3071 Park Ln
DunedinFL34698
Cheap Homes for Rent in Winding Wood Neighborhood of Tampa, FL from $1,000 (28 Rentals)
Search the lowest-cost Homes available for rent right now in the Winding Wood area of Tampa.
1051 Dogwood Dr
DunedinFL34698
2581 Countryside Blvd, Unit 109
2581 Countryside Blvd
ClearwaterFL33761
2420 Winding Creek Blvd
ClearwaterFL33761
2380 World Pkwy Blvd
ClearwaterFL33763
24862 US Hwy 19 N
ClearwaterFL33763
2464 Australia Way E
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.
2331 Finlandia Ln
ClearwaterFL33763
2042 Australia Way E, Unit Apt 78
2042 Australia Way E
ClearwaterFL33763
2359 Finlandia Ln
ClearwaterFL33763
36 Magnolia Ct
Safety HarborFL34695
11 Sophie Ave
DunedinFL34698
2451 Canadian Way
ClearwaterFL33763
2073 Denmark St, Unit 47
2073 Denmark St
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.
2292 Costa Rican Dr
ClearwaterFL33763
2597 Countryside Blvd
ClearwaterFL33761
28488 US-19
ClearwaterFL33761
2071 Australia Way W
ClearwaterFL33763
2760 Belle Haven Dr
ClearwaterFL33763
3034 Eastland Blvd, Unit D105
3034 Eastland Blvd
ClearwaterFL33761
1912 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.
2468 Florentine Way
ClearwaterFL33763
2340 Grecian Way
ClearwaterFL33763
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$1,6002 Bedroom Apartments Available Now
2587 Countryside Blvd, Unit 6109
2587 Countryside BlvdClearwater, FL 33761
5 John F Kennedy St
DunedinFL34698
2471 Sumatran Way
ClearwaterFL33763
2448 Columbia Dr
ClearwaterFL33763
2386 Sumatran Way
ClearwaterFL33763
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.
Showing Results 1-28, 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 | $1,849 | $1,400 | $3,700 |
| Winding Wood 3 Bedroom Homes for Rent | $2,732 | $1,500 | $3,525 |
| Winding Wood 4 Bedroom Homes for Rent | $4,072 | $3,395 | $5,300 |
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 28 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 $1,174. The Palms at Countryside Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,199. 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 | $1,174 |
| The Palms at Countryside Apartments | E1-Serendipity | Studio,1BA | $1,199 |
| Estates at Countryside | 1x1A | 1BR,1BA | $1,442 |
| Contempo Lane | 2 bedroom 2 bath with 1000 sf | 2BR,2BA | $1,575 |
| The Alexander at Countryside | A1A | 1BR,1BA | $1,715 |
| Windsor Clearwater | A1 | 1BR,1BA | $1,757 |
| Peninsula at Northwood | B1 | 2BR,2BA | $2,047 |
Best Value Apartments for Rent in Winding Wood, FL
As of July 06, 2026 the best value apartment in the Winding Wood area is the $1.66 price per square foot 3 bedroom 2 bath with 1200 sf Model at Contempo Lane in the in the Downtown Dunedin neighborhood starting from $1,995. The second greatest value Winding Wood apartment is the B1 Model at Peninsula at Northwood starting at $2,047 with a $1.81 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. |
|---|---|---|---|
| Contempo Lane | 3 bedroom 2 bath with 1200 sf | 3BR,2BA | $1.66 |
| Peninsula at Northwood | B1 | 2BR,2BA | $1.81 |
| Windsor Clearwater | A2 | 1BR,1BA | $2.40 |
| Estates at Countryside | 1x1A | 1BR,1BA | $2.03 |
| The Alexander at Countryside | A1A | 1BR,1BA | $2.51 |
| Chesapeake | 1M1 - 1 Bdrm, 1 Bath-MED | 1BR,1BA | $1.89 |
| The Palms at Countryside Apartments | E1-Serendipity | Studio ,1BA | $2.40 |
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
Read ArticleReal 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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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 49 Apartments for Rent in Winding Wood, FL with pricing that ranges from $1,199 to $5,837. There are also 91 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winding Wood ranging from $1,050 to $5,300.
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 $5,300 with an average monthly rent of $2,257.
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 $1,975 to $3,863, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,500 to $3,525. Four Bedroom Single-Family rentals are also available starting from $3,395 and Four Bedroom Apartments start at $5,837.
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.
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Hi, I'm Vickie, and welcome to Apartment Home Living. As a long-time resident of Tampa, I'm here to serve as your expert local guide in and around the city's neighborhoods that are near to local colleges and universities.
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