Winter Haven Apartments for Rent - 128 rentals

Remarks: Cozy 1 bedroom, 1 bathroom unit located on the second floor. Situated in a calm, residential neighborhood near a local school, with convenient access to downtown just minutes away. Approximately 10–15 minutes from Legoland, offering an ideal central location. No pets allowed. First month’s rent and security deposit required. A great option for comfortable and convenient living.

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

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

Remarks: 1 MONTH FREE -AVAILABE JUNE 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: Spacious and nicely updated 4-bedroom, 2-bath rental home, perfect for families or those who love extra space! This home boasts modern improvements throughout, offering comfort and style. The huge, fully fenced backyard provides privacy and security, complete with a convenient double gate for easy access. Whether you’re hosting gatherings, enjoying outdoor activities or simply relaxing, this property is designed to meet your needs. Don’t miss the chance to call this beautiful home yours!

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

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

Remarks: Wide open views of Lake Hartridge (Chain of Lakes) draw you straight through the living space and out to an oversized 11x25 screened lanai, setting the tone the moment you step inside! This isn’t your typical condo layout; it’s designed to maximize water views from both levels. This 3-bedroom, 3-bath home features a unique two-story layout that delivers both space and functionality. The main level offers an open living and dining area centered around a decorative stone fireplace, flowing seamlessly into a true chef’s kitchen—complete with abundant cabinetry, generous counter space, a center cooking island, and a breakfast bar. Also on this level is a well-positioned bedroom, a separate full guest bath, a 6x6 storage closet, and direct access to the 2-car garage with additional storage space. Downstairs, the primary suite is positioned to capture even more of those lake views, with direct access to a second 11x25 screened lanai—same impressive size, just steps closer to the water. Just off the suite is a versatile flex space with built-in shelving, ideal for a home office, second living area, or fitness setup, along with a large under-stair storage closet. An additional bedroom, full bath, and a separate laundry room complete the lower level, offering a layout that truly works for everyday living. Tile flooring runs throughout most of the home, with carpet in select bedrooms for added comfort. Rent includes Spectrum Signature Select cable (150+ channels with two cable boxes) and Spectrum Internet Ultra (500 Mbps). Lawn care is covered, keeping things simple and low maintenance. Residents also enjoy access to the community pool and dock, just steps from the water. If you’re looking for something that actually stands out, with real space and true Chain of Lakes views from both levels, this one delivers.

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

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

Remarks: Fully furnished 1-bedroom apartment available for immediate occupancy. Rent includes all utilities electric, water, internet, and trash providing a truly hassle-free living experience. Well-maintained unit featuring comfortable furnishings, a functional layout, and abundant natural light. Ideal for professionals, traveling nurses, or anyone seeking a turnkey rental. Conveniently located near shopping, dining, and major roadways. No setup required—just bring your suitcase.

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

Listing Agent: Laura Medina Ruiz (863-207-4784)

Remarks: Check out this waterfront STUDIO apartment. This home boasts tile floors, freshly painted interior. Screen lanai with great views of Lake Lulu. Community includes lawn care. 1 car carport. Great location of chain of lakes. Close to shopping and grocery store. 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: Welcome to this beautiful and spacious rental home located in the heart of Winter Haven, just minutes away from LEGOLAND Florida and top-rated shopping centers. This residence features a bright, open-concept floor plan with modern finishes, perfect for comfortable family living and entertaining. The property boasts a large, private backyard and is situated in a quiet, well-maintained community. Parents will appreciate being zoned for Garden Grove Elementary and having easy access to local parks and lakes. This home offers the perfect blend of suburban peace and city convenience, making it the ideal choice for your next move.

Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)

Listing Agent: Ashley Porto (407-360-7386)

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. Apply online: https://apply.link/d_mhu-4

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

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

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: 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)