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Rent Specials
$1,249 - $1,869Special Offer
3 Months Free PAY AS LOW AS $1299/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
Apartments for Rent with Specials in the Oakwood Neighborhood of Winter Haven, FL (15 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
$1,395 - $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
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Raindance
200 Avenue C SWWinter Haven, FL 33880
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Rent Specials
$1,275 - $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!
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The Breeze
265 Ave E 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
$1,200 - $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
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 LABOR DAY MOVE-IN SPECIAL! Move in by September 15th & Receive 2 MONTHS FREE! (Terms Apply) Call Today for More Info!
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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
$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
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The Landings Apartment Homes
102 Landings WayWinter Haven, FL 33880
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$850Special Offer
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1131 5th St SW, Unit 4 downstairs
1131 5th St SWWinter Haven, FL 33880
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$1,195Special Offer
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669 Avenue B NW, Unit 10
669 Avenue B NWWinter Haven, FL 33881
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.
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$1,195Special Offer
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669 Avenue B NW, Unit 9
669 Avenue B NWWinter Haven, FL 33881
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$995Special Offer
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3058 St Paul Dr
3058 St Paul DrWinter Haven, FL 33880
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$995Special Offer
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3062 St Paul Dr
3062 St Paul DrWinter Haven, FL 33880
991 Summer Glen Dr
Winter HavenFL33880
2405 Ave C SW
Winter HavenFL33880
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.
Showing Results 1-15, 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 | $1,207 | $1,000 | $1,425 |
| Oakwood 1 Bedroom Apartments | $1,386 | $850 | $1,785 |
| Oakwood 2 Bedroom Apartments | $1,659 | $995 | $3,250 |
| Oakwood 3 Bedroom Apartments | $1,576 | $1,295 | $2,200 |
Browse Apartments in this Neighborhood
There are currently 15 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 This Month
Specials updated: 08-30-2026Take advantage of these move-in and rent specials that are ending this month for top Oakwood, 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 30, 2026
Haven at Lake Deer
1 Month Free - $600 Look and Lease SpecialExpires August 30, 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 30, 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 30, 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 30, 2026
Newly Listed Move-In Specials offers for Apartments in Oakwood, FL
Specials updated: 08-30-2026Here 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.
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.
Dream Winter Haven
PAY AS LOW AS $1299/MONTH WITH RENT SPECIAL APPLIED! PLUS, RECEIVE AN APPLICATION FEE CREDIT AT MOVE-IN!
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!
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.
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 #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 1131 5th St SW, Unit 4 downstairs listed at $850.
How much is the average rent for a Rent Specials Oakwood Apartment?
The average rent for a Rent Specials Apartment in Oakwood is $1,353.
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 565 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.