Search Deals onAnna Maria Island Vacation Packages
Anna Maria Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Holiday Inn Express Lake Wales N-Winter Haven by IHG
Save 100% on your flight
Price was $468, price is now $287 per person
$287
per person
Jan 14 - Jan 18
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Lake Wales. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions LEGOLAND® Florida and Eagle Ridge Mall are located nearby.

Sleeps 6 Hot Tub Fenced Yard Cozy Chic
Price was $1,029, price is now $465 per person
$465
per person
Jan 27 - Feb 1
just found
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this spa villa in Tampa. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Raymond James Stadium and George M. Steinbrenner Field are located nearby.

Wyndham Grand Clearwater Beach
Price was $1,002, price is now $518 per person
$518
per person
Feb 13 - Feb 16
found 16 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 Clearwater Beach and Sand Key Park are located nearby.

Manasota Key Resort
Price was $1,684, price is now $916 per person
$916
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this beach hotel in Englewood. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Englewood Beach and Stump Pass Beach State Park are located nearby.

The Avalon Club
Save 100% on your flight
Price was $1,840, price is now $1,064 per person
$1,064
per person
Feb 18 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Sand Key Park are located nearby.

Kompose Boutique Hotel
Save 100% on your flight
Price was $606, price is now $356 per person
$356
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.

Sirata St. Pete Beach
Save 100% on your flight
Price was $511, price is now $301 per person
$301
per person
Feb 6 - Feb 8
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach resort in St. Pete Beach. Enjoy 2 outdoor pools, 3 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Splash Island Water Park are located nearby.

Pier House 60 Clearwater Beach Marina Hotel
Save 100% on your flight
Price was $529, price is now $325 per person
$325
per person
Feb 13 - Feb 16
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and a fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Clearwater Beach and Sand Key Park are located nearby.
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.

Fri, Dec 12 - Wed, Dec 24
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$145 Roundtrip, found 4 days ago
$145
Roundtrip
found 4 days ago

Sat, Dec 13 - Wed, Dec 17
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$147 Roundtrip, found 5 days ago
$147
Roundtrip
found 5 days ago

Tue, Dec 9 - Fri, Dec 12
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$159 Roundtrip, found 5 hours ago
$159
Roundtrip
found 5 hours ago

Tue, Dec 2 - Fri, Dec 12
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$167 Roundtrip, found 6 days ago
$167
Roundtrip
found 6 days ago
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