Apartments for Rent Near Southside Elementaryin Sarasota - 49 rentals

Remarks: SEASONAL RENTAL - Available June 1, 2026 -3/BR; 1.5/baths Renovated, beautifully designer-decorated modern home located in one of Sarasota's most coveted West of Trail locations - adjacent to stunning Harbor Acres! THE SPACE: This stylish, fully furnished home features three bedrooms (King, Queen, Queen), 1.5 baths, a one-car garage, a spacious, light-filled sunroom and a cozy reading nook. The home has all-new furnishings and is fully turnkey equipped to ensure a comfortable and enjoyable stay. Guests will also enjoy indoor-outdoor living with a charming front porch, al fresco dining on the beautiful back deck, and a large, well-maintained yard ideal for outdoor relaxation and entertaining. PRIME LOCATION: Located in the heart of Hudson Bayou, where you can enjoy the best of Sarasota at your doorstep! Walk to Sarasota Memorial Hospital, Marie Selby Botanical Gardens and the lively Southside Village, home to some of the city's top restaurants, bars, cafés, and shops. You're also just minutes away from Downtown Sarasota, world-famous Siesta Key Beach, Lido Key Beach, St. Armands Circle, and A-rated Southside Elementary School. PLEASE NOTE: No smoking/vaping of any kind anywhere on the property. Seasonal Rental Rates: Dec-Apr $9,000 (3 month minimum for rentals Dec - April); May-June $8,000; July-Aug $6,500, Sept-Nov - $8,000.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Beth Harris (941-321-7148)

Remarks: Wonderful pool home in PRIME WEST OF TRAIL location, just a few blocks to Southside Village popular shops and restaurants and 1 block to Sarasota Memorial Hospital. The home was remodeled in 1996 and 2000 with vaulted ceilings, newer bathrooms and kitchen, split bedroom floor plan, pool, interior laundry room, tile or wood floors throughout and 1 car garage. Very limited rental availability in this sought after area. Primary bedroom has king sized automated bed, guest bedrooms have a king and a queen. Can be furnished or unfurnished, living areas are currently staged but furnishings will be brought in if desired. Open to different rental tenures but minimum of one month, prefer 6 month but open to annual also.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Barbara May (404-822-9264)

Remarks: Annual rental opportunity in Southside Village! This restored 1950's Hacienda home is a true gem, featuring Mexican tile throughout and custom brick archways. The layout includes four bedrooms and four bathrooms, with ensuite bathrooms in three of the rooms. The property offers an expansive brick patio which includes a pool, providing an ideal space for both privacy and entertaining. It is perfectly situated west of the trail, within close proximity to downtown Sarasota, Sarasota Memorial Hospital, and A+ rated schools. Siesta Key beach and various cultural attractions are also just a short distance away. Can be rented furnished or unfurnished. Pictures show home furnished.

Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)

Listing Agent: Margaret Young (941-359-3435)

Remarks: West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just steps from the condominium.

Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)

Listing Agent: Robin De Busk (941-922-4959)

Remarks: Luxury Waterfront Penthouse in Golden Gate Point. This exceptional penthouse in an exclusive 14-unit boutique building offers breathtaking panoramic views of Sarasota Bay, the city skyline, and Marina Jack. Occupying half of the top floor, this meticulously designed three-bedroom, three-bathroom residence features a spacious split floor plan with an open-concept layout ideal for privacy and entertaining. The chef's kitchen includes top-of-the-line appliances, imported finishes, and a wet bar, while the master suite offers a private wet bar, spa-inspired bath, and stunning views. Turnkey with high-end Italian furnishings and artwork (with few exceptions), the home also features a 52-foot heated balcony for prime waterfront relaxation. A rare assigned 40-foot boat slip provides direct access to Sarasota Bay and the Gulf. Harbor View was redeveloped to Florida's enhanced building codes in 2006-07, with $1.5M in updates in 2018 and a new seawall, docks, and renovated pool/patio in 2022. Gated entry, security cameras, and two covered parking spaces add convenience. Just four blocks from downtown Sarasota and a short bike ride over the Ringling Bridge to Lido Beach and St. Armands Circle, this exclusive penthouse offers luxury waterfront living at its finest. Schedule your private showing today!

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Melissa Gissinger (941-404-2722)

Remarks: ANNUAL UNFURNISHED TOWNHOUSE AVAILABLE FOR LEASE IN ENCLAVE — DOWNTOWN SARASOTA. Built to the highest standards with impact windows and doors, this elegant residence features a charming gated entry leading to a welcoming foyer and a private elevator that provides easy access to every level. The first floor offers a private two-car garage and an oversized closet, while the second level boasts a gourmet kitchen with solid stone counters, stainless appliances, a designer backsplash, and a spacious open-concept great room with dining and living areas plus a convenient powder room. The third level is dedicated to the owner’s primary suite, which includes a walk-in closet and a spa-like bathroom featuring a large walk-in shower, double vanity, and beautiful tile work. Conveniently located on the same level is the laundry room with a washer and dryer and a utility sink. The fourth level includes two generous en-suite bedrooms with walk-in closets. Every level enjoys dual balconies for seamless indoor-outdoor living, complemented by hardwood floors throughout the main areas. Located in the desirable Enclave at Laurel Park, this home is walking distance of Bayfront Park, the Ringling Bridge, the Farmers Market, Sarasota Opera, Van Wezel, fine dining, shopping, and all the energy of bustling downtown Sarasota. Nearby Payne Park offers tennis courts, playgrounds, and a skate park, while Siesta Key, Lido Beach, the Legacy Trail, and countless parks and preserves are just moments away.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)

Listing Agent: Alex Lane (941-960-3080)

Remarks: One or more photo(s) has been virtually staged. Brand-new 2025 contemporary pool home in Sarasota offering modern design, quality construction, and convenient access to the area’s best amenities. Located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and cultural attractions, this home delivers the ideal combination of style and location. Furnished or Unfurnished. Can be rented for seasonal rental price is subject to change based on season and availability. Situated on a private 85’ x 117’ fenced and professionally landscaped lot, the backyard features a heated pool and spa with sun shelf, creating a relaxing outdoor retreat perfect for entertaining or enjoying Florida living year-round. Built with all-concrete block construction, impact-rated windows and doors, and energy-efficient systems, the home offers durability, safety, and lower insurance costs. Inside, the open-concept design features 10+ foot ceilings, large windows, and abundant natural light. The gourmet kitchen includes a waterfall island, Monogram appliances, induction cooktop, InstaHot water, and custom cabinetry, and opens seamlessly to the main living and dining areas. The 2,726 sq ft single-story floor plan includes 4 bedrooms and 3.5 bathrooms, with three ensuite bedrooms providing privacy for guests or family. The primary suite offers dual walk-in closets and a spa-inspired bathroom with soaking tub and glass-enclosed shower. Located in the highly regarded Southside Elementary School district, this newly built home is move-in ready and ideally positioned in one of Sarasota’s most desirable neighborhoods.

Listing is courtesy of: GRAND STATE REALTY (305-781-9202)

Listing Agent: Oleksandr Blekherov (305-781-9202)

Remarks: Wake up to treetop and partial bay views in this beautifully turn-key furnished 2-bedroom, 2-bath corner residence, perfectly positioned in the heart of downtown Sarasota overlooking Marina Jack. Located in a Mid-Century Modern architectural gem designed by renowned architect Tim Seibert, this residence blends timeless design with effortless living. The thoughtfully designed split floorplan offers privacy and comfort, featuring a spacious primary suite with partial bay views, ensuite bath with shower/tub combo, walk-in closet, and a queen-size Saatva adjustable bed. The guest suite includes its own attached bath, queen bed, and a dedicated workspace with desk and Aeron chair - ideal for guests or working from home. Step outside and enjoy Sarasota's most vibrant lifestyle; award-winning dining, theater, opera, and waterfront strolls are just steps away. Complimentary trolley access makes trips to St. Armands Circle and Lido Key beaches seamless and convenient. Residents of this boutique, pet-friendly community enjoy resort-style amenities including a heated pool with expansive sun deck, elegant entertainment space with full kitchen, library with piano, fitness room, bike storage, and convenient laundry facilities on each floor. One well-behaved dog under 30 lbs is welcome (with proper documentation). One assigned garage parking space included. Annual lease only. Tenant responsible for electric. No smoking permitted. Opportunities like this are rare - secure your place in one of downtown Sarasota's most iconic and walkable locations.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Angela Adams (941-809-9760)

Remarks: Luxurious Condo Steps from Private Beach on Lido Key - Welcome to your dream rental in the prestigious Lido Harbour Towers! This exquisite 3-bedroom, 2-bathroom condo offers 1200 sq ft of elegantly appointed living space, with an additional 700 sq ft of expansive terraces for seamless indoor-outdoor living. Prime Location: Just steps from your private beach on Lido Key, perfect for sunbathing, swimming, and relaxing. Spacious Living: 3 bedrooms and 2 bathrooms provide ample space for family and guests. Outdoor Bliss: Enjoy 700 sq ft of terrace space, ideal for dining, entertaining, or simply soaking up the stunning views. Community Amenities: Take advantage of the community pool and clubhouse, enhancing your lifestyle with leisure and social activities. St. Armand’s Circle: A short drive or bike ride away, offering world-class dining, shopping, and entertainment. South Lido Key Park: Close by for outdoor recreation and scenic nature trails. Experience the best of Lido Key living in this exceptional condo, where luxury and location combine to create the perfect coastal retreat … Come find your happy place!

Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)

Listing Agent: Mike Sorensen (941-380-2900)

Remarks: ANNUAL UNFURNISHED TOWNHOME AVAILABLE FOR LEASE IN ENCLAVE--DOWNTOWN SARASOTA. Built to the highest standards with impact windows and doors, this elegant residence features a charming gated entry leading to a welcoming foyer and private elevator that provides easy access to every level. The first floor offers a private two-car garage and oversized closet, while the second level boasts a gourmet kitchen with quartz counters, stainless appliances, induction cooktop, and a spacious open-concept great room with dining and living areas plus a convenient powder room. The third level includes two generous en-suite bedrooms with walk-in closets, and the entire fourth floor is dedicated to a luxurious owner’s suite featuring a walk-in closet, spa-like bath, and a thoughtful bar area with beverage refrigerator. Every level enjoys dual balconies for seamless indoor-outdoor living, complemented by hardwood floors throughout the main areas. Located in the desirable Enclave at Laurel Park, this home is walking distance to Bayfront Park, the Ringling Bridge, the Farmers Market, Sarasota Opera, Van Wezel, fine dining, shopping, and all the energy of bustling downtown. Nearby Payne Park offers tennis, playgrounds, and a skate park, while Siesta Key, Lido Beach, Legacy Trail, and countless parks and preserves are just moments away.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)

Listing Agent: Alex Lane (941-960-3080)

Remarks: Location, location, location! AVAILABLE JUNE 1ST. Discover the best downtown address in the heart of Sarasota with this beautifully designed corner unit condo with balcony. Featuring modern designer décor. This condo is perfect for those who love the vibrant downtown lifestyle or as a seasonal getaway. This large, 1 bedroom, 1 bathroom condo offers 895 square feet of luxurious living space, highlighted by 40 inch ceramic tile floors, granite counters, and stainless appliances. Luxurious bathroom with a double vanity, garden tub and gorgeous subway tile wall. Master bedroom has walk-in closet with built-in storage. Private balcony overlooking the pool and city, is perfect for relaxing and entertaining. The building amenities are second to none, including a 24-hour concierge service, on-site management, secure fob access to entryways and elevators, a 72’ heated lap pool and spa, steam room, state of the art fitness center, library, pool table, social rooms, private conference rooms, an outdoor grill area with herb garden, secure under building parking garage with assigned space, climate-controlled storage, whole building water filtration system, and a guest suite for visitors. You are walking distance to some of Sarasota’s world class restaurants, shopping, theater, farmer’s market, festivals, art galleries and entertainment including Marina Jacks, Sarasota Opera House, Florida Studio Theater, Selby Gardens, Bayfront Park, Burns Court Cinema, and the Selby Library. St. Armand’s Circle, Longboat Key, Lido Key and the white sand beaches of Siesta to the south are just a short drive. For those who prefer not to drive, the trolley from your front door offers a scenic ride over the Ringling Bridge to Armand’s Circle and Lido Key Beach. Don’t miss this exceptional opportunity to embrace the endless possibilities at 1350 Main! Schedule a showing today! Available for ANNUAL LEASE at $3000 per month or SEASONAL LEASE at $5000 per month. 3 MONTH MINIMUM LEASE.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Barb Parrish (407-810-4618)

Remarks: DOWNTOWN SARASOTA Annual rental FURNISHED or partially furnished. Available May 15, 2026. 2BR + loft downtown townhouse. Owner provides streaming service. Reimburse Owner for WI-FI; Tenant responsible for electric and water. The Q defines LUXURY & QUALITY with a DOWNTOWN LIFESTYLE in an intimate 40 home community. Superbly planned & designed in a premier location, the Q is one block to Main Street - walk to shopping, restaurants, theater & all the arts. THIS IS THE MOST SOUGHT AFTER FLOOR PLAN IN THE Q. DAILY LIVING IS ON THE FIRST FLOOR AND THE BEDROOMS & LOFT ARE ON THE 2ND FLOOR. The FIRST FLOOR offers the Chef's Open Kitchen with island, breakfast bar, BOSCH stainless steel appliances, NATURAL GAS COOK-TOP, LUBE ITALIAN CABINETRY, QUARTZ COUNTER-TOPS, HANSGROHE faucets, custom lighting, VOLUME CEILINGS, OPEN PLAN LIVING & DINING ROOM. ROSEWOOD 8ft SOLID CORE DOORS throughout, Porcelain tile floors, Miami-Dade IMPACT RATED HURRICANE WINDOWS & DOORS, tankless gas hot water heater * FULL BLOCK CONSTRUCTION * The Master Retreat has a private balcony, large walk-in closet, glamorous bath with 2 vanities, soaking tub & large separate shower. Guest Bedroom with Murphy Bed, private bath & walk-in closet. There is also a Loft area for a DEN if needed. Walk to movie theaters, Whole Foods, Marina Jack's. Short drive to St Armand's Circle and Lido Beach. One look & you'll fall in love! Unit comes with attached garage - 1 space. Please note: Parking is limited. 1 car per household. A 2nd car must be parked off site.

Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)

Listing Agent: Margaret Young (941-359-3435)

Remarks: Beautiful remodeled 3/2

Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)

Listing Agent: Dennis Begonis (941-735-4379)

Remarks: AVAILABLE MAY 1ST - Unfurnished and annual rental only, is this contemporary gem located West of the Trail in vibrant Sarasota, FL. This spacious home offers a seamless blend of modern design and cozy charm, featuring an open floor plan that is perfect for both entertaining and everyday living. Step inside to discover a beautifully appointed chef's kitchen, complete with solid wood cabinets, sleek granite countertops, and high-end stainless steel appliances. A convenient eating space in the kitchen invites gatherings and casual meals alike. The home boasts three generously sized bedrooms, each with its own en-suite bathroom, offering privacy and convenience for all residents. New carpeting has been added. The expansive lot is a true highlight, with an oversized backyard featuring garden beds and ample private outdoor space, perfect for gardening enthusiasts or those who love to relax in a serene setting. Parking is a breeze with both a garage and driveway. This pet-friendly haven is ideally situated close to Downtown Sarasota, Southside Village, and numerous beautiful beaches such as Siesta Key and Lido Beach. Also this is in the Southside Elementary school district. Enjoy easy access to shopping, dining, and entertainment options, as well as a unique easement providing convenient access to Sarasota Memorial Hospital. Don’t miss your chance to make this your home.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Beth Harris (941-321-7148)

Remarks: GULF-FRONT LIDO KEY LUXURY • REAL OPPORTUNITY • $6,200/month. AVAILABLE NOW MAY-DECEMEBER 2026 at OFF SEASONAL RATE! - IN-SEASON RATE (JAN-APR) IS $9,400/MO. Availability for 2027 is APRIL - DECEMBER. Wake up to rolling waves and end every day with a front-row sunset over the Gulf of Mexico. This ninth-floor, full Gulf-front condo delivers panoramic water views that are just breathtaking— Promotional OFF Seasonal Rate: $6,200/month • Valid for May thru December 2026 only. In-Seasonal Rate of $9,400/month. Located in the distinguished Key Towers South on Lido Key, this fully furnished residence places the beach quite literally at your doorstep—and Sarasota’s St. Armand's best dining, shopping, and culture just minutes away. Inside, the open-concept layout is designed for comfort and effortless coastal living. The kitchen features granite countertops, stainless steel appliances, and fully stock with all the necessities for a gourmet meal. A dedicated office/den offers an ideal remote-work setup - perfect for quick emails, travel planning, or looking up that sunset cocktail recipe. The true showstopper is the enclosed Gulf-front balcony—a light-filled extension of the living space where the shoreline becomes your daily backdrop. Morning coffee hits differently here. So do sunsets. The primary suite is a serene coastal retreat with generous closet space and a private bath, while a separate guest suite ensures comfort and privacy for visitors. Additional features include: Impact-rated windows throughout Multiple interior storage closets Shared utility room with washers & dryers on the same floor Dedicated storage locker Residents of Key Towers South enjoy recently updated amenities, including: Renovated lobby and first-floor social spaces (2025) Fitness room, library, and social room with catering kitchen Sauna and shower facilities Bike storage Gulf-front pool and lounge deck with unforgettable sunset views Perfectly positioned between the Gulf of Mexico and Sarasota Bay, this condo places you at the center of Lido Key’s coastal lifestyle: South Lido Park — just ¼ mile away St. Armand's Circle — one mile north Downtown Sarasota — four miles over the Ringling Bridge Easy access to the free Sarasota Bay Runner bus for effortless exploring. NOTE: January–March 2027 is already booked.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Norma Mladineo (941-363-1588)

Remarks: Tastefully decorated turnkey furnished condo is available for a short term opportunity. Completely updated Fiji Model 2 story 2.5 bath has stainless steel appliance package, granite counter tops and all the tools for the chef in the family. Eating space right off of the kitchen or the screened lanai while taking in the view of the lake. Bedrooms on the upper floors are both carpeted with another lanai area to take in the the beautiful Florida weather. Enjoy all that this community offers, Tennis anyone, a quick dip in the community pool. Your local Publix is a 5 minute walk just across the street, a short drive to Whole Foods or Starbucks. St. Armand's Circle just over the Ringling Bridge plenty, 15 minute drive to UTC. Enjoy a fund relaxing day at Siesta Key Beach or Lido Beach. Downtown Sarasota is walking distance or again short drive. Saturday's enjoy the local farmers market. Again, this is cozy getaway is the perfect escape. Call today today to schedule your showing.

Listing is courtesy of: MONARCH PROPERTY GROUP LLC (941-270-1675)

Listing Agent: Angela Bailey (941-270-1675)

Remarks: Welcome to your perfect coastal retreat! This beautifully maintained one-bedroom, one-bath unit is ideally located WEST of the trail, just minutes from pristine beaches, shopping, dining, and top medical facilities. Step inside to find a bright, inviting space designed for comfort and ease. The unit is fully furnished with a clean, coastal contemporary feel, featuring a cozy sleeping area, comfortable living space, and a charming dining nook—perfect for relaxing or entertaining. The kitchen and living areas are thoughtfully equipped, making everyday living effortless. Large windows bring in natural light, creating a warm and airy atmosphere throughout.

Listing is courtesy of: OPTIMUS CREIA (941-270-3323)

Listing Agent: Claire Conway (941-587-5477)

Remarks: Welcome to an exceptional opportunity to lease a beautifully appointed coastal residence at 304 Benjamin Franklin Drive, Sarasota, FL 34236, perfectly positioned on the coveted barrier island of Lido Key. This elegant rental places you steps from the glistening sands and turquoise waters of the Gulf, offering a lifestyle that blends beachside serenity with world-class convenience. Unit 304 features a bright, open layout designed for both comfort and style. Expansive windows fill the living space with natural light, creating an inviting ambiance that highlights the home’s clean lines and airy coastal character. The main living and dining areas connect effortlessly, making everyday living as enjoyable as entertaining. The well-equipped kitchen offers modern cabinetry, quality appliances, and generous counterspace—perfect for preparing meals after a day on the beach or enjoying a casual breakfast in a relaxed, coastal setting. The spacious bedroom suite provides a peaceful retreat, complemented by ample storage and a beautifully finished bathroom featuring timeless, neutral selections.Residents of this desirable community enjoy an array of amenities that elevate daily living, including resort-style outdoor spaces, private beach access, secure entry, and well-maintained common areas designed for comfort and relaxation. Whether you prefer lounging by the water, unwinding outdoors, or enjoying the tranquility of coastal living, this location delivers it all.Situated just moments from the vibrant shopping and dining of St. Armands Circle, the home offers instant access to boutique shopping, renowned restaurants, and charming cafés. Downtown Sarasota is only a short drive away, placing theaters, cultural venues, parks, and waterfront activities within easy reach.

Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)

Listing Agent: Renee Preininger (941-400-4235)

Remarks: Welcome to the JefferSun House- a light & bright breath of fresh air & sunshine just minutes from world famous beaches & downtown Sarasota and located within the coveted Southside school district. This turnkey furnished 3 bedroom 2 bathroom heated pool home sleeps 8 & offers a private, fully fenced backyard w/ heated pool & BBQ grill. We are a dog friendly house, walkable to Arlington Park w/ its own dog park, walking trails & tennis courts. With a chef's kitchen & separate dining area you can bring the entire family & have the best of Sarasota at your fingertips. House can be rented unfurnished if desired.

Listing is courtesy of: UPTOP REAL ESTATE SERVICES, LLC (941-554-4896)

Listing Agent: Adam Kabinoff (941-554-4896)

Remarks: LOCATION! LOCATION! LOCATION! A 55+ condominium in the highly sought after Sarasota Harbor East Community. Located on Coon Key across the street from the Sarasota Yacht Club. Turnkey this unit comes fully furnished. The views from the Living room and Master Bedroom are jaw dropping. Sip your morning coffee while sitting on your 4 season Lanai. Watching Dolphin and Manatee swim by while the seabirds dive for lunch. It's a short drive or walk over the John Ringling Causeway to downtown Sarasota. Where you will find retail shops, restaurants, art galleries, coffee shops, a weekend Farmers Market, Marina Jack and so much more. Walking distance to St. Armands Circle. Only 1 mile to Lido Beach with Ted Sperling Park containing nature paths and kayaking tunnels further down south at the end of Lido Key. This lovely community offers a heated pool, clubhouse, outdoor grills, kayak/bike storage, and a boat slip on a first come, first serve basis. The building has an elevator. There is a coin operated laundry located on the second floor right by the elevator. Laundry Key is provided by the owner. The electricity is paid by the Lessee each month. If you plan on making Sarasota your future home, this is the perfect opportunity. The unit is a minimum 12 month rental. AVALIABLE FOR RENTAL STARTING OCTOBER 2025. Call today to secure your rental.

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Lorraine Duvall (941-402-6621)