Cheap Homes for Rent in Winding Wood Neighborhood of Tampa, FL from $1,000 (33 Rentals)

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Search the lowest-cost Homes available for rent right now in the Winding Wood area of Tampa.

property at 1960 Union St

$1,350

2 Bedroom Rentals

Available Now

1960 Union St

ClearwaterFL33763

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

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property at 1912 Peppermill Dr

$1,400

Total Monthly Price

Total Monthly Price

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

2 Bedroom, 2 Bath Townhome for Rent

Available Now

1912 Peppermill Dr

ClearwaterFL33763
property at 2040 World Pkwy Blvd

$1,450

Total Monthly Price

Total Monthly Price

Base Rent
$1,450
Total Monthly Price
$1,450

2 Bedroom, 1 Bath Condo for Rent

Available Now

2040 World Pkwy Blvd, Unit 12, Unit 12

2040 World Pkwy Blvd
ClearwaterFL33763

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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property at 604 Hammock Pine Blvd

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500
Total Monthly Price
$1,500

1 Bedroom, 1 Bath Condo for Rent

Available Jun 1

604 Hammock Pine Blvd, Unit 604, Unit 604

604 Hammock Pine Blvd
ClearwaterFL33761

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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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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Showing Results 1-33, Page 1 of 1

Winding Wood, Tampa, FL Local Guide

Cheapest Available Winding Wood Apartments for Rent

 

The cheapest available apartment rental in the Winding Wood area of Tampa, FL is a 1 Bed unit found at Estates at Countryside priced from $1,317. The Palms at Countryside Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,319. Here are the most affordable Winding Wood apartments for rent in Tampa, FL:

Apartment ListingModel NameBed/BathPriced From
Estates at Countryside1x1A1BR,1BA$1,317
The Palms at Countryside ApartmentsE1-SerendipityStudio,1BA$1,319
Contempo Lane1 bedroom 1 bath w/700 sf1BR,1BA$1,335
Peninsula at NorthwoodA11BR,1BA$1,487
The Alexander at CountrysideA1B1BR,1BA$1,745
Windsor ClearwaterA1-T1BR,1BA$1,798

Best Value Apartments for Rent in Winding Wood, FL

As of May 22, 2026 the best value apartment in the Winding Wood area is the $1.46 price per square foot 3x2B Model at Estates at Countryside in the in the Bridgeport neighborhood starting from $1,996. The second greatest value Winding Wood apartment is the A1 Model at Peninsula at Northwood starting at $1,487 with a $1.83 price per square foot in the Bridgeport neighborhood. Here is today’s list of the best values for Winding Wood apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Estates at Countryside3x2B3BR,2BA$1.46
Peninsula at NorthwoodA11BR,1BA$1.83
The Alexander at CountrysideA1B1BR,1BA$2.23
Windsor ClearwaterA21BR,1BA$2.54
Contempo Lane1 bedroom 1 bath w/700 sf1BR,1BA$1.91
The Palms at Countryside ApartmentsE1-SerendipityStudio ,1BA$2.64

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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Top Student Friendly Neighborhoods to Rent Near Colleges in Tampa

A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Tampa Bay area for affordable living. Find your perfect Tampa Student apartment, condo, or rental home today at ApartmentHomeliving.com

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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

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
Winding Wood, Tampa, FL

School data provided by Great Schools

Frequently Asked Questions about Winding Wood

What type of rentals are currently available in Winding Wood?

There are currently 49 Apartments for Rent in Winding Wood, FL with pricing that ranges from $1,319 to $3,870. There are also 93 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winding Wood ranging from $1,050 to $9,800.

What is the current price range for Rental Homes in Winding Wood?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Winding Wood ranges from $1,050 to $9,800 with an average monthly rent of $3,795.

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 A Local Expert’s Guide To the 10 Top Budget-Friendly Neighborhoods to Rent in Tampa article

A Local Expert’s Guide To the 10 Top Budget-Friendly Neighborhoods to Rent in Tampa

Written by: Vickie Ferguson

Hi, and welcome to ApartmentHomeLiving.com, we're here to provide you with all the information you need about top areas in and around Tampa that are great choices to call home.

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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.

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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.

decorative image for What Does “Rent Burdened” Mean? How Much Rent Is Too Much article

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.