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, FLTHIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING OUR PREFERRED LENDER! Tranquil ... |
2 beds | 2 baths | 978 sq.ft. |
$699,000 |
Airbnb cash on cash: 3.49%
|
7316 GULF DRIVE #8HOLMES BEACH, FLStep into effortless coastal luxury in this exquisite Gulf-front condominium, where soarin... |
3 beds | 3 baths | 2,136 sq.ft. |
$2,150,000 |
Airbnb cash on cash: -0.02%
|
3708 GULF DRIVE #1HOLMES BEACH, FLExperience the ultimate beachfront retreat at "ISLAND PARADISE 1" where LOCATION IS EVERYT... |
2 beds | 2 baths | 1,398 sq.ft. |
$2,395,000 |
Airbnb cash on cash: -0.54%
|
4003 5TH AVENUEHOLMES BEACH, FLMediterranean-inspired coastal luxury just one block from the Gulfâthis fully furnished,... |
3 beds | 3 baths | 2,200 sq.ft. |
$1,495,000 |
Airbnb cash on cash: 1.45%
|
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: 2.26%
|
2915 AVENUE CHOLMES BEACH, FLPRIME 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%
|
611 DUNDEE LANEHOLMES BEACH, FLWelcome to your beautifully renovated coastal retreat on Anna Maria Island, perfectly situ... |
2 beds | 2 baths | 1,735 sq.ft. |
$1,789,000 |
Airbnb cash on cash: 0.75%
|
6250 HOLMES BOULEVARD #37HOLMES BEACH, FLIncome Producing - Turnkey - Fully Furnished - Vacation Rental Property located in the des... |
3 beds | 3 baths | 1,536 sq.ft. |
$850,000 |
Airbnb cash on cash: 4.2%
|
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. |
$3,400,000 |
Airbnb cash on cash: 0.82%
|
623 CONCORD LANEHOLMES BEACH, FLUnder contract-accepting backup offers. Experience coastal luxury in this stunning waterfr... |
3 beds | 2 baths | 2,379 sq.ft. |
$2,595,000 |
Airbnb cash on cash: 0.44%
|
517 70TH STREETHOLMES BEACH, FLNestled on a quiet canal in the heart of Holmes Beach this waterfront, turnkey furnished 3... |
3 beds | 3 baths | 1,728 sq.ft. |
$2,295,000 |
Airbnb cash on cash: 1%
|
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. |
$1,099,000 |
Airbnb cash on cash: 1.66%
|
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: 0.49%
|
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. |
$2,200,000 |
Airbnb cash on cash: 1.88%
|
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. |
$1,700,000 |
Airbnb cash on cash: 1.16%
|
517 42ND STREETHOLMES BEACH, FLDiscover Sunday Funday, an inviting coastal escape set in the desirable Holmes Beach area ... |
3 beds | 3 baths | 1,590 sq.ft. |
$1,225,000 |
Airbnb cash on cash: 1.81%
|
303 58TH STREETHOLMES BEACH, FLAMAZING LOCATION ⢠COMPLETELY UPDATED ⢠BRAND NEW POOL ⢠BRAND NEW ROOF ⢠TURN-KEY... |
4 beds | 3 baths | 2,524 sq.ft. |
$2,449,999 |
Airbnb cash on cash: 1.45%
|
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: 2.03%
|
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: 0.24%
|
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. |
$769,000 |
Airbnb cash on cash: 3.2%
|
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. |
$1,095,000 |
Airbnb cash on cash: 1.72%
|
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. |
$1,095,000 |
Airbnb cash on cash: 1.69%
|
5400 GULF DRIVE #32HOLMES BEACH, FLBEACHFRONT PROPERTYâ¦...â¦..... OPEN TO SELLER FINANCING........FULLY FURNISHED............ |
2 beds | 2 baths | 1,188 sq.ft. |
$975,595 |
Airbnb cash on cash: -0.55%
|
504 BAYVIEW DRIVEHOLMES BEACH, FLUnder contract-accepting backup offers. An exceptional waterfront offering on Anna Maria I... |
3 beds | 3 baths | 1,779 sq.ft. |
$1,995,000 |
Airbnb cash on cash: 0.74%
|
4307 GULF DRIVE #103HOLMES BEACH, FLTurnkey, income-producing boutique beach condo just steps to the sand. Fully furnished an... |
2 beds | 2 baths | 1,027 sq.ft. |
$535,000 |
Airbnb cash on cash: 2.79%
|
3007 AVENUE E #AHOLMES BEACH, FLUnder contract-accepting backup offers. OVER $66,000. RENTAL INCOME IN 2025!! Steps to the... |
2 beds | 1 baths | 700 sq.ft. |
$697,000 |
Airbnb cash on cash: 1.32%
|
503 BAYVIEW DRIVEHOLMES BEACH, FLOne 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%
|
306 66TH STREETHOLMES BEACH, FLWelcome to LivinGood, a thoughtfully redesigned beach home where effortless indoor-outdoor... |
3 beds | 2 baths | 1,502 sq.ft. |
$1,585,000 |
Airbnb cash on cash: 1.76%
|
445 63RD STREETHOLMES BEACH, FLThis 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%
|
3601 E BAY DRIVE #106HOLMES BEACH, FLStep into effortless island living with this beautifully updated turnkey 2BD/2BA retreat i... |
2 beds | 2 baths | 1,035 sq.ft. |
$539,900 |
Airbnb cash on cash: 4.47%
|
5300 GULF DRIVE #508HOLMES BEACH, FLSoaring above the coastline on Anna Maria Island, this rarely available 5th floor condo at... |
2 beds | 2 baths | 1,057 sq.ft. |
$995,000 |
Airbnb cash on cash: 2%
|
102 68TH STREET #102HOLMES BEACH, FLWake up to endless Gulf views in this stunning 1-bedroom, full Gulf-front condo, perfectly... |
1 beds | 2 baths | 986 sq.ft. |
$779,000 |
Airbnb cash on cash: -0.55%
|
310 66TH STREETHOLMES BEACH, FLDiscover 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%
|
454 63RD STREETHOLMES BEACH, FLWelcome to Villa Mar! A luxury vacation rental directly on Watsons Bayou with open water v... |
2 beds | 2 baths | 1,375 sq.ft. |
$917,000 |
Airbnb cash on cash: 2.34%
|
3805 E BAY DRIVE #201HOLMES BEACH, FLWelcome to Sunbow Bay, where coastal living meets convenience right on Anna Maria Island. ... |
1 beds | 1 baths | 917 sq.ft. |
$389,500 |
Airbnb cash on cash: 4.74%
|
8321 MARINA DRIVEHOLMES BEACH, FLSpectacular Waterfront Key West-Style Home on Bimini Bay!! This beautifully maintained 4 ... |
4 beds | 3 baths | 2,775 sq.ft. |
$4,495,000 |
Airbnb cash on cash: 0.4%
|
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: -1.09%
|
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: 1.33%
|
243 S HARBOR DRIVEHOLMES BEACH, FLThis almost brand-new, (2024) fully furnished 4-bedroom, 4.5-bath luxury residence deliver... |
4 beds | 5 baths | 2,016 sq.ft. |
$3,000,000 |
Airbnb cash on cash: 1.6%
|
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. |
$1,450,000 |
Airbnb cash on cash: N/A
|
Real Estate investment in Holmes-beach, FL
There are 125 properties for sale in the city of Holmes Beach . The median list price in Holmes Beach is $1,225,000 and the average price per square foot is $667. In April 2026, the average monthly cash on cash return in Holmes Beach is 1.00%. The average monthly rental income in Holmes Beach is $3,483.