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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

4,285

# of Listings

2

Avg # of Bedrooms

$496

Avg. $ / Sq.Ft.

$879,832

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4285 Properties Found. Page 225 of 286.

Short Term Rental-Not available January-April of 2026

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

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

SARASOTA'S SAINT ARMAND'S CIRCLE & LIDO KEY welcomes you to the EMBASSY VILLAS. FOR LEASE> Prime Location with a one month minimum stay. This stylishly remodeled corner unit townhouse is perfect for you to enjoy the island lifestyle and walk to the beautiful Lido Key Beaches and to the Saint Armand's Circle to enjoy the many world class restaurants, shops, ice cream cones, and events. Located TWO BLOCKS from the famous Lido Beach on the Gulf of Mexico, with food and drinks concessions, picnic tables, shade gazebo, restrooms, showers and the Lido Beach Public Pool. The townhouse style home features vaulted ceilings and large windows that light up this contemporary townhouse. Boasting TWO PRIMARY BEDROOMS, each with private bathrooms. One located on the ground floor and the other on the second floor. Lido Nature Park is just steps away where you can kayak, fish and explore the Sarasota's Bay Mangroves and natural beauty of the tropical landscape and many birds. Minutes to the DOWNTOWN SARASOTA to all of the best attraction such as the Selby Botanical Gardens, Opera House, Ringling Museum, theaters and restaurants. OPEN for 2026 RESERVATIONS. Monthly Rates December through April $5000 and May through November $3000. Call today and schedule a live or virtual showing.

SARASOTA

800 S BLVD OF PRESIDENTS 12

2 Beds

2 Baths

1,090 Sq.Ft.

$5,000

MLS#: A4672174

Comfort and Convenience at its best! Heritage Oaks Golf & Country Club a hidden golf gem in Sarasota. Rear stunning views of the water and 12th and 13th golf course. Front screened in lanai, relax with your cup of coffee or glass of wine while you watch the sun go down.
Two bedroom/ two bath 2nd floor condo has been remodeled. Enjoy the updated kitchen with stainless steel appliances, dual sink and all the kitchen tools for the chef in the family. Full size washer/dryer for your convenience. Master bedroom has a king size bed with an ensuite bathroom with a walk in shower. Enjoy the double closet for your pleasure. Guest bedroom offers a Queen size bed, hallway bathroom has a tub for your relaxation. Heritage Oaks is one of the favorites in Sarasota for there beautiful golf course, tennis courts , fitness center, wonderful dining and the clubhouse. Enjoy the many pools for your daily laps. Shopping is very close by, your local Publix is a short walk or car ride. Walmart, Home Depot, First Watch, Starbucks as well as many eatery choices are not far away as well. Easy access to I75 to South or North for a quick day trip to Tampa or Naples. Condo is available for Jan/ February 2026, also available for the off season months.

SARASOTA

5251 MAHOGANY RUN AVENUE 524

2 Beds

2 Baths

1,311 Sq.Ft.

$5,000

MLS#: A4666063

This seasonal rental is available December 1-Feb 15. Monthly rent is $5000 and half month is $2500. If you want the beach life this winter this is the perfect spot for you. Across the street from the beach with a beautiful pool just steps from your personal patio. 5 minutes from St Armand's Circle full of shops and restaurants and 10 min from downtown Sarasota.

SARASOTA

845 BENJAMIN FRANKLIN DRIVE 102

1 Beds

1 Baths

756 Sq.Ft.

$5,000

MLS#: TB8451331

New on site 2 days ago

#A4673566

SARASOTA

3518 RICHWOOD 52

2 Beds

2 Baths

1,459 Sq.Ft.

$5,000

MLS#: A4673566

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 APRIL 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 SEPTEMBER-DECEMBER 2025

SARASOTA

5770 MIDNIGHT PASS ROAD 405

2 Beds

2 Baths

1,466 Sq.Ft.

$4,995

MLS#: A4644677

#A4656825

SARASOTA

1203 LYRIC LANE

2 Beds

2 Baths

3,020 Sq.Ft.

$4,950

MLS#: A4656825

Welcome to your coastal getaway in Sarasota, Florida! It’s a short drive to Siesta Key, Stickney Point and multiple beaches of the Gulf of Mexico. This fully furnished 4-bedroom, 3-bathroom home is the perfect retreat for your vacation. Indulge in the luxury of a remodeled master bedroom and bathroom, featuring a luxurious soaking tub, oversized shower, and a spacious walk-in closet, providing a serene escape.

Immerse into relaxation with your own heated pool, ideal for both daytime refreshment and evening tranquility. The expansive 3/4-acre property with privacy fenced yard offers plenty of space to unwind and soak in the Florida sun.

Inside, discover a spacious and well-appointed living space, complete with all the amenities you need for a seamless vacation experience. The airy kitchen is fully equipped for your culinary adventures, and the living areas are designed for comfort and entertainment.

Ideal for both vacationers and remote workers. Enjoy high-speed Wi-Fi and a dedicated workspace for remote productivity. With plenty of space indoors and outdoors, you'll find comfort and convenience during your stay.

Explore the vibrant gulf gate neighborhood, known for its charming atmosphere and proximity to Sarasota's attractions. Whether you're here for the beaches, cultural events, or outdoor activities, this home is your gateway to a memorable stay.

Book your coastal oasis now and make your Sarasota vacation truly exceptional!
Monthly and Seasonal rates vary from month to month. Call for rates and availability. Multi month rental over 3 months May through October $4500. Tenant pays utilities for multi month rental May 1 - October 31 . Non Smoking, small pet allowed under 40 lbs . Pet fee required . $200 a month.
$299 cleaning fee, local and state sales tax for rentals under six months. heated Swimming pool $100 a month.

January $7,250
February $8,250
March $8,750
April $7,775
May $5,000
June $6,750
July $6,750
August $5,500
September $5,000
October $5,000
November $5,000
December $6,750

SARASOTA

2140 PINEHURST STREET

4 Beds

3 Baths

1,795 Sq.Ft.

$4,950

MLS#: A4538270

Price reduced

Welcome to luxury living in the highly sought-after Palma Sola model within Monterey at Lakewood Ranch by Toll Brothers. This stunning two-story residence offers over 3,400 square feet of beautifully designed living space, featuring 4 bedrooms, 3.5 bathrooms, and a versatile floor plan ideal for both relaxation and entertaining.

Step inside to find luxury engineered hardwood flooring throughout the main level, creating a warm and elegant ambiance. The first-floor primary suite is a true retreat, offering a spacious layout, and ample closet space. A dedicated sunlit office at the front of the home is perfect for remote work or quiet reading.

At the heart of the home is a modern chef’s kitchen, equipped with premium stainless steel appliances, sleek cabinetry, and a large island that opens to the dining and great room. Upstairs, an oversized loft provides additional flexible living space—ideal for a media room, play area, or second home office. Generously sized secondary bedrooms offer comfort and privacy for family or guests.

Step outside to a covered lanai complete with a well appointed outdoor kitchen, perfect for year-round Florida entertaining. The irrigation system keeps the beautifully landscaped yard lush and green all year.

Located in a gated community, this home combines security with the alarm system, sophistication, and convenience, just minutes from top-rated schools, shopping, dining, I75, and all that Lakewood Ranch and Sarasota have to offer.

SARASOTA

2625 WATERFRONT CIRCLE

4 Beds

3 Baths

4,424 Sq.Ft.

$4,950

MLS#: A4661184

#A4657309

SARASOTA

4533 MONDRIAN COURT

4 Beds

4 Baths

4,403 Sq.Ft.

$4,950

MLS#: A4657309

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