Houses for Rent in Gillespie Park, Sarasota, FL

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 ANNUAL FURNISHED. Welcome to Alinari at Rosemary Place, a unique, luxury condominium development set on 11 acres in Downtown Sarasota. Experience this exclusive blend of privacy, space and style in this unique multilevel end-unit remodeled townhome with your own private entrance. Enjoy 1,734 sq. ft. of remodeled interior living space and your very own private 942 sq. ft. Rooftop Deck with sweeping views of Sarasota Bay, the Sarasota city skyline, resort-style pool & spa deck, and unforgettable sunsets. 1 of only 6 private townhomes located just off

Move-in ready, custom Home- your Sarasota Bay view home is awaiting your arrival. Introducing 1156 Cocoanut Avenue, a newly built modern residence that delivers bold architecture, refined finishes, and effortless urban living in the heart of Sarasota. Designed for today’s lifestyle, this striking home blends clean lines, open spaces, and elevated craftsmanship into a seamless expression of contemporary luxury. The home features five bedrooms and four bathrooms across 2,882 square feet. You are greeted by large-format, marble-look tile throughout the first floor for a seaml

Property Status: Active CHARMING 1 BEDROOM, 1 BATHROOM 1925 SPANISH MEDITERANEAN HOME LOCATED IN THE HIGHLY SOUGHT AFTER DOWNTOWN HISTORIC NEIGHBORHOOD OF LAUREL PARK! The unit features beautiful hardwood floors and light, bright natural color paint through-out. The Kitchen boost plenty of cabinet and counter space and the bathroom comes with a shower tub combo and updated vanity. The washer and dryer are located inside for your convenience. All of this is located right down the street from all of downtown Sarasota's hotspots, main street shopping, restaurants, entertainme

Property Status: Active CHARMING 1 BEDROOM, 1 BATHROOM 1925 SPANISH MEDITERANEAN HOME LOCATED IN THE HIGHLY SOUGHT AFTER DOWNTOWN HISTORIC NEIGHBORHOOD OF LAUREL PARK! The unit features beautiful hardwood floors and light, bright natural color paint through-out. The Kitchen boost plenty of cabinet and counter space and the bathroom comes with a shower tub combo and updated vanity. Right out side of your master bedroom you will find your quaint private back porch. The washer and dryer is located right outside of the unit in the laundry closet and is shared with one other un

Property Status: Active SARASOTA DOWNTOWN LIVING!!! This stylish 4 story townhome offers 2-bedrooms, 3.5-bathroom and a 2 CAR GARAGE and is perfectly situated in Downtown. The complex is an easy pedestrian distance to shopping, many dining options, and nearby open spaces. On-site features include pool and fitness center. On the first floor there is a roomy office space provided for you. You can take the stairs or the elevator to the amazing second floor where you will have your living room area and an AMAZING kitchen with top of the line finishes. Worthy of a photo-op, the

Property Status: Active Light-filled and beautifully updated 3BR/3BA townhome with loft in Historic Laurel Park—ideally located near Sarasota Memorial Hospital and surrounding medical facilities, as well as downtown Sarasota’s business, dining, and cultural districts. Perfect for professionals seeking a convenient and quiet residence within the downtown district, or those simply looking to enjoy an elevated, low-maintenance lifestyle in a walkable setting. Features include luxury vinyl plank flooring, tall casement windows, gas range, tankless water heater, and fresh inte

SEASONAL VACATION RENTAL IN THE BROADWAY PROMENADE! AVAILABLE DEC-APRIL 2027. Enjoy the best of Sarasota living in this spacious two-bedroom, two-bath residence at Broadway Promenade. The well-appointed galley kitchen features granite countertops, a convenient pass-through, and a breakfast bar, along with stainless steel appliances and a pantry—perfect for both everyday living and entertaining. The open living and dining areas overlook the tranquil courtyard, creating a bright and inviting atmosphere. The primary suite offers a private balcony, a walk-in closet, and an en-

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,

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

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

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 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