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 59 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
501 KEY ROYALE DRIVE HOLMES BEACH, FL Under contract-accepting backup offers. This elevated canalfront home on VERY rare 15,000 ...	3 beds \| 2 baths \| 1,759 sq.ft.	$1,499,000	Airbnb cash on cash: -0.58% Traditional cash on cash: -0.05% Airbnb Rental Income: $3260 Traditional Rental Income: $3273 Airbnb ROI: -0.58% Traditional ROI: -0.05%
4003 5TH AVENUE HOLMES BEACH, FL Under contract-accepting backup offers. Mediterranean-inspired coastal luxury meets the la...	3 beds \| 3 baths \| 2,200 sq.ft.	$1,550,000	Airbnb cash on cash: -0.74% Traditional cash on cash: 0.14% Airbnb Rental Income: $3260 Traditional Rental Income: $3801 Airbnb ROI: -0.74% Traditional ROI: 0.14%
664 KEY ROYALE DRIVE HOLMES BEACH, FL Experience understated elegance in this contemporary coastal 5BR/4BA home located in the e...	5 beds \| 4 baths \| 2,612 sq.ft.	$2,875,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 0.07% Airbnb Rental Income: $4322 Traditional Rental Income: $5624 Airbnb ROI: -0.76% Traditional ROI: 0.07%
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.	$1,189,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 0.99% Airbnb Rental Income: $2256 Traditional Rental Income: $3409 Airbnb ROI: -0.56% Traditional ROI: 0.99%
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.	$615,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 1.38% Airbnb Rental Income: $2256 Traditional Rental Income: $2258 Airbnb ROI: 0.39% Traditional ROI: 1.38%
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.	$1,495,000	Airbnb cash on cash: -0.44% Traditional cash on cash: 4.33% Airbnb Rental Income: $3260 Traditional Rental Income: $9149 Airbnb ROI: -0.44% Traditional ROI: 4.33%
5613 GULF DRIVE HOLMES BEACH, FL Under contract-accepting backup offers. UNDER CONTRACT ACCEPTING BACK UP OFFERS Welcome...	3 beds \| 2 baths \| 1,478 sq.ft.	$1,399,000	Airbnb cash on cash: -0.32% Traditional cash on cash: -0.38% Airbnb Rental Income: $3260 Traditional Rental Income: $2448 Airbnb ROI: -0.32% Traditional ROI: -0.38%
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: 0.1% Traditional cash on cash: 1.61% Airbnb Rental Income: $3260 Traditional Rental Income: $4621 Airbnb ROI: 0.1% Traditional ROI: 1.61%
214 85TH STREET HOLMES BEACH, FL Located in the vibrant heart of Holmes Beach on Anna Maria Island, the home retains its mi...	3 beds \| 2 baths \| 1,398 sq.ft.	$710,000	Airbnb cash on cash: 1.02% Traditional cash on cash: 1% Airbnb Rental Income: $3260 Traditional Rental Income: $2515 Airbnb ROI: 1.02% Traditional ROI: 1%
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: -0.86% Traditional cash on cash: -0.57% Airbnb Rental Income: $3260 Traditional Rental Income: $3035 Airbnb ROI: -0.86% Traditional ROI: -0.57%
527 56TH STREET HOLMES BEACH, FL Under contract-accepting backup offers. Coastal Waterfront Retreat with Panoramic Bay View...	3 beds \| 3 baths \| 2,436 sq.ft.	$3,500,000	Airbnb cash on cash: -1.38% Traditional cash on cash: 0.84% Airbnb Rental Income: $3260 Traditional Rental Income: $9748 Airbnb ROI: -1.38% Traditional ROI: 0.84%
668 KEY ROYALE DRIVE HOLMES BEACH, FL Under contract-accepting backup offers. Rare 4-Bedroom Ranch in Coveted Key Royale â Tur...	4 beds \| 4 baths \| 2,419 sq.ft.	$2,595,000	Airbnb cash on cash: -0.52% Traditional cash on cash: 0.63% Airbnb Rental Income: $4119 Traditional Rental Income: $6018 Airbnb ROI: -0.52% Traditional ROI: 0.63%
417 63RD STREET HOLMES BEACH, FL Welcome to your island oasis! Seaside Gardens is a beautiful community nestled along the c...	2 beds \| 2 baths \| 1,284 sq.ft.	$589,900	Airbnb cash on cash: 0.69% Traditional cash on cash: 1.64% Airbnb Rental Income: $2256 Traditional Rental Income: $2216 Airbnb ROI: 0.69% Traditional ROI: 1.64%
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: -0.32% Traditional cash on cash: 1.91% Airbnb Rental Income: $3260 Traditional Rental Income: $5835 Airbnb ROI: -0.32% Traditional ROI: 1.91%
709 KEY ROYALE DRIVE HOLMES BEACH, FL Motivated Seller Your Waterfront Dream Awaits in Key Royale! Welcome to your private oa...	4 beds \| 4 baths \| 4,576 sq.ft.	$4,495,000	Airbnb cash on cash: -0.87% Traditional cash on cash: -0.47% Airbnb Rental Income: $4119 Traditional Rental Income: $4942 Airbnb ROI: -0.87% Traditional ROI: -0.47%
449 63RD STREET HOLMES BEACH, FL Welcome to Heliconia House. This adorable 2BD/2BA turnkey vacation villa is the perfect is...	2 beds \| 2 baths \| 958 sq.ft.	$799,990	Airbnb cash on cash: 0.1% Traditional cash on cash: 2.41% Airbnb Rental Income: $2256 Traditional Rental Income: $3417 Airbnb ROI: 0.1% Traditional ROI: 2.41%
220 36TH STREET HOLMES BEACH, FL Great New Price on this Ultimate Gulfside Retreat on Holmes Beach, Anna Maria Island! N...	3 beds \| 4 baths \| 2,016 sq.ft.	$1,900,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 0.48% Airbnb Rental Income: $3260 Traditional Rental Income: $5083 Airbnb ROI: -0.97% Traditional ROI: 0.48%
518 74TH STREET HOLMES BEACH, FL Tropical Waterfront Oasis in Holmes Beach! Welcome to 518 74th Street, a stunningly rem...	3 beds \| 4 baths \| 2,343 sq.ft.	$2,700,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 0.01% Airbnb Rental Income: $3260 Traditional Rental Income: $4664 Airbnb ROI: -0.85% Traditional ROI: 0.01%
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: 0.76% Traditional cash on cash: 1.16% Airbnb Rental Income: $4119 Traditional Rental Income: $3887 Airbnb ROI: 0.76% 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.	$2,845,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 1.36% Airbnb Rental Income: $4119 Traditional Rental Income: $6754 Airbnb ROI: 0.03% Traditional ROI: 1.36%
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: 0.37% Traditional cash on cash: 0.62% Airbnb Rental Income: $3260 Traditional Rental Income: $2823 Airbnb ROI: 0.37% Traditional ROI: 0.62%
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.	$3,485,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 0.47% Airbnb Rental Income: $4119 Traditional Rental Income: $5914 Airbnb ROI: -0.36% Traditional ROI: 0.47%
23 SEASIDE COURT HOLMES BEACH, FL HUGE PRICE REDUCTION!!!! NEW ROOF!!! Investor alert! Hereâs your chance to bring your d...	2 beds \| 2 baths \| 978 sq.ft.	$615,000	Airbnb cash on cash: 0% Traditional cash on cash: 0.7% Airbnb Rental Income: $2256 Traditional Rental Income: $2094 Airbnb ROI: 0% Traditional ROI: 0.7%
634 KEY ROYALE DRIVE HOLMES BEACH, FL Storm-ready luxury meets waterfront serenity â live confidently on Anna Maria Island!!! ...	4 beds \| 4 baths \| 3,020 sq.ft.	$3,050,000	Airbnb cash on cash: -1.32% Traditional cash on cash: -0.64% Airbnb Rental Income: $4119 Traditional Rental Income: $5163 Airbnb ROI: -1.32% Traditional ROI: -0.64%
505 65TH STREET HOLMES BEACH, FL Chic Art Deco Canalfront Retreat! Escape to paradise in this stunning 3 bedroom, 3 bathro...	3 beds \| 3 baths \| 2,557 sq.ft.	$1,895,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 0.45% Airbnb Rental Income: $3260 Traditional Rental Income: $4110 Airbnb ROI: -0.45% Traditional ROI: 0.45%
609 FOXWORTH LANE HOLMES BEACH, FL Under contract-accepting backup offers. WOW! A $70K PRICE IMPROVEMENT!! WITH A $$10K BUYER...	2 beds \| 2 baths \| 1,506 sq.ft.	$725,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 2.73% Airbnb Rental Income: $2256 Traditional Rental Income: $3028 Airbnb ROI: 0.75% Traditional ROI: 2.73%
727 KEY ROYALE DRIVE HOLMES BEACH, FL Exquisite Waterfront Luxury Home with Breathtaking Gulf Views nestled in the picturesque s...	5 beds \| 6 baths \| 3,640 sq.ft.	$4,186,000	Airbnb cash on cash: -1.22% Traditional cash on cash: 0.38% Airbnb Rental Income: $4322 Traditional Rental Income: $9619 Airbnb ROI: -1.22% Traditional ROI: 0.38%
15 SEASIDE COURT HOLMES BEACH, FL Waterfront Investor Opportunity on Anna Maria Island! This is your chance to create a boat...	2 beds \| 2 baths \| 978 sq.ft.	$640,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 0.97% Airbnb Rental Income: $2256 Traditional Rental Income: $2145 Airbnb ROI: 0.21% Traditional ROI: 0.97%
511 68TH STREET HOLMES BEACH, FL This stunning waterfront home boasts approximately 80' of water frontage on the Grand Cana...	3 beds \| 2 baths \| 1,394 sq.ft.	$1,795,000	Airbnb cash on cash: -0.34% Traditional cash on cash: -0.06% Airbnb Rental Income: $3260 Traditional Rental Income: $2989 Airbnb ROI: -0.34% Traditional ROI: -0.06%
2714 AVENUE C HOLMES BEACH, FL LOCATION LOCATION LOCATION!!! Don't miss out on this great opportunity to start fresh and ...	3 beds \| 2 baths \| 1,041 sq.ft.	$550,000	Airbnb cash on cash: 3.38% Traditional cash on cash: 2.11% Airbnb Rental Income: $3260 Traditional Rental Income: $1873 Airbnb ROI: 3.38% Traditional ROI: 2.11%
506 65TH STREET HOLMES BEACH, FL Own your Slice of Paradise! Are you a boater? Beachgoer? Sun Worshiper? This meticulousl...	3 beds \| 3 baths \| 2,813 sq.ft.	$3,750,000	Airbnb cash on cash: -0.68% Traditional cash on cash: -0.21% Airbnb Rental Income: $3260 Traditional Rental Income: $4151 Airbnb ROI: -0.68% Traditional ROI: -0.21%
305 59TH ST HOLMES BEACH, FL Under contract-accepting backup offers. Short Sale. Investor Special - Holmes Beach - Walk...	4 beds \| 2 baths \| 1,992 sq.ft.	$759,900	Airbnb cash on cash: 1.75% Traditional cash on cash: 1.54% Airbnb Rental Income: $4119 Traditional Rental Income: $3092 Airbnb ROI: 1.75% Traditional ROI: 1.54%
5608 HOLMES BOULEVARD HOLMES BEACH, FL GREAT VACATION rental history with many repeat guests!!!! This charming home at the beach ...	3 beds \| 2 baths \| 1,195 sq.ft.	$1,100,000	Airbnb cash on cash: 0.11% Traditional cash on cash: -0.07% Airbnb Rental Income: $3260 Traditional Rental Income: $2346 Airbnb ROI: 0.11% Traditional ROI: -0.07%
424 62ND STREET HOLMES BEACH, FL This beautifully restored, income producing property can be yours! Welcome to Island Deli...	2 beds \| 1 baths \| 1,098 sq.ft.	$699,999	Airbnb cash on cash: -0.14% Traditional cash on cash: 0.09% Airbnb Rental Income: $2256 Traditional Rental Income: $1841 Airbnb ROI: -0.14% Traditional ROI: 0.09%
619 KEY ROYALE DRIVE HOLMES BEACH, FL Experience the pinnacle of coastal luxury with this newly constructed bayfront residence o...	5 beds \| 8 baths \| 5,332 sq.ft.	$8,995,000	Airbnb cash on cash: -0.81% Traditional cash on cash: -0.09% Airbnb Rental Income: $4322 Traditional Rental Income: $9399 Airbnb ROI: -0.81% Traditional ROI: -0.09%
234 85TH STREET HOLMES BEACH, FL Tucked away on a quiet, picturesque street in the heart of Holmes Beach, this ELEVATED WAT...	3 beds \| 2 baths \| 1,715 sq.ft.	$1,815,000	Airbnb cash on cash: -0.17% Traditional cash on cash: 0.09% Airbnb Rental Income: $3260 Traditional Rental Income: $2958 Airbnb ROI: -0.17% Traditional ROI: 0.09%
526 56TH STREET HOLMES BEACH, FL Welcome to this 4,995-square-foot architectural masterpiece designed by well-known archite...	5 beds \| 5 baths \| 4,995 sq.ft.	$6,950,000	Airbnb cash on cash: -0.87% Traditional cash on cash: -0.19% Airbnb Rental Income: $4322 Traditional Rental Income: $7766 Airbnb ROI: -0.87% Traditional ROI: -0.19%
508 70TH STREET HOLMES BEACH, FL Your pristine island retreat awaits in the heart of Holmes Beach, where coastal charm meet...	3 beds \| 2 baths \| 1,996 sq.ft.	$1,295,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 1% Airbnb Rental Income: $3260 Traditional Rental Income: $3284 Airbnb ROI: 0.37% Traditional ROI: 1%
2918 AVENUE E HOLMES BEACH, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Th...	3 beds \| 2 baths \| 2,262 sq.ft.	$1,800,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 0.42% Airbnb Rental Income: $3260 Traditional Rental Income: $3076 Airbnb ROI: 0.09% Traditional ROI: 0.42%
237 85TH STREET HOLMES BEACH, FL Under contract-accepting backup offers. BOATERS DREAM, DEEDED BOAT SLIP included with this...	3 beds \| 2 baths \| 1,612 sq.ft.	$997,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 1.58% Airbnb Rental Income: $3260 Traditional Rental Income: $2814 Airbnb ROI: 1.27% Traditional ROI: 1.58%

Your search for investment property begins and ends here

Single Family Homes for Sale in Holmes Beach, FL

501 KEY ROYALE DRIVE

HOLMES BEACH, FL

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

$1,499,000

Airbnb cash on cash: -0.58%

Traditional cash on cash: -0.05%

Airbnb Rental Income: $3260

Traditional Rental Income: $3273

Airbnb ROI: -0.58%

Traditional ROI: -0.05%

4003 5TH AVENUE

HOLMES BEACH, FL

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

$1,550,000

Airbnb cash on cash: -0.74%

Traditional cash on cash: 0.14%

Airbnb Rental Income: $3260

Traditional Rental Income: $3801

Airbnb ROI: -0.74%

Traditional ROI: 0.14%

664 KEY ROYALE DRIVE

HOLMES BEACH, FL

5 beds | 4 baths | 2,612 sq.ft.

$2,875,000

Airbnb cash on cash: -0.76%

Traditional cash on cash: 0.07%

Airbnb Rental Income: $4322

Traditional Rental Income: $5624

Airbnb ROI: -0.76%

Traditional ROI: 0.07%

2915 AVENUE C

HOLMES BEACH, FL

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

$1,189,000

Airbnb cash on cash: -0.56%

Traditional cash on cash: 0.99%

Airbnb Rental Income: $2256

Traditional Rental Income: $3409

Airbnb ROI: -0.56%

Traditional ROI: 0.99%

441 62ND STREET

HOLMES BEACH, FL

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

$615,000

Airbnb cash on cash: 0.39%

Traditional cash on cash: 1.38%

Airbnb Rental Income: $2256

Traditional Rental Income: $2258

Airbnb ROI: 0.39%

Traditional ROI: 1.38%

312 61ST STREET #B

HOLMES BEACH, FL

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

$1,495,000

Airbnb cash on cash: -0.44%

Traditional cash on cash: 4.33%

Airbnb Rental Income: $3260

Traditional Rental Income: $9149

Airbnb ROI: -0.44%

Traditional ROI: 4.33%

5613 GULF DRIVE

HOLMES BEACH, FL

3 beds | 2 baths | 1,478 sq.ft.

$1,399,000

Airbnb cash on cash: -0.32%

Traditional cash on cash: -0.38%

Airbnb Rental Income: $3260

Traditional Rental Income: $2448

Airbnb ROI: -0.32%

Traditional ROI: -0.38%

2908 GULF DRIVE

HOLMES BEACH, FL

3 beds | 2 baths | 1,350 sq.ft.

$1,499,000

Airbnb cash on cash: 0.1%

Traditional cash on cash: 1.61%

Airbnb Rental Income: $3260

Traditional Rental Income: $4621

Airbnb ROI: 0.1%