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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.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $385, price is now $252 per person
$252
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $985, price is now $533 per person
$533
per person
Oct 9 - Oct 12
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 Coquina Beach and Manatee Public Beach are located nearby.

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $493, price is now $304 per person
$304
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
I loved that this property was on the edge of a quiet beautiful neighborhood for walking my dog. Very clean and cared for! Probably the best bed I’ve ever had in a rental. I would stay here again and recommend to others.

Reviewed on Aug 21, 2026

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $937, price is now $589 per person
$589
per person
Oct 15 - Oct 19
found 1 day 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.

The Hemingway

The Hemingway

4 out of 5
Save 100% on your flight
Price was $489, price is now $311 per person
$311
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly apartment in Tampa. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Raymond James Stadium and George M. Steinbrenner Field are located nearby.
The property was exactly as pictured and did not disappoint. The balcony view was absolutely beautiful and definitely one of the highlights of the stay. The pool was also a great way to cool down and relax in the Florida heat. Overall, I really enjoyed the property and stay!

Reviewed on Aug 9, 2026

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,899, price is now $1,209 per person
$1,209
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 Pier 60 Park and Clearwater Beach are located nearby.
We liked the clean room & the staff we didn’t like the noise of the other guest when we were trying to sleep

Reviewed on Aug 19, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,248, price is now $800 per person
$800
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.

CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $815, price is now $533 per person
$533
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.

Anna Maria Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $493, price is now $304 per person
$304
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $985, price is now $533 per person
$533
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $937, price is now $589 per person
$589
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Hemingway

The Hemingway

4 out of 5
Rocky Point
Save 100% on your flight
Price was $489, price is now $311 per person
$311
per person
Oct 9 - Oct 12
found 1 day 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.
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $1,056, price is now $642 per person
$642
per person
Oct 3 - Oct 10
found 6 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,367, price is now $742 per person
$742
per person
Oct 3 - Oct 10
found 6 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
St Pete Beach Suites

St Pete Beach Suites

3 out of 5
Save 100% on your flight
Price was $1,584, price is now $964 per person
$964
per person
Oct 3 - Oct 10
found 6 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,899, price is now $1,209 per person
$1,209
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)

Top Flight Deals

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

Allegiant Air
Thu, Oct 1 - Thu, Oct 15
TTN
Mercer
PIE
St. Petersburg-Clearwater Intl.
$78 Roundtrip, found 1 day ago
$78
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Thu, Oct 1 from Mercer to St. Petersburg-Clearwater Intl., returning Thu, Oct 15, priced at $78 found 1 day ago
Allegiant Air
Mon, Nov 2 - Mon, Nov 16
PHL
Philadelphia Intl.
PIE
St. Petersburg-Clearwater Intl.
$83 Roundtrip, found 3 days ago
$83
Roundtrip
found 3 days ago
Select Allegiant Air flight, departing Mon, Nov 2 from Philadelphia Intl. to St. Petersburg-Clearwater Intl., returning Mon, Nov 16, priced at $83 found 3 days ago
Frontier Airlines
Fri, Sep 11 - Fri, Sep 11
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$90 Roundtrip, found 3 hours ago
$90
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Fri, Sep 11 from Philadelphia Intl. to Tampa Intl., returning Fri, Sep 11, priced at $90 found 3 hours ago
Frontier Airlines
Tue, Oct 13 - Fri, Oct 30
CLE
Hopkins Intl.
TPA
Tampa Intl.
$105 Roundtrip, found 1 day ago
$105
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Oct 13 from Hopkins Intl. to Tampa Intl., returning Fri, Oct 30, priced at $105 found 1 day ago