Winter Haven Apartments for Rent - 178 rentals

Remarks: Modern design with comfort in mind! MOVE IN READY! SUMMER MOVE IN SPECIAL: $1,950.00/month! Spacious 3-Bedroom, 2-Bath Home in a Charming Winter Haven Neighborhood Welcome to this beautifully maintained 3-bedroom, 2-bath home offering over 1,700 square feet of living space in a quaint and friendly community. Conveniently located near downtown Winter Haven, with easy access to theme parks, shopping, and dining, this home perfectly blends comfort and convenience. Enjoy peace of mind with a 2-car garage for secure parking, and relax on the rear patio while taking in the beautiful Florida weather. The community features a private boat dock, swimming pool, and clubhouse available for resident events and gatherings. Inside, you’ll find an inviting open floor plan with elegant finishes throughout, including granite countertops, luxury vinyl plank flooring in the main living areas, and plush carpet in the bedrooms. The primary suite offers a spacious walk-in closet, tray ceiling, and a private en suite bath. Additional features include a mudroom/laundry room, vaulted ceilings in the living room, and a dining nook with space for counter seating at the kitchen bar. The kitchen comes fully equipped with stainless steel appliances, including a refrigerator with water and ice dispenser, electric oven with glass cooktop, dishwasher, and built-in microwave. A full-size washer and dryer are also included in the laundry room. This home combines modern comfort with community charm — a true must-see! AMENITIES INCLUDED: Lawn Mowing provided by HOA (Tenant responsible for irrigation and keeping lawn and plants "green") Community Pool & Clubhouse Full size washer and dryer Central AC/Heat PRICING: RENT: $2150.00/month + utilities SUMMER MOVE IN SPECIAL: $1,950.00/month! SECURITY DEPOSIT: Starts at $21,950.00 AREA: 1700 SF LEASE TERMS: 1 Year ADDRESS: 3904 Osprey Pointe Cir, Winter Haven, FL 33884

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

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

Remarks: ~Fully Furnished 4/2 Winter Haven Residence Offered for Lease - Just bring your wardrobe and toothbrush!~ This resort-style home boasts a fully furnished Florida-themed beautiful interior, ceramic tiling throughout, spacious kitchen with breakfast bar and plenty of cabinetry/counter space, sizeable primary bedroom with large walk-in closet and en-suite bath featuring dual vanities and a garden jacuzzi tub. Additional features include sliding door access to a serene, screened in Mediterranean-style patio, inside utility with washer/dryer, and a two car garage. Well positioned, this property is convenient to LegoLand, dining, shopping, educational and medical facilities.

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

Listing Agent: Andrea Muzzy (863-430-1733)

Remarks: This is the ONLY rental in Winter Haven that has a pool!! This cute 3 bedroom 2 bath home 2 garage screened pool home has a fully PVC fenced in back yard, perfect for kids to play or aminals to run free. Located in a quiet neighborhood. Clean freshly painted interior and ready for a tenant!

Listing is courtesy of: SIGNATURE PROPERTIES OF CENTRAL FLORIDA LLC (863-289-3586)

Listing Agent: Amy Riggleman (863-287-0754)

Remarks: Welcome to your new home at 900 Avenue Z SE in the heart of Winter Haven! This beautifully updated ground-floor 2-bedroom, 1-bathroom unit offers 840 square feet of comfortable living space with no carpet throughout. Enjoy brand-new vinyl plank flooring in the bedrooms, while the living room features a stylish combination of tile and bamboo flooring for a modern touch. The kitchen is equipped with sleek stainless steel appliances and includes a convenient top and bottom loader washer and dryer. Step outside to your small covered balcony, perfect for relaxing, and take advantage of the front space ideal for chairs and unwinding after a long day. This unit also includes one designated parking spot and access to a community pool for your enjoyment. Rent includes water and trash services for added value. ESA-designated pets are welcome with proper documentation, making this a great place to call home!

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

Listing Agent: Nomar Rosa (646-673-3900)

Remarks: Well maintained 2BR 2BA apartment (part of triplex). Vaulted ceilings, granite countertops, Washer/Dryer hookups

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

Listing Agent: Steve Lockhart (863-289-9801)

Remarks: Spacious and nicely updated 4-bedroom, 2-bath rental home, perfect for families or those who love extra space! This home boasts modern improvements throughout, offering comfort and style. The huge, fully fenced backyard provides privacy and security, complete with a convenient double gate for easy access. Whether you’re hosting gatherings, enjoying outdoor activities or simply relaxing, this property is designed to meet your needs. Don’t miss the chance to call this beautiful home yours!

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

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

Remarks: AVAILABLE UNFURNISHED CONDO FOR RENT AT THE CHAIN OF LAKES Community of Winter Ridge Condominiums between Lake Smart and Lake Conine! This corner unit property offers stunning views across Lake Smart and the canal to Lake Conine. The master ensuite offers access to the porch with view to enjoy the panorama of the canal and Lake Smart. This spacious bedroom provides a large walk-in closet with loads of organized cabinetry, its bathroom has a tiled walk-in shower. This desirable community has a heated pool, clubhouse, chain of lake access with boat dock, boat slips, and more! Rent includes maintenance of grounds along with trash. It’s a convenient location near Polk state college, Bay Care Hospital, Advent Health, restaurants, and much more. HOA BACKGROUND AND CREDIT APPLICATION Required.

Listing is courtesy of: TWIN HOMES REALTY (407-839-9731)

Listing Agent: Alvaro Molina (407-839-9731)

Remarks: Comfortable 1BR Apartment in Desirable 55+ Community, well-maintained one-bedroom, one-bath apartment located in a quiet and welcoming 55+ community. Features a functional floor plan with bright living and dining areas, a spacious bedroom with ample closet space, and a clean, well-appointed kitchen. Enjoy community amenities and a peaceful setting designed for active living. Conveniently located near shopping, dining, medical facilities, and public transportation. Perfect for comfortable, low-maintenance living.

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

Listing Agent: Elsa Gonzalez (407-235-4018)

Remarks: FOR RENT - 3/2 Single Family Home with a 1/1 Detached Mother-in-Law Suite. Two homes for the price of one! Come see thse two homes that have been completely updated from top to bottom. The homes come with the range and refrigerator. They are located in desirable Southeast Winter Haven and are walking distance from Lake Summit and Lake Roy which have public boat ramps. Only two minutes from LEGOLAND. Come see these homes today!

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

Listing Agent: Linda Andre (863-294-7541)

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: LAKEFRONT LIVING AT ITS BEST. REFRESHED FIRST FLOOR 2BR-2BA CONDO WITH COVERED PARKING AND BEAUTIFUL VIEWS OF LAKE BUCKEYE. FEATURES INCLUDE FRESH INTERIOR PAINT THROUGHOUT, LUXURY VINYL WOOD PLANK FLOORING, STAINLESS REFRIGERATOR AND MICROWAVE, OPEN GREAT ROOM DESIGN WITH LIVING AND DINING COMBO. RELAX IN THE FLORIDA ROOM OVERLOOKING THE LAKE AND ENJOY STUNNING SUNRISE VIEWS WITH YOUR MORNING COFFEE. COMMUNITY AMENITIES INCLUDE POOL AND TENNIS COURTS. CONVENIENT LOCATION NEAR POLK STATE COLLEGE AND THE LAKE ELBERT WALKING TRAIL AROUND LAKE ELBERT. ONLY MINUTES TO DOWNTOWN WINTER HAVEN WITH SHOPPING AND RESTAURANTS.

Listing is courtesy of: FLORIDA HOME CHOICE REALTY (863-412-2727)

Listing Agent: Glenda Pruitt (863-412-2727)

Remarks: 4 bedrooms 2 baths for rent in lovely Winter Haven, spacious home with open concept family room, dining and fully equiped kitchen. Home has a laundry room with washer and Dryer. Spacious yard for entertaining family and friends. No neighbors in the back. New tile floors. Bedrooms are carpeted, Community pool.

Listing is courtesy of: LA ROSA REALTY CENTRAL FLORIDA LLC (407-861-8009)

Listing Agent: Maria C Diaz (360-627-0493)

Remarks: One or more photo(s) has been virtually staged. Spacious rental located in the heart of Winter Haven! This updated unit offers comfortable living with generous room sizes and a functional layout. Conveniently located near shopping, dining, schools, and major roadways, making daily commutes a breeze. Public water and sewer, city utilities, and easy access to everything Winter Haven has to offer. Ideal for tenants seeking affordability, convenience, and central location. Available for immediate occupancy!

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

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

Remarks: Spacious 3-bedroom, 2-bathroom rental home featuring an open layout, a versatile bonus room perfect for an office or playroom, and a garage for parking and extra storage. This well-maintained property offers comfort, space, and flexibility for modern living.

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

Listing Agent: Enmanuel Carballo (863-332-4244)

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: 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)