
Homes for Rent in the Sleepy Hollow Neighborhood of Leesburg, FL (36 Rentals)


32629 Vista Ave

33305 Ryan Dr, Unit 169

33305 Ryan Dr, Unit 119

33305 Ryan Dr, Unit 127

7803 Sloewood Dr

31954 Katelin Cir, Unit 1

32048 Katelin Cir

31942 Katelin Cir
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.

32221 Edson Ave

31978 Katelin Cir

9502 Revere Ave

405 Crestrun Loop

31962 Katelin Cir

1185 Bentley Rd, Unit 4

302 Crestrun Loop

1197 Bentley Rd

33314 Portal Dr
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

2233 Lake Pointe Cir

2214 Angel Fish Loop

348 Ashton Woods Ln

2611 Hollow Ln

2608 Icabod Ct

31962 Katelin Cir

202 Fernwood St

517 Paulling Dr

611 W Oak Terrace Dr
Neighborhood & Market Insights: How to Choose the Right Area to Rent
Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

325 S 2nd St

904 Lilly St

908 Sumter St

906 Sumter St

34139 Radio Rd

33848 Emerald Pond Loop

1625 New Abbey Ave

215 Fernwood St

35136 Cross St
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
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 36 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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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.
Read Article18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.
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 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

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.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.