Southside Homes for Rent

Spacious 2-Bedroom Condo in Prime Sarasota Location – Walk to The Bay!Welcome to Unit 204 at 3700 S Osprey Ave – a beautifully updated 2-bedroom, 1-bathroom condo nestled in the heart of Sarasota’s desirable Southside Village neighborhood. Just minutes from Siesta Key Beach, downtown Sarasota, and within walking distance to shops, restaurants, and the scenic waterfront, this location is ideal

Michael Sorensen STRINGER MANAGEMENT INC

LOCATION, LOCATION, LOCATION. Stunning turnkey furnished single family home available to rent in the sought after community of Poinsettia Park of Sarasota. This West of the Trail, 2020 build, Classic Homes by Clayton Inc., property is energy-efficient, elegant, beautifully furnished, and well appointed. Pulling up to the home you immediately notice the professional landscaping and lighting with

C. Alison Hunter JENNETTE PROPERTIES INC

Super access to Siesta Key as well as Southside Village, Sarasota. This secure second-floor end unit, two-bedroom, two-bath condominium is freshly painted, carpeted with tile flooring plus new Levelor window treatments throughout. Kitchen recently updated new including appliances, stainless sink, as well as all new electrical outlets and lighting dimmers. Ceiling fans with lighting in great room

John Marabella PREMIER SOTHEBY'S INTERNATIONAL REALTY

FULLY REMODELED 4 BEDROOM GREAT FAMILY HOME. NO POOL LESS EXPENSES. NO SHORT TERM RENTAL. A MUST SEE IF YOU LIKE RANCH STYLE. ALL NEW - HVAC - ELECTRIC - WINDOWS - KITCHEN - BATHS - ROOF. NOTHING MISSED ON THIS VERY ATTRACTIVE HOME IN CHEROKEE PARK, SOUTH SIDE SCHOOL AND THE HOSPITAL CORE.

Ryan Ackerman COLDWELL BANKER REALTY

WEST OF THE TRAIL...this charming 2nd floor condo offers 2 bedrooms and 1 bathroom. The balcony is enclosed with screens and windows. Excellent location, convenience is key with this property. Situated just around the corner from the north bridge and minutes away from the world renowned SIESTA KEY BEACH. Live the best of both worlds in a peaceful, quiet area and easy access to coastal living.

Teresa Ribaudo JENNETTE PROPERTIES INC

Available now for LEASE Annually/Monthly UNFURNISHED POOL HOME. Sarasota's most requested location, a "West of the Trail" neighborhood. This charming Florida style ranch home is located right off the north bridge entry to SIESTA KEY. Welcome to your private tropical retreat in Sarasota! This beautifully updated 3-bedroom, 2-bathroom home is available now and ready for you to MOVE-IN. The great

Patrice Ivan WAGNER REALTY

This MAGNIFICENT home is nestled away in the Historic Granada private neighborhood with easy access to all amenities. 4 Bedrooms 3.5 Baths and over 3500+ square feet of elegantly finished living areas. Authentic travertine tile and maple hardwood floors, volume ceilings, solid-wood cabinetry, two-sided fireplace, chef’s kitchen, three-car garage (owner uses one bay) and cypress wood exterior

Teresa Ribaudo JENNETTE PROPERTIES INC

Welcome to your tropical paradise retreat at 1720 Spring Creek Drive, nestled minutes away from the #1 beach in America, Siesta Key. This enchanting oasis awaits with a captivating blend of charm, elegance, and comfort, promising an unforgettable living experience. Step into your own slice of paradise as you're greeted by lush, tropical landscaping and a picturesque facade that instantly

Adnan Dedic COMPASS FLORIDA LLC

Absolutely stunning, newer lived in, new construction house in Southside school district and walking distance to Sarasota Memorial Hospital.Elevated 17 ft above sea level in X zone. Property features: 2 story masonry, solid building with elevator, 10 FT ceilings on both floors, all 4 bedrooms with own bathrooms and walk -in closets, office on main floor, gourmate kitchen with custom cabinetry,

Sylvia Nowicki PREFERRED SHORE LLC

Welcome to Plaza Gardens, your gateway to the renowned Siesta Key, ranked as the #1 Beach in the USA. Situated in close proximity to numerous attractions, this exceptional 2-bedroom, 1-bathroom condo offers convenience beyond compare. Enjoy the vibrant energy of downtown Sarasota, and rest assured knowing that Sarasota Memorial Hospital is also conveniently nearby. This inviting condo provides

Vincent Ricaud INVESTUS REALTY LLC

JUST LISTED! 2026 SEASONAL RENTAL - 2 bed/2 bath upstairs condo w/elevator! This well appointed condo is within a 5 minute drive to the world famous Siesta Beach ...yet it is on the mainland! The complex has a nice community heated pool and is VERY close to restaurants and shopping, It's a 10 minute drive to downtown Sarasota where you can enjoy the Opera, Library, farmers market,gourmet shops

Annabelle Newland STOCKTON REALTY ADVISORS LLC

Enjoy this comfortable & spacious one bedroom apartment located in wonderful Southside Village, recently renovated, 1 block to Sarasota Memorial Hospital. Brand new pool with large deck to enjoy the summer heat. Easy walk to so many wonderful restaurants and cute boutique stores. Siesta Key and Lido Key beaches 10 minutes away. More information can be found here Multiple units available

Jason Truluck Williams GRAYSTONE REAL ESTATE

Enjoy this comfortable & spacious studio apartment located in wonderful Southside Village, recently renovated, 1 block to Sarasota Memorial Hospital. Brand new pool with large deck to enjoy the summer heat. Easy walk to so many wonderful restaurants and cute boutique stores. Siesta Key and Lido Key beaches 10 minutes away.

Jason Truluck Williams GRAYSTONE REAL ESTATE

Plaza Gardens is the perfect place to call home if you are looking for a peaceful retreat with a touch of luxury. The tropical greenery and well-maintained gardens throughout the building give it a boutique feel, making it the perfect place for those who appreciate a tranquil and serene environment. Situated just southeast of Siesta Key's North Bridge and west of the trail, this condo offers easy

Andrea Cohen COLDWELL BANKER REALTY

Welcome to Tropical Paradise! This stunning, fully renovated home away from home is in a prime location, West of Trail. Take a dip in the private heated pool, sip cocktails at the tiki bar, and soak up the Florida sun. With spacious bedrooms, a fully equipped kitchen, and cozy living areas, you'll have everything you need for a comfortable stay. Located five minutes to downtown Sarasota and ten

Tina Ellis COMPASS FLORIDA LLC

***AVAILABLE DECEMBER 15TH, 2023*****3 MONTH MINIMUM**** This beautifully updated first floor condo is tucked away in a hidden serene tropical paradise just minutes away from Siesta Key and Downtown! You will enjoy living in this bright 2 bed/2 bath corner unit with beautiful new furnishings from top to bottom! Primary bedroom has a king, and the guest has two twins. Kitchen is updated and fully

Alex Roth ROSEBAY INTERNATIONAL REALTY, INC

Seasonal and short term rental This gated beauty is IMPRESSIVE. It's easy to see why this home is an overall Parade of Homes winner! Five bedrooms and four and one half bathrooms of spectacular architecture filled with natural light. The great room has soaring beamed ceilings, built around a massive fireplace and open to the kitchen for easy family time and entertaining. The kitchen boasts

Henry Rossi RENT SARASOTA

Welcome to the Siesta Stunner! This 1950s pool home has been completely remodeled down to the studs w/ designer finishes & furnishings & high ceilings throughout. A short walk or bike ride will get you onto Siesta Key & the house is walkable to both Publix & the Siesta Key Mall! The space is light and bright thanks to the 10ft ceilings, abundant windows and southern exposure. Upon entering the

Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC