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 |
|---|---|---|---|
7316 GULF DRIVE #8HOLMES BEACH, FLDiscover carefree coastal luxury in this exclusive Gulf-front condominium on coveted Anna ... |
3 beds | 3 baths | 2,136 sq.ft. |
$2,395,000 |
Airbnb cash on cash: -1.48%
|
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%
|
6006 Gulf Drive #207HOLMES BEACH, FLLiving in a post card just became a reality! This airy coastal 2 bedroom 2 bathroom update... |
2 beds | 2 baths | 1,154 sq.ft. |
$899,000 |
Airbnb cash on cash: -0.21%
|
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%
|
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%
|
312 61ST STREET #BHOLMES BEACH, FLWelcome 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%
|
6250 HOLMES BOULEVARD #51HOLMES BEACH, FLIncome Property or Island Retreat! Experience the best of island livingâwhere everyday l... |
3 beds | 3 baths | 1,536 sq.ft. |
$850,000 |
Airbnb cash on cash: -0.97%
|
6500 FLOTILLA DRIVE #196HOLMES BEACH, FLExperience the quintessential Anna Maria Island lifestyle in this light, bright, and beaut... |
2 beds | 2 baths | 1,377 sq.ft. |
$690,000 |
Airbnb cash on cash: -0.86%
|
5612 GUAVA STREETHOLMES BEACH, FLExperience coastal luxury in this striking black-and-white designed four-bedroom, five-and... |
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. |
$1,679,000 |
Airbnb cash on cash: -0.34%
|
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. |
$2,774,999 |
Airbnb cash on cash: -0.73%
|
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. |
$1,679,000 |
Airbnb cash on cash: -0.34%
|
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%
|
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. |
$850,000 |
Airbnb cash on cash: -0.41%
|
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%
|
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%
|
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. |
$1,450,000 |
Airbnb cash on cash: -1.27%
|
214 85TH STREETHOLMES BEACH, FLLocated 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%
|
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%
|
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%
|
527 56TH STREETHOLMES BEACH, FLUnder 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%
|
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: -6.49%
|
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 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%
|
449 63RD STREETHOLMES BEACH, FLWelcome 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%
|
104 SUNSET LANEHOLMES BEACH, FLImagine owning a beach retreat on an island beloved by travelers from around the world yet... |
5 beds | 7 baths | 8,563 sq.ft. |
$16,750,000 |
Airbnb cash on cash: -1.87%
|
220 36TH STREETHOLMES BEACH, FLGreat 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%
|
518 74TH STREETHOLMES BEACH, FLTropical 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%
|
Real Estate investment in Holmes-beach, FL
There are 117 properties for sale in the city of Holmes Beach . The median list price in Holmes Beach is $1,295,000 and the average price per square foot is $693. In January 2026, the average monthly cash on cash return in Holmes Beach is N/A%. The average monthly rental income in Holmes Beach is $2,884.