904 Lilly St
LeesburgFL34748
Cheap Homes for Rent in the Sleepy Hollow Neighborhood of Leesburg, FL from $900 (8 Rentals)
Search the lowest-cost Homes available for rent right now in the Sleepy Hollow area of Leesburg.
1185 Bentley Rd, Unit 4
1185 Bentley Rd
LeesburgFL34748
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$1,1501 Bedroom Apartments Available Aug 1
33305 Ryan Dr, Unit 169
33305 Ryan DrLeesburg, FL 34788
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$1,1501 Bedroom Apartments Available Aug 17
33305 Ryan Dr, Unit 127
33305 Ryan DrLeesburg, FL 34788
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.
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$1,1501 Bedroom Apartments Available Sep 9
33305 Ryan Dr, Unit 119
33305 Ryan DrLeesburg, FL 34788
1197 Bentley Rd
LeesburgFL34748
517 Paulling Dr
LeesburgFL34748
202 Fernwood St
LeesburgFL34748
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
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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 | $1,505 | $1,379 | $1,650 |
| Sleepy Hollow 3 Bedroom Homes for Rent | $1,922 | $1,550 | $2,499 |
| Sleepy Hollow 4 Bedroom Homes for Rent | $2,350 | $2,175 | $2,600 |
| Sleepy Hollow 5 Bedroom Homes for Rent | $4,825 | $4,825 | $4,825 |
Browse Homes for Rent in this Neighborhood
There are currently 8 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 Blueberry Hill priced from $1,070. Arbours at Silver Lake has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,075. Here are the most affordable Sleepy Hollow apartments for rent in Leesburg, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Blueberry Hill | One Bed One Bath Standard | 1BR,1BA | $1,070 |
| Arbours at Silver Lake | ONE BEDROOM | 1BR,1BA | $1,075 |
| The Blackwell | 1/1 Renovated Upstairs | 1BR,1BA | $1,099 |
Best Value Apartments for Rent in Sleepy Hollow, FL
As of July 23, 2026 the best value apartment in the Sleepy Hollow area is the $1.32 price per square foot 4 bedroom - 2 bathroom Model at Laurel Oaks in the in the Silver Lake Estates neighborhood starting from $1,897. The second greatest value Sleepy Hollow apartment is the A1 Model at Integra Isles starting at $1,449 with a $1.69 price per square foot in the East Leesburg 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. |
|---|---|---|---|
| Laurel Oaks | 4 bedroom - 2 bathroom | 4BR,2BA | $1.32 |
| Integra Isles | A1 | 1BR,1BA | $1.69 |
| Arbours at Silver Lake | ONE BEDROOM | 1BR,1BA | $1.29 |
| The Rhoads | 2/1 Renovated (Lucas) | 2BR,1BA | $1.75 |
| Lake Harris Cove | One Bedroom One Bath | 1BR,1BA | $1.92 |
| Blueberry Hill | One Bed One Bath Standard | 1BR,1BA | $1.88 |
| The Blackwell | 1/1 Renovated Downstairs | 1BR,1BA | $2.73 |
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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Real 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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Pet Friendly LifestyleSleepy Hollow, Leesburg, FL
Ranked #1
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Frequently Asked Questions about Sleepy Hollow
What type of rentals are currently available in Sleepy Hollow?
There are currently 39 Apartments for Rent in Sleepy Hollow, FL with pricing that ranges from $900 to $2,254. There are also 36 Single Family Homes for rent, Condos, and Townhome rentals currently available in Sleepy Hollow ranging from $999 to $4,825.
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 $999 to $4,825 with an average monthly rent of $2,330.
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 $2,254, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,550 to $2,499. Four Bedroom Single-Family rentals are also available starting from $2,175 and Four Bedroom Apartments start at $1,612.
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
Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.