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 $2,034, price is now $1,412 per person
$1,412
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)

3-night Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
Lemon Bay Motel

Lemon Bay Motel

2 out of 5
Price was $480, price is now $356 per person
$356
per person
Feb 27 - Mar 2
found 11 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $587, price is now $379 per person
$379
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,184, price is now $794 per person
$794
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $831, price is now $561 per person
$561
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip non-stop 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 $2,034, price is now $1,412 per person
$1,412
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,375, price is now $995 per person
$995
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $882, price is now $647 per person
$647
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,680, price is now $1,984 per person
$1,984
per person
Mar 19 - Mar 22
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Price was $1,028, price is now $763 per person
$763
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
SeaSpray Resort

SeaSpray Resort

4 out of 5
Save 100% on your flight
Price was $1,443, price is now $1,076 per person
$1,076
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Residence Inn by Marriott Sarasota Bradenton

Residence Inn by Marriott Sarasota Bradenton

3 out of 5
Save 100% on your flight
Price was $747, price is now $559 per person
$559
per person
Mar 14 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
Price was $1,282, price is now $975 per person
$975
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

4-night Anna Maria Island vacations

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 $691, price is now $444 per person
$444
per person
Mar 14 - Mar 18
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
Save 100% on your flight
Price was $1,065, price is now $682 per person
$682
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $2,386, price is now $1,581 per person
$1,581
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,058, price is now $711 per person
$711
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Price was $1,176, price is now $795 per person
$795
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $905, price is now $624 per person
$624
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Price was $2,227, price is now $1,542 per person
$1,542
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Price was $805, price is now $557 per person
$557
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Price was $1,635, price is now $1,140 per person
$1,140
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,231, price is now $861 per person
$861
per person
Mar 7 - Mar 11
found 16 hours ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was $985, price is now $696 per person
$696
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
Price was $1,283, price is now $908 per person
$908
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

5-night Anna Maria Island vacations

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 $872, price is now $495 per person
$495
per person
Mar 13 - Mar 18
found 10 hours 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
Save 100% on your flight
Price was $1,435, price is now $890 per person
$890
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Save 100% on your flight
Price was $1,231, price is now $813 per person
$813
per person
Mar 8 - Mar 13
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Sarasota (SRQ)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $3,055, price is now $2,031 per person
$2,031
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,152, price is now $780 per person
$780
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,312, price is now $894 per person
$894
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,410, price is now $963 per person
$963
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $2,094, price is now $1,442 per person
$1,442
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $1,134, price is now $789 per person
$789
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,777, price is now $1,945 per person
$1,945
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Save 100% on your flight
Price was $1,442, price is now $1,012 per person
$1,012
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

6-7 night Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
Lemon Bay Motel

Lemon Bay Motel

2 out of 5
Price was $894, price is now $612 per person
$612
per person
Mar 10 - Mar 17
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Sarasota (SRQ)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $3,984, price is now $2,411 per person
$2,411
per person
Mar 15 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Price was $1,855, price is now $1,144 per person
$1,144
per person
Mar 15 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Price was $1,873, price is now $1,226 per person
$1,226
per person
Mar 15 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Save 100% on your flight
Price was $1,767, price is now $1,162 per person
$1,162
per person
Mar 21 - Mar 27
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $1,545, price is now $1,018 per person
$1,018
per person
Mar 15 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $2,499, price is now $1,690 per person
$1,690
per person
Mar 23 - Mar 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Price was $1,779, price is now $1,214 per person
$1,214
per person
Mar 15 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $2,891, price is now $1,975 per person
$1,975
per person
Mar 23 - Mar 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $959, price is now $660 per person
$660
per person
Mar 21 - Mar 27
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Landing Palmetto Apartments

Landing Palmetto Apartments

4 out of 5
Price was $1,663, price is now $1,145 per person
$1,145
per person
Mar 15 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 out of 5
Price was $5,459, price is now $3,772 per person
$3,772
per person
Mar 15 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)

Flight deals to Anna Maria Island

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

Sun, Feb 15 - Tue, Feb 17
PHL
Philadelphia
SRQ
Sarasota
$139 Roundtrip, found 5 days ago
$139
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sun, Feb 15 from Philadelphia to Sarasota, returning Tue, Feb 17, priced at $139 found 5 days ago
Sat, Feb 21 - Fri, Feb 27
EWR
New York
SRQ
Sarasota
$149 Roundtrip, found 2 days ago
$149
Roundtrip
found 2 days ago
Select United flight, departing Sat, Feb 21 from New York to Sarasota, returning Fri, Feb 27, priced at $149 found 2 days ago
Thu, Feb 19 - Sat, Feb 21
ATL
Atlanta
SRQ
Sarasota
$151 Roundtrip, found 3 days ago
$151
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Feb 19 from Atlanta to Sarasota, returning Sat, Feb 21, priced at $151 found 3 days ago

Top rated hotels for your Anna Maria Island vacation

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3 out of 5
202 1st St N Bradenton Beach FL
2.83 mi from city center
$422 nightly
The price is $476 total per night
$476 total
Jan 30 - Jan 31
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 a 4-minute drive from Coquina Beach.
Pool
Hot Tub
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.
Pool
Parking included
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
6900 Gulf Dr Holmes Beach FL
0.86 mi from city center
$395 nightly
The price is $447 total per night
$447 total
Feb 1 - Feb 2
Total with taxes and fees
When you stay at Bali Hai Beachfront Resort and Spa in Holmes Beach, you'll be on the waterfront, a 1-minute drive from Bradenton Beach and 5 minutes from Bean Point Beach.
On private beach
Pool
Don't see what you're looking for?
See all available properties in Anna Maria Island
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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.

^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.