Winter Haven Single Family Homes For Rent - 90 homes

Remarks: Welcome home to 165 Osprey Heights Drive! This well-maintained 3-bedroom, 2-bath home offers a desirable split floor plan, providing both privacy and functionality. The home features brand-new vinyl flooring in the main living areas and fresh interior paint, giving it a clean, updated feel throughout. The bedrooms are comfortably carpeted, creating a warm and cozy retreat. The kitchen is both cute and functional with plenty of space to cook and gather. Additional highlights include a two-car attached garage for convenient parking and storage, plus a small shed in the backyard for extra space to keep tools, lawn equipment, or outdoor items organized. This home is move-in ready and waiting for its next Tenant. Schedule your showing today!

Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)

Listing Agent: William Beasley (863-299-1256)

Remarks: Immaculate home still feels like brand new construction! 4 bedroom 2 bath home in the Estates of Lake Florence. This home is ideally located in Winter Haven minutes from HWY 17, near I-4 and SR 60, for easy access to the Greater Orlando Area and Lakeland. The living area is bright and open connecting the living room space with the dining area and kitchen. The stylish kitchen showcases a convenient island, a large single bowl sink, white cabinets, granite countertops and Whirlpool stainless steel appliances including a dishwasher, microwave, and range. This home makes great use of space, the primary bedroom is located at the back of the house, featuring a full primary bathroom with dual sinks, a step in shower with private water closet, and large closet space. Bedrooms 2 and 3 are located at the front of the house and share the hall bath. The 4th bedroom sits by itself, perfect for a home office or bonus room. The large laundry room features extra storage space. Small pet may be accepted with owner's approval and non-refundable pet fee.

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

Listing Agent: Jake Bellamy (863-838-7804)

Remarks: Welcome to this beautiful brand new property in winter I am pleased to introduce a wonderful opportunity located at , Winter Haven. This 3-bedroom, 2-bathroom property was recently built in 2025 and offers a modern living space in a prime location. The home is ideally situated close to Highway 27, providing easy access to major commuting routes while remaining conveniently located near a variety of local stores and amenities. Come see this beauty for yourself.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Jorge Barcelo (407-267-8415)

Remarks: Beautiful semi-furnished rental home featuring 4 bedrooms, including a primary suite, plus a loft, 2 full bathrooms, and 1 half bath. The first floor offers tile flooring throughout, while the second floor is carpeted. The home comes fully equipped with all appliances, including range, dishwasher, refrigerator, microwave, washer, and dryer. Semi-furnished with dining table and six chairs, sectional sofa with cushions, coffee table, TV stand, and an 85-inch TV. The primary bedroom includes a king-size bed, nightstands, and a dresser with mirror. One of the bedrooms is set up as a home office with two desks and two chairs. Fully fenced backyard with grass. Available starting January 8, 2026.

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

Listing Agent: Viviane De Fraga Kalkmann (407-639-4440)

Remarks: 1 MONTH FREE -AVAILABE JUNE 2026. Welcome to this beautiful 4-bedroom, 2.5-bath home in Winter Haven, this spacious two-story property features an open-concept layout with an inviting kitchen and generous living area, ideal for both everyday living and entertaining. The home also offers a 2-car garage plus 2 additional driveway parking spaces and a large backyard perfect for outdoor enjoyment. Conveniently located near Ned Lake, with easy access to boating, paddle boarding, and fishing, and just minutes from LEGOLAND, Country Club of Winter Haven, AdventHealth Fieldhouse, shopping, dining, and daily conveniences. South Pointe Elementary School is also nearby. A great opportunity to enjoy comfort, space, and a prime Winter Haven location.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Maylu Morales Hernandez (407-715-8161)

Remarks: Beautiful 4 bed / 2 bath home with modern upgrades throughout! This energy-efficient property features solar panels included at no extra cost—helping you save on electricity from day one. Enjoy tile flooring throughout the entire home, a remodeled kitchen and bathrooms, fresh interior paint, and brand-new appliances. Washer and dryer are also included for your convenience. The home offers a double garage and sits on a premium lot with gated access to both the backyard and side yard—ideal for extra space and privacy. The backyard is fully fenced, perfect for outdoor enjoyment. Additional features include a water softener, security cameras, and a covered patio. Pest control is also included at no extra cost—adding even more value. Prime location! Just 3.6 miles from US-27, 8.2 miles Dundee Rd, 14 miles from i-4, making commuting to Lakeland or Orlando easy. Conveniently close to shopping, dining, and entertainment, including Publix, Walmart, Manny’s Chophouse, Port 27, LEGOLAND® , Lake Eva Park, and Posner Park. No smoking permitted. All occupants 18+ must complete application and screening. Rent: $2,100/month. Security deposit: $2,100. Last month’s rent due at signing (waiver may be considered for exceptionally qualified applicants with strong credit and verified landlord references)

Listing is courtesy of: ONE TEAM REALTY (407-530-5006)

Listing Agent: Maria Cruz Vazquez (863-602-6968)

Remarks: Discover modern comfort and thoughtful design in this newly built home at 1116 Tyler Loop in Winter Haven, FL, crafted by Lennar Homes. This residence showcases high-quality construction paired with stylish finishes, including an open-concept layout perfect for both everyday living and entertaining. The home features energy-efficient systems, smart home technology, and a contemporary kitchen equipped with sleek cabinetry, stainless steel appliances, and ample counter space. Spacious bedrooms and well-appointed bathrooms provide a relaxing retreat, while the private outdoor space offers room to unwind or host gatherings. Residents also enjoy access to desirable community amenities, which include a resort-style pool, clubhouse, playground, and beautifully maintained common areas that enhance the neighborhood’s appeal. With Lennar’s signature attention to detail and included upgrades, this home delivers exceptional value, convenience, and a move-in-ready experience.

Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)

Listing Agent: Julien Silva (352-348-9219)

Remarks: Beautifully renovated home with private pool and separate efficiency, just minutes from LEGOLAND! This stunning property features a fully remodeled main house offering 3 bedrooms and 2 bathrooms, showcasing modern finishes, an updated kitchen, and a bright, open layout perfect for comfortable living. Step outside to enjoy a private pool, ideal for relaxing or entertaining family and guests. The property also includes a separate efficiency with its own private entrance, featuring a newly renovated bathroom and dedicated parking space—perfect for extended family, guests, or added privacy. Conveniently located near shopping, dining, major roadways, and just minutes from LEGOLAND Florida Resort, this unique rental offers flexibility, comfort, and an unbeatable location. Don’t miss this incredible opportunity!

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Zulmy Serrano (407-252-7205)

Remarks: 3BR/2BA home available now in Winter Haven. Home features all ceramic tile flooring, single car garage, and spacious yard on a corner lot.

Listing is courtesy of: SUPERIOR PROPERTY MGMT & SALES (863-853-2770)

Listing Agent: Tracey Crews (863-698-1783)

Remarks: 4/2 home in Winter Haven available now! Features ceramic tile and laminate flooring, inside laundry room, nice yard, and 2 car carport. Approval subject to credit, income, and rental verification.

Listing is courtesy of: SUPERIOR PROPERTY MGMT & SALES (863-853-2770)

Listing Agent: Tracey Crews (863-698-1783)

Remarks: Beautiful 3-bedroom, 2-bathroom home located at 235 Hayley St, Winter Haven, FL 33884. This well-maintained property offers a comfortable and functional layout, perfect for families or anyone seeking a peaceful living environment. Enjoy a bright and inviting interior, with spacious living areas and a practical floor plan designed for everyday living. The home provides a great balance of comfort and convenience. Pet-friendly (with breed and size restrictions), making it a great option for tenants with pets. Ideally situated in a desirable area of Winter Haven, this home offers easy access to shopping centers, restaurants, schools, and major roadways. The community is known for its quiet atmosphere, family-friendly environment, and proximity to beautiful lakes and outdoor recreational areas. Don’t miss the opportunity to live in a well-located home that combines comfort, convenience, and lifestyle.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Djanira Puyosa (407-717-5231)

Remarks: One or more photo(s) has been virtually staged. Welcome to this brand-new 2025-built home located in the highly desirable Villa Mar community in Winter Haven. Offering 4 bedrooms, 2 full bathrooms, and 1 half bath, this modern residence combines style, functionality, and comfort in one beautifully designed floor plan. Step inside to an open-concept layout filled with natural light, creating the perfect space for both everyday living and entertaining. The spacious kitchen features contemporary finishes, ample cabinetry, and generous counter space, seamlessly connecting to the dining and living areas. The primary suite provides a private retreat with a well-appointed en-suite bath, while three additional bedrooms giving flexibility for family, guests, or a home office. Built in 2025, this home offers the peace of mind and energy efficiency of new construction. The layout is thoughtfully designed to maximize space and flow, making it ideal for growing families or anyone seeking a move-in-ready property in a thriving community. Villa Mar is known for its welcoming, family-friendly atmosphere, featuring sidewalks, green spaces, and convenient access to schools, shopping, dining, and major roadways. Located in one of Central Florida’s fastest-growing areas, this property presents an excellent opportunity for both homeowners and investors. Don’t miss your chance to own a newly built home in a prime Winter Haven location.

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

Listing Agent: Rodrigo Araujo Machado (347-776-2005)

Remarks: Move In Ready 4 bedroom 2 bathroom home in the gated community of Terranova. This home has been well maintained and boasts fresh interior paint Ceramic Tile throughout the home. Located close to shopping, restaurants, and Lego Land. The tenants will benefit from the solar panels with the average electric costs for the previous tenants have been less than $100.00 month. Home offers vinyl fenced rear yard, screen room, and open floor plan. This home will not disappoint.

Listing is courtesy of: CRAIG BURKE REAL ESTATE GROUP, LLC (863-899-5010)

Listing Agent: Craig Burke (863-899-5010)

Remarks: Located in an established neighborhood this home offers 2 bedrooms and 2 bathrooms. Galley kitchen overlooking large fenced backyard with mature landscaping and plenty of shade. Inside laundry room and 2 car garage with room for storage. New interior paint throughout. Laminate flooring throughout. Located close to schools, shopping and medical facilities. Central location in between Orlando and Tampa. Minutes to Legoland. Available and ready for immediate occupancy.

Listing is courtesy of: THE HOME COMPANY (863-268-8157)

Listing Agent: Sue Ann Williamon (863-258-3115)

Remarks: Welcome to this beautifully maintained home in the sought-after Villa Mar community in Winter Haven. Designed for comfort and modern living, this home offers a bright, open layout that is both functional and inviting perfect for everyday living and entertaining. Interior Highlights: Open-concept floor plan filled with natural light Spacious living and dining areas with seamless flow Well-appointed kitchen with ample cabinetry and workspace Generously sized bedrooms ideal for families, guests, or a home office Resort-Style Community Amenities: Beautiful resort-style swimming pool Family-friendly playground Exciting future additions including a fitness center and a second pool, enhancing long-term value and lifestyle Prime Location: Situated in a quiet, well-maintained neighborhood Minutes to shopping, dining, and daily conveniences Easy access to major highways for commuting The owner will be responsible for paying the property tax and HOA fees. The tenant is responsible for all utilities, including water, electricity, and internet. The tenant is also responsible for lawn maintenance. No smoking and no pets are allowed.

Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)

Listing Agent: Asher Chen (407-717-5232)

Remarks: Welcome to this incredible Winter Haven pool home offering the perfect blend of comfort, upgrades, and true Florida lifestyle living. This move-in ready 3-bedroom home sits on a large oversized lot and is ideal for first-time homebuyers, families, or investors looking for a prime Central Florida opportunity. Step inside to find generous living space, a functional layout, and fresh upgrades that make this property stand out in today’s market. Major Upgrades Include: Brand-new roof – big-ticket item already done, New HVAC system + thermostat – energy-efficient comfort year-round, New water heater, New pool pump & chlorinator – easy, low-maintenance swimming, New laundry units included, New front exterior doors, Expansive driveway with ample parking The private in-ground pool creates your own backyard oasis, while the oversized lot gives you room to expand, build an outdoor kitchen, add a firepit, store boats or recreational toys, or design the ultimate entertaining space. With no mention of restrictive HOA, this property offers flexibility buyers are searching for. Located in the heart of Winter Haven, you’re minutes from everything that makes this area one of Central Florida’s hidden gems. Boat lovers and anglers will love being near Gene’s Lakeside Marina with access to the famous Chain of Lakes — featuring over 50 interconnected lakes perfect for boating, fishing, and waterfront dining. Spend weekends exploring local farmers markets, golfing at one of nine nearby courses, or making family memories at LEGOLAND Florida Resort. Winter Haven is known as the Water Ski Capital of the World and offers a thriving, growing community atmosphere with exciting development underway — including a new hospital opening December 2025, further strengthening property values and long-term investment potential. If you’ve been searching for: • Florida pool home • Move-in ready home in Winter Haven • Large lot property • Investment opportunity in Central Florida • No-fuss upgrades already completed • Close to lakes & boating This is the one. Schedule your private showing today — homes with this many upgrades, a pool, and this location do not last.

Listing is courtesy of: THE URBAN GROUP, INC. (954-522-6226)

Listing Agent: Ashlee Morrell (941-740-9134)

Remarks: Spacious 4-bedroom home for rent in Winter Haven, FL, located in the highly desirable Peace Creek Reserve community! This beautifully and well-maintained home offering 2.5 bathrooms and 1,933 sq ft of open-concept living space, perfect for families or anyone seeking comfort and convenience. The home features a modern and functional layout, ideal for both everyday living and entertaining. Enjoy access to resort-style community amenities including a swimming pool, playground, and dog park—perfect for enjoying the Florida lifestyle. Prime location near shopping, restaurants, schools, and major highways, with easy access to Orlando, Lakeland, and surrounding Central Florida areas. This is a great rental opportunity in one of the fastest-growing areas in Central Florida. Homes like this rent quickly—schedule your tour today!

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

Listing Agent: Viviane De Fraga Kalkmann (407-639-4440)

Remarks: Spacious and nicely updated 4-bedroom, 2-bath rental home, perfect for families or those who love extra space! This home boasts modern improvements throughout, offering comfort and style. The huge, fully fenced backyard provides privacy and security, complete with a convenient double gate for easy access. Whether you’re hosting gatherings, enjoying outdoor activities or simply relaxing, this property is designed to meet your needs. Don’t miss the chance to call this beautiful home yours!

Listing is courtesy of: 1513 REALTY LLC (863-431-2000)

Listing Agent: Pedro Cartagena (863-528-2376)

Remarks: Welcome to this beautiful and spacious rental home located in the heart of Winter Haven, just minutes away from LEGOLAND Florida and top-rated shopping centers. This residence features a bright, open-concept floor plan with modern finishes, perfect for comfortable family living and entertaining. The property boasts a large, private backyard and is situated in a quiet, well-maintained community. Parents will appreciate being zoned for Garden Grove Elementary and having easy access to local parks and lakes. This home offers the perfect blend of suburban peace and city convenience, making it the ideal choice for your next move.

Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)

Listing Agent: Ashley Porto (407-360-7386)

Remarks: This move-in ready home is located in the Garden Grove area. Minutes away from Lake Ned boat ramp, Legoland, Publix, Walmart, Starbucks, banks, restaurants, and shopping. Home includes stainless steel kitchen appliances, washer and dryer. The home offers neutral colors and tile flooring throughout, a split floor plan, ample storage, interior laundry room, formal living room/bonus room, primary suite with walk-in closet, and the kitchen overlooks the combo family and dining room. Nice sized bedrooms and closets. The home also has a screened-in back porch and a large two-car garage. There is also extra driveway parking. Utilities and lawn maintenance are tenant responsibility. Applications: background check, credit report, $50/adult fee. No pets allowed. Apply online: https://apply.link/d_mhu-4

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: Caitlin Meadows (863-845-6562)