Real Estate Investment Properties for Sale in Holmes Beach, FL

Looking for investment property in Holmes Beach, FL with high ROI ?

Explore a variety of short-term homes & houses in Holmes Beach, FL. Invest wisely with VRBO & Holmes Beach, 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 Holmes Beach, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
501 KEY ROYALE DRIVE HOLMES BEACH, FL This completely remodeled, ELEVATED waterfront home in the popular Key Royale neighborhood...	3 beds \| 2 baths \| 1,759 sq.ft.	$1,565,000	Airbnb cash on cash: 0.64% Traditional cash on cash: -0.09% Airbnb Rental Income: $5433 Traditional Rental Income: $3273 Airbnb ROI: 0.64% Traditional ROI: -0.09%
6250 HOLMES BOULEVARD #71 HOLMES BEACH, FL Step into island-living luxury less than two blocks from pristine Gulf shorelineâthis up...	3 beds \| 3 baths \| 1,536 sq.ft.	$924,900	Airbnb cash on cash: 1.34% Traditional cash on cash: -0.46% Airbnb Rental Income: $5433 Traditional Rental Income: $2793 Airbnb ROI: 1.34% Traditional ROI: -0.46%
6006 Gulf Drive #207 HOLMES BEACH, FL Living in a post card just became a reality! This airy coastal 2 bedroom 2 bathroom update...	2 beds \| 2 baths \| 1,154 sq.ft.	$925,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 0.45% Airbnb Rental Income: $3868 Traditional Rental Income: $2456 Airbnb ROI: 1.13% Traditional ROI: 0.45%
611 DUNDEE LANE HOLMES BEACH, FL Welcome to 611 Dundee Lane â A Beautifully Renovated Coastal Retreat! Step into your dr...	2 beds \| 2 baths \| 1,735 sq.ft.	$1,820,000	Airbnb cash on cash: -0.17% Traditional cash on cash: -0.19% Airbnb Rental Income: $3868 Traditional Rental Income: $3004 Airbnb ROI: -0.17% Traditional ROI: -0.19%
519 71ST STREET HOLMES BEACH, FL Set along a tranquil canal in the heart of Anna Maria Island, this stunning retreat offers...	3 beds \| 3 baths \| 1,998 sq.ft.	$2,195,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 0.59% Airbnb Rental Income: $5433 Traditional Rental Income: $4415 Airbnb ROI: 0.55% Traditional ROI: 0.59%
441 62ND STREET HOLMES BEACH, FL Welcome to Anna Mariaâs Dream â Family-Friendly House perfect for Island Living! This...	2 beds \| 2 baths \| 1,180 sq.ft.	$699,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 1.1% Airbnb Rental Income: $3868 Traditional Rental Income: $2258 Airbnb ROI: 2.29% Traditional ROI: 1.1%
306 CLARK DRIVE #A HOLMES BEACH, FL Under contract-accepting backup offers. Your Anna Maria Island Oasis Awaits: Turnkey Luxur...	3 beds \| 4 baths \| 1,642 sq.ft.	$1,399,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 0.07% Airbnb Rental Income: $5433 Traditional Rental Income: $3243 Airbnb ROI: 0.91% Traditional ROI: 0.07%
312 61ST STREET #B HOLMES BEACH, FL Welcome to Orange Crush! This recently updated three-bedroom and two-bath home has been th...	3 beds \| 3 baths \| 1,707 sq.ft.	$1,545,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 4.15% Airbnb Rental Income: $5433 Traditional Rental Income: $9149 Airbnb ROI: 0.8% Traditional ROI: 4.15%
5613 GULF DRIVE HOLMES BEACH, FL Welcome to this stunning coastal retreat, inspired by the iconic architecture of Frank Llo...	3 beds \| 2 baths \| 1,478 sq.ft.	$1,399,000	Airbnb cash on cash: 1.08% Traditional cash on cash: -0.38% Airbnb Rental Income: $5433 Traditional Rental Income: $2448 Airbnb ROI: 1.08% Traditional ROI: -0.38%
4002 6TH AVENUE HOLMES BEACH, FL Discover your slice of paradise on Anna Maria Island! This meticulously maintained, ELEVAT...	3 beds \| 3 baths \| 1,504 sq.ft.	$1,375,000	Airbnb cash on cash: 1.07% Traditional cash on cash: -0.11% Airbnb Rental Income: $5433 Traditional Rental Income: $2840 Airbnb ROI: 1.07% Traditional ROI: -0.11%
502 69TH STREET HOLMES BEACH, FL One or more photo(s) has been virtually staged. PRICE REDUCED! Welcome to your dream coast...	2 beds \| 2 baths \| 1,380 sq.ft.	$999,000	Airbnb cash on cash: 0.66% Traditional cash on cash: -0.02% Airbnb Rental Income: $3868 Traditional Rental Income: $2402 Airbnb ROI: 0.66% Traditional ROI: -0.02%
205 71ST STREET #B HOLMES BEACH, FL Welcome to âSalty Dogâ, an eclectic 2-bedroom, 1-bath "fully furnished" pool home loca...	2 beds \| 1 baths \| 840 sq.ft.	$765,000	Airbnb cash on cash: 1.76% Traditional cash on cash: -0.07% Airbnb Rental Income: $3868 Traditional Rental Income: $1727 Airbnb ROI: 1.76% Traditional ROI: -0.07%
423 62ND STREET HOLMES BEACH, FL Welcome to this beautifully updated and fully furnished coastal retreat, ideal as a short-...	2 beds \| 1 baths \| 940 sq.ft.	$564,900	Airbnb cash on cash: 2.93% Traditional cash on cash: 0.5% Airbnb Rental Income: $3868 Traditional Rental Income: $1752 Airbnb ROI: 2.93% Traditional ROI: 0.5%
2908 GULF DRIVE HOLMES BEACH, FL Anna Maria Island invites you to purchase your own piece of paradise right here! The prope...	3 beds \| 2 baths \| 1,350 sq.ft.	$1,499,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 1.61% Airbnb Rental Income: $5433 Traditional Rental Income: $4621 Airbnb ROI: 1.4% Traditional ROI: 1.61%
100 73RD STREET #101C HOLMES BEACH, FL This courtyard condo is in a prime location within a sought-after Gulf-front complex with ...	1 beds \| 1 baths \| 660 sq.ft.	$750,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 2.75% Airbnb Rental Income: $3384 Traditional Rental Income: $3343 Airbnb ROI: 1.73% Traditional ROI: 2.75%
504 Bayview Dr HOLMES BEACH, FL Luxury Waterfront Living & Investment! Welcome to 504 Bayview Dr, Holmes Beachâa renova...	3 beds \| 3 baths \| 1,779 sq.ft.	$2,450,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 0.72% Airbnb Rental Income: $5433 Traditional Rental Income: $6239 Airbnb ROI: -0.12% Traditional ROI: 0.72%
7 PALM HARBOR DRIVE HOLMES BEACH, FL Discover coastal cottage luxury at its finest with this fully renovated 3-bedroom, 2-bathr...	3 beds \| 2 baths \| 1,938 sq.ft.	$1,895,000	Airbnb cash on cash: 0.17% Traditional cash on cash: -0.57% Airbnb Rental Income: $5433 Traditional Rental Income: $3035 Airbnb ROI: 0.17% Traditional ROI: -0.57%
7701 PALM DRIVE HOLMES BEACH, FL This is your ideal beach cottage that has been fully remodeled into a 3 bedroom/2 bath hea...	3 beds \| 2 baths \| 1,253 sq.ft.	$1,650,000	Airbnb cash on cash: 0.96% Traditional cash on cash: -0.15% Airbnb Rental Income: $5433 Traditional Rental Income: $2635 Airbnb ROI: 0.96% Traditional ROI: -0.15%
5325 MARINA DRIVE #423 HOLMES BEACH, FL BEST PRICED UNIT FOR SALE at the Waterline Villas & Marina Residences. The Autograph Colle...	2 beds \| 2 baths \| 1,023 sq.ft.	$499,900	Airbnb cash on cash: -3.4% Traditional cash on cash: -1.31% Airbnb Rental Income: $3868 Traditional Rental Income: $4014 Airbnb ROI: -3.4% Traditional ROI: -1.31%
243 S HARBOR DRIVE HOLMES BEACH, FL INTRODUCING YOUR COASTAL DREAM HOME ON ANNA MARIA ISLAND!!! THIS STUNNING 4 BEDROOM 4 1/2 ...	4 beds \| 5 baths \| 2,502 sq.ft.	$2,990,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 0.65% Airbnb Rental Income: $8459 Traditional Rental Income: $5726 Airbnb ROI: 1.06% Traditional ROI: 0.65%
668 KEY ROYALE DRIVE HOLMES BEACH, FL Rare 4-Bedroom Ranch in Coveted Key Royale â Turnkey Luxury with Pool Welcome to a rare...	4 beds \| 4 baths \| 2,419 sq.ft.	$2,595,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 0.63% Airbnb Rental Income: $8459 Traditional Rental Income: $6018 Airbnb ROI: 0.98% Traditional ROI: 0.63%
2910 GULF DRIVE #A & B HOLMES BEACH, FL Unlock the potential of this income-producing duplex, priced to sell well below market val...	4 beds \| N/A baths \| 1,517 sq.ft.	$1,556,900	Airbnb cash on cash: 3.02% Traditional cash on cash: -0.07% Airbnb Rental Income: $8459 Traditional Rental Income: $2388 Airbnb ROI: 3.02% Traditional ROI: -0.07%
6201 HOLMES BOULEVARD HOLMES BEACH, FL RARELY AVAILABLE 5 BEDROOM HOME ON ANNA MARIA ISLAND!!! CURRENTLY A SUCCESSFUL RENTAL PROP...	5 beds \| 3 baths \| 1,822 sq.ft.	$1,490,000	Airbnb cash on cash: 3.39% Traditional cash on cash: 1.19% Airbnb Rental Income: $9754 Traditional Rental Income: $4889 Airbnb ROI: 3.39% Traditional ROI: 1.19%
414 79TH STREET HOLMES BEACH, FL Live your Beach Dream on 79th Street! Introducing this stunning modern beach house, the p...	3 beds \| 3 baths \| 1,621 sq.ft.	$1,595,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 1.91% Airbnb Rental Income: $5433 Traditional Rental Income: $5835 Airbnb ROI: 0.9% Traditional ROI: 1.91%
709 KEY ROYALE DRIVE HOLMES BEACH, FL Your Waterfront Dream Awaits in Key Royale! Welcome to your private oasis, where luxury...	4 beds \| 4 baths \| 4,576 sq.ft.	$4,950,000	Airbnb cash on cash: -0.1% Traditional cash on cash: -0.52% Airbnb Rental Income: $8459 Traditional Rental Income: $4942 Airbnb ROI: -0.1% Traditional ROI: -0.52%
112 50TH STREET HOLMES BEACH, FL LUXURY at its finest on Anna Maria Island! This custom built, ELEVATED stunning home enco...	4 beds \| 6 baths \| 3,791 sq.ft.	$4,999,999	Airbnb cash on cash: -0.27% Traditional cash on cash: -0.27% Airbnb Rental Income: $8459 Traditional Rental Income: $6828 Airbnb ROI: -0.27% Traditional ROI: -0.27%
504 71ST STREET HOLMES BEACH, FL Nestled within the serene landscape lies this captivating sanctuary, offering a 4-bedroom...	4 beds \| 3 baths \| 2,472 sq.ft.	$1,695,000	Airbnb cash on cash: 3.05% Traditional cash on cash: 1.16% Airbnb Rental Income: $8459 Traditional Rental Income: $3887 Airbnb ROI: 3.05% Traditional ROI: 1.16%
615 CONCORD LANE HOLMES BEACH, FL A coastal masterpiece tucked within the prestigious Key Royale community on Anna Maria Isl...	4 beds \| 5 baths \| 2,625 sq.ft.	$2,995,000	Airbnb cash on cash: 1.28% Traditional cash on cash: 1.24% Airbnb Rental Income: $8459 Traditional Rental Income: $6754 Airbnb ROI: 1.28% Traditional ROI: 1.24%
412 80TH STREET HOLMES BEACH, FL Welcome to this charming 2 bedroom, 2 bath beach house in Holmes Beach on the highly desir...	2 beds \| 2 baths \| 866 sq.ft.	$775,000	Airbnb cash on cash: 1.78% Traditional cash on cash: -0.08% Airbnb Rental Income: $3868 Traditional Rental Income: $1690 Airbnb ROI: 1.78% Traditional ROI: -0.08%
112 79TH STREET #B HOLMES BEACH, FL Escape to your own piece of paradise on Anna Maria Island with this stunning coastal retre...	4 beds \| 4 baths \| 2,394 sq.ft.	$2,790,000	Airbnb cash on cash: 0.37% Traditional cash on cash: -0.11% Airbnb Rental Income: $8459 Traditional Rental Income: $5604 Airbnb ROI: 0.37% Traditional ROI: -0.11%
405 28TH STREET HOLMES BEACH, FL This newly renovated mid-century modern waterfront home on Anna Maria Island features near...	5 beds \| 4 baths \| 3,748 sq.ft.	$3,250,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 0.23% Airbnb Rental Income: $9754 Traditional Rental Income: $6348 Airbnb ROI: 0.76% Traditional ROI: 0.23%
506 69TH STREET HOLMES BEACH, FL This easy living 3 bedroom, 2 bath home combines comfort and accessibility, offering a tra...	3 beds \| 2 baths \| 1,470 sq.ft.	$1,279,000	Airbnb cash on cash: 1.9% Traditional cash on cash: 0.62% Airbnb Rental Income: $5433 Traditional Rental Income: $2823 Airbnb ROI: 1.9% Traditional ROI: 0.62%
504 59TH STREET HOLMES BEACH, FL This home has been thoughtfully remediated and restored post storm. Experience gracious is...	3 beds \| 3 baths \| 3,126 sq.ft.	$1,950,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 0.55% Airbnb Rental Income: $5433 Traditional Rental Income: $3670 Airbnb ROI: 0.92% Traditional ROI: 0.55%
7324 GULF DRIVE #12 HOLMES BEACH, FL RARE AND FABULOUS GULF FRONT 3B/2.5B LUXURY CONDO AT LA CASA COSTIERA W/ 2300 SQ. FT. La C...	3 beds \| 3 baths \| 2,046 sq.ft.	$2,300,000	Airbnb cash on cash: -0.66% Traditional cash on cash: -1.13% Airbnb Rental Income: $5433 Traditional Rental Income: $3336 Airbnb ROI: -0.66% Traditional ROI: -1.13%
3702 5TH AVENUE HOLMES BEACH, FL Coastal Elegance Meets Modern Luxury Just Minutes from the Gulf. Discover the ultimate isl...	4 beds \| 5 baths \| 2,784 sq.ft.	$3,495,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 0.46% Airbnb Rental Income: $8459 Traditional Rental Income: $5914 Airbnb ROI: 0.75% Traditional ROI: 0.46%
6300 FLOTILLA DRIVE #71 HOLMES BEACH, FL Shell Point offers a relaxed Florida lifestyle, with this ground-floor, 2-bedroom condo fe...	2 beds \| 2 baths \| 1,023 sq.ft.	$449,000	Airbnb cash on cash: 2.75% Traditional cash on cash: 0.8% Airbnb Rental Income: $3868 Traditional Rental Income: $2214 Airbnb ROI: 2.75% Traditional ROI: 0.8%
5604 CARISSA A STREET HOLMES BEACH, FL Under contract-accepting backup offers. PRICE IMPROVEMENT.Elevated half duplex with only m...	2 beds \| 2 baths \| 825 sq.ft.	$752,500	Airbnb cash on cash: 3.41% Traditional cash on cash: 0.86% Airbnb Rental Income: $4478 Traditional Rental Income: $1754 Airbnb ROI: 3.41% Traditional ROI: 0.86%
5604 CARISSA B HOLMES BEACH, FL Under contract-accepting backup offers. PRICE IMPROVEMENT.ELEVATED HALF DUPLEX with minor ...	2 beds \| 2 baths \| 825 sq.ft.	$737,500	Airbnb cash on cash: 2.87% Traditional cash on cash: 0.27% Airbnb Rental Income: $4478 Traditional Rental Income: $1754 Airbnb ROI: 2.87% Traditional ROI: 0.27%
19 SEASIDE COURT HOLMES BEACH, FL HUGE price reduction. Investor alert! Hereâs your chance to bring your dream home to l...	2 beds \| 2 baths \| 978 sq.ft.	$599,900	Airbnb cash on cash: 2.65% Traditional cash on cash: 0.97% Airbnb Rental Income: $3868 Traditional Rental Income: $2094 Airbnb ROI: 2.65% Traditional ROI: 0.97%
23 SEASIDE COURT HOLMES BEACH, FL NEW ROOF!!! Investor alert! Hereâs your chance to bring your dream home to life on pictu...	2 beds \| 2 baths \| 978 sq.ft.	$762,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 0.38% Airbnb Rental Income: $3868 Traditional Rental Income: $2094 Airbnb ROI: 1.7% Traditional ROI: 0.38%

Real Estate investment in Holmes-beach, FL

There are 83 properties for sale in the city of Holmes Beach . The median list price in Holmes Beach is $1,295,000 and the average price per square foot is $687. In September 2025, the average monthly cash on cash return in Holmes Beach is N/A%. The average monthly rental income in Holmes Beach is $2,958.

Holmes-beach, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 83 investment properties available for sale in Holmes-beach.

In 2025, the best neighborhood to buy investment property is HOLMES BEACH.

The ROI for Long-Term is higher than the Short-Term in Holmes-beach with average rental income of $2,958.

Your search for investment property begins and ends here

Investment Property for Sale in Holmes Beach, FL

501 KEY ROYALE DRIVE

HOLMES BEACH, FL

3 beds | 2 baths | 1,759 sq.ft.

$1,565,000

Airbnb cash on cash: 0.64%

Traditional cash on cash: -0.09%

Airbnb Rental Income: $5433

Traditional Rental Income: $3273

Airbnb ROI: 0.64%

Traditional ROI: -0.09%

6250 HOLMES BOULEVARD #71

HOLMES BEACH, FL

3 beds | 3 baths | 1,536 sq.ft.

$924,900

Airbnb cash on cash: 1.34%

Traditional cash on cash: -0.46%

Airbnb Rental Income: $5433

Traditional Rental Income: $2793

Airbnb ROI: 1.34%

Traditional ROI: -0.46%

6006 Gulf Drive #207

HOLMES BEACH, FL

2 beds | 2 baths | 1,154 sq.ft.

$925,000

Airbnb cash on cash: 1.13%

Traditional cash on cash: 0.45%

Airbnb Rental Income: $3868

Traditional Rental Income: $2456

Airbnb ROI: 1.13%

Traditional ROI: 0.45%

611 DUNDEE LANE

HOLMES BEACH, FL

2 beds | 2 baths | 1,735 sq.ft.

$1,820,000

Airbnb cash on cash: -0.17%

Traditional cash on cash: -0.19%

Airbnb Rental Income: $3868

Traditional Rental Income: $3004

Airbnb ROI: -0.17%

Traditional ROI: -0.19%

519 71ST STREET

HOLMES BEACH, FL

3 beds | 3 baths | 1,998 sq.ft.

$2,195,000

Airbnb cash on cash: 0.55%

Traditional cash on cash: 0.59%

Airbnb Rental Income: $5433

Traditional Rental Income: $4415

Airbnb ROI: 0.55%

Traditional ROI: 0.59%

441 62ND STREET

HOLMES BEACH, FL

2 beds | 2 baths | 1,180 sq.ft.

$699,000

Airbnb cash on cash: 2.29%

Traditional cash on cash: 1.1%

Airbnb Rental Income: $3868

Traditional Rental Income: $2258

Airbnb ROI: 2.29%

Traditional ROI: 1.1%

306 CLARK DRIVE #A

HOLMES BEACH, FL

3 beds | 4 baths | 1,642 sq.ft.

$1,399,000

Airbnb cash on cash: 0.91%

Traditional cash on cash: 0.07%

Airbnb Rental Income: $5433

Traditional Rental Income: $3243

Airbnb ROI: 0.91%

Traditional ROI: 0.07%

312 61ST STREET #B

HOLMES BEACH, FL

3 beds | 3 baths | 1,707 sq.ft.

$1,545,000

Airbnb cash on cash: 0.8%

Traditional cash on cash: 4.15%

Airbnb Rental Income: $5433

Traditional Rental Income: $9149

Airbnb ROI: 0.8%