Winter Haven Apartments for Rent - 125 rentals

Remarks: Gorgeous sunset views over Lake Winterset… this is the kind of rental you don’t come across often. Located in the gated Winterset community, this well-maintained 2-bedroom, 2-bath upstairs condo with a private one-car garage offers easy, low-maintenance lakeview living. Inside, you’ll find an open and airy layout with vaulted ceilings, skylights, and large sliding glass doors that bring in tons of natural light while framing peaceful lake views. The spacious great room serves as the main living area, while the kitchen is tucked just off to the side featuring an eat-in area, breakfast bar, closet pantry, and a convenient laundry closet with washer/dryer. The primary suite overlooks the lake and offers private access to the screened-in lanai, along with a large walk-in closet and an updated en-suite bath with a walk-in shower. The split bedroom layout provides privacy, with the guest bedroom offering ample space and easy access to a full second bath with a tub/shower combination. Guest parking is available nearby. Winterset residents enjoy access to a lakeside community pool, clubhouse, tennis courts, and a private boat ramp with direct access to the Chain of Lakes—ideal for boating, fishing, and enjoying lake life. Conveniently located near Publix, Walmart, Legoland, dining, shopping, medical facilities, and easy access to Highway 27. Move-in ready—schedule your showing today.

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

Listing Agent: Carlee Marchetti (863-258-3338)

Remarks: House available for rent in the VillaMar condominium – 3 bedrooms and 2 bathrooms Beautiful residence with a veranda at the entrance and a charming garden, perfect for those seeking comfort and practicality. The open-concept layout offers integration between the living room, dining room, and kitchen, providing spaciousness and brightness to the environment. The master suite guarantees total privacy and features a large walk-in closet. The kitchen is equipped with all appliances, as well as granite countertops and high-quality wooden cabinets. The house also has a garage for 2 cars. The VillaMar condominium offers a privileged location, with easy access to main roads, as well as being close to shops, restaurants, and various entertainment options. Don't miss this opportunity! Schedule your visit.

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

Listing Agent: Umberto Da Cunha Neto (407-690-3539)

Remarks: Located in Peace Creek Reserve—one of Winter Haven’s most tranquil and appealing communities—this property offers the ideal balance between peace, comfort, and convenient access to everything a family needs for daily living. Surrounded by charming natural scenery and situated close to lakes, trails, recreational areas, shops, and major roadways, this neighborhood has become an excellent choice for those seeking to enjoy a higher quality of life without straying far from what matters most. Back on the market, this residence represents a special opportunity for those seeking spaciousness, functionality, and a living space that truly feels like home. The property features five bedrooms plus a spacious loft—ideal for use as an office, study area, entertainment room, or a versatile flex space tailored to your family's specific needs. Its open-concept design fosters a harmonious flow between the kitchen, dining area, and living room—all bathed in abundant natural light and featuring direct access to a covered patio, perfect for socializing, relaxing, or entertaining guests. On the second level, the layout prioritizes privacy and comfort, highlighted by a spacious primary suite complete with a walk-in closet and private en-suite bath—a space designed to offer ultimate relaxation and tranquility. With modern finishes, generous living spaces, and a location that seamlessly blends serenity with convenience, this move-in-ready property has everything it takes to become your perfect new home.

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

Listing Agent: Carla Moreno Pineda (561-410-9003)

Remarks: AVAILABLE UNFURNISHED CONDO FOR RENT AT THE CHAIN OF LAKES Community of Winter Ridge Condominiums between Lake Smart and Lake Conine! This corner unit property offers stunning views across Lake Smart and the canal to Lake Conine. The master ensuite offers access to the porch with view to enjoy the panorama of the canal and Lake Smart. This spacious bedroom provides a large walk-in closet with loads of organized cabinetry, its bathroom has a tiled walk-in shower. This desirable community has a heated pool, clubhouse, chain of lake access with boat dock, boat slips, and more! Rent includes maintenance of grounds along with trash. It’s a convenient location near Polk state college, Bay Care Hospital, Advent Health, restaurants, and much more. HOA BACKGROUND AND CREDIT APPLICATION Required.

Listing is courtesy of: TWIN HOMES REALTY (407-839-9731)

Listing Agent: Alvaro Molina (407-839-9731)

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: This move-in ready home is located in the Garden Grove area. Minutes away from Lake Ned boat ramp, Legoland, Publix, Walmart, Starbucks, banks, restaurants, and shopping. Home includes stainless steel kitchen appliances, washer and dryer. The home offers neutral colors and tile flooring throughout, a split floor plan, ample storage, interior laundry room, formal living room/bonus room, primary suite with walk-in closet, and the kitchen overlooks the combo family and dining room. Nice sized bedrooms and closets. The home also has a screened-in back porch and a large two-car garage. There is also extra driveway parking. Utilities and lawn maintenance are tenant responsibility. Applications: background check, credit report, $50/adult fee. No pets allowed.

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: Caitlin Meadows (863-845-6562)

Remarks: Beautiful 4 bedroom home in the heart of Winter Haven. You'll find tile throughout living areas, spacious bedrooms, an open concept, a covered rear porch and a large yard fully fenced. Lawn maintenance included for a more relaxed living! Quiet community with pool and amenities to enjoy. Close to Davenport, Haines City, and only 28 miles to 192 in Kissimmee! Schedule your tour today and you can call this your home this Spring!

Listing is courtesy of: MERCEDES INVESTMENTS LLC (321-402-6726)

Listing Agent: Jennifer Arguello (321-402-6726)

Remarks: Beautiful, fully remodeled home located in the desirable Berryhill community of SE Winter Haven. This spacious one-story home offers over 2,000 square feet of living space and features a brand new resurfaced private pool, brand new vinyl fenced backyard, and modern upgrades throughout. Large in-ground private pool (15x30), Oversized primary suite with walk-in closet, Split-bedroom floor plan, Fireplace in living area, Granite countertops in kitchen, Stainless steel appliances, Updated bathrooms with stone counters, Ceramic tile and laminate flooring, Florida room overlooking the pool, 2-car garage with epoxy flooring Located close to shopping, restaurants, medical facilities, schools, and just minutes from LEGOLAND Florida. Quiet, well-maintained neighborhood, only ONE block from elementary school This home is truly move-in ready and perfect for families, entertaining, or anyone looking for Florida living with a private pool.

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

Listing Agent: Markus Khalil (407-929-3450)

Remarks: The renovated first-floor apartment features laminate floors throughout, beautiful kitchen cabinets, appliances include a stove, microwave, and refrigerator and Washer & Dryer It also features an A/C unit Hight efficiency, modern lighting lamps and blinds. Security cameras on property exteriors. Great location offering walking distance to the bus line, Winter Haven High School, municipal offices, restaurants, shopping areas, Hospitals, and a short drive distance to Sunny Beaches.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Manuel Paredes (407-840-2272)

Remarks: Rent a home and have an extra area for your friends or family to live while visiting . This near new !! 4 bedroom 3 bathroom Lennar Next Gen home available for lease in Peace Creek Reserve in Winter Haven. This layout features a private mother in law suite with its own entrance, living area, kitchenette, bedroom, and full bath, ideal for multigenerational living or added privacy. Main home offers an open concept floor plan with a large living area, modern kitchen with island, and separate dining space. Primary suite includes a walk in closet and private bath with dual sinks and walk in shower. Secondary bedrooms are well sized with a shared full bath. Interior features includes tile in main living areas, carpet in bedrooms, and tile in all wet areas. Laundry room included. Attached 2 car garage. Move in ready. Schedule your showing today.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)

Listing Agent: Michael Hochadel (863-604-0018)

Remarks: Cozy 1 bed / 1 bath + den with built-in closet, perfect for a home office or guest space, located on the ground floor for easy access. Freshly painted and offering a functional layout with great natural light. Enjoy a shared backyard and on-site coin laundry for added convenience. Includes 1 assigned parking space. Situated in a quiet, well-kept neighborhood near a local school, just 5 minutes from downtown and 10–15 minutes from Legoland, with easy access to shopping and dining. No pets allowed. Available now with a minimum 1-year lease.

Listing is courtesy of: MASIS ROYALTY REAL ESTATE (760-620-2065)

Listing Agent: Liljana Masis (760-620-2065)

Remarks: This 3-bedroom, 1-bathroom home at 729 Crestwood Dr in Winter Haven offers a comfortable and practical living space in a quiet, cozy community. Featuring hardwood floors throughout, the home provides a clean, classic feel that’s easy to maintain. A dedicated laundry room includes washer and dryer hookups for added convenience. Step outside to a spacious backyard complete with a storage shed—perfect for keeping tools, equipment, or seasonal items organized. Conveniently located near local amenities, this home offers both comfort and accessibility. Section 8 vouchers are welcome.

Listing is courtesy of: CORA PROPERTIES LLC (863-651-2139)

Listing Agent: Jaquis Mccullough (863-651-2139)

Remarks: One or more photo(s) has been virtually staged. Check out this 3 bedroom 2 bath totally renovated an updated home. The gorgouse home offers so much! Updated kitchen with granite solid surface counter tops, stainless steel applainces and closet pantry. The home offers an open floor plan. Spacious master bedroom with an totally updated ensute master bath that offers a step in glass shower and vanity. Washer and dryer connections available. Updated lighting with LED accients, upgraded electrical outlets with USB jacks. Never go without a phone charger again! LVP flooring throughout home (no carpeting). Large fenced yard with large oak trees perfect for shade. Other upgrades include smart motion activated light swithces to help save on energy costs. Tesla car charger, new energy efficent windows. No HOA! Great location with easy accesss to Polk Parkway and I4. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. This property is proud to offer deposit-free living to qualified renters through Obligo! We understand that moving costs can add up, so we want to extend financial flexibility to our residents. Resident Benefit Package (Included in rental amount): -Bi-monthly A/C Filter Delivery -$100,000 Tenant Liability Insurance/ $10,000 Content Coverage -PestShare Service -Identity Protection -Credit building (All Credit Bureaus) -Piñata Tenant Rewards Program -Tenant Portal Access: Online payments & submission of maintenance requests -24 Hour Emergency Maintenance Hotline -One time Late Fee Forgiveness -$500 Rebate after closing if you purchase a home with one of our preferred Realtors

Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)

Listing Agent: Richard Eijo (863-397-5707)

Remarks: A studio apartment with 1 bath for rent off of Lake Roy. Included in the rent is Water, and Lawn service. This property does not have a washer or dryer hook-up. Call soon before this property is gone! Application Fee runs $50 per adult with a onetime $50 Lease Fee. For this home we are asking for First Month's Rent ($800), and Security Deposit ($1000) making total move in cost assuming one adult to be $1900 if you move in on the first of the month.

Listing is courtesy of: AT YOUR SERVICE REALTY, LLC (863-665-5663)

Listing Agent: Daniel Gonzalez (863-226-9614)

Remarks: Super Cute Home features 4 bedroom, 2 bath, 2 car garage home, located in Country Club Estates. Freshly painted a neutral color, tile in living areas and brand new LVP in bedroom. Living room kitchen combo, great for family time. Call today for a showing!

Listing is courtesy of: ORLANDO REO PROF I INC (407-704-6924)

Listing Agent: Ronald Gentile (407-247-0849)

Remarks: Located in the gated community of Mandolin, this well-maintained, move-in ready home checks all the boxes—a functional layout, comfort and privacy, 10x15 screened in lanai and a fully fenced backyard. The open-concept living space is designed for both everyday living and entertaining, while the kitchen is the heart of the home featuring oak cabinetry, ample counter space, pantry closet, and a seamless flow into the dining area. The spacious primary suite offers a true retreat, complete with dual walk-in closets, a garden tub, tile walk-in shower, and a private water closet. Ideally located in Southeast Winter Haven, just minutes from shopping, dining, Publix, Walmart, and Legoland, with quick access to HWY 27 for an easy commute to Orlando or Tampa.

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

Listing Agent: Carlee Marchetti (863-258-3338)

Remarks: Brand new, never-lived-in house for rent in Winter Haven! Beautiful two-story, brand new, never-lived-in house featuring 6 bedrooms and 3 full bathrooms, ideal for families seeking comfort, space, and modern living. The home offers a modern open-concept layout with spacious, bright interiors. At the entrance, a welcoming porch with a garden adds charm and curb appeal. The main living area features sliding glass doors that open to a large outdoor space, perfect for relaxing and entertaining. The kitchen comes fully equipped with all essential appliances, wooden cabinetry, and a convenient countertop ideal for quick meals. An equipped laundry room adds extra convenience for everyday living. One bedroom and a full bathroom are conveniently located on the first floor, making it ideal for guests, extended family, or a home office. The home also includes a 2-car garage. Upstairs, you’ll find the remaining bedrooms, including a spacious primary suite with a private bathroom and a large walk-in closet. The second floor also features a versatile loft, perfect for a home office, TV room, or study area. Located in Peace Creek Reserve, a planned community of new single-family homes, residents enjoy: Community swimming pool Playground Walking paths Family-friendly, well-organized environment Excellent location with easy access to schools, supermarkets, restaurants, pharmacies, major roads, downtown Winter Haven, and the city’s beautiful lakes. Don’t miss the opportunity to be the first resident of this incredible home!

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

Listing Agent: Jessyka Dos Santos (407-364-0170)

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: This fully furnished 3-bedroom, 2-bath duplex unit on Avenue P in Winter Haven delivers easy, stylish living in a fantastic location. The bright, open layout creates a welcoming feel from the moment you step inside, with a comfortable living area, a well-equipped kitchen, and spacious bedrooms designed for everyday convenience. Both bathrooms are modern and practical, and the fully furnished setup makes moving in effortless. Situated close to shopping, dining, parks, and major roadways, this home offers a vibrant blend of comfort and accessibility right in the heart of Winter Haven.

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

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

Remarks: Charming and private 1-bedroom, 1-bath annex unit located within the desirable Peace Creek Reserve community in Winter Haven. This well-designed space offers comfort and efficiency, perfect for those seeking a low-maintenance lifestyle in a quiet, growing area. Enjoy convenient access to Highway 60 and Highway 27, with nearby shopping, dining, and schools just minutes away. Plus, you’re only a short drive from LEGOLAND Florida Resort and many other popular Central Florida attractions. Stop searching and start living! Schedule your private showing today and secure your spot for May 1st.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Luis Leon Medina (407-619-2759)