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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 $693, price is now $452 per person
$452
per person
Mar 23 - Mar 27
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 Chi Chi Rodriguez Golf Club are located nearby.
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,396, price is now $781 per person
$781
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip non-stop 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

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $1,108, price is now $667 per person
$667
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
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 18 hours 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.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,022, price is now $620 per person
$620
per person
Apr 15 - Apr 21
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, 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.
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
Save 100% on your flight
Price was $1,529, price is now $1,006 per person
$1,006
per person
Apr 15 - Apr 21
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 WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 out of 5
Save 100% on your flight
Price was $3,296, price is now $2,181 per person
$2,181
per person
Apr 4 - Apr 8
found 1 day ago
Roundtrip non-stop 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.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $3,113, price is now $2,113 per person
$2,113
per person
Mar 19 - Mar 24
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.

Anna Maria Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $661, price is now $437 per person
$437
per person
Apr 4 - Apr 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $693, price is now $452 per person
$452
per person
Mar 23 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,017, price is now $663 per person
$663
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 out of 5
Save 100% on your flight
Price was $3,296, price is now $2,181 per person
$2,181
per person
Apr 4 - Apr 8
found 1 day ago
Roundtrip non-stop 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.
Lemon Bay Motel

Lemon Bay Motel

2 out of 5
Englewood Central
Save 100% on your flight
Price was $752, price is now $455 per person
$455
per person
Mar 17 - Mar 24
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
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 23 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $1,396, price is now $781 per person
$781
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $1,108, price is now $667 per person
$667
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip non-stop 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 2 days ago
$148
Roundtrip
found 2 days 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 2 days ago
Delta
Fri, Feb 20 - Thu, Feb 26
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$151 Roundtrip, found 6 hours ago
$151
Roundtrip
found 6 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 6 hours ago
Delta
Sun, Feb 22 - Wed, Feb 25
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$152 Roundtrip, found 2 days ago
$152
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, Feb 22 from LaGuardia to Sarasota-Bradenton Intl., returning Wed, Feb 25, priced at $152 found 2 days ago