Apartments for Rent in Winter Haven, FL Under $2,000 (221 Rentals)

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Prose Cypress Pointe
Rent Specials
$1,441 - $1,841
Total Monthly Price

Total Monthly Price

Base Rent
$1,299 - $1,699
Required Monthly Fees
$142
Total Monthly Price
$1,441 - $1,841
1 to 2 Bedroom Apartments Available Now

Prose Cypress Pointe

3110 Gowan DrWinter Haven, FL 33884
Family Friendly
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The Breeze
Rent Specials
$1,350 - $2,328
Total Monthly Price

Total Monthly Price

Base Rent
$1,275 - $2,253
Required Monthly Fees
$75
Total Monthly Price
$1,350 - $2,328
Studio to 2 Bedroom Apartments Available Now

The Breeze

265 Ave E SWWinter Haven, FL 33880
Affordability
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Dream Winter Haven
Rent Specials
$1,299 - $2,099
Total Monthly Price

Total Monthly Price

Base Rent
$1,260 - $2,060
Required Monthly Fees
$39
Total Monthly Price
$1,299 - $2,099
1 to 3 Bedroom Apartments Available Now

Dream Winter Haven

5004 Dream DrWinter Haven, FL 33881
Corporate Housing
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Raindance
Rent Specials
$1,295 - $2,210
Total Monthly Price

Total Monthly Price

Base Rent
$1,220 - $2,135
Required Monthly Fees
$75
Total Monthly Price
$1,295 - $2,210
1 to 2 Bedroom Apartments Available Now

Raindance

200 Avenue C SWWinter Haven, FL 33880
Corporate Housing
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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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Briarcrest at Winter Haven
Rent Specials
$997 - $1,575
Total Monthly Price

Total Monthly Price

Base Rent
$845 - $1,423
Required Monthly Fees
$152
Total Monthly Price
$997 - $1,575
1 to 3 Bedroom Apartments Available Now

Briarcrest at Winter Haven

200 Avenue K SEWinter Haven, FL 33880
Pet Friendly
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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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property at 104 Southern Breeze Lp

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$1,989
Required Monthly Fees
$11
Total Monthly Price
$2,000

4 Bedroom, 2 Bath Rentals

Available May 5

104 Southern Breeze Lp

Winter HavenFL33880

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 107 Fall Glo Rd

$1,995

Total Monthly Price

Total Monthly Price

Base Rent
$1,984
Required Monthly Fees
$11
Total Monthly Price
$1,995

4 Bedroom, 2 Bath Rentals

Available Now

107 Fall Glo Rd

Winter HavenFL33880
property at 148 Southern Breeze Lp

$1,965

Total Monthly Price

Total Monthly Price

Base Rent
$1,954
Required Monthly Fees
$11
Total Monthly Price
$1,965

3 Bedroom, 2 Bath Rentals

Available May 1

148 Southern Breeze Lp

Winter HavenFL33880
property at 1532 Wallace Manor Ave

$1,949

Total Monthly Price

Total Monthly Price

Base Rent
$1,837
Required Monthly Fees
$112
Total Monthly Price
$1,949

4 Bedroom, 2 Bath Rentals

Available Apr 13

1532 Wallace Manor Ave

Winter HavenFL33880
property at 914 Whisper Lake Dr

$1,949

Total Monthly Price

Total Monthly Price

Base Rent
$1,837
Required Monthly Fees
$112
Total Monthly Price
$1,949

3 Bedroom, 2 Bath Rentals

Available May 11

914 Whisper Lake Dr

Winter HavenFL33880
property at 331 Cloverdale Rd

$1,945

Total Monthly Price

Total Monthly Price

Base Rent
$1,800
Required Monthly Fees
$145
Total Monthly Price
$1,945

3 Bedroom, 2 Bath Rentals

Available Now

331 Cloverdale Rd

Winter HavenFL33884
property at 930 Deming Dr

$1,945

Total Monthly Price

Total Monthly Price

Base Rent
$1,945
Total Monthly Price
$1,945

4 Bedroom, 2 Bath Rentals

Available Now

930 Deming Dr

Winter HavenFL33880
property at 92 Lake Daisy Blvd

$1,935

Total Monthly Price

Total Monthly Price

Base Rent
$1,905
Required Monthly Fees
$30
Total Monthly Price
$1,935

3 Bedroom, 2 Bath Rentals

Available Apr 20

92 Lake Daisy Blvd

Winter HavenFL33884
property at 344 Sand Pine Trail

$1,925

Total Monthly Price

Total Monthly Price

Base Rent
$1,895
Required Monthly Fees
$30
Total Monthly Price
$1,925

3 Bedroom, 2 Bath Rentals

Available Apr 20

344 Sand Pine Trail

Winter HavenFL33880
property at 822 Terranova Rd

$1,925

Total Monthly Price

Total Monthly Price

Base Rent
$1,895
Required Monthly Fees
$30
Total Monthly Price
$1,925

4 Bedroom, 2 Bath Rentals

Available Jun 2

822 Terranova Rd

Winter HavenFL33884
property at 108 Brad Cir

$1,870

Total Monthly Price

Total Monthly Price

Base Rent
$1,870
Total Monthly Price
$1,870

3 Bedroom, 2 Bath Rentals

Available Now

108 Brad Cir

Winter HavenFL33880
Showing Results 1-50, Page 1 of 5

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.

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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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Best Local Schools in
Winter Haven, FL

School data provided by Great Schools

Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winter Haven, FL Rentals by Map

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See the most popular apartments and homes in Winter Haven, FL

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Frequently Asked Questions about Winter Haven

How much are Studio apartments in Winter Haven?

There are currently 36 Studio Apartments in Winter Haven with rent ranges from $959 to $1,400 with an average price of $1,130.

What is the current price range for One Bedroom Winter Haven Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Winter Haven ranges from $850 to $2,045 with an average monthly rent of $1,392.

What does renting a Two Bedroom Apartment in Winter Haven cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winter Haven range from $993 to $3,250. Today's average rental price for Two Bedrooms here is $1,719.

How expensive are Winter Haven Three Bedroom Apartments?

There are currently 43 Three Bedroom Apartments listings available in Winter Haven on ApartmentHomeLiving.com. The pricing ranges from $1,144 to $3,535 - averaging $1,895 for the location.

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.

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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.

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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.