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

Property Status: Active Charming, updated, and ideally located this recently renovated 2 bedroom, 1 bath apartment offers comfortable living just one mile from downtown Winter Haven. The thoughtfully designed layout features a bright and inviting living area, well proportioned bedrooms, and a cozy kitchen equipped with a microwave and dishwasher for everyday convenience. Natural light fills the space, complemented by serene water views of Lake Howard, creating a warm and relaxing atmosphere. Additional highlights include shared on-site laundry and included utilities water,

Charming, updated, and ideally located this recently renovated 2 bedroom, 1 bath apartment (WATER INCLUDED) offers comfortable living just one mile from downtown Winter Haven. The thoughtfully designed layout features a bright and inviting living area, well-proportioned bedrooms, and a cozy kitchen equipped with a microwave and dishwasher for everyday convenience. Natural light fills the space, complemented by serene water views of Lake Howard, creating a warm and relaxing atmosphere. Additional highlights include shared on-site laundry and included utilities water, sewe

Freshly renovated and full of charm, this downstairs unit puts you right by downtown Winter Haven. Enjoy hard-surface flooring throughout, in-unit laundry hookups, a spacious living area, and a bonus den perfect for a home office or extra lounge space. Stylish, functional, and in a location that’s hard to beat. Schedule your showing today! Security deposit is $1,300 and pet fees are $250 per pet. No hidden fees and no pet rent. Resident Benefits Package, including lawn care, renter's insurance, air filter replacements, et cetera, for $50.00 monthly. See flyer for more de

Property Status: Active This brand-new studio apartment in Winter Haven offers efficient, low-maintenance living with an open layout and vinyl flooring throughout. The space features a bright main living area and a bathroom with a walk-in shower. With its fresh construction and easy-care design, the space maintains a straightforward, functional feel ideal for someone seeking a no-frills place to call home. Office Phone: (863) 259-4600 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaran

Property Status: Active Rent with confidence from a licensed Real Estate Brokerage. We have a quick and simple application process. Contact us through this website or call to set up a tour and apply today! WE PROUDLY WELCOME ALL PETS. Welcome to this cute 2-bed, 1-bath home! Our spacious layout is perfect for comfortable living. Enjoy the yard to unwind after a long day, enjoy the fresh air, and gather for fun-filled activities. As you enter the home, you will be greeted with an open floor plan showcasing the living room. This company is committed to supporting the gui

Property Status: Active Rent with confidence from a licensed Real Estate Brokerage. We have a quick and simple application process. Contact us through this website or call to set up a tour and apply today! WE PROUDLY WELCOME ALL PETS. Welcome to this cute 2-bed, 1-bath home! Our spacious layout is perfect for comfortable living. Enjoy the yard to unwind after a long day, enjoy the fresh air, and gather for fun-filled activities. Approaching the home, you will find enough space for chairs to enjoy the outdoors. As you enter the home, you will be greeted with an open floo

Property Status: Active Rent with confidence from a licensed Real Estate Brokerage. We have a quick and simple application process. Contact us through this website or call to set up a tour and apply today! WE PROUDLY WELCOME ALL PETS Welcome to this cute 2-bed, 1-bath home! Our spacious layout is perfect for comfortable living. Enjoy the yard to unwind after a long day, enjoy the fresh air, and gather for fun-filled activities. Approaching the home, you will find enough space for chairs to enjoy the outdoors. As you enter the home, you will be greeted with an open floor

Newly renovated 2 bedroom, 1 bathroom duplex within walking distance to Winter Haven downtown, great restaurants, and the local farmer's market. A spacious kitchen with stainless steel appliances and beautiful quartz countertops. Amenities include: central air, central heat, dishwasher, stainless steel appliances, yard, and a large utility room with washer/dryer hookups. No utilities included. No pets or smoking. Date Available: Now. $1,500/month rent. $1,500 security deposit required. $15 application fee per applicant.

NEWLY RENOVATED!!! 2 bedroom, 1.5 bath unit. Featuring brand new carpet in living area, spacious living room with separate flex space that can be used as den or office, 2 large bedrooms and more! Located just a street away from Winter Haven's downtown with food, shopping and more! Schedule your tour today!

Property Status: Active 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. Office Phone: (863) 259-4600 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by

NEWLY RENOVATED!!! 2 bedroom, 1 bath unit with washer and dryer hookups. Featuring vinyl flooring throughout, spacious living room with separate dining room, 2 large bedrooms and more! Located just a street away from Winter Haven's downtown with food, shopping and more! Schedule your tour today!

Downstairs rental near Downtown Winter Haven! Freshly renovated and full of charm. Enjoy hard-surface flooring throughout, generous bedrooms sizes, a spacious living area, and a bonus den perfect for a home office or extra lounge space. Stylish, functional, and in a location that’s hard to beat. Schedule your showing today! Security deposit is $1,300 and pet fees are $250 per pet. No hidden fees and no pet rent. Resident Benefits Package, including lawn care, renter's insurance, air filter replacements, et cetera, for $50.00 monthly. See flyer for more details.

Beautiful 2 Bedroom 1 Bathroom apartment in Winter Haven HOA APPROVAL MANDATORY Lessee(s) are required to provide proof of liability insurance in the amount of $100,000, prior to occupancy. Real Property Management Lakeside can provide the required coverage for an additional charge of $12.00 per month or you can purchase coverage from your preferred provider. All residents are enrolled in the Resident Benefits Package (RBP) at a cost of $25/per month, which includes HVAC air filter delivery (for applicable properties), utility concierge service making utility connection

PROFESSIONALLY MANAGED!! This fully renovated 2BR/1BA condominium has been tastefully updated and upgraded throughout. Conveniently located just steps from Winter Haven's beautiful historic downtown, this is a marvelous place to call home. UPDATED EVERYTHING - cabinets, granite counters, ALL APPLIANCES, lighting, bathroom, shelving, floors, paint, water heater and MORE! Long term leases available and pet friendly. Spacious bedrooms and walk-in closets. Additional storage as well. Pantry plus washer/dryer hookups. This unit will not last- schedule your showing today! Resi

***BRAND NEW CONSTRUCTION*** Everything is new!! Never lived in 3 bed 1 bath unit. Beautiful kitchen with open eating concept, granite countertops, and stainless steel appliance. The units also come with a stackable washer and dryer included! Great layout with plenty of storage. Your rent also includes your water and trash for convenience and simplicity. Great location near downtown Winter Haven and walking distance to Lake Howard. Call now to set up a time to come see these beautiful units for yourself. All Pro X Property Management The Swain Group. LLC residents are en

This cozy apartment features an open floor plan with tile flooring throughout and fresh neutral paint. The kitchen includes crisp white cabinetry, ample counter space, and all major appliances—perfect for everyday living. The open living and dining area offers flexibility for your lifestyle, while the bedroom provides comfort and privacy. Conveniently located just minutes from downtown Winter Haven, restaurants, shopping, and the Chain of Lakes, this apartment puts everything you need within reach. Pets allowed based on petscreening. com results. Fees/rents based on resu

Property Status: Active Fantastic 2 bedroom/1.0 bathroom apartment totally renovated and ready for its new occupants. Unit is in close proximity of schools, including Jewett School of the Arts, Fred G. Garner Elementary School, and Frank E. Brigham Academy. 2 minute walk to Rotary Park. 7 minute walk to Kiwanis Park. 14 minute walk to Winter Haven Tennis Center. Water is included in the rent. Office Phone: (407) 447-7253 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and s