Winter Haven Apartments for Rent - 116 rentals

Remarks: Move-in ready rental opportunity in a convenient Winter Haven location. This property offers comfortable living spaces, great natural light, and a functional layout ideal for families or professionals. Located near major roads, shopping, dining, and local amenities, providing both convenience and accessibility. Monthly rent is $1,800. Schedule your showing today—this opportunity won’t last.

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

Listing Agent: Leidy Marroquin Bello (321-408-1934)

Remarks: Welcome to this brand-new 2025-built home located in the highly desirable Villa Mar community in Winter Haven! Offering 3 bedrooms, 2 full bathrooms, this modern residence combines style, functionality, and comfort in one beautifully designed floor plan. Step inside to an open-concept layout filled with natural light, creating the perfect space for both everyday living and entertaining. The primary suite provides a private retreat with a well-appointed en-suite bath, while two additional bedrooms giving flexibility for family, guests, or a home office. Built in 2025, this home offers the peace of mind and energy efficiency of new construction. Home is ideal for growing families or anyone seeking a move-in-ready property in a thriving community. Villa Mar is known for its welcoming, family-friendly atmosphere, featuring sidewalks, green spaces, and convenient access to schools, shopping, dining, and major roadways.

Listing is courtesy of: CENTURY 21 MCBRIDE REALTY GROUP (386-866-1007)

Listing Agent: Paola Martinez (386-866-1007)

Remarks: Welcome to this brand-new 2025-built home located in the highly desirable Villa Mar community in Winter Haven! Offering 3 bedrooms, 2 full bathrooms, this modern residence combines style, functionality, and comfort in one beautifully designed floor plan. Step inside to an open-concept layout filled with natural light, creating the perfect space for both everyday living and entertaining. The primary suite provides a private retreat with a well-appointed en-suite bath, while two additional bedrooms giving flexibility for family, guests, or a home office. Built in 2025, this home offers the peace of mind and energy efficiency of new construction. Home is ideal for growing families or anyone seeking a move-in-ready property in a thriving community. Villa Mar is known for its welcoming, family-friendly atmosphere, featuring sidewalks, green spaces, and convenient access to schools, shopping, dining, and major roadways.

Listing is courtesy of: CENTURY 21 MCBRIDE REALTY GROUP (386-866-1007)

Listing Agent: Paola Martinez (386-866-1007)

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: Beautiful 4-Bedroom Home in Squires Grove – Built in 2022! Welcome to this stunning 4-bedroom, 2-bathroom single-family home located in the desirable Squires Grove community. Built in 2022, this modern home offers 1,851 sq. ft. of thoughtfully designed living space with a spacious 2-car garage. You'll love the open floor plan, perfect for both everyday living and entertaining. The kitchen flows seamlessly into the living and dining areas, creating a warm, inviting atmosphere. The primary suite features a private bath and generous closet space, while three additional bedrooms offer flexibility for family, guests, or a home office. Enjoy the peace of mind with no CDD fees and a low HOA, all while living in a well-maintained neighborhood with top-rated schools. Squires Grove is ideally located close to shopping, dining, parks, and major highways, making daily life convenient and commutes a breeze. Don’t miss this opportunity to own a newer home in a growing community.

Listing is courtesy of: AZURE REAL ESTATE & PROPERTY MANAGEMENT GROUP LLC (813-957-0854)

Listing Agent: Nicole Torres (813-957-0854)

Remarks: Furnished Mini Master Bedroom Suite for rent in beautiful private home. Rent includes all utilities and Wi-Fi. Private fridge available for tenant's use. Owner looking for single professional or travel nurse.

Listing is courtesy of: MAHOGANY REAL ESTATE GROUP (305-971-6161)

Listing Agent: Patricia Townsend (954-732-6322)

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: Beautiful 4-bedroom/3.5-bathroom home with additional bonus room ideal for an office, den, gym, or play room in the prestigious Woodpointe community of SE Winter Haven! Elegant custom and designer finishes throughout, screened lanai, walk-in closets, open-concept and split-bedroom floor plan, and so much more. Applications evaluated on creditworthiness and income equal to at least 3x monthly rent and income.

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

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

Remarks: Step into this inviting one-bedroom, one-bath apartment in the heart of Winter Haven, where comfort meets convenience. The kitchen is a chef’s delight, featuring elegant white cabinets, sleek granite countertops, and modern appliances including a refrigerator, dishwasher, and an electric water heater. An in-unit washer and dryer add an extra layer of ease to daily living. The living spaces are bright and welcoming, adorned with ceiling fans that keep the air fresh and circulate light throughout the rooms. Plush carpeting in the bedroom and living areas provides warmth and comfort underfoot, while sliding door windows invite natural light and create a seamless connection to the outdoors. A built-in closet offers ample storage, keeping your space organized and clutter-free. Every detail of this apartment has been thoughtfully designed to create a harmonious living environment. Whether you’re cooking a meal in the well-appointed kitchen, relaxing in the cozy living area, or enjoying the ease of modern amenities, this home offers the perfect blend of style and functionality.

Listing is courtesy of: SAFETYNET REALTY (317-603-8743)

Listing Agent: Avihai Sela (317-603-8743)

Remarks: MOVE-IN READY upstairs Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This professionally-managed condominium includes interior laundry, walk-in closets, open concept living space, 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 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. Monthly rent includes maintenance and repairs, pest control, and trash collection. Up to three pets allowed with prior approval; applications approved based on creditworthiness and income equal to at least 3x monthly rent, otherwise additional security deposit may be required.

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

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

Remarks: Welcome to the desirable Villamar community in Winter Haven, where comfort, convenience, and modern living come together in one of the area’s fastest-growing neighborhoods. This FULLY FENCED like-new 4-bedroom, 3-bathroom home offers a thoughtfully designed layout that perfectly balances functionality and style, making it ideal for families, entertaining, or simply enjoying everyday life. Designed with both comfort and connection in mind, the open-concept floor plan flows effortlessly through the main living areas. The spacious great room opens to the dining area and kitchen, creating a bright and inviting atmosphere filled with natural light. The kitchen overlooks the living space, allowing you to stay connected with family and guests while preparing meals, making it the true heart of the home. Location truly sets this home apart. Villamar offers a variety of community amenities including a pool, playground, dog park, and scenic walking paths, creating a lifestyle that’s both active and relaxing. Just minutes away, you’ll find everyday conveniences like Publix and Walmart, along with quick access to US-27 for an easy commute. Enjoy weekends full of fun just 5 minutes from LEGOLAND Florida Resort, or take a short 10-minute drive to explore dining, shopping, and entertainment in downtown Winter Haven. Zoned near local elementary and middle schools just minutes away, this home offers convenience for families at every stage. This is more than just a home, it’s a lifestyle opportunity in one of Central Florida’s most convenient and growing communities. Don’t miss your chance to own this beautiful, move-in ready home in Villamar. Schedule your private tour today!

Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)

Listing Agent: Fanny Stollmeyer (704-905-0698)

Remarks: 2BR/2BA Ground Floor Condo in the Gated neighborhood of Winterset. Wood laminate flooring (no carpet) throughout. New granite countertops and appliances in kitchen. Updated bathrooms. Primary bedroom has a very large walk in closet. Full size washer and dryer included. Community features a clubhouse with swimming pool overlooking Lake Winterset, tennis courts, boat ramp, and dock for fishing. Great SE location near medical, shopping, restaurants, and Legoland! Sorry NO PETS!

Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)

Listing Agent: Amy Reynolds (863-412-2279)

Remarks: One or more photo(s) has been virtually staged. For Lease: Private In-Law Suite in Winter Haven, FL – $1,500/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: $1,475 /month Size: Approx. 450 sq. ft. Lease Term: Minimum 12 months Security Deposit: $1,475.00 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: 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: One or more photo(s) has been virtually staged. Welcome to this brand-new 2025-built home located in the highly desirable Villa Mar community in Winter Haven. Offering 4 bedrooms, 2 full bathrooms, and 1 half bath, this modern residence combines style, functionality, and comfort in one beautifully designed floor plan. Step inside to an open-concept layout filled with natural light, creating the perfect space for both everyday living and entertaining. The spacious kitchen features contemporary finishes, ample cabinetry, and generous counter space, seamlessly connecting to the dining and living areas. The primary suite provides a private retreat with a well-appointed en-suite bath, while three additional bedrooms giving flexibility for family, guests, or a home office. Built in 2025, this home offers the peace of mind and energy efficiency of new construction. The layout is thoughtfully designed to maximize space and flow, making it ideal for growing families or anyone seeking a move-in-ready property in a thriving community. Villa Mar is known for its welcoming, family-friendly atmosphere, featuring sidewalks, green spaces, and convenient access to schools, shopping, dining, and major roadways. Located in one of Central Florida’s fastest-growing areas, this property presents an excellent opportunity for both homeowners and investors. Don’t miss your chance to own a newly built home in a prime Winter Haven location.

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

Listing Agent: Rodrigo Araujo Machado (347-776-2005)

Remarks: WINTER HAVEN NEW BUILD 3 BED/2 BATH HOME FOR RENT! MOVE-IN SPECIAL! Priced Low, Call Now! Very Clean Property, Move-in Ready, 2 Car Garage, Brand New Build—First Tenancy! Huge Master Suite, Eat-In Kitchen, Corian Countertops, Upgraded Kitchen, Brand New Kitchen, Carpeted Bedrooms, Laminate Wood-Look Flooring, COMMUNITY Pool, COMMUNITY Playground, COMMUNITY Multiple Lakes, COMMUNITY Walking & Nature Trails, Convenient to LEGOLAND Florida, Convenient to Lake Eloise Boat Ramp Access, New Appliances, New Window Treatment, Stainless Steel Appliances INCLUDED, Blinds INCLUDED, Washer and Dryer in Unit. The deposit amount is based upon the application results. Pets: OK - 1 Small only (up to 35 lbs.) (Dangerous Pets are not permitted, Pit Bulls, etc.) Priced $1,750.00 for the first 4 months, $1,850.00 for the remaining 8 months (Average: $1,817.00/mo). AVAILABLE: NOW

Listing is courtesy of: ORLANDO REALTY & PROPERTY MGNT (407-641-5782)

Listing Agent: Jay Myers (407-641-5782)

Remarks: Discover this charming duplex in the heart of Winter Haven, FL, offering 2 bedrooms and 1 bathroom in a thoughtfully designed layout. Step inside to find a bright and functional kitchen equipped with essential appliances, including a refrigerator and range, making meal preparation effortless. The kitchen flows seamlessly into the living area, creating an open and welcoming space that combines dining and relaxation, ideal for everyday living or entertaining friends and family. The first bedroom is spacious and conveniently located near the main living areas, providing both comfort and privacy. The bathroom features a versatile shower-tub combination, perfect for a quick shower or a leisurely soak after a long day. The second bedroom offers flexibility, whether you need a guest room, additional living space, or a home office setup. Outside, this duplex provides easy access to all the conveniences Winter Haven has. Enjoy nearby shopping, dining, parks, and schools, all just minutes away. The home’s location combines quiet, residential comfort with the accessibility of city amenities. Experience the warmth of Winter Haven living in a home designed for comfort, convenience, and everyday enjoyment. **$20 monthly for pest control** Contact us today!

Listing is courtesy of: RENTAL AND REALTY GROUP (863-421-7200)

Listing Agent: Jordan Leventhal (407-463-3134)

Remarks: One or more photo(s) has been virtually staged. HALF OFF FIRST MONTHS RENT! Spacious rental located in the heart of Winter Haven! This updated unit offers comfortable living with generous room sizes and a functional layout. Conveniently located near shopping, dining, schools, and major roadways, making daily commutes a breeze. Public water and sewer, city utilities, and easy access to everything Winter Haven has to offer. Ideal for tenants seeking affordability, convenience, and central location. Available for immediate occupancy!

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

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

Remarks: One or more photo(s) has been virtually staged. HALF OFF FIRST MONTHS RENT! Spacious rental located in the heart of Winter Haven! This updated unit offers comfortable living with generous room sizes and a functional layout. Conveniently located near shopping, dining, schools, and major roadways, making daily commutes a breeze. Public water and sewer, city utilities, and easy access to everything Winter Haven has to offer. Ideal for tenants seeking affordability, convenience, and central location. Available for immediate occupancy!

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

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