Apartments for Rent in Cherokee Park, Sarasota, FL

Property Status: Active BERMUDA ON OSPREY AKA OASIS ON OSPREY. Nicely newly renovated in tasteful colors. 2BR/2 BATHS 1st. Floor corner home. Very private location with assigned parking right outside your door. Eat-in Kitchen and a Dining Area in the large Living Room or use entire area as a large Living Room. Living Room has sliding glass doors to screened lanai which looks out to lush landscaping and a brick look deck. Master Bedroom has a large closet and Sliding glass door to patio and an ensuite bathroom with tub/shower combo. Spacious 2nd. Bedroom is close by

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

FURNISHED***AVAILABLE DECEMBER 15TH, 2023*****3 MONTH MINIMUM**** This beautifully updated first floor condo is tucked away in a hidden serene tropical paradise just minutes away from Siesta Key and Downtown! You will enjoy living in this bright 2 bed/2 bath corner unit with beautiful new furnishings from top to bottom! Primary bedroom has a king, and the guest has two twins. Kitchen is updated and fully equipped and there is a full-size washer and dryer for your convenience. No pets allowed. Move in requirements are rent, 13% tourist tax, $1000 refundable deposit and app

Property Status: Active Property is in a great shape inside-Located just four blocks from Southside Village, Morton's Market, and Sarasota Memorial Hospital, this home features a beautiful backyard enclosed by new wood fencing and shaded by a grand oak tree. The owner has recently upgraded the garage door, dishwasher, kitchen countertops, and gutters. The home is move-in ready and located within the Southside School district. We require the first month's rent and a $2,500 deposit. Tenants must demonstrate sufficient income and pass a background check. Office Phone: (941) 7

Reel in this perfectly situated 2 bedroom, 1 bathroom home in a delightful coastal neighborhood in sunny Sarasota, with close proximity to Siesta Key beaches, downtown Sarasota and any shopping/dining you may desire nearby. With new flooring and freshly painted walls, this home will provide a comfortable setting for the coming year! 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 to the back yard. Kitchen is equipped with n

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 Available weekly through November 30th. Office Phone: (941) 374-7700 Copyright © 2025 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 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 LOCATION, LOCATION! Minutes to Siesta Key, Publix, shopping, restaurants and more across the street. 2 bedroom, 1 bath, double sinks, walk-in closet, no carpet, on-site washer & dryer. Building has an elevator. No pets. Turn-Key Furnished. One covered parking spot, guest parking. Available September through December 2025. Office Phone: (941) 954-5454 Copyright © 2025 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 Apply within 24 hours of your conducted showing and once approved you will be credited your application fees towards your first full month's rent! Don't wait, this single-family home will not last long! Built in 1954, this 2-bedroom, 2-bathroom home is full of historic Florida charm with its original Saltillo tiles, custom cedar closets, and cedar walled bonus room perfect for a home office. The fully equipped kitchen includes bright cabinets throughout, ample counter space, and appliances, including a refrigerator, range, and dishwasher. The conven

Property Status: Active AVAILABLE AUGUST 4th - 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 o

Property Status: Active WEST OF THE TRAIL...this charming 2nd floor condo offers 2 bedrooms and 1 bathroom. The balcony is enclosed with screens and windows. Excellent location, convenience is key with this property. Situated just around the corner from the north bridge and minutes away from the world renowned SIESTA KEY BEACH. Live the best of both worlds in a peaceful, quiet area and easy access to coastal living. This condo is conveniently located across the street from Publix, CVS, Cinebistro, restaurants and a post office. Properties like this don't come along very of

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 Luxurious Fully Furnished, 3-Bedroom Home with Elevator in Gated Sarasota Community – Now Available for Rent! Short Term and Long Term rental options. AVAILABLE 10/1/25 Discover your sanctuary in one of Sarasota’s most desirable enclaves—West of the Trail—where homes are rarely available. Nestled in the exclusive, gated community of Granada Park, this stunning 3-bedroom, 3 full-bath, and 2 half-bath residence is a rare find that blends elegance, comfort, and modern convenience. Step inside to find a bright and airy living space flooded with

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

Property Status: Pending Welcome to your next home—a cozy, fully furnished ( if you don't need the furniture, the owner will empty the house for you) 4-bedroom, 2-bathroom retreat that’s been tastefully remodeled with comfort and style in mind. The open floor plan fills the space with natural light, creating a warm and welcoming vibe from the moment you walk in. The spacious living and dining area flows right into your own backyard paradise. Step outside to a completely fenced, beautifully designed outdoor space that’s perfect for both relaxing and entertaining. Enjoy t

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.

Annual furnished rental offering one half of a duplex with two bedrooms, one bathroom, and a flexible bonus room. Freshly updated with new paint and stylish décor, this home welcomes you with a charming foyer that opens to a bright, open concept living and dining area perfect for relaxing or entertaining. A large sectional sofa invites you to unwind, complemented by a mounted smart TV for cozy nights in. The dining space easily seats six, with additional bar seating at the kitchen pass-through for casual meals. The kitchen is fully stocked and thoughtfully designed, featur