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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

3,927

# of Listings

2

Avg # of Bedrooms

$488

Avg. $ / Sq.Ft.

$877,505

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3927 Properties Found. Page 200 of 262.

Gorgeous views overlooking Sarasota Bay, with your own private beach. Turnkey annual furnished rental includes everything except electric and internet. Just a short stroll to the vibrant downtown arts, culture, award-winning local dining and more. As you enter this spacious over 1,500-square-foot home, you will be drawn to the stunning views of the bay. This rarely available three-bedroom, two-bath end-unit condominium is ready for you, just bring your toothbrush. This lovely home has been given a fresh makeover from stem to stern with stainless steel appliances, granite countertops and wood cabinetry in the kitchen, new baths, all tile throughout, and contemporary furnishings to make this the place to call home. The primary bedroom has a king bed, ample closet space and an updated bath. The second and third bedrooms have queen beds and the guest bath is also updated. One covered parking space along with plenty of guest parking.

SARASOTA

37 SUNSET DRIVE 41

3 Beds

2 Baths

1,675 Sq.Ft.

$5,000

MLS#: A4666714

SEASONAL RENTAL (JAN, FEB, MARCH, 2026) – 3905 Glen Oaks Manor Dr, Sarasota, FL 34232
Welcome to your private oasis in the heart of Sarasota! This beautifully furnished villa is nestled within the peaceful and highly desirable Glen Oaks Manor community. This beautifully updated 2 bed, 2 bath villa offers approximately 1,630 sq ft of single-story living with all the comforts of home—just bring your suitcase!

The light-filled interior features a modern, remodeled kitchen with granite countertops and custom cabinetry, updated bathrooms, and a bright atrium that fills the space with natural sunshine. The open layout is perfect for relaxing or entertaining.

Step outside to your private courtyard with a sparkling pool, surrounded by lush landscaping—a true tropical escape right in your backyard.

This fully furnished seasonal rental includes everything you need: stylish living and dining furniture, tasteful décor, kitchenware, and essentials.

Located just off Beneva Road and 12th Street, this peaceful community offers easy access to Sarasota’s finest shopping, dining, medical centers, and Siesta Key beaches.

SARASOTA

3905 GLEN OAKS MANOR DRIVE

2 Beds

2 Baths

2,520 Sq.Ft.

$5,000

MLS#: A4658734

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

#T3194049

SARASOTA

800 BENJAMIN FRANKLIN DRIVE 403

1 Beds

1 Baths

900 Sq.Ft.

$5,000

MLS#: T3194049

#A4607468

SARASOTA

5577 CONTENTO DRIVE

2 Beds

2 Baths

2,089 Sq.Ft.

$5,000

MLS#: A4607468

DEMARCAY SARASOTA LUXURY FURNISHED CONDO AVAILABLE FOR LEASE. OPEN for the 2026 Season Reservation.The DeMarcay, is a NEWLY completed stylish 18 story boutique condominium community, in the heart of the DOWNTOWN. This 8th floor two bedroom/two bath condominium has sweeping city views from every room. Upscale furnishings and finishes including a fireplace in the living room and a private patio terrace with city and water views. Exceptional quality in this kitchen with gas cooktop, quartz counters, and custom Italian Cabinetry. The master bedroom suite has a king size bed, walk in closet with custom built ins and a luxurious bathroom. The second bedroom is set up as a den/office with a queen sleeper sofa and desk. One garage parking space. Indoor valet parking. The DEMARCAY 18th floor rooftop-with 360 unobstructed views amenities include an amazing heated salt-water pool, outdoor kitchen, two terraces, fitness center, and lounge area. Move-In and walk to all the downtown events, shopping, Opera, ballets, theaters, art galleries, world class Selby Botanical Gardens and the many five star restaurants. Lido Key and Siesta Key are close by ready for you to relax and enjoy the beautiful beaches and the Gulf of Mexico. Available Dates for a three month or longer stay. Monthly rates: January through April $7000 and May through December $5000.

SARASOTA

33 S PALM AVENUE 0804

2 Beds

2 Baths

1,260 Sq.Ft.

$5,000

MLS#: A4650030

Spend your season in the sun in this lovely 1 bed/1 bath condo in this heart of St Armand’s Circle building! Literally steps to the shops and restaurants everyone loves and 2 blocks to beautiful Lido Beach. You can’t beat this location, only minutes to downtown Sarasota with all its nightlife, restaurants and culture. This 1 bedroom, 1 bathroom condo has been recently updated with a new kitchen, enlarged tiled bathroom and impact windows/doors for the ultimate in quiet enjoyment in a serene setting. The bedroom is a generous size with a king bed and wall mounted TV. Situated in a prime location within the building, this condo has beautiful views of the large, sparkling pool and courtyard from the living area. Additionally, the building has an elevator plus a laundry facility for your use.

SARASOTA

500 S WASHINGTON DRIVE 25B

1 Beds

1 Baths

838 Sq.Ft.

$5,000

MLS#: A4652993

#A4418446

SARASOTA

11 SUNSET DRIVE 501

2 Beds

2 Baths

1,389 Sq.Ft.

$5,000

MLS#: A4418446

Beachfront Bliss at Casa Mar – Siesta Key
Dreaming of a Siesta Key getaway? Welcome to Unit 15 at Casa Mar, a charming 1BR/1BA beachfront condo that offers the perfect mix of relaxation and resort-style fun.
Step outside and enjoy exclusive access to Casa Mar’s private stretch of quartz-white sand, complete with lounge chairs for sunbathing and unforgettable Gulf views. Cool off with a swim in one of two sparkling pools, or stay active with on-site tennis, pickleball, and shuffleboard—all just steps from your door.
Inside, the condo is fully equipped for comfort and convenience. A double bed in the bedroom and a sleeper sofa in the living area comfortably accommodate up to four guests. The fully stocked kitchen, inviting living space, and private patio make it easy to feel right at home.

Surrounded by lush tropical landscaping and a relaxed coastal vibe, Casa Mar is the kind of place that makes it hard to leave—and one you’ll want to return to again and again.

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

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

AVAILABLE NOW, UPDATED AND EXQUISITE, 2nd floor condo at Arbor Greens in Stoneybrook with social membership, two bedrooms, two updated bathrooms, granite countertops in kitchen, new kitchen cabinets, smart TV in living room, beautifully furnished with lots of comfy seating in the living room, smart TVs, a screened lanai, and one covered parking space. The Arbor Greens community pool and tennis courts are just a short walk from the condo. Stoneybrook Arbor Greens amenities include a state-of-the-art clubhouse featuring fine and casual dining, use of the fitness center, several lighted Har-Tru tennis courts, and all activities sponsored by the country club. The community borders the Legacy Walking and Biking Trail, is just 10 minutes from the sugary sandy beaches of Siesta Key, the village shops and restaurants, and a short drive to downtown Sarasota, where you can enjoy all of the culinary and cultural experiences that Sarasota offers.

SARASOTA

4640 TOWER HILL LANE 2325

2 Beds

2 Baths

1,286 Sq.Ft.

$5,000

MLS#: A4666557

RENTED JAN. FEB., MARCH 2026 AVAIABLE APRIL 2026 THROUGH DEC. 2026. 3rd floor vacation condo with great view of the golf course from the screened lanai, two bedrooms, two baths, king bed in the master bedroom and adjoining bathroom with walk-in shower. 2nd bedroom has queen bed and is next to the guest bathroom. Well-equipped kitchen with everything you would need for a few months in the sun. Bright and cheerful unit with lots of natural light, immaculate and well cared for. There is one covered parking space, the heated pool and tennis courts/pickleball courts are across the parking lot right before the first building. There is a golf membership that transfers for a fee (check with clubhouse for fee schedule), and newly modernized Kipp Schultes designed golf course, a fitness center, several lighted Har-Tru tennis courts and a state of the art-clubhouse offering casual or fine dining, a grill room and meeting rooms. The activities such as mahjong and trivia are favorites. The community borders the Legacy walking and biking trail, is less than 10 miles from the sugary sandy beaches of Siesta Key, and you can be downtown Sarasota in 25 minutes to experience the culinary and cultural experiences that Sarasota offers.

SARASOTA

8735 OLDE HICKORY AVENUE 8302

2 Beds

2 Baths

1,373 Sq.Ft.

$5,000

MLS#: A4666428

Beautiful views from this 3 bedroom,2 bath Pelican Coe Condo.
Located on the second floor(no elevator) with 2 lanais.; 1 screened -in Lani and 1 huge Florida Room lanai for multiple indoor/outdoor seating options. Steps to the pool .Large open great Room with Dining area ,open Kitchen and Living space
all looking out to the beautiful water views .
Pelican Cove offers an abundance of amenities.
24 hour /7 day a week gated security.
75 acres of lush tropical surroundings located on the Bay.
Clubhouse with many social activities ,6 pools, spa and sauna ,tennis ,shuffleboard, basketball ,walking paths and boardwalks along the water. $150 one-time fee to use all amenities.
10 miles to Siesta Key Beach and a short drive to downtown Sarasota.
Nearby restaurants and shopping for convenience.
Deposit, taxes and reservation fee required. Call for off season rates and availability.

SARASOTA

1507 CLOWER CREEK DRIVE HA266

3 Beds

3 Baths

2,880 Sq.Ft.

$5,000

MLS#: A4635507

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

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