Homes for Rent in Downtown Winter Haven Neighborhood of Winter Haven, FL (51 Rentals)

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property at 1407 N Lake Shipp Dr SW

$1,525

Total Monthly Price

Total Monthly Price

Base Rent
$1,525
Total Monthly Price
$1,525

2 Bedroom, 1 Bath Home for Rent

Available Apr 30

1407 N Lake Shipp Dr SW

Winter HavenFL33880
property at 1095 Sunshine Way SW

$1,915

Total Monthly Price

Total Monthly Price

Base Rent
$1,904
Required Monthly Fees
$11
Total Monthly Price
$1,915

2 Bedroom, 2 Bath Rentals

Available May 5

1095 Sunshine Way SW

Winter HavenFL33880
property at 819 Summer Glen Dr

$2,065

Total Monthly Price

Total Monthly Price

Base Rent
$2,054
Required Monthly Fees
$11
Total Monthly Price
$2,065

3 Bedroom, 2 Bath Rentals

Available Apr 28

819 Summer Glen Dr

Winter HavenFL33880
property at 1581 Lemon Ave

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,439
Required Monthly Fees
$161
Total Monthly Price
$2,600

3 Bedroom, 2 Bath Rentals

Available May 15

1581 Lemon Ave

Winter HavenFL33881

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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property at 1428 Wallace Manor Pass

$1,665

Total Monthly Price

Total Monthly Price

Base Rent
$1,654
Required Monthly Fees
$11
Total Monthly Price
$1,665

3 Bedroom, 2 Bath Rentals

Available Now

1428 Wallace Manor Pass

Winter HavenFL33880
property at 1016 15th St NE

$2,169

Total Monthly Price

Total Monthly Price

Base Rent
$2,057
Required Monthly Fees
$112
Total Monthly Price
$2,169

4 Bedroom, 2 Bath Rentals

Available Apr 21

1016 15th St NE

Winter HavenFL33881
property at 1333 Stately Oaks Dr NW

$1,699

Total Monthly Price

Total Monthly Price

Base Rent
$1,564
Required Monthly Fees
$135
Total Monthly Price
$1,699

3 Bedroom, 1.5 Bath Rentals

Available Now

1333 Stately Oaks Dr NW

Winter HavenFL33881
property at 1405 N Lake Shipp Dr

$1,770

Total Monthly Price

Total Monthly Price

Base Rent
$1,770
Total Monthly Price
$1,770

3 Bedroom, 2 Bath Rentals

Available Now

1405 N Lake Shipp Dr

Winter HavenFL33880

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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Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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property at 1550 11th St NE

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400
Total Monthly Price
$1,400

2 Bedroom, 2 Bath Condo for Rent

Available Now

1550 11th St NE

Winter HavenFL33881
property at 1756 2nd St NE

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600
Total Monthly Price
$1,600

2 Bedroom, 1 Bath Home for Rent

Available Now

1756 2nd St NE

Winter HavenFL33881
property at 1109 5th St SW

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800
Total Monthly Price
$1,800

3 Bedroom, 2 Bath Home for Rent

Available Now

1109 5th St SW

Winter HavenFL33880
property at 851 Orleans Dr

$1,955

Total Monthly Price

Total Monthly Price

Base Rent
$1,944
Required Monthly Fees
$11
Total Monthly Price
$1,955

4 Bedroom, 2 Bath Rentals

Available Mar 25

851 Orleans Dr

Eagle LakeFL33839
property at 579 Lorient Drive

$1,939

Total Monthly Price

Total Monthly Price

Base Rent
$1,827
Required Monthly Fees
$112
Total Monthly Price
$1,939

4 Bedroom, 2 Bath Rentals

Available Now

579 Lorient Drive

Eagle LakeFL33839
Showing Results 1-50, Page 1 of 2

Downtown Winter Haven, Winter Haven, FL Local Guide

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

Read Article
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How a Move-In Inspection Can Protect Your Security Deposit

Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.com.

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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.

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Pet Friendly Lifestyle
Downtown Winter Haven, Winter Haven, FL

Ranked #16

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

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

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

School data provided by Great Schools

Frequently Asked Questions about Downtown Winter Haven

What type of rentals are currently available in Downtown Winter Haven?

There are currently 102 Apartments for Rent in Downtown Winter Haven, FL with pricing that ranges from $899 to $3,570. There are also 51 Single Family Homes for rent, Condos, and Townhome rentals currently available in Downtown Winter Haven ranging from $600 to $2,600.

What is the current price range for Rental Homes in Downtown Winter Haven?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Downtown Winter Haven ranges from $600 to $2,600 with an average monthly rent of $1,741.

How much are larger Three and Four Bedroom Rentals in Downtown Winter Haven?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Downtown Winter Haven range from $1,355 to $3,570, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,595 to $2,600. Four Bedroom Single-Family rentals are also available starting from $1,800 and Four Bedroom Apartments start at $1,850.

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 Maximizing Your Refund: Essential Tax Tips for Renters article

Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

decorative image for 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.