Winter Haven Apartments for Rent - 184 rentals

Remarks: Welcome to Lake Buckeye Condos, where easy living meets everyday comfort. Enjoy access to the community pool without the hassle of maintenance, just relax and unwind. This move-in ready 2 bedroom, 2 bathroom condo offers a cozy and inviting layout perfect for making yourself at home. Step outside onto the spacious porch, an ideal spot to enjoy your morning coffee in the Florida sunshine or unwind in the evenings after a long day. Conveniently located and ready for its next tenant, this charming unit has everything you need to settle in comfortably. Call today to schedule your private showing.

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

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

Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bathroom home in the highly sought-after Villamar community of Winter Haven. Built by Meritage Homes, this move-in-ready residence features a thoughtfully designed open-concept floor plan, perfect for both everyday living and entertaining. The spacious kitchen overlooks the great room and showcases granite countertops, stainless steel appliances, ample cabinetry, and a large walk-in pantry. The desirable triple-split bedroom layout provides privacy and flexibility, with two secondary bedrooms and a guest bath near the front of the home, a separate fourth bedroom ideal for guests or a home office, and a private primary suite tucked away at the rear of the property. The primary retreat boasts dual vanities, a beautifully tiled walk-in shower, and a generous walk-in closet. Ceramic tile flooring flows throughout the main living areas, while the bedrooms provide the comfort of carpeting. Residents of Villamar enjoy outstanding community amenities, including a resort-style pool overlooking Crystal Lake, a playground, and convenient community mailboxes. Ideally located near shopping, dining, medical facilities, and LEGOLAND Florida Resort, with easy access to US Highway 27 for commuting to Orlando and surrounding Central Florida destinations. Don't miss this opportunity to own a beautiful home in one of Winter Haven's fastest-growing communities.

Listing is courtesy of: URBAN-O REAL ESTATE SOLUTIONS (407-822-1063)

Listing Agent: Jose Rojo (786-502-6162)

Remarks: Discover comfort and convenience in this beautiful 4-bedroom, 2-bathroom home located in the sought-after Peace Creek Reserve community of Winter Haven. This spacious residence features an open-concept floor plan with a modern kitchen overlooking the dining and living areas, creating the perfect space for everyday living and entertaining. The private primary suite offers a relaxing retreat with an en-suite bathroom and generous closet space. Three additional bedrooms provide flexibility for family, guests, or a home office. Enjoy the covered lanai and backyard space, ideal for relaxing outdoors. Conveniently located near shopping, dining, schools, major highways, and Winter Haven's Chain of Lakes. Lawn care may be included depending on lease terms. Schedule your private showing today and make this beautiful home your next residence.

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

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

Remarks: ~Charming 3/2 Winter Haven Residence Offered for Lease~ Just steps away from Lake Deer, this home features a neutral color scheme throughout, bonus room that could be used as a 4th bedroom/office/media room, beautiful galley style kitchen with granite counters, stainless steel appliances and wood cabinetry, generous sized rooms, inside utility/laundry room, sizeable fenced yard, shed and a one-car carport. Convenient to all that Winter Haven has to offer!

Listing is courtesy of: HOUSE OF GLASS REAL ESTATE PM (863-940-3756)

Listing Agent: Andrea Muzzy (863-430-1733)

Remarks: One or more photo(s) has been virtually staged. Check out this 3 bedroom 2bath townhome. Open floor plan, formal dining room, open lanai, Spacious master bedroom with double walk in closets and vaulted ceilings. 2 car carport.Freshly painted, new carpets upstairs. LVP flooring downstairs. Open lanai. Great community. Close to shopping and grocery store. Washer and dryer hook ups. 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 -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 -Pest control

Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)

Listing Agent: Richard Eijo (863-397-5707)

Remarks: Spacious New 5-Bedroom Residence Available for Lease in Winter Haven Experience the comfort of a never-before-occupied home in one of Winter Haven’s growing residential communities. This newly completed two-story property offers an impressive combination of space, modern design, and everyday convenience, featuring five bedrooms, two full bathrooms, and a guest powder room. The thoughtfully designed layout provides generous living spaces that flow seamlessly from one room to another, creating an inviting environment for both entertaining and daily family life. Abundant natural light fills the interior through oversized windows, enhancing the home's bright and airy feel. At the heart of the home, the contemporary kitchen showcases quality craftsmanship with rich wood cabinetry, sleek stone surfaces, and a full package of stainless-steel appliances. Whether preparing weeknight meals or gathering with friends and family, this space is designed to accommodate both functionality and style. The primary bedroom serves as a relaxing retreat, offering ample space, a large walk-in wardrobe, and a well-planned layout for privacy and comfort. Secondary bedrooms are generously proportioned and feature built-in closet storage, providing flexibility for family members, guests, or home office needs. Additional features include an attached two-car garage, modern fixtures and finishes throughout, and the advantages of energy-efficient construction designed to help reduce utility costs while enhancing year-round comfort. Ideally positioned near shopping centers, restaurants, schools, and major transportation routes, residents will enjoy convenient access to everyday necessities while benefiting from the peaceful atmosphere of a residential neighborhood. This exceptional rental presents a rare opportunity to enjoy the benefits of a brand-new home with abundant living space, contemporary finishes, and a convenient Winter Haven location.

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

Listing Agent: Alexandre Zapparoli (321-444-8701)

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: Beautiful first-floor apartment, conveniently located near restaurants, shopping, and the hospital. This one-bedroom, one-bathroom home features a granite vanity, a laundry room, and a kitchen with granite countertops. Currently available and a must-see!

Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)

Listing Agent: Marisol Padilla (863-604-7252)

Remarks: One or more photo(s) has been virtually staged. Spacious one-story home for rent featuring 3 bedrooms, 2 full bathrooms, and an office. The home includes quartz countertops, newer appliances, upgraded lighting, ceiling fans, and a fenced backyard with a covered patio. The property also features an In-Law Suite with its own private, separate entrance, which is rented separately. Located in Peace Creek Reserve with access to a community pool, playground, and nearby schools, shopping, and dining.

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

Listing Agent: Rhansel Acevedo Rodriguez (407-668-0143)

Remarks: Furnished 2/2 in Swiss Golf & Tennis — Winter Haven's Premier 55+ Lakefront Community Move-in ready furnished home on 850-acre Lake Henry. Includes 2006 Club Car electric golf cart. Water, sewer, trash, cable/internet, and landscaping all included — tenant pays electric only. Amenities: 18-hole golf course, two pools, clubhouse, restaurant and pub, tennis, pickleball, fitness room, and lake access. Gated with 24/7 security. 12-month lease. Community application and approval required. Small pets considered.

Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)

Listing Agent: Daniel Bustamante (863-207-7046)

Remarks: Gorgeous 3BR/2BA Home - AVAILABLE FOR APRIL Looking for a hassle-free rental? This beautifully furnished 3-bedroom, 2-bathroom home in Winter Haven is move-in ready! Just unpack and start living. Features You\'ll Love: -Modern Kitchen - Stainless steel appliances & tons of counter space. -Washer & Dryer In-Unit - Laundry made easy. -Attached Garage - Convenient parking & extra storage. -Fantastic Location - Close to Legoland, shopping & dining! $2,300/month | 12-month lease | Utilities separate Pets? Ask for details This won\'t last long! Message now to schedule a tour!

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

Listing Agent: Manuel Paredes (407-840-2272)

Remarks: Charming, updated, and ideally located this recently renovated 2 bedroom, 1 bath apartment offers comfortable living just one mile from downtown Winter Haven. The thoughtfully designed layout features a bright and inviting living area, well proportioned bedrooms, and a cozy kitchen equipped with a microwave and dishwasher for everyday convenience. Natural light fills the space, complemented by serene water views of Lake Howard, creating a warm and relaxing atmosphere. Additional highlights include shared on-site laundry and included utilities water, sewer, and trash adding even more value and ease to your living experience. $75 App fee/adult, $300 non-refundable pet fee per pet, security deposit equal to one month's rent, $75 tenant annual processing fee per household after acceptance, renters insurance required.

Listing is courtesy of: DENNIS REALTY PROPERTY MGMT. (813-949-7444)

Listing Agent: Kelly Lamplugh (610-999-8687)

Remarks: Welcome home to this beautifully maintained 4-bedroom, 2-bath rental located in the desirable Lake Smart Estates community of Winter Haven! This spacious home features an open and functional floor plan with high ceilings, a large living and dining area, and a bright kitchen complete with breakfast bar and ample cabinet space. Enjoy laminate flooring throughout, generously sized bedrooms, and a private primary suite designed for comfort and relaxation. Step outside to the screened lanai, perfect for enjoying Florida evenings. Community amenities include a pool and lakefront dock with access to Lake Julius and the Winter Haven Chain of Lakes.

Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)

Listing Agent: Stephanie Florez (407-810-5874)

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)