Apartments for Rent with Specials in the Downtown Winter Haven Neighborhood of Winter Haven, FL (12 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

Apartments in the Downtown Winter Haven area of Winter Haven with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.

close
View Me
Raindance
Rent Specials
$1,350 - $1,895Special Offer
2 Months Free Move in before 8/31/26 and receive the rest of August plus 2 MONTHS FREE! ?Reduced Rents - Limited-time summer savings. Schedu
See More

Raindance

200 Avenue C SWWinter Haven, FL 33880
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
The Breeze
Rent Specials
$1,330 - $2,330Special Offer
2 Months Free Move in before 9/21/26 and receive 2 MONTHS FREE RENT! ?Reduced Rents - Limited-time summer savings. Schedule your tour today!
See More

The Breeze

265 Ave E SWWinter Haven, FL 33880
Eco-Friendly
  • Verified
  • 3D Tour
close
View Me
The Jade
Rent Specials
$1,200 - $1,750Special Offer
Specials Units discounted below market rent on select units. Enquire on current specials. What you SEE is what you PAY no hidden fees or pac
See More

The Jade

1150 3rd St SwWinter Haven, FL 33880
Furnished
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
Briarcrest  at Winter Haven
Rent Specials
$997 - $1,515Special Offer
Specials LABOR DAY MOVE-IN SPECIAL! Move in by September 15th & Receive 2 MONTHS FREE! (Terms Apply) Call Today for More Info!
See More

Briarcrest at Winter Haven

200 Avenue K SEWinter Haven, FL 33880
Pet Friendly
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
The Landings Apartment Homes
Rent Specials
$979 - $1,385Special Offer
Specials LIMITED TIME VALUE! Apply today and save up to $ 300 per month! 1-bedroom apartment homes renting at $ 899 2-bedroom apartment home
See More

The Landings Apartment Homes

102 Landings WayWinter Haven, FL 33880
Affordability
  • Verified
  • Customer Reviewed
  • Smoke Free

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

property at 711 Avenue B NE

$1,685

Total Monthly Price

Total Monthly Price

Base Rent
$1,685

Total Monthly Price
$1,685

3 Bedroom, 2 Bath Home for Rent

Available Now

711 Avenue B NE

Winter HavenFL33881
property at 2405 Ave C SW

$1,399

2 Bedroom Rentals

Available Now

2405 Ave C SW

Winter HavenFL33880

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Downtown Winter Haven, Winter Haven, FL Local Guide

Top Winter Haven Apartments in the Downtown Winter Haven Area with Move-In Specials Ending This Month

Specials updated: 08-25-2026

Take advantage of these move-in and rent specials that are ending this month for top Downtown Winter Haven, FL apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!

The Landings Apartment Homes

LIMITED TIME VALUE! Apply today and save up to $ 300 per month! 1-bedroom apartment homes renting at $ 899 2-bedroom apartment homes renting at $ 999 *Limited time offer, select units at select sites, contact leasing office for more details.Expires August 26, 2026

Haven at Lake Deer

1 Month Free - $600 Look and Lease SpecialExpires August 26, 2026

Raindance

Move in before 8/31/26 and receive the rest of August plus 2 MONTHS FREE! ?Reduced Rents - Limited-time summer savings. Schedule your tour today! $99 App & Admin if you apply within 48 hours of tour.Expires August 26, 2026

The Breeze

Move in before 9/21/26 and receive 2 MONTHS FREE RENT! ?Reduced Rents - Limited-time summer savings. Schedule your tour today! $99 App & Admin if you apply within 48 hours of tour.Expires August 26, 2026

Briarcrest at Winter Haven

LABOR DAY MOVE-IN SPECIAL! Move in by September 15th & Receive 2 MONTHS FREE! (Terms Apply) Call Today for More Info!Expires August 26, 2026

Newly Listed Move-In Specials offers for Apartments in Downtown Winter Haven, FL

Specials updated: 08-25-2026

Here are the most recently added special offers for renters looking to find the best deals on apartments in Downtown Winter Haven, FL. Be sure to take advantage of some of the area’s top offers.

The Breeze

Move in before 9/21/26 and receive 2 MONTHS FREE RENT! ?Reduced Rents - Limited-time summer savings. Schedule your tour today! $99 App & Admin if you apply within 48 hours of tour.

The Landings Apartment Homes

LIMITED TIME VALUE! Apply today and save up to $ 300 per month! 1-bedroom apartment homes renting at $ 899 2-bedroom apartment homes renting at $ 999 *Limited time offer, select units at select sites, contact leasing office for more details.

Haven at Lake Deer

1 Month Free - $600 Look and Lease Special

Raindance

Move in before 8/31/26 and receive the rest of August plus 2 MONTHS FREE! ?Reduced Rents - Limited-time summer savings. Schedule your tour today! $99 App & Admin if you apply within 48 hours of tour.

Briarcrest at Winter Haven

LABOR DAY MOVE-IN SPECIAL! Move in by September 15th & Receive 2 MONTHS FREE! (Terms Apply) Call Today for More Info!

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

Read Article
Decorative image

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Downtown Winter Haven, Winter Haven, FL

Ranked #13

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

decorative image of woman handing cat to small boy

Best Local Schools in
Downtown Winter Haven, Winter Haven, FL

Frequently Asked Questions about Rent Specials Downtown Winter Haven Apartments

How much is the average rent for a Rent Specials Downtown Winter Haven Apartment?

The average rent for a Rent Specials Apartment in Downtown Winter Haven is $1,381.

What is the largest Rent Specials Downtown Winter Haven Apartment for rent?

Today's Rent Specials apartment with the most square footage in Downtown Winter Haven is a 1,400 square feet unit starting from $997 at Briarcrest at Winter Haven.

What is the average size for Downtown Winter Haven Rent Specials Apartments for rent?

The average size for a Rent Specials rental in Downtown Winter Haven is currently at 555 sq ft.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Articles, How-To's, and Tips

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags   article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.