Winter Haven Apartments for Rent - 165 rentals

Remarks: Ask about our move in special ! Charming 3 bedroom home in Winter Haven featuring a large yard perfect for outdoor living, play, or weekend gatherings. Call today to view

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

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

Remarks: Check out this LIKE NEW 2022-built home located in the desirable Estates of Lake Florence community in Winter Haven, just off Overlook Drive. This beautifully maintained 3-bedroom, 2-bathroom split floorplan home offers the perfect blend of style, space, and convenience. Inside, you'll find ceramic tile flooring throughout the main living areas and plush carpet in the bedrooms for added comfort. The sleek, modern kitchen features gray cabinetry, quartz countertops, a spacious integrated island, and a walk-in pantry—perfect for both everyday living and entertaining. The owner’s suite is tucked away at the back of the home, just off the kitchen and living room, and boasts a large walk-in closet and a beautifully appointed en suite bathroom. Custom noise-resistant windows in the master bedroom ensure peaceful rest and privacy. Smart home features elevate the living experience, including smart light switches compatible with Alexa and Google, a smart garage door opener with an exterior keypad for easy access, and a keyless smart lock on the front door. Ceiling fans are installed throughout the home for added comfort and energy efficiency. Situated on a massive .32-acre wedge lot, this property offers one of the largest yards in the community—a rare find in an HOA neighborhood. Landscaping service is included, making maintenance a breeze. Don’t miss your chance to live in a like-new home with premium finishes, cutting-edge smart features, and an expansive outdoor space. Available now—schedule your tour today!

Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)

Listing Agent: Christin Davis (863-259-4600)

Remarks: One or more photo(s) has been virtually staged. Corner - unfurnished unit @ The Enclave, located within the manned, gated Cypresswood Golf & Country Club in Winter Haven, Florida. This premier community features an 18-hole championship golf course designed by award-winning architect Ron Garl. The course is open 365 days a year, from sunrise to sunset. Residents enjoy access to outstanding amenities including a pro shop, wellness center, lounge, dining rooms, swimming pool, and tennis courts. Practice facilities include a driving range, putting green, and chipping green. The clubhouse is ideal for events and celebrations, accommodating up to 175 guests. The Enclave at Cypresswood Golf Course is conveniently located just off Dundee Road, near Dollar General, and only minutes from Win-Dixie on Highway 27. It’s a short drive to downtown Winter Haven and LEGOLAND®. Shopping and entertainment options abound: • Dollar General is just across the guardhouse. Winn-dixie just 1/4 mile from the guardhouse. • Approximately 5 miles to Eagle Ridge Mall, featuring Dillard’s, Regal Cinemas, a bowling alley, arcade, and food court. • About 15 miles to Posner Commons (Posner Park) in Davenport near I-4, offering major retailers such as Target, Best Buy, BJ’s Wholesale, popular restaurants like Chipotle and Five Guys, and Cinépolis IMAX, with ongoing mixed-use development. Property Features • Exterior and lawn maintenance included • Unfurnished corner unit • Open floor plan • Backs up to vacant land for added privacy • All appliances included Navigate a 3D Interactive Virtual Tour, 360 degree interactive aerial virtual tour with zoom in & out capabilities showcasing the property backing up to vacant land and view as far as the eyes can see. Walk through videos also available.

Listing is courtesy of: 3D TEAM REALTY LLC (863-604-3662)

Listing Agent: Jimmy Aguilar (863-604-3662)

Remarks: Available May 1st — Bright and well-kept 1/1 first-floor condo offering 931 sq ft of comfortable living space and a relaxing pond view from the rear of the unit. Enjoy easy access with no stairs and a peaceful setting. Condo board approval is required for all occupants and pets. One pet under 20 lbs is permitted with association approval. Ideal for anyone seeking a quiet, well-managed community.

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

Listing Agent: Sharon Gastelbondo (863-800-4655)

Remarks: Beautiful 3-bedroom, 2-bathroom home built in 2023, located in the desirable Inman Groves community. This modern single-story property features an open-concept floor plan with spacious living and dining areas, a well-appointed kitchen with modern appliances, walk-in closets, and a dedicated laundry room with washer and dryer included. Enjoy energy-efficient living with roof-mounted solar panels, helping reduce utility costs. The home also offers a covered garage, patio, and contemporary finishes throughout. Conveniently located near shopping, dining, schools, and major highways. Available July 1, 2026. Minimum 12-month lease required. Tenant screening required.

Listing is courtesy of: HOMESIDE REALTY CORP. (305-266-1708)

Listing Agent: Noemi Sosa (407-300-3941)

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: 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. Applications are First Come First Serve basis. Variable Rent Option – go to “Apply” on website and select Term for monthly rental options. This home is professionally managed and maintained by Owner. You deserve single family rental living at its best!

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

Listing Agent: Cathy Behe (689-244-9559)

Remarks: Check out this awesome 1 bedroom, 1 bathroom remodeled mobile home. The home sits on the corner lot with private parking, covered patio and washer/dryer hookups. The home has new bathroom, new fixtures, new hot water heater, new roof, new flooring and freshly painted. Additional of $50.00 is required for water, sewer, garbage, and lawncare. Resident pays electric Pet Policy --One Dog of 35lb or less (full grown size) - NO AGGRESSIVE BREEDS! Pet insurance is required as well as current vet records. A non-refundable pet fee and additional rent is required for an approve pet . Failure to report any animal intended for residency will invalidate your application and immediately terminate your lease if you are selected. YOU MUST TOUR THE PROPERTY PRIOR TO SUBMITTING AN APPLICATION. Application Process: You will be required to submit the following when you fill out your application: Driver's License/State ID, Income Verification, and pictures, if any, of your pet. This must be done when you apply in order to proceed with your application. APPLICATION FEES ARE NON-REFUNDABLE AND APPLY TO EVERYONE 18+ YEARS OR OLDER. We check: Credit (rental collections and utility collections are red flags) Rental history Employment Background (extent determined by HOA requirements) Gross income must meet or exceed 3 times the monthly rent to qualify for the property you are interested in. Example-Applicant must be able to prove $3000 gross income (verifiable) in order to qualify for home that rents for $1000 a month. What is provable income? A copy of your last pay stub or a letter from your employer will help in determining your income. Sometimes copies of your bank statement or your tax return, W2 forms or 1099 forms are necessary as well. Types of income include, Child Support, Spousal Support, SSI, Retirement and/or Disability, Wages, Parental Support and Student Financial Aid. ALL APPLICATIONS ARE SUBJECT TO OWNER APPROVAL!

Listing is courtesy of: RIGHTHOUSE REALTY LLC (407-216-8788)

Listing Agent: Tim Schmidt (407-216-8788)

Remarks: 3 bedroom 2 bath home with 2 car garage located in SE Winter Haven near Legoland. Modern custom cabinets throughout the home, open island kitchen design with pantry, bedrooms with plenty of closet space. Large master suite with roomy walk-in closet, spacious tiled master bath, and sliding doors to screened porch. Double pane windows throughout. Fenced yard. Located in a family friendly neighborhood right down the street from Garden Grove Elementary School. Convenient to Walmart, CVS, and Walgreen, and just a short drive away from Eagle Ridge Mall.

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

Listing Agent: Donna Williams (863-701-3663)

Remarks: This beautiful 3-bedroom, 2-bathroom home is nestled in the sought-after Whispering Trails neighborhood of Winter Haven. Inside, you’ll find an open floor plan that creates a bright, airy flow from the living area to the kitchen and dining space—perfect for both everyday living and entertaining. The home comes equipped with a washer and dryer, making move-in easy and convenient. Step outside to enjoy a spacious screened-in porch, ideal for relaxing mornings or cozy evenings, and a fully fenced backyard that offers plenty of room to play or unwind. Located in a quiet, welcoming community just minutes from local shops, schools, and parks, this home is ready for you to settle in and make it your own.

Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)

Listing Agent: Christin Davis (863-259-4600)

Remarks: FLORIDA LAKEFRONT (age 55+) CONDO FOR RENT, $1,500 PER MONTH. THE LANDLORD IS LOOKING FOR A LONG-TERM TENANT. NO SMOKING, & NO PETS ARE ALLOWED. APPLICATION FEE AND 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 & ONE ASSIGNED COVERED PARKING SPACE. This open floor plan has plenty of natural lighting, a beautiful lake view and is nicely furnished. 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. 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: Pre-Construction. To be built. Brand-New Corner Lakeview Home for Rent in Winter Haven $2,350/Month | Available June 9 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 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: Beautiful first-floor apartment, conveniently located near restaurants, shopping, and the hospital. This one-bedroom, one-bathroom home features a granite vanity, a laundry room, and a kitchen with granite countertops. Currently available and a must-see!

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

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

Remarks: Beautiful and fully equipped In-Law Suite with a private, independent entrance located within a Main House, which has its own separate entrance and is rented separately. This one-story suite offers a comfortable and functional layout, featuring modern finishes, quartz countertops, newer appliances, upgraded lighting, and ceiling fans. Enjoy a cozy living space with access to a fenced backyard and covered patio area. Located in Peace Creek Reserve, residents benefit from a community pool, playground, and convenient proximity to schools, shopping, dining, and recreation.

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

Listing Agent: Rhansel Acevedo Rodriguez (407-668-0143)

Remarks: One or more photo(s) has been virtually staged. Spacious one-story home for rent featuring 3 bedrooms, 2 full bathrooms, and an office. The home includes quartz countertops, newer appliances, upgraded lighting, ceiling fans, and a fenced backyard with a covered patio. The property also features an In-Law Suite with its own private, separate entrance, which is rented separately. Located in Peace Creek Reserve with access to a community pool, playground, and nearby schools, shopping, and dining.

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

Listing Agent: Rhansel Acevedo Rodriguez (407-668-0143)

Remarks: Showing of this property will start June 1, 2026 by appointment only. Lovely home at a convenient location in the heart of Winter Haven, minutes from all the stores and restaurants, quick access to Polk Parkway & I-4, & takes less than an hour drive to Orlando or Tampa. The home offers a comfortable floor plan with a magnificent living room, fabulous master suite w/ walk-in closet & ensuite bathroom, & the formal dining area overlooking the lanai & backyard. The home is well-maintained. Lease terms can be flexible to applicants who are planning to purchase a home in the future or expecting a future job relocation, for flexible lease terms less than a year, monthly rent will be adjusted based on terms. Applicants must submit proof of verifiable income such as paystubs, W2, proof of employment, or any documentation to verify income; landlord requires total household income at least 3 X the monthly rent, all applicants must provide a valid proof of identification, & must honestly disclose the number of occupants residing in the home. All adults are required to complete the application process & background screening.

Listing is courtesy of: MAZELG REALTY (863-399-0226)

Listing Agent: Lienyvette Grimaldo (863-399-0226)

Remarks: Welcome to this well-maintained home located at 2007 9th St NE, offering comfort, convenience, and a prime location. This inviting property features a spacious layout with plenty of natural light, creating a warm and welcoming atmosphere throughout. Step outside to a generous yard—ideal for outdoor enjoyment, gatherings, or simply unwinding after a long day. Key Features: * Spacious living areas * Ample natural light * Functional kitchen with storage * Private yard space * Convenient location near amenities Easy to Qualify!!! NO CREDIT CHECK Some pictures has been improved with edits

Listing is courtesy of: RODRIGUEZ PROPERTY MANAGEMENT (407-936-4061)

Listing Agent: Francisco Medina (407-931-6738)

Remarks: Welcome to this stunning new-construction home (2024), situated in the highly sought-after community of Sutton Preserve in Winter Haven. This beautifully designed single-story residence features a spacious open floor plan comprising 4 bedrooms and 3 bathrooms—including a spacious primary suite highlighted by a large walk-in closet and private en-suite bath. Enjoy a modern kitchen equipped with quartz countertops, brand-new stainless steel appliances, and generous storage space. The split-bedroom layout ensures both privacy and functionality, with abundant natural light filling every living area. A fully fenced backyard offers ample space and security to meet all your needs. Additional features include large walk-in closets in several bedrooms and a two-car garage. Conveniently located just minutes from LEGOLAND, as well as local shops, restaurants, and the area's major attractions.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Marilin Lugo (407-285-6145)

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)