Apartments for Rent in Winter Haven 33884 - 80 homes

Remarks: Currently offering 3 months free on a 19-24 months lease and 2 months on a 13-18 month lease! Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Experience stylish, comfortable living at The Waverly at Winter Haven. Located in the sought-after Cypress Gardens area, our pet-friendly community offers a peaceful lifestyle with convenient access to everything Central Florida has to offer. At The Waverly at Winter Haven, you'll enjoy a host of resort-inspired amenities designed to enhance your lifestyle, from a sparkling pool and sundeck to a cyber lounge and car wash station. Our spacious one, two, and three-bedroom floor plans offer modern features like stainless steel appliances, in-home laundry, and walk-in closets, ensuring comfort and convenience. With easy access to local attractions and major employers, living here is both practical and enjoyable. Schedule a tour today and discover why The Waverly is the perfect place to call home.

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: 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: 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: 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: 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: 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)

Remarks: Virtually Staged. Experience refined Florida living in this elegant 4 bedroom, 3 bathroom residence, where thoughtful design and upscale comfort come together seamlessly. The home welcomes you with spacious living areas, a well-appointed kitchen, and a layout that offers both openness and privacy. The primary suite provides a serene retreat, while the additional bedrooms and baths offer flexibility for guests, family, or a dedicated workspace. A 2-car garage adds convenience and secure storage. Step outside to your private backyard sanctuary, fully fenced for peace of mind and designed for effortless outdoor enjoyment. The highlight of the home is the stunning in-ground pool, enclosed within an expansive, fully screened structure that creates a resort-style environment perfect for lounging, entertaining, and year-round relaxation. With pool maintenance included in the rent, you can indulge in the luxury without lifting a finger. This home blends sophistication, comfort, and an elevated outdoor lifestyle into one exceptional living experience. Schedule your tour today!

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

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

Remarks: RECENTLY REDUCED !! 4-bedroom 2-bathrooms home for RENT ! A Craftsman-style front porch welcomes you into the fully open living area featuring airy volume ceilings and sunny natural lighting. Unwind in your private owner's suite complete with a large walk-in wardrobe and a private en-suite bath with dual vanities, a tiled glass-enclosed shower, private toilet, and a linen closet. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz and tile floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The chef's kitchen is a true highlight, boasting quartz countertops, sleek stainless steel appliances, and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. Located seven minutes from Legoland, five minutes from Publix, and third-teen minutes away from Lake Wales Shopping Mall. Water softener and Landscaping is included with the rent. Let’s schedule a showing today !

Listing is courtesy of: BEACH REALTORS (407-201-6300)

Listing Agent: Rachel Reyes (407-201-6300)

Remarks: A comfortable first-floor 2 bed, 2 bath condo in the gated Winterset community, this home offers an easy, open layout with plenty of natural light and convenient ground-level access. Each bedroom has its own full bathroom, giving you a setup that works well for roommates, guests, or anyone who wants a little extra privacy. The condo can be leased furnished for a turnkey move-in or unfurnished if you prefer to bring your own style. Winterset adds to the appeal with lakefront views, a community pool, tennis courts, and beautifully maintained grounds that make everyday living feel calm and inviting. Don't miss your opportunity to live in this luxurious community! Schedule a tour today! ($1,750 with furniture, $1,650 without)

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

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

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: 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: 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: 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: 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: 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: 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)