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
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
26 SEASIDE COURTHOLMES BEACH, FLUnder contract-accepting backup offers. THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE ... |
2 beds | 2 baths | 978 sq.ft. |
$699,000 |
Airbnb cash on cash: 0.47%
|
6200 FLOTILLA DRIVE #241HOLMES BEACH, FLUnder contract-accepting backup offers. Paradise Remains! This lovely ground level, end un... |
2 beds | 2 baths | 1,114 sq.ft. |
$725,000 |
Airbnb cash on cash: 1.48%
|
6006 Gulf Drive #207HOLMES BEACH, FLTHIS is the ultimate beachfront "Turn-Key" Investment where shorter-term rentals are permi... |
2 beds | 2 baths | 1,154 sq.ft. |
$760,000 |
Airbnb cash on cash: 0.41%
|
4003 5TH AVENUEHOLMES BEACH, FLMediterranean-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: 0.83%
|
4307 GULF DRIVE #207HOLMES BEACH, FLThis beautifully updated 2BD/2BA coastal retreat offers the perfect blend of comfort, styl... |
2 beds | 2 baths | 1,027 sq.ft. |
$529,000 |
Airbnb cash on cash: -0.97%
|
215 67TH STREET #6HOLMES BEACH, FLStunning Coastal Retreat â Blue Lagoon, North Holmes Beach Experience the ultimate Anna... |
2 beds | 2 baths | 1,038 sq.ft. |
$935,000 |
Airbnb cash on cash: 0%
|
2915 AVENUE CHOLMES BEACH, FLPRIME LOCATION | BRAND NEW RENOVATIONS | ELEVATED-LUXURY-LIVING | ELEVATOR | FENCED SALTWA... |
2 beds | 2 baths | 1,040 sq.ft. |
$1,094,000 |
Airbnb cash on cash: -0.12%
|
506 58TH STREETHOLMES BEACH, FLNestled 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: 0.41%
|
3705 E BAY DRIVE #117HOLMES BEACH, FLJust a couple blocks from the beautiful beaches of Holmes Beach, this charming 2-bedroom, ... |
2 beds | 2 baths | 1,121 sq.ft. |
$468,000 |
Airbnb cash on cash: 2.95%
|
324 64TH STREETHOLMES BEACH, FLThe 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: 2.95%
|
6804 GULF DRIVE #6804HOLMES BEACH, FLEscape to your own slice of paradise on Anna Maria Island in this rare corner unit tucked ... |
2 beds | 2 baths | 1,281 sq.ft. |
$875,000 |
Airbnb cash on cash: -0.92%
|
2913 GULF DRIVEHOLMES BEACH, FLYou must see this charming 1940s Craftsman cottage tucked into the historic heart of Anna ... |
2 beds | 2 baths | 1,048 sq.ft. |
$999,000 |
Airbnb cash on cash: -0.2%
|
5612 GUAVA STREETHOLMES BEACH, FLStriking 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: 0.07%
|
8106 GULF DRIVE #A&BHOLMES BEACH, FLVirtually Staged. COASTAL INVESTMENT OPPORTUNITY! TURNKEY ELEVATED DUPLEX JUST ONE BLOCK F... |
4 beds | 4 baths | 1,600 sq.ft. |
$1,449,000 |
Airbnb cash on cash: 2.32%
|
201 54TH STREETHOLMES BEACH, FLThis exceptional turnkey 5-bedroom, 5-bath duplex on Anna Maria Island offers a rare inves... |
5 beds | N/A baths | 2,320 sq.ft. |
$2,100,000 |
Airbnb cash on cash: 1.28%
|
207 PEACOCK LANEHOLMES BEACH, FLThis 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: 0.69%
|
8106 GULF DRIVEHOLMES BEACH, FLVirtually Staged. COASTAL INVESTMENT OPPORTUNITY! TURNKEY ELEVATED DUPLEX JUST ONE BLOCK F... |
4 beds | N/A baths | 1,600 sq.ft. |
$1,449,000 |
Airbnb cash on cash: 0.84%
|
100 73RD STREET #101CHOLMES BEACH, FLThis courtyard condo is in a prime location within a sought-after Gulf-front complex with ... |
1 beds | 1 baths | 660 sq.ft. |
$675,000 |
Airbnb cash on cash: 1.46%
|
7000 GULF DRIVE #115HOLMES BEACH, FLImagine waking up to views of sugar sand beaches and the turquoise waters of the Gulf. Ima... |
2 beds | 2 baths | 1,259 sq.ft. |
$1,395,000 |
Airbnb cash on cash: -1.27%
|
6808 PALM DRIVE #BHOLMES BEACH, FLWelcome to Palm View Lakehouse in Holmes Beach. This fully renovated 2-bedroom, 2-bath ELE... |
2 beds | 2 baths | 925 sq.ft. |
$749,000 |
Airbnb cash on cash: 0.49%
|
3014 GULF DRIVEHOLMES BEACH, FLWelcome to "Pineapple Paradise" this luxury duplex is recently renovated and centrally loc... |
2 beds | 2 baths | 1,320 sq.ft. |
$1,125,000 |
Airbnb cash on cash: -0.23%
|
3016 GULF DRIVEHOLMES BEACH, FLWelcome to "Captains Quarters" this luxury duplex is recently renovated and centrally loca... |
2 beds | 2 baths | 1,320 sq.ft. |
$1,100,000 |
Airbnb cash on cash: -0.25%
|
5400 GULF DRIVE #32HOLMES BEACH, FLBEACHFRONT PROPERTYâ¦...â¦..... OPEN TO SELLER FINANCING........FULLY FURNISHED............ |
2 beds | 2 baths | 1,188 sq.ft. |
$939,000 |
Airbnb cash on cash: -2.79%
|
503 BAYVIEW DRIVEHOLMES BEACH, FLVirtually Staged. Reduced, ACT FAST! Three-bedroom Anna Maria Island beach home, 300 steps... |
3 beds | 2 baths | 1,128 sq.ft. |
$899,000 |
Airbnb cash on cash: 3.92%
|
306 66TH STREETHOLMES BEACH, FLWelcome to LivinGood, a thoughtfully redesigned beach home where effortless indoor-outdoor... |
3 beds | 2 baths | 1,502 sq.ft. |
$1,475,000 |
Airbnb cash on cash: 1.31%
|
445 63RD STREETHOLMES BEACH, FLNew tile flooring installed June 2026. This is what Anna Maria Island living is all abou... |
2 beds | 2 baths | 1,065 sq.ft. |
$574,000 |
Airbnb cash on cash: 1.7%
|
207 71ST STREET #EHOLMES BEACH, FLInterior photos coming soon! Location, location, location! Enjoy this elevated 2-bedroom 2... |
2 beds | 2 baths | 912 sq.ft. |
$1,250,000 |
Airbnb cash on cash: -0.26%
|
5300 GULF DRIVE #508HOLMES BEACH, FLSweeping Gulf sunsets, sugar-white sand, and the unmistakable charm of Anna Maria Island â... |
2 beds | 2 baths | 1,057 sq.ft. |
$949,900 |
Airbnb cash on cash: -0.09%
|
310 66TH STREETHOLMES BEACH, FLUnder contract-accepting backup offers. Discover your slice of paradise heaven at Barefoot... |
3 beds | 3 baths | 1,974 sq.ft. |
$1,495,000 |
Airbnb cash on cash: 1.33%
|
8321 MARINA DRIVEHOLMES BEACH, FLOne 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: 0.1%
|
5325 MARINA DRIVE #423HOLMES BEACH, FLBEST PRICED UNIT FOR SALE at the Waterline Villas & Marina Residences. The Autograph Colle... |
2 beds | 2 baths | 1,023 sq.ft. |
$450,000 |
Airbnb cash on cash: -5.76%
|
419 CLARK DRIVEHOLMES BEACH, FLDiscover 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: 0.82%
|
243 S HARBOR DRIVEHOLMES BEACH, FLUnder contract-accepting backup offers. This almost brand-new, (2024) fully furnished 4-be... |
4 beds | 5 baths | 2,016 sq.ft. |
$2,900,000 |
Airbnb cash on cash: 1.16%
|
6201 HOLMES BOULEVARDHOLMES BEACH, FLINCREDIBLE 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: 0.56%
|
117 81ST STREETHOLMES BEACH, FLWelcome 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: 0.7%
|
414 79TH STREETHOLMES BEACH, FLWelcome 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: 1.28%
|
5803 DE PALMAS AVENUEHOLMES BEACH, FLCome 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: 2.2%
|
104 SUNSET LANEHOLMES BEACH, FLImagine 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: -1.9%
|
512 67TH STREETHOLMES BEACH, FLThis 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: 0.67%
|
412 80TH STREETHOLMES BEACH, FLWelcome 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: 1.19%
|
Real Estate investment in Holmes-beach, FL
There are 110 properties for sale in the city of Holmes Beach . The median list price in Holmes Beach is $1,209,376 and the average price per square foot is $653. In June 2026, the average monthly cash on cash return in Holmes Beach is 1.00%. The average monthly rental income in Holmes Beach is $3,253.