5 Bedroom Apartments for Rent in Kissimmee, FL (43 Rentals)

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Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities

Why fight Orlando's tourist traffic when you don't have to? Explore the best cities surrounding Orlando for renters, with expert tips on commuting, lifestyle, hidden costs, and where to find the most value.

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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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The Soul of the City Beautiful: What Life in Orlando Is Really Like

Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.

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property at 9012 Flamingo Ky Way

$6,212

Total Monthly Price

Total Monthly Price

Base Rent
$6,212
Total Monthly Price
$6,212

5 Bedroom, 4 Bath Home for Rent

Available Sep 26, 2027

9012 Flamingo Ky Way

KissimmeeFL34747
property at 8950 Sugar Palm Rd

$5,798

Total Monthly Price

Total Monthly Price

Base Rent
$5,798
Total Monthly Price
$5,798

5 Bedroom, 5 Bath Home for Rent

Available Nov 1

8950 Sugar Palm Rd

KissimmeeFL34747
property at 4954 Castle St E

$7,668

Total Monthly Price

Total Monthly Price

Base Rent
$7,668
Total Monthly Price
$7,668

5 Bedroom, 5 Bath Home for Rent

Available Jan 4, 2027

4954 Castle St E

KissimmeeFL34758
property at 1145 Seasons Blvd

$3,509

Total Monthly Price

Total Monthly Price

Base Rent
$3,509
Total Monthly Price
$3,509

5 Bedroom, 3 Bath Home for Rent

Available Apr 7, 2027

1145 Seasons Blvd

KissimmeeFL34746
property at 1164 Castle Pines Ct

$5,536

Total Monthly Price

Total Monthly Price

Base Rent
$5,536
Total Monthly Price
$5,536

5 Bedroom, 5 Bath Home for Rent

Available Feb 26, 2027

1164 Castle Pines Ct

KissimmeeFL34747
property at 1080 Castle Pines Ct

$8,335

Total Monthly Price

Total Monthly Price

Base Rent
$8,335
Total Monthly Price
$8,335

5 Bedroom, 5 Bath Home for Rent

Available Dec 22

1080 Castle Pines Ct

KissimmeeFL34747
property at 1419 Fairview Cir

$4,637

Total Monthly Price

Total Monthly Price

Base Rent
$4,637
Total Monthly Price
$4,637

5 Bedroom, 5 Bath Home for Rent

Available Nov 23

1419 Fairview Cir

KissimmeeFL34747
property at 8938 Cabot Cliffs Dr

$3,666

Total Monthly Price

Total Monthly Price

Base Rent
$3,666
Total Monthly Price
$3,666

5 Bedroom, 5 Bath Home for Rent

Available Jun 12, 2027

8938 Cabot Cliffs Dr

KissimmeeFL34747

Top Neighborhoods Near Orlando Major Employers

Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara

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property at 1978 Majorca Dr

$6,863

Total Monthly Price

Total Monthly Price

Base Rent
$6,863
Total Monthly Price
$6,863

5 Bedroom, 4 Bath Home for Rent

Available Jan 5, 2027

1978 Majorca Dr

KissimmeeFL34747
property at 7841 Palmilla Ct

$19,897

Total Monthly Price

Total Monthly Price

Base Rent
$19,897
Total Monthly Price
$19,897

5 Bedroom, 5 Bath Home for Rent

Available Mar 2, 2027

7841 Palmilla Ct

KissimmeeFL34747
property at 153 Barefoot Beach Way

$2,749

Total Monthly Price

Total Monthly Price

Base Rent
$2,749
Total Monthly Price
$2,749

5 Bedroom, 3 Bath Home for Rent

Available Sep 11

153 Barefoot Beach Way

KissimmeeFL34746
property at 2501 Reading Trail

$5,726

Total Monthly Price

Total Monthly Price

Base Rent
$5,726
Total Monthly Price
$5,726

5 Bedroom, 4 Bath Home for Rent

Available Dec 14

2501 Reading Trail

KissimmeeFL34746
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Osceola Village
5 Bedroom Apartments

Osceola Village

1280 Spokane PtKissimmee, FL 34741
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Sunbelt
5 Bedroom Apartments

Sunbelt

2466 Ixora CtKissimmee, FL 34744
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Sedona
5 Bedroom Apartments

Sedona

4353 Seven Canyons DrKissimmee, FL 34746
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Cypress Hammock
5 Bedroom Apartments

Cypress Hammock

4939 Royal Point AveKissimmee, FL 34746

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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Tohoqua
5 Bedroom Apartments

Tohoqua

1867 Tohoqua BlvdKissimmee, FL 34744
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Kinsman Pointe
5 Bedroom Apartments

Kinsman Pointe

2151 Ranch Side RdKissimmee, FL 34744
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1888 Fortune Rd
5 Bedroom Apartments

1888 Fortune Rd

1888 Fortune RdKissimmee, FL 34744
Showing Results 1-43, Page 1 of 1

Kissimmee, FL Local Guide

Largest Available Kissimmee 5 Bedroom Apartments

Apartment ListingModel NameSquare FootagePriced From
Kinsman PointeHayden2,601 Sq Ft$3,139
Miramar5 Bed 5 Bath1,795 Sq Ft$2,299

Cheapest Available Kissimmee 5 Bedroom Apartments

Apartment ListingModel NamePriced From
Miramar5 Bed 5 Bath$2,299
Kinsman PointeRobie$3,059

Your Guide to the Perfect Orlando Neighborhood for Student Renters

Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com

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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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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.

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Best Local Schools in
Kissimmee, FL

School data provided by Great Schools

Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Kissimmee, FL Rentals by Map

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See the most popular apartments and homes in Kissimmee, FL

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Frequently Asked Questions about Kissimmee

How much are Studio apartments in Kissimmee?

There are currently 71 Studio Apartments in Kissimmee with rent ranges from $325 to $2,174 with an average price of $1,367.

What is the current price range for One Bedroom Kissimmee Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Kissimmee ranges from $580 to $4,581 with an average monthly rent of $1,743.

What does renting a Two Bedroom Apartment in Kissimmee cost?

The monthly rent prices of Two Bedroom Apartments currently available in Kissimmee range from $932 to $5,033. Today's average rental price for Two Bedrooms here is $2,114.

How expensive are Kissimmee Three Bedroom Apartments?

There are currently 200 Three Bedroom Apartments listings available in Kissimmee on ApartmentHomeLiving.com. The pricing ranges from $1,064 to $8,451 - averaging $2,358 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.

Helpful Local Expert Guides

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Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities

Written by: Darla Ferrara

When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.

decorative image for The Soul of the City Beautiful: What Life in Orlando Is Really Like article

The Soul of the City Beautiful: What Life in Orlando Is Really Like

Written by: Darla Ferrara

When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.

decorative image for Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers article

Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers

Written by: Darla Ferrara

When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.

decorative image for Your Guide to the Perfect Orlando Neighborhood for Student Renters article

Your Guide to the Perfect Orlando Neighborhood for Student Renters

Written by: Darla Ferrara

There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.

Articles, How-To's, and Tips

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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.

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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.

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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.

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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.