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 47 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
504 RIVERSIDE Drive HOLLY HILL, FL Welcome to your own coastal retreat on sought after Riverside Drive! This beautifully remo...	3 beds \| 2 baths \| 1,742 sq.ft.	$379,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 3.49% Airbnb Rental Income: $2190 Traditional Rental Income: $2245 Airbnb ROI: 1.78% Traditional ROI: 3.49%
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: 3.88% Traditional cash on cash: 6.34% Airbnb Rental Income: $2190 Traditional Rental Income: $2260 Airbnb ROI: 3.88% 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: 3.55% Traditional cash on cash: 7.25% Airbnb Rental Income: $2190 Traditional Rental Income: $2442 Airbnb ROI: 3.55% 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 Circle 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.	$277,000	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 Avenue HOLLY HILL, FL Move-in ready bungalow charm meets modern updates in this beautifully renovated 2-bedroom,...	2 beds \| 2 baths \| 654 sq.ft.	$205,000	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 Avenue 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 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.	$349,900	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%
1580 Revere Lane HOLLY HILL, FL Welcome to your new home! This beautifully updated 2-bedroom, 2-bathroom townhome offers t...	2 beds \| 2 baths \| 856 sq.ft.	$150,000	Airbnb cash on cash: 4.07% Traditional cash on cash: 8.15% Airbnb Rental Income: $1678 Traditional Rental Income: $1796 Airbnb ROI: 4.07% Traditional ROI: 8.15%
215 2nd Street HOLLY HILL, FL SELLER MOTIVATED on this charming historic home on 2 CONFORMING LOTS, steps from dining, b...	3 beds \| 2 baths \| 1,978 sq.ft.	$285,000	Airbnb cash on cash: 3.73% Traditional cash on cash: 8.4% Airbnb Rental Income: $2190 Traditional Rental Income: $2888 Airbnb ROI: 3.73% Traditional ROI: 8.4%
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: 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 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.	$218,000	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 Avenue HOLLY HILL, FL PRICE IMPROVEMENT! Welcome home to this beautifully maintained concrete block 3-bedroom, 1...	3 beds \| 2 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%
242 Bainbridge Avenue 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 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: 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 Drive 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%
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: 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 Court 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%
1598 Montgomery Avenue 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%
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: 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 Avenue 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 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.	$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 Avenue 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 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: 5.08% Traditional cash on cash: 5.16% Airbnb Rental Income: $2190 Traditional Rental Income: $1652 Airbnb ROI: 5.08% Traditional ROI: 5.16%
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: 1% Traditional cash on cash: 4.82% Airbnb Rental Income: $2309 Traditional Rental Income: $3829 Airbnb ROI: 1% Traditional ROI: 4.82%
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 Avenue 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%
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%
1013 Indian Oaks E #E HOLLY HILL, FL Move-in ready and beautifully updated! This 3-bedroom, 2-bath concrete block home offers t...	3 beds \| 2 baths \| 1,658 sq.ft.	$295,000	Airbnb cash on cash: 4.19% Traditional cash on cash: 6.32% Airbnb Rental Income: $2190 Traditional Rental Income: $2228 Airbnb ROI: 4.19% Traditional ROI: 6.32%
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%
446 Elsie Avenue HOLLY HILL, FL Welcome home to 446 Elsie Ave. Located on a quiet street, this mid century updated 3 bedro...	3 beds \| 2 baths \| 1,216 sq.ft.	$209,900	Airbnb cash on cash: 5.79% Traditional cash on cash: 7.48% Airbnb Rental Income: $2190 Traditional Rental Income: $1972 Airbnb ROI: 5.79% Traditional ROI: 7.48%
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.	$225,000	Airbnb cash on cash: 2.97% Traditional cash on cash: 5.85% Airbnb Rental Income: $1678 Traditional Rental Income: $1824 Airbnb ROI: 2.97% Traditional ROI: 5.85%
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: 3.13% Traditional cash on cash: 5.44% Airbnb Rental Income: $2190 Traditional Rental Income: $2368 Airbnb ROI: 3.13% Traditional ROI: 5.44%

Your search for investment property begins and ends here

Single Family Homes for Sale in Holly Hill, FL

504 RIVERSIDE Drive

HOLLY HILL, FL

3 beds | 2 baths | 1,742 sq.ft.

$379,000

Airbnb cash on cash: 1.78%

Traditional cash on cash: 3.49%

Airbnb Rental Income: $2190

Traditional Rental Income: $2245

Airbnb ROI: 1.78%

Traditional ROI: 3.49%

149 Granada Street

HOLLY HILL, FL

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

$269,000

Airbnb cash on cash: 3.88%

Traditional cash on cash: 6.34%

Airbnb Rental Income: $2190

Traditional Rental Income: $2260

Airbnb ROI: 3.88%

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: 3.55%

Traditional cash on cash: 7.25%

Airbnb Rental Income: $2190

Traditional Rental Income: $2442

Airbnb ROI: 3.55%

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 Circle

HOLLY HILL, FL

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

$277,000

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 Avenue

HOLLY HILL, FL

2 beds | 2 baths | 654 sq.ft.

$205,000

Airbnb cash on cash: 3.74%

Traditional cash on cash: 7%

Airbnb Rental Income: $1678

Traditional Rental Income: $1843

Airbnb ROI: 3.74%