Downtown Sarasota

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Residential Lease

1703 N TAMIAMI TRAIL UNIT 205, SARASOTA, Florida 34234

Philip Pisano, III
MICHAEL SAUNDERS & COMPANY
2Bedroom(s)
2Bathroom(s)
42Picture(s)
958Sqft
Visits: 80
Newer condo available for weekly or monthly rental - conveniently located on Whitaker Bayou close to Indian Beach and Downtown Sarasota. Enjoy all of the amenities including a heated pool, spa, fitness center, BBQs and firepit area. Light and bright! The second bedroom serves as a lounge space, and the sofa easily converts to a queen size bed. The primary bedroom has a king size adjustable bed.
$3,750

Residential Lease

1703 N TAMIAMI TRAIL UNIT 207, SARASOTA, Florida 34234

Philip Pisano, III
MICHAEL SAUNDERS & COMPANY
2Bedroom(s)
2Bathroom(s)
48Picture(s)
958Sqft
Visits: 102
Newer condo available for weekly or monthly rental - conveniently located on Whitaker Bayou close to Indian Beach and Downtown Sarasota. Enjoy all of the amenities including a heated pool, spa, fitness center, BBQs and firepit area. Light and bright! The second bedroom serves as a lounge space, and the sofa easily converts to a queen size bed. The primary bedroom has a queen size bed.
$4,500

Residential Lease

5555 ASHTON WAY UNIT 5555, SARASOTA, Florida 34231

Philip Abraham
ASHTON LAKES REALTY INC
2Bedroom(s)
2Bathroom(s)
54Picture(s)
1,232Sqft
Visits: 74
Location! Location! Available May 2026 onwards. Only 3.5 miles to the world-famous sugary sands of Siesta Key Beach. Enjoy the Gulf of Mexico. Close to I-75, rte. 41, shops, restaurants, schools and hospitals. We are also connected by a foot bridge to Merchants Mart shopping center consisting of CVS, ACE hardware, take-outs, liquor store, and the famous Detwiler's Farm Market.
$3,700

Residential Lease

5553 ASHTON LAKE DRIVE UNIT 5553, SARASOTA, Florida 34231

Greg Truitt
DECISION INC
3Bedroom(s)
2Bathroom(s)
21Picture(s)
1,551Sqft
Visits: 77
THIS IS IT!!! A Gorgeous Condo Is NOW Available for ANNUAL AND OR SEASONAL RENTAL AVAIABLE. THE PRICE LISTED IS FOR A SEASONAL RENTAL. THERE IS SEPARATE PRICING FOR AN ANNUAL RENTAL. GREAT LOCATION!!! - MINUTES FROM THE WORLD CLASS SIESTA KEY BEACH! This Turnkey, Fully Furnished 3 Bedroom 2 Bathroom Condo offers stunning lake views that can be viewed throughout most of the condo.
$3,600

Residential Lease

1304 SIESTA BAYSIDE DRIVE UNIT 1304B, SARASOTA, Florida 34242

Andy Moore
GULF COAST REALTY & MANAGEMENT
3Bedroom(s)
2Bathroom(s)
40Picture(s)
1,495Sqft
Visits: 78
Gulf & Bay Club Bayside offers resort-style amenities, including two heated pools, tennis courts, and lush landscapes. With easy access to Siesta Key's renowned beaches, this condo epitomizes the pinnacle of coastal living, where luxury, comfort, and stunning bay vistas converge to create an unparalleled living experience.
$11,000

Residential Lease

5577 CONTENTO DRIVE, SARASOTA, Florida 34242

Beth Dilley
ASCENDIA REAL ESTATE
2Bedroom(s)
2Bathroom(s)
41Picture(s)
1,424Sqft
Visits: 81
This is a short term rental. Listing reflects off season rate. Welcome to Bikini Tini Time! Your completely remodeled Siesta Key paradise awaits in this 2-bedroom, 2-bathroom saltwater pool home, perfectly situated on a peaceful canal. We're delighted to be dog-friendly, offering a fantastic space for everyone.
$5,000

Residential Lease

116 VISTA HERMOSA CIRCLE UNIT 308C, SARASOTA, Florida 34242

Beth Dilley
ASCENDIA REAL ESTATE
2Bedroom(s)
2Bathroom(s)
66Picture(s)
900Sqft
Visits: 84
An Ascendia Property! **Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing!** Welcome to your BOHO CHIC beach retreat located near the famous Crescent Beach on Siesta Key! You'll feel right at home when you stay in this 2 bedroom, 2 bathroom (sleeps 5) condo. Spend time cooking your favorite meals in the fully stocked kitchen...
$7,500

Residential Lease

SARASOTA, Florida 34237

Adam Kabinoff
UPTOP REAL ESTATE SERVICES, LLC
4Bedroom(s)
3Bathroom(s)
89Picture(s)
2,445Sqft
Visits: 77
Welcome to the Ringling Retreat, a luxurious family compound in the heart of downtown Sarasota. The property sits just a few blocks from the East end of Main Street downtown and is perfectly walkable to the Legacy Trail, Payne Park, & a number of shops & restaurants.
$10,000

Residential Lease

500 S WASHINGTON DRIVE UNIT 5B, SARASOTA, Florida 34236

Stephanie Deshaies
PREMIER SOTHEBY'S INTERNATIONAL
2Bedroom(s)
2Bathroom(s)
37Picture(s)
1,034Sqft
Visits: 76
Kingston Arms on St. Armands Circle turn-key furnished Condo, 2 beds, 2 baths, second floor overlooking a quiet residential street. Look no further for the perfect vacation retreat.
$5,500

Residential For Sale

410 N ORANGE AVENUE UNIT 218, SARASOTA, Florida 34236

Frank Lambert
PREMIER SOTHEBYS INTL REALTY
4Bedroom(s)
3Bathroom(s)
38Picture(s)
2,556Sqft
Visits: 108
Pre-Construction. To be built. Introducing ORANGE ONE ! Downtown Sarasota and the Rosemary District’s newest and brightest shining star. ORANGE ONE is a 30 unit mixed-use development in the red hot Rosemary District. 10 three story condominium residences, alongside 10 retail condominium spaces. Plus, another 10 three story townhouses meandering along 4th St.
$2,428,200

Residential Lease

50 CENTRAL AVENUE UNIT 16A, SARASOTA, Florida 34236

Hamid Mohajir
RENT SARASOTA
2Bedroom(s)
2Bathroom(s)
44Picture(s)
1,595Sqft
Visits: 86
Discover the epitome of luxury and convenience with our exclusive rental opportunity in Sarasota, available May through December. Nestled on the corner of Main St and Central Ave, this contemporary corner unit sits on the 16th floor, just one level below the penthouse. Immerse yourself in the vibrancy of downtown Sarasota, where the finest amenities and attractions are merely steps away.
$4,500

Residential For Sale

509 GOLDEN GATE POINT UNIT 2, SARASOTA, Florida 34236

Brittany Perrone
MICHAEL SAUNDERS & COMPANY
3Bedroom(s)
3Bathroom(s)
28Picture(s)
2,439Sqft
Visits: 141
Brand-new, custom-built, and move-in ready, this full-floor condominium residence at En Pointe offers a rare blend of privacy, design, and elevated coastal living on Golden Gate Point.
$2,295,000
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