Anna Maria Island Flight + Hotel Packages

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

Days Inn by Wyndham St. Petersburg / Tampa Bay Area

per person

Jun 15 - Jun 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Book a stay at this golf hotel in St. Petersburg. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions Tropicana Field and Vinoy Park are located nearby.

The Avalon Club

Save 100% on your flight

per person

Jun 15 - Jun 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Stay at this 4-star beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.

Ocean Club Treasure Island Hotel

Save 100% on your flight

per person

Jun 22 - Jun 27

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Stay at this 4-star beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

Kompose Boutique Hotel

Save 100% on your flight

per person

Jul 14 - Jul 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.

Venice Beach Villas

Save 100% on your flight

per person

Jul 14 - Jul 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

Stay at this 3-star business-friendly condo in Venice. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Venice Beach and Nokomis Beach are located nearby.

Pelican Pointe Clearwater Beach Hotel

per person

Jun 15 - Jun 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Stay at this hotel in Clearwater Beach. Enjoy free WiFi, cable TV channels, and an in-room coffeemaker. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Beach Walk and Pier 60 Park are located nearby.

Carlisle Inn

Save 100% on your flight

per person

Jul 14 - Jul 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Stay at this 3.5-star hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.

Embassy Suites by Hilton Sarasota, FL

Save 100% on your flight

per person

Jul 14 - Jul 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Stay at this 3.5-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.

Anna Maria Island Vacation Packages 3-4 Night Stays

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

Treasure Island Hotel and Marina

per person

Jun 18 - Jun 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)