Cheap Anna Maria Island Vacation Packages

You’re on the hunt for a steal of a deal on your Anna Maria Island vacation package. You’ve got your list of things you want, and you’re checking it twice: a ballin’ (on a budget) Anna Maria Island hotel, a champagne poppin’ flight (for a knock-off beer price), and maybe even a super-nice car rental (for a borrowed bike fee).

Think it’s all just a dream? Not when you book your Anna Maria Island vacation deal with Hotwire.

Are you for real with these vacation package deals

Daydreaming is even better when wildly good deals become your reality. Scoring hotel and flight deals to Anna Maria Island for a price that works with your budget is realer than real when you book your package with Hotwire. Ready to get all of your wildest dreams fulfilled (for way less than you expected)? Don’t sleep on these Hotwire deals.

Frequently Asked Questions About Vacation Packages

How much is a vacation to Anna Maria Island?

When you want to book the very best Anna Maria Island getaway, but you aren’t looking to empty your bank account on planning your trip, cheap vacation packages are the way to go. You can jump into an incredible vacay to Anna Maria Island for as low as $323 and keep your cash for the necessities—like the dreamiest fun times in town.

When is the best time to book a vacation package to Anna Maria Island?

Looking to save some extra cash on your Anna Maria Island vacation? Try going on your getaway in , which is the off-season, and avoid the most popular time to vacation in the month of . Want to get away now-ish and still save? Book a last-minute vacation package with a Hot Rate hotel deal. You could save up to 60% off on your hotel versus booking a listed rate two weeks earlier.

How to get the best vacation package deals to Anna Maria Island?

If scoring the very best deal on your Anna Maria Island vacation is at the top of your to-do list, book your package with Hotwire and prepare to get way more bang for your buck.

What is the cheapest day to book a vacation package?

Reserving a Anna Maria Island vacation package on a Tuesday is the cheapest day to book, or you can save more any day on Hotwire, with packages as low as $323.

Can I vacation in Anna Maria Island right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Anna Maria Island right now?” When it’s time to book your vacation package, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

What does Hotwire Anna Maria Island travel package include?

When you book a package deal on Hotwire, you can expect a Anna Maria Island vacation package with airfare and hotel. Want a rental car too? No biggie‚ you can add it to your package. Everything you need for an amazing trip? Check.

Anna Maria Island Flight + Hotel Packages

Sandcastle Resort at Lido Beach

per person

Apr 22 - Apr 25

Roundtrip flight included

Atlanta (ATL) to Tampa (TPA)

Stay at this 3-star beach hotel in Sarasota. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the restaurant in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby. Discover genuine guest reviews for Sandcastle Resort at Lido Beach along with the latest prices and availability – book now.

The Don CeSar

per person

May 4 - May 7

Roundtrip non-stop flight included

Providence (PVD) to Tampa (TPA)

Stay at this 4-star beach hotel in St. Pete Beach. Enjoy 2 outdoor pools, 2 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Dolphin Landings Charter Boat Center are located nearby. Discover genuine guest reviews for The Don CeSar along with the latest prices and availability – book now.

Hotel Alba, Tapestry Collection by Hilton

per person

Apr 23 - Apr 25

Roundtrip non-stop flight included

Providence (PVD) to Tampa (TPA)

Stay at this 4-star business-friendly hotel in Tampa. Enjoy free WiFi, 2 restaurants, and breakfast. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Port of Tampa and Raymond James Stadium are located nearby. Discover genuine guest reviews for Hotel Alba, Tapestry Collection by Hilton, in Westshore neighborhood, along with the latest prices and availability – book now.

Saddlebrook Golf Resort and Spa

per person

Apr 23 - Apr 25

Roundtrip non-stop flight included

Providence (PVD) to Tampa (TPA)

Stay at this 4-star golf resort in Wesley Chapel. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Saddlebrook Golf Course and Wesley Chapel District Park are located nearby. Discover genuine guest reviews for Saddlebrook Golf Resort and Spa, in Wesley Chapel South neighborhood, along with the latest prices and availability – book now.

Innisbrook, A Salamander Golf & Spa Resort

per person

May 4 - May 7

Roundtrip non-stop flight included

Providence (PVD) to Tampa (TPA)

Stay at this 3.5-star spa resort in Palm Harbor. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Leepa Rattner Museum and Innisbrook Golf Club are located nearby. Discover genuine guest reviews for Innisbrook, A Salamander Golf & Spa Resort along with the latest prices and availability – book now.

Hotel Cabana Clearwater Beach

per person

Jun 2 - Jun 6

Roundtrip flight included

Atlanta (ATL) to Tampa (TPA)

Stay at this 3-star motel in Clearwater Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby. Discover genuine guest reviews for Hotel Cabana Clearwater Beach along with the latest prices and availability – book now.

Beach House Suites by the Don CeSar

per person

May 4 - May 7

Roundtrip non-stop flight included

Providence (PVD) to Tampa (TPA)

Stay at this 3-star beach aparthotel in St. Pete Beach. Enjoy a beach locale, WiFi, and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Dolphin Landings Charter Boat Center are located nearby. Discover genuine guest reviews for Beach House Suites by the Don CeSar, in Belle Vista neighborhood, along with the latest prices and availability – book now.

The Westin Sarasota

Save 100% on your flight

per person

May 10 - May 14

Roundtrip flight included

Chicago (MDW) to Tampa (TPA)

Stay at this 4-star spa hotel in Sarasota. Enjoy 2 restaurants, a full-service spa, and a rooftop terrace. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby. Discover genuine guest reviews for The Westin Sarasota, in Central Sarasota neighborhood, along with the latest prices and availability – book now.