Houses for Rent in Downtown Winter Haven, Winter Haven, FL

This one has personality and you'll feel it the moment you walk in. Skylights flood the great room with natural light, ceilings soar overhead, and the open layout just breathes. It's the kind of place that feels like home before you've even unpacked. Upstairs, the spacious loft with warm hardwood floors is the kind of bonus space that's difficult to find. Make it a home office, relaxing reading spot, or guest space, it's ready to be yours. Both bathrooms have been thoughtfully renovated with quartz countertops and new vanities. The home comes fully loaded with all new a

FULLY FURNISHED! Welcome to Cozy Retreat near Legoland! Our charming 3-bedroom, 1-bath home is perfect for families and pet lovers. With a pullout sofa bed, a fully stocked kitchen, and fast WiFi, you'll have everything you need for a comfortable stay. Enjoy the fenced yard for your furry friends and relax in the spacious living area after a day of exploring.

Welcome to this Fully Furnished Pool Home for Rent A stunning property located in the beautiful Winter Haven, FL. This home boasts three spacious bedrooms and two full bathrooms, offering ample space for comfortable living. The property is fully furnished, allowing you to move in with ease and start enjoying your new home immediately. The private swimming pool is a standout feature, providing a perfect spot for relaxation or entertaining. The garden is well-maintained and offers a serene environment for outdoor activities. Additionally, the barbecue area is a great addi

We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home is currently occupied and coming soon; please respect the current resident’s privacy and do not disturb. Please note that the advertised price may exclude additional fees. These in

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 d

Property Status: Active 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 simpl

NO HOA. I WIll PAY A FEE TO A REALTOR WHO FINDS ME A RENTER. Welcome to Swan Lake Estates a standout, fully upgraded 3-bed, 2-bath with a 2-car garage that blends modern luxury with effortless Florida living. This home...

Property Status: Active A RARE RENT-TO-OWN OPPORTUNITY in the heart of Winter Haven, offering the chance to enjoy lake-view living now while working toward ownership. This beautifully updated 4-bedroom, 3.5-bath home sits just minutes from downtown and the Chain of Lakes, combining location, flexibility, and long-term potential. Inside, the home features a well-designed layout with two primary suites, making it ideal for multi-generational living or those who want additional privacy and space. The main living areas are filled with natural light, highlighted by a warm fami

Property Status: Active 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. Office Phone: (888) 883-8509 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is

This home located in a quiet and desirable area of Winter Haven. This well-maintained property offers a comfortable layout with plenty of natural light, creating a warm and inviting living space. The home features spacious bedrooms, a cozy living area, and a functional kitchen with ample cabinet space, perfect for everyday living. The property also includes a nice outdoor area, ideal for relaxing or enjoying time with family and friends. Conveniently located near shopping, dining, schools, and major roadways, this home provides both comfort and accessibility. Security D

A beautiful home located in the heart of Winter Haven. This well-maintained property offers a comfortable and functional layout with plenty of natural light throughout. Enjoy the convenience of a peaceful setting while still being close to shopping, dining, and major roadways. Situated near Lake Shipp, this property offers a great location with easy access to local parks and outdoor activities, making it an ideal place to call home. Security Deposit: $1595 Monthly Rent: $1595 Tenant Benefit Package: $50 Application Fee: $50 Office: 863-940-4800 Website: www lakelandflre

Property Status: Active Welcome to this brand-new 2025-built home located in the highly desirable Villa Mar community in Winter Haven! Offering 3 bedrooms, 2 full bathrooms, this modern residence combines style, functionality, and comfort in one beautifully designed floor plan. Step inside to an open-concept layout filled with natural light, creating the perfect space for both everyday living and entertaining. The primary suite provides a private retreat with a well-appointed en-suite bath, while two additional bedrooms giving flexibility for family, guests, or a home offi

Property Status: Pending One or more photo(s) has been virtually staged. Check out this beautifully refreshed 2-bedroom, 2-bath rental home! This property features vaulted ceilings, a freshly painted interior, and tile flooring throughout the main living areas. The galley-style kitchen includes a cozy breakfast nook, perfect for casual dining. Enjoy the screened-in room overlooking a fully fenced backyard—ideal for relaxing or entertaining. Additional highlights include a 2-car garage and washer/dryer connections for your convenience. Located in a desirable neighborhood wi

Property Status: Active FOR RENT - 3 Bedroom/1 Bath Single Family Home - Very clean cement block home. The home comes with beautiful ceiling fans, nice light fixtures, a range, and a refrigerator. It also features two sheds in the fenced, back yard. If you like skiing, Winter Haven is the Ski Capital of World! Downtown Winter Haven has about a dozen restaurants plus activities for the family every month. These activities include arts and crafts/farmer's markets, music, games, and more. The Winter Haven Public Library offers not only books but movies, family activitie

Property Status: Active Available for immediate move-in! Experience the perfect blend of historic charm and modern updates in this beautifully remodeled 1957 home, ideally located in the heart of Winter Haven. Just off First Street and minutes from shopping, public transportation, and major roadways, this home offers both convenience and character. Inside, you'll find a contemporary interior with brand-new flooring and crisp paint that highlights the home's timeless features. With three generously sized bedrooms, a giant Florida room, and easy access to everything Winter H

Property Status: Active One or more photo(s) has been virtually staged. Check out this 3 bedroom 2bath townhome. Open floor plan, formal dining room, open lanai, Spacious master bedroom with double walk in closets and vaulted ceilings. 2 car carport. Freshly painted, new carpets upstairs. LVP flooring downstairs. Open lanai. Great community. Close to shopping and grocery store. Washer and dryer hook ups. 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 renter

This spacious 2-bedroom, 2.5-bathroom Condo offers a bright and airy living space with an open floor plan, perfect for relaxing or entertaining. The large kitchen offers plenty of storage and countertop space. Each bedroom features generous closet space, and the two full bathrooms provide added convenience. This townhome is situated in a peaceful community, with easy access to local shops, dining, and outdoor activities, including nearby lakes and parks. A great choice for those seeking comfort and a central location in Winter Haven. Pets are allowed based on petscreening

You will enjoy a quiet stroll around the park or some outdoor sporting activities with Sertoma Park immediately across the street! The home boasts a private patio in the rear of the home, a downstairs/half bath for guests, washer/dryer hookups, and a walk-in pantry. Pets allowed based on petscreening. com results. Fees/rents based on results. *Tenants are required to sign up for our Resident Benefits Package that includes the following benefits for $49.50/month: Filter Delivery, Credit Building, Resident Rewards, Identity Theft Protection, Liability and Contents Insuran

This quaint home just one block from the south side of Lake Shipp is the place to call home. No carpet! This home has all tile floors throughout and includes kitchen appliances. *Photos may not be up to date Pets allowed based on PetScreening results. Fees/rents based on screening results. *Tenants are required to sign up for our Resident Benefits Package that includes the following benefits for $49.50/month: Filter Delivery, Credit Building, Resident Rewards, Identity Theft Protection, Liability and Contents Insurance, Utility Concierge, etc. *Tenants are required to