
Cheap Homes for Rent in Crestwood Oaks Neighborhood of Safety Harbor, FL from $1,100 (9 Rentals)
Search the lowest-cost Homes available for rent right now in the Crestwood Oaks area of Safety Harbor.


1391 Mission Hills Blvd

224 8th Ave N

1428 Arrowhead Cir W
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.

1217 McMullen Booth Rd

2348 Shelley St, Unit 2

1403 Arrowhead Cir W

1009 Sumner Blvd
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.

754 Elm St
Crestwood Oaks, Safety Harbor, FL Local Guide

How much does it cost to rent a home in Crestwood Oaks?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Crestwood Oaks 2 Bedroom Homes for Rent | $2,167 | $1,325 | $3,700 |
| Crestwood Oaks 3 Bedroom Homes for Rent | $3,249 | $3,000 | $3,499 |
| Crestwood Oaks 4 Bedroom Homes for Rent | $3,325 | $3,300 | $3,350 |
Browse Homes for Rent in this Neighborhood
There are currently 9 rentals with your search options within a 2 mile radius of the Crestwood Oaks Neighborhood of Safety Harbor, FL.
Explore Safety Harbor
Crestwood Oaks, Safety Harbor, FL Local Guide
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Cheapest Available Crestwood Oaks Apartments for Rent
 The cheapest available apartment rental in the Crestwood Oaks area of Tampa, FL is a 1 Bed unit found at Grande Bay priced from $1,219. Estates at Countryside has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,233. Here are the most affordable Crestwood Oaks apartments for rent in Tampa, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Grande Bay | 101 - 1 Bdrm, 1 Bath | 1BR,1BA | $1,219 |
| Estates at Countryside | 1x1A | 1BR,1BA | $1,233 |
| Town Place | Cambridge | 1BR,1BA | $1,247 |
Best Value Apartments for Rent in Crestwood Oaks, FL
As of April 10, 2026 the best value apartment in the Crestwood Oaks area is the $1.75 price per square foot C1 - 3 Bedroom, 2 Bathroom Model at The District at Clearwater in the in the Bridgeport neighborhood starting from $2,087. The second greatest value Crestwood Oaks apartment is the 645 3rd Ave N Model at 645 3rd Ave N, Unit B starting at $1,695 with a $1.54 price per square foot in the Bridgeport neighborhood. Here is today’s list of the best values for Crestwood Oaks apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| The District at Clearwater | C1 - 3 Bedroom, 2 Bathroom | 3BR,2BA | $1.75 |
| 645 3rd Ave N, Unit B | 645 3rd Ave N | 2BR,1BA | $1.54 |
| 629 3rd Ave N, Unit 2 | 629 3rd Ave N | 2BR,1BA | $1.60 |
| Chesapeake | 2L2 - 2 Bdrm, 2 Bath-LARGE | 2BR,2BA | $1.70 |
| The Palms @ Chesapeake | The Majestic | 1BR,1BA | $1.89 |
| The Genesis Apartments | 2X1 - B1 R | 2BR,1BA | $1.54 |
| Avana Lakeview | One Bedroom One Bath (791 SF) | 1BR,1BA | $1.79 |
| Royal Breeze Apartments | 1 Bedroom | 1BR,1BA | $1.86 |
| Estates at Countryside | 1x1A | 1BR,1BA | $1.89 |
| Grande Bay | 101 - 1 Bdrm, 1 Bath | 1BR,1BA | $1.77 |
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.
Read ArticleDon'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 ArticleThe 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 ArticleQuick 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.
Pet Friendly LifestyleCrestwood Oaks, Safety Harbor, FL
Ranked #4
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Frequently Asked Questions about Crestwood Oaks
What type of rentals are currently available in Crestwood Oaks?
There are currently 34 Apartments for Rent in Crestwood Oaks, FL with pricing that ranges from $1,174 to $8,376. There are also 19 Single Family Homes for rent, Condos, and Townhome rentals currently available in Crestwood Oaks ranging from $1,100 to $3,700.
What is the current price range for Rental Homes in Crestwood Oaks?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Crestwood Oaks ranges from $1,100 to $3,700 with an average monthly rent of $2,280.
How much are larger Three and Four Bedroom Rentals in Crestwood Oaks?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Crestwood Oaks range from $1,654 to $8,376, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $3,499. Four Bedroom Single-Family rentals are also available starting from $3,300 and Four Bedroom Apartments start at $2,685.
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.

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.

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.