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

Average rent

$1,299
decreased by12%

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Great for

Social life
Eco-living
Pet owners

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Raindance - Photo 1 of 1
Rent special

6h ago

8.5

Very good

Raindance

200 Avenue C Sw, Winter Haven, FL 33880

Swimming pool | Fitness center | Elevator

1–2 beds

1–2 baths

$1,295–$2,210

Apartment for rent

20 on Second - Photo 1 of 1

1d ago

8.3

Very good

20 on Second

240 2nd St Sw, Winter Haven, FL 33880

In-unit laundry | Dishwasher | Microwave

2 beds

2 baths

$1,725

Apartment for rent

669 Avenue B Nw - Photo 1 of 1

5d+ ago

Downtown Winter Haven apartment for rent in Winter Haven

Apartment for rent

626 W Central Ave - Photo 1 of 1

5d+ ago

Downtown Winter Haven house for rent in Winter Haven

626 West Central Avenue

626 W Central Ave, Winter Haven, FL 33880

In-unit laundry | Carpet

2 beds

1 bath

$1,300

House for rent

Available Apr 20

222 7th St Nw #2 - Photo 1 of 1
3D tour

5d+ ago

Downtown Winter Haven apartment for rent in Winter Haven

Half Duplex - WINTER HAVEN, FL

222 7th St Nw #2, Winter Haven, FL 33881

Furnished | Ceiling fan

1 bed

1 bath

$1,600

Apartment for rent

730 W Central Ave - Photo 1 of 1

1d ago

Apartment for rent in Winter Haven

Apartment - WINTER HAVEN, FL

730 W Central Ave, Winter Haven, FL 33880

On-site laundry | Dishwasher

2 beds

1 bath

$1,200

Apartment for rent

Description

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,

Find rentals with popular amenities

Fitness Center

Outdoor Space

Swimming Pool

Elevator

163 Avenue A Se #1 - Photo 1 of 1

20h ago

Apartment for rent in Winter Haven

163 Avenue A Se #1, Winter Haven, FL 33880

On-site laundry

2 beds

1 bath

$1,250

Apartment for rent

Available Apr 23

Description

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

115 Avenue F Sw #B - Photo 1 of 1

5d+ ago

South College apartment for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

115 Avenue F Sw #B, Winter Haven, FL 33880

High ceilings

1 bed

1 bath

$1,100

Apartment for rent

Description

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

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720 6th St Nw #3 - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

720 6th St Nw #3, Winter Haven, FL 33881

Outdoor space

2 beds

1 bath

$700

House for rent

Description

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

720 6th St Nw #2 - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

720 6th St Nw #2, Winter Haven, FL 33881

Outdoor space

2 beds

1 bath

$700

House for rent

Description

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

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Nearby rental good for social life

720 6th St Nw #1 - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

720 6th St Nw #1, Winter Haven, FL 33881

Outdoor space

2 beds

1 bath

$750

House for rent

Description

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

650 Avenue B Sw - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

$1,500 - 2 Bedroom 1 Bathroom Apartment In Winter Haven.

650 Avenue B Sw, Winter Haven, FL 33880

In-unit laundry | Air conditioning | Assigned parking

2 beds

1 bath

$1,500

Apartment for rent

Available Apr 26

Description

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.

731 Avenue A Sw ##B - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

731 Avenue A Sw ##B, Winter Haven, FL 33880

Air conditioning | Assigned parking

4 beds

2 baths

$1,800

Apartment for rent

Description

Welcome to your new home in the heart of Winter Haven, Florida! This property offers the perfect blend of comfort and convenience, situated near a variety of department stores and beautiful parks, including Trailhead Park Playground and South Lake Howard Nature Park—ideal for leisurely afternoons. Key property features include inviting central heating and cooling, ensuring year-round comfort. With air conditioning and ceiling fans, you'll appreciate a refreshing atmosphere during the warmer months. While the rent does not include utilities such as gas, electricity, water

163 Avenue A Se #4 - Photo 1 of 1

20h ago

Apartment for rent in Winter Haven

163 Avenue A Se #4, Winter Haven, FL 33880

Carpet

2 beds

1 bath

$1,250

Apartment for rent

Available Jan 19

Description

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!

310 Farnol St Sw #3 - Photo 1 of 1

8h ago

Apartment for rent in Winter Haven

310 Farnol St Sw #3, Winter Haven, FL 33880

Ceiling fan | Outdoor space

1 bed

1 bath

$950

Apartment for rent

Description

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

163 Avenue A Se #3 - Photo 1 of 1

20h ago

Apartment for rent in Winter Haven

163 Avenue A Se #3, Winter Haven, FL 33880

In-unit laundry

2 beds

1 bath

$1,250

Apartment for rent

Available Jan 19

Description

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!

Find sweet deals near Downtown Winter Haven

These rentals are 10%-30% cheaper than the local average price for similar rentals.

163 Avenue A Se #2 - Photo 1 of 1

20h ago

Apartment for rent in Winter Haven

163 Avenue A Se #2, Winter Haven, FL 33880

2 beds

1.5 baths

$1,250

Apartment for rent

Available Apr 23

Description

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.

136 Avenue C Ne - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Apartment for rent

Description

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

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The 701 Luxury Apartments - Photo 1 of 1

4d ago

8.3

Very good

The 701 Luxury Apartments

701 Bates Ave Sw, Winter Haven, FL 33880

In-unit laundry | Dishwasher

3 beds

1–2 baths

$1,700–$1,800

Apartment for rent

Description

***BRAND NEW CONSTRUCTION*** Everything is new!! Never lived in 3 bed 2 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

The Breeze - Photo 1 of 1
Rent special
New construction

6h ago

8.7

Very good

The Breeze

265 Avenue E Sw, Winter Haven, FL 33880

Swimming pool | Fitness center | Elevator

Studio–2 beds

1–2 baths

$1,350–$2,328

Apartment for rent

329 SW 7th St. - Photo 1 of 1

3d ago

7.8

Very good

329 SW 7th St.

329 7th St Sw, Winter Haven, FL 33880

1 bed

1 bath

$949

Apartment for rent

Description

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

Briarcrest  at Winter Haven - Photo 1 of 1
Rent special

6h ago

9.4

Excellent

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Verified

Briarcrest at Winter Haven

200 Avenue K Se, Winter Haven, FL 33880

On-site laundry | Swimming pool | Fitness center

1–3 beds

1–2 baths

$997–$1,540

Apartment for rent

Call

514 Avenue C Ne #4 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

514 Avenue C Ne #4, Winter Haven, FL 33881

2 beds

1 bath

$1,150

Apartment for rent

Description

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

Listings within 5 miles
310 Mayfair Pl Sw - Photo 1 of 1

2d ago

Townhouse for rent in Winter Haven

310 Mayfair Pl Sw, Winter Haven, FL 33880

In-unit laundry | Ceiling fan | Deck

2 beds

2 baths

$1,525

House for rent

Available Apr 29

Description

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

955 6th St Se #5 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

955 6th St Se #5, Winter Haven, FL 33880

In-unit laundry | Air conditioning | Walk-in closets

1 bed

1 bath

$1,190

Apartment for rent

Description

Property Status: Active The renovated first-floor apartment features laminate floors throughout, beautiful kitchen cabinets, appliances include a stove, microwave, and refrigerator and Washer & Dryer It also features an A/C unit Hight efficiency, modern lighting lamps and blinds. Security cameras on property exteriors. Great location offering walking distance to the bus line, Winter Haven High School, municipal offices, restaurants, shopping areas, Hospitals, and a short drive distance to Sunny Beaches. Office Phone: (321) 939-3748 Copyright © 2026 Stellar MLS. All rights

Showing 1 - 25 of 25 results
Home > Apartments in Winter Haven > Downtown Winter Haven Apartments For Rent
Updated: May 2, 2026

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Learn more about renting in Downtown Winter Haven, Winter Haven, FL

Downtown Winter Haven, Winter Haven apartment availability

Downtown Winter Haven's rental market offers a good selection of listings, with an average of 11 rentals available each month. The majority of these rentals are 1-bedroom apartments, followed by 2-bedroom apartments. Notably, over 58% of Downtown Winter Haven apartments allow small pets, including cats and dogs, making this neighborhood a great option for pet owners. With its convenient location and pet-friendly amenities, Downtown Winter Haven is an attractive choice for renters looking for a charming and accessible place to call home.

Downtown Winter Haven, Winter Haven rental market trends

The Downtown Winter Haven rental market experienced a significant shift in 2024, with average monthly rents (all bed counts and property types) decreasing by 100% to $1,430. This downward trend is reflected across all bed counts, with 1-bedrooms averaging $1,415, 2-bedrooms averaging $1,642, and 3-bedrooms averaging $1,775 per month.

Rents in Downtown Winter Haven tend to fluctuate throughout the year, with October typically seeing the highest rents and January the lowest. The rent increase from January to October is substantial, at 34.3%. This suggests that renters may find more affordable options during the winter months. However, it's essential to note that the market's competitiveness can vary, and renters should be prepared to act quickly when finding a suitable property.

Why Downtown Winter Haven, Winter Haven is a great place to live

Downtown Winter Haven is a hub for renters seeking an active social life. Our analysis of the area's amenities and attractions reveals that its unique blend of characteristics makes it an ideal spot for those who value community and connection. With a strong neighborhood population, a safe environment, and convenient transit options, residents can easily get around and engage with the community. The area's well-developed street infrastructure and high walk score also make it easy to explore local shops, restaurants, and entertainment venues on foot. If you're looking for a neighborhood that fosters social connections and a sense of belonging, Downtown Winter Haven is an excellent choice.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2024 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Downtown Winter Haven Apartments for rent FAQ

What is the average size of an apartment in Downtown Winter Haven, FL?

The average size of a 1 bedroom apartment rental in Downtown Winter Haven is 600 square feet. The average size of a 2 bedroom apartment rental in Downtown Winter Haven is 960 square feet.

Can I afford an apartment for rent in Downtown Winter Haven, FL?

To help you better understand how much rent you can afford, check out Zumper's rent calculator. Our rent calculator can help you learn more about Downtown Winter Haven average rent prices.

What type of apartment rental is most common in Downtown Winter Haven, Winter Haven, FL?

1 bedroom apartments are the most common type of rentals in Downtown Winter Haven, Winter Haven, FL right now.

What type of apartment rental is least common in Downtown Winter Haven, Winter Haven, FL?

2 bedroom apartments are the least common type of rentals in Downtown Winter Haven, Winter Haven, FL right now.

Looking for apartments in Downtown Winter Haven, Winter Haven, FL near you?

🔑Available apartment rentals25
💰Best rent deal720 6th St Nw #2
Popular amenities, ,
🏠With photos