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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.
Sleep Inn & Suites St Petersburg Gateway

Sleep Inn & Suites St Petersburg Gateway

3 out of 5
Save 100% on your flight
Price was $295, price is now $182 per person
$182
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly hotel in St. Petersburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Vinoy Park and Tropicana Field are located nearby.

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $1,417, price is now $753 per person
$753
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 private beach. Room was nice. Amenities were great. Housekeeping could have been a little better.

Reviewed on Sep 11, 2026

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $403, price is now $222 per person
$222
per person
Oct 14 - Oct 17
found 11 hours 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.

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $379, price is now $227 per person
$227
per person
Oct 14 - Oct 17
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) 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.

Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

4 out of 5
Save 100% on your flight
Price was $559, price is now $345 per person
$345
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach resort in Clearwater Beach. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
The room is clean they clean the room every day the staff are very nice and respectful…. I recommend

Reviewed on Sep 12, 2026

Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $2,020, price is now $1,253 per person
$1,253
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Book a stay at this golf hotel in Bradenton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and IMG Bollettieri Tennis Academy are located nearby.

The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $517, price is now $327 per person
$327
per person
Oct 14 - Oct 17
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) 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.

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $906, price is now $577 per person
$577
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
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Reviewed on Sep 11, 2026

Anna Maria Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites St Petersburg Gateway

Sleep Inn & Suites St Petersburg Gateway

3 out of 5
Fossil Park
Save 100% on your flight
Price was $295, price is now $182 per person
$182
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $403, price is now $222 per person
$222
per person
Oct 14 - Oct 17
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $910, price is now $531 per person
$531
per person
Dec 7 - Dec 10
found 8 hours ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $379, price is now $227 per person
$227
per person
Oct 14 - Oct 17
found 11 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.
Sleep Inn & Suites St Petersburg Gateway

Sleep Inn & Suites St Petersburg Gateway

3 out of 5
Fossil Park
Save 100% on your flight
Price was $379, price is now $224 per person
$224
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $1,417, price is now $753 per person
$753
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 $1,023, price is now $580 per person
$580
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

4 out of 5
Save 100% on your flight
Price was $938, price is now $548 per person
$548
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)

Top Flight Deals

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

Frontier Airlines
Wed, Oct 7 - Sat, Oct 17
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$68 Roundtrip, just found
$68
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Oct 7 from Philadelphia Intl. to Tampa Intl., returning Sat, Oct 17, priced at $68 just found
Frontier Airlines
Thu, Oct 22 - Sat, Oct 24
CLE
Hopkins Intl.
TPA
Tampa Intl.
$71 Roundtrip, found 10 hours ago
$71
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Thu, Oct 22 from Hopkins Intl. to Tampa Intl., returning Sat, Oct 24, priced at $71 found 10 hours ago
Frontier Airlines
Fri, Nov 6 - Fri, Nov 13
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$73 Roundtrip, found 10 hours ago
$73
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Fri, Nov 6 from Detroit Metropolitan Wayne County to Tampa Intl., returning Fri, Nov 13, priced at $73 found 10 hours ago
Allegiant Air
Mon, Nov 2 - Mon, Nov 16
PHL
Philadelphia Intl.
PIE
St. Petersburg-Clearwater Intl.
$93 Roundtrip, found 3 days ago
$93
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 $93 found 3 days ago