Winter Haven Apartments for Rent - 178 rentals

Remarks: One or more photo(s) has been virtually staged. This welcoming 3 bedroom, 2 bathroom home in the Winter Haven Oaks 55+ community blends comfort, convenience, and an upbeat, easygoing lifestyle. The layout offers three flexible bedrooms along with a bright sun room that quickly becomes the heart of the home — an ideal spot for morning coffee, quiet afternoons, or simply enjoying the peaceful surroundings. An attached carport provides effortless covered parking, and there is also a storage shed located under the carport for added convenience. Residents can choose the setup that fits their needs: $1,650 per month unfurnished or $1,750 per month fully furnished for a true move-in-ready experience. Monthly rent includes water, pest control, lot rent, and lawn care, keeping living simple and stress-free. Winter Haven Oaks elevates the experience with two clubhouses, two swimming pools, and a charming teahouse overlooking the lake. The community also features a large hot tub, tennis courts, pickleball courts, billiards and a game room, a fitness room, and shuffleboard. Numerous weekly planned activities create plenty of opportunities to stay social and engaged. As a gated community, it also provides an added sense of safety and peace of mind. With friendly neighbors, well-kept grounds, and amenities designed for an enjoyable 55+ lifestyle, this home offers a warm and inviting place to settle in and feel right at home.

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

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

Remarks: Brand-New 5-Bedroom Home for Rent in Winter Haven Be the first to live in this stunning new construction two-story home located in the desirable area of Winter Haven. Designed with comfort, style, and functionality in mind, this spacious property offers 5 bedrooms, 2 full bathrooms, and 1 half bathroom, making it the perfect home for families or tenants looking for extra space and modern living. The home features an open-concept floorplan with expansive living and dining areas that create the ideal setting for entertaining, relaxing, and everyday living. Large windows bring in plenty of natural light, enhancing the bright and welcoming atmosphere throughout the home. The beautiful kitchen is designed to impress, featuring solid wood cabinets, elegant stone countertops, and included stainless steel appliances. Whether you enjoy cooking for family or hosting guests, this kitchen offers both style and practicality. The oversized primary suite provides a private retreat with a spacious walk-in closet and a comfortable layout. The additional bedrooms are generously sized and include built-in closets, offering convenience and ample storage space for everyone in the household. Additional highlights include a 2-car attached garage, modern finishes throughout, and energy-efficient new construction features that provide both comfort and peace of mind. Conveniently located near major roads, shopping, dining, and highly rated schools, this home offers easy access to everything Winter Haven has to provide while still providing a quiet and family-friendly environment. This is an exceptional rental opportunity for tenants seeking a brand-new, spacious, and beautifully designed home in a prime Winter Haven location.

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

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

Remarks: List Agent is Related to Owner. Please call if interested in seeing it. Detached garage and shop building combo has limited access. Please talk to property manager. Home has wood, tile and vinyl flooring; cabinets are only 3 years old with granite counter tops and stainless steel appliances. Large pantry & dining area. Large primary bed room has extra large closet and big Wilkin shower bath. Near elementary schools. Ideal for tenant who needs lots of storage or work shop.

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

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

Remarks: Spacious 2-bedroom/2-bathroom apartment in a prime southeast Winter Haven location. New luxury vinyl flooring throughout, minutes from Legoland Florida Resort, tons of convenient restaurant, grocery, shopping, and dining options. Extremely commutable to Highway 27 and the Polk Parkway.

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

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

Remarks: FOR RENT: Spacious 4 bedrooms and 2 bathrooms all tile home ready to move in. Large open kitchen combo family room. Seperate laundry room.

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

Listing Agent: Mark Peters (407-552-1499)

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: One or more photo(s) has been virtually staged. Wake up every morning to the most breath taking views imaginable. Almost every room in the home overlooks the spectacular private Lake Ruby & Lake Bess. Upon entering the home you will find yourself captivated with the spacious and luxurious open floor plan and high degree of natural light that envelops you. Besides having the exquisite view, this home also features a screened in pool and spa with lost of room to entertain. Both the pool and jacuzzi were resurfaced just a couple of years ago. The house, which was built in 2000, has many alluring features including a 3 car garage, cathedral ceilings, an extra large master suite, formal living room, and a family room with a fireplace over looking the lake. This property also features the use of you own private doc, boat house with life and a very important boat ramp since there is no public access to the lake. Please note: the rental includes $300 toward electric and $100 toward the water bill each month. An additional overages will be du by the lessee, Nature calls to those who enjoy water as fishing, boating, and skiing are outstanding on clean Ruby Lake, Some of the best views are from this home. Since it is connected to Lake Bess there are also two slalom courses nearby. The Ruby Lake community is gated an is also close to shopping and restaurants. Hwy 27 is only about 2 miles away. It is only 1 mile to Legoland. After enjoying all of the daily activities this property and nearby attractions, the home offers the night time sunsets that are gorgeous and a wonderful way to end the day. Both Tampa International and Orlando International airports are close by

Listing is courtesy of: KLINE REAL ESTATE SERVICES (863-287-0204)

Listing Agent: Scott Kline (863-287-0204)

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: 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: 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 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)

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: 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)