5 Bedroom Homes for Rent in Osceola County, FL (115 Rentals)

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property at 835 Neptune Pointe Ln
$3,200

Total Monthly Price

Base Rent$3,200
Total Monthly Price$3,200
5 Bedroom, 2.5 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

835 Neptune Pointe Ln

KissimmeeFL34744
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property at 1563 Sandbagger Dr
$6,276

Total Monthly Price

Base Rent$6,276
Total Monthly Price$6,276
5 Bedroom, 4 Bath Home for Rent
Available Feb 25, 2027
Furnished

1563 Sandbagger Dr

Four CornersFL33896

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.

Read Article
property at 8950 Sugar Palm Rd
$6,592

Total Monthly Price

Base Rent$6,592
Total Monthly Price$6,592
5 Bedroom, 5 Bath Home for Rent
Available Nov 1
Furnished

8950 Sugar Palm Rd

KissimmeeFL34747
property at 9012 Flamingo Ky Way
$7,024

Total Monthly Price

Base Rent$7,024
Total Monthly Price$7,024
5 Bedroom, 4 Bath Home for Rent
Available Sep 28
Furnished

9012 Flamingo Ky Way

KissimmeeFL34747
property at 4954 Castle St E
$7,560

Total Monthly Price

Base Rent$7,560
Total Monthly Price$7,560
5 Bedroom, 5 Bath Home for Rent
Available Jan 4, 2027
Furnished

4954 Castle St E

KissimmeeFL34758
property at 1080 Castle Pines Ct
$11,433

Total Monthly Price

Base Rent$11,433
Total Monthly Price$11,433
5 Bedroom, 5 Bath Home for Rent
Available Jan 31, 2027
Furnished

1080 Castle Pines Ct

KissimmeeFL34747

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.

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property at 7563 Excitement Dr
$7,983

Total Monthly Price

Base Rent$7,983
Total Monthly Price$7,983
5 Bedroom, 5 Bath Home for Rent
Available Apr 13, 2027
Furnished

7563 Excitement Dr

KissimmeeFL34747
property at 8938 Cabot Cliffs Dr
$5,787

Total Monthly Price

Base Rent$5,787
Total Monthly Price$5,787
5 Bedroom, 5 Bath Home for Rent
Available Jun 12, 2027
Furnished

8938 Cabot Cliffs Dr

KissimmeeFL34747
property at 1227 Radiant St
$13,159

Total Monthly Price

Base Rent$13,159
Total Monthly Price$13,159
5 Bedroom, 5 Bath Home for Rent
Available Feb 15, 2027
Furnished

1227 Radiant St

KissimmeeFL34747

Renting with Roommates: Realistic Expectations for Shared Lease

Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

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property at 1575 Sandbagger Dr
$8,492

Total Monthly Price

Base Rent$8,492
Total Monthly Price$8,492
5 Bedroom, 4 Bath Home for Rent
Available Nov 27
Furnished

1575 Sandbagger Dr

DavenportFL33896
property at 1509 Fairview Cir
$8,844

Total Monthly Price

Base Rent$8,844
Total Monthly Price$8,844
5 Bedroom, 5 Bath Home for Rent
Available Feb 27, 2027
Furnished

1509 Fairview Cir

KissimmeeFL34747
property at 610 Sticks St
$4,312

Total Monthly Price

Base Rent$4,312
Total Monthly Price$4,312
5 Bedroom, 5 Bath Home for Rent
Available Oct 18
Furnished

610 Sticks St

KissimmeeFL34747

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.

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property at 2501 Reading Trail
$6,884

Total Monthly Price

Base Rent$6,884
Total Monthly Price$6,884
5 Bedroom, 4 Bath Home for Rent
Available Dec 14
Furnished

2501 Reading Trail

KissimmeeFL34746

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.

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Showing Results 1-50, Page 1 of 3

Frequently Asked Questions about Osceola County

What type of rentals are currently available in Osceola County?

There are currently 497 Apartments for Rent in Osceola County, FL with pricing that ranges from $325 to $21,354. There are also 1679 Single Family Homes for rent, Condos, and Townhome rentals currently available in Osceola County ranging from $600 to $13,500.

What is the current price range for Rental Homes in Osceola County?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Osceola County ranges from $600 to $13,500 with an average monthly rent of $2,268.

How much are larger Three and Four Bedroom Rentals in Osceola County?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Osceola County range from $700 to $15,222, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,450 to $4,500. Four Bedroom Single-Family rentals are also available starting from $1,250 and Four Bedroom Apartments start at $1,380.

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

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

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.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.