Winter Haven Apartments for Rent - 137 rentals

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: 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: 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: 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: Enjoy year-round lakeside living in the desirable Mandolin community! This beautifully maintained 4-bedroom, 2-bath single-story home is available for annual rental and offers a spacious, open layout with soaring cathedral ceilings. The bright central kitchen features granite countertops, a pantry, breakfast bar, and newer appliances, seamlessly flowing into the expansive family room with sliding doors leading to a screened lanai and deck overlooking the water—perfect for relaxing or entertaining. The primary suite offers serene lake views, a walk-in closet, dual sinks, a walk-in shower, and a soaking tub. A split floor plan provides three additional bedrooms and a full bath, offering flexibility for guests, a home office, or growing households. Additional highlights include a dedicated laundry room, ceiling fans throughout, irrigation system, and fresh interior and exterior paint. Enjoy a generous yard and peaceful waterfront setting, all conveniently located near shopping, dining, medical facilities, Chain of Lakes Elementary, Legoland, and Bok Tower Gardens. Don’t miss this opportunity for comfortable, long-term Florida living!

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

Listing Agent: Daniel Mcintee (877-366-2213)

Remarks: Additional reduction of this 4 bedroom 2.5 Baths is located in Villa Mar in Winter Haven, Florida. Master-planned amenities including a pool with cabana that is walking distance from your home, a playground, and shaded seating area. Highway 27, less than 10 minutes away, has everything you are looking for. Grocery stores, movie theaters, shopping centers, golf courses, restaurants, and so much more. Step in from the 2-car garage and enjoy the good life. Find it in the large family room. Share stories around the island or outside on the lanai. The 1st floor features a study. Upstairs, 4 bedrooms and a 2 full bath provide privacy while a loft adds extra entertaining space. Your deluxe owner’s suite includes double vanities, a seated shower, and 2 walk-in closets. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat.

Listing is courtesy of: CROWN INVESTMENT BROKERS (407-876-8719)

Listing Agent: Sushama Sharma (321-303-3306)

Remarks: FOR RENT - 3 Bedroom/1 Bath Single Family Home - Very clean cement block home. The home comes with beautiful ceiling fans, nice light fixtures, a range, and a refrigerator. It also features two sheds in the fenced, back yard. If you like skiing, Winter Haven is the Ski Capital of World! Downtown Winter Haven has about a dozen restaurants plus activities for the family every month. These activities include arts and crafts/farmer's markets, music, games, and more. The Winter Haven Public Library offers not only books but movies, family activities and a "kiddie corner". Winter Haven has 26 buildings registered with the US National Register of Historic Places. DISNEYWORLD and the Orlando attractions are only 45 minutes away. You just can't beat it...an active community, with parks, lakes, theatres, and restaurants. Just come to Winter Haven...it's the home of LEGOLAND!

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Linda Andre (863-852-5747)

Remarks: Make this your new home today! This property will not last long! Live in this 3 Bedroom, 2 Bathroom home for rent in Winter Haven! Located in the Eagle Landing Subdivision. Corner Lot one-story Home. Open Floor Plan. Open Kitchen with Breakfast Bar features granite countertops, and al Stainless Steel Kitchen Appliances are included (Refrigerator, Dishwasher, Range, and Microwave. Living & Dining Room. Ceramic Tile in Wet and Common Areas. Bedrooms are Carpet. Primary Bedroom features large walk-in closet and ensuite Bathroom features walk in shower. Relax on the Back Lanai. Two Car Garage. No Rear Neighbors. Washer and Dryer are convenience only. Lawn Care is Tenant Responsibility. No pets allowed at this time. Convenient to Shopping, Restaurants, and so much more! Don't miss out - Schedule a showing today! All our residents are enrolled in our Resident Benefits Package for $55.00 per month, charged as additional rent. This package includes Pest Assurance powered by Pest Share, access to an online resident portal, and availability of a dedicated 24/7 maintenance portal. Additionally, it offers monthly reporting of rental payments to Experian RentBureau, bi-monthly home delivery of replacement HVAC filters, and the use of resident-completed inspection technology. Residents are entitled to one late fee waiver during their residency and have access to concierge utility services.

Listing is courtesy of: ALLEGIANT MANAGEMENT GROUP INC (407-557-3164)

Listing Agent: Elizabeth Santiago Moyet (321-231-2105)

Remarks: Enjoy this modern, remodeled 2/2 condo. This condo features granite countertops and has a washer/dryer inside the unit. Enjoy the most peaceful views of the lake and pool from the back porch. Renters insurance is required.

Listing is courtesy of: TRIBUTE REALTY LLC (863-450-2910)

Listing Agent: Mindy Emerson-Hunley (863-669-0528)

Remarks: FOR RENT - 1 Bedroom/1 Bathroom Executive Condo in beautiful Park Lake. This ground floor unit has access to Lake Lulu, a community pool, a dock, and a clubhouse/recreational facility. The association fees are included in the rent. If you like skiing, Winter Haven is the Ski Capital of World! Downtown Winter Haven has about a dozen restaurants plus activities for the family every month. These activities include arts and crafts/farmer's markets, music, games, and more. The Winter Haven Public Library offers not only books but movies, family activities and a "kiddie corner". Winter Haven has 26 buildings registered with the US National Register of Historic Places. DISNEYWORLD and the Orlando attractions are only 45 minutes away. You just can't beat it...an active community, with parks, lakes, theatres, and restaurants. Just come to Winter Haven...it's the home of LEGOLAND!

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Linda Andre (863-852-5747)

Remarks: This cozy and well-maintained home offers a warm and inviting layout, ideal for comfortable and easy living. The property features a functional floor plan with a modern kitchen, bright and spacious bedrooms, and low-maintenance living areas designed for convenience. Centrally located with quick access to US-27, US-17, SR-540, and I-4, this home provides easy commutes to Orlando and Tampa, as well as proximity to major attractions such as Disney and Legoland. Enjoy being just minutes away from lakes, parks, shopping centers, and a variety of dining options. A perfect rental opportunity for those seeking comfort, convenience, and a well-connected location in the growing Winter Haven area.

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

Listing Agent: Jenny Caso (407-694-9682)

Remarks: Available for immediate move-in! Experience the perfect blend of historic charm and modern updates in this beautifully remodeled 1957 home, ideally located in the heart of Winter Haven. Just off First Street and minutes from shopping, public transportation, and major roadways, this home offers both convenience and character. Inside, you'll find a contemporary interior with brand-new flooring and crisp paint that highlights the home's timeless features. With three generously sized bedrooms, a giant Florida room, and easy access to everything Winter Haven has to offer, this home is as practical as it is charming.

Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)

Listing Agent: Sylvain Sara (727-623-5327)

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: LOCATION! LOCATION! LOCATION! This two-story home features a contemporary open space layout in the dining room, kitchen and family room with easy accessibility to the lanai for outdoor relaxing. Upstairs are five bedrooms and a loft as an extra common area. SOLAR SYSTEM IS INCLUDED! SAVE half of your Electricity Bill! The community is close all the major highway, supermarket and restaurant, Legoland is only 10 minutes away, call to schedule a showing.

Listing is courtesy of: U KEY REALTY (407-937-8888)

Listing Agent: Yukey Hoo (407-937-8888)

Remarks: Beautiful 4-bedroom, 2-bathroom home located in the heart of Winter Haven. This home features ceramic tile flooring throughout the main living areas and a spacious great room with a modern built-in TV wall and electric fireplace. Enjoy peaceful views of the reserve from this premium lot. The master suite offers a spacious walk-in closet and an upgraded shower with a glass door. All bedrooms feature carpet flooring. The open-concept layout includes a large kitchen island, perfect for entertaining and everyday living.

Listing is courtesy of: LA ROSA REALTY INTERNACIONAL L (407-600-7542)

Listing Agent: Ruth Romero (954-687-7155)

Remarks: Affordability meets Comfort. First Floor unit for easy access in a highly desirable gated community of Cypresswood Golf & Country Club. This rental will include access to community pool, 24-hour security, exterior maintenance, common area taxes, trash service, pest control, and private road upkeep. Residents can also enjoy an 18-hole golf course, on-site restaurant, tennis courts, and a fitness center. Conveniently accessible to Hwy 27, I-4, medical facilities, Legoland, shopping, & dining. Applicants must complete the application form for pre-screening, once the landlord review the application & ready to proceed there will be an application fee of $50 for a background screening. All applicants 18 years old and above must complete a background screening. Applicants must provide proof of Verifiable Income & must meet landlord minimum income requirements, Proof of Employment, Valid Proof of Identification, & must honestly disclose the number of occupants residing in the home. Showing schedules are by appointment only.

Listing is courtesy of: MAZELG REALTY (863-399-0226)

Listing Agent: Lienyvette Grimaldo (863-399-0226)