# Anna Maria Beachfront Rentals, Island Vacation Properties Updated: 2026-11-13 Our Anna Maria vacation rentals offer the perfect escape for those seeking sunshine, white-sand beaches, and crystal-clear waters. Whether you're planning a family getaway, a romantic retreat, or a solo escape, our Anna Maria beachfront rentals provide everything you need for a memorable stay. From cozy beach cottages to luxurious multi-bedroom Anna Maria Island house rentals, we cater to a variety of preferences and budgets. Experience the comfort and convenience of well-appointed properties that place you just steps away from the shoreline, making every morning feel like a dream. Island Vacation Properties is dedicated to delivering the ultimate Anna Maria Island accommodations for your visit. Things to Do in Anna Maria Anna Maria is the hidden gem of Florida’s Gulf Coast, offering a relaxed, welcoming vibe paired with unmatched natural beauty. Begin your day with a stroll along soft, sandy beaches or ignite your adventurous side with water activities like paddleboarding, kayaking, or fishing. If you prefer to stay on land, the local boutique shops and art galleries of Pine Avenue offer unique finds and pieces from local artisans. Food lovers will enjoy the variety of local dining options, ranging from casual beachside cafes to fine dining establishments with unbeatable waterfront views. With its stunning sunsets, charming streets, and small-town atmosphere, Anna Maria is a destination that’s hard to leave behind. Book Your Anna Maria Vacation Rental with Island Vacation Properties Choosing Island Vacation Properties for your Anna Maria vacation accommodations means enjoying exceptional service and unbeatable convenience. We understand what it takes to make your trip worry-free, offering a wide selection of Anna Maria Island rentals tailored to meet your preferences. Whether you’re looking for accommodations for two or a space roomy enough for a large group, our beachfront rentals deliver not just a place to stay but a home away from home. With our hands-on approach, local expertise, and commitment to providing high-quality properties, your vacation is in the best hands. Your perfect getaway begins here—book your Anna Maria vacation rental with us today! ## 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.