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.

W Wheatfield Twp Investment Property for Sale in Holiday, FL

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

Showing 214 W Wheatfield Twp 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
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%
3520 OVERLAND DRIVE HOLIDAY, FL Waterfront Living with Optional Civic Association Amenities! Welcome to this tastefully up...	2 beds \| 2 baths \| 1,068 sq.ft.	$279,000	Airbnb cash on cash: 4.31% Traditional cash on cash: 6.6% Airbnb Rental Income: $2176 Traditional Rental Income: $2226 Airbnb ROI: 4.31% Traditional ROI: 6.6%
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.	$249,000	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%
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%
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.	$360,000	Airbnb cash on cash: 7.34% Traditional cash on cash: 5.28% Airbnb Rental Income: $4419 Traditional Rental Income: $2798 Airbnb ROI: 7.34% Traditional ROI: 5.28%
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%
4345 TAHITIAN GARDENS CIRCLE #C HOLIDAY, FL JUST REDUCED! This two-bedroom, BATH & HALF condominium located at the back of a cul-de-sa...	2 beds \| 2 baths \| 825 sq.ft.	$143,500	Airbnb cash on cash: 8.05% Traditional cash on cash: 9.7% Airbnb Rental Income: $2176 Traditional Rental Income: $1851 Airbnb ROI: 8.05% Traditional ROI: 9.7%
1225 GREENLEA DRIVE HOLIDAY, FL A POOL HOME and NO HOA, NO CDD and is in a NO FLOOD ZONE. It's in the charming Holiday La...	2 beds \| 2 baths \| 1,525 sq.ft.	$354,500	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.	$209,750	Airbnb cash on cash: 6.09% Traditional cash on cash: 7.23% Airbnb Rental Income: $2176 Traditional Rental Income: $1851 Airbnb ROI: 6.09% Traditional ROI: 7.23%
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%
5352 MOSAIC DRIVE HOLIDAY, FL One or more photo(s) has been virtually staged. Light, bright, and move-in ready in Forest...	2 beds \| 2 baths \| 1,113 sq.ft.	$199,000	Airbnb cash on cash: 6.58% Traditional cash on cash: 8.39% Airbnb Rental Income: $2176 Traditional Rental Income: $1966 Airbnb ROI: 6.58% Traditional ROI: 8.39%
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%
2640 ALBION STREET HOLIDAY, FL One or more photo(s) has been virtually staged. Interest Rate Buydown Opportunity! Paradis...	3 beds \| 2 baths \| 1,517 sq.ft.	$287,000	Airbnb cash on cash: 6.35% Traditional cash on cash: 7.46% Airbnb Rental Income: $3151 Traditional Rental Income: $2738 Airbnb ROI: 6.35% Traditional ROI: 7.46%
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%
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%
1548 Landau Street HOLIDAY, FL Discover the charm and potential of 1548 Landau, this clean and spacious 2-bedroom, 1-bath...	2 beds \| 1 baths \| 864 sq.ft.	$215,000	Airbnb cash on cash: 5.36% Traditional cash on cash: 5.8% Airbnb Rental Income: $2176 Traditional Rental Income: $1715 Airbnb ROI: 5.36% Traditional ROI: 5.8%
3954 SAILMAKER LANE HOLIDAY, FL Welcome to the wonderful Holiday Lake Villas, a desirable and conveniently located 55+ com...	2 beds \| 2 baths \| 1,318 sq.ft.	$149,900	Airbnb cash on cash: 8.04% Traditional cash on cash: 11.32% Airbnb Rental Income: $2176 Traditional Rental Income: $2096 Airbnb ROI: 8.04% Traditional ROI: 11.32%
2107 HARRISON DRIVE HOLIDAY, FL Priced to Sell! Here is your chance to stop renting and own a property at an affordable pr...	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%
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%
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.	$289,900	Airbnb cash on cash: 6.96% Traditional cash on cash: 7.76% Airbnb Rental Income: $3151 Traditional Rental Income: $2657 Airbnb ROI: 6.96% Traditional ROI: 7.76%
1037 NORMANDY BOULEVARD HOLIDAY, FL Get ready to fall in love this fully renovated home is one of Holiday's most desirable com...	2 beds \| 1 baths \| 840 sq.ft.	$219,900	Airbnb cash on cash: 5.41% Traditional cash on cash: 5.63% Airbnb Rental Income: $2176 Traditional Rental Income: $1669 Airbnb ROI: 5.41% Traditional ROI: 5.63%
2735 PLANTAIN DRIVE HOLIDAY, FL Under contract-accepting backup offers. NEW PRICE! Welcome to Key Vista Villas, a premier ...	2 beds \| 2 baths \| 1,555 sq.ft.	$319,900	Airbnb cash on cash: 2.52% Traditional cash on cash: 4.86% Airbnb Rental Income: $2176 Traditional Rental Income: $2327 Airbnb ROI: 2.52% Traditional ROI: 4.86%
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%
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.	$199,000	Airbnb cash on cash: 6.23% Traditional cash on cash: 7.31% Airbnb Rental Income: $2176 Traditional Rental Income: $1829 Airbnb ROI: 6.23% Traditional ROI: 7.31%
2016 GULFVIEW DRIVE HOLIDAY, FL Spectacular waterfront living in the highly sought-after Baileyâs Bluff community! REMOD...	3 beds \| 2 baths \| 2,723 sq.ft.	$1,459,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 0.94% Airbnb Rental Income: $3151 Traditional Rental Income: $3158 Airbnb ROI: 0.41% Traditional ROI: 0.94%
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%
4102 DARLINGTON ROAD HOLIDAY, FL Great starter home or retirement home. This comfortable home has 2 bedrooms, 2 bathrooms, ...	2 beds \| 2 baths \| 988 sq.ft.	$200,000	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.	$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%
2909 FEATHERSTONE DRIVE HOLIDAY, FL Turnkey 2-Bed, 2-Bath Home with Premium Amenities â Minutes from Top Destinations Own...	2 beds \| 2 baths \| 1,232 sq.ft.	$254,900	Airbnb cash on cash: 2.45% Traditional cash on cash: 4.06% Airbnb Rental Income: $2176 Traditional Rental Income: $2013 Airbnb ROI: 2.45% Traditional ROI: 4.06%
5657 OCEANIC ROAD HOLIDAY, FL Assumable 2.375 VA Loan available to qualified buyers. Welcome to your dream home! This 4-...	4 beds \| 4 baths \| 3,553 sq.ft.	$649,900	Airbnb cash on cash: 4.58% Traditional cash on cash: 7.63% Airbnb Rental Income: $4419 Traditional Rental Income: $5346 Airbnb ROI: 4.58% Traditional ROI: 7.63%
3145 DOMINO DRIVE HOLIDAY, FL Short Sale. Well-maintained 2-bedroom, 2-bath home with a versatile bonus room, spacious 2...	2 beds \| 2 baths \| 1,440 sq.ft.	$335,000	Airbnb cash on cash: 2.35% Traditional cash on cash: 4.48% Airbnb Rental Income: $2176 Traditional Rental Income: $2294 Airbnb ROI: 2.35% Traditional ROI: 4.48%
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%
3242 BEACON SQUARE DRIVE HOLIDAY, FL Under contract-accepting backup offers. Welcome to this upscale, beautifully remodeled two...	2 beds \| 1 baths \| 848 sq.ft.	$225,000	Airbnb cash on cash: 5.85% Traditional cash on cash: 6.14% Airbnb Rental Income: $2176 Traditional Rental Income: $1686 Airbnb ROI: 5.85% Traditional ROI: 6.14%
3410 BROOKFIELD DRIVE HOLIDAY, FL PRICE IMPROVEMENT!!! Welcome to your very own slice of FLORIDA PARADISE!! This beauti...	2 beds \| 2 baths \| 1,283 sq.ft.	$234,999	Airbnb cash on cash: 4.83% Traditional cash on cash: 7.63% Airbnb Rental Income: $2176 Traditional Rental Income: $2247 Airbnb ROI: 4.83% Traditional ROI: 7.63%
3445 ATLANTIS DRIVE HOLIDAY, FL Under contract-accepting backup offers. Short Sale. Short Sale Opportunity â Minutes fro...	2 beds \| 1 baths \| 1,072 sq.ft.	$168,000	Airbnb cash on cash: 6.25% Traditional cash on cash: 7.18% Airbnb Rental Income: $2176 Traditional Rental Income: $1773 Airbnb ROI: 6.25% Traditional ROI: 7.18%
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 Smart BUYERS looking for VALUE will LOVE this clean, updated home with four bedrooms and p...	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%

Your search for investment property begins and ends here

W Wheatfield Twp Investment Property 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%

3520 OVERLAND DRIVE

HOLIDAY, FL

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

$279,000

Airbnb cash on cash: 4.31%

Traditional cash on cash: 6.6%

Airbnb Rental Income: $2176

Traditional Rental Income: $2226

Airbnb ROI: 4.31%

Traditional ROI: 6.6%

2228 SOCIETY DRIVE

HOLIDAY, FL

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

$249,000

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%

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%

2511 INDIAN KEY DRIVE

HOLIDAY, FL

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

$360,000

Airbnb cash on cash: 7.34%

Traditional cash on cash: 5.28%

Airbnb Rental Income: $4419

Traditional Rental Income: $2798

Airbnb ROI: 7.34%

Traditional ROI: 5.28%

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%

4345 TAHITIAN GARDENS CIRCLE #C

HOLIDAY, FL

2 beds | 2 baths | 825 sq.ft.

$143,500

Airbnb cash on cash: 8.05%

Traditional cash on cash: 9.7%

Airbnb Rental Income: $2176

Traditional Rental Income: $1851

Airbnb ROI: 8.05%

Traditional ROI: 9.7%

1225 GREENLEA DRIVE

HOLIDAY, FL

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

$354,500

Airbnb cash on cash: 2.95%

Traditional cash on cash: 5.5%

Airbnb Rental Income: $2176

Traditional Rental Income: $2474

Airbnb ROI: 2.95%