1051 Dogwood Dr
DunedinFL34698
Cheap Homes for Rent in the Winding Wood Neighborhood of Tampa, FL from $1,100 (33 Rentals)
Search the lowest-cost Homes available for rent right now in the Winding Wood area of Tampa.
2253 Norwegian Dr, Unit 33
2253 Norwegian Dr
ClearwaterFL33763
2003 Greenbriar Blvd
ClearwaterFL33763
36 Magnolia Ct
Safety HarborFL34695
2331 Finlandia Ln
ClearwaterFL33763
3071 Park Ln
DunedinFL34698
2011 Australia Way W
ClearwaterFL33763
2042 Australia Way W
ClearwaterFL33763
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2020 World Pkwy Blvd
ClearwaterFL33763
11 Sophie Ave
DunedinFL34698
2597 Countryside Blvd
ClearwaterFL33761
2420 Winding Creek Blvd
ClearwaterFL33761
110 Hammock Pine Blvd
ClearwaterFL33761
1370 Heather Ridge Blvd
DunedinFL34698
2071 Australia Way W
ClearwaterFL33763
2465 Northside Dr
ClearwaterFL33761
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
2310 Denmark St
ClearwaterFL33763
2417 Persian Dr, Unit 61
2417 Persian Dr
ClearwaterFL33763
2285 Israeli Dr
ClearwaterFL33763
2448 Columbia Dr
ClearwaterFL33763
2500 Winding Creek Blvd, Unit A207
2500 Winding Creek Blvd
ClearwaterFL33761
2363 Israeli Dr
ClearwaterFL33763
1711 Hammock Pine Blvd
ClearwaterFL33761
2706 Hammock Ct, Unit Hammock Court
2706 Hammock Ct
ClearwaterFL33761
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2454 Australia Way E
ClearwaterFL33763
2340 Grecian Way
ClearwaterFL33763
2438 Enterprise Rd
ClearwaterFL33763
2574 Arbelia St
ClearwaterFL33763
5 John F Kennedy St
DunedinFL34698
2386 Sumatran Way
ClearwaterFL33763
3036 Eastland Blvd, Unit E208
3036 Eastland Blvd
ClearwaterFL33761
2429 Ecuadorian Way
ClearwaterFL33763
Sun, Sand, and a Short Commute: The Renter's Guide to Tampa's Best Neighborhoods
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2450 Canadian Way
ClearwaterFL33763
Showing Results 1-33, 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 | $1,833 | $1,200 | $3,700 |
| Winding Wood 3 Bedroom Homes for Rent | $2,786 | $1,875 | $3,400 |
| Winding Wood 4 Bedroom Homes for Rent | $3,433 | $2,595 | $5,250 |
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 33 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 Studio unit found at The Palms at Countryside Apartments priced from $1,199. Chesapeake has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,299. Here are the most affordable Winding Wood apartments for rent in Tampa, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Palms at Countryside Apartments | E1-Serendipity | Studio,1BA | $1,199 |
| Chesapeake | 1M1 - 1 Bdrm, 1 Bath-MED | 1BR,1BA | $1,299 |
| Estates at Countryside | 1x1A | 1BR,1BA | $1,467 |
| Contempo Lane | 2 bedroom 2 bath with 1000 sf | 2BR,2BA | $1,660 |
| Peninsula at Northwood | A3 | 1BR,1BA | $1,684 |
| Windsor Clearwater | A1-T | 1BR,1BA | $1,781 |
| The Alexander at Countryside | A1D | 1BR,1BA | $1,810 |
Best Value Apartments for Rent in Winding Wood, FL
As of August 20, 2026 the best value apartment in the Winding Wood area is the $1.68 price per square foot 3 bedroom 2 bath with 1200 sf Model at Contempo Lane in the in the Downtown Dunedin neighborhood starting from $2,010. The second greatest value Winding Wood apartment is the B2 Model at Peninsula at Northwood starting at $2,157 with a $1.80 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 | $1.68 |
| Peninsula at Northwood | B2 | 2BR,2BA | $1.80 |
| 2736 Park Dr, Unit 3 | 2736 Park Dr | 2BR,1BA | $1.78 |
| Windsor Clearwater | A1 | 1BR,1BA | $2.57 |
| Estates at Countryside | 1x1A | 1BR,1BA | $2.07 |
| The Alexander at Countryside | A1A | 1BR,1BA | $2.46 |
| Chesapeake | 1M1 - 1 Bdrm, 1 Bath-MED | 1BR,1BA | $1.96 |
| 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 48 Apartments for Rent in Winding Wood, FL with pricing that ranges from $1,199 to $3,949. There are also 84 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winding Wood ranging from $1,161 to $5,250.
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 $1,161 to $5,250 with an average monthly rent of $2,026.
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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