
Cheap Homes for Rent in Crestwood Oaks Neighborhood of Safety Harbor, FL from $1,400 (10 Rentals)
Search the lowest-cost Homes available for rent right now in the Crestwood Oaks area of Safety Harbor.


2348 Shelley St, Unit 13

2348 Shelley St, Unit 2

2348 Shelley St, Unit 12

1400 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.

1403 Arrowhead Cir W

704 Butler St

1606 Flint Dr W

1277 McMullen Booth Rd

754 Elm St
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.
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 | $2,150 | $1,750 | $3,700 |
| Crestwood Oaks 3 Bedroom Homes for Rent | $2,297 | $2,295 | $2,299 |
| Crestwood Oaks 4 Bedroom Homes for Rent | $3,161 | $1,795 | $4,800 |
Browse Homes for Rent in this Neighborhood
There are currently 10 rentals with your search options within a 2 mile radius of the Crestwood Oaks Neighborhood of Safety Harbor, FL.
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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 The Genesis Apartments priced from $1,094. Grande Bay has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,219. Here are the most affordable Crestwood Oaks apartments for rent in Tampa, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Genesis Apartments | 1X1 - A1 R | 1BR,1BA | $1,094 |
| Grande Bay | 101 - 1 Bdrm, 1 Bath | 1BR,1BA | $1,219 |
| The Standard Apartments | 1BR - 1BTH | 1BR,1BA | $1,225 |
Best Value Apartments for Rent in Crestwood Oaks, FL
As of May 25, 2026 the best value apartment in the Crestwood Oaks area is the $1.68 price per square foot 3000 St John Dr Model at 3000 St John Dr, Unit 1 in the in the Bridgeport neighborhood starting from $1,850. The second greatest value Crestwood Oaks apartment is the Two Bedroom Two Bath (1021 SF) Model at Avana Lakeview starting at $1,884 with a $1.85 price per square foot in the Coalition of Clearwater 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. |
|---|---|---|---|
| 3000 St John Dr, Unit 1 | 3000 St John Dr | 2BR,2BA | $1.68 |
| Avana Lakeview | Two Bedroom Two Bath (1021 SF) | 2BR,2BA | $1.85 |
| 629 3rd Ave N, Unit 2 | 629 3rd Ave N | 2BR,1BA | $1.60 |
| Royal Breeze Apartments | 2 Bedroom - Standard | 2BR,2BA | $1.56 |
| Chesapeake | 202 - 2 Bdrm, 2 Bath | 2BR,2BA | $1.77 |
| Peninsula at Northwood | A1 | 1BR,1BA | $1.83 |
| The Standard Apartments | 1BR - 1BTH Upgraded | 1BR,1BA | $1.84 |
| Estates at Countryside | 1x1A | 1BR,1BA | $1.82 |
| Grande Bay | 101 - 1 Bdrm, 1 Bath | 1BR,1BA | $1.77 |
| The Genesis Apartments | 1X1 - A1 R | 1BR,1BA | $1.68 |
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 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.
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 #5
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 35 Apartments for Rent in Crestwood Oaks, FL with pricing that ranges from $1,111 to $10,247. There are also 19 Single Family Homes for rent, Condos, and Townhome rentals currently available in Crestwood Oaks ranging from $1,450 to $4,800.
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 $1,450 to $4,800 with an average monthly rent of $2,308.
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 $1,656 to $10,247, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,295 to $2,299. Four Bedroom Single-Family rentals are also available starting from $1,795 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.

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.

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.

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.