2 Bedroom 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

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

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,

Fully-Furnished. Beautiful corner 2/2 with treetops and partial bay views, in the best downtown location. MCM architectural gem designed by Tim Seibert. Leave your car at home! Steps to free trolleys to Siesta Key or Lido Key and to everything downtown has to offer. Sparkling, heated pool with shower rooms and huge furnished pool deck. Party Room with full kitchen and dining table. Library with piano, fitness room with shower, bike storage. On-site building manager, NO FEE for 1 licensed and vaccinated dog under 30 lbs. Quiet owner-occupied building. Lease for 7 months or

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

Annual rental. Live the ideal Florida lifestyle in this updated 2BR/2BA condo in Hudson Oaks, a quiet, waterfront community tucked along the Hudson Bayou. Just steps from Downtown Sarasota’s top restaurants, shopping, Selby Gardens, and the Bayfront — and a short bike ride to Lido Beach and St. Armands Circle. This light-filled home features two private balconies, open-concept living, hurricane-rated sliders, a wood-burning fireplace, and an entertainer’s bar. The updated kitchen includes quartz counters, stainless appliances, soft-close cabinets, and a breakfast bar. The

Look no further—this downtown Sarasota condo located at The Renaissance has it all. This 12th-floor, comfortably furnished and tastefully decorated residence features 2 bedrooms, 2 bathrooms, and an open living room/dining room combination with a split floor plan. This unit has freshly installed carpet throughout the property. Enjoy a lovely lanai where you can take in the sights and energy of the city. The kitchen provides ample counter and cabinet space for cooking and meal prep. The primary bedroom includes a queen-size bed, a walk-in closet with built-in cabinetry, and

Get ready to fall in love with this updated 2-bedroom, 1-bathroom duplex in the heart of Sarasota! Located off of Central Ave, you're truly in the middle of it all—just moments from Downtown Sarasota, the Rosemary District, incredible local dining, boutique shopping, arts, culture, and some of Florida's most breathtaking beaches. Step inside and you'll feel instantly at home. The open-concept layout is perfect for entertaining, whether you're hosting friends for dinner or enjoying a cozy night in. The bright and functional kitchen offers plenty of cabinet and counter space

Property Status: Active AVAILABLE !! So cute, feels like home, quiet and serene, you must see this! Landlord is flexible on terms. Just remodeled! Rental unit just north of downtown, the perfect location. Includes: Free Parking, Free Optical WIFI, Free use of in-unit Dishwasher, IN-UNIT Washer and Dryer machines, enjoy the Firepit in the yard, Free use of BBQ grill outside, Free 24 hr surveillance. Term: 7-12 month lease, FURNISHED, is $2240/mo. Rental Rates are negotiable based on credit score and/or security deposit. This unit is also being advertised as a short-term ren

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. Fico score over 600 Renters Insurance is required. Located just minutes from downtown, local dining, shopping, St. Armands, and the Gulf Coast's world-renowned beaches. Whitaker Bayou offers incredible amenities, including a community pool with bayou views, boat docks with direct access