Cheap Vacations in Anna Maria Island

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Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,113, price is now $640 per person
$640
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

3-night Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

4 out of 5
Save 100% on your flight
Price was $282, price is now $209 per person
$209
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,113, price is now $640 per person
$640
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $666, price is now $430 per person
$430
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $748, price is now $503 per person
$503
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was $651, price is now $467 per person
$467
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $485, price is now $355 per person
$355
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $998, price is now $735 per person
$735
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

2.5 out of 5
Save 100% on your flight
Price was $482, price is now $357 per person
$357
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Price was $1,174, price is now $881 per person
$881
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Kansas City (MCI) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Price was $695, price is now $525 per person
$525
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
Price was $734, price is now $558 per person
$558
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Hilton St. Petersburg Carillon Park

Hilton St. Petersburg Carillon Park

4 out of 5
Save 100% on your flight
Price was $344, price is now $264 per person
$264
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

4-night Anna Maria Island vacations

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 $370, price is now $245 per person
$245
per person
Sep 3 - Sep 7
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $1,394, price is now $794 per person
$794
per person
Sep 3 - Sep 7
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $888, price is now $550 per person
$550
per person
Aug 28 - Sep 1
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $702, price is now $446 per person
$446
per person
Sep 3 - Sep 7
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $386, price is now $252 per person
$252
per person
Sep 3 - Sep 7
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,018, price is now $666 per person
$666
per person
Aug 28 - Sep 1
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,052, price is now $695 per person
$695
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,030, price is now $697 per person
$697
per person
Aug 28 - Sep 1
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $850, price is now $577 per person
$577
per person
Sep 3 - Sep 7
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $533, price is now $363 per person
$363
per person
Sep 3 - Sep 7
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Carlisle Inn

Carlisle Inn

3.5 out of 5
Save 100% on your flight
Price was $699, price is now $481 per person
$481
per person
Sep 3 - Sep 7
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Royal North Beach All Suites

Royal North Beach All Suites

3 out of 5
Save 100% on your flight
Price was $440, price is now $305 per person
$305
per person
Aug 28 - Sep 1
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

5-night Anna Maria Island vacations

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

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $557, price is now $349 per person
$349
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,449, price is now $984 per person
$984
per person
Sep 7 - Sep 12
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Price was $794, price is now $591 per person
$591
per person
Sep 7 - Sep 12
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Tampa (TPA)
Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
Price was $873, price is now $654 per person
$654
per person
Sep 7 - Sep 12
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Tampa (TPA)
Carlisle Inn

Carlisle Inn

3.5 out of 5
Price was $972, price is now $745 per person
$745
per person
Sep 7 - Sep 12
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Tampa (TPA)
The Capri at Siesta

The Capri at Siesta

3 out of 5
Price was $821, price is now $642 per person
$642
per person
Sep 7 - Sep 12
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Tampa (TPA)
Country Inn & Suites by Radisson, Bradenton-Lakewood Ranch, FL

Country Inn & Suites by Radisson, Bradenton-Lakewood Ranch, FL

3 out of 5
Price was $578, price is now $453 per person
$453
per person
Sep 7 - Sep 12
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Price was $738, price is now $579 per person
$579
per person
Sep 7 - Sep 12
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $540, price is now $426 per person
$426
per person
Sep 7 - Sep 12
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Price was $601, price is now $478 per person
$478
per person
Sep 7 - Sep 12
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $1,027, price is now $589 per person
$589
per person
Sep 16 - Sep 21
found 8 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $1,193, price is now $778 per person
$778
per person
Sep 16 - Sep 21
found 8 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)

6-7 night Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

2.5 out of 5
Price was $503, price is now $373 per person
$373
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $1,539, price is now $932 per person
$932
per person
Sep 13 - Sep 20
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $759, price is now $477 per person
$477
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,415, price is now $912 per person
$912
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
John's Pass Hotel

John's Pass Hotel

2 out of 5
Save 100% on your flight
Price was $830, price is now $604 per person
$604
per person
Aug 31 - Sep 7
found 8 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Abode Beach House

Abode Beach House

3 out of 5
Save 100% on your flight
Price was $979, price is now $721 per person
$721
per person
Aug 31 - Sep 7
found 8 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

2.5 out of 5
Save 100% on your flight
Price was $736, price is now $549 per person
$549
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Hilton Garden Inn Tampa Northwest/Oldsmar

Hilton Garden Inn Tampa Northwest/Oldsmar

3 out of 5
Price was $548, price is now $416 per person
$416
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Treasure Island Hotel and Marina

Treasure Island Hotel and Marina

3 out of 5
Save 100% on your flight
Price was $1,016, price is now $773 per person
$773
per person
Aug 31 - Sep 7
found 8 hours ago
Roundtrip flight included
Trenton (TTN) to Tampa (TPA)
Hyatt Place Tampa Downtown

Hyatt Place Tampa Downtown

3 out of 5
Save 100% on your flight
Price was $821, price is now $640 per person
$640
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Landing Apartments near Sun City Center and Riverview

Landing Apartments near Sun City Center and Riverview

4 out of 5
Save 100% on your flight
Price was $1,068, price is now $832 per person
$832
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Landing Furnished Apartments - Clearwater

Landing Furnished Apartments - Clearwater

4 out of 5
Save 100% on your flight
Price was $1,102, price is now $859 per person
$859
per person
Sep 13 - Sep 20
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)

Flight deals to Anna Maria Island

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

Thu, Oct 29 - Sun, Nov 1
TTN
Trenton
PIE
St. Petersburg
$78 Roundtrip, found 15 hours ago
$78
Roundtrip
found 15 hours ago
Select Allegiant Air flight, departing Thu, Oct 29 from Trenton to St. Petersburg, returning Sun, Nov 1, priced at $78 found 15 hours ago
Fri, Oct 30 - Mon, Nov 2
PHL
Philadelphia
PIE
St. Petersburg
$78 Roundtrip, found 13 hours ago
$78
Roundtrip
found 13 hours ago
Select Allegiant Air flight, departing Fri, Oct 30 from Philadelphia to St. Petersburg, returning Mon, Nov 2, priced at $78 found 13 hours ago
Thu, Sep 3 - Sun, Sep 6
SWF
Newburgh
PIE
St. Petersburg
$110 Roundtrip, found 12 hours ago
$110
Roundtrip
found 12 hours ago
Select Allegiant Air flight, departing Thu, Sep 3 from Newburgh to St. Petersburg, returning Sun, Sep 6, priced at $110 found 12 hours ago

Top rated hotels for your Anna Maria Island vacation

Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn

4 out of 5
101 22nd St Bradenton Beach FL
Free Cancellation
Reserve now, pay when you stay
1.98 mi from city center
$297 nightly
The price is $335 total per night
$335 total
Aug 20 - Aug 21
Total with taxes and fees
With a stay at Tropic Isle at Anna Maria Island Inn in Bradenton Beach, you'll be by the ocean, steps from Bradenton Beach and a 3-minute drive from Cortez Beach.
The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn

2 out of 5
2305 Gulf Dr N Bradenton Beach FL
1.83 mi from city center
$214 nightly
The price is $242 total per night
$242 total
Aug 25 - Aug 26
Total with taxes and fees
With a stay at The Retreat at Anna Maria Island Inn in Bradenton Beach, you'll be near the beach, steps from Bradenton Beach and a 3-minute drive from Cortez Beach.
Pool
Pet friendly
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3.5 out of 5
202 1st St N Bradenton Beach FL
2.83 mi from city center
$236 nightly
The price is $267 total per night
$267 total
Aug 27 - Aug 28
Total with taxes and fees
With a stay at Pelican Post at Anna Maria Island Inn in Bradenton Beach, you'll be in the entertainment district, a 3-minute walk from Bradenton Beach and 7 minutes by foot from Cortez Beach.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Picks

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.