Apartments for Rent in Winter Haven 33884 - 40 homes

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)

Remarks: Appointment Only, Combination Lockbox, See Remarks, Use ShowingTime Button

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

Listing Agent: Daniela Leal Castro (407-219-2183)

Remarks: 1 bedroom 1 bath ground floor condo with access to Lake Roy on the famous Winter Haven Chain of Lakes. New Luxury Vinyl Plank Flooring and fresh interior paint.

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

Listing Agent: Steven Smith, Pa (863-224-2297)

Remarks: Welcome to this beautiful tranquil home. Prime Location, Beautiful Community many amenities. Highly sought Peace Creek Reserve Community in Winter Haven. Modern Living in today's busy world. High end kitchen, Many architectural features sets this home off from others. Upgraded bathrooms. Very large space for family gatherings. Large bedrooms. Plenty of storage. Two car garage. Credit Score Required 620. Easy to Show

Listing is courtesy of: GOLDEN SANDS S. FLORIDA REALTY (954-588-1207)

Listing Agent: Donna Galloway (954-588-1207)

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: Located in Peace Creek Reserve, one of Winter Haven's most peaceful and well-connected residential areas, this property is back on the market and represents a rare opportunity. If you're looking for space, functionality, and quality of life in a natural setting with immediate access to lakes, trails, shopping, and major roads, this is your best option for your next home. This spacious 5-bedroom plus loft residence offers an open-concept design filled with natural light, where the kitchen, dining room, and living room flow seamlessly into a covered patio, perfect for relaxing or entertaining. On the second floor, the spacious loft adds versatility as an office, study, or media room, surrounded by five generously sized bedrooms. The master suite features a walk-in closet and a private bathroom designed for comfort and privacy. With modern finishes, a smart layout, and a location that balances serenity and convenience, this move-in ready property is an opportunity that deserves immediate attention.

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

Listing Agent: Carla Moreno Pineda (561-410-9003)

Remarks: FOR RENT - 3 Bedroom/2 Bathroom Single Family Home built in 2024. This is a very light, comfortable home. It is being rented with all of the Kitchen stainless steel appliances: Microwave, Range, Refrigerator, Dishwasher. The washer and dryer are also included. The Kitchen, Living Room, and Dining Room create an open floorplan with sliding glass doors to go to the back yard. The home has a split floor plan, an inside Laundry Room, and a two car Garage. Less than 10 minutes from shopping plazas, restaurants, Publix Supermarket, and LEGOLAND!

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

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

Remarks: 4 bedroom 3 bathroom Lennar Next Gen home available for lease in Peace Creek Reserve in Winter Haven. This layout features a private mother in law suite with its own entrance, living area, kitchenette, bedroom, and full bath, ideal for multigenerational living or added privacy. Main home offers an open concept floor plan with a large living area, modern kitchen with island, and separate dining space. Primary suite includes a walk in closet and private bath with dual sinks and walk in shower. Secondary bedrooms are well sized with a shared full bath. Interior features includes tile in main living areas, carpet in bedrooms, and tile in all wet areas. Laundry room included. Attached 2 car garage. Community amenities include pool, playground, and common areas. Convenient location with quick access to major roads, shopping, dining, and schools. Move in ready. Schedule your showing today.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)

Listing Agent: Michael Hochadel (863-604-0018)

Remarks: One or more photo(s) has been virtually staged. Experience refined living in this beautifully renovated residence designed for both elegance and comfort. This exceptional 4-bedroom, 3-bath home has a newer roof and AC as well as featuring a desirable split floor plan, soaring ceilings in select areas, and an abundance of natural light that enhances the home’s open, airy feel. The designer kitchen is a true showpiece, appointed with all-new custom cabinetry, sleek quartz countertops, premium appliances, and an expansive peninsula ideal for upscale entertaining and casual dining alike. Luxury vinyl flooring flows seamlessly throughout, complemented by new designer fans, fixtures, and finishes. The primary suite serves as a private retreat, offering a spacious walk-in closet and a spa-inspired en-suite bath with double vanities and an oversized walk-in shower. A second en-suite bedroom provides the perfect guest or multi-generational suite, thoughtfully positioned for privacy. Step outside through two sets of sliding glass doors to your own resort-style oasis. The covered lanai overlooks a private, fully screened swimming pool with an in-ground spa, creating the ultimate setting for relaxation and outdoor entertaining. The fully fenced backyard enhances privacy while maintaining a serene atmosphere. Additional highlights include an indoor laundry room, an attached two-car garage, and an oversized driveway providing ample parking. This move-in-ready home offers sophisticated finishes, functional design, and luxurious indoor-outdoor living.

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

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

Remarks: Brand new, never-lived-in house for rent in Winter Haven! Beautiful two-story, brand new, never-lived-in house featuring 6 bedrooms and 3 full bathrooms, ideal for families seeking comfort, space, and modern living. The home offers a modern open-concept layout with spacious, bright interiors. At the entrance, a welcoming porch with a garden adds charm and curb appeal. The main living area features sliding glass doors that open to a large outdoor space, perfect for relaxing and entertaining. The kitchen comes fully equipped with all essential appliances, wooden cabinetry, and a convenient countertop ideal for quick meals. An equipped laundry room adds extra convenience for everyday living. One bedroom and a full bathroom are conveniently located on the first floor, making it ideal for guests, extended family, or a home office. The home also includes a 2-car garage. Upstairs, you’ll find the remaining bedrooms, including a spacious primary suite with a private bathroom and a large walk-in closet. The second floor also features a versatile loft, perfect for a home office, TV room, or study area. Located in Peace Creek Reserve, a planned community of new single-family homes, residents enjoy: Community swimming pool Playground Walking paths Family-friendly, well-organized environment Excellent location with easy access to schools, supermarkets, restaurants, pharmacies, major roads, downtown Winter Haven, and the city’s beautiful lakes. Don’t miss the opportunity to be the first resident of this incredible home!

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

Listing Agent: Jessyka Dos Santos (407-364-0170)

Remarks: Single-story Next Gen home with a private in-law suite and separate front entrance, offering a flexible multigenerational living layout. The attached private suite includes its own living room, kitchenette, bedroom, full bath, and dedicated washer and dryer for independent living. The main residence features an open-concept kitchen and dining nook overlooking the family room, along with a flex room suitable for office or hobbies. Three additional bedrooms include an owner’s suite positioned for added privacy. A covered patio extends the living space outdoors. Lease includes both the main home and the attached private suite. Located in Winter Haven with convenient access to shopping, dining, lakes, and parks. Approx. 3.5 mi to Downtown Winter Haven, 5.2 mi to LEGOLAND Florida Resort, 5.3 mi to Peppa Pig Theme Park, 14.8 mi to Bok Tower Gardens, and 2.1 mi to Cypress Gardens Boulevard.

Listing is courtesy of: DREAM FINDERS REALTY GROUP CORP (407-873-8379)

Listing Agent: Angela Rodriguez (407-873-8379)

Remarks: Pet-Friendly 5-Bedroom Home in Winter Haven, FL! This new construction 5-bedroom, 2.5-bath home combines style and practicality, ideal for modern living. Highlights include: Gourmet kitchen with granite countertops, stainless steel appliances, and elegant cabinetry Spacious living area, perfect for guests or multi-generational living Primary suite featuring dual sinks, a walk-in closet, plus additional bedrooms and a laundry room 2-car garage for extra storage and convenience Located in a nice neighborhood, enjoy both tranquility and easy access to local amenities. Schedule a visit today to see your future home!

Listing is courtesy of: RESZI MANAGEMENT I, LLC (949-542-7559)

Listing Agent: Morgan Evans (949-542-7559)

Remarks: One or more photo(s) has been virtually staged. Step into this inviting 4 bedroom, 2 bathroom home in the Peace Creek Reserve community, where comfort meets modern style. The split floor plan gives everyone their own space, while the open living, dining, and kitchen area keeps the heart of the home bright, connected, and perfect for everyday life. You’ll love the modern appliances, clean finishes, and ceiling fans in every bedroom for year-round comfort. A dedicated laundry room with hookups makes chores easier, and the 2-car garage offers plenty of room for parking and storage. Peace Creek Reserve also features a refreshing community pool — the perfect spot to unwind, cool off, or enjoy a quiet weekend afternoon. Ready to see it in person? Contact us today to schedule your tour and explore everything this home has to offer!

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

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

Remarks: A comfortable first-floor 2 bed, 2 bath condo in the gated Winterset community, this home offers an easy, open layout with plenty of natural light and convenient ground-level access. Each bedroom has its own full bathroom, giving you a setup that works well for roommates, guests, or anyone who wants a little extra privacy. The condo can be leased furnished for a turnkey move-in or unfurnished if you prefer to bring your own style. Winterset adds to the appeal with lakefront views, a community pool, tennis courts, and beautifully maintained grounds that make everyday living feel calm and inviting. Don't miss your opportunity to live in this luxurious community! Schedule a tour today! ($1,900 with furniture, $1,800 without)

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

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

Remarks: 2ND MONTH RENT FREE: Move-In Ready, Pet-Friendly, 2-Car Garage! Available for immediate occupancy! Step into this stunning 2023 Meritage Home in the heart of Winter Haven, Florida—a highly upgraded 3-bedroom, 2-bath single-story home designed to impress. This move-in ready home features neutral tones throughout, a chef-inspired kitchen with stainless steel appliances, quartz countertops, and a large island perfect for entertaining. The master suite boasts a walk-in closet, dual sinks, and a spacious shower, while additional bedrooms are generously sized. Enjoy the convenience of an indoor laundry room with washer and dryer, an energy-efficient design, and a 2-car garage. Pet-friendly and thoughtfully designed for comfort, the home also includes a paver driveway and patio slab. Residents of VillaMar enjoy resort-style amenities, including a sparkling pool overlooking a gorgeous lake, umbrellas, loungers, a playground, and community mailboxes. Don’t wait—schedule your showing today! Sorry No Cats.

Listing is courtesy of: RENT A FLORIDA HOME (863-232-6262)

Listing Agent: Katrina Anarumo (863-232-6262)

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: Well-maintained 3 bedroom, 2 bathroom home located in the desirable Villa Mar community in Winter Haven, FL. This home offers 1,505 square feet of living space with a functional open layout, a 2-car garage, and a fully fenced backyard. The interior features a combined living and dining area, ideal for everyday living and entertaining. Breakfast bar is perfect for grabbing a quick bite. The upgraded kitchen is equipped with Corian countertops, soft-close cabinetry, and stainless steel appliances, including refrigerator, range, microwave, and dishwasher. The primary suite is located at the rear of the home and includes a walk-in closet and an en-suite bathroom with dual sink vanity, upgraded countertops, a garden tub, and a separate walk-in shower. Two additional bedrooms are located at the front of the home and share a full hall bathroom, offering flexibility for guests, home office, or additional living space. The screened back porch overlooks the fully fenced backyard and provides ample space for outdoor entertaining, grilling, or relaxing. Community amenities include a resort-style swimming pool and playground. Conveniently located near shopping, dining, fitness centers, and major roadways. Approximately 13 minutes from LEGOLAND® Florida Resort and Peppa Pig Theme Park. Easy access to daily conveniences and local attractions. Sorry, no pets.

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

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

Remarks: One or more photo(s) has been virtually staged. Wake up every morning to the most breath taking views imaginable. Almost every room in the home overlooks the spectacular private Lake Ruby & Lake Bess. Upon entering the home you will find yourself captivated with the spacious and luxurious open floor plan and high degree of natural light that envelops you. Besides having the exquisite view, this home also features a screened in pool and spa with lost of room to entertain. Both the pool and jacuzzi were resurfaced just a couple of years ago. The house, which was built in 2000, has many alluring features including a 3 car garage, cathedral ceilings, an extra large master suite, formal living room, and a family room with a fireplace over looking the lake. This property also features the use of you own private doc, boat house with life and a very important boat ramp since there is no public access to the lake. Please note: the rental includes $300 toward electric and $100 toward the water bill each month. An additional overages will be du by the lessee, Nature calls to those who enjoy water as fishing, boating, and skiing are outstanding on clean Ruby Lake, Some of the best views are from this home. Since it is connected to Lake Bess there are also two slalom courses nearby. The Ruby Lake community is gated an is also close to shopping and restaurants. Hwy 27 is only about 2 miles away. It is only 1 mile to Legoland. After enjoying all of the daily activities this property and nearby attractions, the home offers the night time sunsets that are gorgeous and a wonderful way to end the day. Both Tampa International and Orlando International airports are close by

Listing is courtesy of: KLINE REAL ESTATE SERVICES (863-287-0204)

Listing Agent: Scott Kline (863-287-0204)

Remarks: Enjoy peaceful lakefront living right off Dundee Rd in this charming 1-bedroom, 1-bath apartment located in a quiet 7-plex on beautiful Lake Mariam. With Legoland less than 5 miles away, you’re perfectly positioned for convenience and fun. Inside, you’ll find a dedicated utility room with full-size washer/dryer hookups—no laundromat runs needed. The flooring keeps the space cool and easy to maintain, and the layout offers comfortable, simple living with a serene lake backdrop. And yes—this home is pet friendly, so your furry companion is welcome to enjoy the lakeside lifestyle too.

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

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