Real Estate Investment Properties for Sale in Kissimmee, FL
Looking for investment property in Kissimmee, FL with high ROI ?
Explore a variety of short-term homes & houses in Kissimmee, FL. Invest wisely with VRBO & Kissimmee, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in Kissimmee, FL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
8125 RESORT VILLAGE #5609Kissimmee, FLSPECTACULAR DAILY RENTAL APARTMENT IN KISSIMMEE!!! This apartment is for daily rentals and... |
2 beds | 2 baths | N/A |
$206,000 |
Airbnb cash on cash: -2.29%
|
8101 RESORT VILLAGE DR #31411Kissimmee, FLSPECTACULAR DAILY RENTAL APARTMENT IN KISSIMMEE!!! This apartment is for daily rentals and... |
2 beds | 2 baths | N/A |
$207,000 |
Airbnb cash on cash: -3.41%
|
3331 Whitestone Cir #201Kissimmee, FLOne or more photo(s) has been virtually staged. PRICE REDUCED FOR A NEW OWNER TO START ENJ... |
3 beds | 2 baths | 1,495 sq.ft. |
$240,000 |
Airbnb cash on cash: -0.32%
|
763 Rolfe StKissimmee, FLLocated in an established Kissimmee neighborhood, this 3-bedroom, 2-bath single-family hom... |
3 beds | 2 baths | 1,088 sq.ft. |
$243,900 |
Airbnb cash on cash: 1.87%
|
4004 Santa Maria Dr #105Kissimmee, FLBeautiful 3-bedroom, 2-bath townhome- located in the guard-gated community of Venetian Bay... |
3 beds | 2 baths | 1,296 sq.ft. |
$195,000 |
Airbnb cash on cash: -0.74%
|
2027 Balboa WayKissimmee, FLBeautiful 2 Bedroom PLUS LOFT can be used as 3rd BEDROOM! 2.5 Bathrooms END-UNIT Townho... |
2 beds | 2 baths | 1,418 sq.ft. |
$265,000 |
Airbnb cash on cash: 0.83%
|
4004 San Gallo Dr #106Kissimmee, FLWelcome to this well-maintained 3-bed, 2-bath condominium located in the desirable, gated ... |
3 beds | 2 baths | 1,296 sq.ft. |
$239,900 |
Airbnb cash on cash: -0.6%
|
2202 Key West Ct #632Kissimmee, FLWelcome to 2202 Key West Ct #632 â a beautifully maintained and FULLY FURNISHED 2-bedroo... |
2 beds | 2 baths | 1,026 sq.ft. |
$175,000 |
Airbnb cash on cash: 0.22%
|
3172 River Branch CirKissimmee, FLThis charming one-story townhome located in the desirable gated community of Stonefield in... |
3 beds | 2 baths | 1,512 sq.ft. |
$324,999 |
Airbnb cash on cash: -0.15%
|
1818 Irlo DrKissimmee, FLDo not waste time to see this 3 bedroom 2 bath home, located in the lovely neighborhood of... |
3 beds | 2 baths | 1,533 sq.ft. |
$395,000 |
Airbnb cash on cash: 0.94%
|
2030 Cascades Blvd #302Kissimmee, FLThis Third Floor 2 bedroom / 2 bathroom is Perfect for an investor or 1st time home buyers... |
2 beds | 2 baths | 1,042 sq.ft. |
$160,000 |
Airbnb cash on cash: -0.06%
|
3249 Falcon Point DrKissimmee, FLOne or more photo(s) has been virtually staged. Beautifully maintained 4-bedroom home in d... |
4 beds | 2 baths | 2,059 sq.ft. |
$458,000 |
Airbnb cash on cash: 0.02%
|
1905 Hughey StKissimmee, FLDive into the tranquil Florida life with this charming 3-bedroom, 2-bathroom home located ... |
3 beds | 2 baths | 1,294 sq.ft. |
$405,000 |
Airbnb cash on cash: 0.81%
|
2206 Antigua Pl #1015Kissimmee, FLSpacious and Beautiful 2 Bedrooms 2 Baths condo on the first-floor in Villas Del Sol - En... |
2 beds | 2 baths | 1,026 sq.ft. |
$209,800 |
Airbnb cash on cash: -0.48%
|
1724 Foxhall Cir #1724Kissimmee, FLRemarkable 2 bedroom, 2 bath condo in the heart of Kissimmee for an amazingly affordable p... |
2 beds | 2 baths | 938 sq.ft. |
$189,999 |
Airbnb cash on cash: 0.78%
|
1006 Plantation Dr #F12Kissimmee, FLBeautiful and upgraded property located in Terra Condo, gated, quiet community convenientl... |
2 beds | 1 baths | 872 sq.ft. |
$190,000 |
Airbnb cash on cash: 2.17%
|
2731 PLEASANT CYPRESS CIRCLEKissimmee, FLBeautiful 3-bedroom, 2.5-bath townhome located in the heart of Kissimmee, within a high-gr... |
3 beds | 3 baths | 1,747 sq.ft. |
$345,000 |
Airbnb cash on cash: -0.03%
|
2200 San Vittorino Cir #104Kissimmee, FLThis townhome offers 3 bedrooms and 2 bathrooms. Primary bedroom is conveniently located o... |
3 beds | 2 baths | 1,296 sq.ft. |
$195,000 |
Airbnb cash on cash: -0.74%
|
2280 San Vital Dr #108Kissimmee, FLBeautiful 4-bedroom, 3-bath townhome- located in the guard-gated community of Venetian Bay... |
4 beds | 3 baths | 1,470 sq.ft. |
$220,000 |
Airbnb cash on cash: -0.02%
|
4004 San Gallo Dr #107Kissimmee, FLBeautiful 4-bedroom, 3-bath townhome- located in the guard-gated community of Venetian Bay... |
4 beds | 3 baths | 1,470 sq.ft. |
$220,000 |
Airbnb cash on cash: 0.04%
|
4012 Santa Maria Dr #102Kissimmee, FLBeautiful 4-bedroom, 3-bath corner townhome- located in the guard-gated community of Venet... |
4 beds | 3 baths | 1,470 sq.ft. |
$220,000 |
Airbnb cash on cash: 0%
|
2615 Cecile StKissimmee, FLWelcome to this inviting and well-maintained home located in the heart of Kissimmee. Offer... |
3 beds | 2 baths | 1,532 sq.ft. |
$379,000 |
Airbnb cash on cash: 0.86%
|
2737 Pleasant Cypress CirKissimmee, FLBeautiful corner-unit townhome located in a gated community in Kissimmee. This home featur... |
3 beds | 2 baths | 1,771 sq.ft. |
$345,000 |
Airbnb cash on cash: -0.38%
|
2973 Langdon Ln NKissimmee, FLLocated within a secure gated community, this townhome offers a practical layout with tall... |
3 beds | 2 baths | 2,013 sq.ft. |
$329,900 |
Airbnb cash on cash: -0.27%
|
2444 Varenna LoopKissimmee, FLWelcome to this spacious 3-bedroom + Office/smaller bedroom and 2-bathroom home offering p... |
3 beds | 2 baths | 1,706 sq.ft. |
$439,000 |
Airbnb cash on cash: -0.63%
|
1905 Emmett StKissimmee, FLBuy through Auction.com. This foreclosure property is a great opportunity to invest in thi... |
2 beds | 1 baths | 1,124 sq.ft. |
$280,000 |
Airbnb cash on cash: 1.47%
|
2551 AVIAN LOOPKissimmee, FLIdeally located in Kissimmee, this beautiful 4-bedroom, 2.5-bathroom home offers an except... |
4 beds | 3 baths | 1,860 sq.ft. |
$600,000 |
Airbnb cash on cash: -0.55%
|
4015 Venetian Bay Dr #104Kissimmee, FLSellers Credit $5,000! Come see this comfortable and perfectly situated townhouse in the h... |
3 beds | 2 baths | 1,296 sq.ft. |
$280,000 |
Airbnb cash on cash: -0.88%
|
1121 Spring Meadow Dr #11221Kissimmee, FLWelcome to this beautifully updated 2-bedroom, 1-bathroom condo that perfectly blends mode... |
2 beds | 1 baths | 924 sq.ft. |
$189,900 |
Airbnb cash on cash: 0.42%
|
1520 Hill StKissimmee, FLGrey Location, Large corner lot near shopping, close to schools, principal roads, Disney a... |
2 beds | 1 baths | 768 sq.ft. |
$298,000 |
Airbnb cash on cash: 1.68%
|
2673 Calistoga AveKissimmee, FLFully Renovated 5-Bedroom Pool Home in Gated Sonoma Resort - Turnkey Investment or Dream R... |
5 beds | 5 baths | 3,067 sq.ft. |
$790,000 |
Airbnb cash on cash: -0.28%
|
4004 San Gallo Dr #102Kissimmee, FLBeautiful 4-bedroom, 3-bath townhouse located just minutes from Walt Disney World®. This ... |
4 beds | 3 baths | 1,470 sq.ft. |
$280,000 |
Airbnb cash on cash: -0.05%
|
2200 San Zanobi Dr #108Kissimmee, FLLooking for a comfortable townhome-style condominium in the Venetian Bay community for you... |
4 beds | 3 baths | 1,470 sq.ft. |
$310,000 |
Airbnb cash on cash: 0%
|
2449 Varenna LoopKissimmee, FLEasy showing Very cooperative tenant. This beautiful townhome is nested in one of the most... |
3 beds | 2 baths | 1,602 sq.ft. |
$360,000 |
Airbnb cash on cash: -1.9%
|
4011 Venetian Bay Dr #101Kissimmee, FLResort Living Meets Everyday Comfort! Step into one of Venetian Bay Villageâs most des... |
4 beds | 3 baths | 1,470 sq.ft. |
$275,000 |
Airbnb cash on cash: 0.05%
|
1503 Isleta LoopKissimmee, FLWelcome home to this beautifully maintained residence located in a desirable Osceola Villa... |
3 beds | 2 baths | 1,758 sq.ft. |
$364,900 |
Airbnb cash on cash: 0.75%
|
2300 Painter LnKissimmee, FLOne or more photo(s) has been virtually staged. Completely remodeled offered at comparable... |
3 beds | 2 baths | 1,820 sq.ft. |
$395,000 |
Airbnb cash on cash: -0.81%
|
2216 Grand Cayman Ct #1415Kissimmee, FLTHE ONLY CONDO WITH A PRIVATE COVERED GARAGE IN A GATED COMMUNITY AVAILABLE ON THE MARKET ... |
2 beds | 2 baths | 1,026 sq.ft. |
$196,999 |
Airbnb cash on cash: 0.29%
|
4003 Santa Maria Dr #101Kissimmee, FL2-story Townhome in Venetian Bay Village community. Ideal for AIRBNB, short or long-term r... |
4 beds | 3 baths | N/A |
$310,000 |
Airbnb cash on cash: 0.08%
|
610 Buckley DrKissimmee, FLUnder contract-accepting backup offers. Industrial lot and land with a single home propert... |
3 beds | 1 baths | 1,420 sq.ft. |
$1,200,000 |
Airbnb cash on cash: -0.2%
|
Real Estate investment in Kissimmee, FL
There are 4,197 properties for sale in the city of Kissimmee . The median list price in Kissimmee is $389,000 and the average price per square foot is $197. In March 2026, the average monthly cash on cash return in Kissimmee is 3.00%. The average monthly rental income in Kissimmee is $2,302.