2003 Greenbriar Blvd
ClearwaterFL33763
Cheap Homes for Rent in Winding Wood Neighborhood of Tampa, FL from $1,100 (36 Rentals)
Search the lowest-cost Homes available for rent right now in the Winding Wood area of Tampa.
2467 Finlandia Ln, Unit 57
2467 Finlandia Ln
ClearwaterFL33763
24862 US Hwy 19 N
ClearwaterFL33763
112 Hammock Pine Blvd
ClearwaterFL33761
2462 Brazilia Dr
ClearwaterFL33763
1126 King Arthur Ct
DunedinFL34698
81 Jacaranda Dr
Safety HarborFL34695
2371 Israeli Dr
ClearwaterFL33763
2485 Highland Acres Dr
ClearwaterFL33761
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.
2463 Brazilia Dr
ClearwaterFL33763
2452 Brazilia Dr
ClearwaterFL33763
2452 Brazilia Dr
ClearwaterFL33763
74 Lone Pine Ave
DunedinFL34698
123 Juniperus Dr
Safety HarborFL34695
2359 Finlandia Ln
ClearwaterFL33763
2043 Denmark St
ClearwaterFL33763
2434 Australia Way E, Unit 38
2434 Australia Way E
ClearwaterFL33763
29081 US Hwy 19 N
ClearwaterFL33761
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.
2260 Costa Rican Dr
ClearwaterFL33763
2451 Canadian Way, Unit #31
2451 Canadian Way
ClearwaterFL33763
2683 Sabal Springs Cir
ClearwaterFL33761
2500 Winding Creek Blvd
ClearwaterFL33761
3036 Eastland Blvd
ClearwaterFL33761
2428 Columbia Dr
ClearwaterFL33763
1370 Heather Ridge Blvd
DunedinFL34698
29081 US Hwy 19 N
ClearwaterFL33761
2363 Israeli Dr
ClearwaterFL33763
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.
2500 Winding Creek Blvd, Unit A207
2500 Winding Creek Blvd
ClearwaterFL33761
2466 Ecuadorian Way
ClearwaterFL33763
2311 Brisbane St
ClearwaterFL33763
3034 Eastland Blvd
ClearwaterFL33761
2737 Enterprise Rd E
ClearwaterFL33759
2386 Sumatran Way
ClearwaterFL33763
2360 Irish Ln
ClearwaterFL33763
2286 Norwegian Dr
ClearwaterFL33763
2006 Hammock Pine Blvd
ClearwaterFL33761
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.
Showing Results 1-36, Page 1 of 1
Winding Wood, Tampa, FL Local Guide
How much does it cost to rent a home in Winding Wood?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winding Wood 2 Bedroom Homes for Rent | $1,925 | $1,295 | $3,700 |
| Winding Wood 3 Bedroom Homes for Rent | $2,738 | $1,475 | $4,000 |
| Winding Wood 4 Bedroom Homes for Rent | $4,024 | $2,395 | $6,500 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 36 rentals with your search options within a 2 mile radius of the Winding Wood Neighborhood of Tampa, FL.
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Winding Wood, Tampa, FL Local Guide
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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 Chesapeake priced from $1,229. Contempo Lane has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,255. Here are the most affordable Winding Wood apartments for rent in Tampa, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Chesapeake | 101 - 1 Bdrm, 1 Bath | 1BR,1BA | $1,229 |
| Contempo Lane | 1 bedroom 1 bath w/700 sf | 1BR,1BA | $1,255 |
| The Palms at Countryside Apartments | E1-Serendipity | Studio,1BA | $1,319 |
| Estates at Countryside | 1x1A | 1BR,1BA | $1,504 |
| The Alexander at Countryside | A1B | 1BR,1BA | $1,590 |
| Peninsula at Northwood | A2 | 1BR,1BA | $1,764 |
| Windsor Clearwater | A1-T | 1BR,1BA | $1,837 |
| The Palms @ Chesapeake | The Sabal | 3BR,2BA | $2,224 |
Best Value Apartments for Rent in Winding Wood, FL
As of February 20, 2026 the best value apartment in the Winding Wood area is the $1.89 price per square foot The Majestic Model at The Palms @ Chesapeake in the in the Bridgeport neighborhood starting from $1,779. The second greatest value Winding Wood apartment is the A2 Model at Peninsula at Northwood starting at $1,764 with a $2.01 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| The Palms @ Chesapeake | The Majestic | 1BR,1BA | $1.89 |
| Peninsula at Northwood | A2 | 1BR,1BA | $2.01 |
| The Alexander at Countryside | A1B | 1BR,1BA | $2.04 |
| Windsor Clearwater | A1 | 1BR,1BA | $2.53 |
| Estates at Countryside | 1x1A | 1BR,1BA | $2.12 |
| Contempo Lane | 1 bedroom 1 bath w/700 sf | 1BR,1BA | $1.79 |
| Chesapeake | 101 - 1 Bdrm, 1 Bath | 1BR,1BA | $1.96 |
| The Palms at Countryside Apartments | E1-Serendipity | Studio ,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.
Read Article
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.
Read ArticleCash 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 ArticleTop 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
Read ArticleQuick Rent Budget Calculator
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Best Local Schools in Winding Wood, Tampa, FL
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Frequently Asked Questions about Winding Wood
What type of rentals are currently available in Winding Wood?
There are currently 48 Apartments for Rent in Winding Wood, FL with pricing that ranges from $1,200 to $6,739. There are also 94 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winding Wood ranging from $1,150 to $6,500.
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 $1,150 to $6,500 with an average monthly rent of $2,555.
How much are larger Three and Four Bedroom Rentals in Winding Wood?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winding Wood range from $1,915 to $4,070, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,475 to $4,000. Four Bedroom Single-Family rentals are also available starting from $2,395 and Four Bedroom Apartments start at $6,739.
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
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.
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.
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.
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.