Apartments Under $1,500 in Winter Haven, FL

Nestled in Downtown Winter Haven, this stylish 1-bedroom, 1-bathroom apartment combines comfort with cosmopolitan flair. Floor-to-ceiling windows illuminate the open-concept living space, while a gourmet kitchen boasts stainless steel appliances and quartz countertops. The cozy bedroom offers plush carpeting and captivating skyline views. With easy access to parks, lakes, and recreation, this residence is perfect for those who love vibrant city life and outdoor adventure!

Residents of 224 6th Street SW enjoy a pet-friendly studio apartment close to vibrant local attractions. This inviting home features essential appliances, making it perfect for a comfortable lifestyle. With everything you need just moments away, it’s an ideal base for exploring all that Winter Haven has to offer. Embrace convenience and cozy living in this delightful space!

This delightful 2-bedroom, 1-bath bungalow features beautifully refinished wood floors and an inviting front porch. The spacious living area leads to a functional kitchen with ample storage and tile countertops, while the refreshed bathroom offers a bright, clean look. With historic character and practical updates, this cozy home is perfect for those seeking comfort and convenience. Pet-friendly and designed for everyday living, it truly feels like home at just 744 sq ft.

Nestled in Winter Haven, The Landings Apartment Homes offer serene living with in-unit laundry, air conditioning, and balconies or patios. Enjoy smoke-free, pet-friendly accommodations with cable-ready and high-speed internet access for a seamless modern lifestyle.

The Landings Apartment Homes is praised for its supportive and amiable community, highlighted by attentive staff like Candace and exceptional maintenance service from Jeff. Residents appreciate the tranquility and efficient problem-solving. Perspectives vary on interaction dynamics, but the commitment from the team stands out as a major positive.

Christmas Special | Kick Off 2026 at the SAME RATE! offers stylish 2-bedroom, 1-bath apartments at Terra Hill Estates, featuring granite countertops, stainless steel appliances, and in-unit washers and dryers. Enjoy a friendly community with move-in specials like up to 2 months free on a 14-month lease. Lock in your Christmas deal and make 2026 your best year yet in a charming, renovated home.

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This renovated second-floor apartment features stylish tile and plank floors, modern lighting, and beautiful new kitchen cabinets. Pet-friendly and conveniently located within walking distance to bus lines, shopping, and dining, it’s perfect for enjoying the local lifestyle. Close to beautiful lakes and vibrant downtown Winter Haven. Move in today to taste the charm of this inviting community!

Experience tranquil lakeside living in this cozy 2-bedroom, 2-bathroom apartment. Residents enjoy breathtaking lakefront views and peaceful surroundings. The community features convenient on-site laundry and a lovely Community Dock for relaxation by the water. Embrace the beauty and serenity of this unique living space in Winter Haven, FL, where comfort meets nature. Pet-friendly options available based on screening results.

Residents of Aqua Apartment Homes enjoy a beautifully designed first-floor unit featuring a spacious kitchen with stainless steel appliances, upgraded countertops, and a convenient in-unit washer/dryer. This pet-friendly community offers a lovely view of the inground pool, a dog park, and picnic areas for outdoor enjoyment. Close to top schools and shopping, this inviting home is ready for immediate move-in and hassle-free living.

Residents appreciate Aqua Apartment Homes for its quiet environment but criticize it for high rent and poorly managed maintenance. Many have noted issues with pests, cleanliness, and parking problems, expressing frustrations over the lack of responsiveness from management. Some feel that the quality does not match the cost, leading to mixed opinions on value for money.

Nestled in Winter Haven, Brandywyne Apartment Homes offer comfortable living with in-unit laundry, a patio or balcony, and modern kitchen amenities. Enjoy outdoor spaces and a picnic area in this pet-friendly community.

This charming 3-bedroom, 1-bathroom brick house features fresh paint and modern upgrades throughout. Enjoy a lot of 800 sq ft, complete with new electrical, a updated water heater, and central AC. The property also boasts off-street parking and a spacious lawn, making it perfect for outdoor activities. Convenient washer/dryer hookups add to the comfort, making this delightful home ready for relaxation and easy living.

This freshly painted 2-bed, 1-bath apartment features stylish updates, including stainless steel appliances, new countertops, and tile flooring throughout. Enjoy the convenience of an in-unit washer/dryer and a pool view from your second-floor unit. Located just a short drive from shopping options and Winter Haven Hospital, this move-in ready home is ideal for those seeking comfort in a vibrant community.

Located in South College, The Jade offers a fresh, smart-enabled 1-bedroom apartment with cutting-edge technology and stylish finishes. Residents enjoy a 24/7 fitness center, a vibrant resident lounge with entertainment options, and a coworking space with a coffee bar. Relax by the luxurious pool and heated spa or catch a movie at the outdoor cinema. With free high-speed Wi-Fi and a variety of outdoor games, this pet-friendly community combines modern elegance with convenience and lifestyle.

Move-in ready, this refreshed 2-bed, 1-bath apartment features new tile flooring, countertops, and a stylish backsplash. Enjoy the convenience of an in-unit washer/dryer and a view of the community pool. Located near Publix and Winter Haven Hospital, with additional amenities in progress, including a dog park and picnic area. This cozy space offers comfort and easy access to shopping and dining, making it an ideal retreat in Winter Haven.

2205 12th St NW offers a welcoming co-living experience in Winter Haven, perfect for professionals and students. Enjoy fully furnished private bedrooms with modern amenities, shared bathrooms, and a contemporary kitchen ideal for communal meals. The property features a laundry area, comfortable common spaces, and all utilities included in the weekly rent. Driveway parking and a prime location near downtown ensure both convenience and community living.

Move into a comfortable, single-level 2-bedroom, 1.5-bath apartment in central Winter Haven. This inviting space features an open living area, an updated kitchen with ample storage, and bright bedrooms. Enjoy on-site laundry and parking, all while being just minutes from essential shops like Walmart and Publix. With convenient access to major roadways, this clean, move-in-ready apartment promises a peaceful neighborhood for easy living!

Comfortable single-level living awaits with this charming 2-bedroom, 1-bath apartment in central Winter Haven. The bright, open living area flows into a functional kitchen boasting ample storage. Enjoy great natural light in both bedrooms and central A/C for comfort. On-site parking adds convenience. Located just minutes from Walmart, Publix, and various local eateries—everything needed is close by. Move-in ready and perfectly positioned for easy living!

Come discover this charming 2 bed, 1 bath duplex in Winter Haven that's been thoughtfully remodeled for comfort and convenience. Professionally managed, it includes benefits like renters insurance and a concierge service to ease your move-in experience. Enjoy worry-free living with included identity protection and credit building options. Perfect for those seeking affordable and well-maintained living in a welcoming community!

Residents of Tropical Gardens enjoy a welcoming ambiance with vaulted ceilings and a private balcony perfect for relaxation. This pet-friendly community features a cozy kitchen equipped with essential appliances, including a refrigerator and stove. Central A/C enhances comfort, and the space provides convenient washer and dryer hookups. With a focus on comfort and style, this rental is ready for home sweet home moments!

Spacious and inviting, this 2-bedroom apartment blends comfort and style, featuring an open floor plan and a relaxing sunroom. With 750 square feet of generous living space, it's perfect for unwinding or entertaining. Located in a desirable neighborhood, pet-friendly policies and the added convenience of the Resident Benefits Package enhance the living experience. Perfect for anyone seeking a cozy retreat in vibrant Winter Haven.

Embrace the charm of downtown living in this inviting studio apartment featuring a generous combined living and bedroom area. A large sliding glass door bathed in natural light leads to a tranquil yard, perfect for relaxation. With 456 sq ft, this space balances comfort and convenience, just steps from the vibrant energy and amenities of Winter Haven. Ideal for those seeking simplicity in a lively locale.

This practical 2-bedroom, 1-bath apartment features a functional layout with plenty of natural light. Ideal for those seeking a low-maintenance rental, it offers easy access to major roads, shopping, and dining in central Winter Haven. Enjoy the simplicity and convenience of this accessible home in a well-established neighborhood, perfect for anyone looking for value and comfort.

This cozy 2-bedroom, 1-bath apartment is designed for easy living in Winter Haven. With 756 sq. ft., the practical layout makes it suitable for individuals or small households. Enjoy the benefits of a quiet residential setting, with quick access to shopping, dining, and major roadways for a simplified lifestyle. Ideal for anyone seeking an accessible rental option in a central location.

This stylish 2-bedroom, 1-bath condo features plank flooring for easy maintenance, wood cabinetry, and granite countertops. Enjoy stainless steel appliances, in-unit laundry, and ceiling fans for comfort. Located just minutes from downtown Winter Haven, with pet-friendly options and close proximity to shopping, restaurants, and LEGOLAND®, this home combines convenience and modern living.

This stylish 1-bedroom, 1-bathroom condo offers 600 sq. ft. of modern living with plank flooring, wood cabinetry, and granite countertops. Enjoy stainless steel appliances, in-unit laundry, and ceiling fans for comfort. Located minutes from downtown Winter Haven, this pet-friendly unit is perfect for those seeking convenience and style. Assigned parking and cable-ready living enhance everyday comfort while keeping everything you need within easy reach.

This updated 2-bedroom, 1-bath mobile home offers modern flair with stylish finishes and new flooring throughout. The open layout enhances space and light, while the kitchen boasts stainless steel appliances. Enjoy the convenience of washer/dryer hookups and a private covered patio, perfect for outdoor relaxation. With assigned parking and a quiet community atmosphere, this affordable rental is move-in ready and dog-friendly, welcoming pets under 35lbs.

This beautifully renovated 2-bedroom, 1-bath condo offers modern living with new kitchen cabinets, granite countertops, and stainless steel appliances. Enjoy the convenience of in-unit laundry, new AC for energy savings, and stylish tile flooring throughout. Ideally situated near Winter Haven Downtown and major highways, the unit also features outdoor space and a fenced yard, making it perfect for small pets. Available for move-in June 1st.

This cozy 2-bedroom, 1-bathroom house features a spacious layout with central AC, perfect for comfortable living. Enjoy the large, private backyard ideal for outdoor activities. Located near Inwood Elementary and prime areas of Winter Haven, this property is available for rent starting January 1st, 2026, offering both convenience and a peaceful retreat. Monthly rent is $1,495 with a matching security deposit required for a year lease.

Enjoy easy living in this roomy 2-bedroom, 2-bath duplex featuring a light-filled open layout. The kitchen boasts ample cabinet space and connects to a large screened lanai, perfect for outdoor relaxation. Both bedrooms offer generous closets for extra storage, while the two full baths add convenience. Included are a full-sized washer and dryer for your convenience. Ideally located near LEGOLAND, shopping, and dining, this home is move-in ready!

This inviting second-floor condo features 2 bedrooms and 2 baths, offering spacious living with new carpeting and in-unit laundry. Situated in the sought-after Cypresswood golf community, residents enjoy a guarded entrance, pool, fitness center, tennis courts, and golf facilities. An assigned parking space and extra storage add convenience. Available for a 12-month lease, this non-smoking residence permits one approved pet. Perfect for easy living!

This cozy 2-bedroom, 1.5-bath townhouse features a well-designed layout with 936 square feet of living space. Enjoy the convenience of central heat and A/C, along with essential appliances like a range and refrigerator. Perfect for comfortable living in a serene setting, this townhouse offers a blend of style and functionality, ready for immediate move-in. Embrace the ease of townhouse living and enjoy your new space!

Enjoy comfort in this inviting 2-bedroom, 1-bathroom apartment located in the heart of Winter Haven. Spanning 850 sq ft, this cozy space is perfect for relaxation. The apartment features air conditioning for your comfort and offers immediate move-in availability. Close to Lake Howard, this apartment provides a vibrant community atmosphere while maintaining easy access to local amenities. Don't miss out on this delightful rental opportunity!

This freshly painted 1-bed, 1-bath apartment boasts new vinyl plank flooring and easy-to-clean ceramic tiles. Located just minutes from downtown Winter Haven, it offers convenient access to shopping, dining, medical offices, and attractions like Sertoma Park and LEGOLAND. Enjoy the comfort of air conditioning and the benefit of assigned parking while the owner covers water expenses. An ideal spot for those seeking low-maintenance living in a vibrant area!

This charming 2-bedroom, 1-bath duplex is thoughtfully remodeled for comfort and convenience. Spanning 1,055 sq ft, it features elderly-friendly amenities like grab bars and a walk-in shower. Well-managed and located in the vibrant Lake Buckeye Estates, residents enjoy a range of benefits, including renters insurance, credit-building programs, and concierge services. Perfect for those seeking an inviting space close to everything Winter Haven has to offer!

This pet-friendly 1-bed, 1-bath condo features plank flooring, elegant wood cabinetry, and granite countertops. Enjoy stainless steel appliances and convenient in-unit laundry. With a cozy feel and cable-ready living spaces, this unit is just minutes from downtown Winter Haven, shopping, and LEGOLAND. Perfect for easy living and modern comfort!

This delightful 2-bed, 2-bath duplex spans 1,175 sq. ft., featuring tile flooring for easy upkeep and ample closet space. Enjoy relaxing in the screened lanai or patio, perfect for soaking up the Florida sun. Additional conveniences include laundry hook-ups and off-street parking. Embrace comfortable living in this well-appointed residence in Winter Haven.

This delightful 2-bed, 2-bath duplex in Winter Haven offers spacious living with tile flooring throughout. Enjoy the convenience of laundry hook-ups and off-street parking. The screened lanai invites you to relax and take in the beautiful Florida weather. With a covered front entry and ample space, this well-appointed home provides a comfortable retreat in a charming neighborhood. Perfect for those seeking a low-maintenance lifestyle close to it all!

This charming 2019 manufactured home offers 896 sq. ft. of comfortable living with 2 bedrooms and 2 bathrooms. Enjoy the benefits of a professionally managed community at Grove Shores, with site fees included in the affordable monthly rent of $1,250. This well-maintained property is perfect for those seeking a cozy and inviting atmosphere. Don't miss the chance to make this delightful home yours!

This inviting 2-bedroom, 2-bath downstairs condo in Cypresswood features hard surface floors and stainless steel appliances. Enjoy washer/dryer hookups in-unit and a fantastic selection of community amenities, including a pool, clubhouse, restaurant, and golf course. With a choice of $1,500 rent or $1,600 with the first month free, this pet-friendly home offers great value in a vibrant community setting.

This charming 3-bedroom, 1-bath residence offers a spacious layout perfect for comfortable living. The inviting open floor plan connects the living and dining areas, while the fenced backyard provides a delightful outdoor space for gatherings. Enjoy easy-to-clean flooring throughout and the flexibility to welcome all pets. This cozy home stands out with its relaxed atmosphere and convenient amenities, perfect for unwinding after a long day.

This 2-bedroom, 1.5-bath townhouse offers comfortable living in Winter Haven. Featuring modern amenities such as a range and refrigerator, plus central heat and A/C, it's perfect for easy, everyday life. With 936 sq ft of space, this pet-friendly home is an inviting retreat. Enjoy the convenience of a well-equipped kitchen and ample living area, ideal for relaxing or entertaining.

This delightful 2-bedroom, 1-bath apartment features a spacious open floor plan, ideal for comfortable living. Enjoy easy-to-clean tile flooring throughout and a private patio entrance. The generous yard offers a perfect retreat for relaxation and outdoor gatherings. With a quick application process and a welcoming attitude towards pets, this cozy home is designed for those seeking convenience and charm in their living space.

This stunning 1-bed, 1-bath duplex features no carpet and a large backyard, perfect for outdoor enjoyment. Enjoy private covered parking and a secured hallway entry. With breathtaking lake views just across the street and a location close to shopping and dining, this home combines convenience and charm for a delightful living experience.

This delightful 1-bed, 1-bath duplex offers a bright and inviting atmosphere with NO CARPET throughout. Enjoy a large backyard, shared laundry, and a secure entryway. The stunning lake view just across the street enhances the charm of this home, conveniently located near shops and dining. Perfect for a cozy, low-maintenance lifestyle in sunny Winter Haven!

This inviting 2-bedroom, 1-bath home spans 1,184 sq ft and features a bonus room and utility space. Freshly painted with all-new flooring, it offers a screened-in porch and a spacious, fenced backyard. Conveniently located near the Polk Parkway and minutes from Highway 27 and LEGOLAND, this lovely home is ideal for those seeking comfort and accessibility in a vibrant community.

This charming 1-bedroom, 1-bathroom condo offers a comfortable living space with large windows filling the home with natural light. The functional kitchen boasts ample cabinetry, while the spacious living area is perfect for relaxation. Conveniently located near shopping, dining, and the beautiful Chain of Lakes, this pet-friendly home includes access to a community pool and assigned parking. Ideal for effortless everyday living.