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Rent Specials
$1,275 - $2,340Special Offer
2 Months Free Leasing Special! Receive 2 months free on 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 (13 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
$1,259 - $1,869Special Offer
3 Months Free PAY AS LOW AS $1096/MONTH WITH RENT SPECIAL APPLIED! PLUS, RECEIVE AN APPLICATION FEE CREDIT AT MOVE-IN!
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Dream Winter Haven
5004 Dream DrWinter Haven, FL 33880
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Rent Specials
$1,325 - $1,895Special Offer
2 Months Free Apply by 7/31 and Receive 2 months free! Requires 13-16 month lease. $99 App & Admin 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
$1,200 - $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
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Rent Specials
$1,099 - $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
$1,124 - $1,598Special Offer
Specials Sizzling Hot Special of Newly Reduced Rates + 1/2 Month Free for Aug Rent - Move In by 7/24!
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Barrington Place At Winter Haven
1101 Cambridge SqWinter Haven, FL 33880
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.
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Rent Specials
$997 - $1,515Special Offer
Specials Make this your Summer to Save - Move in by July 30th & Receive 2 Months Free! (Terms Apply)
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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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$900Special Offer
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1131 5th St SW, Unit 4 downstairs
1131 5th St SWWinter Haven, FL 33880
926 30th St NW
Winter HavenFL33881
991 Summer Glen Dr
Winter HavenFL33880
838 Summer Glen Dr
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.
1335 34th St NW
Winter HavenFL33881
Showing Results 1-13, Page 1 of 1
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 | $1,212 | $1,000 | $1,435 |
| Oakwood 1 Bedroom Apartments | $1,337 | $899 | $1,760 |
| Oakwood 2 Bedroom Apartments | $1,632 | $1,100 | $3,250 |
| Oakwood 3 Bedroom Apartments | $1,627 | $1,395 | $2,200 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 13 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
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Top Winter Haven Apartments in the Oakwood Area with Move-In Specials Ending Soon
Specials updated: 07-16-2026Take 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!
Barrington Place At Winter Haven
Sizzling Hot Special of Newly Reduced Rates + 1/2 Month Free for Aug Rent - Move In by 7/24!Expires 07-16-2026
Haven at Lake Deer
1 Month Free - $600 Look and Lease SpecialExpires 07-17-2026
Briarcrest at Winter Haven
Make this your Summer to Save - Move in by July 30th & Receive 2 Months Free! (Terms Apply)Expires 07-17-2026
Raindance
Apply by 7/31 and Receive 2 months free! Requires 13-16 month lease. $99 App & Admin if you apply within 48 hours of tour.Expires 07-17-2026
The Breeze
Leasing Special! Receive 2 months free on 13-16 month lease! $99 App & Admin if you apply within 48 hours of tour.Expires 07-17-2026
Dream Winter Haven
PAY AS LOW AS $1096/MONTH WITH RENT SPECIAL APPLIED! PLUS, RECEIVE AN APPLICATION FEE CREDIT AT MOVE-IN!Expires 07-31-2026
Newly Listed Move-In Specials offers for Apartments in Oakwood, FL
Specials updated: 07-16-2026Here 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
PAY AS LOW AS $1096/MONTH WITH RENT SPECIAL APPLIED! PLUS, RECEIVE AN APPLICATION FEE CREDIT AT MOVE-IN!Expires 07-31-2026
Raindance
Apply by 7/31 and Receive 2 months free! Requires 13-16 month lease. $99 App & Admin if you apply within 48 hours of tour.Expires 07-17-2026
The Breeze
Leasing Special! Receive 2 months free on 13-16 month lease! $99 App & Admin if you apply within 48 hours of tour.Expires 07-17-2026
Haven at Lake Deer
1 Month Free - $600 Look and Lease SpecialExpires 07-17-2026
Briarcrest at Winter Haven
Make this your Summer to Save - Move in by July 30th & Receive 2 Months Free! (Terms Apply)Expires 07-17-2026
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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Pet Friendly LifestyleOakwood, Winter Haven, FL
Ranked #17
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
How much is the average rent for a Rent Specials Oakwood Apartment?
The average rent for a Rent Specials Apartment in Oakwood is $1,376.
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 588 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
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.
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.