# Anna Maria Island Beachfront Rentals, Island Vacation Properties Updated: 2026-11-13 Sand and sea are the number one priority for many families traveling to Florida, so why not stay at one of our Anna Maria Island beachfront rentals a stone's throw from the pristine shoreline? Expect glorious ocean views, state-of-the-art kitchen appliances, TV and WiFi, and convenient locations near local attractions and activities. Rent a house or condo unit with a pool, so the kids can choose between the beach and pool. We have beachfront rentals for smaller groups like couples or larger groups like families and relatives. Things to Do on Anna Maria Island Anna Maria Island is known for its white-sand beaches and bright blue waters. You can stay just steps from the shore at our Anna Maria Island rentals. But the island is also loved for its Old Florida charm that defined an era in coastal Florida. Brightly painted buildings serve as restaurants and beach bars, and quaint cottages remind visitors of days gone by. Enjoy cute cafes and ocean-to-table seafood at some of AMI’s many restaurants. The island is home to Rod and Reel Pier and Bridge Street Pier, both with excellent opportunities to fish Spanish mackerel, trout, snook, and many more. Our Anna Maria Island vacation rentals put you at the heart of island life, your home base for vacation fun. Your Anna Maria Island Rental with Island Vacation Properties When you think of Anna Maria Island beachfront rentals, what comes to mind? For us, it’s days of toes in the sand, sand castle building, and swimming in the warm Gulf of Mexico waters. At Island Vacation Properties, we have beach bungalows and luxurious condos across the seven-mile island, including in Bradenton Beach, Holmes Beach, and the City of Anna Maria. Our accommodations can suit the needs and budgets of any family wanting to travel to our slice of paradise. ## Rentals in this collection (35) Live price for dates: add ?arr=YYYY-MM-DD&dep=YYYY-MM-DD&people=N to any property page. (arr = check-in date, dep = checkout date, people = number of guests) Rating = guest rating out of 5 (number of reviews). | Property | Location | Bedrooms | Sleeps | Pets | Rating | Page | Data | |---|---|---|---|---|---|---|---| | Absolutely Perfect | Holmes Beach, FL | 4 | 8 | No | 4.9 (76) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174510/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174510.md) | | Beach House Resort 10 | Bradenton Beach, FL | 3 | 10 | No | 4.9 (43) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174526/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174526.md) | | Beach House Resort 3 | Bradenton Beach, FL | 1 | 4 | Yes | 4.7 (45) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174528/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174528.md) | | Beach House Resort 9 | Bradenton Beach, FL | 1 | 4 | No | 4.7 (54) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174533/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174533.md) | | Bradenton Beach Club D | Bradenton Beach, FL | 3 | 8 | No | 4.7 (45) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174540/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174540.md) | | Breakers 1 | Holmes Beach, FL | 3 | 6 | No | 4.9 (56) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174541/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174541.md) | | Breakers 3 | Holmes Beach, FL | 3 | 6 | No | 4.9 (22) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174542/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174542.md) | | Breakers 4 At Sandcastle #1 | Bradenton Beach, FL | 3 | 8 | No | 4.7 (53) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174543/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174543.md) | | Coquina Beach Club 101 | Bradenton Beach, FL | 2 | 4 | No | 4.7 (42) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174550/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174550.md) | | Four Beach Lovers 1 | Holmes Beach, FL | 1 | 4 | No | 4.9 (49) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174478/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174478.md) | | Four Beach Lovers 2 | Holmes Beach, FL | 1 | 4 | No | 5 (39) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174479/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174479.md) | | Four Beach Lovers 3 | Holmes Beach, FL | 1 | 4 | No | 4.9 (49) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174480/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174480.md) | | Four Beach Lovers 4 | Holmes Beach, FL | 1 | 4 | No | 4.9 (58) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174481/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174481.md) | | Four Beach Lovers 4 Units | Holmes Beach, FL | 4 | 8 | No | 5 (1) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174482/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174482.md) | | Franks Beach House | Holmes Beach, FL | 3 | 6 | No | 5 (44) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174568/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174568.md) | | Gulf Sands 201 | Holmes Beach, FL | 2 | 6 | No | 5 (45) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174570/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174570.md) | | LaPlage #3 | Holmes Beach, FL | 4 | 6 | No | 5 (7) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-265790/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-265790.md) | | Ocean Park Terrace 202 | Bradenton Beach, FL | 2 | 5 | No | 4.7 (3) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174581/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174581.md) | | Pelican Place at The Nautilus | Holmes Beach, FL | 2 | 4 | No | 5 (12) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-261257/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-261257.md) | | Sandcastle 3 | Bradenton Beach, FL | 3 | 8 | No | 4.9 (47) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174595/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174595.md) | | Seaside Beach House 101 | Holmes Beach, FL | 2 | 4 | No | 4.7 (23) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174611/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174611.md) | | Seaside Beach House 102 | Holmes Beach, FL | 1 | 4 | No | 4.5 (36) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174612/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174612.md) | | Seaside Beach House 105 | Holmes Beach, FL | 2 | 4 | No | 5 (34) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174613/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174613.md) | | Seaside Beach House 201 | Holmes Beach, FL | 2 | 4 | No | 4.8 (37) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174614/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174614.md) | | Seaside Beach House 203 | Holmes Beach, FL | 1 | 3 | No | 4.8 (38) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-204602/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-204602.md) | | Seaside Beach House 205 | Holmes Beach, FL | 2 | 4 | No | 4.8 (40) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174615/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174615.md) | | Shell Cove 9 | Bradenton Beach, FL | 2 | 6 | No | 4.8 (56) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174617/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174617.md) | | Sunset Terrace 108 | Bradenton Beach, FL | 2 | 6 | No | 4.8 (44) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174621/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174621.md) | | Sunset Terrace 201 | Bradenton Beach, FL | 1 | 6 | No | 4.9 (47) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174623/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174623.md) | | Tiki | Holmes Beach, FL | 3 | 6 | Yes | 4.8 (55) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174630/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174630.md) | | Valhalla 2 Units | Holmes Beach, FL | 5 | 6 | Yes | 4.8 (17) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174500/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174500.md) | | Valhalla Downstairs | Holmes Beach, FL | 2 | 4 | Yes | 4.6 (46) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174499/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174499.md) | | Valhalla Upstairs | Holmes Beach, FL | 3 | 5 | Yes | 4.8 (26) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174501/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174501.md) | | Waters Edge 102 N | Holmes Beach, FL | 2 | 4 | No | 4.9 (23) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174632/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174632.md) | | Waters Edge 110s | Holmes Beach, FL | 2 | 5 | No | 4.6 (11) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174634/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174634.md) | ## Live availability for your dates For live availability and pricing across this collection on specific dates, open this filtered search and fill in the dates: https://www.islandvacationproperties.com/vacation-rentals/results/?searchform=1&cwrsearch=1&checkboxes=On%20Beach&arrive_date=M/D/YYYY&depart_date=M/D/YYYY (arrive_date = check-in, depart_date = checkout; dates as month/day/year, e.g. 12/15/2026) This runs the live search on the website; hand it to the guest for bookable, up-to-the-minute results across the whole collection.