Airbnb Properties for Sale in Holiday, FL

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

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

Airbnb For Sale in Holiday, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2422 WOOD POINTE DRIVE HOLIDAY, FL This Spectacular SOLAR-Powered, spacious 5-bedroom plus office home offers stunning waterf...	5 beds \| 3 baths \| 3,002 sq.ft.	$499,900	Airbnb cash on cash: 8.15% Traditional cash on cash: 4.67% Airbnb Rental Income: $6270 Traditional Rental Income: $3410 Airbnb ROI: 8.15% Traditional ROI: 4.67%
2150 PARROT FISH DRIVE HOLIDAY, FL Welcome to your Florida retreat in the beautiful Gulfwinds Community! Experience relaxed, ...	3 beds \| 2 baths \| 1,740 sq.ft.	$360,000	Airbnb cash on cash: 3.11% Traditional cash on cash: 2.67% Airbnb Rental Income: $3151 Traditional Rental Income: $2289 Airbnb ROI: 3.11% Traditional ROI: 2.67%
2511 INDIAN KEY DRIVE HOLIDAY, FL One or more photo(s) has been virtually staged. One or more photos have been virtually sta...	4 beds \| 2 baths \| 2,027 sq.ft.	$370,000	Airbnb cash on cash: 7.12% Traditional cash on cash: 5.11% Airbnb Rental Income: $4419 Traditional Rental Income: $2798 Airbnb ROI: 7.12% Traditional ROI: 5.11%
2807 BANNER STONE COURT HOLIDAY, FL Welcome to this stunning 4-bedroom, 3-bathroom home located in the desirable Key Vista com...	4 beds \| 3 baths \| 2,188 sq.ft.	$499,000	Airbnb cash on cash: 5.14% Traditional cash on cash: 4.25% Airbnb Rental Income: $4419 Traditional Rental Income: $3079 Airbnb ROI: 5.14% Traditional ROI: 4.25%
4940 PICTURE AVENUE HOLIDAY, FL Beautifully maintained 3-bedroom home offering comfort, updates, and coastal convenience! ...	3 beds \| 2 baths \| 1,276 sq.ft.	$259,999	Airbnb cash on cash: 7.71% Traditional cash on cash: 6.89% Airbnb Rental Income: $3151 Traditional Rental Income: $2235 Airbnb ROI: 7.71% Traditional ROI: 6.89%
3426 PINON DR HOLIDAY, FL One or more photo(s) has been virtually staged. Move In Ready in Holiday Lake Estates. Fr...	3 beds \| 1 baths \| 884 sq.ft.	$219,900	Airbnb cash on cash: 8.77% Traditional cash on cash: 5.21% Airbnb Rental Income: $3151 Traditional Rental Income: $1696 Airbnb ROI: 8.77% Traditional ROI: 5.21%
3048 HOLIDAY LAKE DRIVE HOLIDAY, FL NO FLOOD ZONE. Lots of Updates. NEW LVP FLOORING throughout 2024. Remodeled Kitchen with N...	3 beds \| 2 baths \| 1,504 sq.ft.	$249,900	Airbnb cash on cash: 7.41% Traditional cash on cash: 5.33% Airbnb Rental Income: $3151 Traditional Rental Income: $1945 Airbnb ROI: 7.41% Traditional ROI: 5.33%
3707 PINEHURST DRIVE HOLIDAY, FL One of the only homes in Beacon Square located in Flood Zone X with no flood insurance req...	3 beds \| 2 baths \| 1,534 sq.ft.	$285,000	Airbnb cash on cash: 6.39% Traditional cash on cash: 5.67% Airbnb Rental Income: $3151 Traditional Rental Income: $2244 Airbnb ROI: 6.39% Traditional ROI: 5.67%
3518 MOOG Road HOLIDAY, FL Enjoy Florida living in this updated 3-bedroom, 2-bath home featuring a bright open layout...	3 beds \| 2 baths \| 1,514 sq.ft.	$289,900	Airbnb cash on cash: 6.86% Traditional cash on cash: 4.96% Airbnb Rental Income: $3151 Traditional Rental Income: $1917 Airbnb ROI: 6.86% Traditional ROI: 4.96%
2118 PARROT FISH DRIVE HOLIDAY, FL One or more photo(s) has been virtually staged. Welcome to the carefree lifestyle in Gulfw...	3 beds \| 2 baths \| 1,740 sq.ft.	$369,000	Airbnb cash on cash: 3.95% Traditional cash on cash: 3.9% Airbnb Rental Income: $3151 Traditional Rental Income: $2423 Airbnb ROI: 3.95% Traditional ROI: 3.9%
4731 AEGEAN AVENUE HOLIDAY, FL One or more photo(s) has been virtually staged. PRICE DROPWelcome to this charming Hol...	3 beds \| 1 baths \| 1,104 sq.ft.	$242,000	Airbnb cash on cash: 8.75% Traditional cash on cash: 5.91% Airbnb Rental Income: $3151 Traditional Rental Income: $1788 Airbnb ROI: 8.75% Traditional ROI: 5.91%
3238 MELA COURT HOLIDAY, FL 5 Bedroom, 3.5 Bath, 2 Story home located in the Gated Community of Vista Lakes, perfectl...	5 beds \| 4 baths \| 3,198 sq.ft.	$575,000	Airbnb cash on cash: 6.77% Traditional cash on cash: 5.32% Airbnb Rental Income: $6270 Traditional Rental Income: $4260 Airbnb ROI: 6.77% Traditional ROI: 5.32%
3138 DEERGRASS COURT HOLIDAY, FL Short Sale. Welcome to 3138 Deergrass Ct, nestled in the charming Glenwood of Gulf Trace n...	4 beds \| 3 baths \| 2,525 sq.ft.	$480,000	Airbnb cash on cash: 4.97% Traditional cash on cash: 2.9% Airbnb Rental Income: $4419 Traditional Rental Income: $2564 Airbnb ROI: 4.97% Traditional ROI: 2.9%
1408 JENNINGS DRIVE HOLIDAY, FL Beautifully RENOVATED 3-bedroom, 2-bath home located in Flood Zone X (no flood insurance r...	3 beds \| 2 baths \| 1,102 sq.ft.	$339,900	Airbnb cash on cash: 5.33% Traditional cash on cash: 4.37% Airbnb Rental Income: $3151 Traditional Rental Income: $2131 Airbnb ROI: 5.33% Traditional ROI: 4.37%
1817 DARTMOUTH DRIVE HOLIDAY, FL Don't miss out on this 3-bedroom 2-bath home just 2.5 miles from the BEACH and the Ancloe ...	3 beds \| 2 baths \| 1,457 sq.ft.	$264,000	Airbnb cash on cash: 6.82% Traditional cash on cash: 5.86% Airbnb Rental Income: $3151 Traditional Rental Income: $2198 Airbnb ROI: 6.82% Traditional ROI: 5.86%
4627 TROPICAL LANE HOLIDAY, FL AFFORDABLE..... UPDATED...... Waiting for YOU!! With an easy commute to Tampa, St Pete and...	4 beds \| 2 baths \| 1,520 sq.ft.	$319,500	Airbnb cash on cash: 9.32% Traditional cash on cash: 4.21% Airbnb Rental Income: $4419 Traditional Rental Income: $1959 Airbnb ROI: 9.32% Traditional ROI: 4.21%
3628 NETTLE CREEK COURT HOLIDAY, FL Short Sale. Come take a look and make an offer today! Go ahead and discover this charming ...	3 beds \| 2 baths \| 1,693 sq.ft.	$349,999	Airbnb cash on cash: 4.52% Traditional cash on cash: 3.33% Airbnb Rental Income: $3151 Traditional Rental Income: $2046 Airbnb ROI: 4.52% Traditional ROI: 3.33%
3449 SPRINGFIELD DRIVE HOLIDAY, FL Updated 3/2 â¢ No HOA â¢ Big Driveway â¢ Near Gulf Access â¢ Move-in Ready Fall in lo...	3 beds \| 2 baths \| 1,334 sq.ft.	$259,000	Airbnb cash on cash: 6.87% Traditional cash on cash: 6.07% Airbnb Rental Income: $3151 Traditional Rental Income: $2243 Airbnb ROI: 6.87% Traditional ROI: 6.07%
2641 BIG PINE DRIVE HOLIDAY, FL Under contract-accepting backup offers. NEW PRICE! Welcome to your dream home in the highl...	3 beds \| 2 baths \| 2,027 sq.ft.	$399,990	Airbnb cash on cash: 3.24% Traditional cash on cash: 2.53% Airbnb Rental Income: $3151 Traditional Rental Income: $2174 Airbnb ROI: 3.24% Traditional ROI: 2.53%
2152 ARCADIA ROAD HOLIDAY, FL Welcome to this beautifully updated 3-bedroom, 2-bathroom home located in Holiday, FL, jus...	3 beds \| 2 baths \| 1,088 sq.ft.	$335,000	Airbnb cash on cash: 6.07% Traditional cash on cash: 5.39% Airbnb Rental Income: $3151 Traditional Rental Income: $2223 Airbnb ROI: 6.07% Traditional ROI: 5.39%
3814 HOLIDAY LAKE DRIVE HOLIDAY, FL Beautifully updated 3-bedroom, 2-bath home in Holiday Lake Estates! Step inside to an open...	3 beds \| 2 baths \| 1,283 sq.ft.	$260,000	Airbnb cash on cash: 7.27% Traditional cash on cash: 5.89% Airbnb Rental Income: $3151 Traditional Rental Income: $2099 Airbnb ROI: 7.27% Traditional ROI: 5.89%
1144 RUSHMORE DRIVE HOLIDAY, FL Welcome to a perfect blend of style, comfort, and modern living in beautiful Holiday, Flor...	2 beds \| 2 baths \| 1,028 sq.ft.	$250,000	Airbnb cash on cash: 4.24% Traditional cash on cash: 4.1% Airbnb Rental Income: $2176 Traditional Rental Income: $1590 Airbnb ROI: 4.24% Traditional ROI: 4.1%
4911 BARTELT ROAD HOLIDAY, FL ALL MAINTENANCE ITEMS LIKE ROOF, A/C, ELETRICAL PANEL HAVE BEEN DONE, NEW ELECTRICAL OUTLE...	2 beds \| 2 baths \| 816 sq.ft.	$199,000	Airbnb cash on cash: 5.61% Traditional cash on cash: 4.87% Airbnb Rental Income: $2176 Traditional Rental Income: $1485 Airbnb ROI: 5.61% Traditional ROI: 4.87%
4352 TAHITIAN GARDENS CIRCLE #E HOLIDAY, FL *Turn-key, Fully Furnished, & Updated* This well maintained condo is nestled in a t...	2 beds \| 2 baths \| 842 sq.ft.	$155,000	Airbnb cash on cash: 6.38% Traditional cash on cash: 5.11% Airbnb Rental Income: $2176 Traditional Rental Income: $1436 Airbnb ROI: 6.38% Traditional ROI: 5.11%
3326 GARFIELD DR HOLIDAY, FL Move in ready 3 bedroom home is available! New LVP flooring and paint. Fenced in yard. 12 ...	3 beds \| 2 baths \| 1,308 sq.ft.	$199,900	Airbnb cash on cash: 9.94% Traditional cash on cash: 6.6% Airbnb Rental Income: $3151 Traditional Rental Income: $1803 Airbnb ROI: 9.94% Traditional ROI: 6.6%
2614 HAWK ROOST COURT HOLIDAY, FL Under contract-accepting backup offers. (MOTIVATED SELLER) Immaculate Move-In Ready Home i...	3 beds \| 3 baths \| 2,620 sq.ft.	$440,000	Airbnb cash on cash: 3.4% Traditional cash on cash: 2.77% Airbnb Rental Income: $3151 Traditional Rental Income: $2180 Airbnb ROI: 3.4% Traditional ROI: 2.77%
2414 SAN LUIS ROAD HOLIDAY, FL Welcome to this beautifully maintained 3 bedroom, 2.5 bath pool home, ideally situated on ...	3 beds \| 3 baths \| 1,786 sq.ft.	$379,900	Airbnb cash on cash: 4.06% Traditional cash on cash: 3.09% Airbnb Rental Income: $3151 Traditional Rental Income: $2093 Airbnb ROI: 4.06% Traditional ROI: 3.09%
4352 TAHITIAN GARDENS CIRCLE #M HOLIDAY, FL ONE YEAR OF CONDO FEES credited to new owner at closing! Come see this IMMACULATE, WATERFR...	2 beds \| 2 baths \| 842 sq.ft.	$199,500	Airbnb cash on cash: 5.88% Traditional cash on cash: 4.96% Airbnb Rental Income: $2176 Traditional Rental Income: $1451 Airbnb ROI: 5.88% Traditional ROI: 4.96%
3640 RICHBORO DRIVE HOLIDAY, FL This property has new floors, new baseboards, kitchen cabinets, kitchen sink, plumbing und...	3 beds \| 2 baths \| 1,519 sq.ft.	$255,000	Airbnb cash on cash: 8.42% Traditional cash on cash: 5.51% Airbnb Rental Income: $3151 Traditional Rental Income: $1736 Airbnb ROI: 8.42% Traditional ROI: 5.51%
1441 SOLAR DRIVE HOLIDAY, FL Discover comfort and convenience in this inviting 2-bedroom, 1-bathroom residence located ...	2 beds \| 1 baths \| 960 sq.ft.	$195,000	Airbnb cash on cash: 6.23% Traditional cash on cash: 5.54% Airbnb Rental Income: $2176 Traditional Rental Income: $1496 Airbnb ROI: 6.23% Traditional ROI: 5.54%
3639 RICHBORO DRIVE HOLIDAY, FL BRAND NEW ROOF, BRAND NEW APPLIANCES, BRAND NEW HVAC Charming 3-Bedroom, 2-Bath Home â...	3 beds \| 2 baths \| 1,580 sq.ft.	$260,000	Airbnb cash on cash: 7.02% Traditional cash on cash: 6.49% Airbnb Rental Income: $3151 Traditional Rental Income: $2308 Airbnb ROI: 7.02% Traditional ROI: 6.49%
3049 MOOG ROAD HOLIDAY, FL Welcome to Florida living! Nestled in Beacon Square you will find this charming 2 bedroom,...	2 beds \| 1 baths \| 1,016 sq.ft.	$190,000	Airbnb cash on cash: 6.4% Traditional cash on cash: 6.13% Airbnb Rental Income: $2176 Traditional Rental Income: $1577 Airbnb ROI: 6.4% Traditional ROI: 6.13%
3048 VICTORIA INLET DRIVE HOLIDAY, FL Beautiful Townhome Built in 2023 in Holiday, FL Discover this modern and well-maintain...	3 beds \| 3 baths \| 1,440 sq.ft.	$299,900	Airbnb cash on cash: 5.51% Traditional cash on cash: 4.73% Airbnb Rental Income: $3151 Traditional Rental Income: $2219 Airbnb ROI: 5.51% Traditional ROI: 4.73%
2105 SUGARBUSH DRIVE HOLIDAY, FL Welcome to your new home in the Forest Hills neighborhood, located near the Anclote River....	3 beds \| 2 baths \| 1,665 sq.ft.	$241,800	Airbnb cash on cash: 7.5% Traditional cash on cash: 6.99% Airbnb Rental Income: $3151 Traditional Rental Income: $2320 Airbnb ROI: 7.5% Traditional ROI: 6.99%
2727 FEATHERSTONE DRIVE #2727 HOLIDAY, FL GORGEOUS CONDO IN THE DESIRABLE GULF TRACE COMMUNITY! THIS SITS AT THE END OF A LARGE CUL ...	3 beds \| 2 baths \| 1,517 sq.ft.	$275,000	Airbnb cash on cash: 5.29% Traditional cash on cash: 4.8% Airbnb Rental Income: $3151 Traditional Rental Income: $2308 Airbnb ROI: 5.29% Traditional ROI: 4.8%
5507 RIDDLE ROAD HOLIDAY, FL Just reduced! This spacious 2,400 sq ft duplex is situated on an oversized corner lot in H...	6 beds \| N/A baths \| 2,406 sq.ft.	$390,000	Airbnb cash on cash: 1.91% Traditional cash on cash: 1.8% Airbnb Rental Income: $2176 Traditional Rental Income: $1587 Airbnb ROI: 1.91% Traditional ROI: 1.8%
1036 VIKING DRIVE HOLIDAY, FL Welcome to this remodeled Oasis! This pool home has been tastefully remodeled with quartz ...	3 beds \| 2 baths \| 1,362 sq.ft.	$349,900	Airbnb cash on cash: 5.89% Traditional cash on cash: 5.38% Airbnb Rental Income: $3151 Traditional Rental Income: $2268 Airbnb ROI: 5.89% Traditional ROI: 5.38%
3307 BROOKFIELD DRIVE HOLIDAY, FL Under contract-accepting backup offers. Welcome to your new home. This spectacular propert...	3 beds \| 2 baths \| 1,363 sq.ft.	$280,000	Airbnb cash on cash: 7.68% Traditional cash on cash: 6.74% Airbnb Rental Income: $3151 Traditional Rental Income: $2190 Airbnb ROI: 7.68% Traditional ROI: 6.74%
3406 HONEYMOON LANE HOLIDAY, FL Priced to sell! This beautifully updated 3-bedroom, 2-bath home is one of the best values ...	3 beds \| 2 baths \| 1,334 sq.ft.	$255,000	Airbnb cash on cash: 7.49% Traditional cash on cash: 6.4% Airbnb Rental Income: $3151 Traditional Rental Income: $2173 Airbnb ROI: 7.49% Traditional ROI: 6.4%
5405 GOLDEN NUGGET DRIVE HOLIDAY, FL Welcome to 5405 Golden Nugget Driveâa charming and beautiful 3-bedroom, 2-bath home that...	3 beds \| 2 baths \| 1,308 sq.ft.	$300,000	Airbnb cash on cash: 6.17% Traditional cash on cash: 5.61% Airbnb Rental Income: $3151 Traditional Rental Income: $2280 Airbnb ROI: 6.17% Traditional ROI: 5.61%

Vacation Rentals in Holiday

There are 73 vacation rental properties available for sale in the city of Holiday . The median list price of Airbnb properties available for sale in Holiday is $239,450 and the average price per square foot is $181. The cash on cash return on vacation rentals in Holiday is 6.00%. The average monthly short term rental income in Holiday is $2,176.

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

There are 73 Airbnb properties available for sale in Holiday.

In 2025, the best neighborhood to buy short term rental property is HOLIDAY.

In November 2025, the average Airbnb occupancy rate in Holiday is 60%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Holiday, FL

2422 WOOD POINTE DRIVE

HOLIDAY, FL

5 beds | 3 baths | 3,002 sq.ft.

$499,900

Airbnb cash on cash: 8.15%

Traditional cash on cash: 4.67%

Airbnb Rental Income: $6270

Traditional Rental Income: $3410

Airbnb ROI: 8.15%

Traditional ROI: 4.67%

2150 PARROT FISH DRIVE

HOLIDAY, FL

3 beds | 2 baths | 1,740 sq.ft.

$360,000

Airbnb cash on cash: 3.11%

Traditional cash on cash: 2.67%

Airbnb Rental Income: $3151

Traditional Rental Income: $2289

Airbnb ROI: 3.11%

Traditional ROI: 2.67%

2511 INDIAN KEY DRIVE

HOLIDAY, FL

4 beds | 2 baths | 2,027 sq.ft.

$370,000

Airbnb cash on cash: 7.12%

Traditional cash on cash: 5.11%

Airbnb Rental Income: $4419

Traditional Rental Income: $2798

Airbnb ROI: 7.12%

Traditional ROI: 5.11%

2807 BANNER STONE COURT

HOLIDAY, FL

4 beds | 3 baths | 2,188 sq.ft.

$499,000

Airbnb cash on cash: 5.14%

Traditional cash on cash: 4.25%

Airbnb Rental Income: $4419

Traditional Rental Income: $3079

Airbnb ROI: 5.14%

Traditional ROI: 4.25%

4940 PICTURE AVENUE

HOLIDAY, FL

3 beds | 2 baths | 1,276 sq.ft.

$259,999

Airbnb cash on cash: 7.71%

Traditional cash on cash: 6.89%

Airbnb Rental Income: $3151

Traditional Rental Income: $2235

Airbnb ROI: 7.71%

Traditional ROI: 6.89%

3426 PINON DR

HOLIDAY, FL

3 beds | 1 baths | 884 sq.ft.

$219,900

Airbnb cash on cash: 8.77%

Traditional cash on cash: 5.21%

Airbnb Rental Income: $3151

Traditional Rental Income: $1696

Airbnb ROI: 8.77%

Traditional ROI: 5.21%

3048 HOLIDAY LAKE DRIVE

HOLIDAY, FL

3 beds | 2 baths | 1,504 sq.ft.

$249,900

Airbnb cash on cash: 7.41%

Traditional cash on cash: 5.33%

Airbnb Rental Income: $3151

Traditional Rental Income: $1945

Airbnb ROI: 7.41%

Traditional ROI: 5.33%

3707 PINEHURST DRIVE

HOLIDAY, FL

3 beds | 2 baths | 1,534 sq.ft.

$285,000

Airbnb cash on cash: 6.39%

Traditional cash on cash: 5.67%

Airbnb Rental Income: $3151

Traditional Rental Income: $2244

Airbnb ROI: 6.39%