Winter Haven Single Family Homes For Rent - 110 homes

Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,678 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.

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

Listing Agent: Laidy Mataushek (844-874-2661)

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 1-bed, 1-bath home, offering comfortable everyday living. The yard provides a perfect spot to relax after a long day, enjoy the fresh air, or gather for simple outdoor activities. As you approach, the entrance to apartment 2 is located at the back of the property. It faces the backyard — an excellent place to unwind and take in the outdoors. Stepping inside, you're welcomed by an open floor plan that highlights the living room and kitchen, creating a bright and seamless living space. 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. Rental Features Pet friendly

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

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

Remarks: ******ASK ABOUT OUR OME MONTH FREE RENT****** Huge 3 bedroom 2 bathroom home with tile flooring throughout. Open kitchen with newer shaker style cabinets. Lots of windows for natural lighting. Full size wash and dryer connection are located in the laundry room just off the kitchen. This house is on a corner lot with lots of privacy and parking. We are pet friendly.

Listing is courtesy of: PALM LEAF PROPERTY MANAGEMENT (813-616-6000)

Listing Agent: Jordan Clark (813-616-6000)

Remarks: This pet-friendly rental home offers 1,532 square feet of modern living with three bedrooms and two bathrooms. Step inside to an open floor plan that's perfect for entertaining, featuring a bright and airy living space that seamlessly flows into the kitchen and dining areas. The contemporary kitchen is equipped with stainless appliances, ample counter space, and stylish cabinetry, making it a great place for both cooking and gathering. Don't miss your chance to make 645 Vittorio your new home.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Kevin Watson (813-777-3586)

Remarks: Welcome to this beautiful 5-bedroom, 2.5-bathroom home in the sought-after Villa Mar community of Winter Haven. This spacious two-story residence offers an open-concept layout with a modern kitchen featuring stainless steel appliances, ample cabinet space, and a large island overlooking the living and dining areas—perfect for entertaining. The first-floor owner's suite provides privacy and comfort, while the upstairs offers additional bedrooms and a versatile loft. Enjoy a covered lanai, a 2-car garage, and access to Villa Mar's resort-style amenities, including a community pool and playground. Conveniently located near US-27, shopping, dining, schools, and major attractions. Lawn maintenance is tenant responsibility. Available for immediate occupancy.

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

Listing Agent: Jorge Da Cunha Felix (689-346-4334)

Remarks: Beautiful 4-bedroom, 2-bath single-family home available for rent beginning in August! This spacious home features an open floor plan, a fully fenced backyard, and a covered screened lanai perfect for relaxing or entertaining. The property also includes parking for up to 4 vehicles. A bonus room with a private bathroom is located in the garage and may remain or be removed depending on the tenant's preference. Located in the desirable Lakeside Landings community with access to a community pool, playground, and additional guest parking. Schedule your private showing today!

Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)

Listing Agent: Liliec Velasquez (407-924-7871)

Remarks: Virtually Staged. WELCOME HOME! Don't miss this beautifully updated 3-bedroom, 2-bath single-family home located in the highly desirable gated Mandolin community in Winter Haven. Combining modern upgrades, a functional layout, and a convenient location, this home is ready for its next residents. Step inside to discover a bright and inviting floor plan featuring separate formal living and dining areas, along with a spacious family room that's perfect for relaxing or entertaining. The interior has been tastefully updated with fresh modern finishes, including crisp white interior paint, a stylish Network Gray exterior, and elegant wood-look plank tile flooring throughout the home (except for kitchen and bathrooms)—completely carpet-free for easy maintenance and a clean, contemporary feel. The well-appointed kitchen offers abundant cabinetry and generous storage space, making meal preparation both convenient and enjoyable. Large sliding glass doors from the family room open to a screened-in patio overlooking a peaceful retention area, providing added privacy with no rear neighbors. The spacious primary suite is filled with natural light and features an en-suite bathroom with a walk-in shower and vanity. Two additional bedrooms are located on the opposite side of the home, offering privacy for family members or guests, and share a convenient Jack-and-Jill bathroom. Additional features include: • Attached two-car garage • Screened rear patio • No rear neighbors • Gated community for added privacy and security • Carpet-free flooring throughout the home • Modern interior and exterior updates Ideally located just minutes from LEGOLAND Florida, Walmart, Publix, shopping centers, restaurants, schools, and major roadways including US-27, this home offers easy access to everything Winter Haven has to offer. Schedule your showing today—this beautiful home won't last long! Rental Qualifications • Minimum credit score: 600 • Combined household monthly income must be at least 3× the monthly rent ($5,250/month minimum) • No prior evictions or bankruptcy history • Small pets considered with landlord approval Only qualified applicants will be scheduled for property showings. Tenant Responsibilities • Lawn care and landscaping, including irrigation sprinkler maintenance • HVAC air filter replacement every three months • Pest control • No smoking permitted anywhere on the property • Renter's insurance required prior to moving-in

Listing is courtesy of: YELLOW MOUNTAIN REALTY, LLC (352-214-5476)

Listing Agent: James Li (352-214-5315)

Remarks: Virtually Staged. Available now! Welcome to this beautiful 2024-built 3-bedroom, 2-bathroom home offering 1,521 sq. ft. of comfortable living space in Winter Haven Heights. This home features an open floor plan, high ceilings, ceramic tile flooring throughout, solid surface countertops, a spacious kitchen with a closet pantry, and all major appliances included, including refrigerator, dishwasher, range, washer, and dryer. The primary suite offers a walk-in closet and private bath. Enjoy a 2-car garage and a convenient location just minutes from Downtown Winter Haven, the Chain of Lakes, shopping, restaurants, schools, hospitals, and LEGOLAND Florida Resort. Small dogs are welcome, subject to landlord approval.

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

Listing Agent: Idalgisa De Jesus (347-797-7849)

Remarks: Experience comfortable living in this spacious and beautifully maintained 4-bedroom, 2-bathroom home with a 2-car garage, ideally located in the heart of Central Florida. Enjoy the convenience of being just minutes from some of the area’s most popular attractions, including LEGOLAND Florida Resort and Peppa Pig Theme Park Florida, making this home perfect for families and professionals seeking both comfort and entertainment nearby. This property features an open-concept layout, generous living spaces, a modern kitchen, and a private backyard ideal for relaxing or entertaining. Conveniently located near shopping centers, restaurants, schools, and major highways, you’ll enjoy easy access to everything Central Florida has to offer.

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

Listing Agent: Leonarda De La Cruz Medina (689-680-2267)

Remarks: Brand-New Corner Lakeview Home for Rent in Winter Haven 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 the 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: Experience lakefront living in this recently updated 2-bedroom, 2-bath residence offering approximately 1,100 square feet of comfortable living space. Rent includes utilities, providing exceptional value and convenience. The home features a well-equipped kitchen with range, dishwasher, and refrigerator, along with a tankless water heater for added efficiency. Enjoy stunning water views and direct access to Lake Jessie from your private dock with electricity, perfect for fishing, kayaking, or relaxing by the water. Additional features include a private driveway for parking. No smoking and no pets permitted. Contact today to schedule your private showing and experience this unique waterfront rental opportunity.

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

Listing Agent: Tiffani Kline (863-450-0207)

Remarks: Brand New Spacious 4 Bedroom/2.5 Bathroom Home with a Community Pool and Playground Access for Rent! Built in 2024 this bright modern house with an open and airy living/dining space combo concept is perfectly located in a nice neighborhood right across from the elementary school. Property Features include Modern Kitchen with Quartz Countertops equipped with Stainless Steel Appliances - stove, microwave, dishwasher, refrigerator/freezer; Private Fenced Backyard with a Covered Patio — perfect for relaxing and entertaining; laundry area with Washer and Dryer. Four spacious bedrooms with 2 bathrooms are upstairs; half a bathroom is located downstairs for your convenience. Community Amenities include a well-maintained Community Pool — perfect for warm Florida days and a Playground ideal for outdoor activities, walks and neighborly interaction. Pets are allowed with a combined weight limit up to 50 pounds. No aggressive breeds and no exotic animals. No smoking inside the home. Utilities are paid separately by the tenant. Renters Insurance required. Convenient Location: just minutes from major highways, this location provides an easy access to surrounding areas of Winter Haven and nearby towns. Shops, high-rated schools, pharmacies, parks and cafes are all within short walking or driving distance. There are also beautiful lakes and green parks nearby for outdoor recreation. This home is the perfect choice for a peaceful comfortable and convenient lifestyle in a well-developed area.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Anna Kostenko (407-616-8748)

Remarks: Great location! This 3 bedroom 2 bath home is conveniently located in downtown Winter Haven and near the hospital, downtown, doctor offices, restaurants and shopping. Updated Kitchen with granite counter tops, stainless steel appliances, and inside laundry. Enjoy evenings on the screened back porch with brick pavers and ceiling fan. Fully fenced yard with storage shed. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. Ask how you can skip your security deposit with Obligo Resident Benefit Package (additional $60/mth): -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

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

Listing Agent: Holly Piccola (813-966-5147)

Remarks: FOR RENT – 3BR / 2BA Home Features a covered back porch, garage workshop, and fenced yard. Conveniently located near a gym, great restaurants, and plenty of shopping.

Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)

Listing Agent: Michelle Ellis (904-382-9100)

Remarks: Call today for this expansive three Bedroom two Bath House at Lakeridge Estates in Winter Haven. This house is approx 1900 square fee with Hardwood floors in the living areas and primary bedroom. Carpets in the two bedrooms. Spacious Kitchen with stainless steel appliances including Refrigerator, Range, Microwave and Dishwasher. Large primary bedroom suite with large walk in closet. Bathroom with garden tub and separate shower. Laundry room. Large oversize backyard. Two car garage. House minutes to downtown Winter Haven. Convenient to shopping centers, and easy access to I-4 to Downtown Orlando. NO PETS ALLOWED! Call Today. **credit must be over 650.

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

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

Remarks: Nestled within the exclusive gated community of Tuscany, a charming neighborhood of just 18 homes in Southeast Winter Haven, this 4 bedroom, 3 bath pool home offers over 3,300 square feet under roof on a private 0.33 acre lot. Designed for both comfortable living and entertaining, the home features a dedicated office, formal dining room, living room, and an impressive 25' x 17' poolside bonus room complete with a custom wall-to-wall hardwood entertainment center, surround sound, upgraded lighting, tile flooring, and ceiling fan. The spacious kitchen showcases abundant Kraft Maid cabinetry, granite countertops, generous workspace, and a sunny breakfast nook overlooking the pool. A thoughtfully designed triple-split bedroom floor plan provides privacy for family and guests, while multiple access points lead to the screened pool and outdoor living areas. The spacious primary suite features a double-sink vanity, garden tub, separate shower, private water closet, and oversized walk-in closet. It also as access to the pool area. Additional highlights include hand-scraped real wood flooring throughout most of the home, including the primary suite, an outdoor summer kitchen with built-in gas grill, sink, and refrigerator, indoor laundry room, oversized two-car garage, expanded driveway with parking for up to eight vehicles, a separate entrance to the bonus room, and mature landscaping with an irrigation system on a dedicated meter. The large private backyard offers plenty of space beyond the screened pool area, creating a peaceful retreat while remaining conveniently located less than a mile from schools and Publix supermarket. Experience this exceptional property like never before with a 3D Interactive Virtual Tour or Virtual Reality featuring a 2D Floor Plan and immersive 3D Dollhouse Model, plus a 360-degree Interactive Aerial Virtual Tour showcasing the entire Tuscany community and panoramic views as far as the eye can see. The home features a stunning collection of modern gold crystal chandeliers throughout, including a 23.6" dimmable LED crystal chandelier with adjustable color temperatures in the hallways and kitchen, an elegant gold crystal flush-mount chandelier in the master bedroom, a large modern crystal LED chandelier that serves as a beautiful focal point in the living room, and a luxurious 40" gold rectangular crystal chandelier with 16 lights above the dining area, creating a cohesive, contemporary design with lighting and timeless elegance throughout the home. Meticulously maintained, this one-of-a-kind pool home is a rare opportunity to rent a beautiful property in one of Southeast Winter Haven's most desirable gated communities. Available this August

Listing is courtesy of: 3D TEAM REALTY LLC (863-604-3662)

Listing Agent: Jimmy Aguilar (863-604-3662)

Remarks: One or more photo(s) has been virtually staged. Virtually Staged. Discover this spacious one-story home featuring 3 bedrooms, 2 full bathrooms, and a versatile flex room perfect as a home office, guest room, playroom, or potential 4th bedroom. The home offers quartz countertops, upgraded lighting, ceiling fans, newer stainless steel appliances, and a large kitchen island with seating. Enjoy a fenced backyard with a covered patio—ideal for relaxing or entertaining. This property also includes an In-Law Suite with its own private entrance. The suite features a bedroom, bathroom, kitchenette, and washer & dryer, providing excellent privacy and flexibility. Perfect for multi-generational living, extended family, or guests who want their own space. Located in Peace Creek Reserve, residents enjoy access to a community pool, playground, and convenient proximity to schools, shopping, and dining.

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

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

Remarks: Beautiful 3-bedroom, 2-bath home for rent in Winter Haven! Features an open floor plan, no carpet throughout, included appliances, washer and dryer, a 2-car garage, and energy-efficient solar panels. Pet-friendly with no additional pet deposit or monthly pet fee (subject to owner approval and HOA restrictions). Conveniently located near shopping, dining, schools, and major roadways. Available August 2, 2026. Contact us today to schedule your private showing. A minimum of 24 hours' notice is required.

Listing is courtesy of: FORTEX REALTY INC (786-249-1660)

Listing Agent: Stefanny Fajardo Ronquillo (917-770-7096)

Remarks: This beautifully updated 2-bedroom, 2-bathroom condo in the sought-after Winter Ridge community offers a perfect blend of modern comfort and tranquil lakeside living. Located just minutes from downtown Winter Haven, this move-in-ready home is designed for those who appreciate a low-maintenance lifestyle with premium views. Featuring 1,073 sq. ft. of bright, open living space with a great room/dining combo perfect for entertaining. Enjoy stylish luxury vinyl flooring throughout and a fresh, neutral paint palette. A functional galley-style kitchen equipped with a closet pantry and modern appliances. Primary Suite features a large walk-in closet and a private, updated bathroom. Step out onto your 8x17 screened-in lanai to enjoy peaceful water views and the Florida breeze. Community & Amenities Winter Ridge is a premier waterfront community on the Winter Haven Chain of Lakes (Lake Smart). There is a private community dock for fishing and direct lake access. Take a dip in the heated community pool, enjoy the clubhouse, or play a round of shuffleboard. Includes two dedicated parking spaces, with one being a covered carport. Location: Located with easy access to Hwy 27 and I-4, making commutes to Orlando or Tampa a breeze. Just 10-15 minutes from Legoland, downtown dining, medical facilities, and the scenic Lake Conine Nature Park. Within 10 minutes of Polk State College (Winter Haven). Schools Nearby: This home is located within the Polk County School District and is zoned for: • Frank E. Brigham Academy or Jewett School of the Arts (Elementary/Middle) • Denison Middle School or Jewett Middle Academy Magnet • Winter Haven Senior High School (Please verify school zoning with the district.) Why You’ll Love This Home • Modern LVP Flooring Throughout • Modern appliances with energy-efficient features • Boat/Water Sport community with small town feel — Criteria for approval: • 580+ credit score (Low score thanks to medical or student loans? You may still qualify with a higher deposit. (Please refer to the flyer for specific information.) • Credit score below 550 or 6+ non-medical/non-student loan collections are immediate disqualifiers. • Income must be 2.5x rent • No evictions or unpaid rent • background checks are done on all adults. We are HUD compliant in our review process. MOVE-IN COSTS & FEES: • Application: $65 per adult + $200 Condo Association Application fee per adult. All residents must be on the lease. No exceptions. • Security Deposit: $1,350 (Due immediately to hold home). Home is only held for you after deposit has been paid! • First Month rent: $1,350 + fees (Due 10 days before move-in; proration applies to month #2). • Admin Fee: $125 standard fee. This fee will increase if you need to rush the move in. ? Total Monthly Charges: $1,472.00 (Includes Rent, Internet Discounted rate, Resident Benefit Package, and Transaction Fee) Monthly Fees (in addition to rent): • $55 Resident Benefit Package — Includes the required renter’s insurance, as well as pest control, AC filters, and other magical adulting tools. • $65 Internet (1 Gig!) Discounted rate for Supercharged Spectrum WiFi • $2 Transaction Fee • Lawncare is included!

Listing is courtesy of: RP INVESTMENT REALTY LLC (407-283-7133)

Listing Agent: Giovanna D'Alessandro (609-840-7000)

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)