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 961 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
4125 NAVIGATOR WAY Kissimmee, FL Under contract-accepting backup offers. Your Dream Furnished Home with Thoughtful Upgrades...	3 beds \| 2 baths \| 1,753 sq.ft.	$374,900	Airbnb cash on cash: 4.14% Traditional cash on cash: 4.61% Airbnb Rental Income: $3314 Traditional Rental Income: $2737 Airbnb ROI: 4.14% Traditional ROI: 4.61%
233 RIALTO ROAD Kissimmee, FL Welcome to your dream home in Solivita! This stunning 2-bedroom, 2-bathroom residence, com...	2 beds \| 2 baths \| 1,543 sq.ft.	$269,000	Airbnb cash on cash: 4.24% Traditional cash on cash: 5.29% Airbnb Rental Income: $2758 Traditional Rental Income: $2377 Airbnb ROI: 4.24% Traditional ROI: 5.29%
99 AUBURN DRIVE Kissimmee, FL Beautifully maintained home in Solivita. Gorgeous landscaping and flowers around the stone...	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.	$399,990	Airbnb cash on cash: 4.3% Traditional cash on cash: 3.64% Airbnb Rental Income: $3682 Traditional Rental Income: $2634 Airbnb ROI: 4.3% Traditional ROI: 3.64%
4411 GREAT HARBOR LANE Kissimmee, FL Welcome to a fully updated home in a highly desirable community that allows both short-ter...	4 beds \| 4 baths \| 2,465 sq.ft.	$444,990	Airbnb cash on cash: 4.22% Traditional cash on cash: 6.51% Airbnb Rental Income: $3682 Traditional Rental Income: $3836 Airbnb ROI: 4.22% Traditional ROI: 6.51%
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.	$340,000	Airbnb cash on cash: 5.16% Traditional cash on cash: 4.12% Airbnb Rental Income: $3314 Traditional Rental Income: $2242 Airbnb ROI: 5.16% Traditional ROI: 4.12%
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.	$399,000	Airbnb cash on cash: 4.62% Traditional cash on cash: 3.56% Airbnb Rental Income: $3314 Traditional Rental Income: $2178 Airbnb ROI: 4.62% Traditional ROI: 3.56%
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 HUGE PRICE DROP! Welcome to Your Dream Oasis in Indian Creek! Nestled on a coveted corne...	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.	$425,000	Airbnb cash on cash: 4.16% Traditional cash on cash: 3.02% Airbnb Rental Income: $3682 Traditional Rental Income: $2426 Airbnb ROI: 4.16% Traditional ROI: 3.02%
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.	$485,000	Airbnb cash on cash: 2.83% Traditional cash on cash: 2.54% Airbnb Rental Income: $3682 Traditional Rental Income: $2746 Airbnb ROI: 2.83% Traditional ROI: 2.54%
3 TROPHY LANE Kissimmee, FL Fully Renovated & Move-In Ready in Prime Poinciana Location! This beautifully updated 4-be...	4 beds \| 2 baths \| 1,578 sq.ft.	$269,000	Airbnb cash on cash: 8.79% Traditional cash on cash: 6.39% Airbnb Rental Income: $3682 Traditional Rental Income: $2270 Airbnb ROI: 8.79% Traditional ROI: 6.39%
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%
2357 TOWN AND COUNTRY DRIVE Kissimmee, FL Under contract-accepting backup offers. Nestled in the charming Jacaranda Estates and Sier...	3 beds \| 2 baths \| 1,197 sq.ft.	$300,000	Airbnb cash on cash: 6.62% Traditional cash on cash: 4.28% Airbnb Rental Income: $3314 Traditional Rental Income: $1912 Airbnb ROI: 6.62% Traditional ROI: 4.28%
614 ELBRIDGE DRIVE Kissimmee, FL Welcome to your dream home! This beautifully maintained 4-bedroom, 3-bath pool home perfec...	4 beds \| 3 baths \| 2,847 sq.ft.	$419,900	Airbnb cash on cash: 4.58% Traditional cash on cash: 5.7% Airbnb Rental Income: $3682 Traditional Rental Income: $3322 Airbnb ROI: 4.58% Traditional ROI: 5.7%
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.	$399,900	Airbnb cash on cash: 5.06% Traditional cash on cash: 4.19% Airbnb Rental Income: $3682 Traditional Rental Income: $2551 Airbnb ROI: 5.06% Traditional ROI: 4.19%
602 N DELMONTE COURT Kissimmee, FL Explore this beautifully maintained home featuring three bedrooms and three bathrooms, ide...	3 beds \| 3 baths \| 1,446 sq.ft.	$287,000	Airbnb cash on cash: 6.99% Traditional cash on cash: 5.27% Airbnb Rental Income: $3314 Traditional Rental Income: $2108 Airbnb ROI: 6.99% Traditional ROI: 5.27%
160 CONCH DRIVE Kissimmee, FL Investment opportunity! Brand new kitchen, new roof in 2021 and new HVAC in 2018. All inf...	3 beds \| 2 baths \| 1,390 sq.ft.	$259,900	Airbnb cash on cash: 7.48% Traditional cash on cash: 5.07% Airbnb Rental Income: $3314 Traditional Rental Income: $1980 Airbnb ROI: 7.48% Traditional ROI: 5.07%
2506 SHELBY CIRCLE Kissimmee, FL Elegant, Fully Renovated Florida Residence with Water View, Solar Energy & Prime Location....	3 beds \| 2 baths \| 1,642 sq.ft.	$425,000	Airbnb cash on cash: 4.49% Traditional cash on cash: 3.87% Airbnb Rental Income: $3314 Traditional Rental Income: $2329 Airbnb ROI: 4.49% Traditional ROI: 3.87%
417 BAY LEAF DRIVE Kissimmee, FL Short Sale. Short Sale - REPAIRS needed to turn this back into an inviting home with a ver...	4 beds \| 2 baths \| 1,780 sq.ft.	$240,000	Airbnb cash on cash: 8.87% Traditional cash on cash: 6.05% Airbnb Rental Income: $3682 Traditional Rental Income: $2241 Airbnb ROI: 8.87% Traditional ROI: 6.05%
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%
235 HIDDEN SPRINGS CIRCLE Kissimmee, FL Turnkey Pool Home with Airbnb Income & Private Studio! Discover this fully furnished 3-be...	3 beds \| 3 baths \| 1,508 sq.ft.	$425,000	Airbnb cash on cash: 4.24% Traditional cash on cash: 4.19% Airbnb Rental Income: $3314 Traditional Rental Income: $2550 Airbnb ROI: 4.24% Traditional ROI: 4.19%
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.	$380,000	Airbnb cash on cash: 4.96% Traditional cash on cash: 4% Airbnb Rental Income: $3314 Traditional Rental Income: $2231 Airbnb ROI: 4.96% Traditional ROI: 4%
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%
3275 DEER LICK COURT Kissimmee, FL Under contract-accepting backup offers. Over $10,000 Price Reduction! Motivated Seller. ...	3 beds \| 2 baths \| 1,383 sq.ft.	$374,900	Airbnb cash on cash: 4.89% Traditional cash on cash: 4.13% Airbnb Rental Income: $3314 Traditional Rental Income: $2303 Airbnb ROI: 4.89% Traditional ROI: 4.13%
5005 LAGUNA BAY CIRCLE #18 Kissimmee, FL Welcome to 5005 Laguna Bay Circle #18, Kissimmee, FLâa beautifully maintained 2-bedroom,...	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.	$285,000	Airbnb cash on cash: 6.51% Traditional cash on cash: 6.08% Airbnb Rental Income: $3314 Traditional Rental Income: $2458 Airbnb ROI: 6.51% Traditional ROI: 6.08%
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%
2606 TEESIDE COURT Kissimmee, FL Under contract-accepting backup offers. Back on the Market, buyer's financing fell through...	4 beds \| 3 baths \| 2,472 sq.ft.	$424,000	Airbnb cash on cash: 5.01% Traditional cash on cash: 5.79% Airbnb Rental Income: $3682 Traditional Rental Income: $3188 Airbnb ROI: 5.01% Traditional ROI: 5.79%
119 FLORAL COURT Kissimmee, FL Step into this LAKEFRONT - beautifully maintained 3-bedroom, 2.5-bathroom home, perfectly ...	3 beds \| 3 baths \| 1,706 sq.ft.	$359,000	Airbnb cash on cash: 5.33% Traditional cash on cash: 5.92% Airbnb Rental Income: $3314 Traditional Rental Income: $2771 Airbnb ROI: 5.33% Traditional ROI: 5.92%
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%
3856 SHORESIDE DRIVE Kissimmee, FL Welcome to 3856 Shoreside Drive, a beautifully refreshed retreat in the heart of the gated...	4 beds \| 3 baths \| 2,413 sq.ft.	$450,000	Airbnb cash on cash: 4.18% Traditional cash on cash: 3.78% Airbnb Rental Income: $3682 Traditional Rental Income: $2710 Airbnb ROI: 4.18% Traditional ROI: 3.78%
8121 FAN PALM WAY Kissimmee, FL PRIVATE POOL - GATED COMMUNITY - RESORT AMENITIES - 4-bedroom, 2-bathroom pool home in Win...	4 beds \| 2 baths \| 1,567 sq.ft.	$424,000	Airbnb cash on cash: 3.31% Traditional cash on cash: 3.14% Airbnb Rental Income: $3682 Traditional Rental Income: $2812 Airbnb ROI: 3.31% Traditional ROI: 3.14%
973 LAKE BERKLEY DRIVE Kissimmee, FL LAKE VIEW! Located just 7.8 miles from Disney, this luxurious 4-bedroom, 3-bathroom villa ...	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.	$376,000	Airbnb cash on cash: 4.17% Traditional cash on cash: 3.45% Airbnb Rental Income: $3314 Traditional Rental Income: $2321 Airbnb ROI: 4.17% Traditional ROI: 3.45%
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%
919 PATRICK STREET Kissimmee, FL Amazing location!! Donât miss this one! Large multi generational family home /DUPLEX/IN...	5 beds \| 4 baths \| 3,134 sq.ft.	$650,000	Airbnb cash on cash: 1.86% Traditional cash on cash: 0.41% Airbnb Rental Income: $3284 Traditional Rental Income: $1668 Airbnb ROI: 1.86% Traditional ROI: 0.41%

Your search for investment property begins and ends here

Single Family Homes for Sale in Kissimmee, FL

4125 NAVIGATOR WAY

Kissimmee, FL

3 beds | 2 baths | 1,753 sq.ft.

$374,900

Airbnb cash on cash: 4.14%

Traditional cash on cash: 4.61%

Airbnb Rental Income: $3314

Traditional Rental Income: $2737

Airbnb ROI: 4.14%

Traditional ROI: 4.61%

233 RIALTO ROAD

Kissimmee, FL

2 beds | 2 baths | 1,543 sq.ft.

$269,000

Airbnb cash on cash: 4.24%

Traditional cash on cash: 5.29%

Airbnb Rental Income: $2758

Traditional Rental Income: $2377

Airbnb ROI: 4.24%

Traditional ROI: 5.29%

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.

$399,990

Airbnb cash on cash: 4.3%

Traditional cash on cash: 3.64%

Airbnb Rental Income: $3682

Traditional Rental Income: $2634

Airbnb ROI: 4.3%

Traditional ROI: 3.64%

4411 GREAT HARBOR LANE

Kissimmee, FL

4 beds | 4 baths | 2,465 sq.ft.

$444,990

Airbnb cash on cash: 4.22%

Traditional cash on cash: 6.51%

Airbnb Rental Income: $3682

Traditional Rental Income: $3836

Airbnb ROI: 4.22%

Traditional ROI: 6.51%

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.

$340,000

Airbnb cash on cash: 5.16%

Traditional cash on cash: 4.12%

Airbnb Rental Income: $3314

Traditional Rental Income: $2242

Airbnb ROI: 5.16%

Traditional ROI: 4.12%

123 Moss Bluff Road

Kissimmee, FL

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

$399,000

Airbnb cash on cash: 4.62%

Traditional cash on cash: 3.56%

Airbnb Rental Income: $3314

Traditional Rental Income: $2178

Airbnb ROI: 4.62%