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

Average rent

$1,689
increased by6%

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Great for

Social life
Eco-living
Pet owners

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Raindance - Photo 1 of 1

10h 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

Price drop

Apartment for rent

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

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

8 beds

5 baths

$1,850

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

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

5d+ ago

Apartment for rent in Winter Haven

720 6th Street Northwest - 2

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

2 beds

1 bath

$700

Apartment for rent

Available Apr 13

Description

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 plan showcasing the li

113 Avenue C Se - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

113 Avenue C Se, Winter Haven, FL 33880

In-unit laundry | Hardwood floor | Outdoor space

3 beds

1 bath

$1,595

House for rent

Description

Property Status: Active Welcome to 113 Avenue C SE, Winter Haven – a freshly updated and cozy 3-bedroom, 1-bathroom home perfect for a new family! This home boasts gorgeous hardwood floors throughout, a beautifully updated kitchen and bathroom, and central air for year-round comfort. A washer and dryer are conveniently included, and water utilities are covered in the rent (tenant is responsible for electric and cable/internet). The home has been freshly painted, creating a bright and inviting atmosphere. Located just a short stroll from the brand-new Bowen Yard food hall,

730 W Central Ave #3 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Apartment - WINTER HAVEN, FL

730 W Central Ave #3, Winter Haven, FL 33880

In-unit laundry | Walk-in closets | Ceiling fan

2 beds

1 bath

$1,200

Apartment for rent

Description

Property Status: Active Discover this beautifully renovated 2-bedroom, 1-bathroom downstairs apartment, available now just steps from the scenic shores of Lake Howard and in the heart of downtown Winter Haven. Thoughtfully designed for comfort and convenience, this home maximizes every inch of space to create a warm, inviting atmosphere. Enjoy a spacious bedroom with a generous walk-in closet and a well-appointed bathroom offering dual access from both the bedroom and the main living area—perfect for hosting guests while maintaining privacy. The bright, airy living space f

Find rentals with popular amenities

Swimming Pool

Elevator

Outdoor Space

Fitness Center

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

5d+ ago

Apartment for rent in Winter Haven

720 6th Street Northwest - 3

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

2 beds

1 bath

$700

Apartment for rent

Available Apr 13

Description

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 guidelines of the U.S. Fair

163 Avenue A Se #4 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

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

Carpet

2 beds

1 bath

$1,300

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!

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310 Farnol St Sw #3 - Photo 1 of 1

15h ago

Apartment for rent in Winter Haven

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

Ceiling fan | Outdoor space

1 bed

1 bath

$1,050

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

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

5d+ ago

Apartment for rent in Winter Haven

720 6th Street Northwest - 1

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

2 beds

1 bath

$750

Apartment for rent

Available Apr 13

Description

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 plan showcasing the liv

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Nearby rental good for social life

107 Avenue F Sw - Photo 1 of 1

5d+ ago

South College house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

107 Avenue F Sw, Winter Haven, FL 33880

In-unit laundry | Fireplace

3 beds

1 bath

$1,690

House for rent

Description

Property Status: Active Available for immediate move-in! Experience the perfect blend of historic charm and modern updates in this beautifully remodeled 1928 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 living room, seperate dining room, and versatile m

725 W Central Ave #725 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

0 BR, 0 BA in Lake Howard

725 W Central Ave #725, Winter Haven, FL 33880

Assigned parking | Hardwood floor

Studio

0 baths

$3,750

Apartment for rent

Description

Beautifully renovated office building with a total of 7 offices - 3 offices downstairs, and 4 offices upstairs. There is no elevator. An additional area upstairs, could be used for a reception desk or work station. Also includes a tiled kitchen with granite counters, 2.5 tiled baths, and real wood floors throughout the rest of building. There are at 10 parking spaces plus street parking available. Current land use is R-4. The property is listed as Residential but R-4 has many uses that can be applied with changes made for multiple commercial and office uses. $18.00/ SF NNN

163 Avenue A Se #3 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

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

In-unit laundry

2 beds

1 bath

$1,300

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!

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

The Breeze - Photo 1 of 1
Rent special

59m ago

8.5

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

Price drop

Apartment for rent

329 SW 7th St. - Photo 1 of 1

1h 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

Find sweet deals near Downtown Winter Haven

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

710 Avenue C SW - Photo 1 of 1

5d+ ago

8.5

Very good

710 Avenue C SW

710 Avenue C Sw, Winter Haven, FL 33880

Air conditioning | On-site laundry | Central heat

1 bed

1 bath

$1,080

Apartment for rent

Lake Silver Apartments - Photo 1 of 1

3d ago

8.8

Very good

Lake Silver Apartments

207 S Lake Silver Dr Nw, Winter Haven, FL 33881

Dishwasher

1 bed

1 bath

$1,099

Apartment for rent

Description

One-bedroom, one-bathroom apartment located in the picturesque Winter Haven, FL. Situated right on the lakefront, residents can enjoy stunning views, peaceful surroundings, and free ski shows. The community also offers a convenient on-site laundry room for residents' use, as well as a Community Dock for relaxing by the water. Embrace the beauty of lakeside living in this cozy apartment. Contact us today to schedule a Showing and see this beautiful community and experience the tranquility for yourself. Pets Allowed Based on Pet Screening Results. Fees/rents based on scree

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Briarcrest  at Winter Haven - Photo 1 of 1
Rent special

4d ago

9.4

Excellent

Our team has verified this company

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

$1,067–$1,495

Apartment for rent

Call

1304 15th St Sw - Photo 1 of 1

5d+ ago

Tranquility Park house for rent in Winter Haven

1304 15th Street Southwest - 1

1304 15th St Sw, Winter Haven, FL 33880

Furnished | Storage | Outdoor space

3 beds

1 bath

$1,750

House for rent

Available Nov 15

Description

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.

403 Avenue J Se - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Half Duplex - WINTER HAVEN, FL

403 Avenue J Se, Winter Haven, FL 33880

In-unit laundry | Ceiling fan | Dishwasher

2 beds

1 bath

$1,550

Apartment for rent

Description

Property Status: Active Cute and cozy 1/2 duplex. Updated kitchen, bathroom and flooring. Close to major restaurants, shopping and grocery stores. 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 should be independently verified.

1405 N Lake Shipp Dr Sw - Photo 1 of 1

5d+ ago

Tranquility Park house for rent in Winter Haven

3 Bedroom Pet-Friendly Home in WINTER HAVEN, FL with Main Street Renewal

1405 N Lake Shipp Dr Sw, Winter Haven, FL 33880

Swimming pool | Storage | Outdoor space

3 beds

2 baths

$1,770

House for rent

Description

Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled in a great neighborhood with access to schools, parks, dining and more. Don't miss a chance to make this house your next home! Beyond the home, experience the ease of our technolog

The Jade - Photo 1 of 1

3d ago

8.7

Very good

The Jade

1150 3rd St Sw, Winter Haven, FL 33880

In-unit laundry | Air conditioning | On-site laundry

1–2 beds

1–2 baths

$1,425–$1,675

Apartment for rent

Description

Discover the epitome of modern resort living WALKING DISTANCE TO DOWNTOWN. Our smart-enabled 2-bed/2-bath apartment, freshly renovated to cater to your high-tech lifestyle. This gem not only boasts cutting-edge in-unit features but also offers an array of community amenities designed for work, wellness, and leisure. Apartment Highlights: - Smart Home Integration: Effortlessly manage your AC, lighting and doors directly through your Phone! - New Construction: Step into an abode that radiates modern elegance with top-notch finishes. - FREE High Speed Wifi in every unit and

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

The Haven Place - Photo 1 of 1

4d ago

8.4

Very good

The Haven Place

955 6th St Se, Winter Haven, FL 33880

2 beds

1 bath

$1,305

Apartment for rent

Description

Apartment For Rent - Move In Ready! CALL MANUEL TODAY To Schedule a showing at (407)-577-4631 MOVE IN SPECIALS: Free 1/2 Month Rent, waived Processing Fee and $250 Security Deposit based on approval. Newly Renovated!! Second Floor Apartment. This unit features newly installed plank floors and tiles throughout, beautiful brand new kitchen cabinets, appliances will include a stove, range hood, microwave, and refrigerator. It also features new A/C unit Hight efficiency, modern lighting lamps and blinds. Great location offering walking distance to the bus line, Winter Haven

Showing 1 - 25 of 25 results
Home > Apartments in Winter Haven > Downtown Winter Haven Apartments For Rent
Updated: March 17, 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 642 square feet. The average size of a 2 bedroom apartment rental in Downtown Winter Haven is 1273 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 #3
Popular amenities, ,
🏠With photos