Apartments for Rent in Winter Haven 33884 - 70 homes

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: Welcome to **5850 Cypress Gardens Boulevard, Unit #608**, a move-in ready rental offering comfort, convenience, and exceptional value in the heart of Winter Haven. Priced to rent, this well-maintained residence is the perfect place to call home. Enjoy a bright and inviting interior designed for easy living, along with access to a community swimming pool—ideal for relaxing and enjoying Florida's year-round sunshine. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers an excellent combination of location and lifestyle. Don't miss this opportunity to lease a move-in ready home at a great price. Schedule your private showing today!

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

Listing Agent: Helen Moreno Porras (786-227-4907)

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: 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: 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: 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: 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: 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: Looking for a Country Club lifestyle?? Conveniently Located in Cypresswood Golf & Country Club. This Immaculate 2 bed/2 bath condominium offers an open concept with a spacious kitchen open to great room. Both bedrooms feature walk-in closets. Pretty blinds and ceiling fans throughout, a full size washer & dryer, 10' ceilings, crown molding, ceramic tile and carpet. Outside storage closet for your extras. You will have one assigned parking space, plus access to guest parking. Cypresswood residents enjoy a resort & country club lifestyle! The 18 hole championship golf course & on-site restaurant are open to the public. Featuring Chef prepared meals and live music Thurs, Fri & Sat nights. Your Rent Includes use of the half Olympic size pool and the newly resurfaced tennis & pickleball courts. Located just minutes from trendy downtown Winter Haven, convenient to Hwy 27 & I-4. Close to Legoland, Bok Tower, shopping, dining, hospital and medical facilities, plus a brand new Publix. ALL applicants must apply and pay for financial & background screening, provide valid ID, proof of employment and verifiable income.

Listing is courtesy of: CHAIN OF LAKES REALTY INC (863-287-4679)

Listing Agent: Laura Barnes (863-287-4679)

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: Virtually Staged. Chain of Lakes WATERFRONT living with stunning views of Lake Roy! This beautifully updated 1-bedroom condo offers the perfect blend of peaceful lakeside charm and everyday convenience, located just minutes from shopping, dining, and entertainment. Step inside to find wood-look tile flooring throughout, fresh calming oasis-blue paint, and abundant natural light pouring in through updated windows showcasing picturesque lake views. The spacious living area flows into a versatile window-lined nook, ideal for a home office, reading corner, or expanded seating area. The updated kitchen features modern appliances and an efficient layout designed to maximize space and functionality. The bedroom offers two closets for ample storage along with a convenient stackable washer and dryer nook. The bathroom has been tastefully renovated with a modern subway-tiled tub surround. Just outside your front door, enjoy a large HOA-maintained green space with picnic seating overlooking the water. Beyond that, you’ll have direct access to Lake Roy, perfect for kayaking, paddle boarding, or simply soaking in the serene setting. The community dock provides additional space for fishing, relaxing, and enjoying breathtaking lakefront sunsets. Don’t miss this rare opportunity to lease a charming lakeside retreat on the Chain of Lakes!

Listing is courtesy of: REMAX EXPERTS (863-802-5262)

Listing Agent: Jake Bellamy (863-838-7804)

Remarks: Brand-new two-story home located in the sought-after Villamar community of Winter Haven. This residence offers 4 bedrooms, 2.5 bathrooms, a spacious loft, and a 2-car garage with approximately 1,880 square feet of living space. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating a functional layout for everyday living and entertaining. The kitchen features modern cabinetry, ample counter space, a center island, and a pantry. Upstairs, the versatile loft provides additional living space that can be used as a home office, media room, or flex area. The primary suite includes a walk-in closet and an en-suite bathroom with dual sinks and a walk-in shower. Additional features include a covered rear patio, energy-efficient construction, and smart home technology. Residents of VillaMar enjoy access to community amenities, including a resort-style swimming pool and playground. Conveniently located near US-27, shopping, dining, medical facilities, schools, Historic Downtown Winter Haven, LEGOLAND® Florida Resort, and Bok Tower Gardens, with easy access to Orlando and Tampa. Move-in ready.

Listing is courtesy of: INTERNATIONAL EXECUTIVE REALTY (689-343-3583)

Listing Agent: Maritza Lopez (407-219-8914)

Remarks: This charming three-bedroom, two bathroom situated in a golf community. Located in Cypresswood, a gated community with controlled access and security, this home features an open-concept layout and a kitchen equipped with an island, dishwasher, double-oven range, garbage disposal, and microwave. The primary bedroom boasts a spacious walk-in closet. At the rear of the house, there are two spacious porches—one with vinyl windows and another that is screened-in with brick paver flooring—offering an ideal spot to relax and enjoy the sunshine. The property includes a two-car garage with screen doors. Cypress Golf & Country Club amenities include an 18-hole championship golf course, a clubhouse, a restaurant, a swimming pool, and tennis courts. It offers easy access to Highway 27, I-4, and Legoland.

Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)

Listing Agent: Migdalia Moreira (407-797-8100)

Remarks: Welcome to this beautiful two-story home featuring 4 spacious bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept floor plan perfect for modern living. The main level offers a bright living and dining area that flows seamlessly into the stylish kitchen, creating an ideal space for entertaining and everyday life. Upstairs, the generous primary suite includes a walk-in closet and a private en-suite bathroom, while the additional bedrooms provide plenty of room for family, guests, or a home office. A two-car garage and convenient laundry area add to the home's functionality. Residents enjoy fantastic community amenities, including a resort-style swimming pool, playground, and pickleball courts. Conveniently located near US-27 and Highway 60, this home provides easy access to shopping, dining, schools, healthcare, and Winter Haven's beautiful lakes and recreational attractions. With its excellent location and welcoming neighborhood, this home offers the perfect balance of comfort and convenience. Our application process is fast, simple, and hassle-free, making it easy to apply and move into your new home.

Listing is courtesy of: GLASSTONE GROUP INC (321-490-3001)

Listing Agent: Ashley Porto (407-360-7386)

Remarks: Welcome to this beautiful 4-bedroom, 2-bath home built in 2024, offering modern style and comfortable living. The open-concept floor plan features a spacious kitchen with granite countertops, stainless steel appliances, and ample cabinet space, flowing seamlessly into the living and dining areas. Enjoy a screened lanai overlooking a fully fenced backyard, perfect for relaxing or entertaining. Conveniently located near shopping, dining, schools, and major roadways, this move-in-ready home offers the perfect combination of comfort and convenience.

Listing is courtesy of: RIGHT TRACK REALTY (954-437-4747)

Listing Agent: Kelley Spear (201-697-4765)

Remarks: Spacious 5-bedroom, 4-bathroom residence designed to offer ultimate comfort and privacy. This home features generous interior living spaces, ensuring practicality for everyday living and plenty of room to entertain. The large, highly functional kitchen is ideal for cooking enthusiasts and gathering around the table. The property also boasts an expansive living room enhanced by abundant natural light, making the entire space feel bright and inviting.

Listing is courtesy of: AVID REALTY LLC (689-241-5233)

Listing Agent: Johany Utrera (407-749-8680)

Remarks: Welcome to your dream home! This beautiful property offers 3 spacious bedrooms, 2 modern bathrooms, and is move-in ready with top-of-the-line finishes. Located in the desirable Winter Haven area, this home features appliances and smart home technology, offering you the convenience of a fully integrated, intelligent home system. Key Features: 3 Bedrooms – Generously sized for comfort. 2 Modern Bathrooms – Tastefully designed with contemporary finishes. Appliances included – energy-efficient models. Smart Home Technology. Don't miss the opportunity to rent this exceptional home! Perfect for those who appreciate modern living with smart features. Contact us today for a private viewing.

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

Listing Agent: Mardonia Gina (863-513-3056)

Remarks: 3 Bedroom 2 bath home for lease AVAILABLE OCTOBER 2026: Ideally located near the Lake Summit Boat Ramp and Park, 2005 N Lake Eloise is a beautifully maintained and spacious single-family home offering comfort, convenience, and charm. Enjoy relaxing evenings, morning coffee, or peaceful outdoor living from the private screened-in patio overlooking the fully fenced backyard. The patio also features a convenient pet door and can be accessed directly from both the vaulted-ceiling living room and the private primary suite. The primary suite offers an ensuite bathroom complete with a beautifully tiled walk-in shower, while the guest bathroom includes a tub and shower combination. A full-size two-car garage provides secure entry and ample additional storage space. All kitchen appliances are included, along with a washer and dryer for added convenience. Availability Available October 2026 Amenities Include: Tile Flooring throughout living areas Carpet in Primary Bedroom 2 car garage Fenced in back yard Appliances include: Full Size Washer and Dryer Oven/Stove Dishwasher Refrigerator and Freezer with Water Dispenser and Ice Maker Microwave Pricing: $1,950/month Tenant Pays: electric, internet, water/sewer, lawn/landscaping, and telephone

Listing is courtesy of: CARREROU ENTERPRISES, LLC (863-294-2384)

Listing Agent: Ozzie Carrerou (863-294-2384)