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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

4,252

# of Listings

2

Avg # of Bedrooms

$492

Avg. $ / Sq.Ft.

$870,672

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4252 Properties Found. Page 249 of 284.

Now available for lease; this stunning downtown Sarasota residence offers an unbeatable combination of location, lifestyle, and flexibility. Whether you're looking for an annual rental, a seasonal escape, or a short-term stay (minimum 3 months), this beautifully maintained unit delivers comfort, convenience, and style. Offered at $3,000/month annually, $4,000/month for a 6-month lease, or $5,000/month for a 3-month stay, this rental opportunity fits a variety of needs. Located in one of Sarasota’s most sought-after buildings, residents enjoy exceptional amenities including a resort-style pool, fitness center, secure access, and garage parking. Step outside your door and find yourself just moments from world-class dining, shopping, theaters, and the waterfront of Sarasota; this is truly walkable downtown living at its best. The residence itself is light-filled and spacious, offering a peaceful retreat in the heart of the city. Whether you're relocating, exploring the Sarasota lifestyle, or just looking for a change of scenery, this is an incredible place to call home. Don’t miss your chance to lease this exceptional property; short-term, seasonal, or long-term. Contact us today to schedule a private tour and secure your ideal stay in Sarasota.

SARASOTA

750 N TAMIAMI TRAIL 304

2 Beds

2 Baths

1,274 Sq.Ft.

$2,850

MLS#: A4657467

Updated 9th floor two bedroom, two bathroom condo in Regency House with serene city view. Located in the heart of downtown Sarasota and just opposite the Bayfront and Marina Jacks, the Regency House is one of the most desirable buildings in Sarasota. Walking distance to the shops, restaurants, theater and the arts. All window and sliders have been upgraded to hurricane resistant and the former lanai has been enclosed and tiled to add additional square footage to the living room/ dining room area. Newer Bosch washer/dryer has been installed for added convenience.
Amenities include 24 hour Concierge, fitness center, clubroom with kitchen and outdoor swimming pool.
AVAILABLE 10/1/2025

SARASOTA

435 S GULFSTREAM AVENUE 906

2 Beds

2 Baths

1,424 Sq.Ft.

$2,850

MLS#: A4662141

3/2 POOL HOUSE with a one-car garage! Beautifully remodeled with exotic granite in kitchen and both baths, wood cabinets and crown molding in the kitchen, stainless appliances and an island with fantastic storage! There is a shower/tub combination and a vessel sink and faucet in the Jack and Jill bath, shower in primary bath and a travertine vessel sink and vessel faucet. There is large porcelain tile throughout the open floor plan along with a sparkling pool! Screened lanai too! Rent price includes lawn care and pool care. Sorry, no pets and no smoking permitted!

SARASOTA

3026 VINSON AVENUE

3 Beds

2 Baths

1,592 Sq.Ft.

$2,800

MLS#: A4667974

Welcome to Ashton Lakes - a highly sought after condo community just 3 minutes from world-famous Siesta Key Beach! This furnished 2-bedroom, 2-bathroom condo features an open-concept layout, vaulted ceilings, updated kitchen, pristine newly renovated primary bathroom, updated guest bathroom, walk-in primary closet, in-unit laundry, plenty of natural light, immense storage and expansive bright Florida room with lake views. Ashton Lakes is nestled on 33 acres of luscious greenery with 4 lakes, 2 swimming pools (one large heated pool), 2 tennis courts, (one hard surface, one soft surface), shuffleboard, clubhouse, grilling stations and many other amenities.

Close to I-75, Hwy 41, shopping, restaurants, hospitals, golf, and schools. The community is connected by a footbridge to Merchants Point consisting of a pharmacy, hardware store, hair salon, restaurants and Detwiler's Farm Market for your shopping convenience. Come enjoy this beautiful condo in an incredible community and in the best location of Sarasota!

SARASOTA

5652 ASHTON LAKE DRIVE 5652

2 Beds

2 Baths

1,233 Sq.Ft.

$2,800

MLS#: A4653699

Experience Elevated Luxury in the Heart of Downtown Sarasota

Discover the pinnacle of urban sophistication in this fully remodeled 16th floor corner unit, ideally situated in the vibrant heart of Downtown Sarasota. Designed to embrace the essence of city living, this light-filled end unit offers expansive panoramic views through oversized windows, creating an atmosphere of refined elegance and warmth in every room.

The thoughtfully reimagined primary suite is a private retreat, featuring picture windows, custom built-ins, and a lavish en-suite bathroom designed to evoke serenity and style. The open-concept kitchen flows seamlessly into the living area, greeting you with stunning city views the moment you walk in.

This pet-friendly condo boasts nearly new flooring and appliances, along with a deeded, secure, one covered parking space and a dedicated storage unit. For added flexibility, an additional parking space is available for monthly rent.

Enjoy unmatched convenience with 24-hour security, concierge service, a business center, conference room, mailroom, and service elevator. The location is unparalleled just steps from premier shopping, fine dining, and Sarasota's vibrant arts scene.

On-site management
Large Heated Pool
Outdoor Grill
Exercise Facility
Club Room & Complete Catering Kitchen
24-Hr Concierge & Security
Business Center
Library
Media Center
Sauna & Massage Rooms
Guest Suites

Directly across the street, The Bay offers concerts, kayaking, walking trails, a dog park, and more blending natural beauty with city life. And with world-class beaches less than 3 miles away, you truly get the best of both worlds.

One year lease minimum, Furniture is optional

SARASOTA

750 N TAMIAMI TRAIL 1618

2 Beds

2 Baths

1,055 Sq.Ft.

$2,800

MLS#: A4669932

available for season 25/26 just $2800 per month !!
available end of November for 2 months minimum

THIS IS NOT AN ANNUAL RENTAL...2 months minimum rental and 6 month max
Turn-key furnished 2 bedroom, 2 bathroom second level unit. The spacious master suite features an en-suite bathroom and walk in closet. The private screened porch is the perfect place for a morning coffee or to relax in the afternoon.The coin-operated laundry facility is located on the first floor of the building for easy access. Village Brooke community has on-site management and boasts wonderful amenities such as two heated community pools, private tennis courts, a fitness room, recreational room, and shuffleboard and club house. Village Brooke is centrally located to several shopping destinations, restaurants and a short drive from downtown Sarasota and Siesta Key Beach.
All bookings under 6 months will have 13% tax added high season 2 month minimum
April to December $1950 per month. January To April $2800 per month including water electric internet and basic cable
Cleaning fee $175 plus 13% tax
Applicacaton fee $150 payable directly to association
Security deposit $1000
electric capped at $100 p/m

SARASOTA

3213 BENEVA ROAD 204

2 Beds

2 Baths

1,036 Sq.Ft.

$2,800

MLS#: A4202368

Welcome to your spacious lakeside retreat in Lakeshore Village, a desirable and active 55+ community known for its beautiful lakes and fantastic amenities. Nestled in a serene waterfront setting, this 1,720 sq. ft. villa offers the perfect blend of comfort, style, and tranquility. Freshly painted with new carpet in the bedrooms, this home is available furnished or unfurnished for an annual lease.
Boasting 2 bedrooms and 2 beautifully renovated bathrooms, this villa features an inviting indoor–outdoor living experience with peaceful water views from the lakeside patio. The 2-car garage provides added convenience and generous storage.
Step inside to find vaulted ceilings, abundant natural light, skylights, and expansive sliding doors that invite you to enjoy the calming scenery. The open-concept layout seamlessly connects the great room and dining area to a well-designed kitchen—an ideal setting for both relaxation and entertaining.
Both the primary and guest suites offer spacious bedrooms, large walk-in closets, and the comfort of newly updated, stylish bathrooms that enhance the home’s overall appeal.
This villa presents an exceptional opportunity to embrace a fulfilling 55+ lifestyle surrounded by natural beauty and a wealth of recreational amenities. Residents enjoy a heated saltwater pool, clubhouse, tennis and pickleball courts, and a billiard room.
6094 Wilshire Blvd. is a true gem, offering a quiet lakeside location in the heart of Sarasota. The home is located directly on the lake in a peaceful quiet setting.
Don’t miss the opportunity to make this your new home sweet home!

SARASOTA

6094 WILSHIRE BOULEVARD 8

2 Beds

2 Baths

2,294 Sq.Ft.

$2,800

MLS#: A4672312

This spacious open floor plan features the main living area upstairs and a lower-level 2-car garage with extra storage. This 3-bedroom, 2-bath home is beautifully furnished with modern décor throughout. The kitchen offers solid quartz countertops, new stainless steel appliances, a breakfast bar, a large pantry, and solid wood cabinetry. The open layout makes entertaining a breeze, especially with the screened-in lanai overlooking the pond. Tile flooring runs throughout the common living areas, while the bedrooms are carpeted for comfort. The primary bedroom is tastefully decorated and includes direct access to the lanai, two large walk-in closets, and an en-suite bathroom with dual vanities and a walk-in shower. One guest bedroom is fully furnished, while the second is currently used as a dressing room but can easily be converted back to a bedroom. The Montserrat community offers a pool with a cabana for residents to enjoy. Call today for your change in the weather!

SARASOTA

5639 N HONORE AVENUE 222

3 Beds

2 Baths

2,947 Sq.Ft.

$2,800

MLS#: A4671686

Price reduced

New Sarasota annual furnished rental!! Welcome to this spacious one level Villa located in the serene 55 plus community of Strathmore Riverside Villas along the picturesque canal of Phillipi Creek right off Swift Road. This Villa is centrally located in South Sarasota close to the beaches and all of Sarasota. This charming retreat offers a perfect blend of comfort and tranquility, making it an ideal rental for those seeking relaxation and leisure. Enjoy easy living in this 2 bedroom, 2 bath open concept Villa. The Primary bedroom features a head and foot adjustable King bed, while the 2nd bedroom features a full size bed. The inviting ambiance is enhanced by natural light through large windows, creating a warm and welcoming atmosphere throughout the 1,312 square feet of living space. A large living room area invites you to unwind after a day of exploration on a comfortable three way powered reclining adjustable leather couch and love seat or enjoy a day at home with the provided board games and puzzles. Watch your favorite sports teams or catch up on your favorite shows with a 65" Smart TV in the living room and a 36" Smart TV in the Primary bedroom with Xfinity cable TV provided and Internet available to purchase. The updated fully equipped kitchen is perfect for preparing delicious meals, a picnic to go or BBQ with the Weber Grill. Dine at the breakfast bar, the large indoor dining table or in the lanai to enjoy breakfast, lunch or dinner. For your days at the pool or beach you will find a beach/pool cart and a beach umbrella on the lanai and beach chairs in the laundry room. The laundry room has a private washer and dryer. If you are poker enthusiast, a poker table with 8 chairs is in the Villa for your enjoyment. Strathmore Riverside Villas community has a temperature controlled heated pool, shuffleboard, fitness center, library, day dock for launching kayaks or fishing. Join in on the Social events and Social clubs for dances, dining, educational luncheons, games, golf, arts & crafts and boating. The Villa is centrally located a few miles to shopping and dining including Gulf Gate with an eclectic array of restaurants and shops. Four miles over the South Bridge experience the quartz crystal soft powdery sand on Siesta Beach and then visit Siesta Key Village with shops, casual tiki bar or fine dining. Local Farmer's Markets include the Phillipi Creek Farmer's market every Wednesday starting at 9:00AM - 1:00PM or the Downtown Sarasota Farmers Market, Saturdays from 7:00AM - 1:00PM. Visit Downtown Sarasota around 20 minutes away to explore locally owned restaurants, boutique shops, art galleries and museums such as the Sarasota Museum of Art, Marie Selby Botanical Gardens and just north of downtown is the famous John and Mable Ringling Museum of Art and Ca’ d’Zan. From downtown across the John Ringling Causeway bridge is a beloved shopping and dining area called St. Armands Circle. South of your home base is the town of Venice and Venice Beach with shops and restaurants to spend an afternoon. Sarasota has many art and seafood festivals throughout the year. If you like to hike there are many Sarasota Parks including Myakka River State Park. For walking, running or biking experience The Legacy Trail, an 18.2 mile paved trail which extends from downtown Sarasota to the Historic Venice Train Depot. Book this furnished annual Villa today and create unforgettable memories in Sarasota, FL!

SARASOTA

2401 RIVERBLUFF PARKWAY V240

2 Beds

2 Baths

1,812 Sq.Ft.

$2,800

MLS#: A4669980

AVAILABLE OCTOBER 1, 2025 THRU DECEMBER 31, 2025 (ALL UTILITIES INCLUDED) AND THEN AGAIN APRIL 1, 2026. (Will consider a 1-year lease). PLEASE CALL OWNER FOR SHOWINGS. Come take a look at this gorgeous, turnkey, fully furnished two-bedroom, two-bath plus den condo located in Palmer Ranch in a community called Palmer Oaks. Close proximity to Siesta Key, I-75 and downtown. High ceilings with an open, spacious family room. Relax on your screened-in lanai overlooking a beautiful lake with a water fountain. Enjoy the heated community pool all year round. There is an attached garage and driveway for convenient parking. This community is located in one of the top-rated school districts in the area. This home is ideally located within a short distance to several grocery stores, restaurants, other shopping areas and The Legacy Trail. Less than 6 miles to Siesta Key Beach and one mile to I-75 makes this a perfect location.

SARASOTA

8653 KARPEAL DRIVE 4

2 Beds

2 Baths

1,500 Sq.Ft.

$2,800

MLS#: A4651965

A desirable piece of paradise awaits in The Strand. Encompassing one-bedroom, one-and-a-half baths and nearly 1,000 square feet of living space, this four-floor residence is ideal for those who seek an enviable Florida lifestyle. The interior features a large, open kitchen with quartz countertops, stainless steel appliances and backsplash, welcoming any culinary connoisseur. Be captivated by the unobstructed water views from the private terrace, complete with a sleek, contemporary furniture design. For convenience, a deeded storage unit, laundry room and under-building parking are included with this home. A private and gated community, The Strand invites its residents to enjoy fun in the sun with a resort-style pool and spa, dog park, boardwalk, kayak and paddleboard launch, while the interior amenities include a fitness center and clubroom. With proximity to the arts, eclectic dining and shopping, the beautiful beaches and all Sarasota has to offer, this little gem is one of a kind.

SARASOTA

1709 N TAMIAMI TRAIL 420 A

1 Beds

1 Baths

1,013 Sq.Ft.

$2,800

MLS#: O6320959

In Sarasota’s sought-after Las Palmas, this spacious 3-bedroom, 2-bathroom condo is available furnished and ready for an annual lease, offering comfort, privacy, and resort-style living in a gated community. This two-story residence features hardwood and tile flooring throughout, an attached one-car garage, and a screened-in balcony lanai overlooking peaceful, tree-lined views, with no neighbors above, ensuring a quiet, private retreat. Rent includes cable TV, in-unit laundry with washer & dryer, pest control, and trash collection. Las Palmas offers incredible resort-style amenities, including two swimming pools, a hot tub, sauna, two fitness centers, a clubhouse with billiards and a kitchenette, tennis courts, BBQ grills, an outdoor bar, playground, dog park, and private access to Benderson Park. Ideally situated just minutes from University Town Center, top-rated dining, shopping, the airport, downtown Sarasota, and world-class beaches, this condo is the perfect opportunity to experience the best of Florida living. Don’t miss your chance to lease this great condo—schedule your private tour today!

SARASOTA

5601 BENTGRASS DRIVE 10-102

3 Beds

2 Baths

1,691 Sq.Ft.

$2,800

MLS#: TB8402745

Welcome to Sunrise Porch Lookout — your peaceful intercoastal retreat in the heart of Siesta Key. This bright and tropical second-floor condo is perfectly situated in the highly sought-after Provincial Gardens community, where Old Florida charm meets serene waterfront beauty. Overlooking the intercoastal waterway and lush park-like lawn, the screened-in wraparound porch is your front-row seat to sunrise skies, drifting sailboats, and a cool morning breeze.

This one-bedroom condo offers a king bed, spacious living area, and a small but fully equipped kitchen ideal for light meals or snacks between beach outings. The interior is designed in a cheerful, nautical palette with comfy furniture, modern conveniences, and thoughtful touches throughout. Natural light pours in from windows that frame the stunning water views, creating a welcoming and relaxing space.

Guests of Sunrise Porch Lookout enjoy shared private beach and pool access via neighboring Aloha Kai — just across the street. Relax by the heated pool, explore Siesta Key on foot or by bike, and return to your porch to watch the golden hour settle over the water. With on-site parking, in-unit laundry, and beach gear provided, this getaway is as convenient as it is scenic.

Enjoy direct access to Crescent Beach, kayak the calm waters of the intercoastal, or indulge in local seafood at nearby favorites like Captain Curt’s, Big Water Fish Market, and the original Daiquiri Deck. You're just minutes from Siesta Key Village, Turtle Beach, and even downtown Sarasota via the nearby Stickney Point Bridge.

**Why Guests Love It:**
- Wake up to intercoastal water views every morning
- Peaceful, non-commercialized community with tropical landscaping
- Ideal for couples, snowbirds, and solo travelers looking to relax
- No elevators or crowds — just tranquility and sunshine

Professionally hosted & part of the SV Collection — a handpicked portfolio of unique vacation homes across Siesta Key.

Property Manager has the most updated availability calendar available.

**PLEASE NOTE** Rates vary by week/season. Additional fees and taxes apply. During the months of January, February, and March, there is a 1 month minimum rental period and check-in & check-out dates are only allowed on the first and last day of those months.

SARASOTA

6005 MIDNIGHT PASS ROAD N13

1 Beds

1 Baths

748 Sq.Ft.

$2,800

MLS#: A4660736

West-of-Trail Home with Enchanting, Lush, Romantic Backyard! RV/Boat Parking and Pet Friendly too!
Welcome to The Nest — a home filled with character and warmth, tucked away on a quiet dead-end street west of US-41 in one of Sarasota’s most desirable areas. This residence offers a tranquil lifestyle surrounded by lush landscaping while keeping you close to the best Sarasota has to offer — beaches, culture, dining, and the arts.
Enjoy a private tropical retreat with orchids in the trees, mature palms, garden paths, and a serene pond with a cascading waterfall that creates a peaceful space for relaxing or entertaining. Inside, you’ll find inviting living areas and a well-appointed kitchen with an electric range, refrigerator, dishwasher, washer, and dryer for everyday convenience.
The location is ideal — just minutes from downtown Sarasota, St. Armands Circle, The Ringling Museum, Asolo Theatre, and Sarasota-Bradenton International Airport. Convenient to Ringling College of Art and Design, FSU College of Medicine – Sarasota Regional Campus, Eckerd College, and East West College of Natural Medicine, with New College of Florida and the University of South Florida Sarasota-Manatee campus only a short drive away.
Property Features:
Annual lease term preferred (Seasonal residents note, a 3 month or 6 month term at a higher monthly rate will be considered) West-of-Trail location on a quiet dead-end street.
Lush tropical landscaping with pond, waterfall and string lights.
Kitchen includes electric range, refrigerator, and dishwasher.
Washer and dryer included.
Convenient to beaches, downtown Sarasota, Bradenton and major cultural attractions.
Off-street parking, RV or boat parking on long shell driveway.

SARASOTA

426 EAGLES NEST LANE

4 Beds

3 Baths

1,612 Sq.Ft.

$2,800

MLS#: A4670606

New on site today

#A4673648

SARASOTA

4548 FOREST WOOD TRAIL 27

3 Beds

2 Baths

2,497 Sq.Ft.

$2,800

MLS#: A4673648

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