
Anna Maria Island Vacations from ¥188,680
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ¥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
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
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



Find the Best Anna Maria Island Vacation Packages
Anna Maria Island Hotel Deals

Anna Maria Beach Resort
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

Bali Hai Beachfront Resort and Spa
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

Pelican Post at Anna Maria Island Inn
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
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

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
¥8,123
per adult
100% of travellers recommend

St. Pete Dolphin Watching and Shelling Adventure
¥10,013
per adult
100% of travellers recommend

Anna Maria Island: The Island Kayak Tour
¥9,600
per adult
100% of travellers recommend
Frequently asked questions
Other vacations you might like
Expedia's Latest Trends
Flights
Cars
Packages
General
- Visit Coconut Grove
- Visit Florida Panhandle
- Visit Lake Bradford -Cascade Lake
- Visit Central East Coast Florida
- Visit Hollywood Beach
- Visit Downtown Orlando
- Visit Key Biscayne
- Visit Clearwater Beach
- Visit Lower Grand Lagoon
- Visit Little Havana
- Visit Miami Beach
- Visit Brickell
- Visit South Beach
- Visit Dinkins Bayou
- Visit Downtown Miami
- Visit Greater Palm River Point CDC
- Visit Downtown Jacksonville
- Visit Ybor City
- Visit Glen Canyon National Recreation Area
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.