# Anna Maria Island House Rentals, Island Vacation Properties

Updated: 2026-11-13

Explore the best selection of Anna Maria Island house rentals with Island Vacation Properties. Whether you’re searching for a charming beachfront retreat or a family-friendly home, our properties offer the ultimate in comfort and convenience. Perfect for relaxing getaways or group vacations, our rentals provide ample space, premium amenities, and easy access to the area’s renowned beaches and attractions. We also offer a variety of Anna Maria Island condo rentals, ensuring you’ll find the ideal accommodations to suit your vacation style.

Things to Do in Anna Maria Island

Anna Maria Island is a Florida Gulf Coast destination bursting with activities and attractions. From the moment you arrive, you’ll fall in love with its seven-mile stretch of pristine beaches and turquoise waters. Visitors can enjoy swimming, fishing, paddleboarding, and other outdoor adventures along the shoreline. The island’s quaint shopping areas feature local artisans, unique finds, and charming souvenirs, while fresh seafood restaurants serve flavors you’ll remember for a lifetime. Whether you’re exploring historic sites, soaking up island sunsets, or simply unwinding in paradise, Anna Maria Island is a haven for visitors of all ages.

Book Your Anna Maria Island House Rental with Island Vacation Properties

At Island Vacation Properties, we offer more than just Anna Maria Island accommodations – we provide personalized service and expertly maintained properties to ensure your vacation is seamless. Our Anna Maria Island house rentals are handpicked for their exceptional location, amenities, and comfort, giving you everything you need for a memorable stay. As local experts, we’re dedicated to helping you find the perfect rental and making sure every detail exceeds your expectations. Book with Island Vacation Properties to enjoy exclusive access to the finest vacation rentals near Anna Maria Island and create lifelong memories in this breathtaking destination.

## Rentals in this collection (20)

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 |
|---|---|---|---|---|---|---|---|
| A Wright Place | Holmes Beach, FL | 2 | 6 | Yes | 4.8 (60) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174509/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174509.md) |
| 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) |
| Annas Cottage | Bradenton Beach, FL | 3 | 6 | Yes | 4.8 (38) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174519/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174519.md) |
| Avenue A Retreat | Bradenton Beach, FL | 2 | 6 | Yes | 4.9 (9) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-248838/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-248838.md) |
| Beachside | Holmes Beach, FL | 3 | 6 | No | 4.9 (36) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174536/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174536.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) |
| Coco Cabana | Holmes Beach, FL | 3 | 6 | No | 4.9 (37) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174549/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174549.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) |
| Island Daze | Bradenton Beach, FL | 4 | 8 | Yes | 4.8 (48) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174575/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174575.md) |
| Lakeside Beach House | Holmes Beach, FL | 3 | 6 | No | 4.8 (41) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174578/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174578.md) |
| Palma Sola | Bradenton, FL | 3 | 8 | Yes | 5 (8) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-231137/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-231137.md) |
| Sail Away Cottage | Bradenton Beach, FL | 3 | 6 | No | 4.7 (41) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174593/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174593.md) |
| Sandy Feet Retreat | Holmes Beach, FL | 2 | 6 | Yes | 5 (2) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-273507/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-273507.md) |
| Sapphire Serenity | Holmes Beach, FL | 3 | 6 | No | 5 (3) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-278824/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-278824.md) |
| Sea-Esta | Holmes Beach, FL | 3 | 6 | Yes | 4.8 (26) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174600/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174600.md) |
| Sirena Del Mar | Holmes Beach, FL | 3 | 6 | Yes | 4.8 (16) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174619/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174619.md) |
| So Beachy Chic | Holmes Beach, FL | 2 | 6 | No | — | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-261258/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-261258.md) |
| Southern Comfort | Holmes Beach, FL | 4 | 8 | Yes | 4.4 (15) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-178725/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-178725.md) |
| Swizzle On The Sound | Holmes Beach, FL | 3 | 6 | Yes | 5 (12) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-218299/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-218299.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&Type=House&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.