Winter Haven Single Family Homes For Rent - 104 homes

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: 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: ~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: Brand new, energy-efficient home available NOW for rent! Retreat to your primary suite located in the back of the home for plenty of privacy and offers a huge walk-in closet. This is a split floor plan allowing everyone their privacy. The square footage is the perfect size so you don't feel crowded, but you won't spend an eternity trying to keep it clean. Enjoy the easy clean up in your spacious kitchen with the easy to clean granite countertops. Residents have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park.

Listing is courtesy of: KEY PREMIER REALTY (813-943-3501)

Listing Agent: Rick Scott (813-751-7030)

Remarks: This charming, move-in-ready home offers a popular open-concept layout with a spacious kitchen island, dining area, and 3 bedrooms/2 bathrooms. The split-bedroom plan provides privacy for the owner’s suite. Enjoy peaceful evenings on the covered screened in porch overlooking the large fenced backyard with neighbors on only one side and none behind. Proximity to downtown Winter Haven, you’ll be minutes from shopping, dining, and LEGOLAND Florida. 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: 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: Welcome to your next home! This well-maintained 4-bedroom, 2-bathroom home offers 1,701 sq. ft. of comfortable living space with an open-concept layout that creates a bright and inviting atmosphere—perfect for relaxing or entertaining family and friends. Located in a friendly and welcoming community, residents enjoy access to the community pool and playground, providing great options for outdoor enjoyment. The home is ideally situated just minutes from Highway 27, offering convenient access to everyday essentials, shopping, and dining. Posner Park is a short drive away and features a variety of retail stores, restaurants, and entertainment options. Grocery stores such as Publix and Walmart are nearby, along with popular local restaurants including Manny’s Chophouse and other dining options along Highway 27. With its spacious layout and prime Central Florida location, this home offers the perfect blend of comfort, convenience, and community living. Available for move-in June 1st.

Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)

Listing Agent: Yashira Arroyo Colon (407-864-4904)

Remarks: Located in an established neighborhood this home offers 2 bedrooms and 2 bathrooms. Galley kitchen overlooking large fenced backyard with mature landscaping and plenty of shade. Inside laundry room and 2 car garage with room for storage. New interior paint throughout. Laminate flooring throughout. Located close to schools, shopping and medical facilities. Central location in between Orlando and Tampa. Minutes to Legoland. Available and ready for immediate occupancy.

Listing is courtesy of: THE HOME COMPANY (863-268-8157)

Listing Agent: Sue Ann Williamon (863-258-3115)

Remarks: READY TO MOVE !!!! This almost 1900 sq ft beautiful two-story home features four bedrooms, two and a half baths, and a two-car garage. The perfect plan with the perfect color scheme makes this home stand out compare to others that are similar. It provides an open floor plan with great room, dining room, and kitchen with large island. The kitchen features ample counter space, and generous pantry. The casual dining area allows outdoor access to a large backyard via sliding glass doors. The second floor includes an owner's retreat featuring an owner's bath with large walk-in shower, dual vanity, and spacious walk-in closet. Three additional bedrooms, a bathroom, a spacious loft, and laundry room finish off this beautiful home. This home comes fully equipped with Everything Included Features like new appliances, solid surface countertops throughout and oversized tile flooring in the wet areas. Peace Creek Reserve is a masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to live.

Listing is courtesy of: WF REALTY CORP. (407-994-2900)

Listing Agent: Adriana Sanchez (321-947-4014)

Remarks: Amazing location! In this beautiful house you will find a 3 bedroom 2 full bath and a bonus room (use it as an extra bedroom, office, etc.) This modern house sits on a corner lot, spacious living area, very sunny and inviting, ceramic tiles, stainless steal appliances, quartz counter tops, walking closet and a 2 car garage. Call to schedule a showing and move in to this lovely community.

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

Listing Agent: Britzeida Pichardo (347-549-7568)

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: Showing of this property will start May 30 Saturday by appointment only. Lovely home at a convenient location in the heart of Winter Haven, minutes from all the stores and restaurants, quick access to Polk Parkway & I-4, & takes less than an hour drive to Orlando or Tampa. The home offers a comfortable floor plan with a magnificent living room, fabulous master suite w/ walk-in closet & ensuite bathroom, & the formal dining area overlooking the lanai & backyard. The home is well-maintained. Rent With Confidence: lease terms can be flexible to applicants who are planning to purchase a home in the future or expecting a future job relocation. Applicants must submit proof of verifiable income such as paystubs, W2, proof of employment, or any documentation to verify income; landlord requires total household income at least 3 X the monthly rent, all applicants must provide a valid proof of identification, & must honestly disclose the number of occupants residing in the home. All adults are required to complete the application process & background screening.

Listing is courtesy of: MAZELG REALTY (863-399-0226)

Listing Agent: Lienyvette Grimaldo (863-399-0226)

Remarks: 3BR/2BA home available now in Winter Haven! This home features all ceramic tile flooring, fresh paint, nice recently renovated kitchen, and a single car garage.

Listing is courtesy of: SUPERIOR PROPERTY MGMT & SALES (863-853-2770)

Listing Agent: Tracey Crews (863-698-1783)

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: 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: 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: MOVE-IN READY and available now! Rare opportunity to lease the FINAL Amarylis model in the community—a beautifully maintained 2023-built home offering modern comfort, style, and convenience. Featuring 3 bedrooms, 2 bathrooms, soaring ceilings, a bright open-concept layout, luxury vinyl flooring throughout the main living areas, and an inviting walk-in foyer. The spacious primary suite includes a walk-in closet and en-suite bath with dedicated vanity seating. Enjoy added perks including a full security camera system for tenant use, playground set, charming front porch, and private backyard space perfect for relaxing or entertaining. Residents also enjoy access to resort-style community amenities including a pool, cabana seating, and recreational areas. Conveniently located near shopping, dining, and everyday essentials. Skip the wait—this home is ready for immediate occupancy! THIS HOME IS ALSO AVAILABLE FOR PURCHASE UNDER MLS #O6383833.

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Iliana Perez (407-990-7293)

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: 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)