
Apartments for Rent in the Sleepy Hollow Neighborhood of Leesburg, FL (76 Rentals)


Total Monthly Price
Harbor Vista

Total Monthly Price
Lake Harris Cove

Blueberry Hill

Arbours at Silver Lake

2624 Hollow Ln

32635 Vista Ave

33305 Ryan Dr, Unit 169

32142 Katelin Cir

2624 Hollow Ln
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.

302 Crestrun Loop

2760 Athens Dr

420-420 MILLS STREET, 32, Unit 32

2609 Athens Dr

32217 Edson Ave

35024 Sweet Leaf Ln

1179-1179 BENTLEY ROAD, 1

32221 Edson Ave

31978 Katelin Cir

405 Crestrun Loop
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.

34139 Radio Rd

2233 Lake Pointe Cir

910 Kolb St

1197 Bentley Rd

209 Goldie St

2611 Hollow Ln

348 Ashton Woods Ln

2313 Angel Fish Loop

31978 Katelin Cir

32221 Edson Ave
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.

517 Paulling Dr

1179 Bentley Rd

34100 Chipping Sparrow Dr

611 W Oak Terrace Dr

325 S 2nd St

401 S 2nd St

10051 Dorset Dr

606 N Shore Dr

128 Orange Ave

1208 Lee 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.

906 Sumter St

908 Sumter St

1000 S 9th St

33609 Sky Blossom Cir

1432 New Abbey Ave

215 Fernwood St

35136 Cross St

2613-2630 Icabod Ct

Crestridge at Leesburg

408 Ice Cream Rd
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
Sleepy Hollow, Leesburg, FL Local Guide

How much does it cost to rent an apartment in Sleepy Hollow?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Sleepy Hollow 1 Bedroom Apartments | $1,298 | $900 | $1,544 |
| Sleepy Hollow 2 Bedroom Apartments | $1,639 | $1,379 | $1,829 |
| Sleepy Hollow 3 Bedroom Apartments | $2,025 | $1,519 | $2,239 |
| Sleepy Hollow 4 Bedroom Apartments | $1,935 | $1,729 | $1,999 |
How much does it cost to rent a home in Sleepy Hollow?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| 2 Bedroom Homes | $1,557 | $1,199 | $2,500 |
| 3 Bedroom Homes | $1,984 | $1,500 | $3,950 |
| 4 Bedroom Homes | $2,274 | $2,175 | $2,555 |
| 5 Bedroom Homes | $2,561 | $2,478 | $2,645 |
Browse Apartments in this Neighborhood
There are currently 76 rentals with your search options within a 3 mile radius of the Sleepy Hollow Neighborhood of Leesburg, FL.
See all Apartments in LeesburgExplore Leesburg
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 is the current pricing and availability for apartments for rent in the Sleepy Hollow area of Leesburg, FL?
As of today, August 17, 2026, there are currently 76 available Sleepy Hollow apartments priced from $900 to $2,239, with an average monthly rent of $1,564.
What is the current price range for One Bedroom Sleepy Hollow Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Sleepy Hollow ranges from $900 to $1,544 with an average monthly rent of $1,298.
What does renting a Two Bedroom Apartment in Sleepy Hollow cost?
The monthly rent prices of Two Bedroom Apartments currently available in Sleepy Hollow range from $1,379 to $1,829. Today's average rental price for Two Bedrooms here is $1,639.
How expensive are Sleepy Hollow Three Bedroom Apartments?
There are currently 11 Three Bedroom Apartments listings available in Sleepy Hollow on ApartmentHomeLiving.com. The pricing ranges from $1,519 to $2,239 - averaging $2,025 for the location.
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

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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.