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

Captiva Beach Resort
Save 100% on your flight
Price was $974, price is now $568 per person
$568
per person
Apr 29 - May 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
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.

Kompose Boutique Hotel
Save 100% on your flight
Price was $1,461, price is now $871 per person
$871
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

The Westin Sarasota
Save 100% on your flight
Price was $2,664, price is now $1,603 per person
$1,603
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

Seaside at Anna Maria Island Inn
Price was $4,608, price is now $2,802 per person
$2,802
per person
Apr 1 - Apr 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this beach hotel in Bradenton Beach. Enjoy a beach locale, daily housekeeping, and cable TV channels. Popular attractions Coquina Beach and Bean Point Beach are located nearby.

FUSION Resort Waterfront Suites
Save 100% on your flight
Price was $1,554, price is now $954 per person
$954
per person
Apr 26 - May 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this aparthotel in Treasure Island. Enjoy free WiFi, free parking, and a rooftop terrace. 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.

Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,011, price is now $631 per person
$631
per person
May 9 - May 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
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 Bean Point Beach are located nearby.

voco Sarasota by IHG
Save 100% on your flight
Price was $2,143, price is now $1,376 per person
$1,376
per person
Mar 28 - Apr 4
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 Lido Beach and Siesta Key Beach are located nearby.

The Sarasota Modern, a Tribute Portfolio Hotel
Save 100% on your flight
Price was $984, price is now $636 per person
$636
per person
Apr 26 - May 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, 3 outdoor pools, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lido Beach and Siesta Key Beach 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.

Sat, May 9 - Fri, May 15
ORD
O'Hare Intl.
TPA
Tampa Intl.
$58 Roundtrip, found 4 hours ago
$58
Roundtrip
found 4 hours ago

Tue, Apr 21 - Tue, Apr 28
CLE
Hopkins Intl.
TPA
Tampa Intl.
$78 Roundtrip, found 1 hour ago
$78
Roundtrip
found 1 hour ago

Mon, Apr 13 - Thu, Apr 16
TTN
Mercer
TPA
Tampa Intl.
$78 Roundtrip, found 23 hours ago
$78
Roundtrip
found 23 hours ago

Tue, Apr 14 - Thu, Apr 16
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$82 Roundtrip, found 6 hours ago
$82
Roundtrip
found 6 hours ago
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