dinners, though with the vibrant Siesta Key Village near, you might prefer to explore the array of locally owned restaurants, cafes, and lively bars. The unbeatable location means you're not only steps from delicious dining and entertainment, but also just a short 3-minute drive (or a fun bike/golf cart ride, a local favorite!) to the world-famous Siesta Key Beach, consistently ranked among the best in the USA. Please note: If you are bringing a pet, there is a $250 pet fee (per pet). We encourage you to inquire about the specific pet policy applicable to your reservation for clarification, including how and when the pet fee will be collected.

SARASOTA

4946 COMMONWEALTH DRIVE

3 Beds

2 Baths

2,628 Sq.Ft.

$5,000

MLS#: A4657231

#A4418446

SARASOTA

11 SUNSET DRIVE 501

2 Beds

2 Baths

1,389 Sq.Ft.

$5,000

MLS#: A4418446

Rented for the 2026 winter season. This beautifully landscaped lake front home is where you will want to spend your winter vacation! Situated on Mirror Lake in the heart of Sarasota near Palmer Ranch, this lovely 2 bedroom, 2 1/2 bath home + sunroom offers a quiet and peaceful sanctuary as you sit by the pool with a good book and look out onto a 10 acre lake surrounded by beautiful trees and an occasional visit by a Bald Eagle! Wake up every morning in the Master Bedroom to the beautiful sunrise over the Lake! In the sunroom, you will find 2 sofas, one with a Queen pull out memory foam mattress for overnight guests. This can function as a 3rd bedroom as it has French doors, window shades and a separate cooling system. The Master bedroom has a a new Tempur-Pedic King mattress. The Guest bedroom has 2 full size Trundle beds. A walk-in shower in the Master Bathroom and a tub/shower in the Guest bathroom. The open concept kitchen is complete with stainless steel appliances and beautiful granite counter tops. Full size stackable laundry appliances in the laundry room next to the kitchen.
The home has 18" tile throughout with no carpeting. The oversized garage has a workshop and outside, a lovely back yard patio surrounded by mature Oak trees.
What a treat to take a swim in the 6 ft. deep saltwater lap pool (4 ft. at both ends) and enjoy a relaxing soak in the hot tub after a full day of sightseeing and enjoying all that Sarasota has to offer....Beaches, (Siesta Key Beach is just 15 minutes away - 5.7 miles!), Sarasota's finest shops and restaurants, Sarasota Opera, Ballet, and the Sarasota Symphony. All utilities are included during the prime season months of December through April. Owner has placed a $250 cap on the monthly electric bill during the prime season.
Off-season guests pay the monthly electric bill.

SARASOTA

3670 EMILY LANE

2 Beds

2 Baths

1,683 Sq.Ft.

$5,000

MLS#: A4497308

Available 7/1/25 Short Term Rental. Annual rental optional. Want to find out " What's all the fuss about Sarasota?" Here it is! Nestled in a secure, family-oriented neighborhood, the home's charm begins at the curb. The thoughtfully landscaped surroundings and inviting exterior set the stage for the warmth and comfort found within. This 2-bedroom, 1 1/2-bath home underwent a thoughtful and complete renovation in 2020, including a TESLA Solar roof and Generator. Everything from the new roof, Impact windows, doors, flooring, cabinetry, pool and landscaping was freshly upgraded. An in ground heated pool and hot tub with large cage enclosure with outdoor seating area and Fire pit, Convenience is key with this home's proximity to downtown Sarasota and 10 minutes to #1 Siesta Key beach. Great dining near-by including; Geckos Grill & Pub, Tripletail Seafood & Spirits, Walt's Fish Market, Brine Seafood and Raw Bar, Ruth's Chris Steakhouse and all the shops, dining and entertainment in Gulf Gate Plaza. Home is beautifully furnished and ready for you to enjoy. Seasonal Rental Available starting July 1st 2025. (Furnished) [ STR taxes not included in rental price] [Seasonal rate - $9,000 - 10,000. Off Season $4,500 - $6,500/mo.] All taxes apply for Short Term Rentals less than 6 months and 1 day.

SARASOTA

3054 LOCKWOOD TERRACE

2 Beds

1 Baths

1,634 Sq.Ft.

$4,999

MLS#: A4631021

STUNNING VIEW OF SARASOTA BAY- Have your coffee or cocktail from the beautiful balcony seating area. Gourmet kitchen that will inspire any cook. Washer & Dryer in same floor. These 2-bedroom 2 bath unit is a dream come true for vacationers- You won't want to leave! Conveniently located to downtown and St. Armands Circle. If you like to walk to restaurants and shopping, this is the place. Enjoy heated community pool!

AVAILABLE FOR AN ANNUAL STARTING JANUARY 2025

SARASOTA

37 SUNSET DRIVE 54

2 Beds

2 Baths

2,805 Sq.Ft.

$4,995

MLS#: A4623790

Immaculate well maintained 2 beds 2 bath condo situated in the desirable Gulf & Bay Club on Siesta Key. This 4th floor unit is meticulously maintained and tastefully decorated. Amenities include three pools, saunas, fitness center, tennis, basketball, racquetball, & 24hr security. A must see! Wake up to views of the Gulf and enjoy living your Siesta Key dream. Available for annual rent at $4,500 monthly

SARASOTA

5770 MIDNIGHT PASS ROAD 405

2 Beds

2 Baths

1,466 Sq.Ft.

$4,995

MLS#: A4644677

Monthly Furnished Pool & Dock House - Welcome to this spacious, fully furnished home situated on an expansive 20,000 sq ft waterfront lot, complete with a boat lift. This turn-key property features: 3 Bedrooms: Each bedroom boasts a king-size bed, private bathroom access, and ample closet space. Screened-in Lanai: Enjoy breathtaking views of the backyard and its amenities, including a deep heated private pool. Fisherman’s Paradise: A 31x21 concrete lighted dock area equipped with water, 60-amp electric, fish cleaning table, and a 10,000 lb boat lift. Located just minutes from Siesta Key by boat or car, this home offers the ultimate combination of luxury and convenience. Come find your happy place!

SARASOTA

2159 CONSTITUTION BOULEVARD

3 Beds

3 Baths

2,752 Sq.Ft.

$4,995

MLS#: A4614670

COMPLETELY RENNOVATED FROM TOP TO BOTTOM LIDO BEACH CONDO. EVERY LUXURY UPGRADE HERE. NEW PLUMBING, NEW ELECTRIC, NEW HIGH CEILINGS, NEW AC, NEW WATER HEATER, NEW FLOORS, TOP LINE TOP KNOTCH NEW KITCHEN, NEW LAUNDRY. No elevators, no stairs.. just park in your covered, attached spot, and walk into your one story slice of paradise. Want walkability? This is it! St. Armand's is just a stroll. Available starting NOW! Villa is exception value for the luxury and location. Fly throughs of property are available. Let's get the conversation going! NEW PHOTOS COMING OF THE LUX UPGRADES!!! THIS IS AN ANNUAL UNFURNISHED RENTAL.

SARASOTA

1900 BENJAMIN FRANKLIN DRIVE 3

2 Beds

2 Baths

1,200 Sq.Ft.

$4,995

MLS#: A4650732

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