Winter Haven Apartments for Rent - 177 rentals

Remarks: Beautiful 2 bedroom, 1 bathroom duplex located in a quiet and desirable area off Cypress Gardens Boulevard. This move-in ready home features a brand-new roof, renovated interior, block construction, and a spacious oversized lot with 2 parking spaces. The property includes a bright and comfortable living area, new stove, washer and dryer, and a large deep freezer for additional food storage. Enjoy the relaxing screened-in lanai/balcony, perfect for outdoor seating and extra living space. Conveniently located just minutes from shopping centers, restaurants, schools, and major highways while still offering the privacy and comfort of a peaceful community. Property Features: • 2 Bedrooms • 1 Bathroom • Newly Renovated • Brand New Roof • Screened-In Lanai / Porch • Washer & Dryer Included • New Stove Included • Large Deep Freezer Included • 2 Parking Spaces • Oversized Lot • Quiet Community • Excellent Location

Listing is courtesy of: D & D PROPERTY MANAGEMENT SOLUTIONS LLC (407-434-1693)

Listing Agent: Teresa Dishington (407-346-5001)

Remarks: Welcome to 624 Honey Bell Road in the desirable Squires Grove community of Winter Haven! Built in 2022, this move-in ready 3-bedroom, 2-bath home offers the perfect blend of modern design, open living spaces, and everyday comfort. Step inside to discover a bright and inviting open-concept floor plan featuring tile flooring in the main living areas, abundant natural light, and a spacious living and dining area ideal for entertaining or relaxing with family. The well-appointed kitchen serves as the heart of the home, showcasing granite countertops, rich wood cabinetry, stainless steel appliances, a large center island with seating, and a generous pantry for added storage. The split-bedroom layout provides privacy, with a spacious primary suite featuring a walk-in closet and an en-suite bath complete with dual vanities and an oversized walk-in shower. Two additional bedrooms and a full guest bath offer flexibility for family, guests, or a home office. Enjoy Florida living year-round from the covered rear lanai overlooking the backyard, perfect for morning coffee, evening relaxation, or weekend gatherings. Additional features include an interior laundry room, irrigation system, and a two-car garage. Conveniently located near shopping, dining, schools, Legoland, and major roadways with easy access throughout Central Florida. With a low HOA and modern construction, this home offers exceptional value and peace of mind. Seller is motivated and will consider reasonable offers. Schedule your private showing today!

Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)

Listing Agent: David Hartigan (407-955-1156)

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: Winter Haven.. private home with rental unit. Only mins walk to Food and shopping, Lake Howard and Lake Howard Nature Park This unit is currently available for June 1 .Plenty of windows, enclosed/covered porch, sccond floor unit Only minutes from major shopping and dining, and directly across from Lake Howard. This one bedroom unit is ground floor has large living space. Open floor plan with eat-in space in kitchen. Kitchen includes all appliances. Additional items include access to Laundry room with washer/dryer. Plenty of parking including one covered space available for this unit. Great quiet location

Listing is courtesy of: KIMBRIDGE REALTY, LLC (407-755-7367)

Listing Agent: Scott Butts (321-239-8509)

Remarks: Great location. Perfect place to call home. 3 bedroom 2 bath spa/pool home with garage. Located in gated community-overlook estates. Minutes from lego-land. Home offers a kitchen, dining room and a formal dining room. 3rd bedroom has a Murphy bed and built in desk/office area. Master features french doors leading to the pool &spa. Offers walk in closets throughout home. Mature landscaping. Lots of space. Give us a call today , you wont be disappointed. Available may 1st 2026

Listing is courtesy of: PRESTIGE LIFESTYLES REALTY (866-863-1166)

Listing Agent: Jennifer Geiger (407-506-5387)

Remarks: Welcome to your next home! This well-maintained 4-bedroom, 2-bathroom home offers 1,701 sq. ft. of comfortable living space with an open-concept layout that creates a bright and inviting atmosphere—perfect for relaxing or entertaining family and friends. Located in a friendly and welcoming community, residents enjoy access to the community pool and playground, providing great options for outdoor enjoyment. The home is ideally situated just minutes from Highway 27, offering convenient access to everyday essentials, shopping, and dining. Posner Park is a short drive away and features a variety of retail stores, restaurants, and entertainment options. Grocery stores such as Publix and Walmart are nearby, along with popular local restaurants including Manny’s Chophouse and other dining options along Highway 27. With its spacious layout and prime Central Florida location, this home offers the perfect blend of comfort, convenience, and community living. Available for move-in June 1st.

Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)

Listing Agent: Yashira Arroyo Colon (407-864-4904)

Remarks: Welcome to your next home! This beautifully maintained 4-bedroom, 2-bathroom home offers an impressive 1,989 sq. ft. of comfortable living space designed for both everyday living and entertaining. Featuring a spacious open-concept layout, this home provides a bright and inviting atmosphere with plenty of room to enjoy with family and friends. Step outside and enjoy the added privacy of a fully fenced backyard and a screened enclosure, perfect for relaxing outdoors, entertaining guests, or enjoying Florida living year-round. Ideally located in a growing and desirable area, this home is just minutes from Highway 27, providing easy access to shopping, dining, and everyday conveniences. Plus, it is conveniently close to the new Super Target expected to open by December 2026, adding even more convenience and value to the location. Nearby, you’ll also find grocery stores, restaurants, and shopping destinations, including Posner Park, Publix, Walmart, and popular dining options along Highway 27. Offering the perfect blend of space, comfort, convenience, and outdoor enjoyment, this Central Florida home is one you won’t want to miss! available August 1st!

Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)

Listing Agent: Yashira Arroyo Colon (407-864-4904)

Remarks: Beautifully furnished and move-in ready, this pristine residence in the highly desirable 55+ gated community of Traditions at Lake Ruby offers comfort, style, and an easy Florida lifestyle. Available for occupancy June 1, this home has been thoughtfully maintained and is offered fully furnished, making it ideal for tenants looking for a turnkey rental in one of Winter Haven’s premier active-adult communities. The home features a bright, open layout with comfortable living and dining areas, a well-appointed kitchen, spacious bedrooms, and a relaxing Florida-style setting perfect for everyday living or seasonal enjoyment. The furnishings are tasteful and inviting, creating a warm, move-in-ready atmosphere from the moment you enter. With its clean condition, functional floor plan, and low-maintenance feel, this property is ready to be enjoyed immediately. Residents of Traditions enjoy access to an impressive lakefront clubhouse and resort-style amenities, including a fitness center, outdoor pool, aerobics/dance studio, ballroom, card room, arts and crafts studio, library, billiards, walking and biking trails, tennis, bocce, shuffleboard, basketball, scenic lakes and ponds, outdoor patio areas, gazebo, and boat launch access. The clubhouse is located along beautiful Lake Ruby, offering a peaceful waterfront setting for social gatherings, relaxation, and community events. Located in Winter Haven, this home offers the best of Central Florida living with convenient access to shopping, dining, medical services, golf, lakes, and recreation. Known for its Chain of Lakes lifestyle and relaxed small-city charm, Winter Haven provides a quiet residential feel while still being within reach of Lakeland, Orlando, Tampa, and area attractions. A beautifully furnished, well-kept rental in a sought-after 55+ community — ready for occupancy June 1.

Listing is courtesy of: DOUGLAS ELLIMAN (727-698-5708)

Listing Agent: Mike Daquino (631-872-3855)

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: Ready to move in 5-bedroom, 3-bathroom home offers the perfect blend of modern comfort, energy efficiency, and scenic beauty. GREAT NEWS the house have solar panels and you will only need to pay a low electricity bill. Located in the desirable VillaMar community, this spacious home features an open-concept layout ideal for family living and entertaining. Enjoy peaceful mornings with breathtaking pond views right in your backyard — your private retreat for relaxation and tranquility. The home also includes solar panels, helping you save on energy bills while living sustainably. With elegant finishes, a large kitchen, and plenty of natural light throughout, this home is move-in ready and waiting for its new owners. Features resort-style community amenities including a zero-entry swimming pool with a lap lane, a playground, a dog park and sidewalks.Conveniently located near shopping, restaurants, and top-rated schools — this is the lifestyle you’ve been looking for in Winter Haven!

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

Listing Agent: Karina Turcios (407-346-7606)

Remarks: READY TO MOVE !!!! This almost 1900 sq ft beautiful two-story home features four bedrooms, two and a half baths, and a two-car garage. The perfect plan with the perfect color scheme makes this home stand out compare to others that are similar. It provides an open floor plan with great room, dining room, and kitchen with large island. The kitchen features ample counter space, and generous pantry. The casual dining area allows outdoor access to a large backyard via sliding glass doors. The second floor includes an owner's retreat featuring an owner's bath with large walk-in shower, dual vanity, and spacious walk-in closet. Three additional bedrooms, a bathroom, a spacious loft, and laundry room finish off this beautiful home. This home comes fully equipped with Everything Included Features like new appliances, solid surface countertops throughout and oversized tile flooring in the wet areas. Peace Creek Reserve is a masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to live.

Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)

Listing Agent: Adriana Sanchez (321-947-4014)

Remarks: MOVE-IN READY upstairs Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This professionally-managed condominium includes interior laundry, walk-in closets, open concept living space, and so much more. The spacious master bedroom features an en suite bathroom while both bedrooms offer walk-in closets. Additional linen storage exists in the main bedroom and hallway, plus an additional outside storage closet offers plenty of room to store all of your extras. The Cypresswood community features an 18-hole championship golf course designed by Ron Garl, junior Olympic-sized community pool, lighted tennis courts, clubhouse, event space, and so much more. The pool and tennis amenities are INCLUDED with your lease! Minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options, this one will surely not last long. Monthly rent includes maintenance and repairs, pest control, and trash collection. Up to three pets allowed with prior approval; applications approved based on creditworthiness and income equal to at least 3x monthly rent, otherwise additional security deposit may be required.

Listing is courtesy of: JOHN WOOD REALTY, INC. (863-324-9663)

Listing Agent: Kayly Malinas, Pa (863-258-1426)

Remarks: This charming 2-bedroom, 1-bathroom duplex offers the perfect combination of comfort, location, and accessibility. Ideal for those seeking a quiet location yet close to everything essential. Located just minutes from Winter Haven Hospital, clinics, doctors' offices, supermarkets, restaurants, and multiple entertainment options. A strategic and central location for your lifestyle! The interior features a functional design, well-distributed spaces, and plenty of natural light, creating a cozy and practical environment for daily living. Call or write today to schedule a tour

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

Listing Agent: Maria Loayza Jimenez (570-856-6822)

Remarks: Welcome home to this beautifully maintained, like-new residence in one of Winter Haven's growing and convenient locations. Offering a modern open-concept design, this home provides the perfect blend of comfort, style, and functionality. Step inside to find a bright and inviting living space that flows seamlessly into the kitchen and dining area, creating an ideal setting for both everyday living and entertaining. The kitchen features ample cabinetry, modern finishes, and a large island perfect for meal preparation, casual dining, or gathering with friends and family. The spacious primary suite offers a private retreat with an en-suite bathroom and generous closet space, while the additional bedrooms provide flexibility for family members, guests, or a home office. Tile flooring in the wet areas and comfortable carpeting in the bedrooms add both practicality and warmth throughout the home. Conveniently located near Downtown Winter Haven, the Chain of Lakes, shopping, dining, medical facilities, and major roadways including US-27, this home offers easy access to everything Central Florida has to offer. A new Publix shopping center is located approximately one mile away, making daily errands a breeze. Lawn service is included in the monthly rent of $2,000, providing added convenience and value. Rental Requirements: Monthly Rent: $2,000 First Month's Rent, Last Month's Rent, and Security Deposit Required $75 Application Fee per Adult Applicant Background and Credit Check Required No Smoking No Pets Allowed Don't miss this opportunity to lease a well-maintained, move-in-ready home in a desirable Winter Haven location. Schedule your private showing today!

Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)

Listing Agent: Chris Loschiavo (863-280-2201)

Remarks: This house have an open, spacious floor plan with a standout kitchen featuring stainless steel appliances and large pantry, flowing into an inviting "Great Room". The home is equipped with solar panels to assist with energy efficiency. Proximity to medical facilities, shopping, restaurants, and grocery stores, with easy access to US 27 and I-4. The community is noted for having a low HOA fee and no CDD.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Hector Figueroa (939-241-0047)

Remarks: Updated 2 bedroom 2 bath first floor end unit condo located in the Eagle Pond neighborhood at Cypresswood Golf and Country Club. This unit has just undergone a professional interior paint job along with the installation of new laminate flooring. The country club amenities include access to the clubhouse with bar and grill, jr. olympic swimming pool and pickleball/tennis courts. The championship 18 hole golf course is open to the public. As an added bonus, Publix just opened a brand new location just a mile down the road which is sure to attract other popular businesses.

Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)

Listing Agent: Steven Smith, Pa (863-224-2297)

Remarks: A SPACIOUS GROUND FLOOR END UNIT NEAR FAST FOOD, SHOPPING & BUS LINE. UNIT HAS GAS RANGE & HOT WATER, PLUS GAS HEAT, READY TO MOVE IN NO AGE RESTRICTIONS. CLUB HOUSE & POOL WITH DOCK ON CHAIN OF LAKE.

Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)

Listing Agent: William Beasley (863-299-1256)

Remarks: Welcome to Lake Buckeye Condos, where easy living meets everyday comfort. Enjoy access to the community pool without the hassle of maintenance, just relax and unwind. This move-in ready 2 bedroom, 2 bathroom condo offers a cozy and inviting layout perfect for making yourself at home. Step outside onto the spacious porch, an ideal spot to enjoy your morning coffee in the Florida sunshine or unwind in the evenings after a long day. Conveniently located and ready for its next tenant, this charming unit has everything you need to settle in comfortably. Call today to schedule your private showing.

Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)

Listing Agent: William Beasley (863-299-1256)

Remarks: Well-maintained 2 bedroom, 1 bathroom duplex featuring terrazzo throughout and several recent updates. The home offers a functional layout with a bright living area, comfortable bedrooms, and easy-to-maintain finishes. Conveniently located near shopping centers, dining, and major employers. Ideal for commuters seeking a centrally located rental.

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

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

Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bathroom home in the highly sought-after Villamar community of Winter Haven. Built by Meritage Homes, this move-in-ready residence features a thoughtfully designed open-concept floor plan, perfect for both everyday living and entertaining. The spacious kitchen overlooks the great room and showcases granite countertops, stainless steel appliances, ample cabinetry, and a large walk-in pantry. The desirable triple-split bedroom layout provides privacy and flexibility, with two secondary bedrooms and a guest bath near the front of the home, a separate fourth bedroom ideal for guests or a home office, and a private primary suite tucked away at the rear of the property. The primary retreat boasts dual vanities, a beautifully tiled walk-in shower, and a generous walk-in closet. Ceramic tile flooring flows throughout the main living areas, while the bedrooms provide the comfort of carpeting. Residents of Villamar enjoy outstanding community amenities, including a resort-style pool overlooking Crystal Lake, a playground, and convenient community mailboxes. Ideally located near shopping, dining, medical facilities, and LEGOLAND Florida Resort, with easy access to US Highway 27 for commuting to Orlando and surrounding Central Florida destinations. Don't miss this opportunity to own a beautiful home in one of Winter Haven's fastest-growing communities.

Listing is courtesy of: URBAN-O REAL ESTATE SOLUTIONS (407-822-1063)

Listing Agent: Jose Rojo (786-502-6162)