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 966 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.	$249,500	Airbnb cash on cash: 3.1% Traditional cash on cash: 4.9% Airbnb Rental Income: $1948 Traditional Rental Income: $1857 Airbnb ROI: 3.1% Traditional ROI: 4.9%
1204 CUMBRIAN LAKES COURT Kissimmee, FL Welcome to your dream home, where luxury and serenity harmoniously blend within a charming...	4 beds \| 4 baths \| 2,636 sq.ft.	$485,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 6.5% Airbnb Rental Income: $2020 Traditional Rental Income: $4284 Airbnb ROI: 0.35% Traditional ROI: 6.5%
1469 SWAN PLACE Kissimmee, FL Seller is offering a $2,000 CLOSING COSTS CREDIT to the qualified buyer at closing! Welcom...	3 beds \| 2 baths \| 1,202 sq.ft.	$296,999	Airbnb cash on cash: 3.35% Traditional cash on cash: 5.12% Airbnb Rental Income: $1948 Traditional Rental Income: $1930 Airbnb ROI: 3.35% Traditional ROI: 5.12%
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: -5.71% Traditional cash on cash: 3.2% Airbnb Rental Income: $850 Traditional Rental Income: $1724 Airbnb ROI: -5.71% 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: 1.56% Traditional cash on cash: 4.5% Airbnb Rental Income: $2020 Traditional Rental Income: $2527 Airbnb ROI: 1.56% Traditional ROI: 4.5%
1958 COMMANDER WAY Kissimmee, FL MOTIVATED SELLER - Back On Market - Buyer Could Not Perform. Welcome to this 3-bedroom, 2-...	3 beds \| 2 baths \| 1,636 sq.ft.	$323,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 4.39% Airbnb Rental Income: $1948 Traditional Rental Income: $2242 Airbnb ROI: 1.73% Traditional ROI: 4.39%
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: 0.27% Traditional cash on cash: 1.43% Airbnb Rental Income: $1569 Traditional Rental Income: $1767 Airbnb ROI: 0.27% Traditional ROI: 1.43%
123 MOSS BLUFF ROAD Kissimmee, FL Under contract-accepting backup offers. This inviting 3-bedroom, 2-bathroom home is tucked...	3 beds \| 2 baths \| 1,547 sq.ft.	$384,900	Airbnb cash on cash: 1.56% Traditional cash on cash: 3.62% Airbnb Rental Income: $1948 Traditional Rental Income: $2178 Airbnb ROI: 1.56% Traditional ROI: 3.62%
2239 SANTA LUCIA STREET Kissimmee, FL Centrally located and move-in ready, this 3 bedroom, 2 bath home features an open floor pl...	3 beds \| 2 baths \| 1,059 sq.ft.	$337,997	Airbnb cash on cash: 1.98% Traditional cash on cash: 3.71% Airbnb Rental Income: $1948 Traditional Rental Income: $1982 Airbnb ROI: 1.98% Traditional ROI: 3.71%
8063 KING PALM CIRCLE Kissimmee, FL Under contract-accepting backup offers. This fully furnished, 3-bedroom, 2-bathroom home i...	3 beds \| 2 baths \| 1,664 sq.ft.	$405,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 3.37% Airbnb Rental Income: $1948 Traditional Rental Income: $2463 Airbnb ROI: 0.66% Traditional ROI: 3.37%
2703 MANESTY LANE Kissimmee, FL Explore this beautifully furnished, updated and Disney themed home in the sought-after Win...	4 beds \| 4 baths \| 1,824 sq.ft.	$590,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 3.09% Airbnb Rental Income: $2020 Traditional Rental Income: $3059 Airbnb ROI: 0.25% Traditional ROI: 3.09%
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.	$455,000	Airbnb cash on cash: -0.17% Traditional cash on cash: 2.77% Airbnb Rental Income: $2020 Traditional Rental Income: $2746 Airbnb ROI: -0.17% Traditional ROI: 2.77%
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.	$368,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 4.13% Airbnb Rental Income: $2020 Traditional Rental Income: $2317 Airbnb ROI: 1.75% Traditional ROI: 4.13%
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.	$279,000	Airbnb cash on cash: 3.41% Traditional cash on cash: 6.14% Airbnb Rental Income: $1948 Traditional Rental Income: $2154 Airbnb ROI: 3.41% Traditional ROI: 6.14%
3208 OLIVIA BREEZE DRIVE Kissimmee, FL Welcome to Concorde Estates â where comfort meets convenience! Step inside this bright a...	3 beds \| 2 baths \| 2,037 sq.ft.	$345,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 3.75% Airbnb Rental Income: $1948 Traditional Rental Income: $2476 Airbnb ROI: 0.53% Traditional ROI: 3.75%
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: 1.08% Traditional cash on cash: 5.77% Airbnb Rental Income: $2020 Traditional Rental Income: $3322 Airbnb ROI: 1.08% 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.	$388,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 4.34% Airbnb Rental Income: $2020 Traditional Rental Income: $2551 Airbnb ROI: 1.44% Traditional ROI: 4.34%
2472 WINFIELD DRIVE Kissimmee, FL Beautiful 4 Bedroom, 2 Bath Pool Home in Kissimmee! Step into this spacious screened-in p...	3 beds \| 2 baths \| 2,023 sq.ft.	$390,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 5.72% Airbnb Rental Income: $1948 Traditional Rental Income: $2904 Airbnb ROI: 1.7% Traditional ROI: 5.72%
145 POMPEI DRIVE Kissimmee, FL JUST REDUCED â $299,000! Priced below market value to SELL FAST. This spacious 3-bedroo...	3 beds \| 2 baths \| 1,438 sq.ft.	$299,000	Airbnb cash on cash: 2.22% Traditional cash on cash: 4.84% Airbnb Rental Income: $1948 Traditional Rental Income: $2174 Airbnb ROI: 2.22% Traditional ROI: 4.84%
2664 HORSESHOE BAY DRIVE Kissimmee, FL Welcome to your beautiful two-story home, conveniently located in the heart of Kissimmee w...	4 beds \| 3 baths \| 1,959 sq.ft.	$415,000	Airbnb cash on cash: 1.25% Traditional cash on cash: 4.62% Airbnb Rental Income: $2020 Traditional Rental Income: $2807 Airbnb ROI: 1.25% Traditional ROI: 4.62%
2161 QUEENSTOWN DRIVE Kissimmee, FL Prepare to be enchanted by this turnkey, immaculately maintained three-bedroom, two-bath g...	3 beds \| 2 baths \| 1,904 sq.ft.	$360,000	Airbnb cash on cash: 1.88% Traditional cash on cash: 4.68% Airbnb Rental Income: $1948 Traditional Rental Income: $2379 Airbnb ROI: 1.88% Traditional ROI: 4.68%
36 SAWFISH LANE Kissimmee, FL CASE #093-922534 Spacious 4 bedrooms ,2 full bathrooms , modern tiled throughout .Ope...	4 beds \| 2 baths \| 1,587 sq.ft.	$169,000	Airbnb cash on cash: 5.12% Traditional cash on cash: 9.16% Airbnb Rental Income: $2020 Traditional Rental Income: $2146 Airbnb ROI: 5.12% Traditional ROI: 9.16%
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: 1.87% Traditional cash on cash: 5.81% Airbnb Rental Income: $2020 Traditional Rental Income: $2752 Airbnb ROI: 1.87% Traditional ROI: 5.81%
649 CHADBURY WAY Kissimmee, FL Welcome to your Florida dream home in the highly sought-after Remington Golf Community! Th...	4 beds \| 3 baths \| 1,719 sq.ft.	$400,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 4.3% Airbnb Rental Income: $2020 Traditional Rental Income: $2601 Airbnb ROI: 1.35% Traditional ROI: 4.3%
622 BALDWIN DRIVE Kissimmee, FL Short Sale. Subject to third party approval. This home features a spacious layout and sits...	3 beds \| 2 baths \| 1,422 sq.ft.	$280,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 5.38% Airbnb Rental Income: $1948 Traditional Rental Income: $2153 Airbnb ROI: 2.66% Traditional ROI: 5.38%
135 INCONNU COURT Kissimmee, FL Under contract-accepting backup offers. Welcome to your dream home in Kissimmee! Nestled o...	3 beds \| 2 baths \| 1,348 sq.ft.	$240,000	Airbnb cash on cash: 3.99% Traditional cash on cash: 6% Airbnb Rental Income: $1948 Traditional Rental Income: $1892 Airbnb ROI: 3.99% Traditional ROI: 6%
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.	$285,000	Airbnb cash on cash: 2.46% Traditional cash on cash: 4.95% Airbnb Rental Income: $1948 Traditional Rental Income: $2103 Airbnb ROI: 2.46% Traditional ROI: 4.95%
2466 AUGUSTA WAY Kissimmee, FL Step into comfort and style with this beautifully updated 4-bedroom, 2-bath home nestled o...	4 beds \| 2 baths \| 1,798 sq.ft.	$345,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 4.68% Airbnb Rental Income: $2020 Traditional Rental Income: $2381 Airbnb ROI: 1.94% Traditional ROI: 4.68%
2862 SERA BELLA WAY Kissimmee, FL Your Florida Dream Home Awaits! Live where every day seems like a getaway! Perfectly locat...	4 beds \| 3 baths \| 2,170 sq.ft.	$457,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 3.95% Airbnb Rental Income: $2020 Traditional Rental Income: $2808 Airbnb ROI: 0.88% Traditional ROI: 3.95%
2546 BAYKAL DRIVE Kissimmee, FL Under contract-accepting backup offers. Welcome to this beautifully maintained two-story p...	4 beds \| 3 baths \| 2,396 sq.ft.	$425,000	Airbnb cash on cash: 0.61% Traditional cash on cash: 4.94% Airbnb Rental Income: $2020 Traditional Rental Income: $3217 Airbnb ROI: 0.61% Traditional ROI: 4.94%
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: 2.25% Traditional cash on cash: 4.63% Airbnb Rental Income: $1948 Traditional Rental Income: $2183 Airbnb ROI: 2.25% Traditional ROI: 4.63%
4533 OAKBROOK COURT Kissimmee, FL Under contract-accepting backup offers. This beautifully maintained 4-bedroom, 3-bathroom ...	4 beds \| 3 baths \| 1,740 sq.ft.	$425,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 4.8% Airbnb Rental Income: $2020 Traditional Rental Income: $2754 Airbnb ROI: 1.63% Traditional ROI: 4.8%
3856 SHORESIDE DRIVE Kissimmee, FL Welcome to this beautifully maintained 4-bedroom, 3-bath single-level home in the sought-a...	4 beds \| 3 baths \| 2,413 sq.ft.	$425,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 3.6% Airbnb Rental Income: $2020 Traditional Rental Income: $2710 Airbnb ROI: 0.54% Traditional ROI: 3.6%
1001 PUGET LANE Kissimmee, FL Under contract-accepting backup offers. Spacious 4-Bedroom Home on a Corner Lot with Expan...	4 beds \| 2 baths \| 1,758 sq.ft.	$275,000	Airbnb cash on cash: 2.49% Traditional cash on cash: 5.54% Airbnb Rental Income: $2020 Traditional Rental Income: $2285 Airbnb ROI: 2.49% Traditional ROI: 5.54%
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.	$499,900	Airbnb cash on cash: 0.63% Traditional cash on cash: 4.5% Airbnb Rental Income: $2020 Traditional Rental Income: $3305 Airbnb ROI: 0.63% Traditional ROI: 4.5%
4039 NAVIGATOR WAY Kissimmee, FL Price improvement! Now offered at $440,000. This exceptional home is now an even greater v...	4 beds \| 3 baths \| 2,123 sq.ft.	$440,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 3.25% Airbnb Rental Income: $2020 Traditional Rental Income: $2670 Airbnb ROI: 0.39% Traditional ROI: 3.25%
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.	$346,000	Airbnb cash on cash: 1.1% Traditional cash on cash: 3.83% Airbnb Rental Income: $1948 Traditional Rental Income: $2321 Airbnb ROI: 1.1% Traditional ROI: 3.83%
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.	$399,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 4.18% Airbnb Rental Income: $1948 Traditional Rental Income: $2502 Airbnb ROI: 1.32% Traditional ROI: 4.18%
1670 TAYLOR RIDGE LOOP Kissimmee, FL Spacious 4-bedroom, 3-bath pool home situated in the highly desirable, gated community of ...	4 beds \| 3 baths \| 2,359 sq.ft.	$675,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 2.9% Airbnb Rental Income: $2020 Traditional Rental Income: $3136 Airbnb ROI: 0.3% Traditional ROI: 2.9%
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.	$360,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 4.87% Airbnb Rental Income: $2020 Traditional Rental Income: $2566 Airbnb ROI: 1.7% Traditional ROI: 4.87%

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.

$249,500

Airbnb cash on cash: 3.1%

Traditional cash on cash: 4.9%

Airbnb Rental Income: $1948

Traditional Rental Income: $1857

Airbnb ROI: 3.1%

Traditional ROI: 4.9%

1204 CUMBRIAN LAKES COURT

Kissimmee, FL

4 beds | 4 baths | 2,636 sq.ft.

$485,000

Airbnb cash on cash: 0.35%

Traditional cash on cash: 6.5%

Airbnb Rental Income: $2020

Traditional Rental Income: $4284

Airbnb ROI: 0.35%

Traditional ROI: 6.5%

1469 SWAN PLACE

Kissimmee, FL

3 beds | 2 baths | 1,202 sq.ft.

$296,999

Airbnb cash on cash: 3.35%

Traditional cash on cash: 5.12%

Airbnb Rental Income: $1948

Traditional Rental Income: $1930

Airbnb ROI: 3.35%

Traditional ROI: 5.12%

225 CELEBRATION PLACE #233

Kissimmee, FL

1 beds | 1 baths | 751 sq.ft.

$141,000

Airbnb cash on cash: -5.71%

Traditional cash on cash: 3.2%

Airbnb Rental Income: $850

Traditional Rental Income: $1724

Airbnb ROI: -5.71%

Traditional ROI: 3.2%

2108 SHANNON LAKES BOULEVARD

Kissimmee, FL

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

$375,000

Airbnb cash on cash: 1.56%

Traditional cash on cash: 4.5%

Airbnb Rental Income: $2020

Traditional Rental Income: $2527

Airbnb ROI: 1.56%

Traditional ROI: 4.5%

1958 COMMANDER WAY

Kissimmee, FL

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

$323,000

Airbnb cash on cash: 1.73%

Traditional cash on cash: 4.39%

Airbnb Rental Income: $1948

Traditional Rental Income: $2242

Airbnb ROI: 1.73%

Traditional ROI: 4.39%

3561 S Orange Blossom Trail

Kissimmee, FL

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

$600,000

Airbnb cash on cash: 0.27%

Traditional cash on cash: 1.43%

Airbnb Rental Income: $1569

Traditional Rental Income: $1767

Airbnb ROI: 0.27%

Traditional ROI: 1.43%

123 MOSS BLUFF ROAD

Kissimmee, FL

3 beds | 2 baths | 1,547 sq.ft.

$384,900

Airbnb cash on cash: 1.56%

Traditional cash on cash: 3.62%

Airbnb Rental Income: $1948

Traditional Rental Income: $2178

Airbnb ROI: 1.56%