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 1,994 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 Dr Kissimmee, FL Charming and well-maintained home located in the desirable community of Poinciana Villages...	3 beds \| 2 baths \| 1,057 sq.ft.	$260,000	Airbnb cash on cash: 1.37% Traditional cash on cash: 4.86% Airbnb Rental Income: $1429 Traditional Rental Income: $1857 Airbnb ROI: 1.37% Traditional ROI: 4.86%
1831 Windward Oaks Ct Kissimmee, FL Price just LOWERED!!!!!! Welcome to your dream home in the beautiful BellaLago community!...	5 beds \| 3 baths \| 2,813 sq.ft.	$549,900	Airbnb cash on cash: 2.41% Traditional cash on cash: 4.27% Airbnb Rental Income: $3399 Traditional Rental Income: $3601 Airbnb ROI: 2.41% Traditional ROI: 4.27%
202 Woodson Ct Kissimmee, FL Welcome to this stunning 3,744 square foot residence located on a quiet cul de sac within ...	5 beds \| 3 baths \| 3,744 sq.ft.	$595,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 6.73% Airbnb Rental Income: $3399 Traditional Rental Income: $4904 Airbnb ROI: 2.66% Traditional ROI: 6.73%
950 Marcello Blvd Kissimmee, FL Get in and take a look at this gorgeous 4 bed, 3 bath home with stunning lake view on the ...	4 beds \| 3 baths \| 1,647 sq.ft.	$455,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 1.55% Airbnb Rental Income: $2021 Traditional Rental Income: $2085 Airbnb ROI: 0.17% Traditional ROI: 1.55%
604 Chadbury Way Kissimmee, FL Fully furnished Ranch style luxury south facing pool home located in Remington golf commun...	4 beds \| 3 baths \| 1,719 sq.ft.	$439,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 2.75% Airbnb Rental Income: $2021 Traditional Rental Income: $2102 Airbnb ROI: 1.27% Traditional ROI: 2.75%
2239 Santa Lucia St Kissimmee, FL Short Sale. Centrally located and move-in ready, this 3 bedroom, 2 bath home features an o...	3 beds \| 2 baths \| 1,059 sq.ft.	$318,497	Airbnb cash on cash: 0.72% Traditional cash on cash: 5% Airbnb Rental Income: $1429 Traditional Rental Income: $2284 Airbnb ROI: 0.72% Traditional ROI: 5%
3523 FOREST PARK DRIVE Kissimmee, FL NOW YOU CAN RENT-TO-OWN THIS beautifully upgraded two-story home in the prestigious, guard...	4 beds \| 3 baths \| 2,123 sq.ft.	$560,000	Airbnb cash on cash: 0.51% Traditional cash on cash: 2.87% Airbnb Rental Income: $2021 Traditional Rental Income: $2729 Airbnb ROI: 0.51% Traditional ROI: 2.87%
2521 JASMINE TRACE DRIVE Kissimmee, FL Absolutely stunning and thoughtfully designed, this exceptional home offers the perfect bl...	4 beds \| 3 baths \| 2,658 sq.ft.	$520,000	Airbnb cash on cash: 0.95% Traditional cash on cash: 5.56% Airbnb Rental Income: $2021 Traditional Rental Income: $3738 Airbnb ROI: 0.95% Traditional ROI: 5.56%
8050 King Palm Cir 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.	$495,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 2.26% Airbnb Rental Income: $2021 Traditional Rental Income: $2922 Airbnb ROI: -0.82% Traditional ROI: 2.26%
7920 GOLDEN POND CIRCLE Kissimmee, FL Under contract-accepting backup offers. Proven Income. Prime Location. Move-In Ready Inves...	4 beds \| 3 baths \| 2,040 sq.ft.	$475,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 3.2% Airbnb Rental Income: $2021 Traditional Rental Income: $2565 Airbnb ROI: 0.79% Traditional ROI: 3.2%
639 Mesilla Dr Kissimmee, FL Short term rental approved, no minimum lease period. Are looking for an immaculate home w...	3 beds \| 2 baths \| 2,033 sq.ft.	$309,900	Airbnb cash on cash: 1.3% Traditional cash on cash: 5.42% Airbnb Rental Income: $1429 Traditional Rental Income: $2202 Airbnb ROI: 1.3% Traditional ROI: 5.42%
4490 SPRING BLOSSOM LANE Kissimmee, FL Under contract-accepting backup offers. Beautiful and maintained 3,266 sq. ft. two-story h...	4 beds \| 3 baths \| 3,266 sq.ft.	$370,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 5.72% Airbnb Rental Income: $2021 Traditional Rental Income: $2861 Airbnb ROI: 1.78% Traditional ROI: 5.72%
2918 Sunset Vista Blvd Kissimmee, FL Come see this beautiful 4 bedroom, 2 bathroom pool home in a gated community! This home co...	4 beds \| 2 baths \| 1,701 sq.ft.	$415,000	Airbnb cash on cash: 1.46% Traditional cash on cash: 4.78% Airbnb Rental Income: $2021 Traditional Rental Income: $2787 Airbnb ROI: 1.46% Traditional ROI: 4.78%
3196 STONEHURST CIRCLE Kissimmee, FL WATERFRONT If you're looking for an open-floor plan move-in ready home with a waterfro...	3 beds \| 2 baths \| 1,814 sq.ft.	$415,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 4.01% Airbnb Rental Income: $1429 Traditional Rental Income: $2671 Airbnb ROI: -0.28% Traditional ROI: 4.01%
763 Rolfe St Kissimmee, FL Located in an established Kissimmee neighborhood, this 3-bedroom, 2-bath single-family hom...	3 beds \| 2 baths \| 1,088 sq.ft.	$159,900	Airbnb cash on cash: 3.1% Traditional cash on cash: 11.04% Airbnb Rental Income: $1429 Traditional Rental Income: $2214 Airbnb ROI: 3.1% Traditional ROI: 11.04%
1144 Cambourne Dr Kissimmee, FL TO BE BUILT and UNDER CONSTRUCTION. Looking for a step up without breaking the budget??? W...	4 beds \| 2 baths \| 1,808 sq.ft.	$329,000	Airbnb cash on cash: 3.11% Traditional cash on cash: 5.05% Airbnb Rental Income: $2021 Traditional Rental Income: $2096 Airbnb ROI: 3.11% Traditional ROI: 5.05%
602 Mesilla Dr Kissimmee, FL Buy through Auction.com. This foreclosure property is a great opportunity to invest in thi...	3 beds \| 2 baths \| 1,771 sq.ft.	$289,900	Airbnb cash on cash: 1.45% Traditional cash on cash: 5.85% Airbnb Rental Income: $1429 Traditional Rental Income: $2203 Airbnb ROI: 1.45% Traditional ROI: 5.85%
961 Marisa Ln Kissimmee, FL Beautiful 3 bedroom 2 bathroom corner lot custom RD&C Builder home in sought-after gated c...	3 beds \| 2 baths \| 2,026 sq.ft.	$375,000	Airbnb cash on cash: 0.82% Traditional cash on cash: 4.04% Airbnb Rental Income: $1429 Traditional Rental Income: $2135 Airbnb ROI: 0.82% Traditional ROI: 4.04%
2708 PRESTWICK LANE Kissimmee, FL Beautiful 4-bedroom, 3.5-bath pool home located in the highly desirable community of Remin...	4 beds \| 4 baths \| 2,513 sq.ft.	$387,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 6.76% Airbnb Rental Income: $2021 Traditional Rental Income: $3673 Airbnb ROI: 0.76% Traditional ROI: 6.76%
7681 BENJI RIDGE TRAIL Kissimmee, FL Under contract-accepting backup offers. BEAUTIFUL 4 bed 2 full bath corner lot home in Ind...	4 beds \| 2 baths \| 1,602 sq.ft.	$290,000	Airbnb cash on cash: 1.89% Traditional cash on cash: 4.87% Airbnb Rental Income: $2021 Traditional Rental Income: $2310 Airbnb ROI: 1.89% Traditional ROI: 4.87%
2657 Oneida Loop Kissimmee, FL Welcome to this beautifully maintained, fully furnished 4-bedroom, 3-bath pool home in the...	4 beds \| 3 baths \| 1,791 sq.ft.	$479,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 4.14% Airbnb Rental Income: $2021 Traditional Rental Income: $3014 Airbnb ROI: 0.75% Traditional ROI: 4.14%
146 Club Villas Ln Kissimmee, FL Charming, well maintained one story townhome located in the sought after golf community of...	2 beds \| 2 baths \| 1,397 sq.ft.	$299,900	Airbnb cash on cash: -0.48% Traditional cash on cash: 3.12% Airbnb Rental Income: $1275 Traditional Rental Income: $1890 Airbnb ROI: -0.48% Traditional ROI: 3.12%
913 San Rafael Way Kissimmee, FL Cozy 3 bedrooms,2 bathrooms,2 car garage, freshly painted inside and out , Ceramic tile t...	3 beds \| 2 baths \| 1,329 sq.ft.	$249,999	Airbnb cash on cash: 1.7% Traditional cash on cash: 5.46% Airbnb Rental Income: $1429 Traditional Rental Income: $1890 Airbnb ROI: 1.7% Traditional ROI: 5.46%
1136 Doncaster Ct Kissimmee, FL Well maintained 4 bed 2 baths ready to move in. Modern Open Floor Plan, Nice & Clean Ceram...	4 beds \| 2 baths \| 1,730 sq.ft.	$239,000	Airbnb cash on cash: 4.18% Traditional cash on cash: 8.5% Airbnb Rental Income: $2021 Traditional Rental Income: $2471 Airbnb ROI: 4.18% Traditional ROI: 8.5%
2664 Horseshoe Bay Dr Kissimmee, FL Welcome to your beautiful two-story home, conveniently located in the heart of Kissimmee w...	4 beds \| 2 baths \| 1,959 sq.ft.	$389,500	Airbnb cash on cash: 1.4% Traditional cash on cash: 4.62% Airbnb Rental Income: $2021 Traditional Rental Income: $2674 Airbnb ROI: 1.4% Traditional ROI: 4.62%
411 MANITOBA DRIVE Kissimmee, FL Under contract-accepting backup offers. Looking for lots of space? Come visit this Spaciou...	3 beds \| 3 baths \| 2,230 sq.ft.	$299,900	Airbnb cash on cash: 0.59% Traditional cash on cash: 4.7% Airbnb Rental Income: $1429 Traditional Rental Income: $2164 Airbnb ROI: 0.59% Traditional ROI: 4.7%
235 INDIAN WELLS AVENUE Kissimmee, FL Live the Resort Life Every Day! This impeccably maintained Palm Island model WITH A SOON-T...	2 beds \| 3 baths \| 1,935 sq.ft.	$319,900	Airbnb cash on cash: -1.33% Traditional cash on cash: 3.6% Airbnb Rental Income: $1275 Traditional Rental Income: $2356 Airbnb ROI: -1.33% Traditional ROI: 3.6%
823 Ognon Ct Kissimmee, FL Excellent investment opportunity in Kissimmee with strong income-producing potential with ...	5 beds \| 2 baths \| 2,300 sq.ft.	$349,000	Airbnb cash on cash: 5.43% Traditional cash on cash: 5.43% Airbnb Rental Income: $3399 Traditional Rental Income: $2644 Airbnb ROI: 5.43% Traditional ROI: 5.43%
5112 Violet Ln Kissimmee, FL Under contract-accepting backup offers. Enjoy the best of Florida with a stunning water vi...	3 beds \| 2 baths \| 1,480 sq.ft.	$379,900	Airbnb cash on cash: 0.33% Traditional cash on cash: 2.81% Airbnb Rental Income: $1429 Traditional Rental Income: $1884 Airbnb ROI: 0.33% Traditional ROI: 2.81%
7694 Indian Ridge Trl S Kissimmee, FL For Sale â Updated 3BR/2BA Home With Conservation View + NEW HOT WATER HEATER Now off...	3 beds \| 2 baths \| 1,535 sq.ft.	$365,000	Airbnb cash on cash: 0% Traditional cash on cash: 3.86% Airbnb Rental Income: $1429 Traditional Rental Income: $2324 Airbnb ROI: 0% Traditional ROI: 3.86%
4815 Lake Sheppard St Kissimmee, FL This is the one you have been looking for!! Great starter home, located at the beautiful c...	4 beds \| 2 baths \| 2,116 sq.ft.	$355,000	Airbnb cash on cash: 2.1% Traditional cash on cash: 4.95% Airbnb Rental Income: $2021 Traditional Rental Income: $2445 Airbnb ROI: 2.1% Traditional ROI: 4.95%
5009 Laguna Bay Cir #39 Kissimmee, FL DON'T MISS THIS OPPORTUNITY. Two options, Move in ready or High profitable business (Fully...	3 beds \| 2 baths \| 1,220 sq.ft.	$218,900	Airbnb cash on cash: -0.12% Traditional cash on cash: 3.31% Airbnb Rental Income: $1429 Traditional Rental Income: $1713 Airbnb ROI: -0.12% Traditional ROI: 3.31%
17 S Flag Dr Kissimmee, FL Spacious single-story home with an open layout, vaulted ceilings, and abundant natural lig...	3 beds \| 2 baths \| 1,218 sq.ft.	$239,999	Airbnb cash on cash: 1.71% Traditional cash on cash: 5.7% Airbnb Rental Income: $1429 Traditional Rental Income: $1907 Airbnb ROI: 1.71% Traditional ROI: 5.7%
654 Madrid Dr Kissimmee, FL This is an amazing house! Whether for investment or for a growing family, this home has EV...	4 beds \| 2 baths \| 3,226 sq.ft.	$499,900	Airbnb cash on cash: 1.18% Traditional cash on cash: 3.71% Airbnb Rental Income: $2021 Traditional Rental Income: $2675 Airbnb ROI: 1.18% Traditional ROI: 3.71%
2908 Eldiente Way Kissimmee, FL Under contract-accepting backup offers. Attention Buyers! Seller offers up to $30,000 cred...	4 beds \| 3 baths \| 2,099 sq.ft.	$310,000	Airbnb cash on cash: 2.4% Traditional cash on cash: 7.29% Airbnb Rental Income: $2021 Traditional Rental Income: $2920 Airbnb ROI: 2.4% Traditional ROI: 7.29%
4405 BISCAYNE BREEZE WAY Kissimmee, FL One or more photo(s) has been virtually staged. Welcome to 4405 Biscayne Breeze Way, locat...	4 beds \| 3 baths \| 2,601 sq.ft.	$460,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 4.27% Airbnb Rental Income: $2021 Traditional Rental Income: $2882 Airbnb ROI: 1.05% Traditional ROI: 4.27%
1117 Cambourne Dr Kissimmee, FL One or more photo(s) has been virtually staged. PRICE REDUCED. The interior of the home h...	4 beds \| 2 baths \| 2,168 sq.ft.	$299,999	Airbnb cash on cash: 2.25% Traditional cash on cash: 6.72% Airbnb Rental Income: $2021 Traditional Rental Income: $2759 Airbnb ROI: 2.25% Traditional ROI: 6.72%
7748 Indian Ridge Trl S Kissimmee, FL Look no further. This home has been completely updated with excellent craftsmanship. Owne...	4 beds \| 2 baths \| 1,787 sq.ft.	$389,900	Airbnb cash on cash: 1.94% Traditional cash on cash: 3.81% Airbnb Rental Income: $2021 Traditional Rental Income: $2178 Airbnb ROI: 1.94% Traditional ROI: 3.81%
145 Thornbury Dr Kissimmee, FL Welcome to this beautifully maintained 4-bedroom, 2-bathroom home with a 2-car garage loca...	4 beds \| 2 baths \| 1,766 sq.ft.	$375,900	Airbnb cash on cash: 1.82% Traditional cash on cash: 4.15% Airbnb Rental Income: $2021 Traditional Rental Income: $2317 Airbnb ROI: 1.82% Traditional ROI: 4.15%

Your search for investment property begins and ends here

Single Family Homes for Sale in Kissimmee, FL

719 Del Ray Dr

Kissimmee, FL

3 beds | 2 baths | 1,057 sq.ft.

$260,000

Airbnb cash on cash: 1.37%

Traditional cash on cash: 4.86%

Airbnb Rental Income: $1429

Traditional Rental Income: $1857

Airbnb ROI: 1.37%

Traditional ROI: 4.86%

1831 Windward Oaks Ct

Kissimmee, FL

5 beds | 3 baths | 2,813 sq.ft.

$549,900

Airbnb cash on cash: 2.41%

Traditional cash on cash: 4.27%

Airbnb Rental Income: $3399

Traditional Rental Income: $3601

Airbnb ROI: 2.41%

Traditional ROI: 4.27%

202 Woodson Ct

Kissimmee, FL

5 beds | 3 baths | 3,744 sq.ft.

$595,000

Airbnb cash on cash: 2.66%

Traditional cash on cash: 6.73%

Airbnb Rental Income: $3399

Traditional Rental Income: $4904

Airbnb ROI: 2.66%

Traditional ROI: 6.73%

950 Marcello Blvd

Kissimmee, FL

4 beds | 3 baths | 1,647 sq.ft.

$455,000

Airbnb cash on cash: 0.17%

Traditional cash on cash: 1.55%

Airbnb Rental Income: $2021

Traditional Rental Income: $2085

Airbnb ROI: 0.17%

Traditional ROI: 1.55%

604 Chadbury Way

Kissimmee, FL

4 beds | 3 baths | 1,719 sq.ft.

$439,000

Airbnb cash on cash: 1.27%

Traditional cash on cash: 2.75%

Airbnb Rental Income: $2021

Traditional Rental Income: $2102

Airbnb ROI: 1.27%

Traditional ROI: 2.75%

2239 Santa Lucia St

Kissimmee, FL

3 beds | 2 baths | 1,059 sq.ft.

$318,497

Airbnb cash on cash: 0.72%

Traditional cash on cash: 5%

Airbnb Rental Income: $1429

Traditional Rental Income: $2284

Airbnb ROI: 0.72%

Traditional ROI: 5%

3523 FOREST PARK DRIVE

Kissimmee, FL

4 beds | 3 baths | 2,123 sq.ft.

$560,000

Airbnb cash on cash: 0.51%

Traditional cash on cash: 2.87%

Airbnb Rental Income: $2021

Traditional Rental Income: $2729

Airbnb ROI: 0.51%

Traditional ROI: 2.87%

2521 JASMINE TRACE DRIVE

Kissimmee, FL

4 beds | 3 baths | 2,658 sq.ft.

$520,000

Airbnb cash on cash: 0.95%

Traditional cash on cash: 5.56%

Airbnb Rental Income: $2021

Traditional Rental Income: $3738

Airbnb ROI: 0.95%