Winter Haven Single Family Homes For Rent - 83 homes

Remarks: This 3 bedroom, 2 bathroom home brings a fun mix of comfort and flexibility, featuring a bonus room that’s ready to become whatever you need next — a home office, gaming room, craft space, or an extra spot to unwind. The interior offers an easy, functional flow with bedrooms that make the most of the home’s footprint, and the primary suite includes its own private bath for added convenience. Step outside and you’ll find one of the property’s biggest highlights: a large fenced-in backyard with room to spread out, garden, host weekend cookouts, or give pets the space they deserve. It’s a manageable home with great energy, solid potential, and a location in Winter Haven that keeps daily errands, dining, and recreation close by. Schedule your tour today!

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

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

Remarks: Like brand new 4-bedroom, 2-bath home located in the desirable Villa Mar community in Winter Haven for rent. This property offers 1,665 sq ft of living space with an open-concept floor plan that connects the kitchen, dining, and living areas, creating a functional layout for everyday living and entertaining. The kitchen features modern finishes, ample cabinet space, and a center island. The primary suite includes a walk-in closet and private bathroom. Three additional bedrooms provide flexibility for guests, office space, or family needs. The home also includes a 2-car garage, driveway parking, and a landscaped yard. Villa Mar residents enjoy community amenities including a swimming pool, playground, dog park, and walking trails. Conveniently located near major roads, shopping, dining, entertainment and more.

Listing is courtesy of: PROPERTY PARTNERS REALTY INC (407-803-1393)

Listing Agent: Patricia Padron (407-803-1393)

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)

Remarks: One or more photo(s) has been virtually staged. Check out this beautifully refreshed 2-bedroom, 2-bath rental home! This property features vaulted ceilings, a freshly painted interior, and tile flooring throughout the main living areas. The galley-style kitchen includes a cozy breakfast nook, perfect for casual dining. Enjoy the screened-in room overlooking a fully fenced backyard—ideal for relaxing or entertaining. Additional highlights include a 2-car garage and washer/dryer connections for your convenience. Located in a desirable neighborhood with great schools, nearby shopping, and easy access to the Polk Parkway, this home offers both comfort and convenience. 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: Modern Home, Bright, Open and Confortable Living Spaces, in excellent condition and move-in ready. SOLAR PANELS are included in the rent, enjoy very low electricity bills, making it extremely convenient and cost-effective and Water Softener. Three spacious bedrooms, two full bathrooms. Prime location, just minutes from Legoland, close to Schools, quiet and convenient neighborhood. Perfect for families looking for comfort, location, and quality living. Don't miss this amazing opportunity!

Listing is courtesy of: FLORIDA LEGACY REALTY LLC (407-914-6402)

Listing Agent: Claudia Saavedra (407-914-7736)

Remarks: Discover modern living in this stunning newly built 3-bedroom, 2-bath home, where style meets comfort. Bright, spacious bedrooms provides the perfect retreat, while sleek, thoughtfully designed bathrooms add a touch of luxury. The open-concept layout flows effortlessly from the kitchen to the living and dining areas, ideal for entertaining or relaxing. A generous walk-in closet keeps everything organized in style. Step outside to your private, pet-friendly backyard, perfect for play, lounging, or weekend barbecues. With high-end finishes, abundant natural light, and a warm, welcoming vibe, this move-in-ready home is everything you’ve been looking for. Don’t miss the home you've been looking for! Excuse the front facing photo of property. Yard has been maintained and cleaned.

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

Listing Agent: Christopher Gallon, Pa (407-967-9363)

Remarks: Beautiful 3-bedroom, 2-bathroom home located at 235 Hayley St, Winter Haven, FL 33884. This well-maintained property offers a comfortable and functional layout, perfect for families or anyone seeking a peaceful living environment. Enjoy a bright and inviting interior, with spacious living areas and a practical floor plan designed for everyday living. The home provides a great balance of comfort and convenience. Pet-friendly (with breed and size restrictions), making it a great option for tenants with pets. Ideally situated in a desirable area of Winter Haven, this home offers easy access to shopping centers, restaurants, schools, and major roadways. The community is known for its quiet atmosphere, family-friendly environment, and proximity to beautiful lakes and outdoor recreational areas. Don’t miss the opportunity to live in a well-located home that combines comfort, convenience, and lifestyle.

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

Listing Agent: Djanira Puyosa (407-717-5231)

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: This three-bedroom and two-bath home is nearly 1,700 SF. The home is a split floor plan for added privacy of the master suite. The master suite is 15 x 20 and has its own brand-new private bathroom. The living room provides an open concept to entertain guests. The kitchen is bright and airy with a dining area located in the kitchen. The property comes equipped with full sized stackable washer and dryers. The backyard is massive and has plenty of room to store boats, trailers or an RV. The rear yard is also fully fenced for pets. Don't wait and miss out on this opportunity to make this your next home!!

Listing is courtesy of: MAVREALTY (727-314-3942)

Listing Agent: Robert Kirkwood, Iv (321-297-6489)

Remarks: Welcome home to this newly built, stunning 5-bedroom, 3 FULL bath two-story home! From the moment you step through the modern frosted-glass entry, you’re welcomed into an open and airy layout perfect for families, guests, or anyone who loves space and convenience. The first floor features an open-concept design with a stylish kitchen complete with Silestone countertops, a large center island, stainless steel appliances, walk-in pantry, and chic subway tile backsplash all overlooking the living and dining areas. A full bedroom and bathroom on the main floor is the perfect setup for guests or multi-generational living. Upstairs, enjoy a spacious loft ideal for an office. The primary suite includes a generous walk-in closet and private bathroom with double vanities. Three additional bedrooms, a full bathroom, and a conveniently located laundry room complete the second floor along with plenty of extra storage space throughout. This home also includes smart home features, allowing you to control key functions from your mobile device whether you're home or away. Enjoy resort-style living with access to a beautiful community pool year-round. LOCATION PERKS: • 10 minutes from LEGOLAND • 35 minutes from Disney • Near plenty of retail, grocery stores, and dining • Close to major highways for easy commuting • A short drive to the new upscale lakefront hangout spot Port 27 • Pet-friendly! If you’re looking for a spacious, modern home in a prime location, this property has everything you need and more.

Listing is courtesy of: THE KLR GROUP LLC (407-814-3293)

Listing Agent: Vanessa Exil (407-715-1088)

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. Available May 1st.

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

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

Remarks: This lovely, Move-in-Ready home has a popular design featuring open concept living area with a spacious kitchen island, dining area and 3 BD/2 BA. The split bedroom plan gives privacy to owners’ en suite. Relax on the covered porch overlooking the privacy fenced backyard, and there are no rear neighbors.

Listing is courtesy of: 1513 REALTY LLC (863-431-2000)

Listing Agent: Pedro Cartagena (863-528-2376)

Remarks: One or more photo(s) has been virtually staged. For Lease | Brand New Construction | No HOA Welcome home to this brand-new 2024 build located from walking distance from Lake Cannon in beautiful Winter Haven, Florida! This stunning 3-bedroom, 2-bathroom home offers modern finishes, spacious living, and a layout designed for comfort and style. Step inside and fall in love with the bright open floor plan featuring high 12-foot ceilings, elegant laminate flooring throughout (no carpet!), and ceiling fans for added comfort. The chef’s kitchen is a true showstopper — complete with brand-new stainless steel appliances, a large center island, granite countertops, and ample cabinet space, including a spacious pantry perfect for all your kitchen essentials. The primary suite offers a peaceful retreat with a barn door entrance to the luxury ensuite bathroom, featuring a standalone soaking tub, glass-enclosed walk-in shower, and dual vanities for convenience. You’ll also love the spacious walk-in closet providing plenty of storage. For added convenience, this home comes fully equipped with a washer and dryer, making move-in a breeze. Outside, enjoy the benefits of no HOA — perfect for tenants with a boat or recreational vehicles. Lake Cannon is just a short walk away, offering a scenic trail ideal for morning jogs, walks with friends, or relaxing nature views. Located near major highways including US-92, SR-540, and Polk Parkway, this home offers easy access to schools, shopping, and dining. Nearby schools include Fred G. Garnier Academy, Westwood Middle School, and Winter Haven Senior High School. This family friendly property truly has it all — luxury, location, and lifestyle. Don’t wait any longer — come see your beautiful new home in Winter Haven today!

Listing is courtesy of: NETWORTH REALTY OF ORLANDO, LLC (321-329-3127)

Listing Agent: Wendy Aldana Llc (510-316-6968)

Remarks: A RARE RENT-TO-OWN OPPORTUNITY in the heart of Winter Haven, offering the chance to enjoy lake-view living now while working toward ownership. This beautifully updated 4-bedroom, 3.5-bath home sits just minutes from downtown and the Chain of Lakes, combining location, flexibility, and long-term potential. Inside, the home features a well-designed layout with two primary suites, making it ideal for multi-generational living or those who want additional privacy and space. The main living areas are filled with natural light, highlighted by a warm family room with views of Lake Lulu and French doors that open to a wrap-around screened porch—perfect for relaxing mornings or evening sunsets. The kitchen is equipped with granite countertops, custom maple cabinetry, and stainless steel appliances, while the formal living and dining areas feature original hardwood floors, adding character and charm. Outside, a large paver driveway provides ample parking, and the fenced backyard offers space for entertaining, pets, or family activities. With no HOA, added storage through a two-car garage, and a location close to dining, shopping, and waterfront recreation, this home offers both convenience and lifestyle. This rent-to-own program is ideal for buyers who want to secure a home now while taking the next steps toward mortgage readiness. Homes with lake views, flexible layouts, and ownership pathways like this are rarely available. Serious inquiries only — opportunities like this don’t last.

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Chad Lindsey (863-660-7837)

Remarks: Welcome to this spacious 3/2 near Legoland! Nestled in the heart of Winter Haven, FL, this home boasts three generously sized bedrooms and two full bathrooms. The split bedroom floor plan ensures privacy, while the eat-in kitchen nook provides a cozy space for meals. The master suite is a true retreat, complete with a luxurious garden tub. The entire home is outfitted with ceramic tiled flooring, adding a touch of elegance and ease of maintenance. The property also features a large yard, perfect for outdoor activities, and a two-car garage for your vehicles or extra storage. Plus, lawn service and interior pest control are included, providing you with a worry-free living experience. This home offers the perfect blend of comfort, convenience, and style. Don't miss out on this gem in Winter Haven! *Tenant must provide their own washer and dryer. **RESIDENTS BENEFIT PACKAGE Residents are enrolled in the Resident Benefits Package (RBP). There is an additional $35.00 a month charge for this added to the advertised rent and is considered additional rent. RBP includes HVAC air filter delivery, utility concierge services making utility connection a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application. If approved for this home, new tenants must pay a $200.00 lease coordination fee due at the same time as the security deposit payment. **RENTERS INSURANCE REQUIRED $100K min liability coverage. Personal property coverage is not required.

Listing is courtesy of: CT HOMES REALTY CORPORATION (407-578-6545)

Listing Agent: Francisco Nieves-Taranto (321-248-4149)

Remarks: Welcome to this beautifully maintained home in the sought-after Villa Mar community in Winter Haven. Designed for comfort and modern living, this home offers a bright, open layout that is both functional and inviting perfect for everyday living and entertaining. Interior Highlights: Open-concept floor plan filled with natural light Spacious living and dining areas with seamless flow Well-appointed kitchen with ample cabinetry and workspace Generously sized bedrooms ideal for families, guests, or a home office Private backyard space for relaxing or outdoor enjoyment Resort-Style Community Amenities: Beautiful resort-style swimming pool Family-friendly playground Exciting future additions including a fitness center and a second pool, enhancing long-term value and lifestyle Prime Location: Situated in a quiet, well-maintained neighborhood Minutes to shopping, dining, and daily conveniences Easy access to major highways for commuting The owner will be responsible for paying the property tax and HOA fees. The tenant is responsible for all utilities, including water, electricity, and internet. The tenant is also responsible for lawn maintenance. No smoking and no pets are allowed.

Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)

Listing Agent: Asher Chen (407-717-5232)

Remarks: Beautiful newly built home (2024) for rent in Winter Haven! This single-story property features 3 spacious bedrooms, 2 full bathrooms, plus a versatile den—perfect for a home office, playroom, or additional living space. The home offers a modern open-concept layout with plenty of natural light, contemporary finishes, and a fully equipped kitchen with all appliances included for your convenience. Enjoy the comfort of a 2-car garage and a thoughtfully designed floor plan ideal for everyday living. Located in a quiet, well-maintained community with amenities including a playground, pool and walking trails perfect for an active lifestyle.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Carolina Bela (407-533-0035)

Remarks: This is a very spacious, beautiful, freshly painted and professionally cleaned 3-bedroom/2-bath/ 2-car garage single family home in the quiet and well-kept Crescent View Community. Property features an open floor plan, beautiful ceramic and laminate flooring, a very spacious kitchen with lots of cabinet space, granite countertops and stainless steel appliances. The primary bedroom is very spacious and features a large walk-in closet. The secondary bedrooms are very spacious with large closets. The backyard is fenced so you have lots of privacy. The patio and backyard are perfect for entertaining family and friends. Close to shopping, dining, schools, and major roadways. Also listed for sale, whichever comes first. This one is just waiting for you to come home to!

Listing is courtesy of: EATON REALTY SERVICES (800-630-1990)

Listing Agent: Arlene Cowan (800-630-1990)

Remarks: Bring the entire family at this majestic home artfully laid out in an airy, open floor plan with plenty of rooms & abundant spaces. Resident(s) are responsible for utilities as well as renter's insurance, & lawn maintenance. All occupants 18 yrs. old above must complete the application. Applicants are encourage to disclose employment & credit information prior to scheduling a showing. Application fee $55.00 is non-refundable for every applicant, and lease administrative fee of $75. Fees are only collected after initial screening to save your money. Tenants will be required to provide proof of Income. First month rent and security deposit are required. Let’s make this your happy home. The huge entry foyer welcomes you to the delightful formal dining room w/ alluring arch-designed interiors, & natural light freely flowing to the grand living areas. The luxurious kitchen encompasses a counter-height island, a wide seated breakfast bar, the raised range cabinets & 42’’ upper cabinets are infusing a classic elegance & functionality. Fall in love of your fabulous owner's suite showcasing a classic tray ceiling, a suitable access to your office room, & the seamless connection of your French door to your screened lanai allows you to embrace sunshine. The splendor of your ensuite master bathroom presents a stylish his & hers walk-in wardrobe closets, a garden tub, the versatility of your dual vanities, a tiled walk-in shower w/ seat, & closeted toilet. A dedicated laundry room is equipped with a utility sink. Offering an oversize side-entry garage w/ an added garage length extension of 6 ft & 8’ ft tall garage-door, & a lengthen driveway for your comfort. Save on energy costs, w/ its energy efficient double paned windows. Enjoy being step away from the community lake access & across the street is the refreshing picturesque of the Chain of Lakes. Nestled in a gated community of Sanctuary By The Lake it has a playground, & direct access to a walking/biking trail that stretches from Lake Echo to Spring Lake. Close proximity to Hwy 17, US-92, & easy access to I-4. Centrally located; Lakeland is only 15.1 miles Orlando is 43.6 miles, Tampa is 53 miles & drive to Clearwater beach in just 1 hr & 30 mins.

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

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

Remarks: Rent with confidence from a licensed leasing agent. Our application process is quick and straightforward — reach out through this website or give us a call to schedule a tour (when the property is available) and apply. Welcome to this charming 3-bed, 2-bath home! The spacious layout offers plenty of room for comfortable everyday living. As you approach the home, you'll find a lovely outdoor area with enough space for chairs, making it an ideal spot to relax outside. Step inside and you'll be welcomed by a floor plan that highlights the living room and kitchen. We proudly welcome all pets. We fully comply with the U.S. Fair Housing Act (Title VIII of the Civil Rights Act of 1968), which prohibits discrimination in housing based on race, color, religion, sex, disability, familial status, or national origin. Move-in costs vary based on your application results. We don't base approval on income or credit — we focus mainly on prior tenancy record. Additional charges may apply for pets or prorated rent. If you have questions or want more info, check out our General Questions page or reach out to us directly.

Listing is courtesy of: ALABAMA LLC (407-674-1852)

Listing Agent: Erich Spivey (407-674-1852)