Houses for Rent in Gillespie Park, Sarasota, FL

Property Status: Active This two bedroom, one bathroom home exudes the charm of 1920s Sarasota. Located extremely close to downtown it is the perfect location for living and working in the heart of Sarasota. This home has a brand new roof, new luxury plank vinyl flooring, new appliances, new interior and exterior paint and new central air conditioning and is as cute as you would expect. This place is perfect and is move in ready. Office Phone: (941) 374-7700 Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed re

Renovated 4-Bedroom Home Near Downtown Sarasota This updated 4-bedroom, 2-bathroom bungalow offers 1,316 sq ft of modern comfort just minutes from downtown Sarasota. Enjoy a spacious open-concept living area with imported porcelain tile, a newly renovated kitchen with brand-new appliances, and updated bathrooms with fresh finishes. This home also offers a private garage and a home security system. Recent upgrades include hurricane-impact windows for added peace of mind. Located on a corner lot near Sarasota Military Academy, this home combines style, convenience, and loc

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

Annual 2 Bedroom + Den / 2 Bath Home – Sarasota, FL | $2,200 per month Spacious annual rental available in the heart of Sarasota! This 2-bedroom, 2-bathroom home with a versatile den offers comfortable living just minutes from vibrant downtown Sarasota, shopping, dining, and entertainment. Rental Terms: Rent: $2,200 per month, Security Deposit: One Month Rent, Central Park Application Fee: $100 per adult, Administrative Fee: $100, Pet Fee: $350 non-refundable per pet For more details, visit www centralparkpropertymgmt com To schedule a private showing, contact Diane Skel

Property Status: Active Annual Unfurnished. 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 of

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

Welcome to 1543 20th Street, a beautifully remodeled single-family home located just north of downtown Sarasota. This freshly updated property offers the perfect blend of modern comfort and convenience in a vibrant and growing area of North Sarasota. Rental Details: Rent: $2,250/month Security Deposit: $3,000 Lease Term: 12-month minimum Availability: Now Tenant responsible for utilities Property Features: Completely remodeled interior with all brand-new furnishings New flooring throughout the entire home Freshly painted interior and exterior Spacious living area and mod

Property Status: Active Live Where Sarasota Plays – 3BR/3.5BA 2 Car Garage Townhouse Across from Payne Park! Welcome to 2513 Boone Ct – a rare rental opportunity in the heart of Sarasota! This spacious 3-bedroom, 3.5-bathroom END UNIT townhome offers the perfect blend of comfort, style, and location. Nestled directly across the street from Payne Park, you'll enjoy one of the most vibrant and walkable neighborhoods in the city. Step inside to a light-filled, multi-level layout featuring modern finishes, generous living areas, and private en-suite bathrooms in each bedroom

Annual/Seasonal Turnkey furnished Live at the beach downtown Sarasota with amazing views of Sarasota Bay! This fully and beautifully renovated 2/2 unit is filled with natural light from floor to ceiling new impact windows with custom electric shades. The flooring is all solid surface -LVP and marble so no carpeting! The kitchen is spacious with solid wooden cabinetry topped with slab granite counters with waterfall side and breakfast bar, custom subway tile design backsplash, pantry and complimented with stainless steel appliances. The living room and dining room are op

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

Looking for a spacious and stylish living space that offers the perfect blend of historic charm and modern convenience? Look no further than this newly renovated 2 bedroom, 1 bath townhome nestled in the heart of the iconic Laurel Park neighborhood in downtown Sarasota. Boasting 1000 square feet of beautifully appointed living space, this townhome offers ample room for relaxation and entertainment. The master bedroom features a luxurious queen-size bed, while the guest bedroom offers two full-size beds, ensuring plenty of space for family and guests. Need more sleeping opt

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 ALL INCLUDED! 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 furnished with lounges, chairs, large table for outdoor di

Property Status: Active Welcome to Sarasota! Turnkey Rental for a Perfect Getaway Enjoy a worry-free getaway in this turnkey rental property. With all the essentials already taken care of, simply pack your bags and head out for an effortless experience! Property Highlights: Spacious Accommodations: This home features 3 bedrooms and 3 bathrooms, plus a den for additional sleeping arrangements, ensuring ample space for family and friends. Prime Location: Conveniently located close to downtown Sarasota and just minutes from some of the best beaches in the U.S., including the

Property Status: Active Long-Term Rental – Stylish Sarasota Home with Pool in Prime Location Welcome to the heart of Sarasota living! This beautifully updated residence offers the perfect blend of comfort, convenience, and style – ideal for those seeking a long-term rental in one of the area’s most desirable locations. Situated just minutes from vibrant Downtown Sarasota and a short drive to the renowned Lido Beach, this home is centrally located near shopping, dining, entertainment, and cultural hotspots like the Van Wezel Performing Arts Hall and St. Armands Circle. I

ANNUAL UNFURNISHED 3-bedroom, 3.5-bathroom townhome ideally located near Downtown Sarasota! This sleek, luxury residence boasts an open floor plan, soaring ceilings, and abundant natural light throughout. The main level features an expansive kitchen with solid wood cabinetry, solid surface countertops, a breakfast bar island, a walk-in pantry, and stainless steel appliances. The adjacent dining and living areas allows for family and guests entertainment with easy access to a convenient half-bathroom. Upstairs, the spacious master suite includes a luxurious en-suite bathroo

ONLY AVAILABLE APRIL 15 thru OCTOBER 31, 2025. 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

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