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 Under contract-accepting backup offers. This Spectacular SOLAR-Powered, spacious 5-bedroom...	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.	$350,000	Airbnb cash on cash: 3.23% Traditional cash on cash: 2.78% Airbnb Rental Income: $3151 Traditional Rental Income: $2289 Airbnb ROI: 3.23% Traditional ROI: 2.78%
1028 ORCA COURT HOLIDAY, FL Welcome to 1028 Orca Court, a meticulously maintained 3-bedroom, 2-bathroom villa nestled ...	3 beds \| 2 baths \| 1,740 sq.ft.	$350,000	Airbnb cash on cash: 3.49% Traditional cash on cash: 3.47% Airbnb Rental Income: $3151 Traditional Rental Income: $2430 Airbnb ROI: 3.49% Traditional ROI: 3.47%
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%
1408 WHITEHALL LANE HOLIDAY, FL Opportunity to own a 3-bedroom home in Holiday Lake Estates! This property offers excellen...	3 beds \| 1 baths \| 1,176 sq.ft.	$215,000	Airbnb cash on cash: 9.7% Traditional cash on cash: 6.89% Airbnb Rental Income: $3151 Traditional Rental Income: $1864 Airbnb ROI: 9.7% Traditional ROI: 6.89%
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.	$284,500	Airbnb cash on cash: 6.4% Traditional cash on cash: 5.68% Airbnb Rental Income: $3151 Traditional Rental Income: $2244 Airbnb ROI: 6.4% Traditional ROI: 5.68%
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 Under contract-accepting backup offers. One or more photo(s) has been virtually staged. We...	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.	$241,500	Airbnb cash on cash: 8.77% Traditional cash on cash: 5.92% Airbnb Rental Income: $3151 Traditional Rental Income: $1788 Airbnb ROI: 8.77% Traditional ROI: 5.92%
3625 Windham Drive HOLIDAY, FL Welcome to 3625 Windham Drive in the heart of Holiday, FL - a charming and move-in-ready 3...	3 beds \| 1 baths \| 1,200 sq.ft.	$225,000	Airbnb cash on cash: 8.97% Traditional cash on cash: 6.57% Airbnb Rental Income: $3151 Traditional Rental Income: $1925 Airbnb ROI: 8.97% Traditional ROI: 6.57%
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 Thoughtful upgrades meet modern comfort. This home has been updated with extensive renovat...	4 beds \| 2 baths \| 1,520 sq.ft.	$305,000	Airbnb cash on cash: 9.8% Traditional cash on cash: 4.45% Airbnb Rental Income: $4419 Traditional Rental Income: $1959 Airbnb ROI: 9.8% Traditional ROI: 4.45%
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%
3814 HOLIDAY LAKE DRIVE HOLIDAY, FL Beautifully updated 3-bedroom, 2-bath home in Holiday Lake Estates âNOW VACANT TENANT MO...	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%
4352 TAHITIAN GARDENS CIRCLE #E HOLIDAY, FL *Turn-key, Furnished, & Updated* This home is located in the highly desirable commu...	2 beds \| 2 baths \| 842 sq.ft.	$149,000	Airbnb cash on cash: 6.67% Traditional cash on cash: 5.34% Airbnb Rental Income: $2176 Traditional Rental Income: $1436 Airbnb ROI: 6.67% Traditional ROI: 5.34%
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%
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.	$189,900	Airbnb cash on cash: 6.22% Traditional cash on cash: 5.25% Airbnb Rental Income: $2176 Traditional Rental Income: $1451 Airbnb ROI: 6.22% Traditional ROI: 5.25%
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 Under contract-accepting backup offers. *BRAND NEW ROOF, BRAND NEW APPLIANCES, BRAND NEW H...	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%
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%
3406 HONEYMOON LANE HOLIDAY, FL Fall in love with the comfort and simplicity of this welcoming 3-bedroom, 2-bath home tuck...	3 beds \| 2 baths \| 1,334 sq.ft.	$245,000	Airbnb cash on cash: 7.83% Traditional cash on cash: 6.69% Airbnb Rental Income: $3151 Traditional Rental Income: $2173 Airbnb ROI: 7.83% Traditional ROI: 6.69%
3322 FAIRMOUNT DRIVE HOLIDAY, FL Welcome to the established and friendly Holiday Lake Estates community, a quiet residentia...	3 beds \| 2 baths \| 1,558 sq.ft.	$300,000	Airbnb cash on cash: 6.67% Traditional cash on cash: 6.01% Airbnb Rental Income: $3151 Traditional Rental Income: $2251 Airbnb ROI: 6.67% Traditional ROI: 6.01%
3207 COLDWELL DRIVE HOLIDAY, FL Price Adjustment on this Charming 3-Bedroom Home in Holiday Lake Estates â Close to Tarp...	3 beds \| 2 baths \| 1,302 sq.ft.	$297,000	Airbnb cash on cash: 6.33% Traditional cash on cash: 5.31% Airbnb Rental Income: $3151 Traditional Rental Income: $2151 Airbnb ROI: 6.33% Traditional ROI: 5.31%
2321 WOOD POINTE DRIVE HOLIDAY, FL PRICED DROPPED! SELLER WILL HELP WITH BUYERS CLOSING COST! Welcome to 2321 Wood Pointe Dri...	4 beds \| 3 baths \| 2,429 sq.ft.	$450,000	Airbnb cash on cash: 5.87% Traditional cash on cash: 4.35% Airbnb Rental Income: $4419 Traditional Rental Income: $2852 Airbnb ROI: 5.87% Traditional ROI: 4.35%
3530 UMBER ROAD HOLIDAY, FL Currently tenant-occupied, but showings are available by appointment. Please contact the l...	3 beds \| 2 baths \| 1,424 sq.ft.	$310,000	Airbnb cash on cash: 6.79% Traditional cash on cash: 6.2% Airbnb Rental Income: $3151 Traditional Rental Income: $2265 Airbnb ROI: 6.79% Traditional ROI: 6.2%
4928 LAKE RIDGE LANE HOLIDAY, FL Short Sale. Welcome to this well maintained home, features 3-bedrooms, 1 bath and 1 attach...	3 beds \| 1 baths \| 1,036 sq.ft.	$275,000	Airbnb cash on cash: 5.38% Traditional cash on cash: 3.17% Airbnb Rental Income: $3151 Traditional Rental Income: $1865 Airbnb ROI: 5.38% Traditional ROI: 3.17%
3243 EISENHOWER DRIVE HOLIDAY, FL Under contract-accepting backup offers. Nicely updated three bedroom two bathroom home in ...	3 beds \| 2 baths \| 1,330 sq.ft.	$270,000	Airbnb cash on cash: 6.95% Traditional cash on cash: 6.09% Airbnb Rental Income: $3151 Traditional Rental Income: $2216 Airbnb ROI: 6.95% Traditional ROI: 6.09%

Vacation Rentals in Holiday

There are 70 vacation rental properties available for sale in the city of Holiday . The median list price of Airbnb properties available for sale in Holiday is $235,000 and the average price per square foot is $177. 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 70 Airbnb properties available for sale in Holiday.

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

In December 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.

$350,000

Airbnb cash on cash: 3.23%

Traditional cash on cash: 2.78%

Airbnb Rental Income: $3151

Traditional Rental Income: $2289

Airbnb ROI: 3.23%

Traditional ROI: 2.78%

1028 ORCA COURT

HOLIDAY, FL

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

$350,000

Airbnb cash on cash: 3.49%

Traditional cash on cash: 3.47%

Airbnb Rental Income: $3151

Traditional Rental Income: $2430

Airbnb ROI: 3.49%

Traditional ROI: 3.47%

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%

1408 WHITEHALL LANE

HOLIDAY, FL

3 beds | 1 baths | 1,176 sq.ft.

$215,000

Airbnb cash on cash: 9.7%

Traditional cash on cash: 6.89%

Airbnb Rental Income: $3151

Traditional Rental Income: $1864

Airbnb ROI: 9.7%