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


The Breeze

Haven at Lake Deer

The Jade

Briarcrest at Winter Haven

The Landings Apartment Homes
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.

1131 5th St SW, Unit 4 downstairs

711 Avenue B NE

669 Avenue B NW, Unit 10

669 Avenue B NW, Unit 9

2405 Ave C SW

2281 Whitley Ln
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

How much does it cost to rent an apartment in Downtown Winter Haven?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Downtown Winter Haven Studio Apartments | $1,189 | $1,000 | $1,425 |
| Downtown Winter Haven 1 Bedroom Apartments | $1,321 | $850 | $1,785 |
| Downtown Winter Haven 2 Bedroom Apartments | $1,619 | $1,075 | $3,250 |
| Downtown Winter Haven 3 Bedroom Apartments | $1,696 | $1,355 | $2,984 |
| Downtown Winter Haven 4 Bedroom Apartments | $4,211 | $4,211 | $4,211 |
Browse Apartments in this Neighborhood
There are currently 12 rentals with your search options within a 2 mile radius of the Downtown Winter Haven Neighborhood of Winter Haven, FL.
See all Apartments in Winter HavenExplore Winter Haven
Downtown Winter Haven, Winter Haven, FL Local Guide
- Nearby Winter Haven neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Top Winter Haven Apartments in the Downtown Winter Haven Area with Move-In Specials Ending This Month
Specials updated: 08-25-2026Take 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: 08-25-2026Here 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 ArticleQuick 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.
Pet Friendly LifestyleDowntown Winter Haven, Winter Haven, FL
Ranked #13
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
Best Local Schools in Downtown Winter Haven, Winter Haven, FL
School data provided by Great Schools
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

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.

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.

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.

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.