Winter Haven Apartments for Rent - 173 rentals

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.

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

Listing Agent: Laidy Mataushek (844-874-2661)

Remarks: Rent with confidence from a licensed leasing agent. Our application process is quick and straightforward — reach out through this website or give us a call to schedule a tour (when the property is available) and apply. Welcome to this 1-bed, 1-bath home, offering comfortable everyday living. The yard provides a perfect spot to relax after a long day, enjoy the fresh air, or gather for simple outdoor activities. As you approach, the entrance to apartment 2 is located at the back of the property. It faces the backyard — an excellent place to unwind and take in the outdoors. Stepping inside, you're welcomed by an open floor plan that highlights the living room and kitchen, creating a bright and seamless living space. We proudly welcome all pets. We fully comply with the U.S. Fair Housing Act (Title VIII of the Civil Rights Act of 1968), which prohibits discrimination in housing based on race, color, religion, sex, disability, familial status, or national origin. Move-in costs vary based on your application results. We don't base approval on income or credit — we focus mainly on prior tenancy record. Additional charges may apply for pets or prorated rent. If you have questions or want more info, check out our General Questions page or reach out to us directly. Rental Features Pet friendly

Listing is courtesy of: ALABAMA LLC (407-674-1852)

Listing Agent: Erich Spivey (407-674-1852)

Remarks: ******ASK ABOUT OUR OME MONTH FREE RENT****** Huge 3 bedroom 2 bathroom home with tile flooring throughout. Open kitchen with newer shaker style cabinets. Lots of windows for natural lighting. Full size wash and dryer connection are located in the laundry room just off the kitchen. This house is on a corner lot with lots of privacy and parking. We are pet friendly.

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

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

Remarks: This pet-friendly rental home offers 1,532 square feet of modern living with three bedrooms and two bathrooms. Step inside to an open floor plan that's perfect for entertaining, featuring a bright and airy living space that seamlessly flows into the kitchen and dining areas. The contemporary kitchen is equipped with stainless appliances, ample counter space, and stylish cabinetry, making it a great place for both cooking and gathering. Don't miss your chance to make 645 Vittorio your new home.

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

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

Remarks: Welcome to this beautiful 5-bedroom, 2.5-bathroom home in the sought-after Villa Mar community of Winter Haven. This spacious two-story residence offers an open-concept layout with a modern kitchen featuring stainless steel appliances, ample cabinet space, and a large island overlooking the living and dining areas—perfect for entertaining. The first-floor owner's suite provides privacy and comfort, while the upstairs offers additional bedrooms and a versatile loft. Enjoy a covered lanai, a 2-car garage, and access to Villa Mar's resort-style amenities, including a community pool and playground. Conveniently located near US-27, shopping, dining, schools, and major attractions. Lawn maintenance is tenant responsibility. Available for immediate occupancy.

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

Listing Agent: Jorge Da Cunha Felix (689-346-4334)

Remarks: Beautiful 4-bedroom, 2-bath single-family home available for rent beginning in August! This spacious home features an open floor plan, a fully fenced backyard, and a covered screened lanai perfect for relaxing or entertaining. The property also includes parking for up to 4 vehicles. A bonus room with a private bathroom is located in the garage and may remain or be removed depending on the tenant's preference. Located in the desirable Lakeside Landings community with access to a community pool, playground, and additional guest parking. Schedule your private showing today!

Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)

Listing Agent: Liliec Velasquez (407-924-7871)

Remarks: Welcome to **5850 Cypress Gardens Boulevard, Unit #608**, a move-in ready rental offering comfort, convenience, and exceptional value in the heart of Winter Haven. Priced to rent, this well-maintained residence is the perfect place to call home. Enjoy a bright and inviting interior designed for easy living, along with access to a community swimming pool—ideal for relaxing and enjoying Florida's year-round sunshine. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers an excellent combination of location and lifestyle. Don't miss this opportunity to lease a move-in ready home at a great price. Schedule your private showing today!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Helen Moreno Porras (786-227-4907)

Remarks: Remodeled and updated 2nd floor condo with picturesque views of the pool and lush landscaping. This 3 bedroom unit is ready for immediate occupancy. Recent updates include fresh interior paint, new flooring, new kitchen cabinets and solid surface counters. This established 55 and over community is nestled on the shores of Lake Howard on the famous Chain of Lakes and includes a community boat dock/fishing pier. Additional amenities include a heated pool, gazebo with bathrooms, shuffleboard, activities and secure storage. Located close to the heart of downtown Winter Haven, This condo provides an opportunity to enjoy the Lakefront Florida lifestyle at an affordable price. Monthly fees include water, cable, internet, trash, sewer, exterior maintenance and grounds maintenance making this an attractive opportunity for year round residents or snowbirds. Seller is a licensed Realtor in the State of Illinois.

Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)

Listing Agent: Steven Smith, Pa (863-224-2297)

Remarks: Virtually Staged. WELCOME HOME! Don't miss this beautifully updated 3-bedroom, 2-bath single-family home located in the highly desirable gated Mandolin community in Winter Haven. Combining modern upgrades, a functional layout, and a convenient location, this home is ready for its next residents. Step inside to discover a bright and inviting floor plan featuring separate formal living and dining areas, along with a spacious family room that's perfect for relaxing or entertaining. The interior has been tastefully updated with fresh modern finishes, including crisp white interior paint, a stylish Network Gray exterior, and elegant wood-look plank tile flooring throughout the home (except for kitchen and bathrooms)—completely carpet-free for easy maintenance and a clean, contemporary feel. The well-appointed kitchen offers abundant cabinetry and generous storage space, making meal preparation both convenient and enjoyable. Large sliding glass doors from the family room open to a screened-in patio overlooking a peaceful retention area, providing added privacy with no rear neighbors. The spacious primary suite is filled with natural light and features an en-suite bathroom with a walk-in shower and vanity. Two additional bedrooms are located on the opposite side of the home, offering privacy for family members or guests, and share a convenient Jack-and-Jill bathroom. Additional features include: • Attached two-car garage • Screened rear patio • No rear neighbors • Gated community for added privacy and security • Carpet-free flooring throughout the home • Modern interior and exterior updates Ideally located just minutes from LEGOLAND Florida, Walmart, Publix, shopping centers, restaurants, schools, and major roadways including US-27, this home offers easy access to everything Winter Haven has to offer. Schedule your showing today—this beautiful home won't last long! Rental Qualifications • Minimum credit score: 600 • Combined household monthly income must be at least 3× the monthly rent ($5,250/month minimum) • No prior evictions or bankruptcy history • Small pets considered with landlord approval Only qualified applicants will be scheduled for property showings. Tenant Responsibilities • Lawn care and landscaping, including irrigation sprinkler maintenance • HVAC air filter replacement every three months • Pest control • No smoking permitted anywhere on the property • Renter's insurance required prior to moving-in

Listing is courtesy of: YELLOW MOUNTAIN REALTY, LLC (352-214-5476)

Listing Agent: James Li (352-214-5315)

Remarks: Virtually Staged. Available now! Welcome to this beautiful 2024-built 3-bedroom, 2-bathroom home offering 1,521 sq. ft. of comfortable living space in Winter Haven Heights. This home features an open floor plan, high ceilings, ceramic tile flooring throughout, solid surface countertops, a spacious kitchen with a closet pantry, and all major appliances included, including refrigerator, dishwasher, range, washer, and dryer. The primary suite offers a walk-in closet and private bath. Enjoy a 2-car garage and a convenient location just minutes from Downtown Winter Haven, the Chain of Lakes, shopping, restaurants, schools, hospitals, and LEGOLAND Florida Resort. Small dogs are welcome, subject to landlord approval.

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

Listing Agent: Idalgisa De Jesus (347-797-7849)

Remarks: Experience comfortable living in this spacious and beautifully maintained 4-bedroom, 2-bathroom home with a 2-car garage, ideally located in the heart of Central Florida. Enjoy the convenience of being just minutes from some of the area’s most popular attractions, including LEGOLAND Florida Resort and Peppa Pig Theme Park Florida, making this home perfect for families and professionals seeking both comfort and entertainment nearby. This property features an open-concept layout, generous living spaces, a modern kitchen, and a private backyard ideal for relaxing or entertaining. Conveniently located near shopping centers, restaurants, schools, and major highways, you’ll enjoy easy access to everything Central Florida has to offer.

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

Listing Agent: Leonarda De La Cruz Medina (689-680-2267)

Remarks: Brand-New Corner Lakeview Home for Rent in Winter Haven Be the first to live in this stunning two-story home located in one of Winter Haven’s fastest-growing communities. This spacious residence offers 5 bedrooms, 2.5 bathrooms, an upstairs loft ideal for a media room, office, or flex space, a 2-car garage, and 2,112 square feet of living space on a 6,334 square foot corner lot. The home features a premium corner location with beautiful lake views, no front neighbors, and added side privacy. The spacious primary suite includes a private bathroom and a large walk-in closet. All bedrooms are conveniently located upstairs. The large fenced backyard with grass and a paver area is perfect for outdoor entertaining and relaxing. Community amenities include a resort-style pool located directly across the street and a playground. Conveniently located approximately 4 minutes from Chain of Lakes Elementary School, 10 minutes from LEGOLAND Florida Resort and Bok Tower Gardens, minutes from Downtown Winter Haven, and approximately 40 miles from Walt Disney World Resort. Modern, spacious, private, and ideally located, this home offers comfort and convenience in the heart of Central Florida. Contact the listing agent for additional information or to schedule a private showing.

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

Listing Agent: Yamile Albornoz (407-437-1873)

Remarks: The renovated first-floor apartment features laminate floors throughout, beautiful kitchen cabinets, appliances include a stove, microwave, and refrigerator and Washer & Dryer It also features an A/C unit Hight efficiency, modern lighting lamps and blinds. Security cameras on property exteriors. Great location offering walking distance to the bus line, Winter Haven High School, municipal offices, restaurants, shopping areas, Hospitals, and a short drive distance to Sunny Beaches.

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

Listing Agent: Manuel Paredes (407-840-2272)

Remarks: Located in the attractive and quiet Winter Ridge area! This is an excellent single-story home featuring 3 bedrooms and 2 bathrooms, situated right by Smart Lake. The house boasts numerous upgrades, including fresh paint throughout and kitchen appliances, a washer, a dryer, and an electric water heater that are all just one year old. It also features a spacious covered patio and a good-sized yard. If you are looking for peace and tranquility, this is the ideal community and home for you. The community offers a boat dock, swimming pool, clubhouse, and shuffleboard courts, all while enjoying a convenient location near entertainment, shopping, and medical facilities. Available immediately!

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Rafael Casallas, Pa (407-404-0472)

Remarks: This well maintained first floor 1 BD/1 BA apartment is on a quiet street near Lake Howard. Centrally located, approximately 10 min. walking distance to downtown Winter Haven. The apartment has been freshly painted for the new residence and is ready for immediate move in! The building has a free on site laundry facility and off street parking. Call today to schedule your private tour!

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

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

Remarks: Enjoy the beauty of waterfront living in this well-maintained 1-bedroom, 1-bath residence offering approximately 800 square feet of functional and inviting living space. Rent includes utilities, making for easy and convenient monthly budgeting. The kitchen comes equipped with a range and refrigerator, while the home's efficient layout maximizes comfort and usability. Take advantage of scenic views and access to Lake Jessie, complete with a private dock featuring electricity for enjoying the waterfront lifestyle. Conveniently located near shopping, dining, and major roadways, this property offers the perfect balance of accessibility and peaceful surroundings. Private driveway parking is available. No smoking and no pets permitted. Contact today for additional information or to schedule your private tour.

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

Listing Agent: Tiffani Kline (863-450-0207)

Remarks: Experience lakefront living in this recently updated 2-bedroom, 2-bath residence offering approximately 1,100 square feet of comfortable living space. Rent includes utilities, providing exceptional value and convenience. The home features a well-equipped kitchen with range, dishwasher, and refrigerator, along with a tankless water heater for added efficiency. Enjoy stunning water views and direct access to Lake Jessie from your private dock with electricity, perfect for fishing, kayaking, or relaxing by the water. Additional features include a private driveway for parking. No smoking and no pets permitted. Contact today to schedule your private showing and experience this unique waterfront rental opportunity.

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

Listing Agent: Tiffani Kline (863-450-0207)

Remarks: Experience lakefront living in this beautifully updated 2nd Floor 1-bedroom, 1-bath residence offering approximately 800 square feet of comfortable living space. Rent includes utilities and private washer dryer, providing exceptional value and convenience. The kitchen features a beautiful live-edge wood countertop that serves as a stunning focal point, blending natural character with everyday functionality. Enjoy peaceful water views and access to Lake Jessie, including a shared private dock with electricity, perfect for fishing, kayaking, or relaxing by the water. Conveniently located near shopping, dining, and major roadways while providing a tranquil waterfront setting. Private driveway parking is available. No smoking and no pets permitted. Schedule your private showing today.

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

Listing Agent: Tiffani Kline (863-450-0207)

Remarks: Brand New Spacious 4 Bedroom/2.5 Bathroom Home with a Community Pool and Playground Access for Rent! Built in 2024 this bright modern house with an open and airy living/dining space combo concept is perfectly located in a nice neighborhood right across from the elementary school. Property Features include Modern Kitchen with Quartz Countertops equipped with Stainless Steel Appliances - stove, microwave, dishwasher, refrigerator/freezer; Private Fenced Backyard with a Covered Patio — perfect for relaxing and entertaining; laundry area with Washer and Dryer. Four spacious bedrooms with 2 bathrooms are upstairs; half a bathroom is located downstairs for your convenience. Community Amenities include a well-maintained Community Pool — perfect for warm Florida days and a Playground ideal for outdoor activities, walks and neighborly interaction. Pets are allowed with a combined weight limit up to 50 pounds. No aggressive breeds and no exotic animals. No smoking inside the home. Utilities are paid separately by the tenant. Renters Insurance required. Convenient Location: just minutes from major highways, this location provides an easy access to surrounding areas of Winter Haven and nearby towns. Shops, high-rated schools, pharmacies, parks and cafes are all within short walking or driving distance. There are also beautiful lakes and green parks nearby for outdoor recreation. This home is the perfect choice for a peaceful comfortable and convenient lifestyle in a well-developed area.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Anna Kostenko (407-616-8748)

Remarks: Great location! This 3 bedroom 2 bath home is conveniently located in downtown Winter Haven and near the hospital, downtown, doctor offices, restaurants and shopping. Updated Kitchen with granite counter tops, stainless steel appliances, and inside laundry. Enjoy evenings on the screened back porch with brick pavers and ceiling fan. Fully fenced yard with storage shed. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. Ask how you can skip your security deposit with Obligo Resident Benefit Package (additional $60/mth): -Bi-monthly A/C Filter Delivery -$100,000 Tenant Liability Insurance/ $10,000 Content Coverage -PestShare Service -Identity Protection -Credit building (All Credit Bureaus) -Piñata Tenant Rewards Program -Tenant Portal Access: Online payments

Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)

Listing Agent: Holly Piccola (813-966-5147)