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Anna Maria Vacation Packages

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Anna Maria Flight + Hotel Packages

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

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $667, price is now $428 per person
$428
per person
May 12 - May 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.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $2,746, price is now $1,480 per person
$1,480
per person
Apr 7 - Apr 14
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.
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Save 100% on your flight
Price was $1,383, price is now $766 per person
$766
per person
Apr 7 - Apr 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, 3 outdoor pools, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,108, price is now $655 per person
$655
per person
Apr 7 - Apr 14
found 1 day ago
Roundtrip 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.
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,292, price is now $783 per person
$783
per person
Apr 7 - Apr 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this golf hotel in Bradenton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and IMG Bollettieri Tennis Academy are located nearby.
Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
Save 100% on your flight
Price was $971, price is now $593 per person
$593
per person
Apr 7 - Apr 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tampa Riverwalk and Port of Tampa 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 $1,281, price is now $792 per person
$792
per person
Apr 7 - Apr 14
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 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.
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
Save 100% on your flight
Price was $687, price is now $437 per person
$437
per person
Apr 7 - Apr 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.

Anna Maria Vacation Packages 3-4 Night Stays

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

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $667, price is now $428 per person
$428
per person
May 12 - May 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,011, price is now $631 per person
$631
per person
May 9 - May 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $785, price is now $510 per person
$510
per person
Apr 26 - Apr 30
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $777, price is now $528 per person
$528
per person
Apr 6 - Apr 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)

Anna Maria Vacation Packages 5-7 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 $1,108, price is now $655 per person
$655
per person
Apr 7 - Apr 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $2,746, price is now $1,480 per person
$1,480
per person
Apr 7 - Apr 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,383, price is now $766 per person
$766
per person
Apr 7 - Apr 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $1,177, price is now $659 per person
$659
per person
Apr 26 - May 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)

Top Flight Deals

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

Frontier Airlines
Sat, May 2 - Fri, May 15
ORD
O'Hare Intl.
TPA
Tampa Intl.
$67 Roundtrip, found 6 hours ago
$67
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sat, May 2 from O'Hare Intl. to Tampa Intl., returning Fri, May 15, priced at $67 found 6 hours ago
Frontier Airlines
Sun, May 3 - Thu, May 7
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$76 Roundtrip, found 2 hours ago
$76
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sun, May 3 from Philadelphia Intl. to Tampa Intl., returning Thu, May 7, priced at $76 found 2 hours ago
Frontier Airlines
Mon, Apr 13 - Thu, Apr 16
TTN
Mercer
TPA
Tampa Intl.
$78 Roundtrip, found 10 hours ago
$78
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Mon, Apr 13 from Mercer to Tampa Intl., returning Thu, Apr 16, priced at $78 found 10 hours ago
Frontier Airlines
Sat, Apr 11 - Wed, Apr 15
CLE
Hopkins Intl.
TPA
Tampa Intl.
$93 Roundtrip, found 1 day ago
$93
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Apr 11 from Hopkins Intl. to Tampa Intl., returning Wed, Apr 15, priced at $93 found 1 day ago