Anna Maria Island Vacation Rentals

Seven miles of white sand and pastel cottages across Anna Maria, Holmes Beach, and Bradenton Beach. Golf-cart streets, a free island trolley, and some of the calmest Gulf water on the coast, just across the bay from Bradenton.
Homes in Anna Maria Island
- Sand Dollar in Anna Maria Island, 3 bed 2 bath, sleeps 8, from $350/night
More Anna Maria Island homes from local managers
These homes are listed with permission from local managers and book directly on the manager's own website; the link takes you there.
- 2-Minute Walk to Beach - Heated Pool - Hot Tub - Family in Anna Maria Island, 3 bed 2.5 bath, sleeps 8, rates on request, books direct with TrustFirst Management
- NEW! Waterfront + Sauna + Pool + Pet Friendly + Gym in Anna Maria Island, 4 bed 4 bath, sleeps 10, rates on request, books direct with TrustFirst Management
What to know about Anna Maria Island
- Calm Gulf beaches & free trolley
- Anna Maria, Holmes & Bradenton Beach
- Pine Avenue shops & seafood
Anna Maria Island vacation rental FAQ
What is Anna Maria Island known for?
Seven miles of white sand and pastel cottages across Anna Maria, Holmes Beach, and Bradenton Beach. Golf-cart streets, a free island trolley, and some of the calmest Gulf water on the coast, just across the bay from Bradenton.
Are there pet-friendly vacation rentals in Anna Maria Island?
Many Anna Maria Island vacation rentals welcome pets. You can filter for pet-friendly homes, and every listing states its pet policy clearly before you book.
Are there any booking fees for Anna Maria Island rentals?
No. SRQ Rentals is book-direct, so you pay the nightly rate, cleaning, and Florida tax with no guest service fee, and a share of every booking goes to a local Sarasota cause.
How do I book a Anna Maria Island vacation rental?
Browse the Anna Maria Island homes on this page, open the one you like, choose your dates, and book directly on the site. You can message the host with any questions before you reserve.