Homes for Rent in the Southwest Orlando Neighborhood of Kissimmee, FL Under $2,000 (315 Rentals)

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property at 3445 Fox Crossing Dr

$1,990

Total Monthly Price

Total Monthly Price

Base Rent
$1,990
Total Monthly Price
$1,990

3 Bedroom, 2 Bath Home for Rent

Available Aug 1

3445 Fox Crossing Dr

KissimmeeFL34741
property at 1074 Universal Rest Pl

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900
Total Monthly Price
$1,900

3 Bedroom, 2 Bath Townhome for Rent

Available Now

1074 Universal Rest Pl

KissimmeeFL34744
property at 5259 Images Cir

$1,735

Total Monthly Price

Total Monthly Price

Base Rent
$1,735
Total Monthly Price
$1,735

3 Bedroom, 3 Bath Condo for Rent

Available Now

5259 Images Cir, Unit 207

5259 Images Cir
KissimmeeFL34746
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
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

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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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 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 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 3034 Parkway Blvd

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500
Total Monthly Price
$1,500

1 Bedroom, 1 Bath Condo for Rent

Available Sep 7

3034 Parkway Blvd, Unit 208

3034 Parkway Blvd
KissimmeeFL34747
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 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

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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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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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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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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Showing Results 1-50, Page 1 of 7

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.

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.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

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.