Anna Maria Island Vacations from ￥188,680

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Anna Maria Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel South Tampa & Suites

Hotel South Tampa & Suites

2.5 out of 5
Virginia Park
per person
Nov 7 - Nov 9
found 20 hours ago
Roundtrip flight included
Sapporo (SPK) to Sarasota (SRQ)
8.6/10 Excellent! (1,416 reviews)
Hotel South Tampa was a perfect choice with great amenities and a most wonderful staff that looked after your every need. It was truly friendly, tidy and very welcoming.

Reviewed on Aug 12, 2025

Carlisle Inn

Carlisle Inn

3.5 out of 5
Pinecraft
per person
Oct 2 - Oct 8
found 15 hours ago
Roundtrip flight included
Osaka (KIX) to Tampa (TPA)
10/10 Exceptional! (1,949 reviews)
Best breakfast and coffee!!

Reviewed on Aug 12, 2025

Sirata St. Pete Beach

Sirata St. Pete Beach

3 out of 5
per person
Oct 2 - Oct 8
found 15 hours ago
Roundtrip flight included
Osaka (KIX) to Tampa (TPA)
7.4/10 Good! (2,359 reviews)
The hotel is very nice, and you can walk to restaurants.

Reviewed on Aug 10, 2025

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
per person
Oct 2 - Oct 8
found 15 hours ago
Roundtrip flight included
Osaka (KIX) to Tampa (TPA)
9/10 Wonderful! (4,221 reviews)
Room was nice. Staff was nice. I wish they had a smoking area instead of having to stand outside the gate

Reviewed on Aug 12, 2025

NEW Sunset Serenity - South Tampa Home With Pool

NEW Sunset Serenity - South Tampa Home With Pool

2 out of 5
SoHo
per person
Nov 7 - Nov 9
found 20 hours ago
Roundtrip flight included
Sapporo (SPK) to Sarasota (SRQ)
No reviews

Find the Best Anna Maria Island Vacation Packages

Anna Maria Island Hotel Deals

Anna Maria Beach Resort

Anna Maria Beach Resort

3.5 out of 5
6306 Gulf Dr, Holmes Beach, FL
The price is ￥55,232 per night from Sep 1 to Sep 2
￥55,232
￥69,901 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (233 reviews)
"Beautiful property! Lots of amenities."

Reviewed on Aug 7, 2025

Anna Maria Beach Resort
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
6900 Gulf Dr, Holmes Beach, FL
The price is ￥42,648 per night from Sep 1 to Sep 2
￥42,648
￥53,976 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (585 reviews)
"Beautiful room, it was clean and had everything we needed. The attendant at the front desk was really nice and sweet and helpful and so were the other employees. It was right on the beach. They gave us complimentary drinks at the bar which was amazing! Would come back again."

Reviewed on Aug 7, 2025

Bali Hai Beachfront Resort and Spa
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 ￥27,192 per night from Sep 1 to Sep 2
￥27,192
￥34,412 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (293 reviews)
"This was one of my favorite places I visited this year , I was so please with everything. Property felt so well taken care of , amenities perfect! Love you can use the beach chairs from other properties. The location is spot on from restaurants and bars. Im coming back! Parking perfect! The island ..."

Reviewed on Aug 11, 2025

Pelican Post at Anna Maria Island Inn
See all 3,583 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.

What to do in Anna Maria Island

Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

￥8,123
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
St. Pete Dolphin Watching and Shelling Adventure

St. Pete Dolphin Watching and Shelling Adventure

￥10,013
per adult
100% of travellers recommend
St. Pete Dolphin Watching and Shelling Adventure
Anna Maria Island: The Island Kayak Tour

Anna Maria Island: The Island Kayak Tour

￥9,600
per adult
100% of travellers recommend
Anna Maria Island: The Island Kayak Tour
See all activities in Anna Maria Island

Frequently asked questions

How much does an Anna Maria Island vacation package cost?
Get ready to book, because a trip to Anna Maria Island starts from just ￥188,680. 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 vacation 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 vacation dreams.
How far in advance should I book my Anna Maria Island vacation?
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 vacation 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. Vacationing 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 vacation 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 vacation 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 vacation package?
We totally get it — life sometimes gets in the way of your plans. If you've locked in an Anna Maria Island vacation 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.