An aerial view of a coastal town with a long pier extending into turquoise waters.

Anna Maria Island Cheap Holidays

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Top Cheap holiday packages in Anna Maria Island

Price found within the past 48 hours. Click for updated prices.
  • 18 Sept - 24 Sept

    Treasure Island Hotel and Marina + Flight

    Treasure Island
    6 nights
    3.0 star property
    8.2/10 - Very good (1,494 reviews)
    Return London (LON) - Tampa (TPA)
    LHR - TPADirect TPA - LHRDirect
    £952
    £845
    per traveller
    found 1 day ago
    Treasure Island Hotel and Marina
  • 18 Sept - 24 Sept

    SkyBeach Resort + Flight

    Greater Pinellas Point
    6 nights
    4.0 star property
    8.6/10 - Excellent (860 reviews)
    Return London (LON) - Tampa (TPA)
    LHR - TPADirect TPA - LHRDirect
    £1,213
    £998
    per traveller
    found 1 day ago
    SkyBeach Resort
  • 18 Sept - 24 Sept

    Private Dock Pool Hot Tub Puttputt Games + Flight

    St. Petersburg
    6 nights
    2.0 star property
    Return London (LON) - Tampa (TPA)
    LHR - TPADirect TPA - LHRDirect
    £4,310
    £3,742
    per traveller
    found 1 day ago
    Private Dock Pool Hot Tub Puttputt Games
  • 18 Sept - 24 Sept

    VIinoy House + Flight

    Historic Old Northeast
    6 nights
    3.5 star property
    7.2/10 - Good (5 reviews)
    Return London (LON) - Tampa (TPA)
    LHR - TPADirect TPA - LHRDirect
    £1,264
    £1,119
    per traveller
    found 1 day ago
    VIinoy House
  • 18 Sept - 24 Sept

    The Beachcomber + Flight

    St. Pete Beach
    6 nights
    2.5 star property
    8.2/10 - Very good (1,034 reviews)
    "The first story rooms are all renovated, clean and beautiful. The courtyard is wonderfully idyllic and we loved the live music at Jimmy B's. The Beachcomber is becoming out go to spot when we are craving a beach adventure break."
    Reviewed August 7, 2026
    Return London (LON) - Tampa (TPA)
    LHR - TPADirect TPA - LHRDirect
    £1,003
    £895
    per traveller
    found 1 day ago
    The Beachcomber

Discover the most popular places to visit in Anna Maria Island

What to do in Anna Maria Island

Top Cheap Anna Maria Island Hotels

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently Asked Questions

Why should I book my Anna Maria Island holiday with Expedia?

With exceptional-value airfares, car hire and accommodation options all in one place, Expedia makes booking your Anna Maria Island getaway hassle-free. What's more, we can help you bundle your bookings into a package holiday so you can save even more. Pick from fabulous retreats, add flights and/or a hire car (and maybe even some exciting activities!) and land incredible prices. Want to change your plans? Expedia offers a flexible cancellation policy for many bookings. To discover more, head over to our Customer Service Portal link.

When is the best time of year to holiday in Anna Maria Island?

Anna Maria Island is at its busiest in January, February and March. If you're hoping for a more relaxed escape, head there in August, September and October. With daytime average temperatures of 16ºC, January is the coolest period in Anna Maria Island. The warmest month is July, when you can experience average temperatures of 28ºC throughout the day. Whatever the weather, you'll discover loads to keep you busy here.

How do I get a cheap holiday to Anna Maria Island?

Our Anna Maria Island holidays offer plenty of savings for the savvy explorer. For the best deals, simply bundle your hotel, flights and tours. But impressive bargains are just the beginning of your next memorable adventure. When you book with Expedia, and you'll have over 400 airlines and 321,000 hotels throughout the world to select from. No matter your budget, there's a holiday here just for you. Learn more about how you can save money on your next holiday when you bundle your flight and hotel bookings with Expedia.

What should I do on my Anna Maria Island holiday?

There are so many things to put on your itinerary during your holiday in Anna Maria Island. Coquina Beach, Anna Maria Beach, Bean Point Beach and Bradenton Beach are among the leading attractions.

Do I need a visa for my Anna Maria Island holiday?

Visa requirements for Anna Maria Island vary based on your nationality and the purpose of your visit. It's wise to check official government websites to determine if you need a visa for your trip. They'll also give you the most up-to-date information, including details about application procedures or supporting documentation you might need. Enquire about your visa requirements well in advance to ensure a smooth travel experience. Also make sure your passport has a minimum of six months validity from your planned date of return.

What should I wear on my Anna Maria Island holiday?

Although everyone's fashion style varies, it can help to have a few guidelines for what kind of clothes to wear during your holiday in Anna Maria Island. We recommend looking up style blogs before you go to get inspiration for local fashion trends. In Anna Maria Island, average daytime temperatures reach 28ºC during July, making it the warmest month. January marks the coolest time of year here, with the mercury averaging 16ºC in the day. Stay one step ahead of the weather by monitoring the forecast for every place you're visiting.

What does an Expedia Anna Maria Island holiday include?

Select from any combination of hotels, flights and hire cars. Once you've made your booking, add some tours and experiences. Want to pick your fare class? That's possible too. The choice is yours when it comes to organising your ideal Anna Maria Island getaway. Explore all sorts of styles on Expedia and discover the perfect one for you and your travel companions. From the most sought-after property types, like private holiday homes and condos, to many other options, there are plenty of holiday escapes in Anna Maria Island to pick from so you can tailor your stay to suit your needs.

Does Expedia offer Book Now, Pay Later Anna Maria Island holidays?

Expedia has partnered with online lender Klarna to make your next getaway a bit easier on the wallet. Paying in instalments means you can spread the costs of your next dream escape, leaving you with more cash to play with while you're travelling. Klarna has several payment plans to pick from, so you're sure to find something that fits your budget. Consider these flexible payment options:

  • Pay monthly holidays: Klarna offers the ability to pay in multiple instalments that fit all budgets, so you can book that well-deserved holiday now.
  • No-deposit holidays: If not paying upfront for your getaway makes pressing that "book now" button easier, choose a no-deposit holiday plan with Klarna so you can Book Now, Pay Later!

Can I choose my airline with an Anna Maria Island Expedia holiday?

With a holiday package, you're always in charge. Whether you're eager to fly to Anna Maria Island in economy or first class, simply choose from the available airline options. Expedia has access to over 400 partner airlines around the world.