
Cheap Homes for Rent in Crestwood Oaks Neighborhood of Safety Harbor, FL from $1,200 (3 Rentals)
Search the lowest-cost Homes available for rent right now in the Crestwood Oaks area of Safety Harbor.

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.

380 2nd Ave N
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.

1217 McMullen Booth Rd
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 | $2,409 | $1,395 | $3,600 |
Crestwood Oaks 3 Bedroom Homes for Rent | $3,049 | $3,049 | $3,049 |
Crestwood Oaks 4 Bedroom Homes for Rent | $2,999 | $2,499 | $3,500 |
Browse Homes for Rent in this Neighborhood
There are currently 3 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
- Nearby Safety Harbor neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Best Value Apartments for Rent in Crestwood Oaks, FL
As of September 16, 2025 the best value apartment in the Crestwood Oaks area is the $1.90 price per square foot The Majestic Model at The Palms @ Chesapeake in the in the Bridgeport neighborhood starting from $1,789. The second greatest value Crestwood Oaks apartment is the Grand Sunset Key Model at The Grand Reserve at Park Isle Apartments starting at $1,775 with a $2.01 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. |
---|---|---|---|
The Palms @ Chesapeake | The Majestic | 1BR,1BA | $1.90 |
The Grand Reserve at Park Isle Apartments | Grand Sunset Key | 1BR,1BA | $2.01 |
Peninsula at Northwood | A1 | 1BR,1BA | $1.88 |
Avana Lakeview | One Bedroom One Bath (791 SF) | 1BR,1BA | $1.80 |
Royal Breeze Apartments | 1 Bedroom | 1BR,1BA | $2.06 |
Estates at Countryside | 1x1A | 1BR,1BA | $1.85 |
The Palms at Countryside Apartments | A2 - Bayshore Terrace | 1BR,1BA | $2.11 |
Grande Bay | 101 - 1 Bdrm, 1 Bath | 1BR,1BA | $1.98 |
Avana Coachman | One Bedroom One Bath (652 SF) | 1BR,1BA | $1.99 |
The Genesis Apartments | 1X1 - A1 R | 1BR,1BA | $1.92 |
Quick 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 #3
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 33 Apartments for Rent in Crestwood Oaks, FL with pricing that ranges from $1,269 to $6,116. There are also 12 Single Family Homes for rent, Condos, and Townhome rentals currently available in Crestwood Oaks ranging from $1,275 to $3,600.
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 $1,275 to $3,600 with an average monthly rent of $2,461.
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 $1,893 to $6,116, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,049 to $3,049. Four Bedroom Single-Family rentals are also available starting from $2,499 and Four Bedroom Apartments start at $2,900.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

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.

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.