Apartments for Rent in Gillespie Park, Sarasota, FL

Property Status: Active Available NOW, ANNUAL lease only. Downtown Sarasota eclectic Efficiency unit. Cabinets in kitchen,2 bar size fridges, apartment size range and hood. Super convenient location, single parking spot right outside. Water/sewer/garbage tenant responsibility to set up account and pay. Electricity is billed monthly by manager. First month and security required. Office Phone: (941) 954-5454 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independen

The premier Sarasota Bay home is a dream come true! This designer custom apartment home with ten-foot high ceilings comes fully furnished and with breathtaking views. The interior design is colorful, modern, bold, and well-thought out. If you are relocating and want a place that has been carefully designed with every detail in mind, then this is the place! Come tour this home today at The DeSota.

Spacious 3.5-Bedroom+Office+Den Townhome in the heart of BOLD Downtown Sarasota *Modern open-concept layout designed for comfortable city living *Three full bedrooms plus a versatile bonus room + loft — perfect for a home office, guest space, or den *Bright living areas with large windows and contemporary finishes *Designer kitchen with sleek cabinetry, premium countertops, and stainless-steel appliances *Private townhome entrance offering the feel of a single-family home with the convenience of downtown living *Multiple levels of living space providing privacy and flexib

Property Status: Active SARASOTA/DOWNTOWN…Luxurious Downtown Sarasota living at its finest. This stunning unit offers two balconies with an enviable view of the sparkling pool deck in one of the city’s most sought after buildings. A serene atmosphere unfolds inside, highlighted by elegant floors that flow throughout the living spaces. The gourmet kitchen features stainless steel appliances, beautiful cabinetry and granite countertops, opening to a distinct dining area perfect for entertaining. Both bedrooms are ensuite and have walk in closets to let your wardrobe breathe.

Property Status: Active 2 bedroom 1 bath single family home in the heart of Downtown. Freshly painted inside, large yard, partially fenced. Short distance to 10 acre Gillespie Park and restaurants. Pets ok with owner approval. First & Security. Office Phone: (941) 954-5454 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Charming 1-bedroom, 1-bath annual rental located just minutes from downtown Sarasota. This light and bright duplex features tile flooring throughout and soft light-gray paint that enhances the open feel. Large windows and sliding glass doors fill the home with natural light, making the space feel larger and more welcoming. The galley-style kitchen offers dark cabinetry, tan countertops, and full-size appliances. The spacious primary bedroom easily accommodates a queen or king-size bed and includes large double-door closets plus a private sliding door leading to the screene

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. This exquisite condo features a 2-bedroom, 2-bath split plan, designed with your privacy and comfort in mind. Upon entry, you are greeted by a generous foyer leading to an expansive Great

Exquisite Penthouse Two-Level, Townhome-Style Living with Soaring Ceilings- Two-Story Windows Allow Tons of Natural Light- Motorized Shades on Upper Windows. Location you dream about. (Many floor plans-floors to choose from) Walk to Bayfront Park, Botanical Gardens, Van Wezel Performing Arts Hall, Sprouts and numerous local Restaurants. Jaw dropping beaches nearby- Lido Beach and Siesta Beach. St Armands Circle is a must go to. Easy commute to Sarasota Bradenton International Airport (4.5 miles) and only 55 mi from the Tampa International Airport. Community has 24 hour con

Property Status: Active DOWNTOWN SARASOTA LIVING AT IT'S FINEST.... Plaza at Five Points offers 24/7 Concierge, Gated motor court with 10,000 square foot porte-corchere and Valet Service, Secure Electronic Building Access, Secure Parking, Covered Bicycle Storage, Club Room with Meeting Space, Fireplace, Media Room, Wet Bar & Catering Kitchen Boardroom & Library, Fitness Center,Rooftop Heated Pool and Spa with sundeck Gazebo with Outdoor Grilling Area, Screened Cabana with Fireplace. The primary bedroom has a king size bed, walk in closet and a ensuite bathroom with double

Property Status: Active THE PERFECT CONDOMINIUM RIGHT IN THE HEART OF DOWNTOWN SARASOTA. Charming two bedroom, two bath condominium, all new laminate wood flooring throughout, offering the ideal layout which guarantees privacy for both bedrooms. King bed in the main bedroom and Queen bed in the guest room. The kitchen has granite counters and solid wood cabinets. Convenience blends with elegant design throughout the unit, the high ceilings, the open floor plan, and a terrace accessible from the master suite and living room. The location combines luxury and urban lifestyle;

VACATION RENTAL | MAY–MID DECEMBER 2026 Plaza at Five Points is the premier address for downtown Sarasota living. This luxurious 2-bedroom, 2-bath residence is filled with natural light and offers fabulous Sarasota Bay views from an exceptionally large private lanai—perfect for relaxing or entertaining. The newly remodeled kitchen elevates the space with brand-new stainless steel appliances and stylish finishes, complementing the condo’s refined design throughout. Located in the very heart of downtown, you’ll step outside to find the Sarasota Opera, Whole Foods, Selby Libr

Seasonal-Totally renovated from the studs out this 2/2 top floor condo have been beautifully redone. The condo is flooded with natural light that highlights the open floor plan. The kitchen boasts solid wooden cabinetry, topped with slab granite counter and complimented with stainless steel appliances. Modern tile thru-out means no carpeting! The furnishings are comfortable and stylish. Mentone Court is an intimate complex of just 16 condo's located downtown Sarasota and close to everything-the farmer's market, shopping, casual and fine dining, the opera, library, perform

Swanky Downtown Sarasota living awaits you in this High-End community. Exquisite Two-Level, Townhome overlooking the Resort style Pool!! Soaring Ceilings- Tons of Natural Light- Motorized Shades on Upper Windows Location you dream about. Walk to Bayfront Park, Botanical Gardens, Van Wezel Performing Arts Hall, Sprouts, and numerous local Restaurants. Jaw dropping beaches nearby- Lido Beach and Siesta Beach. St Armand's Circle is a must go to. Easy commute to Sarasota Bradenton International Airport (4.5 miles) and only 55 mi from the Tampa International Airport. Community

Be prepared to be transported back into the exciting roaring 20s at the Ranola. Originally built in 1926, this landmark property boasts 18 apartments in the heart of downtown Sarasota. We honor Sarasota's history and have revived this beautiful building into chic apartments with an urban charm that can be enjoyed by long-term tenants. The location is ideal and within walking distance to the marina area, Main Street, an assortment of restaurants and shops, and just a short drive to pristine beaches! Annual rentals include cable and internet along with access to onsite laun

Adorable 1/1 apartment near downtown in immaculate Sarasota Pines II community! New vinyl plank floors being installed, modern gray paint color, and LARGE walk-in closet. Community has on-site laundry and a beautiful pool!

Beautiful Broadway Promenade updated luxury cultural arts district downtown area 3rd floor courtyard view condo. many amenities- 24 hour concierge, pool, garage parking two spaces. Urban chic. Furnished brand new King bed. Stone countertops. Save $50 if leased by Feb 1

Impressive 2 Bedroom, 2.5 Bath, double corner on 10th fl. 6-8 Month condo rental between April 1 2026 and December 1, 2026. (NOT available December to April) Sweeping bay & city views from this 2-terrace condo in one of Sarasota’s best condo buildings. Large master bedroom with king bed, wall-to-wall carpet, 65” TV, terrace with views of the pool, sundeck and the city. Updated en-suite bath. 2nd Bedroom has a king bed, wood floors, 60” TV, and full bathroom with walk-in shower. Kitchen has new white quartz counters, stainless appliances and windowed breakfast area. Six-sea

Property Status: Active Cozy updated home in central Sarasota. This home is updated with neutral paint, easy to maintain flooring throughout- no carpet!!! The kitchen is updated and appointed with your refrigerator and oven. The bedrooms have large closet spaces and plenty of light. Shared yard and pet friendly!! Pet deposit with pet. Easy application and ready to move in asap. Minutes from The Ringling College of the Arts. Conveniently near downtown where there are shops, restaurants and pristine beaches! Duplex has updates throughout. Shared fenced in backyard with adjac