Apartments Under $1,500 in Winter Haven, FL

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.

Experience lakeside living in this delightful 1-bedroom, 1-bathroom ground floor condo, boasting 475 sq. ft. of cozy space. Newly updated with luxury vinyl plank flooring and fresh paint, it offers modern comfort with a ceiling fan and central air. Enjoy easy access to Lake Roy on the Winter Haven Chain of Lakes, perfect for relaxation and outdoor activities. Ideal for those seeking a tranquil retreat in a convenient location.

This stylish 2-bedroom, 1-bath apartment features a completely remodeled interior with vinyl plank flooring throughout. The living room flows into an eat-in area or TV room, complemented by a separate laundry space. Enjoy a large backyard perfect for outdoor activities, and take advantage of ample parking. Located just blocks from the lake, this vibrant space combines modern living with the charm of the outdoors.

This charming second-floor 2-bedroom, 1-bath apartment offers 800 sq ft of modern living just moments from Lake Howard. Enjoy a bright, open layout with large windows, a well-equipped kitchen with stainless steel appliances, and a spacious walk-in closet. The dual-access bathroom adds privacy for guests. Located near vibrant downtown restaurants and shops, with lawn care and water included for added convenience. Experience the best of downtown living in this inviting space!

Spacious and updated 2-bed, 1-bath condo featuring modern appliances and ceiling fans, designed for comfort. Nestled in the vibrant Orchid Springs area, this turn-key home is perfect for those seeking convenience near shopping, golf, and LegoLand, all without age restrictions. Enjoy a casual lifestyle in this welcoming community!

This charming 1-bedroom, 1-bathroom condo on the first floor features unique designer concrete floors that elevate the style. The cozy bedroom and well-designed bathroom provide comfort and convenience. Enjoy community amenities, including a sparkling swimming pool, perfect for unwinding or socializing. With its prime location near Cypress Gardens Blvd, this inviting space is an ideal choice for comfortable living.

This spacious 2-bed, 2-bath first-floor condo offers high ceilings in the living area, creating an airy feel. Enjoy the convenience of an ensuite master bedroom, along with access to a sparkling community pool perfect for relaxation. Nestled in a peaceful community, this property combines comfort and accessibility, just moments away from shopping, dining, and entertainment. Pet-friendly and ready to welcome you home!

This beautifully updated 1-bedroom, 1-bath apartment spans 680 sq. ft. and features stylish ceramic tile flooring, newer cabinets, and appliances. Enjoy serene views overlooking Deer Lake from the spacious backyard, with lawn care included. Perfect for relaxed living in a convenient space, this inviting unit offers both comfort and modern amenities in a peaceful setting.

This charming 3-bedroom, 1-bath home is designed for comfortable living with an open floor plan that seamlessly connects the living and dining areas. The fenced-in backyard offers a perfect space for outdoor gatherings or relaxing in the fresh air. Enjoy easy-to-clean flooring throughout and a supportive application process for all pet lovers. With plenty of room for family fun, this residence is inviting and ready for its next chapter.

This inviting 2-bedroom, 1-bath house features 1,117 sq. ft. of comfortable living space in a serene neighborhood. Enjoy nearby shopping, parks, and local conveniences. Tenants can benefit from a package offering identity theft protection and more, making this home a perfect blend of comfort and convenience.

This well-maintained 2-bedroom, 1.5-bath apartment offers 888 sq ft of comfort and convenience in Winter Haven. Equipped with essential appliances and in-unit laundry, it provides hassle-free living. Enjoy community amenities like a refreshing swimming pool and easy access to dining and recreation, just minutes from Legoland and Lake Hamilton. Perfect for long-term stays in a vibrant setting!

A delightful 3-bedroom, 1-bathroom single-family home featuring newer carpet throughout and a fenced yard for added privacy. This cozy retreat is perfect for gardening or outdoor activities. Enjoy the convenience of a refrigerator and range as part of your new living space. Embrace the comfort and tranquility this welcoming home offers.

This charming 1-bedroom, 1-bath condo features designer concrete floors that add flair to the living space. With 792 square feet, the unit offers a cozy bedroom and a functional bathroom for everyday needs. Residents enjoy a sparkling swimming pool, perfect for relaxing and social gatherings. Located conveniently off Cypress Gardens Blvd, this inviting condo is an ideal place to call home in a welcoming community.

Enjoy contemporary living in this 2-bedroom, 2-bath townhome featuring a stylish updated kitchen with stainless steel appliances, LVP flooring downstairs, and cozy carpeting upstairs. Appreciate the vaulted ceilings in the bathrooms, a back screen porch for relaxation, and a private balcony off the master bedroom. The included lawn care and unique financial flexibility with deposit-free living through Obligo enhance this rental's appeal. Plus, the second month’s rent is free!

Enjoy the charm of this 2-bedroom, 2-bath corner unit townhome featuring an open layout, formal dining room, and spacious master suite with vaulted ceilings and double walk-in closets. The property also includes a 2-car carport and washer/dryer hookups. With a special offer of one month free on approved leases and deposit-free living options, this residence not only offers contemporary comfort but also financial flexibility. Experience worry-free living with included amenities like maintenance support and tenant rewards.

This cozy 2-bedroom, 1-bath mobile home boasts modern updates and a welcoming ambiance throughout. With stylish finishes, new flooring, and an open layout, the space is bright and inviting. The kitchen features sleek stainless steel appliances, while a private covered patio offers a perfect spot for relaxation or entertaining. Assigned off-street parking adds convenience, making this pet-friendly residence ideal for comfortable living.

This beautifully maintained 3-bedroom, 2-bathroom condo features a spacious 1,073 sq. ft. layout with an open floor plan and split design for privacy. The enclosed Florida Room adds versatility, perfect for relaxation or entertaining. Enjoy community amenities like lake access with a private dock, a clubhouse, and pool. Centrally located near shopping and dining, this pet-friendly home is ideal for enjoying the Florida lifestyle!

This inviting ground floor condo features 2 bedrooms and 1.5 baths across 851 sqft of open living space, highlighted by ceramic tile and laminate wood flooring. The cozy living and dining areas lead to a lovely terrace, perfect for relaxation. Rental includes all kitchen appliances and an in-unit washer/dryer. Located just minutes from LEGOLAND and local amenities, this affordable retreat promises convenience and fun in sunny Central Florida.

This roomy 2-bedroom, 2-bath duplex boasts an open living and dining area, creating a warm and inviting atmosphere. The well-equipped kitchen leads to a large screened lanai, perfect for outdoor enjoyment. Both bedrooms offer generous closet space, complemented by two full bathrooms for added convenience. A full-sized washer and dryer are included for easy chores. With easy access to LEGOLAND and nearby amenities, this lovely home is ready for immediate move-in.

Enjoy serene lakefront living in this charming 2-bed, 2-bath condo offering stunning canal views. The unit features a cozy Florida Sunroom perfect for relaxation, a well-equipped kitchen, and a spacious primary suite with a walk-in closet. LED lighting and durable flooring optimize the living space. Located just steps from community amenities like a pool and boating and close to pristine nature parks, this well-maintained condo is ideal for embracing the Florida lifestyle.

This charming 3-bedroom, 2-bath single-story condo offers 1,073 sq. ft. of comfort in the desirable Winter Ridge community. The open floorplan and enclosed Florida Room create versatile living spaces, perfect for relaxation or entertaining. Enjoy convenient amenities such as lake access with a private dock, a clubhouse, pool, and shuffleboard courts. Centrally located for quick access to shopping and dining, this pet-friendly condo is a delightful retreat in Florida.

This chic 400 sq. ft. studio boasts modern updates, featuring luxury vinyl plank flooring, updated lighting, and a stylish kitchen with stainless steel appliances. Convenient in-unit washer and dryer hookups make life easier. With designated parking and a prime location near downtown Winter Haven, grocery stores, and restaurants, this compact yet efficient space is perfect for those seeking comfort and convenience in a vibrant area.

This freshly renovated studio offers a chic living space with luxury vinyl plank flooring and contemporary finishes. The kitchen boasts sleek cabinetry and stainless-steel appliances, while in-unit washer and dryer hookups add convenience. Located near downtown Winter Haven, enjoy easy access to grocery stores, restaurants, and more. Ideal for those seeking a modern, efficient layout without the fuss. Perfect for comfortable living in a practical setting!

This airy 3-bed, 2-bath apartment in Winter Haven offers ample space with an open floor plan perfect for relaxing or entertaining. Located in a desirable neighborhood, it features 1,250 sq. ft. of living space. The pet-friendly unit includes an HOA approval and a Resident Benefits Package for added convenience. Don't miss out on this fantastic rental opportunity!

This inviting 3-bedroom, 1-bath home features a spacious open floor plan perfect for relaxed living. Enjoy a fenced-in backyard ideal for gatherings and outdoor activities. With easy-to-clean flooring throughout and a layout that encourages comfort, this residence is a delightful escape in Winter Haven. Don't miss the opportunity to enjoy this charming space!

This chic 2-bedroom, 1-bath condo has been beautifully remodeled with plank flooring, wood cabinetry, and stunning granite countertops. Enjoy new light fixtures, a ceiling fan in the bedrooms, and easy access to shopping, restaurants, and LEGOLAND. With 800 sq ft of comfortable living space, this condo combines modern updates with convenience, making it an ideal choice for those seeking a vibrant lifestyle in Winter Haven.

This beautifully updated 2-bedroom, 1-bathroom apartment offers a warm atmosphere with spacious bedrooms featuring walk-in closets. Enjoy the airy living space with oversized windows and a modern kitchen equipped with stainless steel appliances. Located just minutes from downtown Winter Haven's dining and shopping, this charming home includes lawn care and water in the rent, ensuring hassle-free living. Perfect for those seeking comfort and convenience near the scenic shores of Lake Howard.

Experience spacious living in this inviting 2-bedroom, 2-bath first-floor condo boasting high ceilings and an airy ambiance. The master suite features a private ensuite for added comfort. Located in a well-kept community, enjoy access to a sparkling pool perfect for relaxation. With its prime location near shopping, dining, and entertainment, this condo blends comfort and convenience in a vibrant setting.

This cozy 1-bedroom, 1-bathroom unit offers a comfortable layout in a peaceful quadruplex, ideal for singles or couples. With 1,052 sq. ft. of living space, it’s just 10 minutes from Legoland. Enjoy pet-friendly living in a quiet environment with manageable lease terms. Minimum credit score and other qualification requirements apply. Perfect for those seeking a charming getaway in Winter Haven!

This inviting 2-bed, 1-bath residence offers a fantastic location in SE Winter Haven, just minutes from Legoland and Orlando. Enjoy fresh paint, new AC (2017), an oversized two-car garage, and a screened lanai. Explore the beauty of the Winter Haven Chain of Lakes with nearby public boat ramps. With deposit-free living options and added resident benefits, this home combines comfort, convenience, and ease for modern living.

Offering ample room for relaxation and entertaining, this airy 3-bedroom, 2-bath apartment features an open floor plan with generous square footage. Conveniently located in a desirable neighborhood, it includes in-unit laundry and assigned parking. With its welcoming atmosphere, this pet-friendly home is perfect for families looking to make lasting memories. Don't miss the chance to call this charming space your own!

Own a delightful 2-bedroom, 2-bath home in a well-kept neighborhood that feels like a daily getaway. This inviting property boasts spacious living areas and has been updated for modern comfort. Situated in the Grove Shores community, it offers a tranquil environment with convenient amenities. Take advantage of special incentive programs and experience the joys of easy living in this lovely residence!

This 2-bedroom, 1-bath home is perfect for enjoying a serene lifestyle in a well-maintained neighborhood. Featuring plenty of living space, this updated residence offers a vacation-like feel every day. Residents will benefit from a professionally managed community with special incentive programs available. Don’t miss out on this opportunity!

This beautifully renovated 2-bedroom, 1-bath duplex offers a perfect blend of comfort and convenience. Spanning 750 square feet, it features a spacious backyard ideal for relaxation and play. Ideally located minutes from local shopping and entertainment, this cozy home is perfect for those who relish a vibrant lifestyle. Enjoy central air, ceiling fans, and a bright atmosphere in this inviting space. A wonderful opportunity for easy living awaits!

Experience modern comfort in this brand new 2-bed, 2-bath mobile home in a vibrant senior community. Enjoy stainless steel kitchen appliances and a screened room, with a carport in the works. Washer/dryer hook-ups available. Complete with air conditioning and walk-in closet, community amenities include garage parking and a swimming pool. Perfect for long-term rental.

This charming 2-bedroom, 1-bathroom apartment features a recent renovation and is ideally located just a short walk from Rotary and Kiwanis Parks. With 468 square feet of cozy living space and water included in the rent, it's perfect for comfortable living. Close proximity to schools like Jewett School of the Arts makes it an ideal choice for families seeking convenience and vibrant community life. Enjoy the cozy atmosphere and easy access to outdoor activities!

Experience a vibrant lifestyle in this spacious 2-bed, 2-bath ground-level condo in the gated Cypresswood community. With an open layout and ample closet space, this home offers comfort and convenience. Residents enjoy access to a sparkling pool, tennis and pickleball courts, an on-site restaurant, and a welcoming clubhouse. Perfect for relaxation or socializing, this condo is ideal for those seeking both privacy and a community atmosphere.

This delightful 2-bed, 1.5-bath doublewide home offers a serene living environment for seniors with modern upgrades like new flooring and fresh paint. Enjoy the bright bay window, ceiling fans, and a screened porch. Includes fridge, stove, dishwasher, and microwave. Savor convenience with in-unit laundry hookups, garage parking, and a community swimming pool. Rent-to-own option available with 25% down.

This charming duplex features 2 bedrooms and 1 bathroom within a thoughtful 950 sq ft layout. The bright kitchen, equipped with essential appliances, flows into an inviting living area, perfect for relaxation or entertaining. The spacious first bedroom ensures comfort, while the second bedroom offers flexibility for guests or a home office. Enjoy easy access to nearby shopping, dining, and parks, combining quiet living with city conveniences. Monthly pest control for just $20.