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.

Wantage Investment Property for Sale in Holiday, FL

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

Showing 156 Wantage Investment Property 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
5309 BOARDWALK STREET HOLIDAY, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. FI...	3 beds \| 3 baths \| 1,848 sq.ft.	$449,000	Airbnb cash on cash: 3.63% Traditional cash on cash: 5.05% Airbnb Rental Income: $3151 Traditional Rental Income: $3033 Airbnb ROI: 3.63% Traditional ROI: 5.05%
2228 SOCIETY DRIVE HOLIDAY, FL Price Improvement! Discover peaceful living in this charming 2-bedroom, 1.5-bath home nest...	2 beds \| 2 baths \| 1,039 sq.ft.	$239,900	Airbnb cash on cash: 4.42% Traditional cash on cash: 5.71% Airbnb Rental Income: $2176 Traditional Rental Income: $1927 Airbnb ROI: 4.42% Traditional ROI: 5.71%
2228 PARROT FISH DRIVE HOLIDAY, FL Surrounded by Nature in this Spacious HIgh & Dry Villa makes this the Perfect Florida Home...	3 beds \| 2 baths \| 1,876 sq.ft.	$319,900	Airbnb cash on cash: 4.59% Traditional cash on cash: 4.71% Airbnb Rental Income: $3151 Traditional Rental Income: $2475 Airbnb ROI: 4.59% Traditional ROI: 4.71%
2150 PARROT FISH DRIVE HOLIDAY, FL Under contract-accepting backup offers. PRICED BELOW MARKET VALUE! Welcome to your Florida...	3 beds \| 2 baths \| 1,740 sq.ft.	$334,900	Airbnb cash on cash: 3.5% Traditional cash on cash: 3.03% Airbnb Rental Income: $3151 Traditional Rental Income: $2289 Airbnb ROI: 3.5% Traditional ROI: 3.03%
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: 3.55% Traditional cash on cash: 3.53% Airbnb Rental Income: $3151 Traditional Rental Income: $2430 Airbnb ROI: 3.55% Traditional ROI: 3.53%
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: 2.95% Traditional cash on cash: 5.5% Airbnb Rental Income: $2176 Traditional Rental Income: $2474 Airbnb ROI: 2.95% Traditional ROI: 5.5%
5828 MARIPOSA DRIVE HOLIDAY, FL Welcome to 5828 Mariposa Drive in Holiday, FL â a charming 2-bedroom, 2-bath home offeri...	2 beds \| 2 baths \| 973 sq.ft.	$203,000	Airbnb cash on cash: 6.11% Traditional cash on cash: 7.25% Airbnb Rental Income: $2176 Traditional Rental Income: $1851 Airbnb ROI: 6.11% Traditional ROI: 7.25%
2128 SHANNON DRIVE HOLIDAY, FL Quintessential Florida Living in Holiday! Welcome to this charming 2-bedroom, 1-bath, 1-c...	2 beds \| 1 baths \| 1,200 sq.ft.	$249,900	Airbnb cash on cash: 4.85% Traditional cash on cash: 5.46% Airbnb Rental Income: $2176 Traditional Rental Income: $1773 Airbnb ROI: 4.85% Traditional ROI: 5.46%
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 Under contract-accepting backup offers. NO FLOOD ZONE. Lots of Updates. NEW LVP FLOORING t...	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%
3638 BIGELOW DRIVE HOLIDAY, FL CORNER LOT-PRIVACY FENCE-Priced RIGHT!!--No HOA to worry about in this open floor plan hom...	2 beds \| 2 baths \| 1,096 sq.ft.	$214,000	Airbnb cash on cash: 5.79% Traditional cash on cash: 7.1% Airbnb Rental Income: $2176 Traditional Rental Income: $1896 Airbnb ROI: 5.79% Traditional ROI: 7.1%
3707 PINEHURST DRIVE HOLIDAY, FL Under contract-accepting backup offers. Unaffected by recent storm activity and located in...	3 beds \| 2 baths \| 1,534 sq.ft.	$279,800	Airbnb cash on cash: 6.52% Traditional cash on cash: 5.79% Airbnb Rental Income: $3151 Traditional Rental Income: $2244 Airbnb ROI: 6.52% Traditional ROI: 5.79%
3706 CHESWICK DRIVE HOLIDAY, FL Welcome to this beautifully maintained property, boasting a fresh interior paint job in a ...	2 beds \| 2 baths \| 1,036 sq.ft.	$198,000	Airbnb cash on cash: 6.67% Traditional cash on cash: 7.95% Airbnb Rental Income: $2176 Traditional Rental Income: $1864 Airbnb ROI: 6.67% Traditional ROI: 7.95%
3954 SAILMAKER LANE HOLIDAY, FL Under contract-accepting backup offers. Welcome to the wonderful Holiday Lake Villas, a de...	2 beds \| 2 baths \| 1,318 sq.ft.	$125,000	Airbnb cash on cash: 4.12% Traditional cash on cash: 7.75% Airbnb Rental Income: $2176 Traditional Rental Income: $2096 Airbnb ROI: 4.12% Traditional ROI: 7.75%
2107 HARRISON DRIVE HOLIDAY, FL Under contract-accepting backup offers. Priced to Sell! Here is your chance to stop rentin...	2 beds \| 2 baths \| 1,151 sq.ft.	$219,000	Airbnb cash on cash: 4.7% Traditional cash on cash: 4.86% Airbnb Rental Income: $2176 Traditional Rental Income: $1657 Airbnb ROI: 4.7% Traditional ROI: 4.86%
2349 HAMA DRIVE HOLIDAY, FL WELCOME HOME to this meticulously maintained 3-bedroom, 2-bath waterfront home in Holiday'...	3 beds \| 2 baths \| 1,470 sq.ft.	$279,900	Airbnb cash on cash: 7.24% Traditional cash on cash: 8.07% Airbnb Rental Income: $3151 Traditional Rental Income: $2657 Airbnb ROI: 7.24% Traditional ROI: 8.07%
1313 CHANCELLOR DRIVE HOLIDAY, FL One or more photo(s) has been virtually staged. Discover the charm of the Forest Hills nei...	2 beds \| 2 baths \| 953 sq.ft.	$180,000	Airbnb cash on cash: 6.56% Traditional cash on cash: 7.7% Airbnb Rental Income: $2176 Traditional Rental Income: $1829 Airbnb ROI: 6.56% Traditional ROI: 7.7%
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%
3844 REDWOOD DRIVE HOLIDAY, FL Under contract-accepting backup offers. DOWN PAYMENT ASSISTANCE AVAILABLE â NO INCOME LI...	2 beds \| 2 baths \| 948 sq.ft.	$219,000	Airbnb cash on cash: 5.37% Traditional cash on cash: 6.09% Airbnb Rental Income: $2176 Traditional Rental Income: $1776 Airbnb ROI: 5.37% Traditional ROI: 6.09%
4102 DARLINGTON ROAD HOLIDAY, FL Great starter,retiremen, or income rental home. This comfortable home has 2 bedrooms, 2 ba...	2 beds \| 2 baths \| 988 sq.ft.	$185,000	Airbnb cash on cash: 5.74% Traditional cash on cash: 7.03% Airbnb Rental Income: $2176 Traditional Rental Income: $1870 Airbnb ROI: 5.74% Traditional ROI: 7.03%
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.	$425,000	Airbnb cash on cash: 5.73% Traditional cash on cash: 6.39% Airbnb Rental Income: $4419 Traditional Rental Income: $3754 Airbnb ROI: 5.73% Traditional ROI: 6.39%
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: 3.87% Traditional cash on cash: 6.86% Airbnb Rental Income: $2176 Traditional Rental Income: $2467 Airbnb ROI: 3.87% Traditional ROI: 6.86%
2907 FEATHERSTONE DRIVE HOLIDAY, FL Move-in ready and full of potential! This 2-bedroom, 2-bath home features an open floorpla...	2 beds \| 2 baths \| 1,159 sq.ft.	$199,900	Airbnb cash on cash: 3.12% Traditional cash on cash: 4.7% Airbnb Rental Income: $2176 Traditional Rental Income: $1925 Airbnb ROI: 3.12% Traditional ROI: 4.7%
2909 FEATHERSTONE DRIVE HOLIDAY, FL Price adjustment very motivated seller ...Own this beautifully maintained partially furnis...	2 beds \| 2 baths \| 1,232 sq.ft.	$239,900	Airbnb cash on cash: 2.51% Traditional cash on cash: 4.16% Airbnb Rental Income: $2176 Traditional Rental Income: $2013 Airbnb ROI: 2.51% Traditional ROI: 4.16%
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: 4.66% Traditional cash on cash: 7.76% Airbnb Rental Income: $4419 Traditional Rental Income: $5346 Airbnb ROI: 4.66% Traditional ROI: 7.76%
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.	$319,900	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%
3711 ELMWOOD DRIVE HOLIDAY, FL Welcome home! This charming and affordable starter home is a perfect opportunity for buyer...	2 beds \| 2 baths \| 1,096 sq.ft.	$215,000	Airbnb cash on cash: 4.18% Traditional cash on cash: 5.2% Airbnb Rental Income: $2176 Traditional Rental Income: $1865 Airbnb ROI: 4.18% Traditional ROI: 5.2%
5605 OCEANIC ROAD HOLIDAY, FL Welcome to this beautifully updated, move in ready dream home! Open floor plan, many updat...	3 beds \| 2 baths \| 1,511 sq.ft.	$279,000	Airbnb cash on cash: 6.63% Traditional cash on cash: 5.3% Airbnb Rental Income: $3151 Traditional Rental Income: $2086 Airbnb ROI: 6.63% Traditional ROI: 5.3%
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.	$259,500	Airbnb cash on cash: 6.82% Traditional cash on cash: 8.85% Airbnb Rental Income: $3151 Traditional Rental Income: $2943 Airbnb ROI: 6.82% Traditional ROI: 8.85%
4355 TAHITIAN GARDENS CIRCLE #A HOLIDAY, FL THIS WAS RENOVATED FROM A 2 BEDROOM to a VERY LARGE 1 BEDROOM & LARGER PRIMARY BATHROOM! Y...	1 beds \| 1 baths \| 825 sq.ft.	$129,900	Airbnb cash on cash: 2.83% Traditional cash on cash: 5.02% Airbnb Rental Income: $1617 Traditional Rental Income: $1472 Airbnb ROI: 2.83% Traditional ROI: 5.02%
2906 WINDRIDGE DRIVE HOLIDAY, FL Welcome to 2906 Windridge Drive a large lake front lot where peace of mind meets luxury li...	3 beds \| 2 baths \| 1,647 sq.ft.	$385,000	Airbnb cash on cash: 3.57% Traditional cash on cash: 4.13% Airbnb Rental Income: $3151 Traditional Rental Income: $2655 Airbnb ROI: 3.57% Traditional ROI: 4.13%
5404 FRONT DRIVE HOLIDAY, FL One or more photo(s) has been virtually staged. Must see WITH AN ASSUMABLE LOAN! Welcome t...	3 beds \| 2 baths \| 1,240 sq.ft.	$295,000	Airbnb cash on cash: 6.44% Traditional cash on cash: 5.41% Airbnb Rental Income: $3151 Traditional Rental Income: $2149 Airbnb ROI: 6.44% Traditional ROI: 5.41%
3449 SPRINGFIELD DRIVE HOLIDAY, FL Updated 3/2 â¢ No HOA â¢ Big Driveway â¢ Near Gulf Access â¢ Move-in Ready â¢ NEW AC ...	3 beds \| 2 baths \| 1,334 sq.ft.	$249,900	Airbnb cash on cash: 7.15% Traditional cash on cash: 6.32% Airbnb Rental Income: $3151 Traditional Rental Income: $2243 Airbnb ROI: 7.15% Traditional ROI: 6.32%
2012 FERN RIDGE COURT HOLIDAY, FL Under contract-accepting backup offers. Located in the gated community of Key Vista, this ...	4 beds \| 3 baths \| 2,768 sq.ft.	$490,000	Airbnb cash on cash: 4.4% Traditional cash on cash: 11.68% Airbnb Rental Income: $4419 Traditional Rental Income: $6831 Airbnb ROI: 4.4% Traditional ROI: 11.68%
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.	$148,000	Airbnb cash on cash: 6.72% Traditional cash on cash: 5.39% Airbnb Rental Income: $2176 Traditional Rental Income: $1436 Airbnb ROI: 6.72% Traditional ROI: 5.39%
1652 Marengo Drive HOLIDAY, FL Welcome to this charming, move-in-ready block home tucked away on a quiet street. This tho...	2 beds \| 2 baths \| 816 sq.ft.	$234,900	Airbnb cash on cash: 4.43% Traditional cash on cash: 3.47% Airbnb Rental Income: $2176 Traditional Rental Income: $1406 Airbnb ROI: 4.43% Traditional ROI: 3.47%
2414 SAN LUIS ROAD HOLIDAY, FL Under contract-accepting backup offers. Welcome to this beautifully maintained 3 bedroom, ...	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%
3423 EISENHOWER DR HOLIDAY, FL Under contract-accepting backup offers. PRICE REDUCTION: GREAT OPPORTUNITY TO OWN this Lov...	2 beds \| 2 baths \| 948 sq.ft.	$220,000	Airbnb cash on cash: 5.59% Traditional cash on cash: 6.21% Airbnb Rental Income: $2176 Traditional Rental Income: $1754 Airbnb ROI: 5.59% Traditional ROI: 6.21%
3349 OVERLAND DRIVE HOLIDAY, FL TROPICAL POOL & POND PARADISE HOME FEATURING A SPARKLING SWIMMING POOL, 3 BEDROOMS, 2 BATH...	3 beds \| 2 baths \| 1,326 sq.ft.	$274,900	Airbnb cash on cash: 6.17% Traditional cash on cash: 5.57% Airbnb Rental Income: $3151 Traditional Rental Income: $2275 Airbnb ROI: 6.17% Traditional ROI: 5.57%

Your search for investment property begins and ends here

Wantage Investment Property for Sale in Holiday, FL

5309 BOARDWALK STREET

HOLIDAY, FL

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

$449,000

Airbnb cash on cash: 3.63%

Traditional cash on cash: 5.05%

Airbnb Rental Income: $3151

Traditional Rental Income: $3033

Airbnb ROI: 3.63%

Traditional ROI: 5.05%

2228 SOCIETY DRIVE

HOLIDAY, FL

2 beds | 2 baths | 1,039 sq.ft.

$239,900

Airbnb cash on cash: 4.42%

Traditional cash on cash: 5.71%

Airbnb Rental Income: $2176

Traditional Rental Income: $1927

Airbnb ROI: 4.42%

Traditional ROI: 5.71%

2228 PARROT FISH DRIVE

HOLIDAY, FL

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

$319,900

Airbnb cash on cash: 4.59%

Traditional cash on cash: 4.71%

Airbnb Rental Income: $3151

Traditional Rental Income: $2475

Airbnb ROI: 4.59%

Traditional ROI: 4.71%

2150 PARROT FISH DRIVE

HOLIDAY, FL

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

$334,900

Airbnb cash on cash: 3.5%

Traditional cash on cash: 3.03%

Airbnb Rental Income: $3151

Traditional Rental Income: $2289

Airbnb ROI: 3.5%

Traditional ROI: 3.03%

1028 ORCA COURT

HOLIDAY, FL

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

$329,900

Airbnb cash on cash: 3.55%

Traditional cash on cash: 3.53%

Airbnb Rental Income: $3151

Traditional Rental Income: $2430

Airbnb ROI: 3.55%

Traditional ROI: 3.53%

1225 GREENLEA DRIVE

HOLIDAY, FL

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

$333,000

Airbnb cash on cash: 2.95%

Traditional cash on cash: 5.5%

Airbnb Rental Income: $2176

Traditional Rental Income: $2474

Airbnb ROI: 2.95%

Traditional ROI: 5.5%

5828 MARIPOSA DRIVE

HOLIDAY, FL

2 beds | 2 baths | 973 sq.ft.

$203,000

Airbnb cash on cash: 6.11%

Traditional cash on cash: 7.25%

Airbnb Rental Income: $2176

Traditional Rental Income: $1851

Airbnb ROI: 6.11%

Traditional ROI: 7.25%

2128 SHANNON DRIVE

HOLIDAY, FL

2 beds | 1 baths | 1,200 sq.ft.

$249,900

Airbnb cash on cash: 4.85%

Traditional cash on cash: 5.46%

Airbnb Rental Income: $2176

Traditional Rental Income: $1773

Airbnb ROI: 4.85%