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 76 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 Huge Price Improvement ~ Buyer Financing Fell through & Back on the Market!! Mediterranean...	3 beds \| 3 baths \| 2,200 sq.ft.	$1,498,000	Airbnb cash on cash: -0.73% Traditional cash on cash: 0.18% Airbnb Rental Income: $3260 Traditional Rental Income: $3801 Airbnb ROI: -0.73% Traditional ROI: 0.18%
5710 CARISSA STREET HOLMES BEACH, FL Perfectly placed on a quiet street, this 3BD/2BA elevated island home blends coastal charm...	3 beds \| 2 baths \| 1,920 sq.ft.	$1,695,000	Airbnb cash on cash: -0.97% Traditional cash on cash: -0.65% Airbnb Rental Income: $3260 Traditional Rental Income: $3028 Airbnb ROI: -0.97% Traditional ROI: -0.65%
664 KEY ROYALE DRIVE HOLMES BEACH, FL Under contract-accepting backup offers. Experience understated elegance in this contempora...	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.	$1,163,000	Airbnb cash on cash: -0.55% Traditional cash on cash: 1.04% Airbnb Rental Income: $2256 Traditional Rental Income: $3409 Airbnb ROI: -0.55% Traditional ROI: 1.04%
611 DUNDEE LANE HOLMES BEACH, FL Welcome to your beautifully renovated coastal retreat on Anna Maria Island, perfectly situ...	2 beds \| 2 baths \| 1,735 sq.ft.	$1,849,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 0.08% Airbnb Rental Income: $2256 Traditional Rental Income: $3004 Airbnb ROI: -0.69% Traditional ROI: 0.08%
441 62ND STREET HOLMES BEACH, FL Under contract-accepting backup offers. Welcome to Anna Mariaâs Dream â Family-Friendl...	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%
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: -0.91% Traditional cash on cash: -0.01% Airbnb Rental Income: $4119 Traditional Rental Income: $6363 Airbnb ROI: -0.91% Traditional ROI: -0.01%
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.	$1,700,000	Airbnb cash on cash: -0.76% Traditional cash on cash: -0.32% Airbnb Rental Income: $3260 Traditional Rental Income: $3220 Airbnb ROI: -0.76% Traditional ROI: -0.32%
517 42ND STREET HOLMES BEACH, FL Discover Sunday Funday, an inviting coastal escape set in the desirable Holmes Beach area ...	3 beds \| 3 baths \| 1,590 sq.ft.	$1,299,000	Airbnb cash on cash: -0.86% Traditional cash on cash: -0.24% Airbnb Rental Income: $3260 Traditional Rental Income: $3282 Airbnb ROI: -0.86% 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.	$2,774,999	Airbnb cash on cash: -0.73% Traditional cash on cash: -0.83% Airbnb Rental Income: $4119 Traditional Rental Income: $2977 Airbnb ROI: -0.73% Traditional ROI: -0.83%
2908 GULF DRIVE HOLMES BEACH, FL Welcome to your dream home on Anna Maria Island. This stunning 3-bedroom, 2-bath single-fa...	3 beds \| 2 baths \| 1,350 sq.ft.	$1,449,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 1.69% Airbnb Rental Income: $3260 Traditional Rental Income: $4621 Airbnb ROI: 0.14% Traditional ROI: 1.69%
8106 GULF DRIVE HOLMES BEACH, FL Located on the coveted west side of Gulf Drive just one block from the Gulf, this newly re...	4 beds \| 4 baths \| 1,600 sq.ft.	$1,679,000	Airbnb cash on cash: -0.34% Traditional cash on cash: -0.33% Airbnb Rental Income: $4119 Traditional Rental Income: $3253 Airbnb ROI: -0.34% Traditional ROI: -0.33%
3014 GULF DRIVE HOLMES BEACH, FL An exceptional opportunity to own a recently updated duplex on Anna Maria Island, offering...	2 beds \| 2 baths \| 1,320 sq.ft.	$1,150,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 1.54% Airbnb Rental Income: $2256 Traditional Rental Income: $4011 Airbnb ROI: -0.62% Traditional ROI: 1.54%
3016 GULF DRIVE HOLMES BEACH, FL An exceptional opportunity to own a recently updated duplex on Anna Maria Island, offering...	2 beds \| 2 baths \| 1,320 sq.ft.	$1,150,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 1.11% Airbnb Rental Income: $2256 Traditional Rental Income: $3582 Airbnb ROI: -0.66% Traditional ROI: 1.11%
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%
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.	$1,595,000	Airbnb cash on cash: -0.31% Traditional cash on cash: -0.01% Airbnb Rental Income: $3260 Traditional Rental Income: $2970 Airbnb ROI: -0.31% Traditional ROI: -0.01%
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%
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: 0.59% Traditional cash on cash: 1.54% Airbnb Rental Income: $2256 Traditional Rental Income: $2216 Airbnb ROI: 0.59% Traditional ROI: 1.54%
6201 HOLMES BOULEVARD HOLMES BEACH, FL Imagine owning a place where every day feels like a vacation. Located on a peaceful corner...	5 beds \| 3 baths \| 1,822 sq.ft.	$1,540,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 1.76% Airbnb Rental Income: $4322 Traditional Rental Income: $4889 Airbnb ROI: 0.73% Traditional ROI: 1.76%
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.	$1,535,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 1.97% Airbnb Rental Income: $3260 Traditional Rental Income: $5835 Airbnb ROI: -0.35% Traditional ROI: 1.97%
709 KEY ROYALE DRIVE HOLMES BEACH, FL Motivated Seller and the best deal ever for 2026 Your Waterfront Dream Awaits in Key Roya...	4 beds \| 4 baths \| 4,576 sq.ft.	$4,195,000	Airbnb cash on cash: -0.87% Traditional cash on cash: -0.43% Airbnb Rental Income: $4119 Traditional Rental Income: $4942 Airbnb ROI: -0.87% Traditional ROI: -0.43%
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%
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 \| 8,563 sq.ft.	$16,750,000	Airbnb cash on cash: -1.87% Traditional cash on cash: -1.62% Airbnb Rental Income: $4322 Traditional Rental Income: $7398 Airbnb ROI: -1.87% Traditional ROI: -1.62%
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%
504 69th Street HOLMES BEACH, FL This newly and fully remodeled open floor plan 3-bedroom, 2-bathroom Holmes Beach, FL home...	3 beds \| 2 baths \| 1,960 sq.ft.	$1,645,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 1.71% Airbnb Rental Income: $3260 Traditional Rental Income: $5469 Airbnb ROI: -0.22% Traditional ROI: 1.71%
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%
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.	$1,795,000	Airbnb cash on cash: 0% Traditional cash on cash: 0.68% Airbnb Rental Income: $3260 Traditional Rental Income: $3670 Airbnb ROI: 0% Traditional ROI: 0.68%
3702 5TH AVENUE HOLMES BEACH, FL Under contract-accepting backup offers. Coastal Elegance Meets Modern Luxury Just Minutes ...	4 beds \| 5 baths \| 2,784 sq.ft.	$3,395,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 0.5% Airbnb Rental Income: $4119 Traditional Rental Income: $5914 Airbnb ROI: -0.34% Traditional ROI: 0.5%
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%
514 77TH STREET HOLMES BEACH, FL Perfect opportunity to make your dream home come true!! Take on a fun project and create ...	2 beds \| 2 baths \| 1,579 sq.ft.	$1,295,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 0.58% Airbnb Rental Income: $2256 Traditional Rental Income: $3524 Airbnb ROI: -0.94% Traditional ROI: 0.58%
220 82ND STREET HOLMES BEACH, FL This charming 3 bedroom, 2 bathroom home offers a perfect blend of island living and moder...	3 beds \| 2 baths \| 1,972 sq.ft.	$1,200,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 0.85% Airbnb Rental Income: $3260 Traditional Rental Income: $2862 Airbnb ROI: 0.55% Traditional ROI: 0.85%
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%
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%
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.	$4,195,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 0.71% Airbnb Rental Income: $4119 Traditional Rental Income: $7305 Airbnb ROI: -0.34% Traditional ROI: 0.71%
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%

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.

$1,498,000

Airbnb cash on cash: -0.73%

Traditional cash on cash: 0.18%

Airbnb Rental Income: $3260

Traditional Rental Income: $3801

Airbnb ROI: -0.73%

Traditional ROI: 0.18%

5710 CARISSA STREET

HOLMES BEACH, FL

3 beds | 2 baths | 1,920 sq.ft.

$1,695,000

Airbnb cash on cash: -0.97%

Traditional cash on cash: -0.65%

Airbnb Rental Income: $3260

Traditional Rental Income: $3028

Airbnb ROI: -0.97%

Traditional ROI: -0.65%

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.

$1,163,000

Airbnb cash on cash: -0.55%

Traditional cash on cash: 1.04%

Airbnb Rental Income: $2256

Traditional Rental Income: $3409

Airbnb ROI: -0.55%

Traditional ROI: 1.04%

611 DUNDEE LANE

HOLMES BEACH, FL

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

$1,849,000

Airbnb cash on cash: -0.69%

Traditional cash on cash: 0.08%

Airbnb Rental Income: $2256

Traditional Rental Income: $3004

Airbnb ROI: -0.69%

Traditional ROI: 0.08%

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%

5612 GUAVA STREET

HOLMES BEACH, FL

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

$3,750,000

Airbnb cash on cash: -0.91%

Traditional cash on cash: -0.01%

Airbnb Rental Income: $4119

Traditional Rental Income: $6363

Airbnb ROI: -0.91%