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 Drive 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 Court 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.	$549,900	Airbnb cash on cash: 4.9% Traditional cash on cash: 4.27% Airbnb Rental Income: $4939 Traditional Rental Income: $3601 Airbnb ROI: 4.9% Traditional ROI: 4.27%
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%
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.	$249,999	Airbnb cash on cash: 4.72% Traditional cash on cash: 4.7% Airbnb Rental Income: $2503 Traditional Rental Income: $1890 Airbnb ROI: 4.72% Traditional ROI: 4.7%
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.	$229,000	Airbnb cash on cash: 2.73% Traditional cash on cash: 2.48% Airbnb Rental Income: $2503 Traditional Rental Income: $1843 Airbnb ROI: 2.73% Traditional ROI: 2.48%
823 OGNON Court 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%
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.	$195,000	Airbnb cash on cash: 5.72% Traditional cash on cash: 4.27% Airbnb Rental Income: $2090 Traditional Rental Income: $1285 Airbnb ROI: 5.72% Traditional ROI: 4.27%
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%
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%
8503 LA Isla Dr Kissimmee, FL 8503 LA Isla Dr, Kissimmee, FL 34747 \| Single Family Residential	7 beds \| 5 baths \| 3,123 sq.ft.	$569,000	Airbnb cash on cash: 4.41% Traditional cash on cash: 2.47% Airbnb Rental Income: $4939 Traditional Rental Income: $2900 Airbnb ROI: 4.41% Traditional ROI: 2.47%
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%
782 MINK Court Kissimmee, FL Short Sale. Welcome home to this 3-bedroom, 2-bathroom residence tucked away in a quiet Po...	3 beds \| 2 baths \| 1,535 sq.ft.	$240,000	Airbnb cash on cash: 4.48% Traditional cash on cash: 3.89% Airbnb Rental Income: $2503 Traditional Rental Income: $1763 Airbnb ROI: 4.48% Traditional ROI: 3.89%
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%
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%
3540 Valleyview Dr Kissimmee, FL Welcome to this stunning, Mediterranean-inspired 5-bed, 4-bath masterpiece in the gated Be...	5 beds \| 4 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%
2743 Sun Key Pl Kissimmee, FL ANOTHER $5,000 PRICE REDUCTION!!! We need to sell this week!! This two-story townhome has ...	3 beds \| 2 baths \| 1,291 sq.ft.	$265,000	Airbnb cash on cash: 2.57% Traditional cash on cash: 2.17% Airbnb Rental Income: $2503 Traditional Rental Income: $1796 Airbnb ROI: 2.57% Traditional ROI: 2.17%
3028 Parkway Blvd #301 Kissimmee, FL Welcome to this beautifully updated 2-bedroom, 2-bathroom condominium, offering the perfec...	2 beds \| 2 baths \| 937 sq.ft.	$175,000	Airbnb cash on cash: 2.13% Traditional cash on cash: 1.7% Airbnb Rental Income: $2090 Traditional Rental Income: $1481 Airbnb ROI: 2.13% Traditional ROI: 1.7%
1050 Las Fuentes Drive Kissimmee, FL Welcome to Bella Vida Resort! This beautifully maintained home offers a fantastic opportun...	4 beds \| 3 baths \| 1,636 sq.ft.	$338,000	Airbnb cash on cash: 3.72% Traditional cash on cash: 3.63% Airbnb Rental Income: $3036 Traditional Rental Income: $2313 Airbnb ROI: 3.72% Traditional ROI: 3.63%
535 GULL Drive Kissimmee, FL Virtually Staged. Welcome to this beautifully maintained and fully furnished home in the d...	4 beds \| 3 baths \| 1,714 sq.ft.	$310,000	Airbnb cash on cash: 5.2% Traditional cash on cash: 4.49% Airbnb Rental Income: $3036 Traditional Rental Income: $2135 Airbnb ROI: 5.2% Traditional ROI: 4.49%
2783 CORVETTE Lane Kissimmee, FL Turnkey and fully furnished 4-bedroom, 3-bathroom home in the sought-after Regal Oaks Reso...	4 beds \| 3 baths \| 1,440 sq.ft.	$350,000	Airbnb cash on cash: 2.01% Traditional cash on cash: 1.31% Airbnb Rental Income: $3036 Traditional Rental Income: $2111 Airbnb ROI: 2.01% Traditional ROI: 1.31%
8834 Coral Palms Ct #A Kissimmee, FL View this condo 24-hours a day with our 3D Virtual Tours. Available Now! Super cute ...	4 beds \| 2 baths \| 1,220 sq.ft.	$220,000	Airbnb cash on cash: 7.41% Traditional cash on cash: 6.6% Airbnb Rental Income: $3036 Traditional Rental Income: $2173 Airbnb ROI: 7.41% Traditional ROI: 6.6%
4012 Santa Maria Drive #101 Kissimmee, FL Welcome to this beautiful 4-bedroom, 2-bath home located in the highly sought-after Veneti...	4 beds \| 3 baths \| 1,470 sq.ft.	$255,000	Airbnb cash on cash: 6.8% Traditional cash on cash: 6.31% Airbnb Rental Income: $3036 Traditional Rental Income: $2223 Airbnb ROI: 6.8% Traditional ROI: 6.31%
4006 VENETIAN BAY Drive #108 Kissimmee, FL Resort-Style Living in the Heart of Kissimmee - Partially Furnished Corner Unit in Venetia...	4 beds \| 3 baths \| 1,470 sq.ft.	$257,000	Airbnb cash on cash: 4.29% Traditional cash on cash: 3.63% Airbnb Rental Income: $3036 Traditional Rental Income: $2181 Airbnb ROI: 4.29% Traditional ROI: 3.63%
7646 Long Island Dr Kissimmee, FL Beautifully and updated fully furnished and equipped3-bedroom, 3 full-bath townhome locate...	3 beds \| 3 baths \| 1,187 sq.ft.	$235,000	Airbnb cash on cash: 4.01% Traditional cash on cash: 3.53% Airbnb Rental Income: $2503 Traditional Rental Income: $1792 Airbnb ROI: 4.01% Traditional ROI: 3.53%
8546 Bay Lilly Loop Kissimmee, FL * Back on Market * Welcome to this beautiful Townhome in Encantada Resort gated community ...	4 beds \| 3 baths \| 1,636 sq.ft.	$417,900	Airbnb cash on cash: 2.35% Traditional cash on cash: 2.25% Airbnb Rental Income: $3036 Traditional Rental Income: $2301 Airbnb ROI: 2.35% Traditional ROI: 2.25%
8036 Lost Shaker Ln Kissimmee, FL SPECTACULAR Cottage at Margaritaville Resort Orlando! 1384 Model 3 Bedrooms, 3 Full Bathro...	4 beds \| 3 baths \| 1,410 sq.ft.	$435,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 0.9% Airbnb Rental Income: $3036 Traditional Rental Income: $2309 Airbnb ROI: 0.98% Traditional ROI: 0.9%
2431 Dubai St Kissimmee, FL This stunning 5-bedroom 4.5-bath townhouse is designed for both guests and owners: a full ...	5 beds \| 4 baths \| 2,263 sq.ft.	$490,900	Airbnb cash on cash: 4.49% Traditional cash on cash: 2.47% Airbnb Rental Income: $4939 Traditional Rental Income: $2999 Airbnb ROI: 4.49% Traditional ROI: 2.47%
4360 SEVEN CANYONS Drive Kissimmee, FL Virtually Staged. NO CDD FEE, NO CARPET and low HOA of just $87 per month inclusive of a c...	5 beds \| 4 baths \| 3,438 sq.ft.	$520,000	Airbnb cash on cash: 5.46% Traditional cash on cash: 3.77% Airbnb Rental Income: $4939 Traditional Rental Income: $3106 Airbnb ROI: 5.46% Traditional ROI: 3.77%
8646 LA Isla Dr Kissimmee, FL 8646 LA Isla Dr, Reunion, FL 34747 \| Single Family Residential	7 beds \| 4 baths \| 2,881 sq.ft.	$575,000	Airbnb cash on cash: 4.36% Traditional cash on cash: 2.94% Airbnb Rental Income: $4939 Traditional Rental Income: $3162 Airbnb ROI: 4.36% Traditional ROI: 2.94%
2462 Dubai St Kissimmee, FL Welcome to your dream vacation and stunning fully furnished 5 bedroom, 4 bathroom pool hom...	5 beds \| 4 baths \| 2,492 sq.ft.	$499,000	Airbnb cash on cash: 3.87% Traditional cash on cash: 3.52% Airbnb Rental Income: $4939 Traditional Rental Income: $3768 Airbnb ROI: 3.87% Traditional ROI: 3.52%
2723 N POINCIANA Boulevard #153 Kissimmee, FL Virtually Staged. Move-In Ready First-Floor Condo - Resort-Style Living & Investment Oppor...	3 beds \| 2 baths \| 1,287 sq.ft.	$215,000	Airbnb cash on cash: 3.78% Traditional cash on cash: 3.14% Airbnb Rental Income: $2503 Traditional Rental Income: $1767 Airbnb ROI: 3.78% Traditional ROI: 3.14%

Vacation Rentals in Kissimmee

There are 432 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 $180. 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 432 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 Drive

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 Court

Kissimmee, FL

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

$549,900

Airbnb cash on cash: 4.9%

Traditional cash on cash: 4.27%

Airbnb Rental Income: $4939

Traditional Rental Income: $3601

Airbnb ROI: 4.9%

Traditional ROI: 4.27%

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%

913 San Rafael Way

Kissimmee, FL

3 beds | 2 baths | 1,329 sq.ft.

$249,999

Airbnb cash on cash: 4.72%

Traditional cash on cash: 4.7%

Airbnb Rental Income: $2503

Traditional Rental Income: $1890

Airbnb ROI: 4.72%

Traditional ROI: 4.7%

8809 Dunes Ct #202

Kissimmee, FL

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

3 beds | 2 baths | 1,402 sq.ft.

$229,000

Airbnb cash on cash: 2.73%

Traditional cash on cash: 2.48%

Airbnb Rental Income: $2503

Traditional Rental Income: $1843

Airbnb ROI: 2.73%

Traditional ROI: 2.48%

823 OGNON Court

Kissimmee, FL

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

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%