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Southside Homes for Rent

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  • /48

    $2,000 per month

    • 2 Beds
    • 2 Baths
    • 1,053 Sq Ft
    • Condo for Rent

    3700 S Osprey Ave Unit 202, Sarasota, FL 34239

    Lovely and simple 2 bedroom 2 bath apartment with a balcony. In unit W/D. Walking distance to everything you need and want. Water and cable are included in rent. Available May 1st.6 months minimumNo smoking allowed in the unit or on the balconyOn site parkingCable and water are included in rent

    3700 S Osprey Ave Unit 202, Sarasota, FL 34239
  • /16

    $5,000 per month

    • 2 Beds
    • 2 Baths
    • 1,122 Sq Ft
    • Condo for Rent

    3360 S Osprey Ave Unit 210B, Sarasota, FL 34239

    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

    3360 S Osprey Ave Unit 210B, Sarasota, FL 34239
  • /23

    $2,200 per month

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • Apartment for Rent

    1901 Hyde Park St Unit C, Sarasota, FL 34239

    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

    Jason Truluck Williams GRAYSTONE REAL ESTATE

    1901 Hyde Park St Unit C, Sarasota, FL 34239
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    $1,850 per month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Apartment for Rent

    1901 Hyde Park St Unit G, Sarasota, FL 34239

    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

    1901 Hyde Park St Unit G, Sarasota, FL 34239
  • /36

    $3,000 per month

    • 2 Beds
    • 1 Bath
    • 991 Sq Ft
    • Apartment for Rent

    3700 S Osprey Ave Unit 214, Sarasota, FL 34239

    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 WILLIAM RAVEIS REAL ESTATE

    3700 S Osprey Ave Unit 214, Sarasota, FL 34239
  • /29

    $10,000 per month

    • 4 Beds
    • 3 Baths
    • 2,252 Sq Ft
    • House for Rent

    1865 Orchid St, Sarasota, FL 34239

    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

    1865 Orchid St, Sarasota, FL 34239
  • /28

    $2,900 per month

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Condo for Rent

    3745 Almeria Ave Unit 7S, Sarasota, FL 34239

    ***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

    3745 Almeria Ave Unit 7S, Sarasota, FL 34239
  • /60

    $17,500 per month

    • 4 Beds
    • 3.5 Baths
    • 3,519 Sq Ft
    • House for Rent

    1725 Bonita Ct, Sarasota, FL 34239

    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

    Jane Hunter JENNETTE PROPERTIES INC

    1725 Bonita Ct, Sarasota, FL 34239
  • /40

    $15,000 per month

    • 5 Beds
    • 4.5 Baths
    • 3,342 Sq Ft
    • House for Rent

    3218 S Osprey Ave, Sarasota, FL 34239

    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

    3218 S Osprey Ave, Sarasota, FL 34239
  • /64

    $12,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft
    • House for Rent

    1905 Tulip Dr, Sarasota, FL 34239

    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

    1905 Tulip Dr, Sarasota, FL 34239

About Southside

Southside in Sarasota is an architecturally diverse neighborhood situated between Sarasota Bay and the Tamiami Trail corridor. The area is anchored by Southside Village, a walkable commercial district featuring popular eateries like Libby’s Neighborhood Brasserie and Veronica Fish and Oyster, as well as boutique shops such as Marmalade Salon and Beautiful You consignment store. The neighborhood's housing includes a mix of large Spanish Mediterranean homes, smaller Spanish Mission-style dwellings, modern-style homes, Colonial Revival homes, traditional Florida ranch-style homes, and colorful shotgun-style homes. Multi-family options include condominiums. Southside Elementary School, built in 1926 and listed on the National Register of Historic Places, is one of the highly rated schools serving the area, along with Brookside Middle and Sarasota High. The Sarasota campus of Sarasota Memorial Hospital and the Sarasota Art Museum are notable landmarks. Residents enjoy various attractions, including fishing and boating on Sarasota Bay, and access to Siesta Key via Siesta Drive. Parks like Nora Patterson Bay Island Park and Bonita Park offer green spaces with public art. The neighborhood is safer than the national average, and the Tamiami Trail provides easy access to Venice and Bradenton, both about 15 miles away, as well as public transportation options.

Frequently Asked Questions

What are the most popular neighborhoods for renters near Southside?
The most popular neighborhoods for renters near Southside are Arlington Park, South Sarasota, Southgate, Downtown Sarasota and Ridge Wood Heights.
What are the most popular zip codes for renters near Southside?
The most popular zip codes for renters near Southside are 34211, 34231, 34293, 34236 and 34242.
How to Rent a Home