Availability & Booking
Bay to Beach House books quickly, especially during peak season. The calendar below is updated daily with our latest reserved dates.
Availability calendar
Blocked dates are shown in navy.
Your dates
Pick dates on the calendar or enter them below.
Request availability
Prefer to book direct? Send your dates and we’ll confirm.
🔥 Prime Openings Available
Extended stays available for your perfect Anna Maria Island vacation. Ask the property manager for a quote.
September 7-19, 2026
Perfect weather, fewer crowds, ideal for extended beach vacation.
View Details→September 26 - October 13
Extended fall escape with perfect weather and peaceful island experience.
View Details→October 22 - November 1
Spooky season getaway with island festivities and beach fun.
View Details→November 28 - December 19
Thanksgiving through pre-Christmas holiday escape to paradise.
View Details→January 2 - February 13, 2027
Ultimate winter escape! Extended snowbird season in paradise.
View Details→View VRBO Calendar
Check complete availability and book online through VRBO.
View VRBO→How to Check Availability
Use the calendar above to see which dates are already reserved. If you prefer, you can also cross-check availability on VRBO.
Book Direct
Booking directly with the property manager, BeachRentals, allows direct communication regarding your stay, and your quote shows the charges for your dates. If you’re interested in booking direct, simply contact us with your preferred dates.
What Happens After Booking
- Confirmation and check-in details are sent promptly
- Property manager handles arrival and support
- Same experience — just simpler
For fastest confirmation, availability is synced with VRBO. Prefer booking direct? Send us your dates and we’ll confirm options.