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Anna Maria Island beach rentals

We found 3,681 beach rentals — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to stay in a beach holiday rental in Anna Maria Island?
Scoring savings on your beach holiday rental in Anna Maria Island is easy with our filter tool. Search by location, price, amenities and any other personal preferences to find an escape that matches your budget and style. Small or spacious, subtle or splendid, condo or cottage — we've got properties for all kinds of seaside escapes.
When is the best time to book a beach holiday rental in Anna Maria Island?
January is when the majority of guests book a beach holiday rental in Anna Maria Island. You can expect average temperatures of between 14ºC and 19ºC if you plan your trip to the seaside during this time of year.
Where can I book an Anna Maria Island beach holiday rental with great views?
The easiest way to book your perfect escape with amazing views is to apply a few filters after your initial search. For example, "Location" will list all the properties in picturesque areas or with specific vistas. You can also click on "Guest rating" to discover stays other Stayz guests rave about. From morning to night, you can experience the best of seaside living in Anna Maria Island at our beach holiday rentals.
What are the most popular beaches in Anna Maria Island?
Coquina Beach is among the most popular beaches in Anna Maria Island. Offering a family-friendly vibe, the little ones will have loads of fun here. Escaping with your love? Enjoy a romantic sunset picnic together at Anna Maria Beach.
What are the top things to do in Anna Maria Island?
Head out and experience all that Anna Maria Island has to offer from the comfort of a beach holiday rental. We recommend doing a bit of research on what you'd like to do and see, so you can plan the perfect seaside getaway.
Why should I book my beach holiday rental with Stayz?
With our easy-to-use filters, exceptional customer support and flexible cancellation policies, planning your seaside retreat has never been easier. Look forward to the ease of having the entire property to yourselves, allowing you to savour the great views and fresh sea breeze in privacy. Secure your beach holiday rental with Stayz and we'll guarantee everything goes as planned.

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