Search Deals onAnna Maria Island Vacation Packages
Anna Maria Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Clearwater Beach
Save 100% on your flight
Price was $450, price is now $294 per person
$294
per person
Dec 12 - Dec 14
found 8 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.
Staff, property and location were all great!
Reviewed on Sep 26, 2026
Ocean Club Treasure Island Hotel
Save 100% on your flight
Price was $1,744, price is now $1,007 per person
$1,007
per person
Dec 11 - Dec 18
found 16 hours ago
Roundtrip flight included
Detroit (DTW) 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.
Had a wonderful stay, everything was very clean and well maintained, staff was very friendly, convenient parking at the property, dog friendly and walking path right of the property,
Reviewed on Sep 27, 2026
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,632, price is now $983 per person
$983
per person
Oct 29 - Nov 3
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.
The Fold Hotels Indian Shores
Save 100% on your flight
Price was $1,055, price is now $674 per person
$674
per person
Dec 4 - Dec 10
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach aparthotel in Indian Shores. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Such a nice place! Walking distance to the beach. The staff are very friendly and responsive. Our room was very clean and modern. Great stay!!
Reviewed on Sep 10, 2026
Wyndham Garden Tampa Fairgrounds/Casino
Save 100% on your flight
Price was $456, price is now $296 per person
$296
per person
Dec 11 - Dec 14
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Tampa. Enjoy free parking, breakfast (surcharge), and a fitness center. Popular attractions Seminole Hard Rock Casino Tampa and Busch Gardens Tampa Bay are located nearby.
Captiva Beach Resort
Save 100% on your flight
Price was $827, price is now $541 per person
$541
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
The Knickerbocker by Delphius
Save 100% on your flight
Price was $973, price is now $644 per person
$644
per person
Dec 11 - Dec 14
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly B&B in Tampa. Enjoy free WiFi, free parking, and 3 meeting rooms. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.
Crystal Palms Beach Resort
Save 100% on your flight
Price was $1,138, price is now $755 per person
$755
per person
Dec 4 - Dec 10
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this aparthotel in Treasure Island. Enjoy a 24-hour front desk, dry cleaning or laundry services, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Loved the balcony and hot tub
Reviewed on Sep 26, 2026
Anna Maria Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Anna Maria Island 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.
Mon, Nov 2 - Mon, Nov 16
PHL
Philadelphia Intl.
PIE
St. Petersburg-Clearwater Intl.
$108 Roundtrip, found 15 hours ago
$108
Roundtrip
found 15 hours ago
Sun, Oct 18 - Thu, Nov 5
TTN
Mercer
PIE
St. Petersburg-Clearwater Intl.
$125 Roundtrip, found 3 days ago
$125
Roundtrip
found 3 days ago
Thu, Jan 7 - Sat, Feb 13
SWF
Stewart Intl.
PIE
St. Petersburg-Clearwater Intl.
$182 Roundtrip, found 5 days ago
$182
Roundtrip
found 5 days ago
Wed, Dec 2 - Sat, Dec 12
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 15 hours ago
$199
Roundtrip
found 15 hours ago
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