Winter Haven Single Family Homes For Rent - 101 homes

Remarks: Welcome home to this beautifully maintained, like-new residence in one of Winter Haven's growing and convenient locations. Offering a modern open-concept design, this home provides the perfect blend of comfort, style, and functionality. Step inside to find a bright and inviting living space that flows seamlessly into the kitchen and dining area, creating an ideal setting for both everyday living and entertaining. The kitchen features ample cabinetry, modern finishes, and a large island perfect for meal preparation, casual dining, or gathering with friends and family. The spacious primary suite offers a private retreat with an en-suite bathroom and generous closet space, while the additional bedrooms provide flexibility for family members, guests, or a home office. Tile flooring in the wet areas and comfortable carpeting in the bedrooms add both practicality and warmth throughout the home. Conveniently located near Downtown Winter Haven, the Chain of Lakes, shopping, dining, medical facilities, and major roadways including US-27, this home offers easy access to everything Central Florida has to offer. A new Publix shopping center is located approximately one mile away, making daily errands a breeze. Lawn service is included in the monthly rent of $2,000, providing added convenience and value. Rental Requirements: Monthly Rent: $2,000 First Month's Rent, Last Month's Rent, and Security Deposit Required $75 Application Fee per Adult Applicant Background and Credit Check Required No Smoking No Pets Allowed Don't miss this opportunity to lease a well-maintained, move-in-ready home in a desirable Winter Haven location. Schedule your private showing today!

Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)

Listing Agent: Chris Loschiavo (863-280-2201)

Remarks: READY TO MOVE !!!! This almost 1900 sq ft beautiful two-story home features four bedrooms, two and a half baths, and a two-car garage. The perfect plan with the perfect color scheme makes this home stand out compare to others that are similar. It provides an open floor plan with great room, dining room, and kitchen with large island. The kitchen features ample counter space, and generous pantry. The casual dining area allows outdoor access to a large backyard via sliding glass doors. The second floor includes an owner's retreat featuring an owner's bath with large walk-in shower, dual vanity, and spacious walk-in closet. Three additional bedrooms, a bathroom, a spacious loft, and laundry room finish off this beautiful home. This home comes fully equipped with Everything Included Features like new appliances, solid surface countertops throughout and oversized tile flooring in the wet areas. Peace Creek Reserve is a masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to live.

Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)

Listing Agent: Adriana Sanchez (321-947-4014)

Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bathroom home in the highly sought-after Villamar community of Winter Haven. Built by Meritage Homes, this move-in-ready residence features a thoughtfully designed open-concept floor plan, perfect for both everyday living and entertaining. The spacious kitchen overlooks the great room and showcases granite countertops, stainless steel appliances, ample cabinetry, and a large walk-in pantry. The desirable triple-split bedroom layout provides privacy and flexibility, with two secondary bedrooms and a guest bath near the front of the home, a separate fourth bedroom ideal for guests or a home office, and a private primary suite tucked away at the rear of the property. The primary retreat boasts dual vanities, a beautifully tiled walk-in shower, and a generous walk-in closet. Ceramic tile flooring flows throughout the main living areas, while the bedrooms provide the comfort of carpeting. Residents of Villamar enjoy outstanding community amenities, including a resort-style pool overlooking Crystal Lake, a playground, and convenient community mailboxes. Ideally located near shopping, dining, medical facilities, and LEGOLAND Florida Resort, with easy access to US Highway 27 for commuting to Orlando and surrounding Central Florida destinations. Don't miss this opportunity to own a beautiful home in one of Winter Haven's fastest-growing communities.

Listing is courtesy of: URBAN-O REAL ESTATE SOLUTIONS (407-822-1063)

Listing Agent: Jose Rojo (786-502-6162)

Remarks: Discover comfort and convenience in this beautiful 4-bedroom, 2-bathroom home located in the sought-after Peace Creek Reserve community of Winter Haven. This spacious residence features an open-concept floor plan with a modern kitchen overlooking the dining and living areas, creating the perfect space for everyday living and entertaining. The private primary suite offers a relaxing retreat with an en-suite bathroom and generous closet space. Three additional bedrooms provide flexibility for family, guests, or a home office. Enjoy the covered lanai and backyard space, ideal for relaxing outdoors. Conveniently located near shopping, dining, schools, major highways, and Winter Haven's Chain of Lakes. Lawn care may be included depending on lease terms. Schedule your private showing today and make this beautiful home your next residence.

Listing is courtesy of: NOSSA REALTY LLC (321-558-0990)

Listing Agent: Daniel Serpa (321-558-0990)

Remarks: Brand new, energy-efficient home available NOW for rent! Retreat to your primary suite located in the back of the home for plenty of privacy and offers a huge walk-in closet. This is a split floor plan allowing everyone their privacy. The square footage is the perfect size so you don't feel crowded, but you won't spend an eternity trying to keep it clean. Enjoy the easy clean up in your spacious kitchen with the easy to clean granite countertops. Residents have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park.

Listing is courtesy of: KEY PREMIER REALTY (813-943-3501)

Listing Agent: Rick Scott (813-751-7030)

Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,678 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated. Applications are First Come First Serve basis. Variable Rent Option – go to “Apply” on website and select Term for monthly rental options. This home is professionally managed and maintained by Owner. You deserve single family rental living at its best!

Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)

Listing Agent: Cathy Behe (689-244-9559)

Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 2,136 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated. Applications are First Come First Serve basis. Variable Rent Option – go to “Apply” on website and select Term for monthly rental options. This home is professionally managed and maintained by Owner. You deserve single family rental living at its best!

Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)

Listing Agent: Cathy Behe (689-244-9559)

Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,961 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated. Applications are First Come First Serve basis. Variable Rent Option – go to “Apply” on website and select Term for monthly rental options. This home is professionally managed and maintained by Owner. You deserve single family rental living at its best!

Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)

Listing Agent: Cathy Behe (689-244-9559)

Remarks: ~Charming 3/2 Winter Haven Residence Offered for Lease~ Just steps away from Lake Deer, this home features a neutral color scheme throughout, bonus room that could be used as a 4th bedroom/office/media room, beautiful galley style kitchen with granite counters, stainless steel appliances and wood cabinetry, generous sized rooms, inside utility/laundry room, sizeable fenced yard, shed and a one-car carport. Convenient to all that Winter Haven has to offer!

Listing is courtesy of: HOUSE OF GLASS REAL ESTATE PM (863-940-3756)

Listing Agent: Andrea Muzzy (863-430-1733)

Remarks: Beautiful 3 Bedroom home welcomes you with spacious, sunlit retreats for restful nights. 2 Bathrooms: Convenience for all with two well-appointed baths. Walk-In Closet: A roomy haven for your wardrobe and accessories. Open Floor Plan: Seamless living, dining, and kitchen spaces for gatherings. Pets Welcome: Furry friends thrive in the pet-friendly backyard.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Kevin Watson (813-777-3586)

Remarks: One or more photo(s) has been virtually staged. Modern Comfort Meets Style – Beautiful 2-Bed, 2.5-Bath Home in Winter Haven! Welcome to 2414 Willow Way, a stunning and move-in-ready 2-bedroom, 2.5-bathroom home nestled in one of Winter Haven’s most desirable and fast-growing communities! Step into a bright and open floor plan designed for both relaxing and entertaining. The spacious living area flows effortlessly into a modern kitchen featuring sleek countertops, ample cabinet space, and stainless steel appliances—perfect for cooking up your favorite meals. Upstairs, you’ll find three generously sized bedrooms, including a private primary suite with a walk-in closet and en-suite bath. The additional bedrooms are ideal for family, guests, or a home office. With 2.5 baths, there’s plenty of space for everyone. Enjoy Florida living in the private backyard, perfect for weekend barbecues or morning coffee. This home also features an attached garage, indoor laundry, and plenty of storage throughout. Conveniently located near shopping, dining, schools, and major highways—everything you need is just minutes away! Don’t miss this opportunity to live in comfort and style—schedule your showing today!

Listing is courtesy of: TRANSCEND REALTY (407-518-7653)

Listing Agent: Jacob Hara (407-933-5478)

Remarks: Spacious New 5-Bedroom Residence Available for Lease in Winter Haven Experience the comfort of a never-before-occupied home in one of Winter Haven’s growing residential communities. This newly completed two-story property offers an impressive combination of space, modern design, and everyday convenience, featuring five bedrooms, two full bathrooms, and a guest powder room. The thoughtfully designed layout provides generous living spaces that flow seamlessly from one room to another, creating an inviting environment for both entertaining and daily family life. Abundant natural light fills the interior through oversized windows, enhancing the home's bright and airy feel. At the heart of the home, the contemporary kitchen showcases quality craftsmanship with rich wood cabinetry, sleek stone surfaces, and a full package of stainless-steel appliances. Whether preparing weeknight meals or gathering with friends and family, this space is designed to accommodate both functionality and style. The primary bedroom serves as a relaxing retreat, offering ample space, a large walk-in wardrobe, and a well-planned layout for privacy and comfort. Secondary bedrooms are generously proportioned and feature built-in closet storage, providing flexibility for family members, guests, or home office needs. Additional features include an attached two-car garage, modern fixtures and finishes throughout, and the advantages of energy-efficient construction designed to help reduce utility costs while enhancing year-round comfort. Ideally positioned near shopping centers, restaurants, schools, and major transportation routes, residents will enjoy convenient access to everyday necessities while benefiting from the peaceful atmosphere of a residential neighborhood. This exceptional rental presents a rare opportunity to enjoy the benefits of a brand-new home with abundant living space, contemporary finishes, and a convenient Winter Haven location.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Alexandre Zapparoli (321-444-8701)

Remarks: Showing of this property will start June 1, 2026 by appointment only. Lovely home at a convenient location in the heart of Winter Haven, minutes from all the stores and restaurants, quick access to Polk Parkway & I-4, & takes less than an hour drive to Orlando or Tampa. The home offers a comfortable floor plan with a magnificent living room, fabulous master suite w/ walk-in closet & ensuite bathroom, & the formal dining area overlooking the lanai & backyard. The home is well-maintained. Lease terms can be flexible to applicants who are planning to purchase a home in the future or expecting a future job relocation, for flexible lease terms less than a year, monthly rent will be adjusted based on terms. Applicants must submit proof of verifiable income such as paystubs, W2, proof of employment, or any documentation to verify income; landlord requires total household income at least 3 X the monthly rent, all applicants must provide a valid proof of identification, & must honestly disclose the number of occupants residing in the home. All adults are required to complete the application process & background screening. Renters insurance is required.

Listing is courtesy of: MAZELG REALTY (863-399-0226)

Listing Agent: Lienyvette Grimaldo (863-399-0226)

Remarks: Welcome to your next home! This well-maintained 4-bedroom, 2-bathroom home offers 1,701 sq. ft. of comfortable living space with an open-concept layout that creates a bright and inviting atmosphere—perfect for relaxing or entertaining family and friends. Located in a friendly and welcoming community, residents enjoy access to the community pool and playground, providing great options for outdoor enjoyment. The home is ideally situated just minutes from Highway 27, offering convenient access to everyday essentials, shopping, and dining. Posner Park is a short drive away and features a variety of retail stores, restaurants, and entertainment options. Grocery stores such as Publix and Walmart are nearby, along with popular local restaurants including Manny’s Chophouse and other dining options along Highway 27. With its spacious layout and prime Central Florida location, this home offers the perfect blend of comfort, convenience, and community living. Available for move-in June 1st.

Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)

Listing Agent: Yashira Arroyo Colon (407-864-4904)

Remarks: Move-in ready rental opportunity in a convenient Winter Haven location. This property offers comfortable living spaces, great natural light, and a functional layout ideal for families or professionals. Located near major roads, shopping, dining, and local amenities, providing both convenience and accessibility. Monthly rent is $1,800. Schedule your showing today—this opportunity won’t last.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Leidy Marroquin Bello (321-408-1934)

Remarks: Ask about our move in special ! Charming 3 bedroom home in Winter Haven featuring a large yard perfect for outdoor living, play, or weekend gatherings. Call today to view

Listing is courtesy of: PALM LEAF PROPERTY MANAGEMENT (813-616-6000)

Listing Agent: Jordan Clark (813-616-6000)

Remarks: Check out this LIKE NEW 2022-built home located in the desirable Estates of Lake Florence community in Winter Haven, just off Overlook Drive. This beautifully maintained 3-bedroom, 2-bathroom split floorplan home offers the perfect blend of style, space, and convenience. Inside, you'll find ceramic tile flooring throughout the main living areas and plush carpet in the bedrooms for added comfort. The sleek, modern kitchen features gray cabinetry, quartz countertops, a spacious integrated island, and a walk-in pantry—perfect for both everyday living and entertaining. The owner’s suite is tucked away at the back of the home, just off the kitchen and living room, and boasts a large walk-in closet and a beautifully appointed en suite bathroom. Custom noise-resistant windows in the master bedroom ensure peaceful rest and privacy. Smart home features elevate the living experience, including smart light switches compatible with Alexa and Google, a smart garage door opener with an exterior keypad for easy access, and a keyless smart lock on the front door. Ceiling fans are installed throughout the home for added comfort and energy efficiency. Situated on a massive .32-acre wedge lot, this property offers one of the largest yards in the community—a rare find in an HOA neighborhood. Landscaping service is included, making maintenance a breeze. Don’t miss your chance to live in a like-new home with premium finishes, cutting-edge smart features, and an expansive outdoor space. Available now—schedule your tour today!

Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)

Listing Agent: Christin Davis (863-259-4600)

Remarks: Located in the welcoming Jan Phyl Village community, this beautifully refreshed 3-bedroom, 2-bathroom home offers comfort, convenience, and plenty of outdoor space. Featuring a fresh neutral color palette and abundant natural light, this move-in-ready residence is designed for easy everyday living. Step outside to enjoy the large backyard, perfect for relaxing, entertaining, or spending time outdoors. Small pets considered. Conveniently located just minutes from Recker Highway and Cypress Gardens Boulevard, with easy access to shopping, dining, and major roadways throughout Winter Haven and surrounding areas.

Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)

Listing Agent: Daryle Henry, Jr. (863-651-4792)

Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 2 bathrooms, 2 car garage and approximately 1,300 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated. Applications are First Come First Serve basis. Variable Rent Option – go to “Apply” on website and select Term for monthly rental options. This home is professionally managed and maintained by Owner. You deserve single family rental living at its best!

Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)

Listing Agent: Cathy Behe (689-244-9559)

Remarks: 3 bedroom 2 bath home with 2 car garage located in SE Winter Haven near Legoland. Modern custom cabinets throughout the home, open island kitchen design with pantry, bedrooms with plenty of closet space. Large master suite with roomy walk-in closet, spacious tiled master bath, and sliding doors to screened porch. Double pane windows throughout. Fenced yard. Located in a family friendly neighborhood right down the street from Garden Grove Elementary School. Convenient to Walmart, CVS, and Walgreen, and just a short drive away from Eagle Ridge Mall.

Listing is courtesy of: REMAX EXPERTS (863-802-5262)

Listing Agent: Donna Williams (863-701-3663)