Anna Maria Island Vacations from ₩350,332

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The Latest Anna Maria Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
OASIS BAY SUITES, Tampa, Busch Gardens, USF

OASIS BAY SUITES, Tampa, Busch Gardens, USF

2 out of 5
Terrace Park
per person
Oct 27 - Oct 29
found 17 hours ago
Roundtrip flight included
New York (LGA) to Sarasota (SRQ)
8.4/10 Very Good! (1,289 reviews)
Stayed for the weekend while visiting Busch Gardens. Hot breakfast. Clean, convenient & reasonably priced. Would definitely stay here again.

Reviewed on Aug 1, 2025

Holiday Inn Express & Suites Tampa East - Ybor City by IHG

Holiday Inn Express & Suites Tampa East - Ybor City by IHG

2.5 out of 5
per person
Oct 27 - Oct 29
found 17 hours ago
Roundtrip flight included
New York (LGA) to Sarasota (SRQ)
9.4/10 Exceptional! (1,015 reviews)
My stay was excellent. The room was comfortable and clean, friendly hotel staff.

Reviewed on Aug 4, 2025

Hotel Haya

Hotel Haya

4 out of 5
Ybor City
per person
Oct 27 - Oct 29
found 17 hours ago
Roundtrip flight included
New York (LGA) to Sarasota (SRQ)
9.2/10 Wonderful! (1,602 reviews)
This is a beautiful property located in a great area. It is half a block from a free trolly that runs every fifteen minutes and will take you all the way into town (11 stops total). The staff are excellent. I only deducted one start because our room, while cool enough, was quite humid.

Reviewed on Aug 4, 2025

Aloft Tampa Midtown

Aloft Tampa Midtown

3 out of 5
Midtown Tampa
per person
Oct 27 - Oct 29
found 17 hours ago
Roundtrip flight included
New York (LGA) to Sarasota (SRQ)
8/10 Very Good! (458 reviews)
Got it mixed up with the one Downtown but glad it turned into a running joke with the receptionist. So fun and different from hotels I’m accustomed too. Its in a great location 10/10 highly recommend. Very clean, all the staff were friendly and helped me out with any problems. A lot of great places surrounding it!

Reviewed on Jul 30, 2025

The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
Rocky Point
per person
Oct 27 - Oct 29
found 17 hours ago
Roundtrip flight included
New York (LGA) to Sarasota (SRQ)
8.4/10 Very Good! (1,001 reviews)
Check in was not a great experience. The receptionist was rude and not very informative. Our grievances were handled at check-out with a different receptionist and the manager. They were very apologetic. The toilet in our room had a broken handle. Overall, the hotel was great. Comfortable bed. Nice water pressure. Bellhop service was great. There’s a Starbucks inside of the hotel and it’s close to other convenient locations.

Reviewed on Aug 4, 2025

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 ₩454,489 per night from Sep 2 to Sep 3
₩454,489
₩575,201 total
Sep 2 - Sep 3
includes taxes & fees
9.2/10 Wonderful! (228 reviews)
"Our family and I had an excellent vacation. From our room, we could see the sand and the sea—a very clean and super comfortable place. We really enjoyed our stay at Anna Maria Beach Resort. The sand and the ocean are just a few steps away. There are good restaurants nearby. I definitely recommend ..."

Reviewed on Aug 4, 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 ₩403,010 per night from Sep 2 to Sep 3
₩403,010
₩510,049 total
Sep 2 - Sep 3
includes taxes & fees
8.4/10 Very Good! (578 reviews)
"Beautiful view, gentle staff"

Reviewed on Aug 3, 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 ₩263,280 per night from Aug 10 to Aug 11
₩263,280
₩333,206 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (287 reviews)
"Excellent stay. Clean and new. Excellent location and communication"

Reviewed on Jul 28, 2025

Pelican Post at Anna Maria Island Inn
See all 3,584 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.

Discover the most popular places to visit in Anna Maria Island

Bean Point Beach

If a restful vacation is part of your travel plans, Bean Point Beach might be the perfect place to seek out during your trip to Anna Maria. Take in the museums and sunsets in the area.

Bean Point Beach

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 ₩350,332. 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.