Winter Haven Apartments for Rent - 168 rentals

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: Recently updated apartment available for lease! This bright and comfortable unit features updated cabinets, crown molding, ceiling fans, and modern light fixtures throughout, making it both stylish and easy to maintain. Enjoy private off-street parking. Located on a quiet street with no thru traffic and just minutes from shopping, dining, parks, and everyday conveniences.

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

Listing Agent: David Small (407-601-8351)

Remarks: Bring the entire family at this majestic home artfully laid out in an airy, open floor plan with plenty of rooms & abundant spaces. Resident(s) are responsible for utilities as well as renter's insurance, & lawn maintenance. All occupants 18 yrs. old above must complete the application. Applicants are encourage to disclose employment & credit information prior to scheduling a showing. Application fee $55.00 is non-refundable for every applicant, and lease administrative fee of $75. Fees are only collected after initial screening to save your money. Tenants will be required to provide proof of Income. First month rent and security deposit are required. Let’s make this your happy home. The huge entry foyer welcomes you to the delightful formal dining room w/ alluring arch-designed interiors, & natural light freely flowing to the grand living areas. The luxurious kitchen encompasses a counter-height island, a wide seated breakfast bar, the raised range cabinets & 42’’ upper cabinets are infusing a classic elegance & functionality. Fall in love of your fabulous owner's suite showcasing a classic tray ceiling, a suitable access to your office room, & the seamless connection of your French door to your screened lanai allows you to embrace sunshine. The splendor of your ensuite master bathroom presents a stylish his & hers walk-in wardrobe closets, a garden tub, the versatility of your dual vanities, a tiled walk-in shower w/ seat, & closeted toilet. A dedicated laundry room is equipped with a utility sink. Offering an oversize side-entry garage w/ an added garage length extension of 6 ft & 8’ ft tall garage-door, & a lengthen driveway for your comfort. Save on energy costs, w/ its energy efficient double paned windows. Enjoy being step away from the community lake access & across the street is the refreshing picturesque of the Chain of Lakes. Nestled in a gated community of Sanctuary By The Lake it has a playground, & direct access to a walking/biking trail that stretches from Lake Echo to Spring Lake. Close proximity to Hwy 17, US-92, & easy access to I-4. Centrally located; Lakeland is only 15.1 miles Orlando is 43.6 miles, Tampa is 53 miles & drive to Clearwater beach in just 1 hr & 30 mins.

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

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

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: FOR RENT - 2 Bedroom/2 Bath Condo at Imperial Harbours. This community is for ages 55+. The unit comes with all of the appliances and faces the garden area. The bedrooms are generously sized, and the porch area is enclosed. The community features a very nice pool with a TIKI Bar area for relaxing and sipping your favorite drinks. In the distance you can watch the sun rise over Lake Howard in the early morning hours of the day. The amenities include an in-ground community pool, pool maintenance, grounds maintenance, one assigned parking space, elevator access, WI-FI, landscaping, sewer, and trash collection. Come visit this lovely unit today!

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Linda Andre (863-294-7541)

Remarks: Discover your next rental home! This spectacular two-story property in Winter Haven offers 5 spacious bedrooms, 3 full bathrooms, and a versatile second-floor loft perfect for your lifestyle. With 2,447 square feet, you will enjoy an open-concept layout that seamlessly connects the modern kitchen, dining area, and large living room, creating the ideal space for entertaining. Features include a 2-car garage, walk-in closets, and premium finishes for a life without limits on comfort. Open for section 8. Move-in ready so you can start enjoying all its amenities immediately!

Listing is courtesy of: VENOSA REALTY LLC (407-442-6164)

Listing Agent: Kelita Uzcategui (772-203-9845)

Remarks: One or more photo(s) has been virtually staged. Move in READY! Located in Estates of Lake Florence, this 4-bedroom, 2-bath home with a 2-car garage offers 1,850 sq. ft. of open living, highlighted by a beautiful kitchen and a fully fenced backyard with two gate access points—the true showstoppers of the home, where you’ll create lasting memories whether you’re cooking, enjoying family time, entertaining, or simply unwinding. Step inside to a long hallway that leads past three well-positioned bedrooms and a dedicated indoor laundry room with washer, dryer, and built-in shelving, before opening into the heart of the home. The kitchen flows seamlessly into the dining and living areas, featuring granite countertops, a stylish backsplash, a large island, and a walk-in pantry, all filled with natural light. Bedrooms are carpeted for comfort, with tile in all wet areas for easy upkeep. The primary bedroom and en-suite is tucked just off the living room, offering privacy along with dual sinks, a spacious walk-in closet, a private toilet room, and a walk-in shower. Out back, enjoy a fully fenced yard and covered porch—perfect for relaxing, entertaining, or giving pets room to roam. Located in Winter Haven, you’re approximately 10 minutes to downtown, 10 minutes to Cypress Lanes, 15 minutes to LEGOLAND Florida Resort, about 25 minutes to Lakeside Village, and within 45–60 minutes of Walt Disney World Resort and Universal Orlando Resort. Easy access to US-27, FL-540, and I-4 makes commuting simple. Application requirements: Must make 2x monthly rent, pass background and credit screening. Pets considered with owner approval, photo, and non-refundable deposit. No smoking permitted inside the home. Renters insurance required. Scheule you're showing today. RentSpree link to apply https://apply.link/6rTqkaM

Listing is courtesy of: ORANGE SLICE PROPERTIES (863-632-9765)

Listing Agent: Lisa Siner, Llc (407-486-8605)

Remarks: Welcome to easy, low-maintenance living in this charming 2-bedroom, 2-bath condo located in a peaceful 55+ community tucked away from the main road. This spacious home features an open-concept layout with a large living and dining area, perfect for relaxing or entertaining. Enjoy your morning coffee or unwind in the beautiful Florida room overlooking a serene lagoon. The community offers a refreshing pool, convenient elevator access, and on-site laundry facilities. Even better, your monthly rent includes water, cable, internet, and gas—making this an exceptional value in a quiet, well-kept setting.

Listing is courtesy of: ASSOCIATE REALTY (863-618-4000)

Listing Agent: Chrissi Jasso (863-618-4000)

Remarks: Spacious and beautifully laid out home now available for rent! This open floor plan features 2 bedrooms, 2 bathrooms, plus a versatile flex space that can easily function as a third bedroom, office, or additional living area. Inside, you’ll find laminate flooring throughout with tile in the bathrooms, along with fresh interior paint and updated finishes that enhance the home’s overall appeal. The kitchen is designed for both functionality and style, offering a counter-height breakfast bar, movable island, oak cabinetry, two pantries, and ample counter space. The generously sized bedrooms provide comfort and flexibility, while additional features include upgraded ceiling fans, pull-down attic access, a lawn irrigation system, and a fully fenced backyard for added privacy. Conveniently located near Legoland, shopping, dining, and major roadways, this home offers both comfort and accessibility. Don’t miss this opportunity. Schedule your showing today!

Listing is courtesy of: FHG REALTY, LLC (407-505-7600)

Listing Agent: Jeff Inman (407-505-7600)

Remarks: Newly Built Home! FENCED YARD! Modern Finishes - Energy Efficient. Newly Built Home! FENCED YARD! Modern Finishes - Energy Efficient 330 Royal Palm Way Winter Haven, FL 33881 Be one of the first to move into these recently built, energy-efficient homes, LOADED with the best finishes. If you have pets, not only do we allow them, but we have homes available that include a fenced-in yard! Landscape is included! All appliances are included! The interior finishes include wood look tile throughout, modern kitchens with quartz appliances and stainless steel appliances, 100% LED lighting throughout, and OWNER'S OFFICE connected by a hall on its own side of the house (or use as a fourth bedroom!), ceiling fans in every room, 2" blinds, energy efficient doors and windows, LED lit trays, covered porches, 2 car garage, and a completely JAW DROPPING entryway. YOU WILL NOT FIND A BETTER FEELING HOME FOR YOU AND YOUR FAMILY TO MOVE TO. WE ARE PET FRIENDLY! HURRY UP & APPLY TODAY!

Listing is courtesy of: MY NEW RENTAL (901-550-8381)

Listing Agent: Fernanda Cri Da Silva (407-625-7244)

Remarks: FOR RENT – 3BR / 2BA Home Features a covered back porch, garage workshop, and fenced yard. Conveniently located near a gym, great restaurants, and plenty of shopping.

Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)

Listing Agent: Michelle Ellis (904-382-9100)

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: 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: THIS IS A SUPER CLEAN CONDO. HASSLE-FREE OPEN KITCHEN THAT OPENS UP TO LIVING ROOM WITH EXPANSIVE VIEWS OF LAKE HOWARD AND THE TRAIL. WALKING DISTANCE TO ALL OF DOWNTOWN RESTAURANTS. BEAUTIFUL SUNSETS.

Listing is courtesy of: COLLANY PROPERTIES (863-295-9886)

Listing Agent: Christopher Collany (863-412-2170)

Remarks: Welcome to 368 Kayden Cove, a beautifully designed home offering a spacious and functional open-concept floor plan perfect for modern living. The layout features a bright living area that flows seamlessly into the kitchen and dining space, ideal for entertaining and everyday comfort. The kitchen is equipped with ample cabinetry, modern appliances, and a central island that adds both style and convenience. The bedrooms are generously sized, with a comfortable primary suite that includes a private bathroom and walk-in closet. Located in a well-maintained community, residents can enjoy amenities such as a resort-style pool, playground, and walking areas that enhance the neighborhood’s appeal. The home is conveniently situated in Winter Haven, providing easy access to shopping, dining, schools, and major roadways for commuting. You’ll also be just a short drive from local attractions and the beautiful chain of lakes the area is known for. The application process is simple and straightforward, making it easy to move forward quickly. Don’t miss the opportunity to make this wonderful home yours!

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

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

Remarks: Welcome to this beautiful brand new property in winter I am pleased to introduce a wonderful opportunity located at , Winter Haven. This 3-bedroom, 2-bathroom property was recently built in 2025 and offers a modern living space in a prime location. The home is ideally situated close to Highway 27, providing easy access to major commuting routes while remaining conveniently located near a variety of local stores and amenities. Come see this beauty for yourself.

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

Listing Agent: Jorge Barcelo (407-267-8415)

Remarks: This is a 2 bedroom/2 bath with one bedroom having an en-suite bath. Open floor plan, all new stainless steel appliances with washer/dryer included. Also, luxury vinyl plank flooring through out the unit for easy cleaning. Come and see if this is for you. Will not be on the market for too long.

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-585-0500)

Listing Agent: Hitesh Lallu (863-899-6841)

Remarks: Welcome to this incredible Winter Haven pool home offering the perfect blend of comfort, upgrades, and true Florida lifestyle living. This move-in ready 3-bedroom home sits on a large oversized lot and is ideal for first-time homebuyers, families, or investors looking for a prime Central Florida opportunity. Step inside to find generous living space, a functional layout, and fresh upgrades that make this property stand out in today’s market. Major Upgrades Include: Brand-new roof – big-ticket item already done, New HVAC system + thermostat – energy-efficient comfort year-round, New water heater, New pool pump & chlorinator – easy, low-maintenance swimming, New laundry units included, New front exterior doors, Expansive driveway with ample parking The private in-ground pool creates your own backyard oasis, while the oversized lot gives you room to expand, build an outdoor kitchen, add a firepit, store boats or recreational toys, or design the ultimate entertaining space. With no mention of restrictive HOA, this property offers flexibility buyers are searching for. Located in the heart of Winter Haven, you’re minutes from everything that makes this area one of Central Florida’s hidden gems. Boat lovers and anglers will love being near Gene’s Lakeside Marina with access to the famous Chain of Lakes — featuring over 50 interconnected lakes perfect for boating, fishing, and waterfront dining. Spend weekends exploring local farmers markets, golfing at one of nine nearby courses, or making family memories at LEGOLAND Florida Resort. Winter Haven is known as the Water Ski Capital of the World and offers a thriving, growing community atmosphere with exciting development underway — including a new hospital opening December 2025, further strengthening property values and long-term investment potential. If you’ve been searching for: • Florida pool home • Move-in ready home in Winter Haven • Large lot property • Investment opportunity in Central Florida • No-fuss upgrades already completed • Close to lakes & boating This is the one. Schedule your private showing today — homes with this many upgrades, a pool, and this location do not last.

Listing is courtesy of: THE URBAN GROUP, INC. (954-522-6226)

Listing Agent: Ashlee Morrell (941-740-9134)

Remarks: The community of Winter Ridge Condos has a lot to offer: Swimming pool, club house and private boat dock on lake Smart. This tranquil community is everybody's dream to enjoy and relax. this bright and inviting condo features 2 large bedrooms and 2 bathrooms. An open layout living/dinning combo and abundant natural light, Conveniently located near shopping, dining, and major roadways, this well-kept unit is perfect for comfortable living.

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

Listing Agent: Luz Solano (217-853-2424)

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)