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
1251 CLAYS TRAIL Oldsmar, FL RARE OPPORTUNITY to own in Laurel Oaks at East Lake Woodlands, a premier golf course gated...	3 beds \| 3 baths \| 2,500 sq.ft.	$420,000	Airbnb cash on cash: 4.42% Traditional cash on cash: 2.74% Airbnb Rental Income: $4254 Traditional Rental Income: $2697 Airbnb ROI: 4.42% Traditional ROI: 2.74%
100 KILSYTHE STREET Oldsmar, FL Your Florida home awaits!!! This Gorgeous, totally remodeled 3/3/1 is a perfect home is hi...	3 beds \| 3 baths \| 1,431 sq.ft.	$469,900	Airbnb cash on cash: 5.76% Traditional cash on cash: 3.42% Airbnb Rental Income: $4254 Traditional Rental Income: $2326 Airbnb ROI: 5.76% Traditional ROI: 3.42%
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.	$400,000	Airbnb cash on cash: 5.29% Traditional cash on cash: 2.77% Airbnb Rental Income: $4254 Traditional Rental Income: $2412 Airbnb ROI: 5.29% Traditional ROI: 2.77%
1434 WOODSTREAM DRIVE Oldsmar, FL Conservation Lot with Water View in Gated Community. Discover the beauty of maintenance-fr...	3 beds \| 2 baths \| 1,596 sq.ft.	$500,000	Airbnb cash on cash: 3.76% Traditional cash on cash: 2.35% Airbnb Rental Income: $4254 Traditional Rental Income: $2696 Airbnb ROI: 3.76% Traditional ROI: 2.35%
163 BRENT CIRCLE Oldsmar, FL Nestled in a serene, small gated community, this exquisite waterfront townhouse offers the...	3 beds \| 3 baths \| 1,834 sq.ft.	$615,000	Airbnb cash on cash: 3.17% Traditional cash on cash: 1.89% Airbnb Rental Income: $4254 Traditional Rental Income: $2620 Airbnb ROI: 3.17% Traditional ROI: 1.89%
321 SHORE DRIVE E Oldsmar, FL Under contract-accepting backup offers. OUTSTANDING INVESTMENT OPPORTUNITY. This FOUR be...	4 beds \| 2 baths \| 1,627 sq.ft.	$300,000	Airbnb cash on cash: 8.25% Traditional cash on cash: 7.82% Airbnb Rental Income: $3866 Traditional Rental Income: $2913 Airbnb ROI: 8.25% Traditional ROI: 7.82%
516 ARLINGTON AVENUE E Oldsmar, FL * * DO NOT MISS OUT ON THIS SPECTACULAR POOL HOME * * MASSIVE CORNER LOT with plenty of ro...	3 beds \| 2 baths \| 1,657 sq.ft.	$534,900	Airbnb cash on cash: 4.22% Traditional cash on cash: 2.84% Airbnb Rental Income: $4254 Traditional Rental Income: $2667 Airbnb ROI: 4.22% Traditional ROI: 2.84%
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.	$424,000	Airbnb cash on cash: 6.57% Traditional cash on cash: 3.98% Airbnb Rental Income: $4254 Traditional Rental Income: $2329 Airbnb ROI: 6.57% Traditional ROI: 3.98%
1719 MAPLELEAF BOULEVARD Oldsmar, FL Welcome to this beautifully maintained 2,040 sqft single-family home, offering the perfect...	3 beds \| 2 baths \| 2,040 sq.ft.	$525,000	Airbnb cash on cash: 4.5% Traditional cash on cash: 3% Airbnb Rental Income: $4254 Traditional Rental Income: $2623 Airbnb ROI: 4.5% Traditional ROI: 3%
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: 7.44% Traditional cash on cash: 4.01% Airbnb Rental Income: $4254 Traditional Rental Income: $2125 Airbnb ROI: 7.44% Traditional ROI: 4.01%
320 VISTA CRUISER LANE Oldsmar, FL This Meticulously Kept 3 bedroom, 2.5 bath Detached Townhouse offers a Unique Blend of Mod...	3 beds \| 3 baths \| 1,445 sq.ft.	$450,000	Airbnb cash on cash: 5.34% Traditional cash on cash: 2.76% Airbnb Rental Income: $4254 Traditional Rental Income: $2268 Airbnb ROI: 5.34% Traditional ROI: 2.76%
637 JETSTAR LANE Oldsmar, FL One or more photo(s) has been virtually staged. Priced to SELL...Tastefully updated 3 bedr...	3 beds \| 3 baths \| 1,264 sq.ft.	$359,000	Airbnb cash on cash: 7.3% Traditional cash on cash: 4.1% Airbnb Rental Income: $4254 Traditional Rental Income: $2279 Airbnb ROI: 7.3% Traditional ROI: 4.1%
201 ARLINGTON AVENUE E Oldsmar, FL Welcome to your dream home nestled in the heart of one of the most charming neighborhoods ...	3 beds \| 2 baths \| 1,636 sq.ft.	$410,000	Airbnb cash on cash: 5.99% Traditional cash on cash: 4.63% Airbnb Rental Income: $4254 Traditional Rental Income: $2832 Airbnb ROI: 5.99% Traditional ROI: 4.63%
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: 5.89% Traditional cash on cash: 3.01% Airbnb Rental Income: $4254 Traditional Rental Income: $2305 Airbnb ROI: 5.89% 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: 4.36% Traditional cash on cash: 4.33% Airbnb Rental Income: $2376 Traditional Rental Income: $1784 Airbnb ROI: 4.36% Traditional ROI: 4.33%
310 JEFFERSON AVENUE S Oldsmar, FL Under contract-accepting backup offers. NEW CONSTRUCTION HOME THAT IS HIGH & DRY! Perfectl...	4 beds \| 3 baths \| 2,655 sq.ft.	$796,500	Airbnb cash on cash: 2.7% Traditional cash on cash: 2.43% Airbnb Rental Income: $3866 Traditional Rental Income: $2833 Airbnb ROI: 2.7% Traditional ROI: 2.43%
208 CLAYS TRAIL #208 Oldsmar, FL Under contract-accepting backup offers. Beautifully updated condo in East Lake Woodlands w...	3 beds \| 2 baths \| 1,835 sq.ft.	$439,000	Airbnb cash on cash: 6.11% Traditional cash on cash: 3.81% Airbnb Rental Income: $4254 Traditional Rental Income: $2410 Airbnb ROI: 6.11% Traditional ROI: 3.81%
1203 SAWGRASS COURT Oldsmar, FL One or more photo(s) has been virtually staged. * Property was not affected at all from th...	3 beds \| 2 baths \| 1,307 sq.ft.	$419,900	Airbnb cash on cash: 5.9% Traditional cash on cash: 2.78% Airbnb Rental Income: $4254 Traditional Rental Income: $2129 Airbnb ROI: 5.9% Traditional ROI: 2.78%
205 BENGAL CIRCLE Oldsmar, FL HIGH AND DRY! This home has never flooded. Elevation certificate available. Oldsmar is cer...	4 beds \| 3 baths \| 2,733 sq.ft.	$885,000	Airbnb cash on cash: 1.87% Traditional cash on cash: 1.77% Airbnb Rental Income: $3866 Traditional Rental Income: $2950 Airbnb ROI: 1.87% 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: 7.75% Traditional cash on cash: 4.67% Airbnb Rental Income: $4254 Traditional Rental Income: $2342 Airbnb ROI: 7.75% Traditional ROI: 4.67%
102 SHOREVIEW LANE Oldsmar, FL This updated 3 bedroom, 2 bathroom, 2 car garage home is nestled in the heart of Oldsmar. ...	3 beds \| 2 baths \| 1,250 sq.ft.	$399,000	Airbnb cash on cash: 6.63% Traditional cash on cash: 3.16% Airbnb Rental Income: $4254 Traditional Rental Income: $2057 Airbnb ROI: 6.63% Traditional ROI: 3.16%
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: 8.38% Traditional cash on cash: 8.26% Airbnb Rental Income: $2376 Traditional Rental Income: $1770 Airbnb ROI: 8.38% Traditional ROI: 8.26%
614 LAKE Oldsmar, FL BACK ON THE MARKET- $20K drop. Lovely, spacious 3-bedroom home in Gull-Aire Village. This ...	3 beds \| 2 baths \| 2,129 sq.ft.	$329,000	Airbnb cash on cash: 8.76% Traditional cash on cash: 6.46% Airbnb Rental Income: $4254 Traditional Rental Income: $2645 Airbnb ROI: 8.76% Traditional ROI: 6.46%
340 LISA LANE Oldsmar, FL Under contract-accepting backup offers. REDUCED *** Well kept Corner Home with 3 Bedroom...	3 beds \| 2 baths \| 1,730 sq.ft.	$349,900	Airbnb cash on cash: 7.53% Traditional cash on cash: 4.36% Airbnb Rental Income: $4254 Traditional Rental Income: $2312 Airbnb ROI: 7.53% Traditional ROI: 4.36%
110 W CYPRESS COURT #82 Oldsmar, FL New Price with Motivated Seller! Welcome to your dream oasis! This upstairs 2 bed, 2 bath...	2 beds \| 2 baths \| 1,054 sq.ft.	$220,000	Airbnb cash on cash: 6.72% Traditional cash on cash: 6.6% Airbnb Rental Income: $2376 Traditional Rental Income: $1765 Airbnb ROI: 6.72% Traditional ROI: 6.6%
1733 SPLIT FORK DRIVE Oldsmar, FL READY FOR IMMEDIATE OCCUPANCY! Stunning landscaping frames this lovely 3 bedroom/2 bath/2...	3 beds \| 2 baths \| 1,967 sq.ft.	$535,000	Airbnb cash on cash: 4.88% Traditional cash on cash: 3.4% Airbnb Rental Income: $4254 Traditional Rental Income: $2614 Airbnb ROI: 4.88% Traditional ROI: 3.4%
1814 GREENWOOD DRIVE Oldsmar, FL FHA, VA, Conventional Financing or Cash! Great opportunity for a first time home buyer or ...	3 beds \| 2 baths \| 1,152 sq.ft.	$374,900	Airbnb cash on cash: 8.05% Traditional cash on cash: 4.3% Airbnb Rental Income: $4254 Traditional Rental Income: $2035 Airbnb ROI: 8.05% Traditional ROI: 4.3%
404 DOLPHIN DRIVE S Oldsmar, FL This property in Gull-Aire Village is located on a spacious double lot, offering potential...	2 beds \| 2 baths \| 1,034 sq.ft.	$230,000	Airbnb cash on cash: 5.59% Traditional cash on cash: 5.42% Airbnb Rental Income: $2376 Traditional Rental Income: $1754 Airbnb ROI: 5.59% Traditional ROI: 5.42%
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.	$425,000	Airbnb cash on cash: 5.58% Traditional cash on cash: 2.77% Airbnb Rental Income: $4254 Traditional Rental Income: $2237 Airbnb ROI: 5.58% Traditional ROI: 2.77%
360 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL Under contract-accepting backup offers. Welcome to this well-maintained home with a mainte...	2 beds \| 3 baths \| 1,110 sq.ft.	$278,000	Airbnb cash on cash: 2.25% Traditional cash on cash: 2.02% Airbnb Rental Income: $2376 Traditional Rental Income: $1730 Airbnb ROI: 2.25% Traditional ROI: 2.02%
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.	$222,000	Airbnb cash on cash: 6% Traditional cash on cash: 5.97% Airbnb Rental Income: $2376 Traditional Rental Income: $1784 Airbnb ROI: 6% Traditional ROI: 5.97%
1655 BAYHILL DRIVE Oldsmar, FL New Price Improvement for buyer upgrades/updates! (No damage from either hurricane) Locate...	3 beds \| 2 baths \| 1,864 sq.ft.	$474,999	Airbnb cash on cash: 5.24% Traditional cash on cash: 4.11% Airbnb Rental Income: $4254 Traditional Rental Income: $2854 Airbnb ROI: 5.24% Traditional ROI: 4.11%
2313 SUNSET WIND LOOP Oldsmar, FL Welcome to this exquisite 3-bedroom, 2.5-bath deluxe townhome located in the exclusive gat...	3 beds \| 3 baths \| 2,230 sq.ft.	$490,000	Airbnb cash on cash: 4.09% Traditional cash on cash: 3.45% Airbnb Rental Income: $4254 Traditional Rental Income: $3063 Airbnb ROI: 4.09% Traditional ROI: 3.45%
2503 ARCH AVENUE #139W Oldsmar, FL Under contract-accepting backup offers. Owner Financing is Available on this (Ormond Model...	3 beds \| 3 baths \| 1,888 sq.ft.	$424,900	Airbnb cash on cash: 4.43% Traditional cash on cash: 2.56% Airbnb Rental Income: $4254 Traditional Rental Income: $2613 Airbnb ROI: 4.43% Traditional ROI: 2.56%
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.	$590,000	Airbnb cash on cash: 4.17% Traditional cash on cash: 2.58% Airbnb Rental Income: $4254 Traditional Rental Income: $2483 Airbnb ROI: 4.17% Traditional ROI: 2.58%
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.	$210,000	Airbnb cash on cash: 6.13% Traditional cash on cash: 5.74% Airbnb Rental Income: $2376 Traditional Rental Income: $1713 Airbnb ROI: 6.13% Traditional ROI: 5.74%
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: 8.61% Traditional cash on cash: 5.56% Airbnb Rental Income: $4254 Traditional Rental Income: $2496 Airbnb ROI: 8.61% Traditional ROI: 5.56%
2505 ARCH AVENUE Oldsmar, FL Owner Financing is Available on this (Ormond Model) with all amenities in the Bayside Terr...	3 beds \| 3 baths \| 1,888 sq.ft.	$424,900	Airbnb cash on cash: 4.37% Traditional cash on cash: 2.65% Airbnb Rental Income: $4254 Traditional Rental Income: $2672 Airbnb ROI: 4.37% Traditional ROI: 2.65%
847 AURORA WAY Oldsmar, FL No Flooding from Hurricane Helene or Milton NO damage or issues. Discover the perfect ...	3 beds \| 3 baths \| 1,365 sq.ft.	$349,000	Airbnb cash on cash: 7.3% Traditional cash on cash: 3.67% Airbnb Rental Income: $4254 Traditional Rental Income: $2167 Airbnb ROI: 7.3% Traditional ROI: 3.67%
607 CANAL WAY Oldsmar, FL Under contract-accepting backup offers. Pristine home & property. No flooding or damage fr...	3 beds \| 2 baths \| 1,483 sq.ft.	$319,000	Airbnb cash on cash: 9.29% Traditional cash on cash: 6.17% Airbnb Rental Income: $4254 Traditional Rental Income: $2419 Airbnb ROI: 9.29% Traditional ROI: 6.17%

Vacation Rentals in Oldsmar

There are 58 vacation rental properties available for sale in the city of Oldsmar . The median list price of Airbnb properties available for sale in Oldsmar is $349,000 and the average price per square foot is $212. The cash on cash return on vacation rentals in Oldsmar is 5.00%. The average monthly short term rental income in Oldsmar is $3,866.

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

There are 58 Airbnb properties available for sale in Oldsmar.

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

In November 2024, the average Airbnb occupancy rate in Oldsmar is 69%.

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

1251 CLAYS TRAIL

Oldsmar, FL

3 beds | 3 baths | 2,500 sq.ft.

$420,000

Airbnb cash on cash: 4.42%

Traditional cash on cash: 2.74%

Airbnb Rental Income: $4254

Traditional Rental Income: $2697

Airbnb ROI: 4.42%

Traditional ROI: 2.74%

100 KILSYTHE STREET

Oldsmar, FL

3 beds | 3 baths | 1,431 sq.ft.

$469,900

Airbnb cash on cash: 5.76%

Traditional cash on cash: 3.42%

Airbnb Rental Income: $4254

Traditional Rental Income: $2326

Airbnb ROI: 5.76%

Traditional ROI: 3.42%

1408 SYRAH DRIVE

Oldsmar, FL

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

$400,000

Airbnb cash on cash: 5.29%

Traditional cash on cash: 2.77%

Airbnb Rental Income: $4254

Traditional Rental Income: $2412

Airbnb ROI: 5.29%

Traditional ROI: 2.77%

1434 WOODSTREAM DRIVE

Oldsmar, FL

3 beds | 2 baths | 1,596 sq.ft.

$500,000

Airbnb cash on cash: 3.76%

Traditional cash on cash: 2.35%

Airbnb Rental Income: $4254

Traditional Rental Income: $2696

Airbnb ROI: 3.76%

Traditional ROI: 2.35%

163 BRENT CIRCLE

Oldsmar, FL

3 beds | 3 baths | 1,834 sq.ft.

$615,000

Airbnb cash on cash: 3.17%

Traditional cash on cash: 1.89%

Airbnb Rental Income: $4254

Traditional Rental Income: $2620

Airbnb ROI: 3.17%

Traditional ROI: 1.89%

321 SHORE DRIVE E

Oldsmar, FL

4 beds | 2 baths | 1,627 sq.ft.

$300,000

Airbnb cash on cash: 8.25%

Traditional cash on cash: 7.82%

Airbnb Rental Income: $3866

Traditional Rental Income: $2913

Airbnb ROI: 8.25%

Traditional ROI: 7.82%

516 ARLINGTON AVENUE E

Oldsmar, FL

3 beds | 2 baths | 1,657 sq.ft.

$534,900

Airbnb cash on cash: 4.22%

Traditional cash on cash: 2.84%

Airbnb Rental Income: $4254

Traditional Rental Income: $2667

Airbnb ROI: 4.22%

Traditional ROI: 2.84%

503 TANGERINE DRIVE

Oldsmar, FL

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

$424,000

Airbnb cash on cash: 6.57%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $4254

Traditional Rental Income: $2329

Airbnb ROI: 6.57%