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. |
$725,000 |
Airbnb cash on cash: -0.19%
|
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. |
$2,295,000 |
Airbnb cash on cash: -1.51%
|
6250 HOLMES BOULEVARD #71HOLMES BEACH, FLUnder contract-accepting backup offers. EXCEPTIONAL VALUE!!! Priced below the community av... |
3 beds | 3 baths | 1,536 sq.ft. |
$849,000 |
Airbnb cash on cash: -0.07%
|
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: -1.6%
|
4003 5TH AVENUEHOLMES BEACH, FLHuge 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%
|
5710 CARISSA STREETHOLMES BEACH, FLPerfectly 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%
|
664 KEY ROYALE DRIVEHOLMES BEACH, FLUnder 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%
|
2915 AVENUE CHOLMES BEACH, FLPRIME 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%
|
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. |
$1,849,000 |
Airbnb cash on cash: -0.69%
|
6250 HOLMES BOULEVARD #37HOLMES BEACH, FLSpectacular Turnkey Income Property in Sought-After North Beach Village! Start generati... |
3 beds | 3 baths | 1,536 sq.ft. |
$875,000 |
Airbnb cash on cash: -0.17%
|
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: -0.72%
|
7100 GULF DRIVE #104HOLMES BEACH, FLUnder contract-accepting backup offers. Welcome to Unit 104 at Nautilus Condominiums, idea... |
2 beds | 2 baths | 1,081 sq.ft. |
$699,000 |
Airbnb cash on cash: -0.78%
|
623 CONCORD LANEHOLMES BEACH, FLExperience coastal luxury in this stunning waterfront home located in the highly sought-... |
3 beds | 2 baths | 2,379 sq.ft. |
$2,595,000 |
Airbnb cash on cash: -0.82%
|
441 62ND STREETHOLMES BEACH, FLUnder 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%
|
6500 FLOTILLA DRIVE #196HOLMES BEACH, FLUnder contract-accepting backup offers. Experience the quintessential Anna Maria Island li... |
2 beds | 2 baths | 1,377 sq.ft. |
$690,000 |
Airbnb cash on cash: -0.86%
|
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: -0.91%
|
8106 GULF DRIVE #A&BHOLMES BEACH, FLLocated on the desirable west side of Gulf Drive just one block from the Gulf, this newly ... |
4 beds | N/A baths | 1,600 sq.ft. |
$1,625,000 |
Airbnb cash on cash: -0.31%
|
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: -0.76%
|
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. |
$1,299,000 |
Airbnb cash on cash: -0.86%
|
303 58TH STREETHOLMES BEACH, FLAMAZING LOCATION ⢠COMPLETELY UPDATED ⢠BRAND NEW POOL ⢠BRAND NEW ROOF ⢠TURN-KEY... |
4 beds | 3 baths | 2,524 sq.ft. |
$2,500,000 |
Airbnb cash on cash: -0.7%
|
2908 GULF DRIVEHOLMES BEACH, FLWelcome 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%
|
8106 GULF DRIVEHOLMES BEACH, FLLocated 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. |
$1,625,000 |
Airbnb cash on cash: -0.31%
|
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. |
$750,000 |
Airbnb cash on cash: 0.14%
|
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: -1.59%
|
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. |
$835,000 |
Airbnb cash on cash: -0.18%
|
3014 GULF DRIVEHOLMES BEACH, FLAn 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%
|
3016 GULF DRIVEHOLMES BEACH, FLAn 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%
|
3007 AVENUE E #AHOLMES BEACH, FLOVER $66,000. RENTAL INCOME IN 2025!! Steps to the beautiful sugar sand beach of Anna Mari... |
2 beds | 1 baths | 700 sq.ft. |
$729,000 |
Airbnb cash on cash: -2.28%
|
503 BAYVIEW DRIVEHOLMES BEACH, FLThree-bedroom Anna Maria Island beach home, just a short stroll to the island's world clas... |
3 beds | 2 baths | 1,128 sq.ft. |
$949,000 |
Airbnb cash on cash: 1.24%
|
201 72ND STREET #A & BHOLMES BEACH, FLProperty did NOT flood! Sold turnkey! Stunning 4 bedroom 4 bath luxury duplex pool home j... |
4 beds | N/A baths | 1,676 sq.ft. |
$1,400,000 |
Airbnb cash on cash: -0.64%
|
306 66TH STREETHOLMES BEACH, FLWelcome to LivinGood, a thoughtfully redesigned beach home where effortless indoor-outdoor... |
3 beds | 2 baths | 1,502 sq.ft. |
$1,595,000 |
Airbnb cash on cash: -0.31%
|
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: -0.23%
|
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. |
$1,095,000 |
Airbnb cash on cash: -0.61%
|
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. |
$799,000 |
Airbnb cash on cash: -2.05%
|
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. |
$1,595,000 |
Airbnb cash on cash: -0.26%
|
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. |
$479,900 |
Airbnb cash on cash: -6.37%
|
417 63RD STREETHOLMES BEACH, FLWelcome 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%
|
6201 HOLMES BOULEVARDHOLMES BEACH, FLImagine 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%
|
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. |
$1,535,000 |
Airbnb cash on cash: -0.35%
|
709 KEY ROYALE DRIVEHOLMES BEACH, FLMotivated Seller priced below market value and the best deal ever for 2026 and it doesnt g... |
4 beds | 4 baths | 4,576 sq.ft. |
$3,795,000 |
Airbnb cash on cash: -0.85%
|
Real Estate investment in Holmes-beach, FL
There are 130 properties for sale in the city of Holmes Beach . The median list price in Holmes Beach is $1,262,000 and the average price per square foot is $686. In February 2026, the average monthly cash on cash return in Holmes Beach is N/A%. The average monthly rental income in Holmes Beach is $2,823.