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
502 TIMBER BAY CIRCLE E Oldsmar, FL Welcome to this stunningly spacious and well-maintained pool home nestled in one of the mo...	3 beds \| 2 baths \| 1,658 sq.ft.	$475,000	Airbnb cash on cash: 3.46% Traditional cash on cash: 3.39% Airbnb Rental Income: $3329 Traditional Rental Income: $2555 Airbnb ROI: 3.46% Traditional ROI: 3.39%
1408 SYRAH DRIVE Oldsmar, FL Discover the charm of this beautiful townhome nestled in the exclusive, gated community of...	3 beds \| 3 baths \| 1,773 sq.ft.	$390,000	Airbnb cash on cash: 3.34% Traditional cash on cash: 2.87% Airbnb Rental Income: $3329 Traditional Rental Income: $2412 Airbnb ROI: 3.34% Traditional ROI: 2.87%
140 HUNTER LAKE DRIVE #H Oldsmar, FL Welcome to this renovated and meticulously maintained second floor 2-bedroom condo. Enjoy ...	2 beds \| 2 baths \| 915 sq.ft.	$220,000	Airbnb cash on cash: 4.3% Traditional cash on cash: 4.25% Airbnb Rental Income: $2403 Traditional Rental Income: $1802 Airbnb ROI: 4.3% Traditional ROI: 4.25%
9009 PALM KEY AVENUE Oldsmar, FL Owner decided to lease! 25K PRICE IMPROVEMENT! HIGH AND DRY!! NO STORM SURGE /WATER DAMAGE...	4 beds \| 3 baths \| 2,587 sq.ft.	$750,000	Airbnb cash on cash: 2.42% Traditional cash on cash: 1.65% Airbnb Rental Income: $4558 Traditional Rental Income: $3073 Airbnb ROI: 2.42% Traditional ROI: 1.65%
1862 E LAKE WOODLANDS PARKWAY Oldsmar, FL Spectacular Private Setting. Gorgeous Newer Built Home in EastLake Woodlands. Set amid...	4 beds \| 3 baths \| 3,426 sq.ft.	$1,400,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 0.36% Airbnb Rental Income: $4558 Traditional Rental Income: $3354 Airbnb ROI: 0.56% Traditional ROI: 0.36%
503 TANGERINE DRIVE Oldsmar, FL THIS HOUSE STOOD STRONG! WAS NOT DAMAGED DURING HURRICANE! NO WATER INTRUSION! Discover th...	3 beds \| 2 baths \| 1,539 sq.ft.	$419,000	Airbnb cash on cash: 4.69% Traditional cash on cash: 4.04% Airbnb Rental Income: $3329 Traditional Rental Income: $2329 Airbnb ROI: 4.69% Traditional ROI: 4.04%
306 CONGRESS STREET Oldsmar, FL This impressive Oldsmar bungalow has distinctive curb appeal and charm with an oversized p...	3 beds \| 2 baths \| 1,037 sq.ft.	$382,500	Airbnb cash on cash: 5.29% Traditional cash on cash: 4.01% Airbnb Rental Income: $3329 Traditional Rental Income: $2125 Airbnb ROI: 5.29% Traditional ROI: 4.01%
320 VISTA CRUISER LANE Oldsmar, FL THE SELLER REQUESTED AN $11,600.00 PRICE REDUCTION, On this Meticulously Kept 3 bedroom, 2...	3 beds \| 3 baths \| 1,445 sq.ft.	$438,400	Airbnb cash on cash: 3.63% Traditional cash on cash: 2.85% Airbnb Rental Income: $3329 Traditional Rental Income: $2268 Airbnb ROI: 3.63% Traditional ROI: 2.85%
284 HEMINGWAY DRIVE Oldsmar, FL No storm issues from Hurricane Helene or Milton. Many updates throughout this townhome hav...	3 beds \| 3 baths \| 1,604 sq.ft.	$389,900	Airbnb cash on cash: 3.78% Traditional cash on cash: 3.01% Airbnb Rental Income: $3329 Traditional Rental Income: $2305 Airbnb ROI: 3.78% Traditional ROI: 3.01%
152 CYPRESS LANE #152 Oldsmar, FL One or more photo(s) has been virtually staged. Welcome Home! Enjoy this 2 Bedroom, 2 Bath...	2 beds \| 2 baths \| 1,053 sq.ft.	$199,000	Airbnb cash on cash: 4.48% Traditional cash on cash: 4.33% Airbnb Rental Income: $2403 Traditional Rental Income: $1784 Airbnb ROI: 4.48% Traditional ROI: 4.33%
1906 CASTLE BAY COURT Oldsmar, FL NO FLOODING OR FLOOD DAMAGE. NO HOA. NO HOA FEES. Roof is only 2 years old! just replace...	4 beds \| 2 baths \| 1,410 sq.ft.	$444,999	Airbnb cash on cash: 6.26% Traditional cash on cash: 4.23% Airbnb Rental Income: $4558 Traditional Rental Income: $2765 Airbnb ROI: 6.26% Traditional ROI: 4.23%
129 CAMPHOR CIRCLE #F Oldsmar, FL Welcome to Your Cozy Oldsmar Retreat! This 2-bedroom, 2-bath condo in the desirable Garden...	2 beds \| 2 baths \| 915 sq.ft.	$189,000	Airbnb cash on cash: 7.01% Traditional cash on cash: 6.83% Airbnb Rental Income: $2403 Traditional Rental Income: $1781 Airbnb ROI: 7.01% Traditional ROI: 6.83%
1203 SAWGRASS COURT Oldsmar, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. * ...	3 beds \| 2 baths \| 1,307 sq.ft.	$419,900	Airbnb cash on cash: 3.94% Traditional cash on cash: 2.78% Airbnb Rental Income: $3329 Traditional Rental Income: $2129 Airbnb ROI: 3.94% Traditional ROI: 2.78%
208 WASHINGTON AVENUE Oldsmar, FL Welcome to this stunning NEW CONSTRUCTION, two-story, 2446 square foot single-family home ...	4 beds \| 4 baths \| 2,446 sq.ft.	$849,900	Airbnb cash on cash: 3.23% Traditional cash on cash: 1.35% Airbnb Rental Income: $4558 Traditional Rental Income: $2125 Airbnb ROI: 3.23% Traditional ROI: 1.35%
205 BENGAL CIRCLE Oldsmar, FL HIGH AND DRY! This home has never flooded. Elevation certificate available. Owners are rel...	4 beds \| 3 baths \| 2,733 sq.ft.	$885,000	Airbnb cash on cash: 2.57% Traditional cash on cash: 1.77% Airbnb Rental Income: $4558 Traditional Rental Income: $2950 Airbnb ROI: 2.57% Traditional ROI: 1.77%
602 LEMONWOOD DRIVE Oldsmar, FL Adorable home in great neighborhood. NO HURRICANE or FLOOD DAMAGE. Home features SPLIT B...	3 beds \| 2 baths \| 1,572 sq.ft.	$350,000	Airbnb cash on cash: 5.41% Traditional cash on cash: 4.67% Airbnb Rental Income: $3329 Traditional Rental Income: $2342 Airbnb ROI: 5.41% Traditional ROI: 4.67%
93 PELICAN DRIVE N Oldsmar, FL Just reduced. Priced to Sell. Gull-Aire Village-Great location. A short walk to the clubho...	2 beds \| 2 baths \| 1,056 sq.ft.	$179,000	Airbnb cash on cash: 8.52% Traditional cash on cash: 8.26% Airbnb Rental Income: $2403 Traditional Rental Income: $1770 Airbnb ROI: 8.52% Traditional ROI: 8.26%
240 LESLEY LANE Oldsmar, FL Under contract-accepting backup offers. Looking for a charming 4-bedroom home with a 5th o...	4 beds \| 3 baths \| 2,532 sq.ft.	$827,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 1.23% Airbnb Rental Income: $4558 Traditional Rental Income: $2804 Airbnb ROI: 2.27% Traditional ROI: 1.23%
110 W CYPRESS COURT #82 Oldsmar, FL One or more photo(s) has been virtually staged. New Price & Photos! Motivated Seller! Welc...	2 beds \| 2 baths \| 1,054 sq.ft.	$217,500	Airbnb cash on cash: 6.92% Traditional cash on cash: 6.68% Airbnb Rental Income: $2403 Traditional Rental Income: $1765 Airbnb ROI: 6.92% Traditional ROI: 6.68%
1814 GREENWOOD DRIVE Oldsmar, FL HOME HAD ZERO FLOODING, ZERO DAMAGE FROM HURRICANES FHA, VA, Conventional Financing or Ca...	3 beds \| 2 baths \| 1,152 sq.ft.	$372,900	Airbnb cash on cash: 5.9% Traditional cash on cash: 4.33% Airbnb Rental Income: $3329 Traditional Rental Income: $2035 Airbnb ROI: 5.9% Traditional ROI: 4.33%
110 TADS TRAIL Oldsmar, FL GREAT LOCATION! Completely remodeled on the GOLF COURSE with the WOW factor. This must see...	3 beds \| 2 baths \| 1,450 sq.ft.	$419,999	Airbnb cash on cash: 3.7% Traditional cash on cash: 2.81% Airbnb Rental Income: $3329 Traditional Rental Income: $2237 Airbnb ROI: 3.7% Traditional ROI: 2.81%
103 W CYPRESS COURT #75 Oldsmar, FL Carefree living at its finest in this remodeled 2/2 condo in highly desirable gated and pe...	2 beds \| 2 baths \| 1,054 sq.ft.	$217,900	Airbnb cash on cash: 6.24% Traditional cash on cash: 6.09% Airbnb Rental Income: $2403 Traditional Rental Income: $1784 Airbnb ROI: 6.24% Traditional ROI: 6.09%
329 MEADOW BROOK COURT Oldsmar, FL HIGH AND DRY IN OLDSMAR with NO FLOOD INSURANCE REQUIRED and NO HURRICANE DAMAGE!!! Gorgeo...	3 beds \| 2 baths \| 1,717 sq.ft.	$560,000	Airbnb cash on cash: 2.97% Traditional cash on cash: 2.77% Airbnb Rental Income: $3329 Traditional Rental Income: $2483 Airbnb ROI: 2.97% Traditional ROI: 2.77%
134 SYCAMORE LANE #F Oldsmar, FL Welcome to this charming condo nestled in the Gardens of Forest Lake, right in the heart o...	2 beds \| 2 baths \| 915 sq.ft.	$195,000	Airbnb cash on cash: 6.78% Traditional cash on cash: 6.24% Airbnb Rental Income: $2403 Traditional Rental Income: $1713 Airbnb ROI: 6.78% Traditional ROI: 6.24%
40 SYLVIA PLACE Oldsmar, FL This move in ready villa in desirable East Lake Woodlands offers a serene pond view settin...	3 beds \| 2 baths \| 1,385 sq.ft.	$299,950	Airbnb cash on cash: 5.88% Traditional cash on cash: 5.56% Airbnb Rental Income: $3329 Traditional Rental Income: $2496 Airbnb ROI: 5.88% Traditional ROI: 5.56%
30 WOODS LANDING TRAIL Oldsmar, FL Welcome to your dream home in the prestigious, gated golf community of East Lake Woodlands...	3 beds \| 3 baths \| 1,450 sq.ft.	$350,000	Airbnb cash on cash: 4.24% Traditional cash on cash: 3.14% Airbnb Rental Income: $3329 Traditional Rental Income: $2226 Airbnb ROI: 4.24% Traditional ROI: 3.14%
186 BLUE MARLIN DRIVE Oldsmar, FL PRICE JUST DROPPED! SELLER MOTIVATED!!!! BEAUTIFULLY RENOVATED AND MOVE-IN READY! A MUST S...	3 beds \| 2 baths \| 1,333 sq.ft.	$240,000	Airbnb cash on cash: 8.88% Traditional cash on cash: 6.7% Airbnb Rental Income: $3329 Traditional Rental Income: $2090 Airbnb ROI: 8.88% Traditional ROI: 6.7%
276 CYPRESS LANE Oldsmar, FL Under contract-accepting backup offers. East Lake Woodlands Condominium for sale. NEW CARP...	2 beds \| 2 baths \| 1,054 sq.ft.	$190,000	Airbnb cash on cash: 8.26% Traditional cash on cash: 7.99% Airbnb Rental Income: $2403 Traditional Rental Income: $1766 Airbnb ROI: 8.26% Traditional ROI: 7.99%
283 PELICAN DRIVE N Oldsmar, FL PRICE REDUCTION in Gull-Aire Village, an age 55+ community! This 1,048 square foot Palm Ha...	2 beds \| 2 baths \| 1,048 sq.ft.	$219,000	Airbnb cash on cash: 6.11% Traditional cash on cash: 5.9% Airbnb Rental Income: $2403 Traditional Rental Income: $1770 Airbnb ROI: 6.11% Traditional ROI: 5.9%
106 PINE COURT #106 Oldsmar, FL Don't miss an opportunity to own this private 2bd/2ba condo and live in the Beautiful Gate...	2 beds \| 2 baths \| 1,054 sq.ft.	$190,000	Airbnb cash on cash: 4% Traditional cash on cash: 3.87% Airbnb Rental Income: $2403 Traditional Rental Income: $1791 Airbnb ROI: 4% Traditional ROI: 3.87%
1600 GRAY BARK DRIVE Oldsmar, FL Discover Your Dream Pool Home with Solar Savings! Step into a life of comfort, elegance...	4 beds \| 3 baths \| 2,270 sq.ft.	$625,000	Airbnb cash on cash: 4.13% Traditional cash on cash: 3.79% Airbnb Rental Income: $4558 Traditional Rental Income: $3415 Airbnb ROI: 4.13% Traditional ROI: 3.79%
306 CHESTNUT STREET Oldsmar, FL One or more photo(s) has been virtually staged. HOME IS BACK ON THE MARKET DUE TO BUYER LO...	3 beds \| 1 baths \| 1,023 sq.ft.	$314,000	Airbnb cash on cash: 7.21% Traditional cash on cash: 4.1% Airbnb Rental Income: $3329 Traditional Rental Income: $1668 Airbnb ROI: 7.21% Traditional ROI: 4.1%
132 DARTMOUTH AVENUE W Oldsmar, FL Nestled in the heart of Oldsmar, this charming 3-bedroom, 2-bathroom home is ideal for you...	3 beds \| 2 baths \| 1,036 sq.ft.	$299,999	Airbnb cash on cash: 6.9% Traditional cash on cash: 5.46% Airbnb Rental Income: $3329 Traditional Rental Income: $2179 Airbnb ROI: 6.9% Traditional ROI: 5.46%
248 CYPRESS LANE #248 Oldsmar, FL Move in ready second floor condo with and amazing, relaxing view of the lake. Open kitchen...	2 beds \| 2 baths \| 1,053 sq.ft.	$225,000	Airbnb cash on cash: 6% Traditional cash on cash: 5.86% Airbnb Rental Income: $2403 Traditional Rental Income: $1784 Airbnb ROI: 6% Traditional ROI: 5.86%
384 TRANQUIL COURT Oldsmar, FL Motivated Seller Says Bring All Offers-55 + Gull-Aire Village. Quiet location on cul-de-sa...	2 beds \| 2 baths \| 1,014 sq.ft.	$189,000	Airbnb cash on cash: 8.01% Traditional cash on cash: 7.73% Airbnb Rental Income: $2403 Traditional Rental Income: $1764 Airbnb ROI: 8.01% Traditional ROI: 7.73%
143 LAKESIDE DRIVE #143 Oldsmar, FL Welcome to this stunning 2-bedroom, 2-bathroom first-floor condo in the sought-after East ...	2 beds \| 2 baths \| 1,094 sq.ft.	$249,900	Airbnb cash on cash: 2.9% Traditional cash on cash: 2.89% Airbnb Rental Income: $2403 Traditional Rental Income: $1811 Airbnb ROI: 2.9% Traditional ROI: 2.89%
641 BAY LAKE TRAIL Oldsmar, FL Are you looking for a great home with pool and with a relaxing water view? Then this is th...	3 beds \| 2 baths \| 1,250 sq.ft.	$475,000	Airbnb cash on cash: 4.04% Traditional cash on cash: 4.04% Airbnb Rental Income: $3329 Traditional Rental Income: $2585 Airbnb ROI: 4.04% Traditional ROI: 4.04%
302 WOODLAKE WYNDE #3 Oldsmar, FL Check out this popular Woodlake Run Condo in gated East Lake Woodlands golf course communi...	2 beds \| 2 baths \| 930 sq.ft.	$235,000	Airbnb cash on cash: 5.51% Traditional cash on cash: 5.21% Airbnb Rental Income: $2403 Traditional Rental Income: $1748 Airbnb ROI: 5.51% Traditional ROI: 5.21%
264 WOODLAKE WYNDE Oldsmar, FL Come home every evening, relax on your wrap around screen enclosed oversized tiled lanai o...	2 beds \| 2 baths \| 888 sq.ft.	$242,000	Airbnb cash on cash: 6.2% Traditional cash on cash: 5.87% Airbnb Rental Income: $2403 Traditional Rental Income: $1739 Airbnb ROI: 6.2% Traditional ROI: 5.87%
2113 SUNSET WIND LOOP Oldsmar, FL Discover your Waterfront Paradise in the stunning, gated community of Bayside Terrace. Thi...	3 beds \| 3 baths \| 1,667 sq.ft.	$449,900	Airbnb cash on cash: 3.08% Traditional cash on cash: 2.68% Airbnb Rental Income: $3329 Traditional Rental Income: $2417 Airbnb ROI: 3.08% Traditional ROI: 2.68%

Vacation Rentals in Oldsmar

There are 50 vacation rental properties available for sale in the city of Oldsmar . The median list price of Airbnb properties available for sale in Oldsmar is $379,000 and the average price per square foot is $228. The cash on cash return on vacation rentals in Oldsmar is 4.00%. The average monthly short term rental income in Oldsmar is $3,329.

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

There are 50 Airbnb properties available for sale in Oldsmar.

In 2024, the best neighborhood to buy short term rental property is Oldsmar.

In December 2024, the average Airbnb occupancy rate in Oldsmar is 58%.

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.

Your search for investment property begins and ends here

Airbnb For Sale in Oldsmar, FL

502 TIMBER BAY CIRCLE E

Oldsmar, FL

3 beds | 2 baths | 1,658 sq.ft.

$475,000

Airbnb cash on cash: 3.46%

Traditional cash on cash: 3.39%

Airbnb Rental Income: $3329

Traditional Rental Income: $2555

Airbnb ROI: 3.46%

Traditional ROI: 3.39%

1408 SYRAH DRIVE

Oldsmar, FL

3 beds | 3 baths | 1,773 sq.ft.

$390,000

Airbnb cash on cash: 3.34%

Traditional cash on cash: 2.87%

Airbnb Rental Income: $3329

Traditional Rental Income: $2412

Airbnb ROI: 3.34%

Traditional ROI: 2.87%

140 HUNTER LAKE DRIVE #H

Oldsmar, FL

2 beds | 2 baths | 915 sq.ft.

$220,000

Airbnb cash on cash: 4.3%

Traditional cash on cash: 4.25%

Airbnb Rental Income: $2403

Traditional Rental Income: $1802

Airbnb ROI: 4.3%

Traditional ROI: 4.25%

9009 PALM KEY AVENUE

Oldsmar, FL

4 beds | 3 baths | 2,587 sq.ft.

$750,000

Airbnb cash on cash: 2.42%

Traditional cash on cash: 1.65%

Airbnb Rental Income: $4558

Traditional Rental Income: $3073

Airbnb ROI: 2.42%

Traditional ROI: 1.65%

1862 E LAKE WOODLANDS PARKWAY

Oldsmar, FL

4 beds | 3 baths | 3,426 sq.ft.

$1,400,000

Airbnb cash on cash: 0.56%

Traditional cash on cash: 0.36%

Airbnb Rental Income: $4558

Traditional Rental Income: $3354

Airbnb ROI: 0.56%

Traditional ROI: 0.36%

503 TANGERINE DRIVE

Oldsmar, FL

3 beds | 2 baths | 1,539 sq.ft.

$419,000

Airbnb cash on cash: 4.69%

Traditional cash on cash: 4.04%

Airbnb Rental Income: $3329

Traditional Rental Income: $2329

Airbnb ROI: 4.69%

Traditional ROI: 4.04%

306 CONGRESS STREET

Oldsmar, FL

3 beds | 2 baths | 1,037 sq.ft.

$382,500

Airbnb cash on cash: 5.29%

Traditional cash on cash: 4.01%

Airbnb Rental Income: $3329

Traditional Rental Income: $2125

Airbnb ROI: 5.29%

Traditional ROI: 4.01%

320 VISTA CRUISER LANE

Oldsmar, FL

3 beds | 3 baths | 1,445 sq.ft.

$438,400

Airbnb cash on cash: 3.63%

Traditional cash on cash: 2.85%

Airbnb Rental Income: $3329

Traditional Rental Income: $2268

Airbnb ROI: 3.63%