Real Estate Investment Properties for Sale in Holly Hill, FL

Looking for investment property in Holly Hill, FL with high ROI ?

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

Single Family Homes for Sale in Holly Hill, FL

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

Showing 45 Single Family Residential 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
1364 Daytona Avenue HOLLY HILL, FL Step into a home that feels like a warm embrace. This cute bungalow perfectly preserves it...	2 beds \| 1 baths \| 972 sq.ft.	$259,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 3.91% Airbnb Rental Income: $1280 Traditional Rental Income: $1613 Airbnb ROI: 0.9% Traditional ROI: 3.91%
596 15th Street HOLLY HILL, FL bedroom, 2 bath home featuring an open foyer that flows into the dining and living areas. ...	2 beds \| 2 baths \| 1,198 sq.ft.	$235,000	Airbnb cash on cash: 1.31% Traditional cash on cash: 5.57% Airbnb Rental Income: $1280 Traditional Rental Income: $1824 Airbnb ROI: 1.31% Traditional ROI: 5.57%
149 Granada Street HOLLY HILL, FL Charming 1960 Bungalow in a desirable neighborhood just a short stroll to the Intercoastal...	3 beds \| 2 baths \| 1,100 sq.ft.	$269,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 6.34% Airbnb Rental Income: $1524 Traditional Rental Income: $2260 Airbnb ROI: 1.69% Traditional ROI: 6.34%
563 Martha Drive HOLLY HILL, FL SHORT SALE, THIS IS A BANK APPROVED PRICE. This 2-bedroom, 1-bathroom block home in the Ho...	2 beds \| 1 baths \| 1,070 sq.ft.	$165,000	Airbnb cash on cash: 1.89% Traditional cash on cash: 7.28% Airbnb Rental Income: $1280 Traditional Rental Income: $1726 Airbnb ROI: 1.89% Traditional ROI: 7.28%
729 N Flamingo Drive HOLLY HILL, FL MOTIVATED SELLER, TENANTS OUT - VACANT NOW! GO SHOW! This cozy ranch is ready for its next...	3 beds \| 2 baths \| 1,217 sq.ft.	$244,900	Airbnb cash on cash: 1.52% Traditional cash on cash: 7.15% Airbnb Rental Income: $1524 Traditional Rental Income: $2384 Airbnb ROI: 1.52% Traditional ROI: 7.15%
1025 Alabama Avenue HOLLY HILL, FL Price Improvement! Waterfront Living for Only $235,000! Enjoy peaceful lake views and exce...	3 beds \| 2 baths \| 1,933 sq.ft.	$235,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 7.01% Airbnb Rental Income: $1524 Traditional Rental Income: $2442 Airbnb ROI: 0.89% Traditional ROI: 7.01%
897 Alabama Avenue HOLLY HILL, FL Welcome to this beautifully designed 3-bedroom, 2-bathroom home featuring a desirable spli...	3 beds \| 2 baths \| 1,440 sq.ft.	$337,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 5.44% Airbnb Rental Income: $1524 Traditional Rental Income: $2368 Airbnb ROI: 1.38% Traditional ROI: 5.44%
1623 Ridge Avenue HOLLY HILL, FL This stunning 3-bedroom, 2-bathroom home is a true must-see! Step inside and discover thou...	3 beds \| 2 baths \| 1,380 sq.ft.	$318,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 5.34% Airbnb Rental Income: $1524 Traditional Rental Income: $2426 Airbnb ROI: 0.84% Traditional ROI: 5.34%
241 Riverside Drive #2207 HOLLY HILL, FL Gorgeous 2 Bedroom/2 Bathroom plus Den condo on 22nd floor with amazing views of Intracoas...	2 beds \| 2 baths \| 1,693 sq.ft.	$359,900	Airbnb cash on cash: -3.6% Traditional cash on cash: 1.25% Airbnb Rental Income: $1280 Traditional Rental Income: $2515 Airbnb ROI: -3.6% Traditional ROI: 1.25%
135 12th Street HOLLY HILL, FL Turnkey Furnished Home + Private Bungalow \| Airbnb Approved Investment Opportunity Welcome...	4 beds \| 3 baths \| 2,437 sq.ft.	$514,900	Airbnb cash on cash: 0.3% Traditional cash on cash: 4.3% Airbnb Rental Income: $1918 Traditional Rental Income: $3334 Airbnb ROI: 0.3% Traditional ROI: 4.3%
215 2nd Street HOLLY HILL, FL HUGE DISCOUNT on this charming historic home on 2 CONFORMING LOTS, steps from dining, brew...	3 beds \| 2 baths \| 1,978 sq.ft.	$290,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 8.24% Airbnb Rental Income: $1524 Traditional Rental Income: $2888 Airbnb ROI: 1.62% Traditional ROI: 8.24%
608 Cedar Avenue HOLLY HILL, FL Charming 1950s bungalow with modern flair on over half an acre! Step into timeless charact...	3 beds \| 3 baths \| 2,094 sq.ft.	$369,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 8.64% Airbnb Rental Income: $1524 Traditional Rental Income: $3758 Airbnb ROI: 0.91% Traditional ROI: 8.64%
241 Riverside Drive #2301 HOLLY HILL, FL Prepare to be captivated by some of the most breathtaking views on the Florida coast. Perc...	3 beds \| 3 baths \| 2,085 sq.ft.	$779,000	Airbnb cash on cash: -2.76% Traditional cash on cash: 1.18% Airbnb Rental Income: $1524 Traditional Rental Income: $3940 Airbnb ROI: -2.76% Traditional ROI: 1.18%
327 London Road HOLLY HILL, FL Welcome to this beautifully updated 3-bedroom, 1-bath home in the heart of Holly Hill, off...	3 beds \| 1 baths \| 1,182 sq.ft.	$259,999	Airbnb cash on cash: 2% Traditional cash on cash: 6.97% Airbnb Rental Income: $1524 Traditional Rental Income: $2299 Airbnb ROI: 2% Traditional ROI: 6.97%
1016 Cherokee Ranch Road HOLLY HILL, FL Move-In Ready & Fully Updated! Don't miss this charming renovated 2-bedroom, 1-bath home-p...	2 beds \| 1 baths \| 1,474 sq.ft.	$235,000	Airbnb cash on cash: 1.37% Traditional cash on cash: 6.78% Airbnb Rental Income: $1280 Traditional Rental Income: $2082 Airbnb ROI: 1.37% Traditional ROI: 6.78%
1662 Espanola Avenue HOLLY HILL, FL *PRICE REDUCTION* Discover this beautifully renovated unit, offering an exceptional tu...	2 beds \| 1 baths \| 850 sq.ft.	$138,000	Airbnb cash on cash: 2.87% Traditional cash on cash: 7.47% Airbnb Rental Income: $1280 Traditional Rental Income: $1486 Airbnb ROI: 2.87% Traditional ROI: 7.47%
1520 MORAVIA AVENUE HOLLY HILL, FL Beautiful and Cozy 3 bedroom 2 bathroom - Lovely neighborhood. Just minutes away from the ...	3 beds \| 2 baths \| 1,196 sq.ft.	$310,000	Airbnb cash on cash: 1.19% Traditional cash on cash: 5.14% Airbnb Rental Income: $1524 Traditional Rental Income: $2235 Airbnb ROI: 1.19% Traditional ROI: 5.14%
1705 Cordova Avenue HOLLY HILL, FL Back on the Market -- No Fault of the Property. The previous buyers decided not to move fo...	3 beds \| 2 baths \| 1,398 sq.ft.	$389,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 6.3% Airbnb Rental Income: $1524 Traditional Rental Income: $2903 Airbnb ROI: 1.3% Traditional ROI: 6.3%
1598 Montgomery Avenue HOLLY HILL, FL 2025 NEW CONSTRUCTION \| 0.21-ACRE FENCED LOT \| NO HOA \| NO CDD FEES \| NO FLOOD INSURANCE C...	3 beds \| 2 baths \| 1,224 sq.ft.	$319,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 5.78% Airbnb Rental Income: $1524 Traditional Rental Income: $2168 Airbnb ROI: 2.15% Traditional ROI: 5.78%
1608 Moravia Avenue HOLLY HILL, FL Completely renovated and move-in ready! This beautifully updated 3 bedroom, 2 bathroom hom...	3 beds \| 2 baths \| 1,152 sq.ft.	$349,900	Airbnb cash on cash: 1.28% Traditional cash on cash: 3.53% Airbnb Rental Income: $1524 Traditional Rental Income: $1821 Airbnb ROI: 1.28% Traditional ROI: 3.53%
1031 Grand Hickory Circle HOLLY HILL, FL Beautiful end unit town home featuring 2 bedrooms, 2 bathrooms and a spacious open concept...	2 beds \| 2 baths \| 1,376 sq.ft.	$269,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 5.72% Airbnb Rental Income: $1280 Traditional Rental Income: $2264 Airbnb ROI: 0.25% Traditional ROI: 5.72%
1627 Decatur Avenue HOLLY HILL, FL Investor Opportunity or the Perfect Canvas for Your Dream Home! Nestled on a spacious .34-...	3 beds \| 2 baths \| 2,315 sq.ft.	$335,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 8.25% Airbnb Rental Income: $1524 Traditional Rental Income: $3167 Airbnb ROI: 1.63% Traditional ROI: 8.25%
1241 Charter Oaks Circle HOLLY HILL, FL Welcome to 1241 Charter Oaks Circle, a charming 2-bedroom, 2-bath townhome nestled in a fr...	2 beds \| 2 baths \| 1,072 sq.ft.	$199,999	Airbnb cash on cash: 0.83% Traditional cash on cash: 6.71% Airbnb Rental Income: $1280 Traditional Rental Income: $1994 Airbnb ROI: 0.83% Traditional ROI: 6.71%
1405 Daytona Avenue HOLLY HILL, FL Charming Holly Hill ranch-style home in a prime location! Enjoy quick access to the nearby...	3 beds \| 2 baths \| 1,315 sq.ft.	$264,900	Airbnb cash on cash: 2.84% Traditional cash on cash: 7.19% Airbnb Rental Income: $1524 Traditional Rental Income: $2168 Airbnb ROI: 2.84% Traditional ROI: 7.19%
356 CLIFTON AVENUE HOLLY HILL, FL Well maintained 1,328 sq ft. Three Bedroom, Two Bath. A regularly serviced 2014 HVAC, well...	3 beds \| 2 baths \| 1,328 sq.ft.	$174,900	Airbnb cash on cash: 4.56% Traditional cash on cash: 10.61% Airbnb Rental Income: $1524 Traditional Rental Income: $2090 Airbnb ROI: 4.56% Traditional ROI: 10.61%
644 Lpga Boulevard #A&B HOLLY HILL, FL Discover this well-maintained duplex offering two updated 2-bedroom, 2-bathroom units, ide...	4 beds \| 3 baths \| 2,134 sq.ft.	$264,900	Airbnb cash on cash: 2.71% Traditional cash on cash: 8.43% Airbnb Rental Income: $1918 Traditional Rental Income: $2840 Airbnb ROI: 2.71% Traditional ROI: 8.43%
536 Dorothy Avenue HOLLY HILL, FL Don't miss this one! This charming updated 3-bedroom, 1-bath concrete block home sits on a...	3 beds \| 1 baths \| 814 sq.ft.	$225,000	Airbnb cash on cash: 2.48% Traditional cash on cash: 5.16% Airbnb Rental Income: $1524 Traditional Rental Income: $1652 Airbnb ROI: 2.48% Traditional ROI: 5.16%
331 London Road HOLLY HILL, FL Consistent Florida Investment Property with Immediate Rental IncomeDon't miss this rare se...	2 beds \| 1 baths \| 912 sq.ft.	$160,000	Airbnb cash on cash: 2.81% Traditional cash on cash: 7.24% Airbnb Rental Income: $1280 Traditional Rental Income: $1554 Airbnb ROI: 2.81% Traditional ROI: 7.24%
1343 Florence Court HOLLY HILL, FL Do not miss your opportunity to own this 4 bedroom 3 bath pool home with a river view!! Ho...	4 beds \| 3 baths \| 1,989 sq.ft.	$587,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 4.82% Airbnb Rental Income: $1918 Traditional Rental Income: $3829 Airbnb ROI: 0.4% Traditional ROI: 4.82%
614 3rd Street HOLLY HILL, FL Unlock a level of property flexibility that is nearly impossible to find in today's market...	3 beds \| 2 baths \| 1,169 sq.ft.	$244,000	Airbnb cash on cash: 2.4% Traditional cash on cash: 6.75% Airbnb Rental Income: $1524 Traditional Rental Income: $2084 Airbnb ROI: 2.4% Traditional ROI: 6.75%
1312 JARECKI AVENUE HOLLY HILL, FL Recently renovated and full of charm, this cozy 2-bedroom, 1-bath home in the heart of Hol...	2 beds \| 1 baths \| 648 sq.ft.	$159,900	Airbnb cash on cash: 3.18% Traditional cash on cash: 6.8% Airbnb Rental Income: $1280 Traditional Rental Income: $1431 Airbnb ROI: 3.18% Traditional ROI: 6.8%
235 Daytona Avenue HOLLY HILL, FL Own a piece of local history in this 1926 ART DECO with the absolute BEST walkability you'...	3 beds \| 2 baths \| 1,156 sq.ft.	$235,000	Airbnb cash on cash: 2.34% Traditional cash on cash: 8.12% Airbnb Rental Income: $1524 Traditional Rental Income: $2365 Airbnb ROI: 2.34% Traditional ROI: 8.12%
318 Riverside Drive HOLLY HILL, FL Charming Multigenerational Home with Flexible Living Spaces Step into the timeless charact...	3 beds \| 2 baths \| 2,174 sq.ft.	$499,900	Airbnb cash on cash: 0.69% Traditional cash on cash: 4.82% Airbnb Rental Income: $1524 Traditional Rental Income: $3012 Airbnb ROI: 0.69% Traditional ROI: 4.82%
690 Westward Circle HOLLY HILL, FL Step into this solid concrete block 3 bedroom, 2 bath home, set on a spacious corner lot a...	3 beds \| 2 baths \| 1,518 sq.ft.	$235,000	Airbnb cash on cash: 3.17% Traditional cash on cash: 8.46% Airbnb Rental Income: $1524 Traditional Rental Income: $2257 Airbnb ROI: 3.17% Traditional ROI: 8.46%
450 Card Avenue HOLLY HILL, FL Move-in ready and thoughtfully updated, this 3-bedroom, 1-bath concrete block home with a ...	3 beds \| 1 baths \| 864 sq.ft.	$221,500	Airbnb cash on cash: 2.56% Traditional cash on cash: 6.2% Airbnb Rental Income: $1524 Traditional Rental Income: $1846 Airbnb ROI: 2.56% Traditional ROI: 6.2%
305 ELSIE AVENUE HOLLY HILL, FL Under contract-accepting backup offers. Affordable, updated, and ready for its next owner!...	3 beds \| 1 baths \| 1,056 sq.ft.	$163,900	Airbnb cash on cash: 3.27% Traditional cash on cash: 8.47% Airbnb Rental Income: $1524 Traditional Rental Income: $1895 Airbnb ROI: 3.27% Traditional ROI: 8.47%
1521 Heritage Lane HOLLY HILL, FL Welcome to 1521 Heritage Lane-the ultimate must-have 3-bedroom, 2-bath attached home in th...	3 beds \| 2 baths \| 1,081 sq.ft.	$179,950	Airbnb cash on cash: 2.77% Traditional cash on cash: 9.4% Airbnb Rental Income: $1524 Traditional Rental Income: $2216 Airbnb ROI: 2.77% Traditional ROI: 9.4%

Your search for investment property begins and ends here

Single Family Homes for Sale in Holly Hill, FL

1364 Daytona Avenue

HOLLY HILL, FL

2 beds | 1 baths | 972 sq.ft.

$259,000

Airbnb cash on cash: 0.9%

Traditional cash on cash: 3.91%

Airbnb Rental Income: $1280

Traditional Rental Income: $1613

Airbnb ROI: 0.9%

Traditional ROI: 3.91%

596 15th Street

HOLLY HILL, FL

2 beds | 2 baths | 1,198 sq.ft.

$235,000

Airbnb cash on cash: 1.31%

Traditional cash on cash: 5.57%

Airbnb Rental Income: $1280

Traditional Rental Income: $1824

Airbnb ROI: 1.31%

Traditional ROI: 5.57%

149 Granada Street

HOLLY HILL, FL

3 beds | 2 baths | 1,100 sq.ft.

$269,000

Airbnb cash on cash: 1.69%

Traditional cash on cash: 6.34%

Airbnb Rental Income: $1524

Traditional Rental Income: $2260

Airbnb ROI: 1.69%

Traditional ROI: 6.34%

563 Martha Drive

HOLLY HILL, FL

2 beds | 1 baths | 1,070 sq.ft.

$165,000

Airbnb cash on cash: 1.89%

Traditional cash on cash: 7.28%

Airbnb Rental Income: $1280

Traditional Rental Income: $1726

Airbnb ROI: 1.89%

Traditional ROI: 7.28%

729 N Flamingo Drive

HOLLY HILL, FL

3 beds | 2 baths | 1,217 sq.ft.

$244,900

Airbnb cash on cash: 1.52%

Traditional cash on cash: 7.15%

Airbnb Rental Income: $1524

Traditional Rental Income: $2384

Airbnb ROI: 1.52%

Traditional ROI: 7.15%

1025 Alabama Avenue

HOLLY HILL, FL

3 beds | 2 baths | 1,933 sq.ft.

$235,000

Airbnb cash on cash: 0.89%

Traditional cash on cash: 7.01%

Airbnb Rental Income: $1524

Traditional Rental Income: $2442

Airbnb ROI: 0.89%

Traditional ROI: 7.01%

897 Alabama Avenue

HOLLY HILL, FL

3 beds | 2 baths | 1,440 sq.ft.

$337,000

Airbnb cash on cash: 1.38%

Traditional cash on cash: 5.44%

Airbnb Rental Income: $1524

Traditional Rental Income: $2368

Airbnb ROI: 1.38%

Traditional ROI: 5.44%

1623 Ridge Avenue

HOLLY HILL, FL

3 beds | 2 baths | 1,380 sq.ft.

$318,000

Airbnb cash on cash: 0.84%

Traditional cash on cash: 5.34%

Airbnb Rental Income: $1524

Traditional Rental Income: $2426

Airbnb ROI: 0.84%