Winter Haven Apartments for Rent - 178 rentals

Remarks: 3 Bedroom, 1 bathroom Duplex Winter Haven! Freshly painted, new flooring on bedrooms. Tile floors throughout living areas. Spacious open kitchen to the living room. Close to shopping and restaurants. Stackable Washer and dryer! Applications will ONLY be processed if you have viewed the inside of the home, submitted all applications and dropped off a holding deposit. We will hold the property for the first application and deposit received.

Listing is courtesy of: HAMPTON & HAMPTON MGMT LEASING (407-219-3297)

Listing Agent: Jessica Martinez Cestero (407-219-3297)

Remarks: 3 Bedroom, 1 bathroom Duplex Winter Haven! Freshly painted, new flooring on bedrooms. Tile floors throughout living areas. Spacious open kitchen to the living room. Close to shopping and restaurants. Washer and dryer hookups. No pets. Applications will ONLY be processed if you have viewed the inside of the home, submitted all applications and dropped off a holding deposit. We will hold the property for the first application and deposit received.

Listing is courtesy of: HAMPTON & HAMPTON MGMT LEASING (407-219-3297)

Listing Agent: Jessica Martinez Cestero (407-219-3297)

Remarks: MOVE-IN READY second floor Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This meticulously-maintained condo features hard floors throughout (no carpet!), newer interior paint, newer kitchen appliances, interior laundry (with newer front load LG washer/dryer provided), 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, repairs, pest control, and trash collection 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. Applications are approved based on creditworthiness and monthly income equal to at least 3x monthly rental amount. One pet up to 25 lbs allowed with $100.00 non-refundable pet fee and $25.00/month.

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

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

Remarks: Welcome home to this beautifully maintained 4-bedroom, 2-bath single-family residence in Winter Haven offering 1,860 square feet of thoughtfully designed living space. Featuring rich real wood flooring, this home combines warmth, character, and timeless appeal with the comfort and functionality today’s tenants are looking for. The spacious layout offers generous living areas perfect for both everyday living and entertaining, while the well-designed floorplan provides flexibility for families needing extra bedrooms, a home office, or guest space. Natural light enhances the inviting interior, creating a bright and welcoming atmosphere throughout. Ideally suited for those seeking space, comfort, and a polished residential setting, this home offers the feel of upscale living at an exceptional value. Conveniently located near shopping, dining, schools, and major roadways, residents will enjoy both everyday convenience and the comfort of a well-established Winter Haven location. A rare rental opportunity offering space, style, and classic charm. Schedule your private showing today.

Listing is courtesy of: AMERICAN HOMES REALTY GROUP (800-913-8384)

Listing Agent: Reva Martin (863-206-8478)

Remarks: One or more photo(s) has been virtually staged. For Lease: Private In-Law Suite in Winter Haven, FL – $1,300/Month Looking for a clean, private rental in Winter Haven? This 450 sq. ft. in-law suite offers comfortable living in a quiet, well-located neighborhood. Important: This is a separate in-law suite attached to the main home. The main house is owner-occupied. This listing is not for the full home. Property Features: Rent: $1,400 /month Size: Approx. 450 sq. ft. Lease Term: Minimum 12 months Security Deposit: $1,300.00 Move-In Costs: First month’s rent + security deposit Application Fee: $50 (non-refundable) Max Occupancy: 2 Parking: Street parking only Amenities: Access to community pool Access to playground area Additional Details: Pets: No pets allowed Utilities: Included (Electric, Water, Internet) Private entrance for added privacy This rental is ideal for a single tenant or couple looking for an affordable, low-maintenance home near shopping, dining, and major roads in Winter Haven. Great location with easy access to local amenities and highways.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Andrea Jastemski (813-516-0865)

Remarks: FOR RENT! Beautiful and move-in ready home located in the heart of Winter Haven! This charming property offers a bright and spacious floor plan with comfortable living areas, generously sized bedrooms, and a welcoming atmosphere perfect for everyday living. Enjoy a functional kitchen, plenty of natural light, and a peaceful neighborhood setting. Conveniently located near shopping, restaurants, schools, medical facilities, and major highways for easy commuting. This home is clean, well-maintained, and ready for immediate occupancy. Don’t miss this incredible rental opportunity — homes like this lease quickly!

Listing is courtesy of: NOSSA REALTY LLC (321-558-0990)

Listing Agent: Daniel Serpa (321-558-0990)

Remarks: 1/2 DUPLEX - UNIT A Be the next to enjoy this newer construction (2023) 3-bedroom, 2-bathroom duplex unit offering 1,472 sq ft of modern living! Unit A features a bright open-concept floor plan with tile flooring throughout the entire unit, a spacious living room and dining room area, and a well-appointed kitchen with stainless steel appliances, granite countertops, and ample cabinetry. The home includes a beautifully tiled shower, generously sized bedrooms with large closet space, and a dedicated indoor laundry room for added convenience. Neutral finishes throughout create a clean, modern feel. You will find this unit to be conveniently located near downtown Winter Haven where there is plenty of shopping, dining, and near major roadways. Note: This is Unit A. See separate listing for Unit B.

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

Listing Agent: Chelsey Collins (863-873-3989)

Remarks: Eagle Pond #508 Located in Cypresswood Golf & Country Club! This Immaculate 2 bed/2 bath condominium, upstairs unit has never been offered for rent before, It is sparkling clean & offers a spacious kitchen that is open to dining and living spaces. Both bedrooms feature walk-in closets. Pretty blinds and ceiling fans throughout, a full size washer & dryer, 10' ceilings, crown molding, ceramic tile and carpet. Outside storage closet for your extras. You will have one assigned parking space, plus access to guest parking. Cypresswood residents enjoy a resort & country club lifestyle! The 18 hole championship golf course & on-site restaurant are open to the public. Featuring Chef prepared meals and live music Thurs, Fri & Sat nights. Your Rent Includes use of the half Olympic size pool and the newly resurfaced tennis & pickleball courts. Located just minutes to trendy downtown Winter Haven, and convenient to Hwy 27 & I-4. Close to Legoland, Bok Tower, shopping, dining, a brand new Publix & health care. ALL applicants must apply and pay for financial & background screening, provide valid ID, proof of employment and verifiable income.

Listing is courtesy of: CHAIN OF LAKES REALTY INC (863-287-4679)

Listing Agent: Laura Barnes (863-287-4679)

Remarks: One or more photo(s) has been virtually staged. Welcome to this stunning two-story rental home located in the heart of Winter Haven! Built in 2021, this spacious 4-bedroom, 2.5-bath residence offers 2,696 sq. ft. of thoughtfully designed living space, combining modern comfort with everyday functionality. The open floor plan features a bright and inviting living area, perfect for relaxing or entertaining guests. The kitchen offers ample cabinetry and generous counter space — ideal for meal prep, hosting, and daily living. Upstairs, you’ll find generously sized bedrooms that provide comfort and privacy for the entire household. Enjoy added peace of mind with a recently repaired roof and the benefit of newer construction. Perfectly situated with convenient access to the best of Winter Haven, including shopping, dining, schools, and major roadways. Now available for lease — don’t miss the opportunity to make this beautiful property your next home. Schedule your private showing today.

Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)

Listing Agent: David Gonzalez Martell, Pa (407-760-0792)

Remarks: Beautiful 3-bedroom, 2-bath home available for rent in Winter Haven! This well-maintained property features a spacious open-concept layout with the living and dining areas seamlessly connected to the kitchen, creating the perfect space for everyday living and entertaining. Enjoy a large backyard with plenty of room for outdoor activities, family gatherings, or simply relaxing. Conveniently located near shopping, dining, schools, and major roadways. Rent is $2,500/month unfurnished or $2,800/month furnished. Schedule your private showing today!

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

Listing Agent: Mirna Hernandez (877-366-2213)

Remarks: Welcome to this spacious, modern 4-bedroom, 2-bathroom one-story home in the sought-after Peace Creek Reserve community! Perfectly positioned near Hwy 27, this prime location offers quick access to Legoland, Downtown Winter Haven & Lake Wales, shopping, dining, and the stunning Chain of Lakes—ideal for boating, fishing, and outdoor adventures. Step inside and spoil yourself with the upscale Bloom floor plan, designed for effortless living and entertaining. The open-concept layout features a gorgeous kitchen with a center island, solid surface countertops, and brand-new stainless steel appliances, seamlessly flowing into a cozy café space and a bright, airy family room. Host gatherings with ease or unwind in your private owner’s suite, complete with a serene bedroom, a spa-like bathroom, and a roomy walk-in closet. Three additional bedrooms and a sleek second bathroom provide ample space for family or guests. Everything is included – from the oversized tile flooring in wet areas to the low-maintenance finishes that blend style and practicality. Step outside to your huge backyard, a blank canvas for gardening, play, or future upgrades. Peace Creek Reserve has a tranquil, nature-inspired lifestyle with amenities like a resort-style pool, playground, and scenic walking trails along a peaceful creek. Enjoy the charm of a safe, tight-knit community with the convenience of city living. Winter Haven’s bike paths, lakeside parks, and vibrant downtown ensure there’s always something to explore. This home combines modern luxury with small-town warmth. Don’t miss your chance to live in one of Winter Haven’s most desirable neighborhoods.

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

Listing Agent: Anna Shi (407-216-1215)

Remarks: Beautifully fully remodeled 3-bedroom, 2-bathroom home located at 1539 Roselawn, offering modern comfort and stylish living throughout. This residence features premium waterproof luxury vinyl flooring, a spacious and upgraded kitchen with elegant granite countertops, and stainless steel appliances. The home has been thoughtfully updated to provide both functionality and design, along with a reliable AC system updated in 2018 for added comfort and efficiency. Located in a desirable area with no HOA restrictions, this property offers flexibility and convenience. Ideal for tenants seeking a move-in ready home with quality finishes and modern upgrades. A true rental opportunity combining comfort, style, and value.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Ines Morales (863-738-8794)

Remarks: Discover easy downtown living in this bright and inviting studio apartment located in the heart of Winter Haven. The spacious combined living and bedroom area offers plenty of room to relax and make the space your own. A large sliding glass door fills the apartment with natural light and opens to a large, quiet yard. This studio blends comfort, convenience, and simplicity, all within steps of the energy and amenities of downtown Winter Haven.

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

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

Remarks: Welcome to this beautiful newer construction home located in the desirable community of Inman Groves in Winter Haven. Built in 2023, this spacious 3-bedroom, 2-bath residence offers over 2,000 square feet of comfortable living space with a modern open-concept design perfect for everyday living and entertaining. The home features a bright and inviting layout with stylish finishes throughout, a spacious kitchen with modern appliances, built-in features, and a large living area filled with natural light. In addition to the bedrooms, the home also includes a versatile flex space perfect for a home office, playroom, formal dining area, gym, or additional sitting room. The primary suite offers plenty of space and privacy, while the additional bedrooms provide comfort and flexibility for family or guests. Enjoy the convenience of a 2-car garage, indoor laundry room with washer and dryer included, and a pet-friendly policy for small dogs and cats. Conveniently located near shopping, dining, schools, and major roadways with easy access throughout Central Florida. Available June 1st. Schedule your private showing today before it’s gone!

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

Listing Agent: Vicky Torres Rodriguez (863-258-9439)

Remarks: One or more photo(s) has been virtually staged. Nestled in the peaceful Winter Ridge community, this beautifully renovated 2-bedroom, 2-bath END-UNIT condo villa offers comfort, convenience, and low-maintenance Florida living. Recent upgrades include a NEW ROOF (2024), TILE FLOORING THROUGHOUT. Tucked away toward the back of the community, this home provides added privacy and a serene setting. Inside, you’ll find a bright and open floor plan with spacious living and dining areas filled with natural light. The kitchen features ample cabinetry, generous counter space, and a breakfast bar perfect for casual dining. The primary suite includes a walk-in closet and private en-suite bathroom, while the second bedroom is ideal for guests, a home office, or flex space. Enjoy relaxing mornings and evenings on the private enclosed rear lanai overlooking mature landscaping. Washer and dryer are included for added convenience. Residents of Winter Ridge enjoy access to a community pool, scenic walking paths, and a private dock on Lake Smart, perfect for fishing and boating enthusiasts. Conveniently located near shopping, dining, golf courses, and downtown Winter Haven. Don’t miss this opportunity to enjoy the Florida lifestyle in a quiet lakeside community!

Listing is courtesy of: R&J REALTY AND PROPERTY MANAGEMENT LLC (407-729-3280)

Listing Agent: Jose Marrero Cruz (407-729-3280)

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: 3/2 in Southeast Winter Haven near Legoland. Big porch, oversized garage. New Roof! Call owner Bob Jessee for showing info.

Listing is courtesy of: TOWN & COUNTRY REAL ESTATE (863-293-1141)

Listing Agent: Frank Vaughn (863-207-5746)

Remarks: Beautiful Comfortable home awaits your tenant and their family. This 3/2/2 has an open floor concept. The great room plan opens up to vaulted ceiling . The kitchen has is a comfy breakfast nook. The home also features a Gourmet Kitchen The beautiful master bedroom is a split plan. All bedrooms are comfortable sized. Carpet in all bedrooms and tiles in the wet area. This is a must see. Wont last long.

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Hillorie Dias (813-417-9549)

Remarks: Welcome to your dream home! This beautiful property offers 3 spacious bedrooms, 2 modern bathrooms, and is move-in ready with top-of-the-line finishes. Located in the desirable Winter Haven area, this home features appliances and smart home technology, offering you the convenience of a fully integrated, intelligent home system. Key Features: 3 Bedrooms – Generously sized for comfort. 2 Modern Bathrooms – Tastefully designed with contemporary finishes. Appliances included – energy-efficient models. Smart Home Technology. Don't miss the opportunity to rent this exceptional home! Perfect for those who appreciate modern living with smart features. Contact us today for a private viewing.

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

Listing Agent: Mardonia Gina (863-513-3056)

Remarks: Clean and cozy 2-bedroom, 1-bathroom duplex in southeast Winter Haven. Featuring wood laminate flooring in living areas and bedrooms, with ceramic tile flooring in the kitchen and bathroom. Kitchen equipped with newerKitchen cabinets and comes with range/oven, refrigerator, and washer/dryer hookups in utility closet. Both bedrooms of ample size with ceiling fans. Recently remodeled bathroom with tile tub/shower. Conveniently located near shopping, Walmart, Publix, Legoland, and quick access to HWY 27 for Orlando/Tampa.

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

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