Real Estate Investment Properties for Sale in Holiday, FL

Looking for investment property in Holiday, FL with high ROI ?

Explore a variety of short-term homes & houses in Holiday, FL. Invest wisely with VRBO & Holiday, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Townhouses for Sale in Holiday, FL

Search for Townhouse for Sale in Holiday, Florida. Browse all of Mashvisor’s Townhouse listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 3 Townhouse listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
5311 BOARDWALK STREET HOLIDAY, FL Welcome to 5311 Boardwalk St, a rare opportunity to own a beautifully updated waterfront t...	3 beds \| 3 baths \| 1,848 sq.ft.	$449,900	Airbnb cash on cash: 7.9% Traditional cash on cash: 4.58% Airbnb Rental Income: $4955 Traditional Rental Income: $2540 Airbnb ROI: 7.9% Traditional ROI: 4.58%
2627 CHARLAN COURT HOLIDAY, FL Welcome to effortless living in Holidayâperfectly positioned between the historic charm ...	2 beds \| 3 baths \| 1,541 sq.ft.	$280,000	Airbnb cash on cash: 7.24% Traditional cash on cash: 5.63% Airbnb Rental Income: $3690 Traditional Rental Income: $2463 Airbnb ROI: 7.24% Traditional ROI: 5.63%
5199 FORUM BOULEVARD HOLIDAY, FL 2% towards closing cost/ rate buy down with preferred lender! Also available for Rent! Wel...	2 beds \| 3 baths \| 1,541 sq.ft.	$268,000	Airbnb cash on cash: 7.55% Traditional cash on cash: 5.62% Airbnb Rental Income: $3690 Traditional Rental Income: $2398 Airbnb ROI: 7.55% Traditional ROI: 5.62%
Other Investment Properties for Sale in Holiday
3520 OVERLAND DRIVE HOLIDAY , FL Under contract-accepting backup offers. Welcome to your own slice of Gulf Coast waterfront...	2 beds \| 2 baths \| 1,068 sq.ft.	$269,000	Airbnb cash on cash: 9.46% Traditional cash on cash: 7.49% Airbnb Rental Income: $3690 Traditional Rental Income: $2387 Airbnb ROI: 9.46% Traditional ROI: 7.49%
2228 PARROT FISH DRIVE HOLIDAY , FL Beautiful Must See Vylla. HIgh & Dry Villa makes this the Perfect Florida Home. Enter your...	3 beds \| 2 baths \| 1,876 sq.ft.	$319,900	Airbnb cash on cash: 6.92% Traditional cash on cash: 5.87% Airbnb Rental Income: $3690 Traditional Rental Income: $2570 Airbnb ROI: 6.92% Traditional ROI: 5.87%
1028 ORCA COURT HOLIDAY , FL Under contract-accepting backup offers. BRAND NEW ROOF (5/2025) \| NEVER FLOODED \| MOVE-IN ...	3 beds \| 2 baths \| 1,740 sq.ft.	$329,900	Airbnb cash on cash: 8.61% Traditional cash on cash: 5.92% Airbnb Rental Income: $4955 Traditional Rental Income: $3106 Airbnb ROI: 8.61% Traditional ROI: 5.92%
1225 GREENLEA DRIVE HOLIDAY , FL Under contract-accepting backup offers. Spacious POOL HOME with a new pump and filter syst...	2 beds \| 2 baths \| 1,525 sq.ft.	$333,000	Airbnb cash on cash: 7.23% Traditional cash on cash: 5.91% Airbnb Rental Income: $3690 Traditional Rental Income: $2474 Airbnb ROI: 7.23% Traditional ROI: 5.91%
5313 BOARDWALK STREET HOLIDAY , FL One or more photo(s) has been virtually staged. Welcome to 5313 Boardwalk Street â a bea...	3 beds \| 3 baths \| 1,848 sq.ft.	$444,000	Airbnb cash on cash: 7% Traditional cash on cash: 4.7% Airbnb Rental Income: $4955 Traditional Rental Income: $2985 Airbnb ROI: 7% Traditional ROI: 4.7%
3645 OVERLAND DRIVE HOLIDAY , FL One or more photo(s) has been virtually staged. THIS RESIDENCE IS A 2/3/2 with an oversize...	2 beds \| 3 baths \| 1,416 sq.ft.	$284,900	Airbnb cash on cash: 8.78% Traditional cash on cash: 5.77% Airbnb Rental Income: $3690 Traditional Rental Income: $2078 Airbnb ROI: 8.78% Traditional ROI: 5.77%
3114 BLUFF BOULEVARD HOLIDAY , FL Discover the charm of Floridaâs Gulf Coast in this beautifully crafted waterfront home, ...	3 beds \| 3 baths \| 3,234 sq.ft.	$1,295,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 1.85% Airbnb Rental Income: $4955 Traditional Rental Income: $4615 Airbnb ROI: 1.29% Traditional ROI: 1.85%
3309 JACKSON DRIVE HOLIDAY , FL Welcome to 3309 Jackson Dr., Holiday, FL â A Charming Pool Home in the Tahitian Developm...	2 beds \| 1 baths \| 1,140 sq.ft.	$259,999	Airbnb cash on cash: 9.31% Traditional cash on cash: 5.73% Airbnb Rental Income: $3690 Traditional Rental Income: $2008 Airbnb ROI: 9.31% Traditional ROI: 5.73%
3147 MELA COURT HOLIDAY , FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Ne...	3 beds \| 2 baths \| 1,483 sq.ft.	$375,000	Airbnb cash on cash: 8.44% Traditional cash on cash: 4.54% Airbnb Rental Income: $4955 Traditional Rental Income: $2566 Airbnb ROI: 8.44% Traditional ROI: 4.54%
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: N/A Traditional cash on cash: 4.64% Airbnb Rental Income: $null Traditional Rental Income: $3892 Airbnb ROI: N/A Traditional ROI: 4.64%
2945 WOOD POINTE DRIVE HOLIDAY , FL Located within the 55+ area of the beautiful Key Vista gated community, this move-in-ready...	2 beds \| 2 baths \| 1,341 sq.ft.	$345,000	Airbnb cash on cash: 5.91% Traditional cash on cash: 4% Airbnb Rental Income: $3690 Traditional Rental Income: $2265 Airbnb ROI: 5.91% Traditional ROI: 4%
3228 ROCK VALLEY DRIVE HOLIDAY , FL Welcome to this charming two bedroom, two bath home with a spacious Florida room that offe...	2 beds \| 2 baths \| 1,334 sq.ft.	$299,000	Airbnb cash on cash: 8.35% Traditional cash on cash: 5.46% Airbnb Rental Income: $3690 Traditional Rental Income: $2073 Airbnb ROI: 8.35% Traditional ROI: 5.46%
5657 OCEANIC ROAD HOLIDAY , FL Welcome to 5657 Oceanic Rd in Holiday, Florida a quiet, well-established neighborhood with...	4 beds \| 4 baths \| 3,553 sq.ft.	$629,900	Airbnb cash on cash: 8.9% Traditional cash on cash: 10.34% Airbnb Rental Income: $7349 Traditional Rental Income: $6777 Airbnb ROI: 8.9% Traditional ROI: 10.34%
2817 PLANTAIN DRIVE HOLIDAY , FL Welcome home to 2817 Plantain Dr! This beautifully maintained home, located inside the gat...	3 beds \| 2 baths \| 1,683 sq.ft.	$415,000	Airbnb cash on cash: 6.96% Traditional cash on cash: 5.29% Airbnb Rental Income: $4955 Traditional Rental Income: $3290 Airbnb ROI: 6.96% Traditional ROI: 5.29%
2216 PARROT FISH DRIVE HOLIDAY , FL Under contract-accepting backup offers. NEW PRICE! This is a great find! This Beautifull...	3 beds \| 2 baths \| 1,740 sq.ft.	$340,000	Airbnb cash on cash: 8.83% Traditional cash on cash: 4.99% Airbnb Rental Income: $4955 Traditional Rental Income: $2713 Airbnb ROI: 8.83% Traditional ROI: 4.99%

Your search for investment property begins and ends here

Townhouses for Sale in Holiday, FL

5311 BOARDWALK STREET

HOLIDAY, FL

3 beds | 3 baths | 1,848 sq.ft.

$449,900

Airbnb cash on cash: 7.9%

Traditional cash on cash: 4.58%

Airbnb Rental Income: $4955

Traditional Rental Income: $2540

Airbnb ROI: 7.9%

Traditional ROI: 4.58%

2627 CHARLAN COURT

HOLIDAY, FL

2 beds | 3 baths | 1,541 sq.ft.

$280,000

Airbnb cash on cash: 7.24%

Traditional cash on cash: 5.63%

Airbnb Rental Income: $3690

Traditional Rental Income: $2463

Airbnb ROI: 7.24%

Traditional ROI: 5.63%

5199 FORUM BOULEVARD

HOLIDAY, FL

2 beds | 3 baths | 1,541 sq.ft.

$268,000

Airbnb cash on cash: 7.55%

Traditional cash on cash: 5.62%

Airbnb Rental Income: $3690

Traditional Rental Income: $2398

Airbnb ROI: 7.55%

Traditional ROI: 5.62%

Other Investment Properties for Sale in Holiday

HOLIDAY , FL

2 beds | 2 baths | 1,068 sq.ft.

$269,000

Airbnb cash on cash: 9.46%

Traditional cash on cash: 7.49%

Airbnb Rental Income: $3690

Traditional Rental Income: $2387

Airbnb ROI: 9.46%

Traditional ROI: 7.49%

HOLIDAY , FL

3 beds | 2 baths | 1,876 sq.ft.

$319,900

Airbnb cash on cash: 6.92%

Traditional cash on cash: 5.87%

Airbnb Rental Income: $3690

Traditional Rental Income: $2570

Airbnb ROI: 6.92%

Traditional ROI: 5.87%

HOLIDAY , FL

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

$329,900

Airbnb cash on cash: 8.61%

Traditional cash on cash: 5.92%

Airbnb Rental Income: $4955

Traditional Rental Income: $3106

Airbnb ROI: 8.61%

Traditional ROI: 5.92%

HOLIDAY , FL

2 beds | 2 baths | 1,525 sq.ft.

$333,000

Airbnb cash on cash: 7.23%

Traditional cash on cash: 5.91%

Airbnb Rental Income: $3690

Traditional Rental Income: $2474

Airbnb ROI: 7.23%

Traditional ROI: 5.91%

HOLIDAY , FL

3 beds | 3 baths | 1,848 sq.ft.

$444,000

Airbnb cash on cash: 7%

Traditional cash on cash: 4.7%

Airbnb Rental Income: $4955

Traditional Rental Income: $2985

Airbnb ROI: 7%

Traditional ROI: 4.7%

HOLIDAY , FL

2 beds | 3 baths | 1,416 sq.ft.

$284,900