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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.
Delray House With Hot tub & Game Room

Delray House With Hot tub & Game Room

3.5 out of 5
Save 100% on your flight
Price was $1,158, price is now $535 per person
$535
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this spa vacation home in Tampa. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Seminole Hard Rock Casino Tampa and Port of Tampa are located nearby.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Price was $1,362, price is now $620 per person
$620
per person
Mar 12 - Mar 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this spa resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.
Family Home Tampa

Family Home Tampa

2 out of 5
Save 100% on your flight
Price was $1,240, price is now $649 per person
$649
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this guesthouse in Tampa. Enjoy free WiFi, free parking, and a garden. Popular attractions Busch Gardens Tampa Bay and Raymond James Stadium are located nearby.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $2,970, price is now $1,712 per person
$1,712
per person
Mar 12 - Mar 19
found 1 day ago
Roundtrip non-stop 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.
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Save 100% on your flight
Price was $1,823, price is now $1,054 per person
$1,054
per person
Mar 12 - Mar 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Tampa. Enjoy 2 bars/lounges, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Port of Tampa are located nearby.
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $2,321, price is now $1,363 per person
$1,363
per person
Mar 22 - Mar 27
found 22 hours ago
Roundtrip non-stop 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.
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
Save 100% on your flight
Price was $1,983, price is now $1,177 per person
$1,177
per person
Mar 19 - Mar 23
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.
Landing Palmetto Apartments

Landing Palmetto Apartments

4 out of 5
Save 100% on your flight
Price was $1,650, price is now $1,054 per person
$1,054
per person
Feb 21 - Feb 28
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this aparthotel in Palmetto. Enjoy free WiFi, free parking, and 2 outdoor pickleball courts. Popular attractions Moccasin Wallow Golf Club and Andersen Race Park are located nearby.

Anna Maria Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Delray House With Hot tub & Game Room

Delray House With Hot tub & Game Room

3.5 out of 5
Palm River-Clair Mel
Save 100% on your flight
Price was $867, price is now $452 per person
$452
per person
Mar 19 - Mar 23
found 1 hour ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Save 100% on your flight
Price was $985, price is now $498 per person
$498
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $942, price is now $548 per person
$548
per person
Mar 11 - Mar 15
found 1 day ago
Roundtrip non-stop 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 $1,983, price is now $1,177 per person
$1,177
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop 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.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was $1,023, price is now $493 per person
$493
per person
Feb 12 - Feb 19
found 5 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Price was $1,391, price is now $580 per person
$580
per person
Feb 11 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Delray House With Hot tub & Game Room

Delray House With Hot tub & Game Room

3.5 out of 5
Palm River-Clair Mel
Save 100% on your flight
Price was $1,158, price is now $535 per person
$535
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Family Home Tampa

Family Home Tampa

2 out of 5
Forest Hills
Save 100% on your flight
Price was $1,240, price is now $649 per person
$649
per person
Mar 16 - Mar 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
Tue, Jan 20 - Thu, Feb 5
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$68 Roundtrip, found 23 hours ago
$68
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Tue, Jan 20 from Philadelphia Intl. to Tampa Intl., returning Thu, Feb 5, priced at $68 found 23 hours ago
Frontier Airlines
Wed, Feb 18 - Fri, Feb 20
CLE
Hopkins Intl.
TPA
Tampa Intl.
$70 Roundtrip, found 1 day ago
$70
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Feb 18 from Hopkins Intl. to Tampa Intl., returning Fri, Feb 20, priced at $70 found 1 day ago
Frontier Airlines
Wed, Jan 14 - Fri, Jan 16
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$70 Roundtrip, found 1 day ago
$70
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Jan 14 from John F. Kennedy Intl. to Tampa Intl., returning Fri, Jan 16, priced at $70 found 1 day ago
Frontier Airlines
Sun, Jan 18 - Fri, Jan 23
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$70 Roundtrip, found 1 day ago
$70
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Jan 18 from Detroit Metropolitan Wayne County to Tampa Intl., returning Fri, Jan 23, priced at $70 found 1 day ago