Winter Haven Apartments for Rent - 178 rentals

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: 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)

Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 2,136 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 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 (407-298-0779)

Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,961 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: Amazing location! In this beautiful house you will find a 3 bedroom 2 full bath and a bonus room (use it as an extra bedroom, office, etc.) This modern house sits on a corner lot, spacious living area, very sunny and inviting, ceramic tiles, stainless steal appliances, quartz counter tops, walking closet and a 2 car garage. Call to schedule a showing and move in to this lovely community.

Listing is courtesy of: LA ROSA REALTY CENTRAL FLORIDA LLC (407-861-8009)

Listing Agent: Britzeida Pichardo (347-549-7568)

Remarks: 2ND MONTH RENT FREE: Move-In Ready, Pet-Friendly, 2-Car Garage! Available for immediate occupancy! Step into this stunning 2023 Meritage Home in the heart of Winter Haven, Florida—a highly upgraded 3-bedroom, 2-bath single-story home designed to impress. This move-in ready home features neutral tones throughout, a chef-inspired kitchen with stainless steel appliances, quartz countertops, and a large island perfect for entertaining. The master suite boasts a walk-in closet, dual sinks, and a spacious shower, while additional bedrooms are generously sized. Enjoy the convenience of an indoor laundry room with washer and dryer, an energy-efficient design, and a 2-car garage. Pet-friendly and thoughtfully designed for comfort, the home also includes a paver driveway and patio slab. Residents of VillaMar enjoy resort-style amenities, including a sparkling pool overlooking a gorgeous lake, umbrellas, loungers, a playground, and community mailboxes. Don’t wait—schedule your showing today! Sorry No Cats.

Listing is courtesy of: RENT A FLORIDA HOME (863-232-6262)

Listing Agent: Katrina Anarumo (863-232-6262)

Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bath condominium located in the desirable Winter Ridge community in Winter Haven. Offering approximately 1,073 square feet of comfortable living space, this inviting home features a bright and open floor plan designed for both everyday living and entertaining. The spacious living and dining areas flow seamlessly, creating a warm and welcoming atmosphere. The primary suite offers a private retreat with an en-suite bathroom and generous closet space, while the second bedroom and bath provide flexibility for guests, family members, or a home office. Winter Ridge residents enjoy a variety of community amenities, including a community pool, clubhouse, fishing opportunities, private boat ramp, dock access, and direct access to beautiful Lake Smart. The community is golf-cart friendly and offers a relaxed Florida lifestyle with convenient access to shopping, dining, medical facilities, and major roadways. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this charming condo offers exceptional value in a sought-after lakefront community. Schedule your private showing today!

Listing is courtesy of: EG ORLANDO LLC (407-453-8679)

Listing Agent: Isamanda Hernandez (786-542-3725)

Remarks: 3 Bedroom 2 bath home for lease: Ideally located near the Lake Summit Boat Ramp and Park, 2005 N Lake Eloise is a beautifully maintained and spacious single-family home offering comfort, convenience, and charm. Enjoy relaxing evenings, morning coffee, or peaceful outdoor living from the private screened-in patio overlooking the fully fenced backyard. The patio also features a convenient pet door and can be accessed directly from both the vaulted-ceiling living room and the private primary suite. The primary suite offers an ensuite bathroom complete with a beautifully tiled walk-in shower, while the guest bathroom includes a tub and shower combination. A full-size two-car garage provides secure entry and ample additional storage space. All kitchen appliances are included, along with a washer and dryer for added convenience. Availability Available June 2026 Amenities Include: Tile Flooring throughout living areas Carpet in Primary Bedroom 2 car garage Fenced in back yard Appliances include: Full Size Washer and Dryer Oven/Stove Dishwasher Refrigerator and Freezer with Water Dispenser and Ice Maker Microwave Pricing: $1,950/month Tenant Pays: electric, internet, water/sewer, lawn/landscaping, and telephone

Listing is courtesy of: CARREROU ENTERPRISES, LLC (863-294-2384)

Listing Agent: Ozzie Carrerou (863-294-2384)

Remarks: Located in the welcoming Jan Phyl Village community, this beautifully refreshed 3-bedroom, 2-bathroom home offers comfort, convenience, and plenty of outdoor space. Featuring a fresh neutral color palette and abundant natural light, this move-in-ready residence is designed for easy everyday living. Step outside to enjoy the large backyard, perfect for relaxing, entertaining, or spending time outdoors. Small pets considered. Conveniently located just minutes from Recker Highway and Cypress Gardens Boulevard, with easy access to shopping, dining, and major roadways throughout Winter Haven and surrounding areas.

Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)

Listing Agent: Daryle Henry, Jr. (863-651-4792)

Remarks: Virtually Staged. Chain of Lakes WATERFRONT living with stunning views of Lake Roy! This beautifully updated 1-bedroom condo offers the perfect blend of peaceful lakeside charm and everyday convenience, located just minutes from shopping, dining, and entertainment. Step inside to find wood-look tile flooring throughout, fresh calming oasis-blue paint, and abundant natural light pouring in through updated windows showcasing picturesque lake views. The spacious living area flows into a versatile window-lined nook, ideal for a home office, reading corner, or expanded seating area. The updated kitchen features modern appliances and an efficient layout designed to maximize space and functionality. The bedroom offers two closets for ample storage along with a convenient stackable washer and dryer nook. The bathroom has been tastefully renovated with a modern subway-tiled tub surround. Just outside your front door, enjoy a large HOA-maintained green space with picnic seating overlooking the water. Beyond that, you’ll have direct access to Lake Roy, perfect for kayaking, paddle boarding, or simply soaking in the serene setting. The community dock provides additional space for fishing, relaxing, and enjoying breathtaking lakefront sunsets. Don’t miss this rare opportunity to lease a charming lakeside retreat on the Chain of Lakes!

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

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