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

separator

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: -4.06% Traditional cash on cash: 4.55% Airbnb Rental Income: $1524 Traditional Rental Income: $4030 Airbnb ROI: -4.06% 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: -3.5% Traditional cash on cash: 2.05% Airbnb Rental Income: $1280 Traditional Rental Income: $2285 Airbnb ROI: -3.5% 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: -3.77% Traditional cash on cash: 2.29% Airbnb Rental Income: $1524 Traditional Rental Income: $4392 Airbnb ROI: -3.77% 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: 0.9% Traditional cash on cash: 3.91% Airbnb Rental Income: $1280 Traditional Rental Income: $1613 Airbnb ROI: 0.9% 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: -4.36% Traditional cash on cash: 7.11% Airbnb Rental Income: $1524 Traditional Rental Income: $4318 Airbnb ROI: -4.36% 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: -3.65% Traditional cash on cash: 2.37% Airbnb Rental Income: $1524 Traditional Rental Income: $4174 Airbnb ROI: -3.65% 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.	$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%
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: -3.56% Traditional cash on cash: 8.08% Airbnb Rental Income: $1280 Traditional Rental Income: $3985 Airbnb ROI: -3.56% 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: 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%
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% Traditional cash on cash: 6.86% Airbnb Rental Income: $1280 Traditional Rental Income: $2697 Airbnb ROI: 1% 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: -3.81% Traditional cash on cash: 2.29% Airbnb Rental Income: $1280 Traditional Rental Income: $2543 Airbnb ROI: -3.81% Traditional ROI: 2.29%
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.	$323,900	Airbnb cash on cash: -3.48% Traditional cash on cash: 4.42% Airbnb Rental Income: $1280 Traditional Rental Income: $3285 Airbnb ROI: -3.48% Traditional ROI: 4.42%
231 Riverside Drive #1401 HOLLY HILL, FL WE SAVED YOU THE BEST SEAT ON THE RIVER - Step into this impeccably renovated and remodele...	3 beds \| 3 baths \| 2,239 sq.ft.	$635,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 3.94% Airbnb Rental Income: $1524 Traditional Rental Income: $3546 Airbnb ROI: -0.22% Traditional ROI: 3.94%
241 RIVERSIDE DRIVE #701 HOLLY HILL, FL Wake up to sweeping Intracoastal Waterway views in this stunning 3-bedroom, 3-bath condomi...	3 beds \| 3 baths \| 2,239 sq.ft.	$549,000	Airbnb cash on cash: -3.06% Traditional cash on cash: 2.55% Airbnb Rental Income: $1524 Traditional Rental Income: $3957 Airbnb ROI: -3.06% Traditional ROI: 2.55%
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: -3.44% Traditional cash on cash: 2.55% Airbnb Rental Income: $1280 Traditional Rental Income: $2670 Airbnb ROI: -3.44% 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.	$575,000	Airbnb cash on cash: -3.26% Traditional cash on cash: 2.86% Airbnb Rental Income: $1524 Traditional Rental Income: $4366 Airbnb ROI: -3.26% Traditional ROI: 2.86%
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%
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: -2.97% Traditional cash on cash: 1.89% Airbnb Rental Income: $1524 Traditional Rental Income: $4029 Airbnb ROI: -2.97% Traditional ROI: 1.89%
231 Riverside Drive #304-1 HOLLY HILL, FL Welcome to resort-style living in this elegant 2-bedroom, 2-bathroom condo at Marina Grand...	2 beds \| 2 baths \| 1,689 sq.ft.	$289,000	Airbnb cash on cash: -3.88% Traditional cash on cash: 5.16% Airbnb Rental Income: $1280 Traditional Rental Income: $3338 Airbnb ROI: -3.88% Traditional ROI: 5.16%
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%
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: 0.39% Traditional cash on cash: 9.67% Airbnb Rental Income: $3298 Traditional Rental Income: $12911 Airbnb ROI: 0.39% Traditional ROI: 9.67%
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%
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: -3.48% Traditional cash on cash: 1.72% Airbnb Rental Income: $1280 Traditional Rental Income: $2393 Airbnb ROI: -3.48% 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: -4.15% Traditional cash on cash: 3.18% Airbnb Rental Income: $1524 Traditional Rental Income: $3483 Airbnb ROI: -4.15% 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: -4.41% Traditional cash on cash: 2.73% Airbnb Rental Income: $1524 Traditional Rental Income: $2893 Airbnb ROI: -4.41% Traditional ROI: 2.73%
1021 ALABAMA AVENUE HOLLY HILL, FL WATERFRONT, beautifully remodeled 3BR/2BA townhome with loft and 1-car garage, ideally loc...	3 beds \| 2 baths \| 1,577 sq.ft.	$249,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 5.75% Airbnb Rental Income: $1524 Traditional Rental Income: $2376 Airbnb ROI: 0.25% Traditional ROI: 5.75%
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%
241 Riverside Drive #1203 HOLLY HILL, FL This 12th-floor condo has amazing views of the Intracoastal and Atlantic Ocean that cannot...	2 beds \| 2 baths \| 1,721 sq.ft.	$315,000	Airbnb cash on cash: -4.11% Traditional cash on cash: 3.52% Airbnb Rental Income: $1280 Traditional Rental Income: $3139 Airbnb ROI: -4.11% Traditional ROI: 3.52%
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%

Real Estate investment in Holly-hill, FL

There are 94 properties for sale in the city of Holly Hill . The median list price in Holly Hill is $244,874 and the average price per square foot is $149. In June 2026, the average monthly cash on cash return in Holly Hill is 6.00%. The average monthly rental income in Holly Hill is $2,368.

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

There are 94 investment properties available for sale in Holly-hill.

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

The ROI for Long-Term is higher than the Short-Term in Holly-hill with average rental income of $2,368.

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: -4.06%

Traditional cash on cash: 4.55%

Airbnb Rental Income: $1524

Traditional Rental Income: $4030

Airbnb ROI: -4.06%

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: -3.5%

Traditional cash on cash: 2.05%

Airbnb Rental Income: $1280

Traditional Rental Income: $2285

Airbnb ROI: -3.5%

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: -3.77%

Traditional cash on cash: 2.29%

Airbnb Rental Income: $1524

Traditional Rental Income: $4392

Airbnb ROI: -3.77%

Traditional ROI: 2.29%

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%

231 Riverside Drive #410-1

HOLLY HILL, FL

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

$299,900

Airbnb cash on cash: -4.36%

Traditional cash on cash: 7.11%

Airbnb Rental Income: $1524

Traditional Rental Income: $4318

Airbnb ROI: -4.36%

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: -3.65%

Traditional cash on cash: 2.37%

Airbnb Rental Income: $1524

Traditional Rental Income: $4174

Airbnb ROI: -3.65%

Traditional ROI: 2.37%

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%

231 Riverside Drive #604

HOLLY HILL, FL

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

$283,500

Airbnb cash on cash: -3.56%

Traditional cash on cash: 8.08%

Airbnb Rental Income: $1280

Traditional Rental Income: $3985

Airbnb ROI: -3.56%