Search Deals onAnna Maria Vacation Packages
Anna Maria Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Innisbrook Resort
Price was $949, price is now $625 per person
$625
per person
Jan 10 - Jan 15
found 22 hours ago
Roundtrip flight included
Syracuse (SYR) to Tampa (TPA)
Book a stay at this spa resort in Palm Harbor. Enjoy free WiFi, 6 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Innisbrook Golf Club and Leepa-Rattner Museum of Art are located nearby.
CW Resort
Save 100% on your flight
Price was $1,755, price is now $1,051 per person
$1,051
per person
Dec 31 - Jan 5
found 2 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.
Beautiful place to stay
Reviewed on Oct 23, 2026
The Avalon Club
Save 100% on your flight
Price was $1,714, price is now $1,026 per person
$1,026
per person
Dec 31 - Jan 5
found 2 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.
Much more spacious than we expected. Very clean, entire staff were very friendly and knowledgeable. A nice scent was all over the hotel, a nice touch. Definitely would recommend this hotel.
Reviewed on Oct 23, 2026
Ocean Club Treasure Island Hotel
Save 100% on your flight
Price was $2,851, price is now $1,788 per person
$1,788
per person
Dec 27 - Jan 1
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.
The hotel was beautiful. The rooms were very thought through and had everything you needed. The pool area hours were not late enough and guest parking needs improved those are the only things I would say I wished were better. Kristina at the front desk was amazing!
Reviewed on Oct 24, 2026
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,482, price is now $988 per person
$988
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Beautiful old florida style resort Beautiful rooms comfortable beds right on the powdery white sand beach and turquoise water
Reviewed on Oct 18, 2026
Wyndham Grand Clearwater Beach
Save 100% on your flight
Price was $975, price is now $661 per person
$661
per person
Dec 31 - Jan 5
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
voco Sarasota by IHG
Save 100% on your flight
Price was $1,026, price is now $723 per person
$723
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip 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 St. Armands Circle and Lido Beach are located nearby.
Landing St. Petersburg Near South Branch Potomac River
Price was $1,365, price is now $971 per person
$971
per person
Nov 27 - Dec 4
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
Book a stay at this luxury aparthotel in St. Petersburg. Enjoy free parking, a rooftop terrace, and a fitness center. Popular attractions Feather Sound Country Club and Tampa Bay Grand Prix are located nearby.
Anna Maria Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Anna Maria Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sun, Jan 10 - Thu, Jan 14
TTN
Mercer
PIE
St. Petersburg-Clearwater Intl.
$78 Roundtrip, found 3 hours ago
$78
Roundtrip
found 3 hours ago
Mon, Jan 11 - Fri, Jan 15
PHL
Philadelphia Intl.
PIE
St. Petersburg-Clearwater Intl.
$78 Roundtrip, found 3 hours ago
$78
Roundtrip
found 3 hours ago
Tue, Nov 17 - Sat, Dec 5
CLE
Hopkins Intl.
TPA
Tampa Intl.
$93 Roundtrip, found 1 day ago
$93
Roundtrip
found 1 day ago
Mon, Dec 7 - Thu, Dec 10
ORD
O'Hare Intl.
TPA
Tampa Intl.
$96 Roundtrip, found 2 hours ago
$96
Roundtrip
found 2 hours ago
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