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

Mar Bay Motel &Suites
Save 100% on your flight
per person
Jul 12 - Jul 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Oldsmar Historical Society Museum are located nearby.

Ocean Club Treasure Island Hotel
Save 100% on your flight
per person
Jul 12 - Jul 15
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.

The Avalon Club
Save 100% on your flight
per person
Jul 2 - Jul 6
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.

Pelican Post at Anna Maria Island Inn
Save 100% on your flight
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3-star apartment in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Cortez Beach and Coquina Beach are located nearby.

Cedar Cove Resort and Cottages
Save 100% on your flight
per person
Aug 1 - Aug 7
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 Cortez Beach and Coquina Beach are located nearby.

Captiva Beach Resort
Save 100% on your flight
per person
Jul 23 - Jul 27
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.

Hibiscus Suites - Gateway to Siesta Key
Save 100% on your flight
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and daily housekeeping. 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
Aug 1 - Aug 7
found 1 day ago
Roundtrip non-stop 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 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, Aug 18 - Mon, Aug 25
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$177 Roundtrip, found 2 days ago
$177
Roundtrip
found 2 days ago

Mon, Aug 18 - Mon, Aug 25
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago

Mon, Aug 4 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 2 days ago
$199
Roundtrip
found 2 days ago

Wed, Jul 9 - Fri, Jul 18
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$247 Roundtrip, found 20 hours ago
$247
Roundtrip
found 20 hours ago
Discover Other Travel Deals
- Coquina Beach Vacations
- Anna Maria Beach Vacations
- Bean Point Beach Vacations
- Cortez Beach Vacations
- Bradenton Beach Vacations
- Manatee Public Beach Vacations
- Anna Maria City Pier Vacations
- Historic Bridge Street Pier Vacations
- Island Players Vacations
- Coquina Baywalk Vacations
- Anna Maria Island Museum and Historical Park Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
Car Rentals in Anna Maria Island
- Car rentals in Siesta Key
- Car rentals in Sarasota
- Car rentals in St. Pete Beach
- Car rentals in St. Petersburg
- Car rentals in Anna Maria
- Car rentals in Bradenton
- Car rentals in Treasure Island
- Car rentals in Longboat Key
- Car rentals in Holmes Beach
- Car rentals in Madeira Beach
- Car rentals in Bradenton Beach
- Car rentals in Clearwater-St. Pete Beaches