Anna Maria Island Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Anna Maria Island

Pelican Post at Anna Maria Island Inn
Pelican Post at Anna Maria Island Inn
3 out of 5
202 1st St N, Bradenton Beach, FL
The price is S$565 per night from 7 Jul to 8 Jul
S$565
7 Jul - 8 Jul
includes taxes & fees
9/10 Wonderful! (273 reviews)
"Great place! Very clean and near the beach and places to eat."

Reviewed on 10 Jun, 2025

Pelican Post at Anna Maria Island Inn
Silver Surf Gulf Beach Resort
Silver Surf Gulf Beach Resort
3 out of 5
1301 Gulf Dr N, Bradenton Beach, FL
The price is S$323 per night from 30 Jun to 1 Jul
S$323
30 Jun - 1 Jul
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"The hotel and staff were amazing . The weather wasn’t good while I was there but I was still very happy with my stay. Room was clean and modern. Lots of closet space , very nice breakfast with home made muffins. The maid service was great and the location perfect."

Reviewed on 10 Jun, 2025

Silver Surf Gulf Beach Resort
Anna Maria Beach Resort
Anna Maria Beach Resort
3.5 out of 5
6306 Gulf Dr, Holmes Beach, FL
The price is S$1,023 per night from 7 Jul to 8 Jul
S$1,023
7 Jul - 8 Jul
includes taxes & fees
9.2/10 Wonderful! (210 reviews)
"This is a fantastic property and beautiful location."

Reviewed on 12 Jun, 2025

Anna Maria Beach Resort
See all 3,545 properties in Anna Maria Island
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

How much does an Anna Maria Island holiday package cost?
Get ready to book, because a trip to Anna Maria Island starts from just . When you combine your hotels, flights and car rentals into a travel package, you’ll score the best prices.
How do I get a cheap travel package to Anna Maria Island?
It’s easy. Just bundle everything together. Flights, hotels and rental cars — combine whatever you need into an Anna Maria Island holiday package to save loads of cash. Score even more bargains when you add extras such as experiences or tours to your booking. But that’s not the only impressive part. You have the flexibility to customize your trip your own way. We offer more than 550 airlines and 1,000,000 hotel options globally, so that everyone has a chance to travel and live out those holiday dreams.
How far in advance should I book my Anna Maria Island holiday?
It’s always wise to book early. Air carriers usually release flight tickets up to 12 months prior to departure, and this is an excellent opportunity to pick up some of the cheapest prices. Just been told you need to take your holiday time in a few weeks? That’s fine too — Expedia are never short on fantastic deals to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Anna Maria Island travel package include?
From flights and hotels to rental cars, Expedia can help you craft an Anna Maria Island package that suits you. Holidaying for a few weeks? Check out a rental car, hotel and flight bundle. If you’re taking a short break, an airfare and hotel deal could suit you better. Experiences can also be added once you’ve made your booking. Our packages make it a cinch to plan and save.
What should I know before booking an Anna Maria Island travel package?
Whether it’s adventure or relaxation you’re chasing, an Anna Maria Island holiday package lets you plan your escape your way. Plus, you’ll get access to great discounts when you combine your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with an Anna Maria Island Expedia holiday package?
Yes, and with more than 550 airlines to select from globally, you’re not short on choice. Have a look through the available options and see which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Anna Maria Island holiday package?
We totally get it — life sometimes gets in the way of your plans. If you’ve locked in an Anna Maria Island holiday package and need to cancel or amend it, we’re here to help. It’s always worth visiting our Customer Service Portal first for information. But generally speaking, if you’ve booked your package within 24 hours, you may be able to amend or cancel your itinerary free of charge. If it’s been more than 24 hours, your hotel, airline or car rental company may impose a charge.

What to do in Anna Maria Island

Our Cruise gives you the best seat there is to the Skyway Bridge Light Show! Different display every night of the week!

Island Sunset and Skyway Light Show - 3hr Boat Cruise in St. Pete

S$103
per adult
94% of travellers recommend
Island Sunset and Skyway Light Show - 3hr Boat Cruise in St. Pete
Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

S$128
per adult
Anna Maria Island & Bradenton Beach Parasailing Tour
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

S$71
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
See all activities in Anna Maria Island

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.