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.

Investment Property for Sale in Holly Hill, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
231 Riverside Drive #1209-1 HOLLY HILL, FL Fully Upgraded 3-bedrooms, 3-bathrooms, with multiple balconies access points. Discover th...	3 beds \| 3 baths \| 2,079 sq.ft.	$365,000	Airbnb cash on cash: -3.04% Traditional cash on cash: 4.55% Airbnb Rental Income: $1941 Traditional Rental Income: $4030 Airbnb ROI: -3.04% Traditional ROI: 4.55%
241 RIVERSIDE DRIVE #405 HOLLY HILL, FL Imagine seeing wonderful river views even from your kitchen, here you will! Kitchen is a...	2 beds \| 2 baths \| 1,539 sq.ft.	$269,000	Airbnb cash on cash: -2.77% Traditional cash on cash: 2.05% Airbnb Rental Income: $1500 Traditional Rental Income: $2285 Airbnb ROI: -2.77% Traditional ROI: 2.05%
241 Riverside Drive #2402 HOLLY HILL, FL Experience breathtaking views from this stunning 24th-floor condo. This spacious residence...	3 beds \| 3 baths \| 2,230 sq.ft.	$585,000	Airbnb cash on cash: -3.14% Traditional cash on cash: 2.29% Airbnb Rental Income: $1941 Traditional Rental Income: $4392 Airbnb ROI: -3.14% Traditional ROI: 2.29%
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: 1.65% Traditional cash on cash: 3.91% Airbnb Rental Income: $1500 Traditional Rental Income: $1613 Airbnb ROI: 1.65% Traditional ROI: 3.91%
231 Riverside Drive #410-1 HOLLY HILL, FL Beautiful 3 bedroom 3 bath condo at the Marina Grande, in the heart of Daytona Beach! This...	3 beds \| 3 baths \| 2,079 sq.ft.	$299,900	Airbnb cash on cash: -3.12% Traditional cash on cash: 7.11% Airbnb Rental Income: $1941 Traditional Rental Income: $4318 Airbnb ROI: -3.12% Traditional ROI: 7.11%
241 Riverside Drive #1401-2 HOLLY HILL, FL Discover the ultimate urban oasis with city lights and nighttime vibes in this stunning 3-...	3 beds \| 3 baths \| 2,239 sq.ft.	$549,000	Airbnb cash on cash: -2.98% Traditional cash on cash: 2.37% Airbnb Rental Income: $1941 Traditional Rental Income: $4174 Airbnb ROI: -2.98% Traditional ROI: 2.37%
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: 2.27% Traditional cash on cash: 5.85% Airbnb Rental Income: $1500 Traditional Rental Income: $1824 Airbnb ROI: 2.27% Traditional ROI: 5.85%
231 Riverside Drive #604 HOLLY HILL, FL NEW PRICE! Experience coastal living with breathtaking Intracoastal and Atlantic Ocean vie...	2 beds \| 2 baths \| 1,689 sq.ft.	$283,500	Airbnb cash on cash: -2.87% Traditional cash on cash: 8.08% Airbnb Rental Income: $1500 Traditional Rental Income: $3985 Airbnb ROI: -2.87% Traditional ROI: 8.08%
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: 3.06% Traditional cash on cash: 6.34% Airbnb Rental Income: $1941 Traditional Rental Income: $2260 Airbnb ROI: 3.06% 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: 3.06% Traditional cash on cash: 7.28% Airbnb Rental Income: $1500 Traditional Rental Income: $1726 Airbnb ROI: 3.06% 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: 3.02% Traditional cash on cash: 7.15% Airbnb Rental Income: $1941 Traditional Rental Income: $2384 Airbnb ROI: 3.02% 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: 2.45% Traditional cash on cash: 7.01% Airbnb Rental Income: $1941 Traditional Rental Income: $2442 Airbnb ROI: 2.45% Traditional ROI: 7.01%
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.	$240,000	Airbnb cash on cash: 3.97% Traditional cash on cash: 6.04% Airbnb Rental Income: $1941 Traditional Rental Income: $1899 Airbnb ROI: 3.97% Traditional ROI: 6.04%
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: 2.47% Traditional cash on cash: 5.44% Airbnb Rental Income: $1941 Traditional Rental Income: $2368 Airbnb ROI: 2.47% Traditional ROI: 5.44%
241 Riverside Drive #408 HOLLY HILL, FL Welcome to Unit 408 in the North Tower at 241 Riverside Drive, a truly one-of-a-kind, full...	2 beds \| 2 baths \| 1,537 sq.ft.	$329,900	Airbnb cash on cash: 1.59% Traditional cash on cash: 6.86% Airbnb Rental Income: $1500 Traditional Rental Income: $2697 Airbnb ROI: 1.59% Traditional ROI: 6.86%
241 Riverside Drive #204 HOLLY HILL, FL This 2nd-floor condo has amazing unobstructed views of the Intracoastal Waterway and pool....	2 beds \| 2 baths \| 1,557 sq.ft.	$290,000	Airbnb cash on cash: -3.13% Traditional cash on cash: 2.29% Airbnb Rental Income: $1500 Traditional Rental Income: $2543 Airbnb ROI: -3.13% Traditional ROI: 2.29%
912 Royal Oak Court HOLLY HILL, FL Opportunity awaits in Holly Hill. Located on a quiet cul-de-sac, this home offers a functi...	2 beds \| 1 baths \| 1,034 sq.ft.	$145,000	Airbnb cash on cash: 4.41% Traditional cash on cash: 8.16% Airbnb Rental Income: $1500 Traditional Rental Income: $1582 Airbnb ROI: 4.41% Traditional ROI: 8.16%
241 Riverside Drive #101 HOLLY HILL, FL Welcome to effortless riverfront living at Marina Grande on the Halifax! This beautifully ...	3 beds \| 3 baths \| 2,085 sq.ft.	$519,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 5.08% Airbnb Rental Income: $1941 Traditional Rental Income: $3505 Airbnb ROI: 0.8% Traditional ROI: 5.08%
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.	$275,000	Airbnb cash on cash: 3.73% Traditional cash on cash: 6.25% Airbnb Rental Income: $1941 Traditional Rental Income: $2082 Airbnb ROI: 3.73% Traditional ROI: 6.25%
231 Riverside Drive #2206-1 HOLLY HILL, FL Priced to Sell! Million dollar views await at Marina Grande on the Halifax, offering luxur...	2 beds \| 2 baths \| 1,660 sq.ft.	$315,000	Airbnb cash on cash: -2.93% Traditional cash on cash: 4.57% Airbnb Rental Income: $1500 Traditional Rental Income: $3285 Airbnb ROI: -2.93% Traditional ROI: 4.57%
241 RIVERSIDE DRIVE #701 HOLLY HILL, FL Price Improvement at Marina Grande! NOW is the perfect time to discover this exception...	3 beds \| 3 baths \| 2,239 sq.ft.	$540,000	Airbnb cash on cash: -2.4% Traditional cash on cash: 2.61% Airbnb Rental Income: $1941 Traditional Rental Income: $3957 Airbnb ROI: -2.4% Traditional ROI: 2.61%
231 RIVERSIDE DRIVE #208-1 HOLLY HILL, FL Perched on the 2nd floor, this beautifully 2 bedroom, 2 bathroom with North East View cond...	2 beds \| 2 baths \| 1,670 sq.ft.	$318,000	Airbnb cash on cash: -2.83% Traditional cash on cash: 2.55% Airbnb Rental Income: $1500 Traditional Rental Income: $2670 Airbnb ROI: -2.83% Traditional ROI: 2.55%
241 Riverside Drive #402 HOLLY HILL, FL Elevated Resort Living at Marina Grande on the Halifax This residence offers more than squ...	3 beds \| 3 baths \| 2,085 sq.ft.	$550,000	Airbnb cash on cash: -2.68% Traditional cash on cash: 3.03% Airbnb Rental Income: $1941 Traditional Rental Income: $4366 Airbnb ROI: -2.68% Traditional ROI: 3.03%
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: 2% Traditional cash on cash: 5.34% Airbnb Rental Income: $1941 Traditional Rental Income: $2426 Airbnb ROI: 2% 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.	$354,900	Airbnb cash on cash: -3.09% Traditional cash on cash: 1.28% Airbnb Rental Income: $1500 Traditional Rental Income: $2515 Airbnb ROI: -3.09% Traditional ROI: 1.28%
241 Riverside Drive #806 HOLLY HILL, FL Stunning riverfront living awaits in this beautifully upgraded 2-bedroom, 2-bathroom condo...	2 beds \| 2 baths \| 1,660 sq.ft.	$375,000	Airbnb cash on cash: -2.44% Traditional cash on cash: 2.03% Airbnb Rental Income: $1500 Traditional Rental Income: $2636 Airbnb ROI: -2.44% Traditional ROI: 2.03%
356 Dorothy Avenue HOLLY HILL, FL BACK ON the MARKET! Buyer's financing fell through, Don't miss the opportunity to own this...	3 beds \| 2 baths \| 1,497 sq.ft.	$194,500	Airbnb cash on cash: 4.45% Traditional cash on cash: 10.02% Airbnb Rental Income: $1941 Traditional Rental Income: $2457 Airbnb ROI: 4.45% Traditional ROI: 10.02%
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: -0.31% Traditional cash on cash: 4.3% Airbnb Rental Income: $1568 Traditional Rental Income: $3334 Airbnb ROI: -0.31% Traditional ROI: 4.3%
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.	$349,990	Airbnb cash on cash: 2.07% Traditional cash on cash: 9.16% Airbnb Rental Income: $1941 Traditional Rental Income: $3758 Airbnb ROI: 2.07% Traditional ROI: 9.16%
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: 4.73% Traditional cash on cash: 8.46% Airbnb Rental Income: $1941 Traditional Rental Income: $2257 Airbnb ROI: 4.73% Traditional ROI: 8.46%
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: -2.28% Traditional cash on cash: 1.18% Airbnb Rental Income: $1941 Traditional Rental Income: $3940 Airbnb ROI: -2.28% Traditional ROI: 1.18%
231 Riverside Drive #102 HOLLY HILL, FL DESIGNED FOR THE COASTAL ELITE, SURROUNDED BY INTOXICATING PANORAMIC VIEWS! A MASTERFUL CR...	3 beds \| 3 baths \| 2,085 sq.ft.	$649,000	Airbnb cash on cash: -2.4% Traditional cash on cash: 1.89% Airbnb Rental Income: $1941 Traditional Rental Income: $4029 Airbnb ROI: -2.4% Traditional ROI: 1.89%
1532 Decatur Avenue HOLLY HILL, FL Welcome home to this beautifully maintained concrete block 3-bedroom, 1.5-bath home offeri...	3 beds \| 2 baths \| 1,000 sq.ft.	$277,000	Airbnb cash on cash: 3.4% Traditional cash on cash: 4.82% Airbnb Rental Income: $1941 Traditional Rental Income: $1797 Airbnb ROI: 3.4% Traditional ROI: 4.82%
241 Riverside Drive #106 HOLLY HILL, FL MAJOR PRICE REDUCTION! Welcome to a one-of-a-kind coastal retreat at the iconic Marina Gra...	2 beds \| 2 baths \| 1,539 sq.ft.	$465,000	Airbnb cash on cash: -1.92% Traditional cash on cash: 2.59% Airbnb Rental Income: $1500 Traditional Rental Income: $3022 Airbnb ROI: -1.92% Traditional ROI: 2.59%
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: 3.42% Traditional cash on cash: 6.97% Airbnb Rental Income: $1941 Traditional Rental Income: $2299 Airbnb ROI: 3.42% Traditional ROI: 6.97%
468 Ridgewood Avenue HOLLY HILL, FL Premier Mixed-Use Commercial Holding -- Holly Hill US-1 Redevelopment Corridor An institut...	5 beds \| 9 baths \| 12,518 sq.ft.	$1,200,000	Airbnb cash on cash: 1.46% Traditional cash on cash: 9.67% Airbnb Rental Income: $4737 Traditional Rental Income: $12911 Airbnb ROI: 1.46% Traditional ROI: 9.67%
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: 4.26% Traditional cash on cash: 7.47% Airbnb Rental Income: $1500 Traditional Rental Income: $1486 Airbnb ROI: 4.26% Traditional ROI: 7.47%
241 Riverside Drive #1106 HOLLY HILL, FL Experience ultimate coastal luxury at Marina Grande on the Halifax! This chic, FURNISHED 1...	2 beds \| 2 baths \| 1,660 sq.ft.	$310,000	Airbnb cash on cash: -2.85% Traditional cash on cash: 1.72% Airbnb Rental Income: $1500 Traditional Rental Income: $2393 Airbnb ROI: -2.85% Traditional ROI: 1.72%
241 Riverside Drive #1509 HOLLY HILL, FL Fabulous location and a fabulous price! Luxury Living at the Marina Grande on the Halifax,...	3 beds \| 3 baths \| 2,079 sq.ft.	$349,000	Airbnb cash on cash: -3.09% Traditional cash on cash: 3.18% Airbnb Rental Income: $1941 Traditional Rental Income: $3483 Airbnb ROI: -3.09% Traditional ROI: 3.18%
241 Riverside Drive #409 HOLLY HILL, FL Investor Alert: Priced to sell... Three bedroom, Three bath with ''City Views of the Beach...	3 beds \| 3 baths \| 2,079 sq.ft.	$269,000	Airbnb cash on cash: -3.04% Traditional cash on cash: 2.73% Airbnb Rental Income: $1941 Traditional Rental Income: $2893 Airbnb ROI: -3.04% Traditional ROI: 2.73%

Holly-hill, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 96 investment properties available for sale in Holly-hill.

In 2026, the best neighborhood to buy investment property is HOLLY HILL.

The ROI for Short-Term is higher than the Long-Term in Holly-hill with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Holly Hill, FL

231 Riverside Drive #1209-1

HOLLY HILL, FL

3 beds | 3 baths | 2,079 sq.ft.

$365,000

Airbnb cash on cash: -3.04%

Traditional cash on cash: 4.55%

Airbnb Rental Income: $1941

Traditional Rental Income: $4030

Airbnb ROI: -3.04%

Traditional ROI: 4.55%

241 RIVERSIDE DRIVE #405

HOLLY HILL, FL

2 beds | 2 baths | 1,539 sq.ft.

$269,000

Airbnb cash on cash: -2.77%

Traditional cash on cash: 2.05%

Airbnb Rental Income: $1500

Traditional Rental Income: $2285

Airbnb ROI: -2.77%

Traditional ROI: 2.05%

241 Riverside Drive #2402

HOLLY HILL, FL

3 beds | 3 baths | 2,230 sq.ft.

$585,000

Airbnb cash on cash: -3.14%

Traditional cash on cash: 2.29%

Airbnb Rental Income: $1941

Traditional Rental Income: $4392

Airbnb ROI: -3.14%

Traditional ROI: 2.29%

1364 Daytona Avenue

HOLLY HILL, FL

2 beds | 1 baths | 972 sq.ft.

$259,000

Airbnb cash on cash: 1.65%

Traditional cash on cash: 3.91%

Airbnb Rental Income: $1500

Traditional Rental Income: $1613

Airbnb ROI: 1.65%

Traditional ROI: 3.91%

231 Riverside Drive #410-1

HOLLY HILL, FL

3 beds | 3 baths | 2,079 sq.ft.

$299,900

Airbnb cash on cash: -3.12%

Traditional cash on cash: 7.11%

Airbnb Rental Income: $1941

Traditional Rental Income: $4318

Airbnb ROI: -3.12%

Traditional ROI: 7.11%

241 Riverside Drive #1401-2

HOLLY HILL, FL

3 beds | 3 baths | 2,239 sq.ft.

$549,000

Airbnb cash on cash: -2.98%

Traditional cash on cash: 2.37%

Airbnb Rental Income: $1941

Traditional Rental Income: $4174

Airbnb ROI: -2.98%

Traditional ROI: 2.37%

596 15th Street

HOLLY HILL, FL

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

$225,000

Airbnb cash on cash: 2.27%

Traditional cash on cash: 5.85%

Airbnb Rental Income: $1500

Traditional Rental Income: $1824

Airbnb ROI: 2.27%

Traditional ROI: 5.85%

231 Riverside Drive #604

HOLLY HILL, FL

2 beds | 2 baths | 1,689 sq.ft.

$283,500

Airbnb cash on cash: -2.87%

Traditional cash on cash: 8.08%

Airbnb Rental Income: $1500

Traditional Rental Income: $3985

Airbnb ROI: -2.87%