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Rent Specials
$1,275 - $2,328Special Offer
2 Months Free 2 Months Free! Requires 13-16 Month lease. $99 App & Admin if you apply within 48 hours of tour!
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The Breeze
265 Ave E SWWinter Haven, FL 33880
Apartments for Rent with Specials in the Oakwood Neighborhood of Winter Haven, FL (8 Rentals)
Apartments in the Oakwood 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.
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Rent Specials
$1,295 - $2,205Special Offer
2 Months Free 2 Months Free! Requires 13-16 month lease. $99 app & admin fee if you apply within 48 hours of tour!
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Raindance
200 Avenue C SWWinter Haven, FL 33880
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Rent Specials
$1,349 - $1,899Special Offer
2 Months Free Receive 2 months free and pay no prorated rent at move-in when you apply within 48 hours of your first tour. Tour today to fin
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Dream Winter Haven
5004 Dream DrWinter Haven, FL 33880
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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
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The Jade
1150 3rd St SwWinter Haven, FL 33880
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
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Rent Specials
$995 - $1,549Special Offer
Specials 1 Month Free - $600 Look and Lease Special
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Haven at Lake Deer
350 24th St NWWinter Haven, FL 33880
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Rent Specials
$997 - $1,700Special Offer
Specials 4th OF July Special – Get Reduced Rent + Move in by July 1st & Receive $1,000 OFF your First Full Month's Rent (New Move-ins Only)!
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Briarcrest at Winter Haven
200 Avenue K SEWinter Haven, FL 33880
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Rent Specials
$975 - $1,200Special Offer
Specials First months rent is prorated at a $975 monthly rate
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Oakcrest Apartments
101-123 Oak Crest Dr NWWinter Haven, FL 33881
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Rent Specials
$899 - $1,385Special Offer
Specials Reduced Rents on 1 bedroom apartment homes! Apply today and get a 1 bedroom for just $899! *Limited time offer, select units, cont
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The Landings Apartment Homes
102 Landings WayWinter Haven, FL 33880
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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Oakwood, Winter Haven, FL Local Guide
How much does it cost to rent an apartment in Oakwood?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Oakwood Studio Apartments | $1,162 | $995 | $1,385 |
| Oakwood 1 Bedroom Apartments | $1,375 | $949 | $1,800 |
| Oakwood 2 Bedroom Apartments | $1,695 | $1,100 | $2,250 |
| Oakwood 3 Bedroom Apartments | $1,642 | $1,470 | $2,200 |
Browse Apartments in this Neighborhood
There are currently 8 rentals with your search options within a 3 mile radius of the Oakwood Neighborhood of Winter Haven, FL.
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Oakwood, Winter Haven, FL Local Guide
- Nearby Winter Haven neighborhoods
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Top Winter Haven Apartments in the Oakwood Area with Move-In Specials Ending Soon
Specials updated: 05-31-2026Take advantage of these move-in and rent specials that are ending soon for top Oakwood, FL apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!
Briarcrest at Winter Haven
4th OF July Special – Get Reduced Rent + Move in by July 1st & Receive $1,000 OFF your First Full Month's Rent (New Move-ins Only)!Expires 05-31-2026
The Breeze
2 Months Free! Requires 13-16 Month lease. $99 App & Admin if you apply within 48 hours of tour!Expires 05-31-2026
Raindance
2 Months Free! Requires 13-16 month lease. $99 app & admin fee if you apply within 48 hours of tour!Expires 05-31-2026
Haven at Lake Deer
1 Month Free - $600 Look and Lease SpecialExpires 06-01-2026
The Landings Apartment Homes
Reduced Rents on 1 bedroom apartment homes! Apply today and get a 1 bedroom for just $899! *Limited time offer, select units, contact leasing office for more details.Expires 06-01-2026
Dream Winter Haven
Receive 2 months free and pay no prorated rent at move-in when you apply within 48 hours of your first tour. Tour today to find your new home and secure the best savings of the season!Expires 06-30-2026
Newly Listed Move-In Specials offers for Apartments in Oakwood, FL
Specials updated: 05-31-2026Here are the most recently added special offers for renters looking to find the best deals on apartments in Oakwood, FL. Be sure to take advantage of some of the area’s top offers.
Dream Winter Haven
Receive 2 months free and pay no prorated rent at move-in when you apply within 48 hours of your first tour. Tour today to find your new home and secure the best savings of the season!Expires 06-30-2026
The Landings Apartment Homes
Reduced Rents on 1 bedroom apartment homes! Apply today and get a 1 bedroom for just $899! *Limited time offer, select units, contact leasing office for more details.Expires 06-01-2026
Haven at Lake Deer
1 Month Free - $600 Look and Lease SpecialExpires 06-01-2026
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.
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Quick Rent Budget Calculator
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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.
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Pet Friendly LifestyleOakwood, Winter Haven, FL
Ranked #14
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
Best Local Schools in Oakwood, Winter Haven, FL
School data provided by Great Schools
Frequently Asked Questions about Rent Specials Oakwood Apartments
What is the Cheapest Rent Specials apartment in Oakwood?
Currently the most affordable Rent Specials Apartment in Oakwood is at The Landings Apartment Homes listed at $899.
How much is the average rent for a Rent Specials Oakwood Apartment?
The average rent for a Rent Specials Apartment in Oakwood is $1,437.
What is the largest Rent Specials Oakwood Apartment for rent?
Today's Rent Specials apartment with the most square footage in Oakwood is a 1,400 square feet unit starting from $997 at Briarcrest at Winter Haven.
What is the average size for Oakwood Rent Specials Apartments for rent?
The average size for a Rent Specials rental in Oakwood is currently at 579 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
Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.
A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.