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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.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $681, price is now $432 per person
$432
per person
Mar 14 - Mar 18
found 12 hours 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 Chi Chi Rodriguez Golf Club are located nearby.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,386, price is now $775 per person
$775
per person
Mar 14 - Mar 19
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 Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
Price was $2,863, price is now $1,614 per person
$1,614
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this beach aparthotel in Siesta Key. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,625, price is now $962 per person
$962
per person
Apr 12 - Apr 17
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.
Lemon Bay Motel

Lemon Bay Motel

2 out of 5
Save 100% on your flight
Price was $752, price is now $455 per person
$455
per person
Mar 17 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this motel in Englewood. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Englewood Beach and Englewood South Inlet are located nearby.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,985, price is now $1,895 per person
$1,895
per person
Mar 14 - Mar 19
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.
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,578, price is now $1,003 per person
$1,003
per person
Apr 12 - Apr 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in St. Pete Beach. Enjoy free WiFi, a private beach, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $2,589, price is now $1,654 per person
$1,654
per person
Apr 8 - Apr 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this 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.

Anna Maria Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $609, price is now $376 per person
$376
per person
Apr 23 - Apr 26
found 4 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,227, price is now $682 per person
$682
per person
Mar 28 - Apr 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Price was $2,863, price is now $1,614 per person
$1,614
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 out of 5
Save 100% on your flight
Price was $3,941, price is now $2,468 per person
$2,468
per person
Mar 28 - Apr 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)

Anna Maria Island Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Save 100% on your flight
Price was $905, price is now $538 per person
$538
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Save 100% on your flight
Price was $3,343, price is now $1,842 per person
$1,842
per person
Apr 21 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,386, price is now $775 per person
$775
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,625, price is now $962 per person
$962
per person
Apr 12 - Apr 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

Top Flight Deals

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

Frontier Airlines
Sat, Feb 21 - Tue, Feb 24
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Tue, Feb 24, priced at $98 found 2 days ago
Frontier Airlines
Thu, Feb 19 - Thu, Feb 19
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$148 Roundtrip, found 8 hours ago
$148
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Thu, Feb 19 from Hartsfield-Jackson Atlanta Intl. to Sarasota-Bradenton Intl., returning Thu, Feb 19, priced at $148 found 8 hours ago
Delta
Fri, Feb 20 - Thu, Feb 26
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$151 Roundtrip, found 17 hours ago
$151
Roundtrip
found 17 hours ago
Select Delta flight, departing Fri, Feb 20 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Thu, Feb 26, priced at $151 found 17 hours ago
Delta
Sun, Feb 22 - Wed, Feb 25
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$152 Roundtrip, found 3 days ago
$152
Roundtrip
found 3 days ago
Select Delta flight, departing Sun, Feb 22 from LaGuardia to Sarasota-Bradenton Intl., returning Wed, Feb 25, priced at $152 found 3 days ago