Apartments for Rent in Gillespie Park, Sarasota, FL

Property Status: Active ANNUAL UNFURNISHED RENTAL! 2 bedrooms and 2 full bathrooms plus a little den! This is the back of a compact little cottage in downtown Sarasota right at the corner of Fruitville and Osprey Ave. Perfect for someone who wants to be super close to all that downtown Sarasota offers! All utilities are tenant responsibility. NO smoking of any kind inside this unit. Available now for an approved applicant. First and security to take occupancy. Office Phone: (941) 954-5454 Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the li

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.

☀️ West-Facing Studio with Sunset Views – Now Leasing at BOLD Lofts Experience smart, stylish living in this west-facing studio apartment, perfectly positioned to capture stunning sunset views and natural light all afternoon. Your future home features: ✨ Open-concept layout with sleek modern finishes Special: 1 Month Free on 13 mo or 2 Months Free on 16 mo lease agreement.

UNFURNISHED ANNUAL - NO PETS Charming 2-Bed / 2-Bath Condo in the Heart of Sarasota Step into urban convenience and comfortable living at this delightful 2-bedroom, 2-bathroom condo located in the sought-after Rosemary District. Unit #103 offers approximately 784 sq. ft. of thoughtfully designed space—ideal as a downtown escape or full-time residence. Interior Highlights: •Open living and dining area with tile flooring for easy upkeep •Kitchen outfitted with modern appliances, solid surfaces, and plenty of cabinet space •Two well-proportioned bedrooms; master includes en-s

Property Status: Active Charming 2-Bed / 2-Bath Condo in the Heart of Sarasota Step into urban convenience and comfortable living at this delightful 2-bedroom, 2-bathroom condo located in the sought-after Rosemary District. Unit #103 offers approximately 784 sq. ft. of thoughtfully designed space—ideal as a downtown escape or full-time residence. Interior Highlights: • Open living and dining area with tile flooring for easy upkeep • Kitchen outfitted with modern appliances, solid surfaces, and plenty of cabinet space • Two well-proportioned bedrooms; master includes e

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

Cute 2 bedroom/1 Bath duplex with fenced yard near Downtown Sarasota Move in Ready! This cute duplex offers new paint and two well appointed bedrooms and one full bath with all tile shower. The duplex is all tile with a nice sized living room, dining area and kitchen with side door to the yard. You will appreciate the location as you are mere moments to Main street Sarasota! Please visit the website for all details. www FWCPM com Hours of operation: Monday-Friday 10-4pm *** WE DO NOT MARKET ON! WE DO NOT MARKET ON FACEBOOK MARKET PLACE! *** * More photos coming! *LONG

Property Status: Pending Charming 2-Bed / 2-Bath Condo in the Heart of Sarasota Step into urban convenience and comfortable living at this delightful 2-bedroom, 2-bathroom condo located in the sought-after Rosemary District. Unit #103 offers approximately 784 sq. ft. of thoughtfully designed space—ideal as a downtown escape or full-time residence. Interior Highlights: • Open living and dining area with tile flooring for easy upkeep • Kitchen outfitted with modern appliances, solid surfaces, and plenty of cabinet space • Two well-proportioned bedrooms; master includes

Swanky Downtown Sarasota living awaits you in this High-End community. Exquisite 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. 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. Commu

Property Status: Active Frist time available to rent. Enjoy urban luxury living in Personal Residence1001, Rivo @ Ringling, 1771 Ringling Blvd, Sarasota FL 34236. Nestled in the vibrant heart of downtown Sarasota, FL. This exquisite two-bedroom, two-bathroom unit at Rivo at Ringling offers a bonus room to office in with Murphy Bed for your short term visitors. Westward views and the downtown lifestyle. The ideal destination for vacationers, professionals on the move, and anyone seeking a blend of comfort and convenience. Why would you ever leave home? As you step int

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;

SHORT TERM ONLY The Plaza at Five Points is THE place to live downtown Sarasota. This luxurious space offers fabulous views of the Sarasota Bay from a natural light filled, finely appointed, 2 bedroom, 2 bathroom condo with VERY LARGE lanai. The kitchen has just been remodeled and is even more impressive with all brand new stainless steel appliances. You will reside in the heart of Sarasota and find, right outside your door, the Sarasota Opera, Whole Foods, Selby Library, Starbucks and loads of fine dining and neat shops. This secure building offers a first rate amenity pa

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. 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 has 24 hour concierge-Courtyard w/Saltwater Heated Pool-Fitness & Yoga Center-Outdoor Grilling & Lounging Spaces-Sky Lounge w/Private Caterin

Welcome to the best value in downtown Sarasota! This rarely available furnished 2-bedroom, 2-bath condo is located in the upscale Broadway Promenade, offering luxurious amenities and a vibrant urban lifestyle. The spacious open floor plan features granite countertops, stainless steel appliances, upgraded wood flooring, and ceramic tile in wet areas. Enjoy your morning coffee on the east-facing balcony overlooking the pool and city. Broadway Promenade offers unmatched amenities including a 24/7 concierge desk, resort-style pool, health spa, fitness center, business center,

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected. This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at rentprogress com smarthome Want to tour on your own? Click the “Self Tour” button on this home’s RentProgress. com listing or call (833) 774-7377 to register for a self-guided showing at a time that works best for you. Interested in thi

Apply within 24 hours of your conducted showing and once approved you will be credited your application fees towards your first full month's rent! You will not want to miss out on this second story condo, located only one mile from Downtown Sarasota at Ringling Gardens! The kitchen features granite countertops and plenty of cabinet and counter space, perfect for any chef! Appliances include: refrigerator, microwave, and range. The bedroom provides plenty of room for any decor and features a roomy closet, perfect for all your wardrobe needs! A bathroom with tub and built-in

Sarasota Furnished / Unfurnished • Short-Term / Long-Term – Modern 3BR / 2BA bungalow in downtown Sarasota’s Towles Court Artist Colony, available furnished or unfurnished for short-term or long-term stays, with rental rates priced according to length of stay, season, and furnishing option. Pineapple unit at “The Trop” is in one of Sarasota’s most walkable pockets – step outside and you’re moments from Main Street restaurants, cafes, nightlife, Whole Foods, the Saturday Farmers Market, Bayfront Park, Marina Jack, Selby Gardens, and Towles Court’s colorful galleries and stu

Beautiful annual unfurnished 2 bed/2 bath end unit condo located at Whitaker Bayou in Sarasota, FL. Inside the unit offers a washer/dryer. screened-in lanai, and secured garage assigned parking spot with a private storage. Water, sewer, and trash included. Available now for $2,200 a month. Management application fee for each adult $50, association application fee of $100(association approval process), $ 2,200 security deposit, first month's rent, and last month's rent. 1 small dog allowed - 20 pounds or less (upon owner approval) One-time non-refundable pet fee of $350. *F

The small & charming Osprey Oaks Apartment Building is located in downtown Sarasota. Ground Floor Unit with 2 bedrooms and 1 bathroom is available immediately. This apartment community was built in 1972 and has only 2 stories with 12 units. Drive, bike or walk the 1.5 miles to Marina Jacks, Sarasota Bay Front or Main St. where you will find outdoor cafes, fine dining restaurants and boutiques. Short drive to Lido Beach, St. Armand Circle with its upscale shops & restaurants.

DON'T MISS THIS OPPORTUNITY TO LIVE IN PARADISE! This beautifully renovated 2-bedroom, 2-bath condo in the heart of Downtown Sarasota is available for annual lease. Located in The 101 Condominium, a 117-unit, 15-story high-rise, this light and bright 7th-floor corner unit offers tasteful décor and fantastic views of Downtown Sarasota. Both bedrooms are spacious and beautifully updated. The primary bedroom features an ensuite bathroom and a generous walk-in closet. Both bathrooms have been updated and include walk-in showers, offering modern comfort throughout the home. The

Welcome to your perfect seasonal retreat! This beautifully maintained first-floor, 2-bedroom, 2 bath condo offers comfort, convenience, and the ideal Sarasota lifestyle. Situated just minutes from Downtown Sarasota, St. Armands Circle, and the sparkling Sarasota Bay, this condo places you close to top dining, shopping, beaches, parks, and cultural attractions. Inside, you’ll enjoy a bright, open living area, a well-appointed kitchen, and a cozy screened lanai ideal for morning coffee or evening relaxation. The split-bedroom floorplan provides added privacy for guests, and