Winter Haven Apartments for Rent - 135 rentals

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 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: One or more photo(s) has been virtually staged. Move in READY! Located in Estates of Lake Florence, this 4-bedroom, 2-bath home with a 2-car garage offers 1,850 sq. ft. of open living, highlighted by a beautiful kitchen and a fully fenced backyard with two gate access points—the true showstoppers of the home, where you’ll create lasting memories whether you’re cooking, enjoying family time, entertaining, or simply unwinding. Step inside to a long hallway that leads past three well-positioned bedrooms and a dedicated indoor laundry room with washer, dryer, and built-in shelving, before opening into the heart of the home. The kitchen flows seamlessly into the dining and living areas, featuring granite countertops, a stylish backsplash, a large island, and a walk-in pantry, all filled with natural light. Bedrooms are carpeted for comfort, with tile in all wet areas for easy upkeep. The primary bedroom and en-suite is tucked just off the living room, offering privacy along with dual sinks, a spacious walk-in closet, a private toilet room, and a walk-in shower. Out back, enjoy a fully fenced yard and covered porch—perfect for relaxing, entertaining, or giving pets room to roam. Located in Winter Haven, you’re approximately 10 minutes to downtown, 10 minutes to Cypress Lanes, 15 minutes to LEGOLAND Florida Resort, about 25 minutes to Lakeside Village, and within 45–60 minutes of Walt Disney World Resort and Universal Orlando Resort. Easy access to US-27, FL-540, and I-4 makes commuting simple. Application requirements: Must make 2x monthly rent, pass background and credit screening. Pets considered with owner approval, photo, and non-refundable deposit. No smoking permitted inside the home. Renters insurance required. Scheule you're showing today. RentSpree link to apply https://apply.link/6rTqkaM

Listing is courtesy of: ORANGE SLICE PROPERTIES (863-632-9765)

Listing Agent: Lisa Siner, Llc (407-486-8605)

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: One or more photo(s) has been virtually staged. Welcome home to this stunning brand-new 5-bedroom, 2.5-bath residence, designed to elevate your lifestyle from the moment you walk in. Step into a bright and open floor plan where the heart of the home—the chef’s kitchen—features expansive counter space, a large island, and a seamless flow into the spacious family room. It’s the perfect setting for family gatherings, cozy evenings, and everyday moments that feel a little more special. Working from home or craving a quiet corner? The first-floor den offers the perfect space for a home office, playroom, or private retreat. Upstairs, the luxurious owner’s suite becomes your personal sanctuary, complete with a generous walk-in closet and a spa-inspired bathroom with dual vanities and an elegant walk-in shower. A versatile loft and well-appointed secondary bedrooms provide comfort, privacy, and room for everyone. Convenience is built into every detail—enjoy a first-floor laundry room with washer and dryer included, and a rare perk for new construction: a water irrigation system that keeps your lawn green and effortless year-round. Located in the solar-powered community of Inman Groves, this home sits in the thriving city of Winter Haven—a peaceful haven perfectly placed between Tampa and Orlando. Surrounded by scenic lakes, nature, and the charm of Central Florida, residents enjoy access to world-class entertainment, outdoor adventures across more than 550 freshwater lakes, and nearby LEGOLAND, the largest in the world. Move-in ready and filled with modern comfort, this home invites you to start creating unforgettable memories. Don’t miss your chance—come experience the lifestyle you’ve been dreaming of!

Listing is courtesy of: KELLER WILLIAMS INTERNATIONAL LIFESTYLES (786-615-6761)

Listing Agent: Roxana Sangiorgi (786-468-4923)

Remarks: Brand new 4-bedroom, 2.5-bath home for rent in the desirable VillaMar community in Winter Haven. This home offers a bright and open layout with a spacious living, dining, and kitchen area downstairs—perfect for everyday living, relaxing, or hosting friends and family. Upstairs features a versatile loft space that can be used as a second living area, home office, or playroom, along with well-sized bedrooms for comfortable living. The home also includes upgraded vinyl flooring throughout for a clean, modern look that’s easy to maintain. Enjoy a spacious backyard with room to unwind or spend time outdoors. VillaMar is a quiet and well-kept community with amenities such as a swimming pool, playground, and walking areas—great for enjoying some fresh air without leaving the neighborhood. The location is very convenient, with easy access to major roads like US-27 and Highway 17, making daily commutes simple. You’ll be just a short drive from grocery stores, shopping centers, restaurants, and schools, as well as downtown Winter Haven. Popular spots like Legoland are also nearby, adding to the convenience and lifestyle. If you’re looking for a clean, brand-new home in a comfortable and convenient location, this one is definitely worth seeing. Schedule your showing today!

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

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

Remarks: his beautiful 5-bedroom, 3-bathroom home in Winter Haven! This spacious and inviting property offers the perfect blend of comfort and style, ideal for families or anyone looking for extra room to relax and entertain. With bright living spaces, a well-designed layout, and plenty of room for everyone, this home is a true gem in a peaceful and growing community.

Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)

Listing Agent: Elaine Garcia (407-920-3616)

Remarks: Move In Ready 4 bedroom 2 bathroom home in the gated community of Terranova. This home has been well maintained and boasts fresh interior paint Ceramic Tile throughout the home. Located close to shopping, restaurants, and Lego Land. The tenants will benefit from the solar panels with the average electric costs for the previous tenants have been less than $100.00 month. Home offers vinyl fenced rear yard, screen room, and open floor plan. This home will not disappoint.

Listing is courtesy of: CRAIG BURKE REAL ESTATE GROUP, LLC (863-899-5010)

Listing Agent: Craig Burke (863-899-5010)

Remarks: Super Cute Home features 4 bedroom, 2 bath, 2 car garage home, located in Country Club Estates. Freshly painted a neutral color, tile in living areas and brand new LVP in bedroom. Living room kitchen combo, great for family time. Call today for a showing!

Listing is courtesy of: ORLANDO REO PROF I INC (407-704-6924)

Listing Agent: Ronald Gentile (407-247-0849)

Remarks: Beautiful 4-bedroom, 2-bath home offering 1,707 sq ft of heated living space in the heart of Winter Haven! This spacious home features an open floor plan, comfortable bedrooms, and plenty of room for family living and entertaining. Conveniently located near LEGOLAND Florida Resort, shopping, dining, and major roads, this property is perfect for those seeking comfort and a great location. Enjoy the best of Central Florida living in a growing and desirable area!

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

Listing Agent: Viviane De Fraga Kalkmann (407-639-4440)

Remarks: Discover easy downtown living in this bright and inviting studio apartment located in the heart of Winter Haven. The spacious combined living and bedroom area offers plenty of room to relax and make the space your own. A large sliding glass door fills the apartment with natural light and opens to a large, quiet yard. This studio blends comfort, convenience, and simplicity, all within steps of the energy and amenities of downtown Winter Haven.

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! ($1,750 with furniture, $1,650 without)

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

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

Remarks: Fully furnished 1-bedroom apartment available for immediate occupancy. Rent includes all utilities electric, water, internet, and trash providing a truly hassle-free living experience. Well-maintained unit featuring comfortable furnishings, a functional layout, and abundant natural light. Ideal for professionals, traveling nurses, or anyone seeking a turnkey rental. Conveniently located near shopping, dining, and major roadways. No setup required—just bring your suitcase.

Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)

Listing Agent: Laura Medina Ruiz (863-207-4784)

Remarks: Gorgeous sunset views over Lake Winterset… this is the kind of rental you don’t come across often. Located in the gated Winterset community, this well-maintained 2-bedroom, 2-bath upstairs condo with a private one-car garage offers easy, low-maintenance lakeview living. Inside, you’ll find an open and airy layout with vaulted ceilings, skylights, and large sliding glass doors that bring in tons of natural light while framing peaceful lake views. The spacious great room serves as the main living area, while the kitchen is tucked just off to the side featuring an eat-in area, breakfast bar, closet pantry, and a convenient laundry closet with washer/dryer. The primary suite overlooks the lake and offers private access to the screened-in lanai, along with a large walk-in closet and an updated en-suite bath with a walk-in shower. The split bedroom layout provides privacy, with the guest bedroom offering ample space and easy access to a full second bath with a tub/shower combination. Guest parking is available nearby. Winterset residents enjoy access to a lakeside community pool, clubhouse, tennis courts, and a private boat ramp with direct access to the Chain of Lakes—ideal for boating, fishing, and enjoying lake life. Conveniently located near Publix, Walmart, Legoland, dining, shopping, medical facilities, and easy access to Highway 27. Move-in ready—schedule your showing today.

Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)

Listing Agent: Carlee Marchetti (863-258-3338)

Remarks: Welcome to this well-maintained home located at 2007 9th St NE, offering comfort, convenience, and a prime location. This inviting property features a spacious layout with plenty of natural light, creating a warm and welcoming atmosphere throughout. The home offers a functional kitchen with ample cabinet space, perfect for everyday living and entertaining. Enjoy comfortable bedrooms, well-sized living areas, and a layout designed for both relaxation and practicality. Step outside to a generous yard—ideal for outdoor enjoyment, gatherings, or simply unwinding after a long day. Conveniently located near shopping, dining, schools, and major roadways, this home provides easy access to everything in Winter Haven, including nearby lakes and recreational areas. Key Features: * Spacious living areas * Ample natural light * Functional kitchen with storage * Private yard space * Convenient location near amenities Don’t miss this opportunity to make this charming property your next home—schedule your showing today!

Listing is courtesy of: RODRIGUEZ PROPERTY MANAGEMENT (407-936-4061)

Listing Agent: Francisco Medina (407-931-6738)

Remarks: THIS IS A SUPER CLEAN CONDO. HASSLE-FREE OPEN KITCHEN THAT OPENS UP TO LIVING ROOM WITH EXPANSIVE VIEWS OF LAKE HOWARD AND THE TRAIL. WALKING DISTANCE TO ALL OF DOWNTOWN RESTAURANTS. BEAUTIFUL SUNSETS.

Listing is courtesy of: COLLANY PROPERTIES (863-295-9886)

Listing Agent: Christopher Collany (863-412-2170)

Remarks: Beautiful Property | 3 Bedrooms | 2 Bathrooms | Peace Creek Reserve. This beautiful single-family home featuring 3 bedrooms and 2 bathrooms, located in the desirable Peace Creek Reserve community. This move-in ready home offers a modern open floor plan, ideal for comfortable living and entertaining. The upgraded kitchen includes quartz countertops, solid cabinets, and stainless-steel appliances (refrigerator, dishwasher, microwave, and range). The home features tile flooring throughout the main living areas, with cozy bedrooms and elegant bathrooms with quartz finishes. Enjoy added value with a conservation lot with no rear neighbors, providing privacy and peaceful views, plus window blinds already installed. Conveniently located near shopping centers, supermarkets, restaurants, and major highways, with easy access to outdoor attractions like parks, lakes, Bok Tower Gardens, and Lake Kissimmee State Park.

Listing is courtesy of: A & V FLORIDA REALTY GROUP LLC (786-641-7923)

Listing Agent: Edgar Brito (786-641-7923)

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: Check out this waterfront STUDIO apartment. This home boasts tile floors, freshly painted interior. Screen lanai with great views of Lake Lulu. Community includes lawn care. 1 car carport. Great location of chain of lakes. Close to shopping and grocery store. 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: This house have an open, spacious floor plan with a standout kitchen featuring stainless steel appliances and large pantry, flowing into an inviting "Great Room". The home is equipped with solar panels to assist with energy efficiency. Proximity to medical facilities, shopping, restaurants, and grocery stores, with easy access to US 27 and I-4. The community is noted for having a low HOA fee and no CDD.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Hector Figueroa (939-241-0047)