Kissimmee Area of The Greater Metro Orlando Market

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 The modern-day history of Kissimmee got its start when it was incorporated in 1883 as a city. Originally, the area was known as Allendale, named after JH Allen, a Confederate major who operated a cargo steamboat on the Kissimmee River. It was renamed Kissimmee after the Native American name ‘Cacema’, which means long water.   Kissimmee is more than just a nice place to live or a stopover point on your way to visit the local mouse, it is rich in history as well.  Today, Kissimmee is a thriving town, in part, due to Disney World being opened in nearby Orlando in 1971. This really provided a boost to the economy and at that time, the dependence on the cattle industry began to decline.  Although many people consider Kissimmee to be a part of Orlando, it is actually just a neighbor that has a lot to offer. Make sure you include the city in your visit or if you are looking for a nice place to live with warm skies and plenty to do, Kissimmee is a choice that certainly should not be left out of the mix.

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Understanding Our Program


2467 Huron Circle (Open Door)


  • Monthly Estimated Rent $1,930
  • Sq. Ft. 2,109 (5 Beds-2.5 Baths) GATED
  • Open Daily - Click here for access
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1761 Windward Oaks Ct (Open Door)


  • Monthly Estimated Rent $2,670
  • Sq. Ft. 2,724 (4 Beds-3 Baths) POOL
  • Open Daily - Click here for access
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1971 Fairway Loop (Open Door)


  • Monthly Estimated Rent $2,230
  • Sq. Ft. 2,528 (4 Beds-3 Baths) POOL
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4521 Ross Lanier Ln (Open Door)


  • Monthly Estimated Rent $2,060
  • Sq. Ft. 2,237 (3 Beds-3 Baths) POOL
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Prices are subject to change, homes may have been sold or are pending, and some properties may not meet investors criteria for purchase. The homes listed meet the basic qualifications, but certain details which are not necessarily published by the listing agent may disqualify a home, such as the condition, age, HOA qualifications, lot sizes, less than 50% complete subdivisions, etc., to name a few. Please click the link for further details.

Rent 2 Own Orlando has relied on third party websites to gather information contained on this site and therefore is not responsible for the completeness or accuracy of the information. Some properties which appear for sale and approved as Lease with a Right to Purchase on this website, or other sites linked to this site, may subsequently be sold or may no longer be available when official approval is issued. 

We work very hard to keep information accurate and up to dated, however information may change hourly and is very difficult to be 100% accurate and updated every hour of every day. Do not apply for this program with the hopes of specific homes to lease with a right to purchase. Throughout the approval process (5 to 6 weeks from application to move in) the homes hoped for have a very high probability of being sold since they are all "For Sale" houses and are advertised to the world continuously through the web. The correct order of proceeding is to register, apply, get approved then searching for specific homes in area of choice. Doing it any other way would more than likely lead to disappointment and frustration.


HPA Property Criteria (pdf)


Compare - Our Program Vs. Others (pdf)


Agent_Tri_Fold_Brochure (pdf)


Agent_Bi_Fold_Brochure (pdf)


The Math _ Home Partners (pdf)