Cheap Homes for Rent in Sleepy Hollow Neighborhood of Leesburg, FL from $1,200 (10 Rentals)
Search the lowest-cost Homes available for rent right now in the Sleepy Hollow area of Leesburg.

228 Lowe Rd

537 Paulling Dr

633 W Oak Terrace Dr

1208 Lee 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.

1191 Bentley Rd

1197 Bentley Rd

525 Paulling Dr

525 Paulling Dr

203 Fernwood St
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.
Sleepy Hollow, Leesburg, FL Local Guide

How much does it cost to rent a home in Sleepy Hollow?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Sleepy Hollow 2 Bedroom Homes for Rent | $1,387 | $1,200 | $1,595 |
| Sleepy Hollow 3 Bedroom Homes for Rent | $1,930 | $1,750 | $2,325 |
| Sleepy Hollow 4 Bedroom Homes for Rent | $2,095 | $1,950 | $2,700 |
| Sleepy Hollow 5 Bedroom Homes for Rent | $2,315 | $2,315 | $2,315 |
Browse Homes for Rent in this Neighborhood
There are currently 10 rentals with your search options within a 3 mile radius of the Sleepy Hollow Neighborhood of Leesburg, FL.
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Sleepy Hollow, Leesburg, FL Local Guide
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Cheapest Available Sleepy Hollow Apartments for Rent
 The cheapest available apartment rental in the Sleepy Hollow area of Leesburg, FL is a 1 Bed unit found at Arbours at Silver Lake priced from $1,075. Lake Harris Cove has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,089. Here are the most affordable Sleepy Hollow apartments for rent in Leesburg, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Arbours at Silver Lake | ONE BEDROOM | 1BR,1BA | $1,075 |
| Lake Harris Cove | One Bedroom One Bath (b) | 1BR,1BA | $1,089 |
| The Blackwell Apartments | 1 Bedroom Apart | 1/1 Renovated Upstairs | 1BR,1BA | $1,099 |
Best Value Apartments for Rent in Sleepy Hollow, FL
As of November 14, 2025 the best value apartment in the Sleepy Hollow area is the $1.30 price per square foot Three Bedroom Two Bath Model at Harbor Vista in the in the Silver Lake Estates neighborhood starting from $1,808. The second greatest value Sleepy Hollow apartment is the 2bedroom/2bathroom Model at Laurel Oaks starting at $1,340 with a $1.30 price per square foot in the Silver Lake Estates neighborhood. Here is today’s list of the best values for Sleepy Hollow apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Harbor Vista | Three Bedroom Two Bath | 3BR,2BA | $1.30 |
| Laurel Oaks | 2bedroom/2bathroom | 2BR,2BA | $1.30 |
| 127 N 7th St | 127 N 7th St | 2BR,2BA | $1.05 |
| Integra Isles | A1 | 1BR,1BA | $1.63 |
| Arbours at Silver Lake | ONE BEDROOM | 1BR,1BA | $1.29 |
| Lake Harris Cove | One Bedroom One Bath | 1BR,1BA | $1.92 |
| Blueberry Hill | One Bed One Bath | 1BR,1BA | $2.01 |
| The Blackwell Apartments | 1 Bedroom Apart | 1/1 Renovated Upstairs | 1BR,1BA | $2.61 |
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
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 ArticleQuick Rent Budget Calculator
How much rent can you afford?
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Pet Friendly LifestyleSleepy Hollow, Leesburg, FL
Ranked #2
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
Frequently Asked Questions about Sleepy Hollow
What type of rentals are currently available in Sleepy Hollow?
There are currently 46 Apartments for Rent in Sleepy Hollow, FL with pricing that ranges from $929 to $2,239. There are also 39 Single Family Homes for rent, Condos, and Townhome rentals currently available in Sleepy Hollow ranging from $1,200 to $2,700.
What is the current price range for Rental Homes in Sleepy Hollow?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Sleepy Hollow ranges from $1,200 to $2,700 with an average monthly rent of $1,931.
How much are larger Three and Four Bedroom Rentals in Sleepy Hollow?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Sleepy Hollow range from $1,469 to $2,239, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,750 to $2,325. Four Bedroom Single-Family rentals are also available starting from $1,950 and Four Bedroom Apartments start at $1,500.
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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

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.
