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 63 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
149 Granada St HOLLY HILL, FL Charming 1960 Bungalow in a desirable neighborhood just a short stroll to the Intercoastal...	3 beds \| 1 baths \| 1,100 sq.ft.	$269,000	Airbnb cash on cash: 3.44% Traditional cash on cash: 6.34% Airbnb Rental Income: $2056 Traditional Rental Income: $2260 Airbnb ROI: 3.44% 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: 4% Traditional cash on cash: 7.28% Airbnb Rental Income: $1678 Traditional Rental Income: $1726 Airbnb ROI: 4% 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: 3.92% Traditional cash on cash: 7.15% Airbnb Rental Income: $2190 Traditional Rental Income: $2384 Airbnb ROI: 3.92% Traditional ROI: 7.15%
1025 Alabama Avenue HOLLY HILL, FL Price Improvement! Now Offered at $230,000 with Up to 6 percent Toward Buyer's Closing Cos...	3 beds \| 2 baths \| 1,933 sq.ft.	$230,000	Airbnb cash on cash: 3.03% Traditional cash on cash: 7.25% Airbnb Rental Income: $2056 Traditional Rental Income: $2442 Airbnb ROI: 3.03% Traditional ROI: 7.25%
566 4th Street HOLLY HILL, FL This 3 bed 1 bath home is ready for its new owner. It is less than 10 minutes from the bea...	3 beds \| 1 baths \| 1,400 sq.ft.	$229,500	Airbnb cash on cash: 5.14% Traditional cash on cash: 6.35% Airbnb Rental Income: $2190 Traditional Rental Income: $1899 Airbnb ROI: 5.14% Traditional ROI: 6.35%
645 Westward Cir HOLLY HILL, FL Welcome to this beautiful updated 4 bedroom, 2 bath home offering an open floor plan, vaul...	4 beds \| 2 baths \| 1,242 sq.ft.	$274,000	Airbnb cash on cash: 4.21% Traditional cash on cash: 5.98% Airbnb Rental Income: $2309 Traditional Rental Income: $2197 Airbnb ROI: 4.21% Traditional ROI: 5.98%
847 Jasmine Ave HOLLY HILL, FL Move-in ready bungalow charm meets modern updates in this beautifully renovated 2-bedroom,...	2 beds \| 2 baths \| 654 sq.ft.	$199,000	Airbnb cash on cash: 3.74% Traditional cash on cash: 7% Airbnb Rental Income: $1678 Traditional Rental Income: $1843 Airbnb ROI: 3.74% Traditional ROI: 7%
817 Magnolia Ave HOLLY HILL, FL Three bedroom two bathroom home on one of Holly Hill's nicest streets, surrounded by many ...	3 beds \| 2 baths \| 1,200 sq.ft.	$269,000	Airbnb cash on cash: 4.65% Traditional cash on cash: 6.41% Airbnb Rental Income: $2190 Traditional Rental Income: $2082 Airbnb ROI: 4.65% Traditional ROI: 6.41%
241 Riverside Dr #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.	$344,900	Airbnb cash on cash: -2.66% Traditional cash on cash: 1.31% Airbnb Rental Income: $1678 Traditional Rental Income: $2515 Airbnb ROI: -2.66% Traditional ROI: 1.31%
1649 Cordova Ave HOLLY HILL, FL Close-to-river fixer w/ huge financial potential. Located just two blocks from the river, ...	3 beds \| 2 baths \| 1,183 sq.ft.	$269,900	Airbnb cash on cash: 3.33% Traditional cash on cash: 4.04% Airbnb Rental Income: $2190 Traditional Rental Income: $1831 Airbnb ROI: 3.33% Traditional ROI: 4.04%
1615 Primo Ct HOLLY HILL, FL Looking for the perfect vacation home, income-producing investment, or full-time Florida r...	3 beds \| 2 baths \| 740 sq.ft.	$245,000	Airbnb cash on cash: 4.3% Traditional cash on cash: 5.76% Airbnb Rental Income: $2508 Traditional Rental Income: $2239 Airbnb ROI: 4.3% Traditional ROI: 5.76%
690 Westward Cir 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: 5.66% Traditional cash on cash: 8.46% Airbnb Rental Income: $2190 Traditional Rental Income: $2257 Airbnb ROI: 5.66% Traditional ROI: 8.46%
450 Card Ave 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.	$215,900	Airbnb cash on cash: 5.3% Traditional cash on cash: 6.32% Airbnb Rental Income: $2190 Traditional Rental Income: $1846 Airbnb ROI: 5.3% Traditional ROI: 6.32%
1532 Decatur Ave HOLLY HILL, FL PRICE IMPROVEMENT! Welcome home to this beautifully maintained concrete block 3-bedroom, 1...	3 beds \| 1 baths \| 1,000 sq.ft.	$267,000	Airbnb cash on cash: 4.39% Traditional cash on cash: 5.03% Airbnb Rental Income: $2190 Traditional Rental Income: $1797 Airbnb ROI: 4.39% Traditional ROI: 5.03%
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: 4.27% Traditional cash on cash: 6.97% Airbnb Rental Income: $2190 Traditional Rental Income: $2299 Airbnb ROI: 4.27% Traditional ROI: 6.97%
701 Flomich St HOLLY HILL, FL Welcome to this charming, move-in ready 3-bedroom, 1-bathroom home situated on a spacious ...	3 beds \| 1 baths \| 800 sq.ft.	$199,995	Airbnb cash on cash: 5.27% Traditional cash on cash: 4.34% Airbnb Rental Income: $2190 Traditional Rental Income: $1457 Airbnb ROI: 5.27% Traditional ROI: 4.34%
242 Bainbridge Ave HOLLY HILL, FL Completely renovated and move-in ready! Welcome to this beautifully reimagined property fe...	2 beds \| 1 baths \| 840 sq.ft.	$275,000	Airbnb cash on cash: 2.83% Traditional cash on cash: 3.41% Airbnb Rental Income: $1678 Traditional Rental Income: $1362 Airbnb ROI: 2.83% Traditional ROI: 3.41%
1003 Cherokee Ranch Road HOLLY HILL, FL This is a beautifully remodeled home so close to everything! Just down the street are the ...	4 beds \| 2 baths \| 1,806 sq.ft.	$299,000	Airbnb cash on cash: 4.15% Traditional cash on cash: 4.51% Airbnb Rental Income: $2309 Traditional Rental Income: $1836 Airbnb ROI: 4.15% Traditional ROI: 4.51%
1662 Espanola Ave 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: 4.96% Traditional cash on cash: 7.05% Airbnb Rental Income: $1678 Traditional Rental Income: $1486 Airbnb ROI: 4.96% Traditional ROI: 7.05%
399 Silver Beach Dr HOLLY HILL, FL A Waterfront Mediterranean Dream with Unforgettable Views! Welcome to an exceptional M...	5 beds \| 4 baths \| 3,078 sq.ft.	$1,200,000	Airbnb cash on cash: 7.31% Traditional cash on cash: 1.2% Airbnb Rental Income: $13251 Traditional Rental Income: $4028 Airbnb ROI: 7.31% Traditional ROI: 1.2%
944 Hibiscus Ave HOLLY HILL, FL	4 beds \| 3 baths \| 1,192 sq.ft.	$309,900	Airbnb cash on cash: 1.58% Traditional cash on cash: 0.4% Airbnb Rental Income: $1693 Traditional Rental Income: $836 Airbnb ROI: 1.58% Traditional ROI: 0.4%
1520 Moravia Ave 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: 3.09% Traditional cash on cash: 5.14% Airbnb Rental Income: $2190 Traditional Rental Income: $2235 Airbnb ROI: 3.09% Traditional ROI: 5.14%
905 Royal Oak Ct HOLLY HILL, FL First time home buyer or a GREAT opportunity to house hack this beautiful DUPLEX! 905 & 90...	4 beds \| 2 baths \| 1,972 sq.ft.	$389,000	Airbnb cash on cash: 2.13% Traditional cash on cash: 4% Airbnb Rental Income: $2309 Traditional Rental Income: $2420 Airbnb ROI: 2.13% Traditional ROI: 4%
1591 Revere Ln HOLLY HILL, FL Priced to sell! Welcome to 1591 Revere Ln, a charming home nestled in the vibrant communit...	2 beds \| 2 baths \| 920 sq.ft.	$169,900	Airbnb cash on cash: 3.48% Traditional cash on cash: 7.02% Airbnb Rental Income: $1678 Traditional Rental Income: $1783 Airbnb ROI: 3.48% Traditional ROI: 7.02%
1598 Montgomery Ave HOLLY HILL, FL SELLER WILL CONTRIBUTE UP TO $4,000 TOWARD BUYER'S INTEREST RATE BUY-DOWN AT CLOSING. \| 20...	3 beds \| 2 baths \| 1,224 sq.ft.	$299,000	Airbnb cash on cash: 4.33% Traditional cash on cash: 6.22% Airbnb Rental Income: $2190 Traditional Rental Income: $2168 Airbnb ROI: 4.33% Traditional ROI: 6.22%
1591 Birmingham Ave HOLLY HILL, FL Welcome to this beautifully remodeled 4-bedroom, 2-bath home tucked away on a quiet dead-e...	4 beds \| 2 baths \| 2,014 sq.ft.	$369,999	Airbnb cash on cash: 5.53% Traditional cash on cash: 8.45% Airbnb Rental Income: $3371 Traditional Rental Income: $3633 Airbnb ROI: 5.53% Traditional ROI: 8.45%
1608 Moravia Ave 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: 2.97% Traditional cash on cash: 3.53% Airbnb Rental Income: $2190 Traditional Rental Income: $1821 Airbnb ROI: 2.97% Traditional ROI: 3.53%
294 Eddie Ave HOLLY HILL, FL Welcome to 294 Eddie Ave! This fully fenced concrete block home sits high and dry on a qui...	4 beds \| 2 baths \| 1,568 sq.ft.	$215,000	Airbnb cash on cash: 5.89% Traditional cash on cash: 9.65% Airbnb Rental Income: $2309 Traditional Rental Income: $2502 Airbnb ROI: 5.89% Traditional ROI: 9.65%
1627 Decatur Ave 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.	$330,000	Airbnb cash on cash: 3.46% Traditional cash on cash: 8.39% Airbnb Rental Income: $2190 Traditional Rental Income: $3167 Airbnb ROI: 3.46% Traditional ROI: 8.39%
419 Burleigh Ave HOLLY HILL, FL Welcome to 419 Burleigh in Holly Hill! Built with durable, low-maintenance concrete block ...	4 beds \| 2 baths \| 1,206 sq.ft.	$299,900	Airbnb cash on cash: 4.72% Traditional cash on cash: 4.46% Airbnb Rental Income: $2309 Traditional Rental Income: $1662 Airbnb ROI: 4.72% Traditional ROI: 4.46%
536 Dorothy Ave 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: 5.08% Traditional cash on cash: 5.16% Airbnb Rental Income: $2190 Traditional Rental Income: $1652 Airbnb ROI: 5.08% Traditional ROI: 5.16%
1385 Bender Ave HOLLY HILL, FL Explore 1385 Bender Ave, a residence arranged for everyday practicality and comfortable us...	2 beds \| 1 baths \| 1,016 sq.ft.	$139,000	Airbnb cash on cash: 5.75% Traditional cash on cash: 8.53% Airbnb Rental Income: $1770 Traditional Rental Income: $1690 Airbnb ROI: 5.75% Traditional ROI: 8.53%
1343 Florence Ct 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.	$550,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 5.2% Airbnb Rental Income: $2309 Traditional Rental Income: $3829 Airbnb ROI: 1.13% Traditional ROI: 5.2%
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.	$147,000	Airbnb cash on cash: 5.89% Traditional cash on cash: 7.46% Airbnb Rental Income: $1678 Traditional Rental Income: $1431 Airbnb ROI: 5.89% Traditional ROI: 7.46%
1436 Alabama Ave HOLLY HILL, FL Virtually Staged. 1436 Alabama Ave is a one-story Holly Hill home with a covered carport a...	3 beds \| 2 baths \| 1,194 sq.ft.	$219,000	Airbnb cash on cash: 5.94% Traditional cash on cash: 7.63% Airbnb Rental Income: $2190 Traditional Rental Income: $1987 Airbnb ROI: 5.94% Traditional ROI: 7.63%
217 Daytona Ave HOLLY HILL, FL Discover exceptional value and timeless charm in this beautifully maintained 2-bedroom, 2-...	2 beds \| 2 baths \| 1,254 sq.ft.	$220,000	Airbnb cash on cash: 4.31% Traditional cash on cash: 7.79% Airbnb Rental Income: $1770 Traditional Rental Income: $2011 Airbnb ROI: 4.31% Traditional ROI: 7.79%
911 New Castle Court HOLLY HILL, FL Looking for a quiet & comfortable place to call home?. This 2br/1 bath has a large living ...	2 beds \| 1 baths \| 1,188 sq.ft.	$175,000	Airbnb cash on cash: 4.4% Traditional cash on cash: 7.54% Airbnb Rental Income: $1678 Traditional Rental Income: $1732 Airbnb ROI: 4.4% Traditional ROI: 7.54%
718 Avenue A HOLLY HILL, FL Do not miss your opportunity to own this cute 2/1 bungalow in the heart of Holly Hill! Cen...	2 beds \| 1 baths \| 640 sq.ft.	$175,000	Airbnb cash on cash: 5.22% Traditional cash on cash: 6.85% Airbnb Rental Income: $1678 Traditional Rental Income: $1482 Airbnb ROI: 5.22% Traditional ROI: 6.85%

Your search for investment property begins and ends here

Single Family Homes for Sale in Holly Hill, FL

149 Granada St

HOLLY HILL, FL

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

$269,000

Airbnb cash on cash: 3.44%

Traditional cash on cash: 6.34%

Airbnb Rental Income: $2056

Traditional Rental Income: $2260

Airbnb ROI: 3.44%

Traditional ROI: 6.34%

563 Martha Drive

HOLLY HILL, FL

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

$165,000

Airbnb cash on cash: 4%

Traditional cash on cash: 7.28%

Airbnb Rental Income: $1678

Traditional Rental Income: $1726

Airbnb ROI: 4%

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: 3.92%

Traditional cash on cash: 7.15%

Airbnb Rental Income: $2190

Traditional Rental Income: $2384

Airbnb ROI: 3.92%

Traditional ROI: 7.15%

1025 Alabama Avenue

HOLLY HILL, FL

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

$230,000

Airbnb cash on cash: 3.03%

Traditional cash on cash: 7.25%

Airbnb Rental Income: $2056

Traditional Rental Income: $2442

Airbnb ROI: 3.03%

Traditional ROI: 7.25%

566 4th Street

HOLLY HILL, FL

3 beds | 1 baths | 1,400 sq.ft.

$229,500

Airbnb cash on cash: 5.14%

Traditional cash on cash: 6.35%

Airbnb Rental Income: $2190

Traditional Rental Income: $1899

Airbnb ROI: 5.14%

Traditional ROI: 6.35%

645 Westward Cir

HOLLY HILL, FL

4 beds | 2 baths | 1,242 sq.ft.

$274,000

Airbnb cash on cash: 4.21%

Traditional cash on cash: 5.98%

Airbnb Rental Income: $2309

Traditional Rental Income: $2197

Airbnb ROI: 4.21%

Traditional ROI: 5.98%

847 Jasmine Ave

HOLLY HILL, FL

2 beds | 2 baths | 654 sq.ft.

$199,000

Airbnb cash on cash: 3.74%

Traditional cash on cash: 7%

Airbnb Rental Income: $1678

Traditional Rental Income: $1843

Airbnb ROI: 3.74%

Traditional ROI: 7%

817 Magnolia Ave

HOLLY HILL, FL

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

$269,000

Airbnb cash on cash: 4.65%

Traditional cash on cash: 6.41%

Airbnb Rental Income: $2190

Traditional Rental Income: $2082

Airbnb ROI: 4.65%