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

Venice Beach Villas
Save 100% on your flight
per person
Jul 14 - Jul 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3-star business-friendly condo in Venice. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Venice Beach and Nokomis Beach are located nearby.

Ocean Club Treasure Island Hotel
Save 100% on your flight
per person
Jul 24 - Jul 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star 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.

Cedar Cove Resort and Cottages
Save 100% on your flight
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3-star beach hotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Bradenton Beach and Cortez Beach are located nearby.

voco Sarasota by IHG
Save 100% on your flight
per person
Jul 7 - Jul 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star 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 St. Armands Circle and Lido Beach are located nearby.

The Avalon Club
Save 100% on your flight
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star 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 Pier 60 Park are located nearby.

The Westin Sarasota
Save 100% on your flight
per person
Jul 7 - Jul 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star 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 St. Armands Circle and Lido Beach are located nearby.

Captiva Beach Resort
Save 100% on your flight
per person
Jul 7 - Jul 15
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.

Turtle Beach Resort
Save 100% on your flight
per person
Jul 7 - Jul 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this hotel in Siesta Key. Enjoy free WiFi, a marina, and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Siesta Key Beach and Turtle 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.

Sun, May 25 - Thu, May 29
MDW
Midway Intl.
TPA
Tampa Intl.
$96 Roundtrip, found 2 days ago
$96
Roundtrip
found 2 days ago

Sun, May 11 - Tue, May 13
CLE
Hopkins Intl.
TPA
Tampa Intl.
$98 Roundtrip, found 8 hours ago
$98
Roundtrip
found 8 hours ago

Thu, May 29 - Sat, May 31
ORD
O'Hare Intl.
TPA
Tampa Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago

Thu, Jul 3 - Fri, Jul 4
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$102 Roundtrip, found 6 hours ago
$102
Roundtrip
found 6 hours ago
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Car Rentals in Anna Maria
- Car rentals in Siesta Key
- Car rentals in Sarasota
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