Airbnb Properties for Sale in Kissimmee, FL

Looking for a vacation rental investment in Kissimmee, FL with high ROI ?

Explore a range of newly added short-term rental homes in Kissimmee, FL. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Kissimmee, FL

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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: 5.02% Traditional cash on cash: 4.86% Airbnb Rental Income: $2503 Traditional Rental Income: $1857 Airbnb ROI: 5.02% Traditional ROI: 4.86%
1831 Windward Oaks Ct Kissimmee, FL LARGE PRICE REDUCTION and Buyer bonus of one free year of pool service included with accep...	5 beds \| 3 baths \| 2,813 sq.ft.	$539,900	Airbnb cash on cash: 5.01% Traditional cash on cash: 4.37% Airbnb Rental Income: $4939 Traditional Rental Income: $3601 Airbnb ROI: 5.01% Traditional ROI: 4.37%
4558 Ada Ln Kissimmee, FL Formerly the model home for Park Square Homes. Beautiful fully furnished 3 bedroom town ho...	3 beds \| 2 baths \| 1,295 sq.ft.	$298,900	Airbnb cash on cash: 2.6% Traditional cash on cash: 1.96% Airbnb Rental Income: $2503 Traditional Rental Income: $1717 Airbnb ROI: 2.6% Traditional ROI: 1.96%
255 Gardenia Rd Kissimmee, FL Nice and cozy home. Three bedrms., 2 baths. Jacuzzi on the porch. Minutes from Orlando I...	3 beds \| 2 baths \| 1,168 sq.ft.	$339,000	Airbnb cash on cash: 4.4% Traditional cash on cash: 3.86% Airbnb Rental Income: $2503 Traditional Rental Income: $1726 Airbnb ROI: 4.4% Traditional ROI: 3.86%
3048 Seaview Castle Dr Kissimmee, FL Live, work and play in gated Compass Bay, a resort style community in the center of everyt...	4 beds \| 2 baths \| 1,872 sq.ft.	$399,000	Airbnb cash on cash: 3.56% Traditional cash on cash: 2.79% Airbnb Rental Income: $3036 Traditional Rental Income: $2053 Airbnb ROI: 3.56% Traditional ROI: 2.79%
604 Chadbury Way Kissimmee, FL Welcome to this beautiful LAKEVIEW POOL HOME with 4 bed/3 bath FURNISHED located in Reming...	4 beds \| 3 baths \| 1,719 sq.ft.	$419,000	Airbnb cash on cash: 3.27% Traditional cash on cash: 2.66% Airbnb Rental Income: $3036 Traditional Rental Income: $2102 Airbnb ROI: 3.27% Traditional ROI: 2.66%
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.	$325,000	Airbnb cash on cash: 5.93% Traditional cash on cash: 5.12% Airbnb Rental Income: $3036 Traditional Rental Income: $2096 Airbnb ROI: 5.93% Traditional ROI: 5.12%
5148 Adelaide Dr Kissimmee, FL Under Construction - Vacation in the Heart of Central Florida. Townhome features 4 bedroom...	4 beds \| 3 baths \| 1,782 sq.ft.	$364,900	Airbnb cash on cash: 3.8% Traditional cash on cash: 3.72% Airbnb Rental Income: $3036 Traditional Rental Income: $2312 Airbnb ROI: 3.8% Traditional ROI: 3.72%
913 San Rafael Way Kissimmee, FL Featured Property - Exceptional Opportunity in Kissimmee Welcome to this beautifully maint...	3 beds \| 2 baths \| 1,329 sq.ft.	$245,999	Airbnb cash on cash: 4.82% Traditional cash on cash: 4.79% Airbnb Rental Income: $2503 Traditional Rental Income: $1890 Airbnb ROI: 4.82% Traditional ROI: 4.79%
8809 Dunes Ct #202 Kissimmee, FL Located in Gated Legacy Dunes a resort style community surrounded by beautiful landscaping...	4 beds \| 2 baths \| 1,377 sq.ft.	$300,000	Airbnb cash on cash: 3.53% Traditional cash on cash: 1.89% Airbnb Rental Income: $3036 Traditional Rental Income: $1880 Airbnb ROI: 3.53% Traditional ROI: 1.89%
5252 Cane Island Loop #204 Kissimmee, FL Investor home-Private home-Vacation home. Charming 3-bedroom, 2-bathroom residence in the ...	3 beds \| 2 baths \| 1,402 sq.ft.	$219,900	Airbnb cash on cash: 2.88% Traditional cash on cash: 2.62% Airbnb Rental Income: $2503 Traditional Rental Income: $1843 Airbnb ROI: 2.88% Traditional ROI: 2.62%
2803 Moonstone Bnd Kissimmee, FL Live within peaceful surroundings in the desirable community of Emerald Lakes, coupled wit...	4 beds \| 2 baths \| 2,000 sq.ft.	$344,900	Airbnb cash on cash: 5.14% Traditional cash on cash: 4.53% Airbnb Rental Income: $3036 Traditional Rental Income: $2144 Airbnb ROI: 5.14% Traditional ROI: 4.53%
2116 Sand Run Rd Kissimmee, FL Opportunity knocks! Act fast! Bring your paintbrush and save. This great property located ...	3 beds \| 2 baths \| 1,184 sq.ft.	$290,000	Airbnb cash on cash: 5.39% Traditional cash on cash: 5.09% Airbnb Rental Income: $2503 Traditional Rental Income: $1814 Airbnb ROI: 5.39% Traditional ROI: 5.09%
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: 9.34% Traditional cash on cash: 5.43% Airbnb Rental Income: $4939 Traditional Rental Income: $2644 Airbnb ROI: 9.34% Traditional ROI: 5.43%
145 Thornbury Drive 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: 4.22% Traditional cash on cash: 4.15% Airbnb Rental Income: $3036 Traditional Rental Income: $2317 Airbnb ROI: 4.22% Traditional ROI: 4.15%
8454 Crystal Cove Loop Kissimmee, FL Buyer Financing Fell Through so Back on Market!! This lovely fully furnished townhouse is ...	3 beds \| 2 baths \| 1,291 sq.ft.	$249,000	Airbnb cash on cash: 2.85% Traditional cash on cash: 2.18% Airbnb Rental Income: $2503 Traditional Rental Income: $1739 Airbnb ROI: 2.85% Traditional ROI: 2.18%
2700 Camaro Dr Kissimmee, FL Beautiful vacation home or Full time residence!!! GREAT INVESTMENT OPPORTUNITY. About 10% ...	4 beds \| 3 baths \| 1,852 sq.ft.	$319,900	Airbnb cash on cash: 3.41% Traditional cash on cash: 3.15% Airbnb Rental Income: $3036 Traditional Rental Income: $2263 Airbnb ROI: 3.41% Traditional ROI: 3.15%
1288 S Beach Cir Kissimmee, FL Live the Florida Lifestyle In This Gated Community Near Orlando Attractions! Features Inc...	3 beds \| 2 baths \| 1,468 sq.ft.	$280,000	Airbnb cash on cash: 4.01% Traditional cash on cash: 3.61% Airbnb Rental Income: $2503 Traditional Rental Income: $1790 Airbnb ROI: 4.01% Traditional ROI: 3.61%
153 Barefoot Beach Way Kissimmee, FL Beautiful and Well Kept villa at Terra Verde Resort. Fully furnished, this house has charm...	5 beds \| 3 baths \| 1,940 sq.ft.	$450,000	Airbnb cash on cash: 6.07% Traditional cash on cash: 3.5% Airbnb Rental Income: $4939 Traditional Rental Income: $2844 Airbnb ROI: 6.07% Traditional ROI: 3.5%
69 S Marbrisa Way Kissimmee, FL Wonderful 2 bedrooms and 1 bathroom. A single-story home presents a fantastic option for a...	2 beds \| 1 baths \| 750 sq.ft.	$190,000	Airbnb cash on cash: 5.89% Traditional cash on cash: 4.41% Airbnb Rental Income: $2090 Traditional Rental Income: $1285 Airbnb ROI: 5.89% Traditional ROI: 4.41%
3127 Conrad Ct Kissimmee, FL NEW ROOF ,Lake Nona/Orlando. If you are looking for a home with an oversized lot in Orland...	4 beds \| 2 baths \| 2,302 sq.ft.	$535,000	Airbnb cash on cash: 3.02% Traditional cash on cash: 2.92% Airbnb Rental Income: $3036 Traditional Rental Income: $2289 Airbnb ROI: 3.02% Traditional ROI: 2.92%
3100 Parkway Blvd #123 Kissimmee, FL Discover your perfect Florida getaway or high-potential investment at 3100 Parkway Blvd #1...	2 beds \| 1 baths \| 635 sq.ft.	$219,900	Airbnb cash on cash: 0.69% Traditional cash on cash: -0.95% Airbnb Rental Income: $2090 Traditional Rental Income: $1210 Airbnb ROI: 0.69% Traditional ROI: -0.95%
815 E Flag Ln Kissimmee, FL Adorable 3/2 Home With Lots Of Yard Space For Fun, Entertainment, Games Etc. Conveniently ...	3 beds \| 2 baths \| 1,218 sq.ft.	$244,900	Airbnb cash on cash: 5.71% Traditional cash on cash: 5.29% Airbnb Rental Income: $2503 Traditional Rental Income: $1800 Airbnb ROI: 5.71% Traditional ROI: 5.29%
8836 DUNES Court #208 Kissimmee, FL Stunning Fully Renovated 4-Bedroom Condo - Prime Location, Fully Furnished & Airbnb-Ready ...	4 beds \| 2 baths \| 1,377 sq.ft.	$275,000	Airbnb cash on cash: 3.69% Traditional cash on cash: 3.59% Airbnb Rental Income: $3036 Traditional Rental Income: $2315 Airbnb ROI: 3.69% Traditional ROI: 3.59%
380 Pendant Ct Kissimmee, FL	5 beds \| 5 baths \| 2,579 sq.ft.	$589,000	Airbnb cash on cash: 3.22% Traditional cash on cash: 2.89% Airbnb Rental Income: $4939 Traditional Rental Income: $3745 Airbnb ROI: 3.22% Traditional ROI: 2.89%
8027 Acadia Estates Ct Kissimmee, FL 8027 Acadia Estates Ct, Kissimmee, FL 34747 \| Single Family Residential	5 beds \| 4 baths \| 2,709 sq.ft.	$449,999	Airbnb cash on cash: 6.04% Traditional cash on cash: 3.71% Airbnb Rental Income: $4939 Traditional Rental Income: $2945 Airbnb ROI: 6.04% Traditional ROI: 3.71%
2457 Caravelle Cir Kissimmee, FL Beautiful 4 bed, 3 bath town home located in the lovely Coral Cay Resort Community. Home h...	4 beds \| 3 baths \| 1,512 sq.ft.	$319,000	Airbnb cash on cash: 4.64% Traditional cash on cash: 3.3% Airbnb Rental Income: $3036 Traditional Rental Income: $1941 Airbnb ROI: 4.64% Traditional ROI: 3.3%
2761 Michigan Ave Kissimmee, FL GREAT LOCATION !!! BEAUTIFUL DUPLEX. 2 BED/1 BATH EACH. BOTH ARE RENTED. TILED THROUGH OUT...	4 beds \| N/A baths \| 1,869 sq.ft.	$449,000	Airbnb cash on cash: 3.87% Traditional cash on cash: 3.42% Airbnb Rental Income: $3036 Traditional Rental Income: $2154 Airbnb ROI: 3.87% Traditional ROI: 3.42%
2751 N Poinciana Blvd #32 Kissimmee, FL Beautiful fully furnished, upstairs unit over-looking tranquil pond view frequented by wil...	3 beds \| 2 baths \| 1,287 sq.ft.	$215,000	Airbnb cash on cash: 4.01% Traditional cash on cash: 3.32% Airbnb Rental Income: $2503 Traditional Rental Income: $1755 Airbnb ROI: 4.01% Traditional ROI: 3.32%
8107 Coconut Palm Way #205 Kissimmee, FL Popular SHORT TERM RENTAL which stays busy. This condo has the largest floor plan in the ...	3 beds \| 2 baths \| 1,402 sq.ft.	$230,000	Airbnb cash on cash: 3.19% Traditional cash on cash: 2.76% Airbnb Rental Income: $2503 Traditional Rental Income: $1802 Airbnb ROI: 3.19% Traditional ROI: 2.76%
930 Derbyshire Dr Kissimmee, FL Location! Location Location!!! This Turn-Key Home has the CLOSEST access to I4/417 in Poin...	3 beds \| 2 baths \| 1,108 sq.ft.	$280,000	Airbnb cash on cash: 5.16% Traditional cash on cash: 4.77% Airbnb Rental Income: $2503 Traditional Rental Income: $1794 Airbnb ROI: 5.16% Traditional ROI: 4.77%
5418 Calla Lily Ct Kissimmee, FL BEAUTIFUL POOL HOME WITH FRONTAGE ON A VERY LARGE POND. HEATED POOL. JUST A SHORT DRIVE TO...	7 beds \| 4 baths \| 2,156 sq.ft.	$595,000	Airbnb cash on cash: 5.16% Traditional cash on cash: 3.13% Airbnb Rental Income: $4939 Traditional Rental Income: $2803 Airbnb ROI: 5.16% Traditional ROI: 3.13%
2908 Banana Palm Dr Kissimmee, FL Under contract-accepting backup offers. BIG PRICE DROP . INVESTER ALERT !!Beautiful 5 bedr...	5 beds \| 5 baths \| 3,081 sq.ft.	$499,000	Airbnb cash on cash: 4.24% Traditional cash on cash: 4.04% Airbnb Rental Income: $4939 Traditional Rental Income: $3837 Airbnb ROI: 4.24% Traditional ROI: 4.04%
2860 Boating Blvd Kissimmee, FL	4 beds \| 2 baths \| 1,935 sq.ft.	$386,990	Airbnb cash on cash: 4.03% Traditional cash on cash: 3.39% Airbnb Rental Income: $3036 Traditional Rental Income: $2107 Airbnb ROI: 4.03% Traditional ROI: 3.39%
3540 Valleyview Dr Kissimmee, FL Welcome to this stunning, Mediterranean-inspired 5-bed, 4-bath masterpiece in the gated Be...	5 beds \| 3 baths \| 3,037 sq.ft.	$540,000	Airbnb cash on cash: 4.53% Traditional cash on cash: 4.09% Airbnb Rental Income: $4939 Traditional Rental Income: $3705 Airbnb ROI: 4.53% Traditional ROI: 4.09%
8935 Candy Palm Rd Kissimmee, FL EXCEPTIONAL INVESTMENT OPPORTUNITY IN PARADISE PALMS RESORT - Welcome to your dream getaw...	5 beds \| 4 baths \| 2,024 sq.ft.	$445,000	Airbnb cash on cash: 5.06% Traditional cash on cash: 2.51% Airbnb Rental Income: $4939 Traditional Rental Income: $2865 Airbnb ROI: 5.06% Traditional ROI: 2.51%
8938 Cuban Palm Rd Kissimmee, FL PARADISE PALMS LIVING \| PRIVATE POOL \| WATER VIEWS \| FULLY FURNISHED \| 5 BEDROOMS \| 4 BATH...	5 beds \| 4 baths \| 2,024 sq.ft.	$490,000	Airbnb cash on cash: 4.5% Traditional cash on cash: 3.18% Airbnb Rental Income: $4939 Traditional Rental Income: $3321 Airbnb ROI: 4.5% Traditional ROI: 3.18%
3108 Landsend Ct Kissimmee, FL Centrally located and spacious . . . this 3 bedroom, 2 bathroom 2 story townhouse could be...	3 beds \| 2 baths \| 1,277 sq.ft.	$220,000	Airbnb cash on cash: 5.16% Traditional cash on cash: 4.78% Airbnb Rental Income: $2503 Traditional Rental Income: $1818 Airbnb ROI: 5.16% Traditional ROI: 4.78%

Vacation Rentals in Kissimmee

There are 888 vacation rental properties available for sale in the city of Kissimmee . The median list price of Airbnb properties available for sale in Kissimmee is $349,241 and the average price per square foot is $176. The cash on cash return on vacation rentals in Kissimmee is 2.00%. The average monthly short term rental income in Kissimmee is $2,503.

Kissimmee, FL Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 888 Airbnb properties available for sale in Kissimmee.

In 2026, the best neighborhood to buy short term rental property is Kissimmee.

In September 2026, the average Airbnb occupancy rate in Kissimmee is 42%.

Airbnb data on vacation rentals in Kissimmee, FL is available at Mashvisor. You can access data such as listings, real-time pricing trends, Kissimmee, FL market insights, guest information and booking details, seasonality trends and historical Kissimmee, FL Airbnb performance data.

Your search for investment property begins and ends here

Airbnb 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: 5.02%

Traditional cash on cash: 4.86%

Airbnb Rental Income: $2503

Traditional Rental Income: $1857

Airbnb ROI: 5.02%

Traditional ROI: 4.86%

1831 Windward Oaks Ct

Kissimmee, FL

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

$539,900

Airbnb cash on cash: 5.01%

Traditional cash on cash: 4.37%

Airbnb Rental Income: $4939

Traditional Rental Income: $3601

Airbnb ROI: 5.01%

Traditional ROI: 4.37%

4558 Ada Ln

Kissimmee, FL

3 beds | 2 baths | 1,295 sq.ft.

$298,900

Airbnb cash on cash: 2.6%

Traditional cash on cash: 1.96%

Airbnb Rental Income: $2503

Traditional Rental Income: $1717

Airbnb ROI: 2.6%

Traditional ROI: 1.96%

255 Gardenia Rd

Kissimmee, FL

3 beds | 2 baths | 1,168 sq.ft.

$339,000

Airbnb cash on cash: 4.4%

Traditional cash on cash: 3.86%

Airbnb Rental Income: $2503

Traditional Rental Income: $1726

Airbnb ROI: 4.4%

Traditional ROI: 3.86%

3048 Seaview Castle Dr

Kissimmee, FL

4 beds | 2 baths | 1,872 sq.ft.

$399,000

Airbnb cash on cash: 3.56%

Traditional cash on cash: 2.79%

Airbnb Rental Income: $3036

Traditional Rental Income: $2053

Airbnb ROI: 3.56%

Traditional ROI: 2.79%

604 Chadbury Way

Kissimmee, FL

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

$419,000

Airbnb cash on cash: 3.27%

Traditional cash on cash: 2.66%

Airbnb Rental Income: $3036

Traditional Rental Income: $2102

Airbnb ROI: 3.27%

Traditional ROI: 2.66%

1144 Cambourne Dr

Kissimmee, FL

4 beds | 2 baths | 1,808 sq.ft.

$325,000

Airbnb cash on cash: 5.93%

Traditional cash on cash: 5.12%

Airbnb Rental Income: $3036

Traditional Rental Income: $2096

Airbnb ROI: 5.93%

Traditional ROI: 5.12%

5148 Adelaide Dr

Kissimmee, FL

4 beds | 3 baths | 1,782 sq.ft.

$364,900

Airbnb cash on cash: 3.8%

Traditional cash on cash: 3.72%

Airbnb Rental Income: $3036

Traditional Rental Income: $2312

Airbnb ROI: 3.8%