2 Bedroom Homes for Rent in the Southwest Orlando Neighborhood of Kissimmee, FL (146 Rentals)

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property at 817 Bay Street

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350
Total Monthly Price
$1,350

2 Bedroom, 1 Bath Home for Rent

Available Now

817 Bay Street

KissimmeeFL34744
property at 3223 Pershing St

$1,495

Total Monthly Price

Total Monthly Price

Base Rent
$1,495
Total Monthly Price
$1,495

2 Bedroom, 1 Bath Townhome for Rent

Available Now

3223 Pershing St

KissimmeeFL34741
property at 437 Fountainhead Cir

$1,565

Total Monthly Price

Total Monthly Price

Base Rent
$1,565
Total Monthly Price
$1,565

2 Bedroom, 2 Bath Condo for Rent

Available Now

437 Fountainhead Cir, Unit 280

437 Fountainhead Cir
KissimmeeFL34741
property at 2202 Key West Ct

$1,565

Total Monthly Price

Total Monthly Price

Base Rent
$1,565
Total Monthly Price
$1,565

2 Bedroom, 1 Bath Condo for Rent

Available Now

2202 Key West Ct, Unit 634

2202 Key West Ct
KissimmeeFL34741
property at 162 Bowie Ln

$1,615

Total Monthly Price

Total Monthly Price

Base Rent
$1,615
Total Monthly Price
$1,615

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

162 Bowie Ln

KissimmeeFL34743
property at 1862 Foxhall Cir

$1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,650
Total Monthly Price
$1,650

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

1862 Foxhall Cir

KissimmeeFL34741
property at 204 Majors Ln

$1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,650
Total Monthly Price
$1,650

2 Bedroom, 2.5 Bath Townhome for Rent

Available Now

204 Majors Ln

KissimmeeFL34743
property at 2025 Caribbean Dr S

$1,690

Total Monthly Price

Total Monthly Price

Base Rent
$1,690
Total Monthly Price
$1,690

2 Bedroom, 2 Bath Condo for Rent

Available Now

2025 Caribbean Dr S, Unit Caribbean

2025 Caribbean Dr S
KissimmeeFL34741

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 4721 Clock Tower Dr

$2,802

Total Monthly Price

Total Monthly Price

Base Rent
$2,802
Total Monthly Price
$2,802

2 Bedroom, 2 Bath Home for Rent

Available Aug 2

4721 Clock Tower Dr

KissimmeeFL34746

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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property at 3024 Parkway Blvd

$1,725

2 Bedroom, 2 Bath Rentals

Available Now

207

3024 Parkway Blvd
KissimmeeFL34747

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Renting Smart: Lease Basics Every Renter Needs

Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

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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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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 283 Apartments for Rent in Southwest Orlando, FL with pricing that ranges from $325 to $17,493. There are also 740 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Orlando ranging from $600 to $14,000.

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 $14,000 with an average monthly rent of $2,632.

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 $1,200 to $4,490. Four Bedroom Single-Family rentals are also available starting from $1,850 and Four Bedroom Apartments start at $1,668.

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 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.

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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.

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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.

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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.