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

This gated beauty is IMPRESSIVE. It's easy to see why this home is an overall Parade of Homes winner! Five bedrooms and four and one half bathrooms of spectacular architecture filled with natural light. The great room has soaring beamed ceilings, built around a massive fireplace and open to the kitchen for easy family time and entertaining. The kitchen boasts solid wooden cabinetry topped with slab granite counters with breakfast bar on huge island. You'll be pleased with a custom backsplash, professional Viking stainless steel appliances, and a water filtration system wit

New construction 3-bedroom, 2.5-bathroom house in Sarasota. Amenities included: stainless steel appliances, marble countertops in kitchen and baths, washer dryer, yard, smart glass doors, window treatments, textured resin floors, ceiling fans, in-ground sprinkler system, large covered back porch, walk-in closet master bedroom, and outdoor security cameras. Lawn maintenance included. Is pet friendly. Immediately available. $3,250/month rent. $3,250 security deposit required, first and last month rent. Please submit the form on this page or contact Allie ElHage at 941-587-72

ANNUAL RENTAL – DOWNTOWN SARASOTA Welcome home to this beautifully updated 3-bedroom, 2-bath single-family residence ideally located in the heart of downtown Sarasota, just minutes from US 41, Sarasota Memorial Hospital, and the world-famous Siesta Key Beach. Nestled near Sarasota's charming historic districts, this home offers unbeatable access to restaurants, shopping, fitness options, and cultural attractions, making it perfect for those who enjoy an active and convenient lifestyle. The interior features an open and versatile layout with additional space ideal for a

ANNUAL RENTAL – DOWNTOWN SARASOTA Welcome home to this beautifully updated 3-bedroom, 2-bath single-family residence ideally located in the heart of downtown Sarasota, just minutes from US 41, Sarasota Memorial Hospital, and the world-famous Siesta Key Beach. Nestled near Sarasota's charming historic districts, this home offers unbeatable access to restaurants, shopping, fitness options, and cultural attractions, making it perfect for those who enjoy an active and convenient lifestyle. The interior features an open and versatile layout with additional space ideal for a hom

Property Id: 2294783 Pool house 1,704 square foot house on a 8,763 square foot lot with 4 bedrooms and 2 bathrooms. A great neighborhood location 3 min from Southside Elementary school, 5 min Sarasota high school, 15 min of Ringling art school, 4 min from Sarasota Memorial Hospital. Freshly painted, pool and furnishings. 12 min from the most beautiful and famous siesta beach. No sublease please. No covered parking garage is included.

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 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

Amazing 3 bedroom, 2 bathroom house in Sarasota with fenced in yard, new pool and hot tub. Weekly pool & Lawn maintenance, pest control, and internet included. Tenant pays for water and electricity. Pet friendly. Date Available: January 16 2026. $6,000 month rent furnished.

FOR RENT - 2256 Hyde Park St., annual lease, two bedroom, one bath, plus bonus room, living room, kitchen, detached laundry room. Carport. Fenced-in yard, southern exposure, Riverview school district. Hospital area, best location, quick to downtown, shopping, and beaches. No smokers. First, last & security deposit to move in. 941-356-5849.

This gorgeous modern unfurnished townhouse boasts 4 spacious bedrooms and 3.5 bathrooms, offering ample space and comfort for a family. The kitchen is a chef's dream with granite countertops and stainless steel appliances. The open floor plan includes dining space and cozy living room, both featuring high/vaulted ceilings and hardwood floors, creating a warm and inviting atmosphere. The townhouse also includes loft space for a dedicated office/desk space, perfect for those who work from home or homework. The primary suite is a true retreat with a walk-in closet and a pr

Property Status: Active This is a moving-ready home available immediately for rent. Spacious bedrooms, upgraded bathrooms, a modern kitchen with stainless steel appliances, wood flooring throughout the house, an open-concept layout with a spacious living room, a large backyard, and a 1-car garage make this home a great opportunity for tenants seeking space, modern style, and functionality. Conveniently located in the heart of Sarasota, close to plazas, gas stations, restaurants, doctor offices, Sarasota hospital, malls, and Siesta Key beach. One month's rent, one security

Property Status: Active Welcome to Hillview Digs! Hillview Digs is a fully furnished two story Farmhouse moved from downtown Sarasota in the mid fifties . Just shy of 2000 square feet and equipped with 3 bedrooms, 2.5 bathrooms, an office area, a family room/den separate from the main living room. For your convenience, the master bedroom is on the first floor with the other 2 bedrooms upstairs. This cozy home features tasteful decor, comfortable hang out spots such as a sitting room, a den with a smart TV and coffee bar and a beautiful spacious outdoor deck. The outdoor de

Welcome to Hillview Digs! Hillview Digs is a fully furnished two story Farmhouse moved from downtown Sarasota in the mid fifties . Just shy of 2000 square feet and equipped with 3 bedrooms, 2.5 bathrooms, an office area, a family room/den separate from the main living room. For your convenience, the master bedroom is on the first floor with the other 2 bedrooms upstairs. This cozy home features tasteful decor, comfortable hang out spots such as a sitting room, a den with a smart TV and coffee bar and a beautiful spacious outdoor deck. The outdoor deck has ample seating for

Partially furnished single family home. 3 BR/ 2BA with office family room and well equipped updated kitchen. Great corner lot. FENCED YARD! Nicely updated home in Southgate and freshly painted. Easy access to Siesta Key, downtown Sarasota, and shopping. Landscaped backyard with privacy fence. Great for a pet. Doggie door in office space/flex room space. This home has room for personal effects and is partially furnished, waiting for your touch. See this one today! Pets: Yes. No more than 2 pets, (up to 50lbs each). Pet rent is $35/mo per pet and $250.00 pet depos

POOL & SPA HOME AVAILABLE MAY 10 15 MINUTES TO SIESTA KEY FURNISHED OR UNFURNISHED Beautiful 3-bedroom + den, 3-bath pool home available starting in May in one of the most desirable neighborhoods in Sarasota. Offering approximately 2,085 sq ft of living space, this home features resort-style outdoor living with a private saltwater pool, spa/jacuzzi, screened pool cage, and tropical backyard perfect for relaxing or entertaining. Located just 10 15 minutes from world-famous Siesta Key Beach, the home also offers convenient access to downtown Sarasota, shopping, restaurants,

Property Status: Active Located in the highly sought-after community of Bird Key, this immaculate 3-bedroom, 3-bath home plus dedicated office offers the perfect blend of classic Florida charm and modern comfort. Ideally positioned between downtown Sarasota and Lido Key, you’re just minutes from St. Armands Circle, world-class beaches, dining, and cultural attractions. The light-filled open floor plan is designed for effortless living and entertaining, with expansive sliding glass doors leading to a private backyard oasis. The split-bedroom layout provides privacy, with e

Property Status: Active Welcome to this charming West of the Trail 2-bedroom, 1-bathroom home! This cozy gem offers a blend of comfort and convenience. Inside, you’ll love the abundance of natural light, updated kitchen with stainless steel appliances, and ceiling fans throughout for added comfort. The home also features air conditioning, central heating, and an inside laundry room complete with a washer and dryer. An enclosed sunroom provides the perfect flexible space—think home office, reading nook, or art studio. Step outside to the deck, where you can sip your mornin

Property Status: Active AVAILABLE MARCH 1ST - Is this contemporary gem located West of the Trail in vibrant Sarasota, FL. This spacious home offers a seamless blend of modern design and cozy charm, featuring an open floor plan that is perfect for both entertaining and everyday living. Step inside to discover a beautifully appointed chef's kitchen, complete with solid wood cabinets, sleek granite countertops, and high-end stainless steel appliances. A convenient eating space in the kitchen invites gatherings and casual meals alike. The home boasts three generously sized bed

Seasonal/ short term rental Beautifully remodeled private and tranquil home on large fenced lot in Sarasota very close to the north end of Siesta Key. This home is flooded with natural sunlight from abundant windows through this open floor plan. The kitchen is spacious with solid wooden cabinetry topped with slab granite counters with breakfast bar, custom tile backsplash and stainless steel appliances. The dining table seats eight people easily with additional seating for 4 at the counter. The furniture is stylish, modern, sleek and comfortable. This property is pet frien

Property Status: Active Welcome to this stunning, fully renovated home located on Grove Street in the heart of Sarasota. This property blends classic Florida charm with modern updates, offering a move-in-ready home designed for today’s lifestyle. Step inside to find a thoughtfully updated interior featuring a bright, open layout, stylish finishes, and quality craftsmanship throughout. The renovation highlights include modernized kitchens and bathrooms, updated flooring, fresh paint, and upgraded fixtures—creating a clean, contemporary feel while maintaining warmth and cha

Property Status: Active Welcome to 2619 Sunnyside - Charming Sarasota Home with Modern Convenience. This beautifully restored 3-bedroom, 2-bathroom home combines classic 1957 charm with thoughtful updates for comfortable modern living. Step inside to discover easy-to-maintain tile flooring throughout, built-in shelving for effortless organization, and large windows that flood the space with natural light. Ceiling fans in every room keep you comfortable year-round. The spacious kitchen is a true highlight, featuring abundant cabinetry, updated appliances, and a cozy eating

Short-Term Waterfront Home in Bird Key. Enjoy the ultimate Florida waterfront lifestyle in this comfortable and inviting 4-bedroom, 3-bathroom pool home, perfectly situated on a canal with no bridges to the bay and able to accommodate up to a 26' boat. This beautifully positioned home offers effortless boating access and relaxed coastal living in one of Sarasota’s most prestigious neighborhoods. The open floor plan is filled with natural light and features a spacious living room that opens directly onto an expansive covered lanai—ideal for indoor-outdoor living and enterta

Property Status: Active Turnkey Waterfront Retreat on Siesta Key – A Fully Furnished Coastal Paradise! Discover the ultimate coastal lifestyle in this fully furnished, move-in-ready 4-bedroom, 3-bathroom waterfront retreat on the north end of Siesta Key. Perfectly situated just minutes from Sarasota’s top attractions, this home blends luxury, tranquility, and convenience. Set on 0.4 acres of deep sailboat water, the property boasts 68 feet of waterfrontage on Bayou Louise and a 20-foot dock with direct, bridge-free access to Big Pass and the Gulf of Mexico. Spend your days