Winter Haven Apartments for Rent - 164 rentals

Remarks: This move-in ready home is located in the Garden Grove area. Minutes away from Lake Ned boat ramp, Legoland, Publix, Walmart, Starbucks, banks, restaurants, and shopping. Home includes stainless steel kitchen appliances, washer and dryer. The home offers neutral colors and tile flooring throughout, a split floor plan, ample storage, interior laundry room, formal living room/bonus room, primary suite with walk-in closet, and the kitchen overlooks the combo family and dining room. Nice sized bedrooms and closets. The home also has a screened-in back porch and a large two-car garage. There is also extra driveway parking. Utilities and lawn maintenance are tenant responsibility. Applications: background check, credit report, $50/adult fee. No pets allowed. Apply online: https://apply.link/d_mhu-4

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

Listing Agent: Caitlin Meadows (863-845-6562)

Remarks: This well maintained first floor 1 BD/1 BA apartment is on a quiet street near Lake Howard. Centrally located, approximately 10 min. walking distance to downtown Winter Haven. The apartment has been freshly painted for the new residence and is ready for immediate move in! The building has a free on site laundry facility and off street parking. Call today to schedule your private tour!

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

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

Remarks: TWO living spaces for ONE price. This exceptional property in the heart of Winter Haven offers a spacious main home plus a fully independent Mother-in-Law Suite all under the same roof. The primary residence features 3 bedrooms, 2 bathrooms, a dedicated office/flex space, an open-concept layout filled with natural light, and a 2-car garage designed for comfortable everyday living. What truly makes this property stand out is the private annex/guest house, complete with its own separate entrance, 1 bedroom, 1 bathroom, semi-equipped kitchen, and private laundry area, creating the perfect setup for extended family, guests, multi-generational living, or a private retreat space. This rare “home within a home” offers flexibility, privacy, and functionality that is hard to find at this price point. Conveniently located near US-27, shopping, dining, and everyday essentials, this unique property is a must-see to truly appreciate its layout and possibilities. Schedule your private showing today.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Lizandra Troisi Passos (321-337-9448)

Remarks: Charming 3BR/2BA Lakefront Home with Private Dock & No HOA Enjoy peaceful waterfront living in this beautiful 3-bedroom, 2-bath lakefront home featuring stunning water views and a private dock perfect for fishing, boating, or relaxing by the lake. The home offers a spacious layout with comfortable living areas, abundant natural light, and a screened porch ideal for enjoying morning coffee or evening sunsets. Furniture is included for a convenient move-in-ready experience but can also be removed if preferred. With no HOA, you’ll enjoy added freedom and flexibility in this serene lakefront setting.

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

Listing Agent: Marquita Smith (863-289-3343)

Remarks: Welcome to this beautiful WATERFRONT VIEW home, where comfort and scenery meet in perfect harmony. The kitchen has just been re done new cabinets, granite counter tops new flooring, adding a fresh touch to the heart of the home. Inside, you’ll find a desirable split floor plan, a huge living room with plenty of space to relax or entertain, and stunning lake views that can be enjoyed right from the screened-in porch plus wood patio. Tucked away on a dead-end road, this property offers added privacy and a peaceful setting. Move-in ready and waiting for you to call it home.

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

Listing Agent: William Beasley (863-299-1256)

Remarks: Welcome home to this charming three-bedroom, one-bath residence that is move-in ready and waiting for its next occupants. You’ll likely find yourself spending plenty of time on the generous screened-in porch, the perfect spot for family gatherings, relaxing evenings, or enjoying your morning coffee. Inside, the home offers a comfortable layout designed for everyday living. Ready for immediate occupancy, this property is one you won’t want to miss. Schedule your showing today!

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

Listing Agent: William Beasley (863-299-1256)

Remarks: Nestled in the tranquil neighborhood of Winter Haven, 304 La Serena offers a comfortable living experience with its recent upgrades and convenient location. Step inside to discover a freshly painted interior that welcomes you with warmth and brightness. The new flooring adds a touch of modern charm to the living spaces, while providing durability for everyday life. The kitchen has been tastefully renovated, boasting new countertops and appliances that make meal preparation a breeze. With ample cabinet space, organizing your kitchen essentials is effortless. Both bedrooms feature their own updated bathrooms, providing privacy and convenience for residents and guests alike. A new roof ensures peace of mind, while the single-car garage offers practical storage solutions for your vehicles and belongings. Outside, the spacious yard invites you to enjoy the Florida sunshine, whether you're relaxing on the patio or tending to your garden. Lawn care included by the HOA. 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 (Included in rental amount): -Bi-monthly A/C Filter Delivery -$100,000 Tenant Liability Insurance/ $10,000 Content Coverage -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: One or more photo(s) has been virtually staged. This welcoming 3 bedroom, 2 bathroom home in the Winter Haven Oaks 55+ community blends comfort, convenience, and an upbeat, easygoing lifestyle. The layout offers three flexible bedrooms along with a bright sun room that quickly becomes the heart of the home — an ideal spot for morning coffee, quiet afternoons, or simply enjoying the peaceful surroundings. An attached carport provides effortless covered parking, and there is also a storage shed located under the carport for added convenience. Residents can choose the setup that fits their needs: $1,650 per month unfurnished or $1,750 per month fully furnished for a true move-in-ready experience. Monthly rent includes water, pest control, lot rent, and lawn care, keeping living simple and stress-free. Winter Haven Oaks elevates the experience with two clubhouses, two swimming pools, and a charming teahouse overlooking the lake. The community also features a large hot tub, tennis courts, pickleball courts, billiards and a game room, a fitness room, and shuffleboard. Numerous weekly planned activities create plenty of opportunities to stay social and engaged. As a gated community, it also provides an added sense of safety and peace of mind. With friendly neighbors, well-kept grounds, and amenities designed for an enjoyable 55+ lifestyle, this home offers a warm and inviting place to settle in and feel right at home.

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

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

Remarks: Brand-New 5-Bedroom Home for Rent in Winter Haven Be the first to live in this stunning new construction two-story home located in the desirable area of Winter Haven. Designed with comfort, style, and functionality in mind, this spacious property offers 5 bedrooms, 2 full bathrooms, and 1 half bathroom, making it the perfect home for families or tenants looking for extra space and modern living. The home features an open-concept floorplan with expansive living and dining areas that create the ideal setting for entertaining, relaxing, and everyday living. Large windows bring in plenty of natural light, enhancing the bright and welcoming atmosphere throughout the home. The beautiful kitchen is designed to impress, featuring solid wood cabinets, elegant stone countertops, and included stainless steel appliances. Whether you enjoy cooking for family or hosting guests, this kitchen offers both style and practicality. The oversized primary suite provides a private retreat with a spacious walk-in closet and a comfortable layout. The additional bedrooms are generously sized and include built-in closets, offering convenience and ample storage space for everyone in the household. Additional highlights include a 2-car attached garage, modern finishes throughout, and energy-efficient new construction features that provide both comfort and peace of mind. Conveniently located near major roads, shopping, dining, and highly rated schools, this home offers easy access to everything Winter Haven has to provide while still providing a quiet and family-friendly environment. This is an exceptional rental opportunity for tenants seeking a brand-new, spacious, and beautifully designed home in a prime Winter Haven location.

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

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

Remarks: List Agent is Related to Owner. Please call if interested in seeing it. Detached garage and shop building combo has limited access. Please talk to property manager. Home has wood, tile and vinyl flooring; cabinets are only 3 years old with granite counter tops and stainless steel appliances. Large pantry & dining area. Large primary bed room has extra large closet and big Wilkin shower bath. Near elementary schools. Ideal for tenant who needs lots of storage or work shop.

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

Listing Agent: William Beasley (863-299-1256)

Remarks: Spacious 2-bedroom/2-bathroom apartment in a prime southeast Winter Haven location. New luxury vinyl flooring throughout, minutes from Legoland Florida Resort, tons of convenient restaurant, grocery, shopping, and dining options. Extremely commutable to Highway 27 and the Polk Parkway.

Listing is courtesy of: JOHN WOOD REALTY, INC. (863-324-9663)

Listing Agent: Kayly Malinas, Pa (863-258-1426)

Remarks: FOR RENT: Spacious 4 bedrooms and 2 bathrooms all tile home ready to move in. Large open kitchen combo family room. Seperate laundry room.

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

Listing Agent: Mark Peters (407-552-1499)

Remarks: Welcome to Cypress Gardens Blvd-SE, Winter Haven, charming and completely updated, move-in ready 2-bedroom, 1.5-bath condo for LEASE! nestled right on Cypress Gardens Blvd in Winter Haven — just minutes from shopping, dining, and walking distance from the famous LEGOLAND Florida Resort! Spacious kitchen with an eat-in space. Bedrooms are upstairs with a full bath for privacy. A fenced patio provides outdoor relaxation, 2 designated parking lots, a community pool is just steps away, and a tennis court - call the listing agent for a quick process and see this property

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

Listing Agent: Markus Khalil (407-929-3450)

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: 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: 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)

Remarks: Brand new corner-lot home for rent in the desirable Villamar community! This beautifully designed 3-bedroom + flex room home offers a bright open-concept layout, modern finishes, and a versatile flex space perfect for a home office, playroom, or additional living area. Enjoy added privacy with the premium corner lot location and the convenience of included washer and dryer. The owner is also considering installing a backyard fence for additional outdoor privacy. Located in a resort-style community with pool, clubhouse, playground, and easy access to shopping, dining, and major highways. Move-in ready!

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

Listing Agent: Carolina Inacio (407-401-6340)

Remarks: Welcome to Lake Buckeye Condos, where easy living meets everyday comfort. Enjoy access to the community pool without the hassle of maintenance, just relax and unwind. This move-in ready 2 bedroom, 2 bathroom condo offers a cozy and inviting layout perfect for making yourself at home. Step outside onto the spacious porch, an ideal spot to enjoy your morning coffee in the Florida sunshine or unwind in the evenings after a long day. Conveniently located and ready for its next tenant, this charming unit has everything you need to settle in comfortably. Call today to schedule your private showing.

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

Listing Agent: William Beasley (863-299-1256)

Remarks: Welcome home! This cheerful 3-bedroom, 2-bath beauty is just four years young and sits in the sought-after community of Lucerne Park Reserve. Step inside, and bright open spaces and plenty of space for the whole family will greet you. The island kitchen is ready for real everyday living with stainless steel appliances and a roomy pantry that keeps everything in its place. The primary suite offers a comfortable retreat with a walk-in closet and a comfortable walk-in shower featuring a dual-sink vanity. With its split floor plan, you’ll also enjoy two additional bedrooms, a second full bath, and an indoor laundry room. Out back, the covered porch gives you a relaxing spot to unwind and soak up that famous Florida sunshine. You’ll be less than 10 minutes from Highway 27 and only about 20 minutes from Legoland—making everyday errands and weekend fun easy. Schedule your showing today! SUBMIT YOUR APPLICATION HERE: https://apply.link/nVCV-_o

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

Listing Agent: Luis Colon, Jr (407-748-2765)

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)