Luxury Homes for Rent in Kissimmee, FL (538 Rentals) Page 2 of 11

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The most luxurious Homes in Kissimmee with high-end amenities, features, and finishes.

property at 1430 Brentwood Dr

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

3 Bedroom, 2 Bath Home for Rent

Available Now

1430 Brentwood Dr

KissimmeeFL34746
property at 5350 Diplomat Ct

$2,500 - $3,000

3 To 4 Bedroom Rentals

Available Now

5350 Diplomat Ct

KissimmeeFL34746
property at 2207 Santa Lucia St

$2,540

Total Monthly Price

Total Monthly Price

Base Rent
$2,510
Required Monthly Fees
$30

Total Monthly Price
$2,540

4 Bedroom, 2.5 Bath Rentals

Available Apr 20

2207 Santa Lucia St

KissimmeeFL34743
property at 2805 Rocella Ct

$2,545

Total Monthly Price

Total Monthly Price

Base Rent
$2,395
Required Monthly Fees
$150

Total Monthly Price
$2,545

4 Bedroom, 3 Bath Rentals

Available Now

2805 Rocella Ct

KissimmeeFL34747

Orlando's Best Affordable Neighborhoods

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

property at 2639 Autumn Peace Dr

$2,549

Total Monthly Price

Total Monthly Price

Base Rent
$2,404
Required Monthly Fees
$145

Total Monthly Price
$2,549

4 Bedroom, 3 Bath Rentals

Available Feb 22

2639 Autumn Peace Dr

KissimmeeFL34744
property at 2743 Clear Night Ave

$2,549

Total Monthly Price

Total Monthly Price

Base Rent
$2,404
Required Monthly Fees
$145

Total Monthly Price
$2,549

4 Bedroom, 3 Bath Rentals

Available Feb 22

2743 Clear Night Ave

KissimmeeFL34744
property at 2622 Autumn Peace Dr

$2,549

Total Monthly Price

Total Monthly Price

Base Rent
$2,404
Required Monthly Fees
$145

Total Monthly Price
$2,549

4 Bedroom, 3 Bath Rentals

Available Feb 22

2622 Autumn Peace Dr

KissimmeeFL34744
property at 1261 Spokane Pt

$2,550

Total Monthly Price

Total Monthly Price

Base Rent
$2,539
Required Monthly Fees
$11

Total Monthly Price
$2,550

3 Bedroom, 2 Bath Rentals

Available Apr 6

1261 Spokane Pt

KissimmeeFL34741
property at 4903 Conifer Cone Dr

$2,550

Total Monthly Price

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550

4 Bedroom, 3 Bath Townhome for Rent

Available Now

4903 Conifer Cone Dr

KissimmeeFL34746
property at 2598 Chatham Cir

$2,550

Total Monthly Price

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550

3 Bedroom, 2 Bath Home for Rent

Available Now

2598 Chatham Cir

KissimmeeFL34746
property at 1567 Cross Prairie Pkwy

$2,560

Total Monthly Price

Total Monthly Price

Base Rent
$2,415
Required Monthly Fees
$145

Total Monthly Price
$2,560

4 Bedroom, 3 Bath Rentals

Available Feb 22

1567 Cross Prairie Pkwy

KissimmeeFL34744
property at 7 Altera Ct

$2,565

Total Monthly Price

Total Monthly Price

Base Rent
$2,505
Required Monthly Fees
$60

Total Monthly Price
$2,565

4 Bedroom, 2.5 Bath Rentals

Available Feb 22

7 Altera Ct

KissimmeeFL34758
property at 1510 Oak Hill Trail

$2,575

Total Monthly Price

Total Monthly Price

Base Rent
$2,425
Required Monthly Fees
$150

Total Monthly Price
$2,575

4 Bedroom, 2 Bath Rentals

Available Apr 4

1510 Oak Hill Trail

KissimmeeFL34747
property at 3111 Cranes Cove Loop

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

4 Bedroom, 2 Bath Home for Rent

Available Now

3111 Cranes Cove Loop

KissimmeeFL34741
property at 3120 Paradox Cir

$2,600

3 Bedroom, 2 Bath Condo for Rent

Available Now

3120 Paradox Cir

KissimmeeFL34746

Frequently Asked Questions about Kissimmee

What type of rentals are currently available in Kissimmee?

There are currently 333 Apartments for Rent in Kissimmee, FL with pricing that ranges from $780 to $21,478. There are also 1653 Single Family Homes for rent, Condos, and Townhome rentals currently available in Kissimmee ranging from $625 to $19,950.

What is the current price range for Rental Homes in Kissimmee?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Kissimmee ranges from $625 to $19,950 with an average monthly rent of $3,208.

How much are larger Three and Four Bedroom Rentals in Kissimmee?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Kissimmee range from $780 to $14,503, while Three Bedroom Homes, Condos, and Townhomes for rent range from $650 to $5,500. Four Bedroom Single-Family rentals are also available starting from $1,595 and Four Bedroom Apartments start at $1,599.

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

decorative image for An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent article

An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent

Written by: Darla Ferrara

For many, Orlando is the place where you vacation, not live. However, this city, located in the central region of Florida, offers a vibrant tech community, plenty of outdoor activities, and some of the best schools in the country.

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.

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 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.

Articles, How-To's, and Tips

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

decorative image for 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.