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 838 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
167 CASTAWAY BEACH WAY Kissimmee, FL Welcome to this beautifully maintained, single-story, 4-bedroom, 2-bathroom home located o...	4 beds \| 2 baths \| 1,940 sq.ft.	$440,000	Airbnb cash on cash: 3.07% Traditional cash on cash: 3.3% Airbnb Rental Income: $3272 Traditional Rental Income: $2634 Airbnb ROI: 3.07% Traditional ROI: 3.3%
4662 CHEYENNE POINT TRAIL Kissimmee, FL Welcome to this stunning pool home situated on a spacious corner lot in a prime location! ...	5 beds \| 3 baths \| 1,778 sq.ft.	$460,000	Airbnb cash on cash: 6.78% Traditional cash on cash: 4.56% Airbnb Rental Income: $4967 Traditional Rental Income: $2994 Airbnb ROI: 6.78% Traditional ROI: 4.56%
108 AMALFI LANE Kissimmee, FL Upgraded VENETIAN model with Casita with beautiful POND VIEWS in the Bella Viana subdivis...	4 beds \| 5 baths \| 2,917 sq.ft.	$595,000	Airbnb cash on cash: 2% Traditional cash on cash: 7.14% Airbnb Rental Income: $3272 Traditional Rental Income: $5394 Airbnb ROI: 2% Traditional ROI: 7.14%
4384 CREEKSIDE BOULEVARD Kissimmee, FL Come and see this lovely pool home in the well established Creekside Neighborhood. Lots o...	5 beds \| 4 baths \| 2,399 sq.ft.	$519,900	Airbnb cash on cash: 6.38% Traditional cash on cash: 6.96% Airbnb Rental Income: $4967 Traditional Rental Income: $4233 Airbnb ROI: 6.38% Traditional ROI: 6.96%
1355 LAKEVIEW AVENUE Kissimmee, FL Under contract-accepting backup offers. Step into a timeless 1923 gem, full of character a...	2 beds \| 2 baths \| 1,690 sq.ft.	$395,000	Airbnb cash on cash: 2.96% Traditional cash on cash: 4.75% Airbnb Rental Income: $2355 Traditional Rental Income: $2436 Airbnb ROI: 2.96% Traditional ROI: 4.75%
2835 MIDDLETON CIRCLE Kissimmee, FL Welcome to your dream home! This stunning 3-bedroom, 2-bathroom residence boasts a spaciou...	3 beds \| 2 baths \| 1,852 sq.ft.	$415,000	Airbnb cash on cash: 2.52% Traditional cash on cash: 4.89% Airbnb Rental Income: $2532 Traditional Rental Income: $2842 Airbnb ROI: 2.52% Traditional ROI: 4.89%
2108 SHANNON LAKES BOULEVARD Kissimmee, FL Looking for a perfect home in an ideal location? Look no further! This 4-bedroom, 2-bath c...	4 beds \| 2 baths \| 1,842 sq.ft.	$376,600	Airbnb cash on cash: 4.58% Traditional cash on cash: 4.55% Airbnb Rental Income: $3272 Traditional Rental Income: $2527 Airbnb ROI: 4.58% Traditional ROI: 4.55%
8050 KING PALM CIRCLE Kissimmee, FL Welcome to the Guard gated Windsor Palms Resort style Community to escape to paradise. Thi...	4 beds \| 2 baths \| 1,567 sq.ft.	$519,000	Airbnb cash on cash: 2.5% Traditional cash on cash: 2.58% Airbnb Rental Income: $3272 Traditional Rental Income: $2578 Airbnb ROI: 2.5% Traditional ROI: 2.58%
3634 NORTHWOODS DRIVE Kissimmee, FL AMAZING HOME IN BELLALAGO 3 BEDROOM 2 BATHROOM. Kitchen features a breakfast bar with nice...	3 beds \| 2 baths \| 1,687 sq.ft.	$350,000	Airbnb cash on cash: 2.21% Traditional cash on cash: 3.01% Airbnb Rental Income: $2532 Traditional Rental Income: $2184 Airbnb ROI: 2.21% Traditional ROI: 3.01%
4908 MONARCH LANE Kissimmee, FL 3 bedroom 2 bath single family home with a pool under market value; that is the answer to ...	3 beds \| 2 baths \| 1,380 sq.ft.	$349,900	Airbnb cash on cash: 3.71% Traditional cash on cash: 4.9% Airbnb Rental Income: $2532 Traditional Rental Income: $2310 Airbnb ROI: 3.71% Traditional ROI: 4.9%
927 CAMBRIDGE COURT Kissimmee, FL Welcome to 927 Cambridge Court in Kissimmee, Florida, where comfort and convenience blend ...	4 beds \| 2 baths \| 2,088 sq.ft.	$330,000	Airbnb cash on cash: 5.6% Traditional cash on cash: 4.39% Airbnb Rental Income: $3272 Traditional Rental Income: $2163 Airbnb ROI: 5.6% Traditional ROI: 4.39%
4577 YORKSHIRE LANE Kissimmee, FL If your looking for somewhere to call Home? You've found it within sought out Community. ...	3 beds \| 2 baths \| 2,005 sq.ft.	$359,000	Airbnb cash on cash: 3.52% Traditional cash on cash: 5.49% Airbnb Rental Income: $2532 Traditional Rental Income: $2585 Airbnb ROI: 3.52% Traditional ROI: 5.49%
212 SOLIVITA BOULEVARD Kissimmee, FL **NEW PRICE** Remodeled and Updated, Lake views from front porch and all front windows...	2 beds \| 2 baths \| 1,317 sq.ft.	$259,900	Airbnb cash on cash: 3.31% Traditional cash on cash: 4.49% Airbnb Rental Income: $2355 Traditional Rental Income: $2062 Airbnb ROI: 3.31% Traditional ROI: 4.49%
2812 TOWER ROCK STREET Kissimmee, FL Back on the market with a new Roof, Picture yourself in a stunning kitchen with Corian cou...	3 beds \| 2 baths \| 1,915 sq.ft.	$385,000	Airbnb cash on cash: 3.18% Traditional cash on cash: 4.87% Airbnb Rental Income: $2532 Traditional Rental Income: $2533 Airbnb ROI: 3.18% Traditional ROI: 4.87%
3133 QUEEN ALEXANDRIA DRIVE Kissimmee, FL Welcome to your dream home in the desirable gated community of Raintree at Springlake, loc...	4 beds \| 2 baths \| 1,956 sq.ft.	$420,000	Airbnb cash on cash: 4.23% Traditional cash on cash: 4.06% Airbnb Rental Income: $3272 Traditional Rental Income: $2472 Airbnb ROI: 4.23% Traditional ROI: 4.06%
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: 7.36% Traditional cash on cash: 6.05% Airbnb Rental Income: $3272 Traditional Rental Income: $2241 Airbnb ROI: 7.36% Traditional ROI: 6.05%
36 Sawfish Lane Kissimmee, FL Short Sale.NO REAR NEIGHBORS. This delightful 4 bedroom, 2 bathroom, 2 car garage house, b...	4 beds \| 2 baths \| 1,587 sq.ft.	$266,900	Airbnb cash on cash: 7.5% Traditional cash on cash: 5.94% Airbnb Rental Income: $3272 Traditional Rental Income: $2146 Airbnb ROI: 7.5% Traditional ROI: 5.94%
4790 ASHURST STREET Kissimmee, FL One or more photo(s) has been virtually staged. Light, bright, and beautiful home ready fo...	3 beds \| 2 baths \| 1,552 sq.ft.	$354,000	Airbnb cash on cash: 3.7% Traditional cash on cash: 4.39% Airbnb Rental Income: $2532 Traditional Rental Income: $2150 Airbnb ROI: 3.7% Traditional ROI: 4.39%
923 LAKE BERKLEY DRIVE Kissimmee, FL Fully-Furnished Haven with Private Pool <p> A friendly 4-bedroom, 3-bath home in the es...	4 beds \| 3 baths \| 1,542 sq.ft.	$405,000	Airbnb cash on cash: 3.81% Traditional cash on cash: 3.73% Airbnb Rental Income: $3272 Traditional Rental Income: $2507 Airbnb ROI: 3.81% Traditional ROI: 3.73%
570 BRISTOL CIRCLE Kissimmee, FL Welcome to this charming Two-Story Home, beautifully updated for modern living. The main l...	4 beds \| 3 baths \| 2,734 sq.ft.	$445,000	Airbnb cash on cash: 3.57% Traditional cash on cash: 3.65% Airbnb Rental Income: $3272 Traditional Rental Income: $2575 Airbnb ROI: 3.57% Traditional ROI: 3.65%
709 DEL RIO WAY Kissimmee, FL Welcome to 709 Del Rio Way, a beautifully refreshed 3-bedroom, 2-bathroom home offering ov...	3 beds \| 2 baths \| 1,855 sq.ft.	$299,900	Airbnb cash on cash: 3.83% Traditional cash on cash: 5.74% Airbnb Rental Income: $2532 Traditional Rental Income: $2458 Airbnb ROI: 3.83% Traditional ROI: 5.74%
2630 MILL RUN BOULEVARD Kissimmee, FL NO HOA : Fully fenced : Large screened in porch : This spacious 3 BD 2 BA traditional welc...	3 beds \| 2 baths \| 1,286 sq.ft.	$379,000	Airbnb cash on cash: 3.06% Traditional cash on cash: 3.58% Airbnb Rental Income: $2532 Traditional Rental Income: $2107 Airbnb ROI: 3.06% Traditional ROI: 3.58%
464 DANUBE DRIVE Kissimmee, FL Beautiful and well-maintained home with 3 bedrooms and 2 bathrooms, built in 2019. The pro...	3 beds \| 2 baths \| 1,564 sq.ft.	$355,000	Airbnb cash on cash: 3.6% Traditional cash on cash: 4.39% Airbnb Rental Income: $2532 Traditional Rental Income: $2183 Airbnb ROI: 3.6% Traditional ROI: 4.39%
3626 KARIBA COURT Kissimmee, FL Under contract-accepting backup offers. Excellent house with 3 bedrooms and 2 bathrooms, w...	3 beds \| 2 baths \| 1,949 sq.ft.	$355,000	Airbnb cash on cash: 3.35% Traditional cash on cash: 4.82% Airbnb Rental Income: $2532 Traditional Rental Income: $2411 Airbnb ROI: 3.35% Traditional ROI: 4.82%
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.	$496,000	Airbnb cash on cash: 2.89% Traditional cash on cash: 4.55% Airbnb Rental Income: $3272 Traditional Rental Income: $3305 Airbnb ROI: 2.89% Traditional ROI: 4.55%
3601 WEATHERFIELD DRIVE Kissimmee, FL One or more photo(s) has been virtually staged. One or more photo(s) was virtually staged....	4 beds \| 2 baths \| 1,923 sq.ft.	$375,000	Airbnb cash on cash: 3.85% Traditional cash on cash: 2.4% Airbnb Rental Income: $3272 Traditional Rental Income: $2028 Airbnb ROI: 3.85% Traditional ROI: 2.4%
746 HUDSON VALLEY DRIVE Kissimmee, FL Under contract-accepting backup offers. Welcome home! This charming single-story residence...	3 beds \| 2 baths \| 1,657 sq.ft.	$289,999	Airbnb cash on cash: 4.27% Traditional cash on cash: 5.07% Airbnb Rental Income: $2532 Traditional Rental Income: $2142 Airbnb ROI: 4.27% Traditional ROI: 5.07%
609 FLORIDIAN DRIVE Kissimmee, FL SOLAR PANEL HOME *****Welcome to this charming 4 Bedroom, 2 Bathroom home located on nearl...	4 beds \| 2 baths \| 1,855 sq.ft.	$315,000	Airbnb cash on cash: 5.92% Traditional cash on cash: 5.73% Airbnb Rental Income: $3272 Traditional Rental Income: $2481 Airbnb ROI: 5.92% Traditional ROI: 5.73%
950 AMY RIDGE COURT Kissimmee, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. We...	4 beds \| 2 baths \| 1,707 sq.ft.	$366,000	Airbnb cash on cash: 4.69% Traditional cash on cash: 4.24% Airbnb Rental Income: $3272 Traditional Rental Income: $2385 Airbnb ROI: 4.69% Traditional ROI: 4.24%
8121 SUN PALM DR Kissimmee, FL Under contract-accepting backup offers. CONSERVATION VIEW; MANY UPCOMING GUEST BOOKINGS! A...	4 beds \| 3 baths \| 1,842 sq.ft.	$514,900	Airbnb cash on cash: 2.6% Traditional cash on cash: 2.96% Airbnb Rental Income: $3272 Traditional Rental Income: $2711 Airbnb ROI: 2.6% Traditional ROI: 2.96%
4615 TERRY TOWN DRIVE Kissimmee, FL Alert: A beautiful Home in a Prime Location! Discover this modern, upgraded, and spacious ...	3 beds \| 3 baths \| 2,054 sq.ft.	$439,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 3.36% Airbnb Rental Income: $2532 Traditional Rental Income: $2770 Airbnb ROI: 1.3% Traditional ROI: 3.36%
832 VALNERA COURT Kissimmee, FL New Price!! You can be in your new home by Thanksgiving!! Pool Home Available in The Vill...	4 beds \| 3 baths \| 1,774 sq.ft.	$280,000	Airbnb cash on cash: 6.86% Traditional cash on cash: 8.22% Airbnb Rental Income: $3272 Traditional Rental Income: $2895 Airbnb ROI: 6.86% Traditional ROI: 8.22%
3541 Linnet Court Kissimmee, FL PRICE TO SELL, come see this beautiful 3 Bedroom 2 Bath and a Bonus Room that can be an of...	4 beds \| 2 baths \| 1,941 sq.ft.	$355,000	Airbnb cash on cash: 5.27% Traditional cash on cash: 4.77% Airbnb Rental Income: $3272 Traditional Rental Income: $2373 Airbnb ROI: 5.27% Traditional ROI: 4.77%
271 CORALWOOD COURT Kissimmee, FL Under contract-accepting backup offers. Presenting an exquisite 4-bedroom, 2.5-bathroom re...	4 beds \| 3 baths \| 1,844 sq.ft.	$430,000	Airbnb cash on cash: 4.13% Traditional cash on cash: 4.67% Airbnb Rental Income: $3272 Traditional Rental Income: $2753 Airbnb ROI: 4.13% Traditional ROI: 4.67%
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.	$870,000	Airbnb cash on cash: 1.93% Traditional cash on cash: 5.92% Airbnb Rental Income: $4967 Traditional Rental Income: $7186 Airbnb ROI: 1.93% Traditional ROI: 5.92%
2622 MONTEGO BAY BOULEVARD Kissimmee, FL Honey, stop the car! It's hard to find a better location to be able to experience all Kiss...	3 beds \| 2 baths \| 1,502 sq.ft.	$425,000	Airbnb cash on cash: 2.41% Traditional cash on cash: 3.62% Airbnb Rental Income: $2532 Traditional Rental Income: $2403 Airbnb ROI: 2.41% Traditional ROI: 3.62%
317 FLORIDA PARKWAY Kissimmee, FL One or more photo(s) has been virtually staged. Welcome to a beautifully updated home with...	3 beds \| 2 baths \| 1,357 sq.ft.	$352,000	Airbnb cash on cash: 3.79% Traditional cash on cash: 4.47% Airbnb Rental Income: $2532 Traditional Rental Income: $2148 Airbnb ROI: 3.79% Traditional ROI: 4.47%
8891 Geneve Court Kissimmee, FL Prime location, modern design, and resort perks. Windsor at Westside is a premier gated co...	5 beds \| 4 baths \| 2,263 sq.ft.	$509,000	Airbnb cash on cash: 4.16% Traditional cash on cash: 6.3% Airbnb Rental Income: $4967 Traditional Rental Income: $4970 Airbnb ROI: 4.16% Traditional ROI: 6.3%
4318 CREEKS RUN BOULEVARD Kissimmee, FL One or more photo(s) has been virtually staged. Light, bright, and beautiful turnkey home!...	4 beds \| 3 baths \| 2,410 sq.ft.	$418,000	Airbnb cash on cash: 4.13% Traditional cash on cash: 4.76% Airbnb Rental Income: $3272 Traditional Rental Income: $2787 Airbnb ROI: 4.13% Traditional ROI: 4.76%
3074 KEY LIME LOOP Kissimmee, FL MARGARITAVILLE RESORT ORLANDO COTTAGE FOR SALE! PREMIUM PHASE 1 COTTAGE LOCATED CLOSE TO T...	2 beds \| 3 baths \| 1,305 sq.ft.	$479,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 0.91% Airbnb Rental Income: $2355 Traditional Rental Income: $2290 Airbnb ROI: -0.24% Traditional ROI: 0.91%

Your search for investment property begins and ends here

Single Family Homes for Sale in Kissimmee, FL

167 CASTAWAY BEACH WAY

Kissimmee, FL

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

$440,000

Airbnb cash on cash: 3.07%

Traditional cash on cash: 3.3%

Airbnb Rental Income: $3272

Traditional Rental Income: $2634

Airbnb ROI: 3.07%

Traditional ROI: 3.3%

4662 CHEYENNE POINT TRAIL

Kissimmee, FL

5 beds | 3 baths | 1,778 sq.ft.

$460,000

Airbnb cash on cash: 6.78%

Traditional cash on cash: 4.56%

Airbnb Rental Income: $4967

Traditional Rental Income: $2994

Airbnb ROI: 6.78%

Traditional ROI: 4.56%

108 AMALFI LANE

Kissimmee, FL

4 beds | 5 baths | 2,917 sq.ft.

$595,000

Airbnb cash on cash: 2%

Traditional cash on cash: 7.14%

Airbnb Rental Income: $3272

Traditional Rental Income: $5394

Airbnb ROI: 2%

Traditional ROI: 7.14%

4384 CREEKSIDE BOULEVARD

Kissimmee, FL

5 beds | 4 baths | 2,399 sq.ft.

$519,900

Airbnb cash on cash: 6.38%

Traditional cash on cash: 6.96%

Airbnb Rental Income: $4967

Traditional Rental Income: $4233

Airbnb ROI: 6.38%

Traditional ROI: 6.96%

1355 LAKEVIEW AVENUE

Kissimmee, FL

2 beds | 2 baths | 1,690 sq.ft.

$395,000

Airbnb cash on cash: 2.96%

Traditional cash on cash: 4.75%

Airbnb Rental Income: $2355

Traditional Rental Income: $2436

Airbnb ROI: 2.96%

Traditional ROI: 4.75%

2835 MIDDLETON CIRCLE

Kissimmee, FL

3 beds | 2 baths | 1,852 sq.ft.

$415,000

Airbnb cash on cash: 2.52%

Traditional cash on cash: 4.89%

Airbnb Rental Income: $2532

Traditional Rental Income: $2842

Airbnb ROI: 2.52%

Traditional ROI: 4.89%

2108 SHANNON LAKES BOULEVARD

Kissimmee, FL

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

$376,600

Airbnb cash on cash: 4.58%

Traditional cash on cash: 4.55%

Airbnb Rental Income: $3272

Traditional Rental Income: $2527

Airbnb ROI: 4.58%

Traditional ROI: 4.55%

8050 KING PALM CIRCLE

Kissimmee, FL

4 beds | 2 baths | 1,567 sq.ft.

$519,000

Airbnb cash on cash: 2.5%

Traditional cash on cash: 2.58%

Airbnb Rental Income: $3272

Traditional Rental Income: $2578

Airbnb ROI: 2.5%