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Anna Maria Island Vacation Packages

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Anna Maria Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $776, price is now $507 per person
$507
per person
Aug 17 - Aug 22
found 16 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) 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.
CW Hotel

CW Hotel

2 out of 5
Save 100% on your flight
Price was $1,968, price is now $1,066 per person
$1,066
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,328, price is now $1,428 per person
$1,428
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) 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 Pier 60 Park are located nearby.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $1,132, price is now $705 per person
$705
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,679, price is now $1,078 per person
$1,078
per person
Jul 25 - Jul 30
found 15 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) 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.
Villa Valentino Luxury 8BR Villa & Pool

Villa Valentino Luxury 8BR Villa & Pool

3 out of 5
Save 100% on your flight
Price was $3,480, price is now $2,233 per person
$2,233
per person
Sep 8 - Sep 12
found 15 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Stay at this villa in Palm Harbor. Enjoy free WiFi, free parking, and a garden. Popular attractions Curlew Crossing Shopping Center and Dunedin Golf Club are located nearby.
The Marker

The Marker

2 out of 5
Save 100% on your flight
Price was $2,291, price is now $1,503 per person
$1,503
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Beach Walk and Pier 60 Park are located nearby.
The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
Price was $1,604, price is now $1,060 per person
$1,060
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Tampa (TPA)
Book a stay at this beach resort in St. Pete Beach. Enjoy a full-service spa, 2 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 Pass-a-Grille Beach are located nearby.

Anna Maria Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
Price was $814, price is now $536 per person
$536
per person
Aug 27 - Aug 30
found 20 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
CW Hotel

CW Hotel

2 out of 5
Save 100% on your flight
Price was $1,397, price is now $849 per person
$849
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
Villa Valentino Luxury 8BR Villa & Pool

Villa Valentino Luxury 8BR Villa & Pool

3 out of 5
Allen's Ridge
Save 100% on your flight
Price was $3,480, price is now $2,233 per person
$2,233
per person
Sep 8 - Sep 12
found 15 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
The Marker

The Marker

2 out of 5
Save 100% on your flight
Price was $1,556, price is now $1,030 per person
$1,030
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)

Anna Maria Island Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $1,132, price is now $705 per person
$705
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Tampa (TPA)
CW Hotel

CW Hotel

2 out of 5
Save 100% on your flight
Price was $1,968, price is now $1,066 per person
$1,066
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,328, price is now $1,428 per person
$1,428
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,679, price is now $1,078 per person
$1,078
per person
Jul 25 - Jul 30
found 15 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Delta
Sat, Sep 26 - Wed, Sep 30
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$219 Roundtrip, found 5 hours ago
$219
Roundtrip
found 5 hours ago
Select Delta flight, departing Sat, Sep 26 from Hartsfield-Jackson Atlanta Intl. to Sarasota-Bradenton Intl., returning Wed, Sep 30, priced at $219 found 5 hours ago
Delta
Fri, Jul 10 - Tue, Jul 21
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$222 Roundtrip, found 2 days ago
$222
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Jul 10 from Logan Intl. to Sarasota-Bradenton Intl., returning Tue, Jul 21, priced at $222 found 2 days ago
United
Tue, Oct 20 - Thu, Nov 19
DTW
Detroit Metropolitan Wayne County
SRQ
Sarasota-Bradenton Intl.
$259 Roundtrip, found 5 days ago
$259
Roundtrip
found 5 days ago
Select United flight, departing Tue, Oct 20 from Detroit Metropolitan Wayne County to Sarasota-Bradenton Intl., returning Thu, Nov 19, priced at $259 found 5 days ago
American Airlines
Tue, Nov 10 - Wed, Nov 18
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$261 Roundtrip, found 3 days ago
$261
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Nov 10 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Wed, Nov 18, priced at $261 found 3 days ago