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.

Single Family Homes for Sale in Holmes Beach, FL

Search for Single Family Residential for Sale in Holmes Beach, 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 72 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
4003 5TH AVENUE HOLMES BEACH, FL Mediterranean-inspired coastal luxury just one block from the Gulfâthis fully furnished,...	3 beds \| 3 baths \| 2,200 sq.ft.	$1,475,000	Airbnb cash on cash: 1.49% Traditional cash on cash: 0.76% Airbnb Rental Income: $6906 Traditional Rental Income: $4571 Airbnb ROI: 1.49% Traditional ROI: 0.76%
2915 AVENUE C HOLMES BEACH, FL PRIME LOCATION \| BRAND NEW RENOVATIONS \| ELEVATED-LUXURY-LIVING \| ELEVATOR \| FENCED SALTWA...	2 beds \| 2 baths \| 1,040 sq.ft.	$1,124,500	Airbnb cash on cash: 1.74% Traditional cash on cash: 0.6% Airbnb Rental Income: $5105 Traditional Rental Income: $2873 Airbnb ROI: 1.74% Traditional ROI: 0.6%
506 58TH STREET HOLMES BEACH, FL Nestled along a serene canal and embraced by a curtain of mature tropical palms, this cust...	4 beds \| 6 baths \| 3,319 sq.ft.	$3,300,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 2.47% Airbnb Rental Income: $9956 Traditional Rental Income: $12965 Airbnb ROI: 0.88% Traditional ROI: 2.47%
324 64TH STREET HOLMES BEACH, FL The ultimate island investment or low-maintenance personal paradise has arrived! This ful...	3 beds \| 2 baths \| 1,262 sq.ft.	$1,100,000	Airbnb cash on cash: 3.83% Traditional cash on cash: 3.55% Airbnb Rental Income: $6906 Traditional Rental Income: $5287 Airbnb ROI: 3.83% Traditional ROI: 3.55%
2913 GULF DRIVE HOLMES BEACH, FL You must see this charming 1940s Craftsman cottage tucked into the historic heart of Anna ...	2 beds \| 2 baths \| 1,048 sq.ft.	$1,049,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 0.89% Airbnb Rental Income: $5105 Traditional Rental Income: $3191 Airbnb ROI: 1.78% Traditional ROI: 0.89%
5612 GUAVA STREET HOLMES BEACH, FL Striking modern luxury meets investment potential at The Black Pearl, a four-bedroom, five...	4 beds \| 6 baths \| 2,259 sq.ft.	$3,750,000	Airbnb cash on cash: 0.49% Traditional cash on cash: -0.01% Airbnb Rental Income: $9956 Traditional Rental Income: $6376 Airbnb ROI: 0.49% Traditional ROI: -0.01%
8106 GULF DRIVE #A&B HOLMES BEACH, FL One or more photo(s) has been virtually staged. COASTAL INVESTMENT OPPORTUNITY! TURNKEY EL...	4 beds \| 4 baths \| 1,600 sq.ft.	$1,550,000	Airbnb cash on cash: 3.11% Traditional cash on cash: -0.27% Airbnb Rental Income: $9956 Traditional Rental Income: $3237 Airbnb ROI: 3.11% Traditional ROI: -0.27%
207 PEACOCK LANE HOLMES BEACH, FL This completely updated Anna Maria Island 3 bedroom 2.5 Bathroom pool home is situated on ...	3 beds \| 3 baths \| 1,713 sq.ft.	$1,600,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 0.24% Airbnb Rental Income: $6906 Traditional Rental Income: $3996 Airbnb ROI: 1.3% Traditional ROI: 0.24%
303 58TH STREET HOLMES BEACH, FL AMAZING LOCATION â¢ COMPLETELY UPDATED â¢ BRAND NEW POOL â¢ BRAND NEW ROOF â¢ TURN-KEY...	4 beds \| 3 baths \| 2,524 sq.ft.	$2,349,000	Airbnb cash on cash: 1.55% Traditional cash on cash: -0.14% Airbnb Rental Income: $9956 Traditional Rental Income: $4427 Airbnb ROI: 1.55% Traditional ROI: -0.14%
3014 GULF DRIVE HOLMES BEACH, FL Welcome to "Pineapple Paradise" this luxury duplex is recently renovated and centrally loc...	2 beds \| 2 baths \| 1,320 sq.ft.	$1,075,000	Airbnb cash on cash: 1.77% Traditional cash on cash: 0.88% Airbnb Rental Income: $5105 Traditional Rental Income: $3166 Airbnb ROI: 1.77% Traditional ROI: 0.88%
3016 GULF DRIVE HOLMES BEACH, FL Welcome to "Captains Quarters" this luxury duplex is recently renovated and centrally loca...	2 beds \| 2 baths \| 1,320 sq.ft.	$1,085,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 0.88% Airbnb Rental Income: $5105 Traditional Rental Income: $3220 Airbnb ROI: 1.71% Traditional ROI: 0.88%
503 BAYVIEW DRIVE HOLMES BEACH, FL One or more photo(s) has been virtually staged. Reduced, ACT FAST! Three-bedroom Anna Mari...	3 beds \| 2 baths \| 1,128 sq.ft.	$899,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 2.51% Airbnb Rental Income: $6906 Traditional Rental Income: $3488 Airbnb ROI: 4.99% Traditional ROI: 2.51%
306 66TH STREET HOLMES BEACH, FL Welcome to LivinGood, a thoughtfully redesigned beach home where effortless indoor-outdoor...	3 beds \| 2 baths \| 1,502 sq.ft.	$1,550,000	Airbnb cash on cash: 1.82% Traditional cash on cash: 0.77% Airbnb Rental Income: $6906 Traditional Rental Income: $4054 Airbnb ROI: 1.82% Traditional ROI: 0.77%
445 63RD STREET HOLMES BEACH, FL This is what Anna Maria Island living is all about. Located in the desirable Seaside Gard...	2 beds \| 2 baths \| 1,065 sq.ft.	$579,000	Airbnb cash on cash: 5.32% Traditional cash on cash: 1.11% Airbnb Rental Income: $5105 Traditional Rental Income: $1793 Airbnb ROI: 5.32% Traditional ROI: 1.11%
310 66TH STREET HOLMES BEACH, FL Discover your slice of paradise heaven at Barefoot Bliss! This charming 3-bedroom, 3-bathr...	3 beds \| 3 baths \| 1,974 sq.ft.	$1,495,000	Airbnb cash on cash: 1.97% Traditional cash on cash: 1.7% Airbnb Rental Income: $6906 Traditional Rental Income: $5188 Airbnb ROI: 1.97% Traditional ROI: 1.7%
8321 MARINA DRIVE HOLMES BEACH, FL One or more photo(s) has been virtually staged. Spectacular Waterfront Key West-Style Home...	4 beds \| 3 baths \| 2,775 sq.ft.	$4,295,000	Airbnb cash on cash: 0.46% Traditional cash on cash: -0.04% Airbnb Rental Income: $9956 Traditional Rental Income: $6105 Airbnb ROI: 0.46% Traditional ROI: -0.04%
419 CLARK DRIVE HOLMES BEACH, FL Discover island living in this spacious 3-bedroom, 2-bathroom single-family home was compl...	3 beds \| 2 baths \| 2,909 sq.ft.	$1,899,000	Airbnb cash on cash: 1.33% Traditional cash on cash: 0.77% Airbnb Rental Income: $6906 Traditional Rental Income: $4584 Airbnb ROI: 1.33% Traditional ROI: 0.77%
243 S HARBOR DRIVE HOLMES BEACH, FL This almost brand-new, (2024) fully furnished 4-bedroom, 4.5-bath luxury residence deliver...	4 beds \| 5 baths \| 2,016 sq.ft.	$2,900,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 0.74% Airbnb Rental Income: $9956 Traditional Rental Income: $5555 Airbnb ROI: 1.69% Traditional ROI: 0.74%
6201 HOLMES BOULEVARD HOLMES BEACH, FL INCREDIBLE VALUE! 5 BEDROOM HOME ON ANNA MARIA ISLAND WITH PROVEN RENTAL HISTORY- THIS IS ...	5 beds \| 3 baths \| 1,822 sq.ft.	$1,440,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.56% Airbnb Rental Income: $null Traditional Rental Income: $4356 Airbnb ROI: N/A Traditional ROI: 1.56%
117 81ST STREET HOLMES BEACH, FL Welcome to 117 81st Street in Holmes Beach, a custom-designed coastal retreat steps to the...	4 beds \| 4 baths \| 2,040 sq.ft.	$2,950,000	Airbnb cash on cash: 1.23% Traditional cash on cash: -0.11% Airbnb Rental Income: $9956 Traditional Rental Income: $4462 Airbnb ROI: 1.23% Traditional ROI: -0.11%
414 79TH STREET HOLMES BEACH, FL Welcome to your own piece of paradise on Anna Maria Island! This is a BRAND NEW remodel in...	3 beds \| 3 baths \| 1,621 sq.ft.	$1,449,000	Airbnb cash on cash: 1.95% Traditional cash on cash: 0.86% Airbnb Rental Income: $6906 Traditional Rental Income: $4099 Airbnb ROI: 1.95% Traditional ROI: 0.86%
5803 DE PALMAS AVENUE HOLMES BEACH, FL Come make your island dream a reality! This updated 3 bed/2 bath coastal charmer is just ...	3 beds \| 2 baths \| 1,010 sq.ft.	$1,075,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 0.8% Airbnb Rental Income: $6906 Traditional Rental Income: $3269 Airbnb ROI: 3.1% Traditional ROI: 0.8%
449 63RD STREET HOLMES BEACH, FL Under contract-accepting backup offers. Looking for a prime, turn-key business opportunity...	2 beds \| 2 baths \| 958 sq.ft.	$739,990	Airbnb cash on cash: 3.63% Traditional cash on cash: 2.03% Airbnb Rental Income: $5105 Traditional Rental Income: $2964 Airbnb ROI: 3.63% Traditional ROI: 2.03%
104 SUNSET LANE HOLMES BEACH, FL Imagine owning a beach retreat on an island beloved by travelers from around the world yet...	5 beds \| 7 baths \| 8,962 sq.ft.	$16,750,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.96% Airbnb Rental Income: $null Traditional Rental Income: $17567 Airbnb ROI: N/A Traditional ROI: -0.96%
512 67TH STREET HOLMES BEACH, FL This oversized lot features an expansive seawall, a brand-new dock, and a 16,000-pound boa...	3 beds \| 3 baths \| 1,737 sq.ft.	$1,850,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 2.95% Airbnb Rental Income: $6906 Traditional Rental Income: $8569 Airbnb ROI: 1.2% Traditional ROI: 2.95%
506 69TH STREET HOLMES BEACH, FL This beautifully updated 2 bedroom, 2 bath pool home offers comfort, flexibility, and exce...	2 beds \| 2 baths \| 1,470 sq.ft.	$1,095,000	Airbnb cash on cash: 2.11% Traditional cash on cash: 1.6% Airbnb Rental Income: $5105 Traditional Rental Income: $3548 Airbnb ROI: 2.11% Traditional ROI: 1.6%
504 59TH STREET HOLMES BEACH, FL Live the island lifestyle in this custom-built, ELEVATED canal home located in a quiet, no...	3 beds \| 3 baths \| 3,126 sq.ft.	$1,695,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 1.2% Airbnb Rental Income: $6906 Traditional Rental Income: $4332 Airbnb ROI: 1.99% Traditional ROI: 1.2%
680 KEY ROYALE DRIVE HOLMES BEACH, FL Stunning Fully Remodeled Canal-Front Oasis in Prestigious Key Royale! Welcome to your sl...	3 beds \| 3 baths \| 2,000 sq.ft.	$2,395,000	Airbnb cash on cash: 0.95% Traditional cash on cash: 0.94% Airbnb Rental Income: $6906 Traditional Rental Income: $5563 Airbnb ROI: 0.95% Traditional ROI: 0.94%
23 SEASIDE COURT HOLMES BEACH, FL HUGE PRICE REDUCTION â now under $600K! NEW ROOF! Investor alert! Opportunities like thi...	2 beds \| 2 baths \| 978 sq.ft.	$599,000	Airbnb cash on cash: 4.27% Traditional cash on cash: 2.38% Airbnb Rental Income: $5105 Traditional Rental Income: $3005 Airbnb ROI: 4.27% Traditional ROI: 2.38%
6401 MARINA DRIVE HOLMES BEACH, FL Welcome to an extraordinary waterfront retreat on beautiful Anna Maria Island featuring ov...	3 beds \| 4 baths \| 2,031 sq.ft.	$2,390,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 0.05% Airbnb Rental Income: $6906 Traditional Rental Income: $3396 Airbnb ROI: 1.03% Traditional ROI: 0.05%
501 65TH STREET HOLMES BEACH, FL Under contract-accepting backup offers. **Seller is offering a $25,000 incentive for a con...	4 beds \| 3 baths \| 2,208 sq.ft.	$1,750,000	Airbnb cash on cash: 3.46% Traditional cash on cash: 1.77% Airbnb Rental Income: $9956 Traditional Rental Income: $5356 Airbnb ROI: 3.46% Traditional ROI: 1.77%
635 KEY ROYALE DRIVE HOLMES BEACH, FL This bayfront Key Royale home is ideally situated on the southern side of Key Royale, offe...	4 beds \| 4 baths \| 3,648 sq.ft.	$7,485,000	Airbnb cash on cash: -0.58% Traditional cash on cash: -0.58% Airbnb Rental Income: $9956 Traditional Rental Income: $8091 Airbnb ROI: -0.58% Traditional ROI: -0.58%
634 KEY ROYALE DRIVE HOLMES BEACH, FL Elevated waterfront living in Key Royale â built for confidence, designed for ease. Welc...	4 beds \| 4 baths \| 3,020 sq.ft.	$2,999,999	Airbnb cash on cash: 0.42% Traditional cash on cash: -0.21% Airbnb Rental Income: $9956 Traditional Rental Income: $6339 Airbnb ROI: 0.42% Traditional ROI: -0.21%
5807 DE PALMAS AVENUE HOLMES BEACH, FL This charming ground-level 3-bedroom, 2-bathroom home with a private pool offers an except...	3 beds \| 2 baths \| 1,140 sq.ft.	$1,225,000	Airbnb cash on cash: 2.82% Traditional cash on cash: 0.87% Airbnb Rental Income: $6906 Traditional Rental Income: $3336 Airbnb ROI: 2.82% Traditional ROI: 0.87%
505 65TH STREET HOLMES BEACH, FL Seller Financing available! Chic Art Deco Canalfront Retreat! Escape to paradise in this ...	3 beds \| 3 baths \| 2,557 sq.ft.	$1,895,000	Airbnb cash on cash: 1.28% Traditional cash on cash: 1.61% Airbnb Rental Income: $6906 Traditional Rental Income: $6154 Airbnb ROI: 1.28% Traditional ROI: 1.61%
727 KEY ROYALE DRIVE HOLMES BEACH, FL Experience elevated coastal living in the exclusive North Point Harbor community of Holmes...	5 beds \| 6 baths \| 3,640 sq.ft.	$3,750,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.41% Airbnb Rental Income: $null Traditional Rental Income: $12928 Airbnb ROI: N/A Traditional ROI: 1.41%
15 SEASIDE COURT HOLMES BEACH, FL Waterfront opportunity awaits on Anna Maria Island! Discover the potential to craft your i...	2 beds \| 2 baths \| 978 sq.ft.	$599,000	Airbnb cash on cash: 4.54% Traditional cash on cash: 2.64% Airbnb Rental Income: $5105 Traditional Rental Income: $3005 Airbnb ROI: 4.54% Traditional ROI: 2.64%
7003 HOLMES BOULEVARD HOLMES BEACH, FL Welcome to your dream modern retreat! This brand-new, custom-built masterpiece offers 4 sp...	4 beds \| 5 baths \| 3,613 sq.ft.	$3,995,000	Airbnb cash on cash: 1.01% Traditional cash on cash: 1.52% Airbnb Rental Income: $9956 Traditional Rental Income: $10015 Airbnb ROI: 1.01% Traditional ROI: 1.52%
511 BAYVIEW DRIVE HOLMES BEACH, FL Experience the ultimate island paradise in this practically NEW CONSTRUCTION LUXURY WATERF...	4 beds \| 5 baths \| 3,353 sq.ft.	$5,290,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 0.54% Airbnb Rental Income: $9956 Traditional Rental Income: $9846 Airbnb ROI: 0.19% Traditional ROI: 0.54%
5608 HOLMES BOULEVARD HOLMES BEACH, FL Under contract-accepting backup offers. GREAT VACATION rental history with many repeat gue...	3 beds \| 2 baths \| 1,195 sq.ft.	$1,050,000	Airbnb cash on cash: 3.27% Traditional cash on cash: 0.8% Airbnb Rental Income: $6906 Traditional Rental Income: $3159 Airbnb ROI: 3.27% Traditional ROI: 0.8%

Your search for investment property begins and ends here

Single Family Homes for Sale in Holmes Beach, FL

4003 5TH AVENUE

HOLMES BEACH, FL

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

$1,475,000

Airbnb cash on cash: 1.49%

Traditional cash on cash: 0.76%

Airbnb Rental Income: $6906

Traditional Rental Income: $4571

Airbnb ROI: 1.49%

Traditional ROI: 0.76%

2915 AVENUE C

HOLMES BEACH, FL

2 beds | 2 baths | 1,040 sq.ft.

$1,124,500

Airbnb cash on cash: 1.74%

Traditional cash on cash: 0.6%

Airbnb Rental Income: $5105

Traditional Rental Income: $2873

Airbnb ROI: 1.74%

Traditional ROI: 0.6%

506 58TH STREET

HOLMES BEACH, FL

4 beds | 6 baths | 3,319 sq.ft.

$3,300,000

Airbnb cash on cash: 0.88%

Traditional cash on cash: 2.47%

Airbnb Rental Income: $9956

Traditional Rental Income: $12965

Airbnb ROI: 0.88%

Traditional ROI: 2.47%

324 64TH STREET

HOLMES BEACH, FL

3 beds | 2 baths | 1,262 sq.ft.

$1,100,000

Airbnb cash on cash: 3.83%

Traditional cash on cash: 3.55%

Airbnb Rental Income: $6906

Traditional Rental Income: $5287

Airbnb ROI: 3.83%

Traditional ROI: 3.55%

2913 GULF DRIVE

HOLMES BEACH, FL

2 beds | 2 baths | 1,048 sq.ft.

$1,049,000

Airbnb cash on cash: 1.78%

Traditional cash on cash: 0.89%

Airbnb Rental Income: $5105

Traditional Rental Income: $3191

Airbnb ROI: 1.78%

Traditional ROI: 0.89%

5612 GUAVA STREET

HOLMES BEACH, FL

4 beds | 6 baths | 2,259 sq.ft.

$3,750,000

Airbnb cash on cash: 0.49%

Traditional cash on cash: -0.01%

Airbnb Rental Income: $9956

Traditional Rental Income: $6376

Airbnb ROI: 0.49%

Traditional ROI: -0.01%

8106 GULF DRIVE #A&B

HOLMES BEACH, FL

4 beds | 4 baths | 1,600 sq.ft.

$1,550,000

Airbnb cash on cash: 3.11%

Traditional cash on cash: -0.27%

Airbnb Rental Income: $9956

Traditional Rental Income: $3237

Airbnb ROI: 3.11%

Traditional ROI: -0.27%

207 PEACOCK LANE

HOLMES BEACH, FL

3 beds | 3 baths | 1,713 sq.ft.

$1,600,000

Airbnb cash on cash: 1.3%

Traditional cash on cash: 0.24%

Airbnb Rental Income: $6906

Traditional Rental Income: $3996

Airbnb ROI: 1.3%