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

Average rent

$1,614
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Social life
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Raindance - Photo 1 of 1
Rent special

8h ago

8.7

Very good

Raindance

200 Avenue C Sw, Winter Haven, FL 33880

Swimming pool | Fitness center | Elevator

1–2 beds

1–2 baths

$1,425–$2,383

Price drop

Apartment for rent

20 on Second - Photo 1 of 1

20h ago

8.6

Very good

20 on Second

240-250 240-250 2nd St SW, Winter Haven, FL 33880

In-unit laundry | Dishwasher | Microwave

2 beds

2 baths

$1,499

Apartment for rent

503 Avenue B Nw #503 - Photo 1 of 1

5d+ ago

Downtown Winter Haven condo for rent in Winter Haven

Condominium - WINTER HAVEN, FL

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

In-unit laundry | Swimming pool | Fireplace

2 beds

2 baths

$1,995

Condo for rent

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 Jan 21

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!

310 Farnol St Sw #3 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

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

Ceiling fan | Outdoor space

1 bed

1 bath

$1,100

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

Find rentals with popular amenities

Swimming Pool

Outdoor Space

Fitness Center

Elevator

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 Jan 21

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

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 | Business center

3 beds

1 bath

$1,700

House for rent

Description

Property Status: Active Experience the perfect blend of historic charm and modern updates in this beautifully remodeled 1928 home, ideally located in the heart of Winter Haven. This property can be leased as a home or commercially!! Bring your business an update with a new office space! 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 generousl

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730 W Central Ave #7 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Apartment - WINTER HAVEN, FL

730 W Central Ave #7, Winter Haven, FL 33880

In-unit laundry | Walk-in closets | Dishwasher

2 beds

1 bath

$1,125

Apartment for rent

Description

Property Status: Active Discover this beautifully updated second-floor 2-bedroom, 1-bath apartment, available now in the heart of downtown Winter Haven—just steps from the picturesque shores of Lake Howard. Designed with comfort and functionality in mind, this home makes excellent use of space to create a welcoming and inviting atmosphere. One bedroom features a spacious walk-in closet, while the well-appointed bathroom offers convenient dual access from both the bedroom and the main living area, allowing for privacy when entertaining guests. The bright, open living area i

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

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301 Avenue B Se #301-4 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

1 BR, 1 BA in East College

301 Avenue B Se #301-4, Winter Haven, FL 33880

1 bed

1 bath

$1,000

Apartment for rent

Available Sep 1

Description

Cozy 1-bedroom, 1-bathroom unit in Winter Haven, just 10 minutes from Legoland! This inviting home is part of a quiet quadruplex and offers a comfortable layout, perfect for singles or couples. Lease terms are 12 months. Qualification requirements include a minimum credit score of 600, clean background, and first and last month’s rent at move-in. Breed restrictions apply.

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

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!

Sunset West Apts - Photo 1 of 1

2d ago

8.1

Very good

Sunset West Apts

760 Avenue C Sw, Winter Haven, FL 33880

Dishwasher

3 beds

3 baths

$1,850

Apartment for rent

Description

Come take a look at this newly built 3 bedroom 3 bath apartment located near downtown Winter Haven and a stones throw from Lake Howard. The second story unit comes with great views, and open concept living, private bathrooms for each bedroom, washer and dryer hook ups, and so much more. Call today to schedule your showing. All Pro X Property Management The Swain Group. LLC residents are enrolled in the Resident Benefits Package (RBP) for $40/month which includes renters insurance, HVAC air filter delivery (for applicable properties), credit building to help boost your

The Breeze - Photo 1 of 1
Rent special

5h 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

Price drop

Apartment for rent

224 6th Street SW - Photo 1 of 1

21h ago

8.3

Very good

224 6th Street SW

224 6th St Sw, Winter Haven, FL 33880

Studio

1 bath

$1,199

Apartment for rent

Description

Studio apartment home in Winter Haven close to it all. Pets allowed based on petscreening. com results. Fees/rents based on results. **Upon signing the lease, a $100 administration fee is required with all monies due for move in.

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

2d ago

7.9

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

730 W Central Ave #730-7 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

2 BR, 1 BA in Lake Howard

730 W Central Ave #730-7, Winter Haven, FL 33880

Walk-in closets

2 beds

1 bath

$1,200

Apartment for rent

Available Dec 22

Description

Discover this beautifully updated second-floor 2-bedroom, 1-bath apartment, available now in the heart of downtown Winter Haven—just steps from the picturesque shores of Lake Howard. Designed with comfort and functionality in mind, this home makes excellent use of space to create a welcoming and inviting atmosphere. One bedroom features a spacious walk-in closet, while the well-appointed bathroom offers convenient dual access from both the bedroom and the main living area, allowing for privacy when entertaining guests. The bright, open living area is enhanced by large wind

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Briarcrest  at Winter Haven - Photo 1 of 1
Rent special

21h 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

$1,032–$1,495

Apartment for rent

Call

5th St Ne #113 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Haven

New Flooring, Electrical, Appliances, Bathroom Fixtures, etc.

5th St Ne #113, Winter Haven, FL 33881

Air conditioning | On-site laundry | Outdoor space

1 bed

1 bath

$1,400

Condo for rent

Available Jan 17

Description

Property Id: 2325298 Welcome to your new home on 5th Ave NE in Winter Haven, FL! This single-unit property offers modern amenities including an oven, microwave, and refrigerator. Enjoy the convenience of included utilities and on-site laundry. Pets allowed, with a beautiful lawn and security cameras for peace of mind. Water, Sewer, Trash, WiFi & Electric Included. Don't miss out on this perfect rental opportunity for $1400/month. SE HABLA ESPAÑOL!

495 Avenue F Se - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

495 Avenue F Se, Winter Haven, FL 33880

Air conditioning | Ceiling fan | Fireplace

2 beds

1 bath

$1,690

House for rent

Description

Property Status: Active One or more photo(s) has been virtually staged. Discover modern comfort and privacy in this fully renovated single-family home just moments from downtown Winter Haven. Thoughtfully updated from top to bottom, the home features a new roof, new A/C, and a beautifully redesigned kitchen and bathroom with granite countertops and sleek finishes. Porcelain tile flooring flows throughout the home, complementing the high ceilings and large windows that fill the space with natural light. The open-concept living area centers around a cozy fireplace, creating

Listings within 5 miles
1300 Virginia Dr Sw - Photo 1 of 1

5d+ ago

Tranquility Park apartment for rent in Winter Haven

2BR/1.0BA

1300 Virginia Dr Sw, Winter Haven, FL 33880

2 beds

1 bath

$1,175

Apartment for rent

351 Avenue N Ne #3 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

351 Avenue N Ne #3, Winter Haven, FL 33881

In-unit laundry | Ceiling fan

Studio

1 bath

$975

Apartment for rent

Available Jan 19

Description

351 Avenue N NE, Unit 2 is a freshly renovated studio in a highly convenient pocket of Winter Haven. The unit has been updated throughout with modern finishes, including luxury vinyl plank flooring, updated lighting, and ceiling fan. The kitchen features modern cabinetry and stainless-steel appliances, giving the space a clean and contemporary feel. There are also in-unit washer and dryer hookups for added convenience. The property offers easy, designated parking and sits in a solid location close to downtown Winter Haven. The unit is available now. Call today!

754 Avenue N Se - Photo 1 of 1

3d ago

House for rent in Winter Haven

Spacious 3-Bedroom Home with Screened Pool Retreat

754 Avenue N Se, Winter Haven, FL 33880

Swimming pool | On-site management | Package service

3 beds

2 baths

$1,800

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: $175.00 - Pool Service $25.00 - Smart Home $10.95 - Utility Management Set in a well-established Winter Haven neighborhood, this 3-bedroom, 2-bath home offering 1,563 square feet blends open living spaces with standout outdoor features. Mature trees frame the property, creating a welcoming approach that leads into a layout designed for both everyday comfort and flexible living. Inside, LVP flooring flows through the main living areas, complemented b

351 Avenue N Ne #2 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

351 Avenue N Ne #2, Winter Haven, FL 33881

In-unit laundry | Ceiling fan

Studio

1 bath

$975

Apartment for rent

Available Dec 2

Description

351 Avenue N NE, Unit 2 is a freshly renovated studio in a highly convenient pocket of Winter Haven. The unit has been updated throughout with modern finishes, including luxury vinyl plank flooring, updated lighting, and ceiling fan. The kitchen features modern cabinetry and stainless-steel appliances, giving the space a clean and contemporary feel. There are also in-unit washer and dryer hookups for added convenience. The property offers easy, designated parking and sits in a solid location close to downtown Winter Haven, grocery stores, restaurants, and everyday essenti

Showing 1 - 25 of 25 results
Home > Apartments in Winter Haven > Downtown Winter Haven Apartments For Rent
Updated: January 31, 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 959 square feet. The average size of a 2 bedroom apartment rental in Downtown Winter Haven is 1233 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 dishwasher
🏠With photos