Search Deals on
Anna Maria Island Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

Anna Maria Island
Florida
United States of America
North America
Hotwire.com

Anna Maria Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Mar Bay Motel &Suites

2 out of 5

Price was $737, price is now $508 per person

$508

per person

Jul 1 - Jul 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Chi Chi Rodriguez Golf Club are located nearby.

The Westin Sarasota

4 out of 5

Save 100% on your flight

Price was $1,095, price is now $696 per person

$696

per person

Jul 23 - Jul 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.

voco Sarasota by IHG

3.5 out of 5

Save 100% on your flight

Price was $1,082, price is now $699 per person

$699

per person

Jul 23 - Jul 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

Book a stay at this business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.

Cedar Cove Resort and Cottages

3 out of 5

Save 100% on your flight

Price was $837, price is now $545 per person

$545

per person

Aug 3 - Aug 6

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bradenton Beach and Coquina Beach are located nearby.

The Barrymore Hotel Tampa Riverwalk

3 out of 5

Save 100% on your flight

Price was $1,273, price is now $870 per person

$870

per person

Jul 24 - Aug 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Port of Tampa are located nearby.

The BC Resort on the Water

4 out of 5

Save 100% on your flight

Price was $1,059, price is now $736 per person

$736

per person

Jun 23 - Jun 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Book a stay at this business-friendly aparthotel in St. Petersburg. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

FUSION Resort Waterfront Suites

3.5 out of 5

Save 100% on your flight

Price was $1,023, price is now $711 per person

$711

per person

Aug 6 - Aug 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

Stay at this aparthotel in Treasure Island. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Pass-a-Grille Beach are located nearby.

DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto

4 out of 5

Save 100% on your flight

Price was $1,029, price is now $718 per person

$718

per person

Aug 6 - Aug 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

Book a stay at this beach hotel in North Redington Beach. Enjoy a beach locale, 2 bars/lounges, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.