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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

4,294

# of Listings

2

Avg # of Bedrooms

$497

Avg. $ / Sq.Ft.

$880,447

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4294 Properties Found. Page 252 of 287.

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

Welcome to Sarasota Springs, home located in the heart of Sarasota, FL. This spacious 5-bedroom house features tile flooring throughout, a washer and dryer for added convenience, and a modern open space kitchen perfect for entertaining. The cathedral ceiling adds a touch of elegance to the space, creating a bright and airy atmosphere. Don't miss out on this annual rental opportunity in a prime Sarasota location. Contact us today to schedule a tour and make this apartment your new home.

SARASOTA

3635 LALANI BOULEVARD

5 Beds

2 Baths

2,000 Sq.Ft.

$2,800

MLS#: A4642181

Available now! This well-maintained property offers a 2-bedroom, 1-bath main home plus a detached 1-bedroom, 1-bath guest house, perfect for guests, a home office, or hobby space.
The main house features a comfortable floor plan with a bright living area, tile flooring, and a functional kitchen with ample cabinet space. The detached guest house includes a private entrance, full bathroom, and plenty of room for a bedroom setup or workspace.
Enjoy abundant parking and storage options — ideal for multiple vehicles, a boat, or a work trailer. The spacious fenced yard provides privacy and outdoor space to relax.
Conveniently located just minutes from downtown Sarasota, beaches, restaurants, and shopping.

SARASOTA

140 N BRIGGS AVENUE

3 Beds

2 Baths

2,100 Sq.Ft.

$2,800

MLS#: A4669139

Village Walk townhome on Palmer Ranch, Sarasota, FL. Three bedrooms, 3 baths. Amenities include 2 pools - pool with tiki bar and a lap pool, state of the art clubhouse with fitness center, tennis, pickleball, ballroom, meeting rooms, gas station, cafe, walking trails and bike paths. This is a furnished rental with a King and 2 twins in the 2 upstairs bedrooms, and a Murohy bed in guest bedroom downstairs. The primary bedroom comes with a private balcony. Unit has a central vacuum system. Private screened courtyard with electric awning. 2 car garage.

SARASOTA

5384 ELISEO STREET

3 Beds

3 Baths

2,963 Sq.Ft.

$2,800

MLS#: A4669800

#A4618846

SARASOTA

3700 S OSPREY AVENUE 214

2 Beds

1 Baths

1,069 Sq.Ft.

$2,800

MLS#: A4618846

Price reduced

AVAILABLEL FOR 2026 SEASON! CENTER GATE AREA CONDO! Second floor 2/2 condo overlooking a pond with a screened lanai. Vaulted ceiling give this condo a bright spacious feeling. Eat in Kitchen and a dinning room, washer and dryer included. Walking distance to the pool, tennis, shuffle board and clubhouse with fitness room. This is not available annually. THREE MONTH MINIMUM. Off season will pay electric and water. Season rate is $3200, cleaning fee is $300, and 13% sales tax.

SARASOTA

4378 MADERIA COURT COURT n/a

2 Beds

2 Baths

1,003 Sq.Ft.

$2,800

MLS#: A4446120

Price reduced

ANNUAL RENTAL, unfurnished, 2/2/den with a 2-car garage! Located in the gated community of Botanica. AVAILABLE NOVEMBER 15. Tranquil lake view, is the perfect spot to enjoy morning coffee , relax with a favorite book as you watch birds grace the waters edge. This condo lives open and large, with a lovely view from greatroom, kitchen and dining area. The sparkling, designer tile throughout, home is light and bright. Owners bedroom is spacious, double closets, bath with walk in shower, dual vanities. bedroom two plus den/office allows room to entertain and/or work from home. Home is accented with neutral paint, hardwood in greatroom, kitchen boasts ample workspace and cabinetry that will make meal prep a joy! INCLUDES Cable TV. Water, Sewer & Trash. Botanica is a private, GATED, boutique community of 168 residences. Clubhouse features: fitness center, catering room, library, conference room & 2 pools, grilling area. Located in the heart of Palmer Ranch just minutes from shopping, Legacy Bike Trail & world-famous Siesta Key Beach. Application required . First, Last, Security

SARASOTA

5264 BOUCHARD CIRCLE 102

2 Beds

2 Baths

2,492 Sq.Ft.

$2,800

MLS#: A4665416

Updated house conveniently located in desirable Gulf Gate. Easy access to Siesta Key or walk to Gulf Gate restaurants and shopping. This house features an open kitchen with newer cabinets, Stainless Steel appliances and granite counters. Updated flooring and paint. Fenced in backyard for those with pets. Indoor laundry room with newer washer and dryer. 2000 square feet of living space with 3 bedrooms and 2 baths. Attached one car garage with circle driveway for additional parking.

SARASOTA

2545 CLIPPER SHIP WAY

3 Beds

2 Baths

2,027 Sq.Ft.

$2,800

MLS#: A4650667

Adorable 3-bedroom, 2-bath home in a central Sarasota location! This well-kept home features bright living spaces, a functional traditional layout, and a large fenced backyard perfect for pets, gardening, or outdoor entertaining. Enjoy peace and privacy on a quiet street with no HOA and plenty of parking. Just minutes to shopping, dining, parks, and world-famous Siesta Key Beach.

SARASOTA

4108 PRESCOTT STREET

3 Beds

2 Baths

2,484 Sq.Ft.

$2,800

MLS#: A4672894

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