Houses for Rent in Cherokee Park, Sarasota, FL

Property Status: Active LOCATION, LOCATION, LOCATION. Stunning turnkey furnished single family home available to rent in the sought after community of Poinsettia Park of Sarasota. This West of the Trail, 2020 build, Classic Homes by Clayton Inc., property is energy-efficient, elegant, beautifully furnished, and well appointed. Pulling up to the home you immediately notice the professional landscaping and lighting with Florida friendly plantings, paver driveway and welcoming front entry. Opening the front door, you’re greeted with floor to ceiling wall-to-wall sliders, engi

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

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 Welcome to the HEART of Sarasota! This property is located a HALF a mile from the World Renowned Sarasota Memorial Hospital, a half mile to the Hillview Restaurant District, under 1 mile to the Siesta Key Bridge, less than 2 miles to Downtown Sarasota, and a very SHORT WALK to South Side Elementary School!!! This 2300 sq ft home has been remodeled from top to bottom! The updates include: Metal Roof, Top of the Line PGT Hurricane Impact Windows, New Plumbing, New Flooring, and freshly painted. The interior of the house features: Granite Counter tops,

Unfurnished (owner will consider furnished - negotiable). Beautifully updated 2 bedroom, 2 bath mid-century home on highly sought after street/neighborhood just 1.5 miles from downtown Sarasota. Amenities included: central air, central heat, dishwasher, stainless steel appliance, updated kitchen, updated bathrooms, new Tuff-Shed storage in back yard, washer dryer, landscaped yard, and large doggy-door leading into back fenced yard. Tenant pays all Utilities. Professional lawn-care included with rent, Pet friendly. Available with at least two weeks notice. Please submit App

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. Office Phone: (941) 504-7769 Copyright © 2025 Stellar MLS. All ri

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 Id: 2035239 Great living and dining area with beautiful tile and a fireplace looking out to the pool and backyard area. The location is just 3 minutes from Sarasota Memorial Hospital, restaurants, gas stations, shopping mall, movies and a supermarket. The property features 4 bedrooms and 2 bathrooms, an outdoor shower, and a privacy fence around the pool area. It also includes a barbecue and full furnishings. Fully equipped kitchen. Safe and great neighborhood. Close to beautiful parks, including Arlington Park and the Aquatic Center. Just 5 minutes from Southsid

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: Dec 1st 2025. $6,500/month rent furnished, $6000 unfurnished.

This tastefully updated 3-bedroom, 2-bath residence is located in the highly sought-after Southgate neighborhood of Sarasota. The home offers a perfect blend of modern comfort and classic charm, featuring thoughtful renovations throughout. Enjoy the convenience of being just minutes from top-rated schools, Sarasota Memorial Hospital, and the Westfield Shopping Center, as well as a wide variety of dining, shopping, and entertainment options. Downtown Sarasota and the world-famous beaches of Siesta Key are only a short drive away, making this home ideal for those who want to

Annual Rental. Beautifully updated 2 bedroom, 2 bath home located in the Southside Elementary, Brookside Middle and Sarasota High School District available for Immediate occupancy. This home has a nice open floor plan with 2 spacious bedrooms PLUS a bonus room that can function as an extra bedroom, home office, game room, the possibilities are endless! Pet friendly with a fully fenced yard and 2 separate, newly constructed decks to where you will be able to enjoy the outdoors. Plenty of natural light beaming throughout the house and nice touches including impact doors, cro