Welcome to Anna Maria Island Vacation Cottages

Located on Anna Maria Island off the Gulf Coast of Florida, Holmes Beach is a small, friendly and charming Old Florida town, with a wonderful all year climate and beautiful sunsets perfect for your vacation escape!

Holmes Beach is located in the middle of the island between the city of Anna Maria and Bradenton Beach. This small city is the best place to find that Old Florida charm, and you can learn all about the rich history that dates back to 1896. More than 5,000 residents call this city home, and everyone is incredibly welcoming, so you're sure to fit right in when staying in our Holmes Beach vacation cottages!

This area is home to incredible beaches such as Manatee Public Beach, which is perfect for spending the afternoon in the sun with your family. To escape the heat or get out of an afternoon rain shower, stop into Island Gallery West or The AMI Artist Guild to view gorgeous works from local artisans. When your appetite kicks in, grab a meal at Old Hamburg Schnitzelhaus for authentic German cuisine, or visit Beach Bistro to get your seafood fix. You can also use the free island trolley to get across the seven miles of the island as well as the mainland, allowing you to reach any attraction you may desire.

The city of Holmes Beach itself provides everything you will need for your vacation stay, our small, quaint town offering restaurants, bars and retail outlets – with some local history culture, parks and wildlife thrown in. Come enjoy the gorgeous white sand beaches, fun watersports, and fresh seafood around every corner.

Our Properties

No Booking Fees

We have created the easiest and most convenient booking system, which allows our guests to DIRECTLY BOOK this AWARD WINNING property SECURELY and hassle-free!

Awesome Location

Looking for an INCREDIBLE vacation destination? Our 'Tickled Pink Cottage' located mid-island, in Holmes Beach, offers the ULTIMATE FAMILY ESCAPE!

Quiet & Relaxing

Looking for an ideal place, away from the hustle and bustle? Our guest cottage is perfect for the winter snowbird looking for the ultimate escape.

Area Attractions

What our GUESTS say