Apartments for Rent in Winter Haven 33884 - 76 homes

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: Pre-Construction. To be built. Brand-New Corner Lakeview Home for Rent in Winter Haven $2,350/Month | Available June 9 Be the first to live in this stunning two-story home located in one of Winter Haven’s fastest-growing communities. This spacious residence offers 5 bedrooms, 2.5 bathrooms, an upstairs loft ideal for a media room, office, or flex space, a 2-car garage, and 2,112 square feet of living space on a 6,334 square foot corner lot. The home features a premium corner location with beautiful lake views, no front neighbors, and added side privacy. The spacious primary suite includes a private bathroom and a large walk-in closet. All bedrooms are conveniently located upstairs. The large fenced backyard with grass and a paver area is perfect for outdoor entertaining and relaxing. Community amenities include a resort-style pool located directly across the street and a playground. Conveniently located approximately 4 minutes from Chain of Lakes Elementary School, 10 minutes from LEGOLAND Florida Resort and Bok Tower Gardens, minutes from Downtown Winter Haven, and approximately 40 miles from Walt Disney World Resort. Modern, spacious, private, and ideally located, this home offers comfort and convenience in the heart of Central Florida. Contact listing agent for additional information or to schedule a private showing.

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

Listing Agent: Yamile Albornoz (407-437-1873)

Remarks: Beautiful and fully equipped In-Law Suite with a private, independent entrance located within a Main House, which has its own separate entrance and is rented separately. This one-story suite offers a comfortable and functional layout, featuring modern finishes, quartz countertops, newer appliances, upgraded lighting, and ceiling fans. Enjoy a cozy living space with access to a fenced backyard and covered patio area. Located in Peace Creek Reserve, residents benefit from a community pool, playground, and convenient proximity to schools, shopping, dining, and recreation.

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

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

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: 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: 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 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 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: 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: Beautiful brand-new 4-bedroom, 2-bathroom home located in a great area of Winter Haven. The property features a charming front porch, perfect for relaxing. Inside, the home offers a spacious open-concept living room seamlessly connected to the dining area and kitchen, creating a modern and functional layout. Sliding glass doors provide access to a large outdoor area, ideal for entertaining and everyday enjoyment. The kitchen is fully equipped with appliances, wood cabinets, and a breakfast bar for quick meals. The primary suite includes generous closet space, offering comfort and convenience. The home is located in a planned community with newly built single-family homes and offers excellent amenities such as a community pool, playground, sidewalks, and a beautiful natural creek, providing a peaceful and family-friendly environment. Excellent location, close to: Schools and supermarkets Restaurants and local shopping Quick access to US-27 and main roads Just minutes from LEGOLAND® Florida Resort Easy access to downtown Winter Haven and nearby cities Don’t miss this opportunity to rent a brand-new home with comfort, amenities, and a prime location. Schedule your showing today!

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

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

Remarks: Discover modern comfort and thoughtful design in this newly built home at 1116 Tyler Loop in Winter Haven, FL, crafted by Lennar Homes. This residence showcases high-quality construction paired with stylish finishes, including an open-concept layout perfect for both everyday living and entertaining. The home features energy-efficient systems, smart home technology, and a contemporary kitchen equipped with sleek cabinetry, stainless steel appliances, and ample counter space. Spacious bedrooms and well-appointed bathrooms provide a relaxing retreat, while the private outdoor space offers room to unwind or host gatherings. Residents also enjoy access to desirable community amenities, which include a resort-style pool, clubhouse, playground, and beautifully maintained common areas that enhance the neighborhood’s appeal. With Lennar’s signature attention to detail and included upgrades, this home delivers exceptional value, convenience, and a move-in-ready experience.

Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)

Listing Agent: Julien Silva (352-348-9219)

Remarks: This charming first-floor 1 bed, 1 bath condo sits just off Cypress Gardens Blvd, tucked in a spot where the lake becomes part of your everyday view. As you pull into the parking lot, the water is the first thing you see — calm, open, and only a short walk from your front door. The unit itself offers easy living with a simple, comfortable layout and an in-unit washer and dryer for added convenience. Being on the ground floor means quick access in and out, and the lakeside path just steps away gives you a peaceful place to unwind, sip your morning coffee, or enjoy the quiet at the end of the day. Reach out to schedule a tour and see the tranquility for yourself.

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

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

Remarks: One or more photo(s) has been 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: Welcome! Please call today for this 4-Bedroom home in Harmony at Lake Eloise in Winter Haven, Fl. Looking for a fresh start in a stunning newer home? Look no further! Welcome to 1568 Hummingbird Road, a brand-new, never-lived-in 4-bedroom, 2-bath home located in the desirable Harmony at Lake Eloise community in Winter Haven. This beautifully designed home offers 1740 sq ft of modern living space with elegant porcelain tile flooring through-out. Modern Kitchen with stainless steel appliances, granite island, and ample cabinet space. Bright great room combining dining and living areas. Split bedroom layout for extra privacy. Smart home technology! Large backyard. Community Pool-the perfect place to relax and unwind. Prime Location: Just minutes from Highway 27, downtown Winter Haven, shopping, dining, and entertainment. Easy commute to Lakeland, Tampa and Orlando. Homes like this don't stay on the market long-call today to schedule your private tour for this stunning home!

Listing is courtesy of: JAT PROPERTY MANAGEMENT LLC (321-303-1312)

Listing Agent: Joe Torres (321-303-1312)

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: 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: Beautiful 4-bedroom, 3-bath home located in a great family-friendly neighborhood! This spacious home features a desirable 3-way split floor plan, vaulted ceilings, and stylish LVP wood-look plank flooring throughout the main living areas. The open kitchen offers granite countertops, ample cabinet space, and overlooks the bright living and dining areas, creating the perfect space for everyday living and entertaining. The large primary suite includes a private ensuite bath with a relaxing soaking tub and separate step-in shower. Additional features include an inside laundry room, 2-car garage, and a covered open lanai overlooking the spacious partially fenced backyard. Conveniently located near shopping, dining, schools, and major roadways, this home offers both comfort and convenience in a welcoming community. 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 -PestShare Service -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 -One time Late Fee Forgiveness -$500 Rebate after closing if you purchase a home with one of our preferred Realtors

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

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

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. Applications are First Come First Serve basis. Variable Rent Option – go to “Apply” on website and select Term for monthly rental options. This home is professionally managed and maintained by Owner. You deserve single family rental living at its best!

Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)

Listing Agent: Cathy Behe (689-244-9559)