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.
Resort Sixty-Six

Resort Sixty-Six

2.5 out of 5
Save 100% on your flight
Price was $1,528, price is now $1,059 per person
$1,059
per person
Jun 6 - Jun 13
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,682, price is now $1,091 per person
$1,091
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)

3-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
Price was $333, price is now $254 per person
$254
per person
May 27 - May 30
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $853, price is now $568 per person
$568
per person
May 27 - May 30
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

2.5 out of 5
Save 100% on your flight
Price was $785, price is now $531 per person
$531
per person
Jun 12 - Jun 15
found 13 hours ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,132, price is now $785 per person
$785
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $494, price is now $353 per person
$353
per person
May 27 - May 30
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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
Save 100% on your flight
Price was $1,844, price is now $1,365 per person
$1,365
per person
Jun 8 - Jun 11
found 17 hours ago
Roundtrip non-stop flight included
Louisville (SDF) to Sarasota (SRQ)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $1,098, price is now $816 per person
$816
per person
May 25 - May 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was $670, price is now $500 per person
$500
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Turtle Beach Resort

Turtle Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $581, price is now $441 per person
$441
per person
May 27 - May 30
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
Save 100% on your flight
Price was $537, price is now $409 per person
$409
per person
May 27 - May 30
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $967, price is now $738 per person
$738
per person
Jun 7 - Jun 10
found 20 hours ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Best Western Plus Yacht Harbor Inn

Best Western Plus Yacht Harbor Inn

2.5 out of 5
Price was $507, price is now $388 per person
$388
per person
Jun 9 - Jun 12
found 11 hours ago
Roundtrip flight included
Baltimore (BWI) 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 $448, price is now $314 per person
$314
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,682, price is now $1,091 per person
$1,091
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,187, price is now $784 per person
$784
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Price was $1,824, price is now $1,211 per person
$1,211
per person
Jun 17 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was $863, price is now $585 per person
$585
per person
Jun 17 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Tampa (TPA)
Turtle Beach Resort

Turtle Beach Resort

3.5 out of 5
Price was $1,792, price is now $1,245 per person
$1,245
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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
Price was $2,430, price is now $1,693 per person
$1,693
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

2.5 out of 5
Price was $522, price is now $365 per person
$365
per person
May 29 - Jun 2
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $927, price is now $649 per person
$649
per person
May 29 - Jun 2
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $898, price is now $636 per person
$636
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Price was $880, price is now $627 per person
$627
per person
May 29 - Jun 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Price was $1,258, price is now $910 per person
$910
per person
Jun 17 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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
Price was $737, price is now $522 per person
$522
per person
May 26 - May 31
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,608, price is now $1,019 per person
$1,019
per person
May 26 - May 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,042, price is now $1,319 per person
$1,319
per person
May 26 - May 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was $1,027, price is now $678 per person
$678
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,150, price is now $775 per person
$775
per person
May 26 - May 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Price was $2,209, price is now $1,512 per person
$1,512
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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
Save 100% on your flight
Price was $3,047, price is now $2,129 per person
$2,129
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Price was $1,492, price is now $1,062 per person
$1,062
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

2.5 out of 5
Price was $927, price is now $668 per person
$668
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Price was $1,287, price is now $940 per person
$940
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Price was $1,072, price is now $786 per person
$786
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

2.5 out of 5
Price was $945, price is now $697 per person
$697
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

6-7 night Anna Maria Island vacations

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

Malibu Resort Motel

2 out of 5
Price was $823, price is now $600 per person
$600
per person
Jun 13 - Jun 19
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $2,595, price is now $1,426 per person
$1,426
per person
Jun 6 - Jun 13
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $1,118, price is now $712 per person
$712
per person
Jun 13 - Jun 19
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $2,149, price is now $1,413 per person
$1,413
per person
Jun 13 - Jun 19
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Resort Sixty-Six

Resort Sixty-Six

2.5 out of 5
Save 100% on your flight
Price was $1,528, price is now $1,059 per person
$1,059
per person
Jun 6 - Jun 13
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,413, price is now $984 per person
$984
per person
Jun 13 - Jun 19
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Longboat Bay Club by Coolvacay

Longboat Bay Club by Coolvacay

3.5 out of 5
Save 100% on your flight
Price was $1,525, price is now $1,062 per person
$1,062
per person
Jun 6 - Jun 13
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $995, price is now $695 per person
$695
per person
Jun 13 - Jun 19
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,658, price is now $1,161 per person
$1,161
per person
Jun 13 - Jun 19
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
SkyBeach Resort

SkyBeach Resort

4 out of 5
Save 100% on your flight
Price was $1,120, price is now $789 per person
$789
per person
Jun 13 - Jun 19
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Provident Oceana Beachfront Suites

Provident Oceana Beachfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,698, price is now $1,214 per person
$1,214
per person
Jun 6 - Jun 13
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Save 100% on your flight
Price was $977, price is now $710 per person
$710
per person
Jun 13 - Jun 19
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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.

Wed, May 13 - Sat, May 16
JFK
New York
SRQ
Sarasota
$222 Roundtrip, found 1 day ago
$222
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, May 13 from New York to Sarasota, returning Sat, May 16, priced at $222 found 1 day ago
Mon, May 11 - Wed, May 13
LGA
New York
SRQ
Sarasota
$222 Roundtrip, found 14 hours ago
$222
Roundtrip
found 14 hours ago
Select United flight, departing Mon, May 11 from New York to Sarasota, returning Wed, May 13, priced at $222 found 14 hours ago
Wed, May 13 - Sat, May 16
EWR
New York
SRQ
Sarasota
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, May 13 from New York to Sarasota, returning Sat, May 16, priced at $237 found 1 day ago

Top rated hotels for your Anna Maria Island vacation

Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

4 out of 5
6900 Gulf Dr Holmes Beach FL
0.86 mi from city center
$500 nightly
The price is $565 total per night
$565 total
May 17 - May 18
Total with taxes and fees
When you stay at Bali Hai Beachfront Resort and Spa in Holmes Beach, you'll be on the beach, a 1-minute drive from Bradenton Beach and 5 minutes from Bean Point Beach.
Tortuga Inn Beach Resort

Tortuga Inn Beach Resort

2.5 out of 5
1325 Gulf Drive North Bradenton Beach FL
2.28 mi from city center
Get rates
With a stay at Tortuga Inn Beach Resort in Bradenton Beach, you'll be near the beach, steps from Bradenton Beach and a 5-minute drive from Coquina 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
$206 nightly
The price is $233 total per night
$233 total
Apr 28 - Apr 29
Total with taxes and fees
When you stay at The Retreat at Anna Maria Island Inn in Bradenton Beach, you'll be near the beach, a 3-minute drive from Bradenton Beach and 6 minutes from Coquina Beach.
Don't see what you're looking for?
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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.