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Anna Maria Vacation Packages

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Anna Maria Flight + Hotel Packages

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

BAY INN

2 out of 5
Price was $375, price is now $230 per person
$230
per person
Jan 15 - Jan 18
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this motel in Tampa. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Busch Gardens Tampa Bay and Seminole Hard Rock Casino Tampa are located nearby.

CW Resort

CW Resort

4 out of 5
Price was $1,611, price is now $992 per person
$992
per person
Dec 31 - Jan 4
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Price was $3,059, price is now $1,904 per person
$1,904
per person
Dec 28 - Jan 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this 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.

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was $881, price is now $574 per person
$574
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Sailport Waterfront Suites

Sailport Waterfront Suites

3.5 out of 5
Price was $844, price is now $550 per person
$550
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Tampa. Enjoy breakfast (surcharge), a fitness center, and a 24-hour front desk. Our guests praise the pool and the restaurant in our reviews. Popular attractions Raymond James Stadium and George M. Steinbrenner Field are located nearby.

Little Harbor

Little Harbor

2 out of 5
Price was $514, price is now $335 per person
$335
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach apartment in Ruskin. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Tampa Bay and E.G. Simmons Regional Park are located nearby.
The description did not show that it was on the second floor and no elevator. This information would have been helpful. The bathroom was clean however the rest of the surfaces were either sticky or greasy. The property smelled mildewy and moldy causing me a migraine. I told them I believe that they should give me a partial refund since I had to miss events that day being out with a migraine. They were not sympathetic. I have stayed in this community about 5 times. This unit was under par for this community. This particular unit is difficult to find. The view was lovely.

Reviewed on Nov 12, 2026

Holiday Inn Tampa Westshore - Airport Area by IHG

Holiday Inn Tampa Westshore - Airport Area by IHG

3 out of 5
Price was $607, price is now $400 per person
$400
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.

The Avalon Club

The Avalon Club

4 out of 5
Price was $1,578, price is now $1,042 per person
$1,042
per person
Dec 31 - Jan 4
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this aparthotel in Clearwater Beach. Enjoy a fitness center, parking (surcharge), and in-room massages. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.

Anna Maria Vacation Packages 3-4 Night Stays

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

BAY INN

2 out of 5
Temple Crest
Price was $375, price is now $230 per person
$230
per person
Jan 15 - Jan 18
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
CW Resort

CW Resort

4 out of 5
Price was $1,611, price is now $992 per person
$992
per person
Dec 31 - Jan 4
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was $1,463, price is now $919 per person
$919
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Roth Hotel

The Roth Hotel

2 out of 5
Sunset Beach
Price was $813, price is now $527 per person
$527
per person
Dec 31 - Jan 4
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

Anna Maria Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Price was $1,173, price is now $718 per person
$718
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was $2,613, price is now $1,256 per person
$1,256
per person
Feb 3 - Feb 10
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Price was $1,301, price is now $792 per person
$792
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Tampa (TPA)
Westwinds Waterfront Resort

Westwinds Waterfront Resort

3 out of 5
Price was $1,614, price is now $997 per person
$997
per person
Feb 3 - Feb 10
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Allegiant Air
Mon, Jan 11 - Fri, Jan 15
PHL
Philadelphia Intl.
PIE
St. Petersburg-Clearwater Intl.
$78 Roundtrip, found 1 hour ago
$78
Roundtrip
found 1 hour ago
Select Allegiant Air flight, departing Mon, Jan 11 from Philadelphia Intl. to St. Petersburg-Clearwater Intl., returning Fri, Jan 15, priced at $78 found 1 hour ago
Frontier Airlines
Mon, Jan 11 - Fri, Jan 15
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$83 Roundtrip, found 1 hour ago
$83
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Jan 11 from Philadelphia Intl. to Tampa Intl., returning Fri, Jan 15, priced at $83 found 1 hour ago
Allegiant Air
Sun, Jan 10 - Thu, Jan 14
TTN
Mercer
PIE
St. Petersburg-Clearwater Intl.
$83 Roundtrip, found 3 hours ago
$83
Roundtrip
found 3 hours ago
Select Allegiant Air flight, departing Sun, Jan 10 from Mercer to St. Petersburg-Clearwater Intl., returning Thu, Jan 14, priced at $83 found 3 hours ago
Frontier Airlines
Wed, Feb 3 - Thu, Feb 4
CLE
Hopkins Intl.
TPA
Tampa Intl.
$84 Roundtrip, found 4 hours ago
$84
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Feb 3 from Hopkins Intl. to Tampa Intl., returning Thu, Feb 4, priced at $84 found 4 hours ago