Houses for Rent in Gillespie Park, Sarasota, FL

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.

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

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

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

Welcome home to this 2-bedroom, 1-bathroom duplex ideally located off Central Avenue in the heart of Sarasota. Just minutes from Downtown and the vibrant Rosemary District, you'll enjoy effortless access to award-winning dining, boutique shopping, live entertainment, and some of Florida's most stunning beaches. Step inside to a bright and inviting open-concept layout designed for both comfortable everyday living and easy entertaining. The kitchen is both functional and spacious, offering ample cabinet and counter space along with essential appliances, including a refrigera

Be the first to live in this beautifully built, brand-new 2-bedroom, 1-bath home. Offering thoughtfully designed living space, this modern residence blends quality finishes with an unbeatable downtown location. The interior features Quartz countertops, soft-close kitchen cabinetry, and a clean, contemporary layout. Central air conditioning, impact-rated doors and windows, and washer/dryer hookups provide comfort, efficiency, and convenience. Step outside to enjoy a private fenced backyard, perfect for relaxing or creating your own outdoor retreat. Situated just minutes fro

Property Status: Active Welcome to your newly renovated rental in the heart of Sarasota! This beautifully updated property offers the perfect blend of modern comfort and convenience in one of the city’s most desirable locations. Featuring bright, open living spaces and contemporary finishes throughout, this home provides an inviting atmosphere with plenty of natural light. Enjoy the privacy of your own fenced backyard, perfect for relaxing or entertaining outdoors. The home also includes a washer and dryer for added convenience. Located just moments from Downtown Sarasota,

Property Status: Active Two-bedroom 1 Bath home available not far from downtown Sarasota. Indoor laundry room with an enclosed front porch sitting area. Office Phone: (941) 552-6036 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.

Property Status: Active Experience the perfect blend of comfort, elegance, and convenience in this stunning turnkey furnished 4-bedroom, 3.5-bath modern vacation home. Thoughtfully designed to accommodate up to 10 guests, this property offers the ideal setting for families, friends, and luxury vacationers seeking a private oasis close to everything Sarasota has to offer. Step inside to find a spacious open floor plan with sleek finishes and top-of-the-line appliances, including a Subzero refrigerator and Wolf induction cooktop—perfect for creating memorable meals. Multiple

Welcome to your dream home at 1550 21st St in beautiful Sarasota! This charming 3-bedroom, 2-bathroom house is perfect for anyone looking for a comfortable and stylish living space. With a generous 1,278 square feet, there's plenty of room to relax and entertain. This home comes with a variety of fantastic features that make it stand out: - Solar panels for energy efficiency - Modern kitchen equipped with a refrigerator, electric range, dishwasher, microwave, and electric stove top - Convenient washer and dryer included - Spacious bedrooms with ample natural light - Pet-f

Property Status: Active Welcome to your dream home in beautiful, sunny Sarasota. This fully renovated 3 bedroom, 2 bathroom home offers the perfect blend of modern style, comfort, and convenience just minutes from world famous Siesta Key Beach, vibrant downtown Sarasota, and top rated schools. Enjoy sleek finishes, new flooring, fresh paint, and stylish fixtures throughout. Fully renovated kitchen featuring stainless steel appliances, granite countertops, new cabinetry, and a sleek tile backsplash. This home offers 3 spacious bedrooms with ample closet space and 2 full bat

Real Property Management Horizons are delighted to offer for rent this stunning, recently re-modelled 2-bed / 2-bath furnished condo located at the coveted, landmark building at 101 S Gulfstream Ave in Sarasota, FL. Situated in a waterfront position in downtown Sarasota, this condo offers stunning views of the marina & Sarasota Bay from the swimming pool and sun deck. The block has gated secure parking and the entrance is secure with a 24 hour concierge in the lobby. Spanning a generous 1320sq ft, the open plan concept and extended kitchen, is ideal for those who love t

Annual unfurnished brand new construction, an amazing townhome flooded with natural light, showcasing large rooms with high-end finishes, lighting, high ceilings, and a comfortable, stylish design. Enter through the front door or access the rear 2-car garage with epoxy flooring. The entryway features a laundry area, elevator, or staircase leading to an open and exciting living area on the 2nd floor. The spacious kitchen includes a large island with a breakfast bar, waterfall quartz counters, and pendant and accent lighting. It offers loads of solid wooden cabinetry, a cust

Property Status: Active THIS HOME WILL BE AVAILABLE ON APRIL 1, 2026 - MONTH-TO-MONTH lease This is a 2,100 Sq Ft home, 5 Bdrm, 2 full baths home in walking distance to Downtown! Description: BD#1: king, BD#2: queen, BD#3: queen, BD #4 two twin. Office and Large living room. Kitchen. Front porch with outdoor furniture. Perfect location in Sarasota's cultural arts district. Walk to "By The Bay" Park, free Friday night concerts, dining, shopping. Use our bicycle for Fresh Market and Farmers Market. Enjoy Sunday-Funday at Modern hotel. Gas grill. Fenced-in yard is fully fur

ONLY AVAILABLE APRIL 15 thru OCTOBER 31, 2026. This natural light filled 2 bedroom unit is on the 3rd floor with western view. The kitchen is fully equipped with a pass thru to the dining area. The balcony has a table and chairs for morning coffee or for watching the sun set. Recreational amenities in this beautiful downtown building include a fitness center with all new equipment including locker rooms and sauna. The pool is heated and there is a hot tub at one end. There is also movie theatre and media room, a business center with computer, printer, fax and scanner, and

Artisan Cove Apartments is located in Beautiful Laurel Park and Towels Court with great walkability to Downtown Sarasota. Live in a residential neighborhood with the benefits of downtown. This second-floor unit is a 2/2 with stainless steel appliances, central air and heat with a large private outdoor patio. This property is pet friendly and has access to the community outdoor patio for grilling and relaxation both day and evenings. Enjoy the tranquil atmosphere at Artisan Cove. The unit is freshly painted with new blinds and ceiling fan. The property features one assign

This single family home in the heart of Sarasota offers an ideal blend of modern comfort and coastal convenience. With three bedrooms and two bathrooms spread across 1948 square feet, the interior provides a generous open layout perfect for both quiet relaxation and hosting guests. The property features a clean, contemporary design with high quality finishes, an attached two car garage, and a modern island kitchen equipped with stainless steel appliances. Located in a well established community, residents here enjoy a peaceful residential atmosphere while remaining just mi

Available May & June 2025... This enchanting 3 bedroom, 2 bathroom bungalow is just what your soul needs! Located in the historic district of Laurel Park, a perfect spot to call home with the convenience of Downtown Sarasota being less than a mile away with a plethora of shopping and restaurants, and just minutes from all of the arts community offerings such as the Van Wezel, theatres, the Rosemary District and more! Another perk is being just 6.6 miles from the world-renowned Siesta Key Beach which features it's own array of shopping, restaurants, and other pleasures of t

This enchanting 3 bedroom, 2 bathroom bungalow is just what your soul needs! Located in the historic district of Laurel Park, a perfect spot to call home with the convenience of Downtown Sarasota being less than a mile away with a plethora of shopping and restaurants, and just minutes from all of the arts community offerings such as the Van Wezel, theatres, the Rosemary District and more! Another perk is being just 6.6 miles from the world-renowned Siesta Key Beach which features it's own array of shopping, restaurants, and other pleasures of the Village. This home has bee

Rare 2 bedroom 1 bath unfurnished annual rental in the heart of Downtown Sarasota. Enter the unit through using the private stairway located on the side of the building. As you enter the unit you will walk directly into the large living which still boasts original wood flooring. Off of the living room you will find a brand new kitchen which features new flooring, stainless steel appliances, new cabinets, and granite counter tops. Off the kitchen you will find a private laundry room complete with a stackable washer and dryer. The two bedrooms and updated bathroom are locate

This charming 966-square-foot, villa-style ground-floor unit offers a comfortable and thoughtfully designed living space. Featuring two spacious bedrooms and two bathrooms, the home boasts vaulted ceilings that create an open, airy atmosphere. Wood laminate and ceramic tile flooring run throughout the unit, adding style and ease of maintenance. The well-appointed kitchen includes a large window, ample counter and cabinet space, a breakfast bar, and a convenient pass-through to the dining area. The open-concept living and dining room flows seamlessly into a cozy lanai—perf

Fall in love with this exquisite 3-bedroom, 2-bathroom annual rental nestled in the vibrant heart of Sarasota. Prepare to be captivated by its stunning features and undeniable charm. Your furry friends will delight in the spacious fenced-in yard, providing them with the freedom to frolic and play. Step inside and be greeted by a bright and inviting open floor plan, tailor-made for hosting memorable gatherings or savoring intimate evenings with loved ones. Indulge in the epitome of luxury and comfort as you relish the sight of beautiful granite countertops, brand new floori