Zumper

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

Average rent

$1,450
decreased by5%

Track prices

Great for

Social life
Wellness
Eco-living

All rentals

RainDance - Photo 1 of 1

22h ago

8.5

Very good

RainDance

200 Avenue C Sw, Winter Haven, FL 33880

In-unit laundry | On-site laundry | Swimming pool

1–2 beds

1–2 baths

$1,300–$2,200

Apartment for rent

20 on Second - Photo 1 of 1

3d ago

8.3

Very good

20 on Second

240 2nd St Sw, Winter Haven, FL 33880

In-unit laundry | Dishwasher | Microwave

1–2 beds

1–2 baths

$1,499–$1,749

Apartment for rent

503 Avenue B Nw #503 - Photo 1 of 1

5d+ ago

Downtown Winter Haven condo for rent in Winter Haven

503 Avenue B Nw #503, Winter Haven, FL 33881

In-unit laundry | Swimming pool | Fireplace

2 beds

2 baths

$1,995

Condo for rent

208 E Lake Howard Dr #101 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Haven

208 E Lake Howard Dr #101, Winter Haven, FL 33881

In-unit laundry | Air conditioning | Balcony

2 beds

2 baths

$1,875

Condo for rent

Available Oct 1

Description

Located in the heart of Winter Haven, sits this beautiful end unit condo with spectacular lake views. The living room as well as both bedrooms have a balcony which spans the whole width of the condo and has breathtaking views out over Lake Howard where you can watch the sunset every evening. The entire unit has been completely remodeled with all kitchen appliances, washer/dryer and Smart Home technology. This unit comes with one parking space, there is an elevator, and this is a pet friendly building. The master bedroom has a large walk in closet which leads you to your pr

151 Avenue C Se #C - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

151 Ave C SE, Unit C

151 Avenue C Se #C, Winter Haven, FL 33880

In-unit laundry

2 beds

1 bath

$1,325

Apartment for rent

Available Oct 21

Description

***Professionally Managed*** 2BR/1BA apartment, updated and upgraded throughout. Conveniently located just steps from Winter Haven's downtown, this is a marvelous place to call home. Apartment features modern cabinets, granite counters, appliances, lighting, bathroom, shelving, floors, paint, etc. Long term leases available and pet friendly. Spacious bedrooms and closets and don't forget the washer/dryer hookups. This unit will not last—schedule your showing today! Move-in Cost: $1,000 Security Deposit and Prorated First Month Rent. ($250 Pet Fee Per Pet)

333 N Lake Howard Dr #212D - Photo 1 of 1
Age restricted

5d+ ago

Apartment for rent in Winter Haven

$1,280 - 55+ community 2 Bedroom 2 Bathroom Condo In Winter Haven With Great Amenities

333 N Lake Howard Dr #212D, Winter Haven, FL 33881

In-unit laundry | Air conditioning | Assigned parking

2 beds

2 baths

$1,280

Apartment for rent

Available Oct 17

Description

Beautifully renovated 2-bedroom, 2 full bathroom apartment available for rent in peaceful 55+ community. This spacious unit includes cable TV, internet, maintenance, pest control, pool, recreational facilities, sewer, trash, and water. Ceiling fans in Bedrooms, Kitchen, and Living room. Covered Parking lot and storage included. Enjoy a tranquil lifestyle in a quiet neighborhood with stunning lakefront views. The community is serene, perfect for relaxation and enjoying nature.

Find rentals with popular amenities

Dishwasher

Fitness Center

In-Unit Laundry

Swimming Pool

631 Avenue H Nw #4 - Photo 1 of 1

4d ago

Condo for rent in Winter Haven

631 Avenue H Nw #4, Winter Haven, FL 33881

In-unit laundry | Outdoor space

2 beds

1 bath

$1,000

Condo for rent

Available Oct 7

Description

Welcome to 631 Ave H unit 4. Great location right near downtown Winter Haven. This first floor unit has recently been remodeled. There is an option for 2 bedrooms or you can set it up as a 1 bedroom unit. Washer and dryer hook up available inside unit. This unit also has a private courtyard off to the side just waiting for someone to make it their own.

631 Avenue H Nw Apt 2 #Apt 2 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

2BR/1.0BA

631 Avenue H Nw Apt 2 #Apt 2, Winter Haven, FL 33881

2 beds

1 bath

$1,000

Apartment for rent

The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
730 W Central Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Apartment - WINTER HAVEN, FL

730 W Central Ave, Winter Haven, FL 33880

Air conditioning | Walk-in closets | Ceiling fan

1 bed

1 bath

$950

Apartment for rent

Description

Take a look at this beautifully designed 1-bedroom, 1-bathroom upstairs apartment, available now just steps from the scenic shores of Lake Howard, right in the heart of downtown Winter Haven. This thoughtfully laid-out apartment offers a warm and welcoming atmosphere with every square inch maximized for both comfort and functionality. Step into the generously sized bedroom featuring a large walk-in closet, and enjoy the convenience of a well-appointed bathroom with dual access from both the bedroom and the main living area—ideal for hosting guests or enjoying your own priv

208 E Lake Howard Dr #104 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Haven

208 E Lake Howard Dr #104, Winter Haven, FL 33881

Balcony | Assigned parking | Carpet

2 beds

2 baths

$1,775

Condo for rent

Available Sep 29

Description

IMMACULATE DOWNSTAIRS END UNIT OVERLOOKING LAKE HOWARD AVAILABLE FOR IMMEDIATE MOVE-IN!!! This unbelievable 2 bed/2 bath condo has been completely redone and has BRAND NEW EVERYTHING. New tile flooring, new granite countertops, new stainless steel appliances, new paint, this place has it all! CABLE/WATER INCLUDED, no carpet, 2 covered parking spaces, oversized closets, tastefully updated bathrooms, a screened-in balcony spanning the entire width of the condo, all with an INCREDIBLE view of Lake Howard! Conveniently located minutes away from Downtown, this is a can't miss o

Advertisement

Nearby rental good for eco-living

Nearby rental good for wellness

113 Avenue C Se #B - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

113 Avenue C Se #B, Winter Haven, FL 33880

In-unit laundry | Ceiling fan | Dishwasher

1 bed

1 bath

$1,095

House for rent

Description

Property Status: Pending UNIT B - Welcome to this beautifully updated 1-bedroom, 1-bath single-family home just a short walk from vibrant Downtown Winter Haven! Enjoy the privacy of no noisy neighbors above or below, along with the convenience of your own entryway and parking for up to two vehicles. Inside, you'll find wood-look tile flooring, fresh modern paint, and an updated kitchen featuring granite countertops, stylish cabinetry, and sleek appliances. The bathroom has also been tastefully upgraded, and the home includes a washer and dryer unit for added convenience. T

722 W Central Ave Apt A #Apt A - Photo 1 of 1
3D tour

5d+ ago

Condo for rent in Winter Haven

1 bed

1 bath

$995

Condo for rent

Available Aug 11

Description

This 1 bedroom upstairs unit of a duplex is available soon for rent right off of Lake Howard. This unit is freshly painted and offers an open floorplan to maximize the space. Lawncare included in the rent to minimize cost for the perfect renter. This property is conveniently located to restaurants, schools and shopping centers and offers a unique opportunity to rent your own piece of Winter Haven at an affordable rate! Don't miss your opportunity to make this your new home! Contact us to schedule a showing today. Please go to www arricorealtylakeland com to schedule a to

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

5d+ ago

Apartment for rent in Winter Haven

Apartment - WINTER HAVEN, FL

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

Outdoor space

2 beds

1 bath

$700

Apartment 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

720 6th St Nw #4 - Photo 1 of 1

4d ago

Apartment for rent in Winter Haven

Apartment - WINTER HAVEN, FL

720 6th St Nw #4, Winter Haven, FL 33881

Balcony | Outdoor space

2 beds

1 bath

$700

Apartment for rent

Description

Property Status: Active Rent with confidence from a licensed Real Estate Brokerage. We have a quick and simple application process. WE PROUDLY WELCOME ALL PETS. Contact us through this Web site or call to set up a tour and apply today! 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 a enough space for chairs to enjoy the outdoors. As you enter the home you will be greeted with an open

726 W Central Ave - Photo 1 of 1

5d+ ago

Condo for rent in Winter Haven

1 bed

1 bath

$995

Condo for rent

Available Aug 4

Description

This 1 bedroom unit of a triplex is available now for rent right off of Lake Howard. This unit is freshly painted and offers it's own outdoor space perfect for entertaining. Water and lawncare included in the rent to minimize cost for the perfect renter. This property is conveniently located to restaurants, schools and shopping centers and offers a unique opportunity to rent your own piece of Winter Haven at an affordable rate! Upon approval tenants will be subject to a $150 one-time tenant set up fee. Pet Details: Breed restrictions. Dogs will require - Renters Insurance

329 SW 7th St. - Photo 1 of 1

3d ago

7.7

Very good

329 SW 7th St.

329 7th St Sw, Winter Haven, FL 33880

2 beds

1 bath

$1,125

Apartment for rent

Description

Are you looking for a two-bedroom apartment near downtown that won't break the bank? This upstairs apartment may be the one for you. There are 2 parking spaces available with this apartment. Washer/dryer hookups. Don't let this one get away and apply today. Pets allowed based on petscreening. com results. Fees/rents based on results. Photos may not represent actual unit available. *Tenants are required to sign up for our Resident Benefits Package that includes renter's insurance, air filter replacements, etc. for $47.00 a month. Please see flyer in the property photo

Find sweet deals near Downtown Winter Haven

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

The Breeze - Photo 1 of 1

23h ago

8.3

Very good

The Breeze

265 Avenue E Sw, Winter Haven, FL 33880

Studio–2 beds

1–2 baths

$1,300–$2,305

Apartment for rent

Kimberly Cove - Photo 1 of 1

5d+ ago

8.4

Very good

Kimberly Cove

Avenue G Nw, Winter Haven, FL 33881

2 beds

1 bath

$1,125

Apartment for rent

Description

Welcome home to this charming 2-bedroom, 1-bathroom apartment featuring fresh paint, neutral tones, and plenty of natural light. The open living area offers easy-to-maintain tile flooring and a large front window that fills the space with sunshine. The kitchen includes updated white cabinetry and essential appliances. Perfect for everyday cooking and entertaining. The bathroom is modern with a full bathtub and a new shower curtain. Both bedrooms provide comfortable space and flexibility for your lifestyle. Versatile for any of your lifestyle needs. Conveniently located

Advertisement
Lake Silver Apartments - Photo 1 of 1

1d ago

8.6

Very good

Lake Silver Apartments

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

On-site laundry | Dishwasher

2 beds

1–2 baths

$1,399

Apartment for rent

Description

Rent special - third month of rent is free 2-bedroom, 2-bathroom apartment located in the picturesque Winter Haven, FL. Situated right on the lakefront, residents can enjoy stunning views and peaceful surroundings. 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. Fe

Briarcrest  at Winter Haven - Photo 1 of 1
Rent special

6h ago

9.4

Excellent

Our team has verified this company

Verified

Briarcrest at Winter Haven

200 Avenue K Se, Winter Haven, FL 33880

In-unit laundry | On-site laundry | Swimming pool

1–3 beds

1–2 baths

$1,032–$1,700

Apartment for rent

Call

117 5th St Ne #117 - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Single Family Residence - Winter Haven, FL

117 5th St Ne #117, Winter Haven, FL 33881

Garage parking

2 beds

1 bath

$1,250

House for rent

Description

Property Status: Active Nice Property in Winter Haven. Really good because includes water and Sewer. This home is perfect for people who are looking a temporary place to live while fixing home situation. No credit needs it just a clean background and good rental history. First month's rent, last month's rent and $850 deposit. Office Phone: (305) 809-8085 Copyright © 2025 Miami Association of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

224 Lee Ave Ne - Photo 1 of 1
Rent special
3D tour

5d+ ago

House for rent in Winter Haven

3 Bedroom Winter Haven Home

224 Lee Ave Ne, Winter Haven, FL 33881

Storage | On-site management | Outdoor space

3 beds

1 bath

$1,445

House for rent

Description

MOVE-IN READY This home is move-in ready. Schedule your tour now or start your application today. Monthly Recurring Fees: $10.95 - Utility Management Maymont Homes is committed to clear and upfront pricing. In addition to the advertised rent, residents may have monthly fees, including a $10.95 utility management fee, a $25.00 wastewater fee for homes on septic systems, and an amenity fee for homes with smart home technology, valet trash, or other community amenities. This does not include utilities or optional fees, including but not limited to pet fees and renter’s ins

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: Pending 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 © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and

Listings within 5 miles
1250 5th St Ne #NA - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

1250 5th St Ne #NA, Winter Haven, FL 33881

In-unit laundry

2 beds

1 bath

$1,275

House for rent

Available Oct 4

Description

Amazing 2 bedroom, 1 bathroom house in Winter Haven. Amenities included: washer dryer. No Utilities included. Is not pet friendly. Date Available: Oct 4th 2025. $1,275/month rent. $1,275 security deposit contact Claudia at 352-910-6715 to learn more. This property is managed by a responsible landlord using Avail landlord software.

1240 6th St Ne - Photo 1 of 1

2d ago

House for rent in Winter Haven

House for rent

Description

Move-In Special: $300 Off Your First Month’s Rent! This charming 2-bedroom, 1-bathroom Winter Haven home features a brand-new kitchen, updated bathroom, spacious bedrooms, and new wood flooring throughout. Enjoy your mornings on the large porch, plus the convenience of washer/dryer connections and central A/C. SCHEDULE A TOUR TODAY! To see this home just give Miguel a call or text at (813)413-6351 or email at **** Se habla español. WHAT ARE YOUR REQUIREMENTS? - No evictions in the past 7 years - No violent criminal convictions - Most recent Proof of Income - Income req

Showing 1 - 25 of 25 results
Home > Apartments in Winter Haven > Downtown Winter Haven Apartments For Rent
Updated: November 1, 2025

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Winter Haven, and more.

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 rent for 1 bedroom apartments for rent in Downtown Winter Haven, FL?

The average rent for 1 bedroom apartments for rent in Downtown Winter Haven is $1525 per month. There is 1 1 bedroom apartment for rent in Downtown Winter Haven, FL.

What is the average rent for 2 bedroom apartments for rent in Downtown Winter Haven, FL?

The average rent for 2 bedroom apartments for rent in Downtown Winter Haven is $1995 per month. Currently, there are 2 2 bedroom apartments for rent in Downtown Winter Haven, FL.

How expensive is it to rent an apartment in Downtown Winter Haven, FL?

The average rent price in Downtown Winter Haven, FL for a 2 bedroom apartment is $1995 per month. Downtown Winter Haven average rent price is above the average national apartment rent price which is $1750 per month for a 2 bedroom apartment. Aside from rent price, the cost of living in Downtown Winter Haven is also important to know. Cost of living includes but is not limited to: groceries, gas, utilities, water, and electric.

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 689 square feet. The average size of a 2 bedroom apartment rental in Downtown Winter Haven is 1230 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 #4
Popular amenities, ,
🍽With dishwasher
🏠With photos