Good news! We already have a selection of 2027 winter stays available to book online. To view currently available condos, simply search our website using:

1. Saturday check-in
2. Saturday check-out

Our booking system is optimized around weekly Saturday-to-Saturday stays during snowbird season, and using those dates will display the widest selection of available homes.

Planning an extended stay of two months or longer? We'd love to help. Please contact our team directly so we can review availability across our portfolio and prepare our best long-stay pricing package for you.

Snowbird season on Anna Maria Island (December through May) is our most in-demand time of year and typically books 12 months or more in advance.

While many 2027 weeks are already available to reserve, additional inventory continues to open as owners finalize their travel plans. The most desirable weeks are often claimed quickly, making our Priority Waitlist the best way to stay ahead of new availability.

Here's why joining the waitlist matters:

1. First notification when additional 2027 availability is released
2. Priority consideration if a 2026 or 2027 cancellation becomes available
3. Early outreach before newly released weeks are promoted publicly
4. No obligation — simply a smarter way to plan your winter getaway

Travel plans change every year, and cancellations do occur. Guests on our Priority Waitlist are always contacted first, giving them the best opportunity to secure newly available weeks before they're gone.

Whether you're continuing a long-standing Anna Maria Island tradition or planning your very first snowbird season, we'd love the opportunity to host you.

Complete the Priority Waitlist form below to receive early access to new availability and future openings.