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
26 SEASIDE Court HOLMES BEACH, FL Lender paid 1-0 Buydown Interest Rate by using our preferred lender! Tranquil waterfront c...	2 beds \| 2 baths \| 978 sq.ft.	$664,900	Airbnb cash on cash: 1.45% Traditional cash on cash: 1.12% Airbnb Rental Income: $3419 Traditional Rental Income: $2456 Airbnb ROI: 1.45% Traditional ROI: 1.12%
4003 5TH Avenue HOLMES BEACH, FL **ONE BLOCK TO THE GULF - FULLY FURNISHED - PRIVATE POOL - PROJECTED RENTAL INCOME $130K-$...	3 beds \| 3 baths \| 2,200 sq.ft.	$1,450,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 0.79% Airbnb Rental Income: $4795 Traditional Rental Income: $4571 Airbnb ROI: 0.22% Traditional ROI: 0.79%
215 67TH Street #6 HOLMES BEACH, FL Resort-style, maintenance-free living awaits just steps from the beach on Anna Maria Islan...	2 beds \| 2 baths \| 1,038 sq.ft.	$895,000	Airbnb cash on cash: 0.72% Traditional cash on cash: 0.29% Airbnb Rental Income: $3419 Traditional Rental Income: $2302 Airbnb ROI: 0.72% Traditional ROI: 0.29%
324 64TH Street HOLMES BEACH, FL Welcome to your ultimate island sanctuary or performing turnkey investment in the heart of...	3 beds \| 2 baths \| 1,262 sq.ft.	$1,085,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 3.62% Airbnb Rental Income: $4795 Traditional Rental Income: $5287 Airbnb ROI: 2.15% Traditional ROI: 3.62%
4307 GULF Drive #206 HOLMES BEACH, FL Welcome to Cayman Cay, where your island getaway awaits just steps from the sugar sands an...	2 beds \| 2 baths \| 1,027 sq.ft.	$535,000	Airbnb cash on cash: 2.87% Traditional cash on cash: 6.65% Airbnb Rental Income: $3419 Traditional Rental Income: $4550 Airbnb ROI: 2.87% Traditional ROI: 6.65%
6250 HOLMES Boulevard #24 HOLMES BEACH, FL Welcome to Sunsets & Daydreams! Beautiful, light & bright coastal retreat just 2 blocks fr...	2 beds \| 3 baths \| 1,272 sq.ft.	$800,000	Airbnb cash on cash: 1.92% Traditional cash on cash: 3.35% Airbnb Rental Income: $3419 Traditional Rental Income: $3726 Airbnb ROI: 1.92% Traditional ROI: 3.35%
5200 GULF Drive #406 HOLMES BEACH, FL Fall asleep to the sound of crashing waves in this Gulf-front unit at Martinique South. Sw...	2 beds \| 2 baths \| 1,169 sq.ft.	$675,000	Airbnb cash on cash: 1.57% Traditional cash on cash: 1.34% Airbnb Rental Income: $3419 Traditional Rental Income: $2515 Airbnb ROI: 1.57% Traditional ROI: 1.34%
201 54TH Street HOLMES BEACH, FL This exceptional turnkey 5-bedroom, 5-bath duplex on Anna Maria Island offers a rare inves...	5 beds \| 5 baths \| 2,320 sq.ft.	$1,950,000	Airbnb cash on cash: 0.86% Traditional cash on cash: 0.17% Airbnb Rental Income: $6922 Traditional Rental Income: $4329 Airbnb ROI: 0.86% Traditional ROI: 0.17%
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: 0.11% Traditional cash on cash: 0.24% Airbnb Rental Income: $4795 Traditional Rental Income: $3996 Airbnb ROI: 0.11% Traditional ROI: 0.24%
303 58TH Street HOLMES BEACH, FL AMAZING LOCATION - COMPLETELY UPDATED - BRAND NEW POOL - BRAND NEW METAL ROOF 9/2026- TURN...	4 beds \| 3 baths \| 2,524 sq.ft.	$2,199,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 0.23% Airbnb Rental Income: $6922 Traditional Rental Income: $4427 Airbnb ROI: 0.8% Traditional ROI: 0.23%
203 72ND Street HOLMES BEACH, FL Welcome to Tidal Daze, a beautifully designed, turnkey furnished coastal sanctuary poised ...	4 beds \| 4 baths \| 2,153 sq.ft.	$2,395,000	Airbnb cash on cash: 0.38% Traditional cash on cash: -0.09% Airbnb Rental Income: $6922 Traditional Rental Income: $4537 Airbnb ROI: 0.38% Traditional ROI: -0.09%
503 BAYVIEW Drive HOLMES BEACH, FL Virtually Staged. Three-bedroom Anna Maria Island beach home, 300 steps to the island's wo...	3 beds \| 2 baths \| 1,128 sq.ft.	$899,000	Airbnb cash on cash: 2.88% Traditional cash on cash: 2.5% Airbnb Rental Income: $4795 Traditional Rental Income: $3488 Airbnb ROI: 2.88% Traditional ROI: 2.5%
520 69TH Street HOLMES BEACH, FL Where the water meets the good life - welcome to elevated island living in the heart of Ho...	2 beds \| 2 baths \| 1,247 sq.ft.	$1,595,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 0.14% Airbnb Rental Income: $3419 Traditional Rental Income: $2693 Airbnb ROI: 0.12% Traditional ROI: 0.14%
445 63RD Street HOLMES BEACH, FL New tile flooring installed June 2026. This is what Anna Maria Island living is all about....	2 beds \| 2 baths \| 1,065 sq.ft.	$564,000	Airbnb cash on cash: 2.81% Traditional cash on cash: 1.17% Airbnb Rental Income: $3419 Traditional Rental Income: $1793 Airbnb ROI: 2.81% Traditional ROI: 1.17%
207 71ST Street #E HOLMES BEACH, FL Island living at its best! Enjoy this elevated 2-bedroom 2 bath home located in central Ho...	2 beds \| 2 baths \| 912 sq.ft.	$1,195,000	Airbnb cash on cash: 0.28% Traditional cash on cash: 0.79% Airbnb Rental Income: $3419 Traditional Rental Income: $3227 Airbnb ROI: 0.28% Traditional ROI: 0.79%
239 S HARBOR Drive HOLMES BEACH, FL Welcome to Sea Glass Harbor, an exceptional expression of luxury coastal living in the hea...	4 beds \| 6 baths \| 2,381 sq.ft.	$3,200,000	Airbnb cash on cash: -0.21% Traditional cash on cash: -0.16% Airbnb Rental Income: $6922 Traditional Rental Income: $5731 Airbnb ROI: -0.21% Traditional ROI: -0.16%
400 75TH Street HOLMES BEACH, FL Exceptional Investment Opportunity Just Two Blocks from the Beach! Welcome to 400 75th Str...	4 beds \| 4 baths \| 1,960 sq.ft.	$1,650,000	Airbnb cash on cash: 2.06% Traditional cash on cash: 0.21% Airbnb Rental Income: $6922 Traditional Rental Income: $2743 Airbnb ROI: 2.06% Traditional ROI: 0.21%
5325 MARINA DRIVE #423 HOLMES BEACH, FL "Exceptional Buying Opportunity," at the Waterline Villas & Marina Residences. The Autogra...	2 beds \| 2 baths \| 1,023 sq.ft.	$350,000	Airbnb cash on cash: -4.68% Traditional cash on cash: -3.45% Airbnb Rental Income: $3419 Traditional Rental Income: $3066 Airbnb ROI: -4.68% Traditional ROI: -3.45%
5803 DE PALMAS Avenue HOLMES BEACH, FL Virtually Staged. This 3 bed/2 bath coastal charmer is just steps to the sugar sand beach,...	3 beds \| 2 baths \| 1,010 sq.ft.	$1,075,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 0.8% Airbnb Rental Income: $4795 Traditional Rental Income: $3269 Airbnb ROI: 1.34% Traditional ROI: 0.8%
5325 MARINA Drive #133 HOLMES BEACH, FL Imagine having your own place on Anna Maria Island where flip-flops are the dress code, su...	2 beds \| 2 baths \| 1,038 sq.ft.	$650,000	Airbnb cash on cash: -3.78% Traditional cash on cash: -4.66% Airbnb Rental Income: $3419 Traditional Rental Income: $2123 Airbnb ROI: -3.78% Traditional ROI: -4.66%
405 28TH Street HOLMES BEACH, FL This exquisitely renovated waterfront home on Anna Maria Island features nearly 80 feet of...	5 beds \| 4 baths \| 3,748 sq.ft.	$2,845,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 1.97% Airbnb Rental Income: $7642 Traditional Rental Income: $9206 Airbnb ROI: 0.83% Traditional ROI: 1.97%
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: 0.73% Traditional cash on cash: 1.6% Airbnb Rental Income: $3419 Traditional Rental Income: $3548 Airbnb ROI: 0.73% Traditional ROI: 1.6%
212 66TH Street HOLMES BEACH, FL Anna Maria Island, Holmes Beach duplex - awesome location in the first block from the beac...	2 beds \| 2 baths \| 1,276 sq.ft.	$1,025,000	Airbnb cash on cash: 0.62% Traditional cash on cash: -0.23% Airbnb Rental Income: $3419 Traditional Rental Income: $1848 Airbnb ROI: 0.62% Traditional ROI: -0.23%
210 66TH Street HOLMES BEACH, FL Anna Maria Island, Holmes Beach duplex - awesome location in the first block from the beac...	2 beds \| 2 baths \| 1,276 sq.ft.	$975,000	Airbnb cash on cash: 0.76% Traditional cash on cash: -0.13% Airbnb Rental Income: $3419 Traditional Rental Income: $1854 Airbnb ROI: 0.76% Traditional ROI: -0.13%
505 65TH Street HOLMES BEACH, FL Seller Financing available! Chic Art Deco Canalfront Retreat! Escape to paradise in this s...	3 beds \| 3 baths \| 2,557 sq.ft.	$1,895,000	Airbnb cash on cash: 0.28% Traditional cash on cash: 1.61% Airbnb Rental Income: $4795 Traditional Rental Income: $6154 Airbnb ROI: 0.28% Traditional ROI: 1.61%
727 KEY ROYALE Drive HOLMES BEACH, FL EXCEPTIONAL WATERFRONT INVESTMENT OPPORTUNITY ON ANNA MARIA ISLAND! Discover this stunning...	5 beds \| 6 baths \| 3,640 sq.ft.	$3,500,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 1.59% Airbnb Rental Income: $7642 Traditional Rental Income: $12928 Airbnb ROI: -0.49% Traditional ROI: 1.59%
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.	$4,995,000	Airbnb cash on cash: -0.29% Traditional cash on cash: 0.63% Airbnb Rental Income: $6922 Traditional Rental Income: $9846 Airbnb ROI: -0.29% Traditional ROI: 0.63%
526 56TH Street HOLMES BEACH, FL Tucked along an extraordinary 225 feet of waterfront, this custom coastal retreat distills...	5 beds \| 5 baths \| 4,995 sq.ft.	$5,995,000	Airbnb cash on cash: -0.35% Traditional cash on cash: -0.06% Airbnb Rental Income: $7642 Traditional Rental Income: $7792 Airbnb ROI: -0.35% Traditional ROI: -0.06%
221 85TH Street HOLMES BEACH, FL DEEDED BOAT SLIP and ROOM FOR A POOL! Discover the best of island living in beautiful Holm...	2 beds \| 2 baths \| 1,229 sq.ft.	$945,000	Airbnb cash on cash: 0.57% Traditional cash on cash: -0.06% Airbnb Rental Income: $3419 Traditional Rental Income: $2108 Airbnb ROI: 0.57% Traditional ROI: -0.06%
140 50TH Street HOLMES BEACH, FL Welcome to your island paradise, just steps from the sugary white sands of Manatee Beach, ...	3 beds \| 2 baths \| 1,844 sq.ft.	$1,794,000	Airbnb cash on cash: -0.03% Traditional cash on cash: -0.74% Airbnb Rental Income: $4795 Traditional Rental Income: $2618 Airbnb ROI: -0.03% Traditional ROI: -0.74%
5390 GULF Drive HOLMES BEACH, FL Live the island lifestyle just steps from the Gulf of Mexico! Ideally situated within easy...	3 beds \| 2 baths \| 1,968 sq.ft.	$1,480,000	Airbnb cash on cash: 0.96% Traditional cash on cash: 0.5% Airbnb Rental Income: $4795 Traditional Rental Income: $3178 Airbnb ROI: 0.96% Traditional ROI: 0.5%
302 67TH Street HOLMES BEACH, FL The fabulously updated kitchen and open floor plan, make this 3 bedroom/2 bath half duplex...	3 beds \| 2 baths \| 1,552 sq.ft.	$1,399,900	Airbnb cash on cash: 1.39% Traditional cash on cash: 1.57% Airbnb Rental Income: $4795 Traditional Rental Income: $4033 Airbnb ROI: 1.39% Traditional ROI: 1.57%
106 81ST Street HOLMES BEACH, FL One of the most distinctive residences on Anna Maria Island, this exceptional coastal home...	4 beds \| 5 baths \| 2,980 sq.ft.	$5,250,000	Airbnb cash on cash: 0% Traditional cash on cash: -0.11% Airbnb Rental Income: $6922 Traditional Rental Income: $5038 Airbnb ROI: 0% Traditional ROI: -0.11%
314 61ST Street HOLMES BEACH, FL Discover a versatile two-unit property in Holmes Beach offering the flexibility many buyer...	5 beds \| 4 baths \| 2,188 sq.ft.	$2,150,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 0.17% Airbnb Rental Income: $6922 Traditional Rental Income: $3961 Airbnb ROI: 0.98% Traditional ROI: 0.17%
210 84TH Street HOLMES BEACH, FL Virtually Staged. BUY THIS HOUSE and start living the Anna Maria Island lifestyle! Welcome...	2 beds \| 2 baths \| 1,200 sq.ft.	$1,000,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 1.41% Airbnb Rental Income: $3419 Traditional Rental Income: $3397 Airbnb ROI: 0.62% Traditional ROI: 1.41%
120 52ND STREET HOLMES BEACH, FL Short Sale. Live a life you don't need a vacation from in this beautifully updated, turnke...	2 beds \| 2 baths \| 1,050 sq.ft.	$760,000	Airbnb cash on cash: 1.9% Traditional cash on cash: 0.58% Airbnb Rental Income: $3419 Traditional Rental Income: $1727 Airbnb ROI: 1.9% Traditional ROI: 0.58%
6700 GULF Drive #B8 HOLMES BEACH, FL A Gulf-front condo on Anna Maria Island where the investment and the lifestyle work togeth...	3 beds \| 2 baths \| 1,553 sq.ft.	$2,300,000	Airbnb cash on cash: -0.94% Traditional cash on cash: -0.83% Airbnb Rental Income: $4795 Traditional Rental Income: $4029 Airbnb ROI: -0.94% Traditional ROI: -0.83%
6203 HOLMES Boulevard HOLMES BEACH, FL Welcome to paradise! This charming duplex features two private pools and two distinct reve...	4 beds \| 4 baths \| 2,284 sq.ft.	$1,995,000	Airbnb cash on cash: 0.28% Traditional cash on cash: -1.23% Airbnb Rental Income: $4795 Traditional Rental Income: $1015 Airbnb ROI: 0.28% Traditional ROI: -1.23%
311 59TH Street HOLMES BEACH, FL Easy beach livin'. Exactly what everyone looks for when they think old Florida. A simple, ...	2 beds \| 2 baths \| 1,009 sq.ft.	$800,000	Airbnb cash on cash: 1.33% Traditional cash on cash: 0.68% Airbnb Rental Income: $3419 Traditional Rental Income: $2175 Airbnb ROI: 1.33% Traditional ROI: 0.68%

Real Estate investment in Holmes-beach, FL

There are 53 properties for sale in the city of Holmes Beach . The median list price in Holmes Beach is $1,324,369 and the average price per square foot is $872. In November 2026, the average monthly cash on cash return in Holmes Beach is 1.00%. The average monthly rental income in Holmes Beach is $3,005.

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

There are 53 investment properties available for sale in Holmes-beach.

In 2026, the best neighborhood to buy investment property is HOLMES BEACH.

The ROI for Short-Term is higher than the Long-Term in Holmes-beach with average rental income of $3,526.

Your search for investment property begins and ends here

Investment Property for Sale in Holmes Beach, FL

26 SEASIDE Court

HOLMES BEACH, FL

2 beds | 2 baths | 978 sq.ft.

$664,900

Airbnb cash on cash: 1.45%

Traditional cash on cash: 1.12%

Airbnb Rental Income: $3419

Traditional Rental Income: $2456

Airbnb ROI: 1.45%

Traditional ROI: 1.12%

4003 5TH Avenue

HOLMES BEACH, FL

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

$1,450,000

Airbnb cash on cash: 0.22%

Traditional cash on cash: 0.79%

Airbnb Rental Income: $4795

Traditional Rental Income: $4571

Airbnb ROI: 0.22%

Traditional ROI: 0.79%

215 67TH Street #6

HOLMES BEACH, FL

2 beds | 2 baths | 1,038 sq.ft.

$895,000

Airbnb cash on cash: 0.72%

Traditional cash on cash: 0.29%

Airbnb Rental Income: $3419

Traditional Rental Income: $2302

Airbnb ROI: 0.72%

Traditional ROI: 0.29%

324 64TH Street

HOLMES BEACH, FL

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

$1,085,000

Airbnb cash on cash: 2.15%

Traditional cash on cash: 3.62%

Airbnb Rental Income: $4795

Traditional Rental Income: $5287

Airbnb ROI: 2.15%

Traditional ROI: 3.62%

4307 GULF Drive #206

HOLMES BEACH, FL

2 beds | 2 baths | 1,027 sq.ft.

$535,000

Airbnb cash on cash: 2.87%

Traditional cash on cash: 6.65%

Airbnb Rental Income: $3419

Traditional Rental Income: $4550

Airbnb ROI: 2.87%

Traditional ROI: 6.65%

6250 HOLMES Boulevard #24

HOLMES BEACH, FL

2 beds | 3 baths | 1,272 sq.ft.

$800,000

Airbnb cash on cash: 1.92%

Traditional cash on cash: 3.35%

Airbnb Rental Income: $3419

Traditional Rental Income: $3726

Airbnb ROI: 1.92%

Traditional ROI: 3.35%

5200 GULF Drive #406

HOLMES BEACH, FL

2 beds | 2 baths | 1,169 sq.ft.

$675,000

Airbnb cash on cash: 1.57%

Traditional cash on cash: 1.34%

Airbnb Rental Income: $3419

Traditional Rental Income: $2515

Airbnb ROI: 1.57%

Traditional ROI: 1.34%

201 54TH Street

HOLMES BEACH, FL

5 beds | 5 baths | 2,320 sq.ft.

$1,950,000

Airbnb cash on cash: 0.86%

Traditional cash on cash: 0.17%

Airbnb Rental Income: $6922

Traditional Rental Income: $4329

Airbnb ROI: 0.86%