Winter Haven Apartments for Rent - 174 rentals

Remarks: Brand new corner-lot home for rent in the desirable Villamar community! The owner is willing to install a FENCE in the back year! This beautifully designed 3-bedroom + flex room home offers a bright open-concept layout, modern finishes, and a versatile flex space perfect for a home office, playroom, or additional living area. Enjoy added privacy with the premium corner lot location and the convenience of included washer and dryer. The owner is also considering installing a backyard fence for additional outdoor privacy. Located in a resort-style community with pool, clubhouse, playground, and easy access to shopping, dining, and major highways. Move-in ready!

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

Listing Agent: Carolina Inacio (407-401-6340)

Remarks: Welcome to your next home in the charming community of Inman Groves! This beautifully maintained 4-bedroom, 2-bath residence offers 1,853 heated square feet and 2,488 total square feet of thoughtfully designed living space. Step inside to discover an open and inviting floor plan featuring tile flooring throughout the main living areas, plush carpeting in the bedrooms, and a spacious kitchen with granite countertops, ample cabinetry, and plenty of room to gather with family and friends. Natural light fills the home, creating a warm and welcoming atmosphere. The private primary suite offers a peaceful retreat, while three additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a fenced backyard perfect for relaxing, entertaining, or letting your small furry family members play. Additional features include a two-car garage and solar panels that may help reduce monthly energy costs. Conveniently located near shopping, dining, schools, and major roadways, this home offers the perfect combination of comfort, convenience, and value. Location truly is everything! Nestled in a prime Winter Haven location, this home offers easy access to Hwy 27 and Dundee Road, making commutes to Lakeland, Orlando, and surrounding areas a breeze. Enjoy weekends exploring nearby attractions, including LEGOLAND Florida, just minutes away, or launch your boat at one of the nearby Lake Hamilton ramps. Everyday conveniences are close at hand, with shopping, dining, and a brand-new Publix coming soon at The Shoppes at Country Club. This move-in ready, energy-efficient home with solar panels offers the perfect blend of comfort, convenience, and lifestyle. Schedule your private showing today! THE APPLICATION FEE IS $80.00 PER ADULT 18 AND OVER AND THERE IS A ONE TIME PROCESSING FEE OF $125.00 AT MOVE IN along with the 1st month and security prior to move in. Small pets welcome with owner approval. Professional pictures being done tomorrow

Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)

Listing Agent: Tina Maley (813-684-9500)

Remarks: Spacious 2 bedroom, 1 bathroom duplex with tile flooring throughout and recent interior updates. Enjoy a functional floor plan with a welcoming living space, well-sized bedrooms, and easy upkeep. Located in the heart of downtown offering quick access to major roads, shopping, dining, and local attractions. Great option for those looking for comfort and accessibility.

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

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

Remarks: Currently offering 3 months free on a 19-24 months lease and 2 months on a 13-18 month lease! Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Experience stylish, comfortable living at The Waverly at Winter Haven. Located in the sought-after Cypress Gardens area, our pet-friendly community offers a peaceful lifestyle with convenient access to everything Central Florida has to offer. At The Waverly at Winter Haven, you'll enjoy a host of resort-inspired amenities designed to enhance your lifestyle, from a sparkling pool and sundeck to a cyber lounge and car wash station. Our spacious one, two, and three bedroom floor plans offer modern features like stainless steel appliances, in-home laundry, and walk-in closets, ensuring comfort and convenience. With easy access to local attractions and major employers, living here is both practical and enjoyable. Schedule a tour today and discover why The Waverly is the perfect place to call home.

Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)

Listing Agent: Aj Rebhan (704-502-7778)

Remarks: Currently offering 3 months free on a 19-24 months lease and 2 months on a 13-18 month lease! Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Experience stylish, comfortable living at The Waverly at Winter Haven. Located in the sought-after Cypress Gardens area, our pet-friendly community offers a peaceful lifestyle with convenient access to everything Central Florida has to offer. At The Waverly at Winter Haven, you'll enjoy a host of resort-inspired amenities designed to enhance your lifestyle, from a sparkling pool and sundeck to a cyber lounge and car wash station. Our spacious one, two, and three bedroom floor plans offer modern features like stainless steel appliances, in-home laundry, and walk-in closets, ensuring comfort and convenience. With easy access to local attractions and major employers, living here is both practical and enjoyable. Schedule a tour today and discover why The Waverly is the perfect place to call home.

Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)

Listing Agent: Aj Rebhan (704-502-7778)

Remarks: Currently offering 3 months free on a 19-24 months lease and 2 months on a 13-18 month lease! Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Experience stylish, comfortable living at The Waverly at Winter Haven. Located in the sought-after Cypress Gardens area, our pet-friendly community offers a peaceful lifestyle with convenient access to everything Central Florida has to offer. At The Waverly at Winter Haven, you'll enjoy a host of resort-inspired amenities designed to enhance your lifestyle, from a sparkling pool and sundeck to a cyber lounge and car wash station. Our spacious one, two, and three-bedroom floor plans offer modern features like stainless steel appliances, in-home laundry, and walk-in closets, ensuring comfort and convenience. With easy access to local attractions and major employers, living here is both practical and enjoyable. Schedule a tour today and discover why The Waverly is the perfect place to call home.

Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)

Listing Agent: Aj Rebhan (704-502-7778)

Remarks: FOR RENT - 2 Bedroom/2 Bath Condo at Imperial Harbours. This community is for ages 55+. The unit comes with all of the appliances and faces the garden area. The bedrooms are generously sized, and the porch area is enclosed. The community features a very nice pool with a TIKI Bar area for relaxing and sipping your favorite drinks. In the distance you can watch the sun rise over Lake Howard in the early morning hours of the day. The amenities include an in-ground community pool, pool maintenance, grounds maintenance, one assigned parking space, elevator access, WI-FI, landscaping, sewer, and trash collection. Come visit this lovely unit today!

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Linda Andre (863-294-7541)

Remarks: 295 Lake Smart Circle in Winter Haven offers comfortable Florida living with scenic water views in a peaceful lakeside setting. This well-maintained 3-bedroom, 2-bath home features a spacious open floor plan with plenty of natural light, creating a warm and inviting atmosphere throughout. The kitchen offers ample cabinet and counter space and opens to the main living and dining areas, making it ideal for both everyday living and entertaining. The primary suite includes a private bathroom and generous closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Enjoy relaxing lake views from the front of the property and take advantage of the home’s convenient location near shopping, dining, schools, parks, and major roadways. Combining comfort, convenience, and beautiful surroundings, this home is a great opportunity to enjoy the best of Central Florida living.

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Marquita Smith (863-289-3343)

Remarks: Currently offering 1 months free upfront and a 99.00 app/ admin fee which is credited to rental account. Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Discover Prose Cypress Pointe and make every day feel like a getaway. Nestled in the heart of Winter Haven and just a short drive from Lakeland, our pet-friendly luxury apartment community offers spacious floor plans, upscale finishes, and resort-style amenities—all thoughtfully crafted with you in mind. Here, you’ll find more than a home, you’ll discover a curated lifestyle. Lounge by the resort style pool and entertainment cabana, stay energized in the 24-hour fitness center, join invigorating on-site fitness classes, or grab complimentary breakfast on your way to work. It’s boutique living designed to elevate your everyday. With convenient access to Tampa, Orlando, and beyond, Prose Cypress Pointe let’s you live chic, live central and completely you.

Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)

Listing Agent: Aj Rebhan (704-502-7778)

Remarks: Currently offering 1 months free upfront and a 99.00 app/ admin fee which is credited to rental account. Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Discover Prose Cypress Pointe and make every day feel like a getaway. Nestled in the heart of Winter Haven and just a short drive from Lakeland, our pet-friendly luxury apartment community offers spacious floor plans, upscale finishes, and resort-style amenities—all thoughtfully crafted with you in mind. Here, you’ll find more than a home, you’ll discover a curated lifestyle. Lounge by the resort style pool and entertainment cabana, stay energized in the 24-hour fitness center, join invigorating on-site fitness classes, or grab complimentary breakfast on your way to work. It’s boutique living designed to elevate your everyday. With convenient access to Tampa, Orlando, and beyond, Prose Cypress Pointe let’s you live chic, live central and completely you.

Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)

Listing Agent: Aj Rebhan (704-502-7778)

Remarks: 4BR/2BA Home including a 2-car garage with 1,739sq. ft. of living space. This home offers a spacious open floor plan with a combined living and dining area and a well-appointed kitchen, perfect for entertaining and enjoying time with guests. Three bedrooms are conveniently located at one side of the house, while the private primary suite is tucked away in the rear, featuring two walk-in closet, dual-sink vanity, and a walk-in shower. Inside laundry for your convenience. Call today to schedule a private showing!

Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)

Listing Agent: Marisol Padilla (863-604-7252)

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: FOR RENT - 1 Bedroom/1 Bathroom Executive Condo in beautiful Park Lake. This ground floor unit has access to Lake Lulu, a community pool, a dock, and a clubhouse/recreational facility. The association fees are included in the rent. If you like skiing, Winter Haven is the Ski Capital of World! Downtown Winter Haven has about a dozen restaurants plus activities for the family every month. These activities include arts and crafts/farmer's markets, music, games, and more. The Winter Haven Public Library offers not only books but movies, family activities and a "kiddie corner". Winter Haven has 26 buildings registered with the US National Register of Historic Places. DISNEYWORLD and the Orlando attractions are only 45 minutes away. You just can't beat it...an active community, with parks, lakes, theatres, and restaurants. Just come to Winter Haven...it's the home of LEGOLAND!

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Linda Andre (863-294-7541)

Remarks: **FLORIDA LAKEFRONT CONDO FOR RENT AT 1,500.00 PER MONTH & INCLUDES UTILITIES.**AGE 55+ HOWEVER, A LOWER AGE MAY BE CONSIDERED. NICELY FURNISHED & 1,190 SQUARE FEET OF LIVING SPACE. THERE IS NO LONGER A PRIVATE 2ND BEDROOM AS IT HAS BEEN INCORPORATED AS MORE LIVING SPACE. THE LANDLORD IS LOOKING FOR A LONG-TERM TENANT & NO SMOKING OR PETS ALLOWED. BOAT SLIP CURRENTLY AVAILABLE FOR YEARLY FEE & APPROVAL. APPLICATION FEE, BACKGROUND CHECK AND MEETING WITH BOARD ARE REQUIRED. CREDIT CHECK FEE PAID BY TENANT. MONTHLY RENT AMOUNT INCLUDES ELECTRICITY, CABLE, INTERNET, WATER, SEWER, TRASH, USE OF RECREATIONAL FACILITIES. This open floor plan has plenty of natural lighting, and beautiful lake views. The updated kitchen with stainless steel appliances has a pass-through to the dining area. The oversized bedroom easily accommodates a king-size bed, has an en-suite bathroom and a walk-in closet. The bonus room and Florida room provide additional living space along with a storage closet. This condo has a washer & Dryer for your convenience. The parking lot is well lit & cameras in use. After 7pm each day the elevator access is by use of the resident's key. Northgate Shopping Center with Publix grocery store is across the adjacent street. One assigned covered parking space is provided. The swimming pool, dock, library, fitness room, and laundry are located on the basement/lake level. The association occasionally offers activities if you wish to participate. Immaculate and well-managed condominium complex that has successfully completed the integrity inspections. The association & landlord must both approve the tenant. The Background check/application fees are non-refundable. Tenant and any visiting guest are required to abide by all association rules and restrictions. A boat slip may be available with approval and a yearly fee.

Listing is courtesy of: JUDY B CLEAVES PROPERTIES INC (863-299-5878)

Listing Agent: Chris Goode (863-287-5454)

Remarks: Virtually Staged. Welcome home to this spacious and well-maintained 3-bedroom, 2-bathroom residence in beautiful Polk County, Florida. Featuring an open-concept floor plan, this home offers a bright living area, a modern kitchen with ample cabinet space, and a comfortable dining area perfect for family meals and entertaining. The primary suite includes a private bathroom and generous closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Enjoy the convenience of central air conditioning, in-unit laundry hookups, and a private backyard ideal for relaxing or outdoor gatherings. Located near shopping, dining, schools, parks, and major highways, this home combines comfort, convenience, and Florida living at its best. Many 3-bedroom rentals in Polk County highlight open layouts, modern kitchens, and easy access to local amenities

Listing is courtesy of: MCO MANAGEMENT GROUP LLC (407-352-1019)

Listing Agent: Jose Renta (407-460-2073)

Remarks: Discover the charm of historic Winter Haven in this newly renovated 1-bedroom, 1-bath apartment located just steps from beautiful Lake Howard and within walking distance to downtown Winter Haven. This updated unit blends classic character with modern touches, featuring built-in details, new countertops, updated appliances, a new vanity, and a newly renovated shower. The kitchen includes an electric range and refrigerator, and the home is cooled with AC window units. Water is included in the rent, and residents also enjoy 1 assigned parking space plus access to onsite coin laundry facilities. Enjoy lakeside living with nearby shopping, dining, parks, and downtown attractions all just minutes away. Contact us today to schedule your private showing!

Listing is courtesy of: HAINES AND HAVEN RESIDENTIAL (863-443-8845)

Listing Agent: Lucas Oliveira (407-538-2096)

Remarks: Enjoy the charm of historic Winter Haven in this newly renovated ground-floor 1-bedroom, 1-bath apartment located just minutes from Lake Howard and downtown Winter Haven. This cozy unit offers a private fenced yard, giving you your own outdoor space to relax, garden, or enjoy the Florida weather. Inside, the apartment features updated countertops, newer appliances, a renovated bathroom with new vanity and shower, and classic built-in details that add character. The kitchen includes an electric range and refrigerator, and the home is cooled with AC window units. Please note this is a lower-ceiling unit, adding to the cozy cottage-style feel of the space. Water is included in the rent, and residents also enjoy 1 assigned parking space plus onsite coin laundry facilities. Conveniently located near shopping, dining, parks, and downtown attractions. Contact us today to schedule your showing.

Listing is courtesy of: HAINES AND HAVEN RESIDENTIAL (863-443-8845)

Listing Agent: Lucas Oliveira (407-538-2096)

Remarks: 1 MONTH FREE -AVAILABE AFTER JULY 15 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: 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.

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

Listing Agent: Laidy Mataushek (407-298-0779)

Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, _3 bathrooms, 2 car garage and approximately 2,150 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 (407-298-0779)