Luxury Homes for Rent in the Southwest Orlando Neighborhood of Kissimmee, FL (218 Rentals)

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The most luxurious Homes in the Southwest Orlando area of Kissimmee with high-end amenities, features, and finishes.

property at 2609 Teeside Ct

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500
Total Monthly Price
$2,500

3 Bedroom, 3 Bath Home for Rent

Available Now

2609 Teeside Ct

KissimmeeFL34746
property at 2545 Montego Bay Blvd

$2,595

Total Monthly Price

Total Monthly Price

Base Rent
$2,595
Total Monthly Price
$2,595

3 Bedroom, 2 Bath Home for Rent

Available Now

2545 Montego Bay Blvd

KissimmeeFL34746
property at 835 Neptune Pointe Ln

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200
Total Monthly Price
$3,200

5 Bedroom, 2.5 Bath Home for Rent

Available Sep 1

835 Neptune Pointe Ln

KissimmeeFL34744

Orlando's Best Affordable Neighborhoods

Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

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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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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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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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property at 1651 Cross Prairie Pkwy

$3,700

4 Bedroom, 3.5 Bath Rentals

Available Now

Unit

1651 Cross Prairie Pkwy
KissimmeeFL34744
property at 2470 Ixora Ct

$2,825

Total Monthly Price

Total Monthly Price

Base Rent
$2,825
Total Monthly Price
$2,825

4 Bedroom, 3 Bath Rentals

Available Now

2470 Ixora Ct

KissimmeeFL34744

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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Showing Results 1-50, Page 1 of 5

Southwest Orlando, Kissimmee, FL Local Guide

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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Quick 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.

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Pet Friendly Lifestyle
Southwest Orlando, Kissimmee, FL

Ranked #2

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Best Local Schools in
Southwest Orlando, Kissimmee, FL

School data provided by Great Schools

Frequently Asked Questions about Southwest Orlando

What type of rentals are currently available in Southwest Orlando?

There are currently 298 Apartments for Rent in Southwest Orlando, FL with pricing that ranges from $325 to $8,451. There are also 761 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Orlando ranging from $600 to $13,500.

What is the current price range for Rental Homes in Southwest Orlando?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Southwest Orlando ranges from $600 to $13,500 with an average monthly rent of $2,174.

How much are larger Three and Four Bedroom Rentals in Southwest Orlando?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Southwest Orlando range from $1,064 to $8,451, while Three Bedroom Homes, Condos, and Townhomes for rent range from $900 to $4,300. Four Bedroom Single-Family rentals are also available starting from $1,250 and Four Bedroom Apartments start at $1,389.

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 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.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention article

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.