Houses for Rent in Cherokee Park, Sarasota, FL

Property Status: Active Welcome to your tropical paradise retreat at 1720 Spring Creek Drive, nestled minutes away from the #1 beach in America, Siesta Key. This fully furnished enchanting oasis awaits with a captivating blend of charm, elegance, and comfort, promising an unforgettable living experience. Step into your own slice of paradise as you're greeted by lush, tropical landscaping and a picturesque facade that instantly transports you to a world of tranquility and serenity. Situated on a generous lot, this home offers endless possibilities for outdoor relaxation and

Property Status: Active Welcome to Tropical Paradise! This stunning, fully renovated home away from home is in a prime location, West of Trail. Take a dip in the private heated pool, sip cocktails at the tiki bar, and soak up the Florida sun. With spacious bedrooms, a fully equipped kitchen, and cozy living areas, you'll have everything you need for a comfortable stay. Located five minutes to downtown Sarasota and ten minutes to toes in the infamous Siesta Key beach sand, this beautiful West of trail home is available for short-mid-term rental. Rent price starts at $10,00

Move-In Special • Half Month Free! Be the first to enjoy this home since the flooring, walls and appliances have been refreshed! Perfectly situated 2 bedroom, 1 bathroom home in a delightful coastal neighborhood in sunny Sarasota, two minute drive from Bay Island Park, with close proximity to Siesta Key beaches, downtown Sarasota and any shopping/dining you may desire nearby. Upon entering you will find a great room, plenty space for your living room furniture and dining set. Adjacent to the kitchen is a slider glass door, allowing a natural flow of light and quick access

Property Status: Active This one-bedroom, one-bath furnished rental guest house is recently renovated with private entrance, fenced patio/yard area, your own free- standing HOT TUB and access to the shared POOL in the back yard! There is a stackable private laundry conveniently located in the walk-in closet to the bedroom. The kitchenette boasts a large granite countertop that is open to the living room that has a sofa-bed. There is one shared wall in the guest house. The location is close to SMH and Southside Village restaurants and shops. Minutes from Bayfront Park, Selb

Welcome Home! This beautiful 2bed/2bath home is located in one of Sarasota's most desirable neighborhoods. Just minutes to all Southgate shops/eateries and less than 15 minutes to Siesta Key Beach! This home offers lots of space and plenty of charm! Upon entering, you will find the living room that features ceramic tile flooring throughout. The kitchen comes equipped with a black fridge, a stainless stove, dishwasher, and microwave. One of the bedrooms allow for a king-sized bed, the other allows for a queen. One of the bathrooms comes equipped with a shower/tub combo the

Spacious 3-Bedroom Home with Large Fenced Yard in South Gate – Minutes to Siesta Key! Welcome home to this beautifully updated 3-bedroom, 2-bathroom home with a 1-car garage located in the desirable South Gate neighborhood—just minutes from Siesta Key Beach, downtown Sarasota, shopping, dining, and top-rated schools! Available unfurnished or furnished! Step inside and you'll immediately appreciate the bright, open layout and the home's classic mid-century character blended with modern updates. The two bathrooms feature unique 1960s-inspired tilework and design, adding a to

Property Status: Active Discover your Sarasota sanctuary! This beautifully updated 3-bedroom, 2-bath home is nestled in the highly sought-after Southgate neighborhood—one of Sarasota’s most established and desirable areas. Thoughtfully renovated throughout, it perfectly blends modern comfort with timeless charm. The bright, inviting layout offers a seamless flow between living spaces, making it ideal for both relaxing and entertaining. Enjoy proximity to top-rated schools, Sarasota Memorial Hospital, and the Westfield Shopping Center, along with a wide variety of dining, s

Property Status: Active Prime Location! 3BR/2BA House Near Hospital and Top-Rated Schools. This charming and well-maintained 3-bedroom, 2-bathroom home is perfect for medical professionals, school faculty, or families. With a location offering unbeatable convenience, you will enjoy a short commute to the nearby hospital and local schools. The interior features a spacious and bright layout with tile throughout. Soft laminant floor in the Kitchen. New roof in 2024 and no flodding in the 2024 Hurricane season. The exterior has been freshly painted. Office Phone: (941) 504-77

Property Status: Active Make yourself at home in this stunning brand-new getaway, where everyday living feels like a vacation. With over 3,600 square feet of beautifully designed space, this home offers all the room you need to relax, work, entertain, and truly settle into the Sarasota lifestyle. Step through the charming courtyard entrance and into bright, open living areas filled with natural light and tall ceilings, to find a comfortable layout and tasteful details that create a space that is as welcoming as it is impressive. The kitchen will quickly become your favorit

Property Status: Active Classic elegance right in the heart of Arlington Park. This bright, newly renovated two-bedroom, two-bath mid-century gem with sparkling pool offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home. Take a break with a dip in the sparkling pool or a game of bocce ball in the backyard. Walk to Southside Village, Arlington Park pool/tennis/basketball/rec/playground, minutes from downtown and the bay. Boat parking available. Extras, the house comes equ

Property Status: Active AVAILABLE NOW - Welcome to luxury living at 2144 Webber Street in Sarasota, FL. This modern 3-bedroom, 2.5-bathroom sanctuary offers 1,650 square feet of meticulously designed living space, seamlessly integrating sleek, contemporary features with cutting-edge smart home technologies. Every corner of this home is crafted for comfort and style, inviting you to enjoy a light and airy ambiance. The spacious living area flows effortlessly into a contemporary kitchen, ideal for both casual dining and grand entertaining. Enjoy the convenience of upgra

Property Status: Active This MAGNIFICENT home is nestled away in the Historic Granada private neighborhood with easy access to all amenities. 4 Bedrooms 3.5 Baths and over 3500+ square feet of elegantly finished living areas. Authentic travertine tile and maple hardwood floors, volume ceilings, solid-wood cabinetry, two-sided fireplace, chef’s kitchen, three-car garage (owner uses one bay) and cypress wood exterior ceilings. Designed for entertaining, this splendid home can easily host large gatherings with a creative layout that enhances the flow between the kitchen, dini

Property Status: Active Absolutely stunning, newer lived in, new construction house in Southside school district and walking distance to Sarasota Memorial Hospital. Elevated 17 ft above sea level in X zone. Property features: 2 story masonry, solid building with elevator, 10 FT ceilings on both floors, all 4 bedrooms with own bathrooms and walk -in closets, office on main floor, gourmate kitchen with custom cabinetry, Bosch stainless steel appliances, ample of storage, walk in pantry. Laundry room with front load washer and dryer. Big format porcelain tiled floor, custom

Amazing 3 bedroom, 2 bathroom house in Sarasota with fenced in yard, new pool and hot tub. No Utilities included. Is pet friendly. Date Available: Mid January 2026. $6,000 month rent furnished, $5500 unfurnished.

Available for immediate occupancy, this beautifully updated home is located in the highly sought-after Southside Elementary, Brookside Middle, and Sarasota High School district. Enjoy an open floor plan featuring two spacious bedrooms plus a versatile bonus room — perfect for a home office, guest room, game room, or creative space. The home is filled with natural light and showcases thoughtful updates, including impact doors, crown molding, and no carpet throughout for easy maintenance. Step outside to a fully fenced yard ideal for pets, along with two newly constructed d