Airbnb Properties for Sale in Oldsmar, FL

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

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

Airbnb For Sale in Oldsmar, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
150 POOLE Place Oldsmar, FL Welcome to 150 Poole Place, a spacious 4-bedroom, 2-bath villa offering approximately 1,55...	4 beds \| 2 baths \| 1,550 sq.ft.	$385,000	Airbnb cash on cash: 2.42% Traditional cash on cash: 2.41% Airbnb Rental Income: $3040 Traditional Rental Income: $2340 Airbnb ROI: 2.42% Traditional ROI: 2.41%
123 LOBLOLLY Court #B Oldsmar, FL Virtually Staged. GROUND FLOOR ~ NON - FLOOD ZONE. 2 Bedrooms, 2 Bathroom and move in read...	2 beds \| 2 baths \| 915 sq.ft.	$115,000	Airbnb cash on cash: 5.53% Traditional cash on cash: 5.22% Airbnb Rental Income: $2376 Traditional Rental Income: $1757 Airbnb ROI: 5.53% Traditional ROI: 5.22%
130 WOODLAKE WYNDE #130 Oldsmar, FL Virtually Staged. Must See!! Beautifully renovated 2-bedroom, 2-bath residence offering 92...	2 beds \| 2 baths \| 924 sq.ft.	$193,500	Airbnb cash on cash: 3.05% Traditional cash on cash: 2.52% Airbnb Rental Income: $2376 Traditional Rental Income: $1695 Airbnb ROI: 3.05% Traditional ROI: 2.52%
207 CYPRESS Lane Oldsmar, FL First-floor 2-bedroom, 2-bathroom condo located in the East Lake Woodlands community in Ol...	2 beds \| 2 baths \| 1,054 sq.ft.	$165,000	Airbnb cash on cash: 8.23% Traditional cash on cash: 8.21% Airbnb Rental Income: $2376 Traditional Rental Income: $1788 Airbnb ROI: 8.23% Traditional ROI: 8.21%
142 WOODLAKE WYNDE #48 Oldsmar, FL One or more photo(s) has been virtually staged. Motivated Seller! Priced to Sell! Stunning...	2 beds \| 2 baths \| 924 sq.ft.	$175,000	Airbnb cash on cash: 3.37% Traditional cash on cash: 3.09% Airbnb Rental Income: $2376 Traditional Rental Income: $1744 Airbnb ROI: 3.37% Traditional ROI: 3.09%
131 SABAL Court #E Oldsmar, FL Welcome to this beautifully maintained condo in the heart of desirable East Lake Woodlands...	2 beds \| 2 baths \| 915 sq.ft.	$145,000	Airbnb cash on cash: 9.66% Traditional cash on cash: 9.11% Airbnb Rental Income: $2376 Traditional Rental Income: $1715 Airbnb ROI: 9.66% Traditional ROI: 9.11%
2005 HUDSON CT Oldsmar, FL Your dream home in Bayside Meadows Oldsmar, Florida, offers a single-family home with 2 be...	2 beds \| 1 baths \| 1,170 sq.ft.	$299,900	Airbnb cash on cash: 4.7% Traditional cash on cash: 4.52% Airbnb Rental Income: $2376 Traditional Rental Income: $1739 Airbnb ROI: 4.7% Traditional ROI: 4.52%
347 CANAL Way Oldsmar, FL Welcome to Gull-Aire Village, a 55+ PET-Friendly and Golf Cart Friendly community in the H...	2 beds \| 2 baths \| 1,080 sq.ft.	$198,500	Airbnb cash on cash: 6.72% Traditional cash on cash: 6.69% Airbnb Rental Income: $2376 Traditional Rental Income: $1786 Airbnb ROI: 6.72% Traditional ROI: 6.69%
10 WOODLAKE Place Oldsmar, FL BACK ON THE MARKET SELLER FINANCING FELL THROUGH. Exceptional GROUND-FLOOR CORNER UNIT wit...	2 beds \| 2 baths \| 924 sq.ft.	$188,000	Airbnb cash on cash: 6.7% Traditional cash on cash: 6.49% Airbnb Rental Income: $2376 Traditional Rental Income: $1753 Airbnb ROI: 6.7% Traditional ROI: 6.49%
650 TIMBER BAY Circle W Oldsmar, FL CHARMING 3 bed, 1 bath impeccable home in downtown Oldsmar area. NEW interior doors, NEW s...	3 beds \| 1 baths \| 924 sq.ft.	$310,000	Airbnb cash on cash: 4.53% Traditional cash on cash: 3.92% Airbnb Rental Income: $2524 Traditional Rental Income: $1736 Airbnb ROI: 4.53% Traditional ROI: 3.92%
508 WASHINGTON Avenue Oldsmar, FL Pristine Updated 4-Bedroom home in the Heart of Oldsmar. Discover exceptional value in thi...	4 beds \| 2 baths \| 1,507 sq.ft.	$489,000	Airbnb cash on cash: 2.63% Traditional cash on cash: 2.4% Airbnb Rental Income: $3040 Traditional Rental Income: $2239 Airbnb ROI: 2.63% Traditional ROI: 2.4%

Vacation Rentals in Oldsmar

There are 13 vacation rental properties available for sale in the city of Oldsmar . The median list price of Airbnb properties available for sale in Oldsmar is $419,649 and the average price per square foot is $257. The cash on cash return on vacation rentals in Oldsmar is 3.00%. The average monthly short term rental income in Oldsmar is $2,524.

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

There are 13 Airbnb properties available for sale in Oldsmar.

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

In September 2026, the average Airbnb occupancy rate in Oldsmar is 33%.

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

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Airbnb For Sale in Oldsmar, FL

150 POOLE Place

Oldsmar, FL

4 beds | 2 baths | 1,550 sq.ft.

$385,000

Airbnb cash on cash: 2.42%

Traditional cash on cash: 2.41%

Airbnb Rental Income: $3040

Traditional Rental Income: $2340

Airbnb ROI: 2.42%

Traditional ROI: 2.41%

123 LOBLOLLY Court #B

Oldsmar, FL

2 beds | 2 baths | 915 sq.ft.

$115,000

Airbnb cash on cash: 5.53%

Traditional cash on cash: 5.22%

Airbnb Rental Income: $2376

Traditional Rental Income: $1757

Airbnb ROI: 5.53%

Traditional ROI: 5.22%

130 WOODLAKE WYNDE #130

Oldsmar, FL

2 beds | 2 baths | 924 sq.ft.

$193,500

Airbnb cash on cash: 3.05%

Traditional cash on cash: 2.52%

Airbnb Rental Income: $2376

Traditional Rental Income: $1695

Airbnb ROI: 3.05%

Traditional ROI: 2.52%

207 CYPRESS Lane

Oldsmar, FL

2 beds | 2 baths | 1,054 sq.ft.

$165,000

Airbnb cash on cash: 8.23%

Traditional cash on cash: 8.21%

Airbnb Rental Income: $2376

Traditional Rental Income: $1788

Airbnb ROI: 8.23%

Traditional ROI: 8.21%

142 WOODLAKE WYNDE #48

Oldsmar, FL

2 beds | 2 baths | 924 sq.ft.

$175,000

Airbnb cash on cash: 3.37%

Traditional cash on cash: 3.09%

Airbnb Rental Income: $2376

Traditional Rental Income: $1744

Airbnb ROI: 3.37%

Traditional ROI: 3.09%

131 SABAL Court #E

Oldsmar, FL

2 beds | 2 baths | 915 sq.ft.

$145,000

Airbnb cash on cash: 9.66%

Traditional cash on cash: 9.11%

Airbnb Rental Income: $2376

Traditional Rental Income: $1715

Airbnb ROI: 9.66%

Traditional ROI: 9.11%

2005 HUDSON CT

Oldsmar, FL

2 beds | 1 baths | 1,170 sq.ft.

$299,900

Airbnb cash on cash: 4.7%

Traditional cash on cash: 4.52%

Airbnb Rental Income: $2376

Traditional Rental Income: $1739

Airbnb ROI: 4.7%

Traditional ROI: 4.52%

347 CANAL Way

Oldsmar, FL

2 beds | 2 baths | 1,080 sq.ft.

$198,500

Airbnb cash on cash: 6.72%

Traditional cash on cash: 6.69%

Airbnb Rental Income: $2376

Traditional Rental Income: $1786

Airbnb ROI: 6.72%