Kissimmee Florida Homes for Rent

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1,012 total properties
View 305 MEDINA COURT Kissimmee, FL MLS# S5154982
  • Recently Listed with Virtual Tour
1 of 25
$1,800
3

Beds

2.0

Baths

1,948

Sq.Ft.

305 MEDINA COURT

Kissimmee, FL

View 2591 GREY HAWK DRIVE, Kissimmee, FL MLS# O6430534
  • Recently Listed with Virtual Tour
1 of 44
$2,450
3

Beds

2.1

Baths

1,662

Sq.Ft.

2591 GREY HAWK DRIVE,

Kissimmee, FL

View 2595 GREY HAWK DRIVE, Kissimmee, FL MLS# O6430535
  • Recently Listed with Virtual Tour
1 of 44
$2,450
3

Beds

2.1

Baths

1,662

Sq.Ft.

2595 GREY HAWK DRIVE,

Kissimmee, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 2599 GREY HAWK DRIVE, Kissimmee, FL MLS# O6430541
  • Recently Listed with Virtual Tour
1 of 44
$2,450
3

Beds

2.1

Baths

1,662

Sq.Ft.

2599 GREY HAWK DRIVE,

Kissimmee, FL

View 2587 GREY HAWK DRIVE, Kissimmee, FL MLS# O6430550
  • Recently Listed with Virtual Tour
1 of 44
$2,650
4

Beds

2.1

Baths

1,662

Sq.Ft.

2587 GREY HAWK DRIVE,

Kissimmee, FL

View 2603 GREY HAWK DRIVE, Kissimmee, FL MLS# O6430581
  • Recently Listed with Virtual Tour
1 of 44
$2,450
3

Beds

2.1

Baths

1,662

Sq.Ft.

2603 GREY HAWK DRIVE,

Kissimmee, FL

View 3157 SUN LAKE COURT A Kissimmee, FL MLS# O6430450
  • Recently Listed
1 of 29
$1,800
3

Beds

2.0

Baths

1,484

Sq.Ft.

3157 SUN LAKE COURT A

Kissimmee, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 2607 GREY HAWK DRIVE, Kissimmee, FL MLS# O6430625
  • Recently Listed with Virtual Tour
1 of 44
$2,450
3

Beds

2.1

Baths

1,662

Sq.Ft.

2607 GREY HAWK DRIVE,

Kissimmee, FL

View 2214 GRAND CAYMAN COURT 1526 Kissimmee, FL MLS# O6430649
$1,595
2

Beds

2.0

Baths

1,026

Sq.Ft.

2214 GRAND CAYMAN COURT 1526

Kissimmee, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 341 CORTEZ COURT Kissimmee, FL MLS# S5154999
  • Recently Listed with Virtual Tour
1 of 8
$1,499
2

Beds

2.0

Baths

1,046

Sq.Ft.

341 CORTEZ COURT

Kissimmee, FL

View 2646 AUTUMN PEACE Drive Kissimmee, FL MLS# B26060161
  • Recently Listed with Virtual Tour
1 of 11
$2,700
4

Beds

2.0

Baths

1,580

Sq.Ft.

2646 AUTUMN PEACE Drive

Kissimmee, FL

View 1827 HEADLAND LOOP Kissimmee, FL MLS# O6430726
  • Recently Listed
1 of 14
$4,300
3

Beds

2.0

Baths

1,671

Sq.Ft.

1827 HEADLAND LOOP

Kissimmee, FL

View 2508 HASSONITE STREET Kissimmee, FL MLS# O6430762
  • Recently Listed
1 of 29
$1,900
2

Beds

2.1

Baths

1,386

Sq.Ft.

2508 HASSONITE STREET

Kissimmee, FL

Courtesy of CENTURY 21 CARIOTI
View 3230 WINDMILL POINT BOULEVARD Kissimmee, FL MLS# O6430212
  • Recently Listed with Virtual Tour
1 of 17
$1,800
3

Beds

2.0

Baths

1,673

Sq.Ft.

3230 WINDMILL POINT BOULEVARD

Kissimmee, FL

View 106 LAKE VILLA WAY Kissimmee, FL MLS# O6430330
$1,800
2

Beds

2.0

Baths

864

Sq.Ft.

106 LAKE VILLA WAY

Kissimmee, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 5002 MANGROVE ALLEY 102 Kissimmee, FL MLS# S5154676
  • Recently Listed with Virtual Tour
1 of 32
$1,550
2

Beds

2.0

Baths

1,159

Sq.Ft.

5002 MANGROVE ALLEY 102

Kissimmee, FL

View 5008 MANGROVE ALLEY 201 Kissimmee, FL MLS# S5154677
  • Recently Listed with Virtual Tour
1 of 30
$1,295
1

Beds

1.0

Baths

942

Sq.Ft.

5008 MANGROVE ALLEY 201

Kissimmee, FL

View 5012 BLUE HAMMOCK COURT Kissimmee, FL MLS# O6430458
  • Recently Listed with Virtual Tour
1 of 32
$2,800
4

Beds

3.0

Baths

2,178

Sq.Ft.

5012 BLUE HAMMOCK COURT

Kissimmee, FL

Courtesy of XCELLENCE
View 2887 PAYNES PRAIRIE CIRCLE Kissimmee, FL MLS# S5154943
$2,450
3

Beds

2.0

Baths

1,671

Sq.Ft.

2887 PAYNES PRAIRIE CIRCLE

Kissimmee, FL

View 2921 SENTENCE STREET Kissimmee, FL MLS# S5154950
  • Recently Listed with Virtual Tour
1 of 6
$2,700
4

Beds

3.1

Baths

1,959

Sq.Ft.

2921 SENTENCE STREET

Kissimmee, FL

About Kissimmee

Newcomers who want all the world-class amenities of a major metropolitan area but the relaxed pace and feeling of small-town living will enjoy Kissimmee.  Few towns can claim the nearby attractions that residents of Kissimmee enjoy, including leisure activities, recreational facilities, shopping outlets, dinner shows, and internationally famous theme parks.  Even closer to the community are unique attractions ranging from the World of Orchids and Chinatown to the Flying Tigers Warbird Restoration Air Museum.  The Osceola Center for the Arts anchors a strong cultural community.  Outdoor enthusiasts will find riding stables, golf courses, tennis courts, water sports, and crowd-pleasing spectator sports.  The Osceola County Stadium is the spring training home of the Houston Astros baseball team, and hosts summer games for the Astros' minor league team.  Festivals and celebrations brighten every season, highlighted by one of the nation's most famous rodeos.  Residents and visitors alike enjoy strolling through the restored downtown district with its quaint shops and cafes.  A diverse selection of housing ranges from cozy bungalows in the heart of town to magnificent estates or luxurious condominiums in beautiful new developments.

Listings in Kissimmee, FL

3,668

Estimated median home price

$384,990
Kissimmee FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Kissimmee, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Kissimmee, FL.

Homes for Sale by Price in Kissimmee, FL

PriceCount
$0 - 100K128
$100K - 200K172
$200K - 300K706
$300K - 400K1,029
$400K - 500K688
$500K - 600K372
$600K - 700K210
$700K - 800K95
$800K - 900K71
$900K - 1M50
$1M - Max147

Homes for Sale by Type in Kissimmee, FL

Property TypeCount
Single Family2,035
Townhouse828
Condo500
Commercial85
Rental1,038
Lots and Land176
Condo/Town/CoOp0
CoOp0
Multi Family24
Mobile Home18
Farms0

(Data as of 8/4/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 8/4/2026.

The data relating to real estate for sale on this web site comes in part from the BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 8/4/2026.