Condos for Rent in the Southwest Orlando Neighborhood of Kissimmee, FL (168 Rentals)

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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 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 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 5015 Laguna Bay Cir

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700
Total Monthly Price
$1,700

3 Bedroom, 2 Bath Condo for Rent

Available Now

5015 Laguna Bay Cir, Unit Laguna Bay

5015 Laguna Bay Cir
KissimmeeFL34746
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

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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property at 3024 Parkway Blvd

$1,725

2 Bedroom, 2 Bath Rentals

Available Now

207

3024 Parkway Blvd
KissimmeeFL34747

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 2207 Antigua Pl

$1,250 - $1,600

1 To 2 Bedroom Rentals

Available Now

2207 Antigua Pl

KissimmeeFL34741
property at 2206 Antigua Pl

$1,300 - $1,400

1 Bedroom Rentals

Available Now

2206 Antigua Pl

KissimmeeFL34741

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 3028 Pkwy Blvd

$1,450 - $1,550

2 Bedroom Rentals

Available Now

3028 Pkwy Blvd

KissimmeeFL34746

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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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 281 Apartments for Rent in Southwest Orlando, FL with pricing that ranges from $325 to $17,493. There are also 731 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 $2,621.

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.