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.

Single Family Homes for Sale in Kissimmee, FL

Search for Single Family Residential for Sale in Kissimmee, Florida. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 904 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
719 DEL RAY DRIVE Kissimmee, FL This home was recently improved & is priced to sell! Kitchen has been fully remodeled, in...	3 beds \| 2 baths \| 1,167 sq.ft.	$259,000	Airbnb cash on cash: 7.61% Traditional cash on cash: 4.68% Airbnb Rental Income: $3314 Traditional Rental Income: $1857 Airbnb ROI: 7.61% Traditional ROI: 4.68%
2205 Eagles Landing Way Kissimmee, FL From the moment you pull through the gates of Ashley Reserve, 2205 Eagles Landing Way feel...	4 beds \| 4 baths \| 3,541 sq.ft.	$775,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 3.71% Airbnb Rental Income: $3682 Traditional Rental Income: $4554 Airbnb ROI: 1.4% Traditional ROI: 3.71%
99 AUBURN DRIVE Kissimmee, FL Under contract-accepting backup offers. Beautifully maintained home in Solivita. Gorgeous ...	2 beds \| 2 baths \| 1,491 sq.ft.	$269,900	Airbnb cash on cash: 3.91% Traditional cash on cash: 4.3% Airbnb Rental Income: $2758 Traditional Rental Income: $2209 Airbnb ROI: 3.91% Traditional ROI: 4.3%
167 CASTAWAY BEACH WAY Kissimmee, FL Discover your dream home tucked inside the beautifully maintained community of Terre Verde...	4 beds \| 2 baths \| 1,940 sq.ft.	$385,000	Airbnb cash on cash: 4.5% Traditional cash on cash: 3.82% Airbnb Rental Income: $3682 Traditional Rental Income: $2634 Airbnb ROI: 4.5% Traditional ROI: 3.82%
225 CELEBRATION PLACE #233 Kissimmee, FL Located in Celebration, the picturesque Disney-styled town with shops, dining, and grocery...	1 beds \| 1 baths \| 751 sq.ft.	$141,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 3.2% Airbnb Rental Income: $2286 Traditional Rental Income: $1724 Airbnb ROI: 3.15% Traditional ROI: 3.2%
2108 SHANNON LAKES BOULEVARD Kissimmee, FL Just Listed â 4 Bed \| 2 Bath \| Corner Lot! Looking for space, style, and a great locati...	4 beds \| 2 baths \| 1,842 sq.ft.	$375,000	Airbnb cash on cash: 5.5% Traditional cash on cash: 4.5% Airbnb Rental Income: $3682 Traditional Rental Income: $2527 Airbnb ROI: 5.5% Traditional ROI: 4.5%
1958 COMMANDER WAY Kissimmee, FL Welcome to this 3-bedroom, 2-bathroom home nestled in Shingle Creek Reserve at The Oaks co...	3 beds \| 2 baths \| 1,636 sq.ft.	$335,000	Airbnb cash on cash: 5.25% Traditional cash on cash: 4.2% Airbnb Rental Income: $3314 Traditional Rental Income: $2242 Airbnb ROI: 5.25% Traditional ROI: 4.2%
3561 S Orange Blossom Trail Kissimmee, FL Thus property is a fantastic opportunity for investors or first-time buyers! This charming...	2 beds \| 1 baths \| 1,160 sq.ft.	$600,000	Airbnb cash on cash: 2.04% Traditional cash on cash: 1.43% Airbnb Rental Income: $2758 Traditional Rental Income: $1767 Airbnb ROI: 2.04% Traditional ROI: 1.43%
123 Moss Bluff Road Kissimmee, FL This inviting 3-bedroom, 2-bathroom home is tucked away in the peaceful community of Count...	3 beds \| 2 baths \| 1,547 sq.ft.	$384,900	Airbnb cash on cash: 4.82% Traditional cash on cash: 3.73% Airbnb Rental Income: $3314 Traditional Rental Income: $2178 Airbnb ROI: 4.82% Traditional ROI: 3.73%
8063 KING PALM CIRCLE Kissimmee, FL This fully furnished, 3-bedroom, 2-bathroom home is an ideal investment opportunity or vac...	3 beds \| 2 baths \| 1,664 sq.ft.	$415,000	Airbnb cash on cash: 3.55% Traditional cash on cash: 3.26% Airbnb Rental Income: $3314 Traditional Rental Income: $2463 Airbnb ROI: 3.55% Traditional ROI: 3.26%
8001 ARROW CREEK ROAD Kissimmee, FL Under contract-accepting backup offers. HUGE PRICE DROP! Welcome to Your Dream Oasis in In...	4 beds \| 3 baths \| 1,791 sq.ft.	$449,900	Airbnb cash on cash: 4.18% Traditional cash on cash: 4.16% Airbnb Rental Income: $3682 Traditional Rental Income: $2869 Airbnb ROI: 4.18% Traditional ROI: 4.16%
8118 FAN PALM WAY Kissimmee, FL Welcome to your turnkey investment opportunity in the highly sought-after guard gated reso...	4 beds \| 2 baths \| 1,567 sq.ft.	$415,000	Airbnb cash on cash: 4.28% Traditional cash on cash: 3.12% Airbnb Rental Income: $3682 Traditional Rental Income: $2426 Airbnb ROI: 4.28% Traditional ROI: 3.12%
2787 LIDO KEY DRIVE Kissimmee, FL This gorgeous and fully-furnished home is ready for you to live the resort lifestyle full-...	4 beds \| 3 baths \| 1,960 sq.ft.	$460,000	Airbnb cash on cash: 3.04% Traditional cash on cash: 2.73% Airbnb Rental Income: $3682 Traditional Rental Income: $2746 Airbnb ROI: 3.04% Traditional ROI: 2.73%
3 TROPHY LANE Kissimmee, FL ?? VA Eligible â Kissimmee Cottage Near Shopping, Dining & Healthcare Step into this ...	4 beds \| 2 baths \| 1,578 sq.ft.	$255,000	Airbnb cash on cash: 9.32% Traditional cash on cash: 6.79% Airbnb Rental Income: $3682 Traditional Rental Income: $2270 Airbnb ROI: 9.32% Traditional ROI: 6.79%
720 BASIN DRIVE Kissimmee, FL Experience LAKE FRONT living and the ultimate Florida lifestyle in this stunning 3-bedroom...	3 beds \| 3 baths \| 2,491 sq.ft.	$980,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 2.37% Airbnb Rental Income: $3314 Traditional Rental Income: $3533 Airbnb ROI: 1.32% Traditional ROI: 2.37%
4529 ORCHARD GROVE ROAD Kissimmee, FL Welcome to this beautifully maintained 4-bedroom, 2-bath home in the heart of St. Cloudâ...	4 beds \| 2 baths \| 1,707 sq.ft.	$380,000	Airbnb cash on cash: 5.55% Traditional cash on cash: 3.97% Airbnb Rental Income: $3682 Traditional Rental Income: $2317 Airbnb ROI: 5.55% Traditional ROI: 3.97%
1130 Sabine Lane Kissimmee, FL Welcome to this beautiful move-in ready home with 3 bedrooms and 2 bathrooms. This spectac...	3 beds \| 2 baths \| 1,487 sq.ft.	$289,000	Airbnb cash on cash: 7.13% Traditional cash on cash: 5.59% Airbnb Rental Income: $3314 Traditional Rental Income: $2154 Airbnb ROI: 7.13% Traditional ROI: 5.59%
614 ELBRIDGE DRIVE Kissimmee, FL NEW PRICE!!! Welcome to your dream home! This beautifully maintained 4-bedroom, 3-bath poo...	4 beds \| 3 baths \| 2,847 sq.ft.	$415,900	Airbnb cash on cash: 4.63% Traditional cash on cash: 5.77% Airbnb Rental Income: $3682 Traditional Rental Income: $3322 Airbnb ROI: 4.63% Traditional ROI: 5.77%
3640 SAIL HARBOR DR Kissimmee, FL Welcome HOME to this 4 bedroom, 2.5 bathroom property with a bonus Office space, plus a 3-...	4 beds \| 3 baths \| 2,156 sq.ft.	$398,000	Airbnb cash on cash: 5.09% Traditional cash on cash: 4.21% Airbnb Rental Income: $3682 Traditional Rental Income: $2551 Airbnb ROI: 5.09% Traditional ROI: 4.21%
2506 SHELBY CIRCLE Kissimmee, FL Just reduced! Priced to sell. Elegant. Fully Renovated Florida Residence with Water View, ...	3 beds \| 2 baths \| 1,642 sq.ft.	$399,900	Airbnb cash on cash: 4.83% Traditional cash on cash: 4.17% Airbnb Rental Income: $3314 Traditional Rental Income: $2329 Airbnb ROI: 4.83% Traditional ROI: 4.17%
229 AMESBURY LN Kissimmee, FL **This house comes with a REDUCED RATE through the seller's preferred lender. This is a le...	4 beds \| 3 baths \| 2,847 sq.ft.	$379,000	Airbnb cash on cash: 5.32% Traditional cash on cash: 5.79% Airbnb Rental Income: $3682 Traditional Rental Income: $3047 Airbnb ROI: 5.32% Traditional ROI: 5.79%
1117 CAMBOURNE DRIVE Kissimmee, FL One or more photo(s) has been virtually staged. The interior of the home has been freshly ...	4 beds \| 3 baths \| 2,168 sq.ft.	$339,999	Airbnb cash on cash: 6.2% Traditional cash on cash: 5.81% Airbnb Rental Income: $3682 Traditional Rental Income: $2752 Airbnb ROI: 6.2% Traditional ROI: 5.81%
2729 STANWOOD DRIVE Kissimmee, FL Under contract-accepting backup offers. Step into comfort and timeless elegance with this ...	3 beds \| 2 baths \| 1,837 sq.ft.	$375,000	Airbnb cash on cash: 5.04% Traditional cash on cash: 4.07% Airbnb Rental Income: $3314 Traditional Rental Income: $2231 Airbnb ROI: 5.04% Traditional ROI: 4.07%
135 INCONNU COURT Kissimmee, FL Welcome to your dream home in Kissimmee! Nestled on a quiet cul-de-sac, 135 Inconnu Court ...	3 beds \| 2 baths \| 1,348 sq.ft.	$250,000	Airbnb cash on cash: 8.61% Traditional cash on cash: 5.73% Airbnb Rental Income: $3314 Traditional Rental Income: $1892 Airbnb ROI: 8.61% Traditional ROI: 5.73%
1150 ORNE COURT Kissimmee, FL This charming home is located in the heart of downtown Poinciana and offers a comfortable ...	3 beds \| 2 baths \| 1,481 sq.ft.	$310,000	Airbnb cash on cash: 6.09% Traditional cash on cash: 4.48% Airbnb Rental Income: $3314 Traditional Rental Income: $2103 Airbnb ROI: 6.09% Traditional ROI: 4.48%
5005 LAGUNA BAY CIRCLE #18 Kissimmee, FL Under contract-accepting backup offers. Welcome to 5005 Laguna Bay Circle #18, Kissimmee, ...	2 beds \| 2 baths \| 1,066 sq.ft.	$207,000	Airbnb cash on cash: 5.28% Traditional cash on cash: 3.33% Airbnb Rental Income: $2758 Traditional Rental Income: $1727 Airbnb ROI: 5.28% Traditional ROI: 3.33%
709 DEL RIO WAY Kissimmee, FL 3-bedroom, 2-bathroom home offering over 1,850 sq. ft. of thoughtfully designed living spa...	3 beds \| 2 baths \| 1,855 sq.ft.	$280,000	Airbnb cash on cash: 6.64% Traditional cash on cash: 6.21% Airbnb Rental Income: $3314 Traditional Rental Income: $2458 Airbnb ROI: 6.64% Traditional ROI: 6.21%
464 DANUBE DRIVE Kissimmee, FL Welcome to this beautifully maintained 3-bedroom, 2-bathroom home, built in 2019, that off...	3 beds \| 2 baths \| 1,564 sq.ft.	$334,900	Airbnb cash on cash: 5.87% Traditional cash on cash: 4.63% Airbnb Rental Income: $3314 Traditional Rental Income: $2183 Airbnb ROI: 5.87% Traditional ROI: 4.63%
4533 OAKBROOK COURT Kissimmee, FL This beautifully maintained 4-bedroom, 3-bathroom home is a rare find, ideal for snowbirds...	4 beds \| 3 baths \| 1,740 sq.ft.	$425,000	Airbnb cash on cash: 5.11% Traditional cash on cash: 4.8% Airbnb Rental Income: $3682 Traditional Rental Income: $2754 Airbnb ROI: 5.11% Traditional ROI: 4.8%
973 LAKE BERKLEY DRIVE Kissimmee, FL LAKE VIEW! Income producing Short Term Rental: $100k+ /year. Located just 7.8 miles from D...	4 beds \| 3 baths \| 1,960 sq.ft.	$515,000	Airbnb cash on cash: 3.46% Traditional cash on cash: 4.34% Airbnb Rental Income: $3682 Traditional Rental Income: $3305 Airbnb ROI: 3.46% Traditional ROI: 4.34%
448 SORRENTO ROAD Kissimmee, FL Live your best life in this bright and spacious beauty inside one of Central Floridaâs m...	3 beds \| 2 baths \| 2,141 sq.ft.	$366,000	Airbnb cash on cash: 4.31% Traditional cash on cash: 3.57% Airbnb Rental Income: $3314 Traditional Rental Income: $2321 Airbnb ROI: 4.31% Traditional ROI: 3.57%
2376 FLAMINGO LAKES DRIVE Kissimmee, FL Welcome to 2376 Flamingo Lakes Dr, a beautifully maintained 3-bedroom, 2-bathroom home loc...	3 beds \| 2 baths \| 1,607 sq.ft.	$410,000	Airbnb cash on cash: 4.23% Traditional cash on cash: 4.04% Airbnb Rental Income: $3314 Traditional Rental Income: $2502 Airbnb ROI: 4.23% Traditional ROI: 4.04%
2244 MALLARD CREEK CIRCLE Kissimmee, FL Ready to Go! Come and take a look at this comfortable single-family home, located in Lakes...	4 beds \| 2 baths \| 1,972 sq.ft.	$370,000	Airbnb cash on cash: 5.62% Traditional cash on cash: 4.72% Airbnb Rental Income: $3682 Traditional Rental Income: $2566 Airbnb ROI: 5.62% Traditional ROI: 4.72%
702 PASTEUR LANE Kissimmee, FL Welcome to this move-in ready 3 bedroom, 2 bathroom home located in the heart of Poinciana...	3 beds \| 2 baths \| 1,383 sq.ft.	$275,000	Airbnb cash on cash: 6.84% Traditional cash on cash: 4.88% Airbnb Rental Income: $3314 Traditional Rental Income: $2065 Airbnb ROI: 6.84% Traditional ROI: 4.88%
1950 WINDWARD OAKS COURT Kissimmee, FL âMotivated Sellerâ Welcome to 1950 Windward Oaks Court, Kissimmee, FL 34746 â Your ...	4 beds \| 3 baths \| 2,813 sq.ft.	$530,000	Airbnb cash on cash: 2.58% Traditional cash on cash: 2.84% Airbnb Rental Income: $3682 Traditional Rental Income: $3010 Airbnb ROI: 2.58% Traditional ROI: 2.84%
7523 EXCITEMENT DRIVE Kissimmee, FL UPGRADES and more upgrades have been done recently on this professionally themed and furni...	5 beds \| 6 baths \| 3,020 sq.ft.	$860,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 5.86% Airbnb Rental Income: $3284 Traditional Rental Income: $7186 Airbnb ROI: 0.07% Traditional ROI: 5.86%
4589 EAGLET LANE Kissimmee, FL Discover the epitome of Florida living in this beautiful three-bedroom, two-bathroom resid...	3 beds \| 2 baths \| 1,822 sq.ft.	$429,000	Airbnb cash on cash: 4.37% Traditional cash on cash: 4.51% Airbnb Rental Income: $3314 Traditional Rental Income: $2628 Airbnb ROI: 4.37% Traditional ROI: 4.51%
187 TALL PINES PASS Kissimmee, FL Welcome to 187 Tall Pines Pass, located in the sought-after 55+ gated golf community of So...	2 beds \| 2 baths \| 2,031 sq.ft.	$299,500	Airbnb cash on cash: 3.4% Traditional cash on cash: 5.43% Airbnb Rental Income: $2758 Traditional Rental Income: $2682 Airbnb ROI: 3.4% Traditional ROI: 5.43%
229 COMPETITION DRIVE Kissimmee, FL Welcome to this Beautiful updated, Private Studio fully furnished! Full Bath in the garag...	3 beds \| 2 baths \| 1,648 sq.ft.	$475,000	Airbnb cash on cash: 3.99% Traditional cash on cash: 4% Airbnb Rental Income: $3314 Traditional Rental Income: $2579 Airbnb ROI: 3.99% Traditional ROI: 4%
943 VAN LOON COURT Kissimmee, FL Hello 943 Van Loon! â beautifully renovated, with a brand-new roof, and access to resort...	5 beds \| 3 baths \| 2,847 sq.ft.	$354,900	Airbnb cash on cash: 4.7% Traditional cash on cash: 5.99% Airbnb Rental Income: $3284 Traditional Rental Income: $2979 Airbnb ROI: 4.7% Traditional ROI: 5.99%

Your search for investment property begins and ends here

Single Family Homes for Sale in Kissimmee, FL

719 DEL RAY DRIVE

Kissimmee, FL

3 beds | 2 baths | 1,167 sq.ft.

$259,000

Airbnb cash on cash: 7.61%

Traditional cash on cash: 4.68%

Airbnb Rental Income: $3314

Traditional Rental Income: $1857

Airbnb ROI: 7.61%

Traditional ROI: 4.68%

2205 Eagles Landing Way

Kissimmee, FL

4 beds | 4 baths | 3,541 sq.ft.

$775,000

Airbnb cash on cash: 1.4%

Traditional cash on cash: 3.71%

Airbnb Rental Income: $3682

Traditional Rental Income: $4554

Airbnb ROI: 1.4%

Traditional ROI: 3.71%

99 AUBURN DRIVE

Kissimmee, FL

2 beds | 2 baths | 1,491 sq.ft.

$269,900

Airbnb cash on cash: 3.91%

Traditional cash on cash: 4.3%

Airbnb Rental Income: $2758

Traditional Rental Income: $2209

Airbnb ROI: 3.91%

Traditional ROI: 4.3%

167 CASTAWAY BEACH WAY

Kissimmee, FL

4 beds | 2 baths | 1,940 sq.ft.

$385,000

Airbnb cash on cash: 4.5%

Traditional cash on cash: 3.82%

Airbnb Rental Income: $3682

Traditional Rental Income: $2634

Airbnb ROI: 4.5%

Traditional ROI: 3.82%

225 CELEBRATION PLACE #233

Kissimmee, FL

1 beds | 1 baths | 751 sq.ft.

$141,000

Airbnb cash on cash: 3.15%

Traditional cash on cash: 3.2%

Airbnb Rental Income: $2286

Traditional Rental Income: $1724

Airbnb ROI: 3.15%

Traditional ROI: 3.2%

2108 SHANNON LAKES BOULEVARD

Kissimmee, FL

4 beds | 2 baths | 1,842 sq.ft.

$375,000

Airbnb cash on cash: 5.5%

Traditional cash on cash: 4.5%

Airbnb Rental Income: $3682

Traditional Rental Income: $2527

Airbnb ROI: 5.5%

Traditional ROI: 4.5%

1958 COMMANDER WAY

Kissimmee, FL

3 beds | 2 baths | 1,636 sq.ft.

$335,000

Airbnb cash on cash: 5.25%

Traditional cash on cash: 4.2%

Airbnb Rental Income: $3314

Traditional Rental Income: $2242

Airbnb ROI: 5.25%

Traditional ROI: 4.2%

3561 S Orange Blossom Trail

Kissimmee, FL

2 beds | 1 baths | 1,160 sq.ft.

$600,000

Airbnb cash on cash: 2.04%

Traditional cash on cash: 1.43%

Airbnb Rental Income: $2758

Traditional Rental Income: $1767

Airbnb ROI: 2.04%