# Pet Friendly Anna Maria Island Rentals, Island Vacation Properties Updated: 2026-11-13 If the thought of leaving the furry member of the family behind is unbearable, consider booking one of our pet-friendly Anna Maria Island rentals. The entire family will enjoy their vacation in comfort and style in one of the best places to stay on Anna Maria Island. These Anna Maria Island rentals include modern amenities to make your stay feel like home. Pick Your Anna Maria Island Pet Friendly Rental Anna Maria Island is a paradise with tons of attractions nearby. You’ll experience picture-perfect beaches, impressive biodiversity, and that “Old Florida” feel that much of Florida has lost to high-rises and development. For those who enjoy staying active, there is paddle boarding, hiking, kayaking, golfing, horseback riding, and much more. Our Anna Maria Island Vacation Rentals Historic Bridge Street and Pine Avenue are perfect places to shop and enjoy a family meal. Those with dogs may enjoy Palma Sola Causeway on Manatee Avenue, where you can take your pup for a walk on the beach. We have a wide selection of rentals for your Anna Maria Island vacation including condos, beachfront properties, cottages, and more. Enjoy Anna Maria Island to the fullest with your four-legged friend at your side. ## Rentals in this collection (56) 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 Getaway Retreat A | Bradenton Beach, FL | 2 | 6 | Yes | 4.6 (18) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-207379/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-207379.md) | | A Getaway Retreat B | Bradenton Beach, FL | 2 | 6 | Yes | 4.7 (21) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-207381/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-207381.md) | | A Getaway Retreat Both Units | Bradenton Beach, FL | 4 | 12 | Yes | 4.8 (5) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-207370/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-207370.md) | | 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) | | Anglers Bay at One Particular Harbour 392-103 | Bradenton, FL | 3 | 7 | Yes | 5 (6) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-271103/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-271103.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) | | 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) | | Bollinger Duplex 2 Units | Holmes Beach, FL | 3 | 6 | Yes | 4.6 (7) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174468/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174468.md) | | Bollinger Duplex, A | Holmes Beach, FL | 2 | 6 | Yes | 4.5 (26) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174469/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174469.md) | | Bollinger Duplex, B | Holmes Beach, FL | 1 | 6 | Yes | 4.7 (16) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174470/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174470.md) | | Dolphin Dance Both | Bradenton Beach, FL | 4 | 12 | Yes | 4.8 (6) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174475/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174475.md) | | Dolphin Dance, North Side | Bradenton Beach, FL | 2 | 6 | Yes | 4.1 (21) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174476/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174476.md) | | Dolphin Dance, South Side | Bradenton Beach, FL | 2 | 6 | Yes | 4.2 (19) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174477/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174477.md) | | Escape to Serenity 2 Units | Holmes Beach, FL | 4 | 8 | Yes | 5 (1) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-254395/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-254395.md) | | Escape to Serenity B | Holmes Beach, FL | 2 | 6 | Yes | 4.8 (6) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-254394/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-254394.md) | | Good Times Both Units | Bradenton Beach, FL | 4 | 12 | Yes | 4.3 (7) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174483/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174483.md) | | Good Times Downstairs | Bradenton Beach, FL | 2 | 6 | Yes | 4.3 (15) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174484/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174484.md) | | Good Times Upstairs A | Bradenton Beach, FL | 2 | 6 | Yes | 4.7 (26) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174485/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174485.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) | | Made In The Shade 2 Units | Holmes Beach, FL | 2 | 6 | Yes | 5 (4) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-230130/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-230130.md) | | Made In The Shade A | Holmes Beach, FL | 1 | 4 | Yes | 4.9 (24) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-230126/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-230126.md) | | Made In The Shade B | Holmes Beach, FL | 1 | 4 | Yes | 4.8 (22) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-230128/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-230128.md) | | MI Happy Place Sand Castle 1 | Holmes Beach, FL | 2 | 6 | Yes | 4.9 (31) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174436/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174436.md) | | MI Happy Place Sand Dollar 2 | Holmes Beach, FL | 2 | 6 | Yes | 4.8 (35) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174437/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174437.md) | | MI Happy Place Sea Horse 3 | Holmes Beach, FL | 2 | 6 | Yes | 4.8 (27) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174487/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174487.md) | | MI Happy Place Sea Turtle 4 | Holmes Beach, FL | 2 | 6 | Yes | 4.8 (24) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174488/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174488.md) | | MI Happy Place-4 Units | Holmes Beach, FL | 8 | 16 | Yes | 4.9 (29) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174489/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174489.md) | | One Particular Harbour Sound View 379-401 | Bradenton, FL | 2 | 5 | Yes | 4.9 (35) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-216784/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-216784.md) | | One Particular Harbour 379-101 | Bradenton, FL | 2 | 5 | Yes | 4.9 (24) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-230259/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-230259.md) | | One Particular Harbour 391-201 | Bradenton, FL | 2 | 5 | Yes | 4.8 (14) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-206004/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-206004.md) | | One Particular Harbour 391-203 | Bradenton, FL | 3 | 6 | Yes | — | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-283886/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-283886.md) | | One Particular Harbour 392-201 | Bradenton, FL | 2 | 5 | Yes | 4.9 (32) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-208713/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-208713.md) | | One Particular Harbour Lagoon View 383-202 | Bradenton, FL | 3 | 7 | Yes | 4.8 (13) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-247410/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-247410.md) | | One Particular Harbour Lagoon View 395-103 | Bradenton, FL | 3 | 7 | Yes | 4.9 (52) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-198297/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-198297.md) | | Otter Lagoon at One Particular Harbour 379-103 | Bradenton, FL | 3 | 7 | Yes | 4.8 (12) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-256990/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-256990.md) | | Palm View Lakehouse | Holmes Beach, FL | 2 | 6 | Yes | 5 (22) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-245092/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-245092.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) | | Pelican Cove 15 | Bradenton Beach, FL | 2 | 4 | Yes | 4.8 (29) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174588/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174588.md) | | Pool Party 2 Units | Holmes Beach, FL | 5 | 10 | Yes | 4.6 (5) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-237311/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-237311.md) | | Pool Party North | Holmes Beach, FL | 2 | 4 | Yes | 4.7 (3) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-237312/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-237312.md) | | Pool Party South | Holmes Beach, FL | 3 | 6 | Yes | 4.6 (9) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-237313/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-237313.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) | | 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) | | Seabreeze Condo B | Holmes Beach, FL | 2 | 6 | Yes | 4.8 (28) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174601/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174601.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) | | 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) | | The Palms #3 | Holmes Beach, FL | 2 | 4 | Yes | 5 (21) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-235198/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-235198.md) | | The Palms #4 | Holmes Beach, FL | 2 | 6 | Yes | 5 (37) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-231331/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-231331.md) | | Tides & Turtles | Holmes Beach, FL | 2 | 6 | Yes | — | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-285578/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-285578.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) | | Tortuga Cottage | Bradenton Beach, FL | 2 | 6 | Yes | 4.8 (11) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-277062/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-277062.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) | ## 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=Pet%20Friendly&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.