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 $1,270, price is now $856 per person
$856
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3 out of 5
Save 100% on your flight
Price was $1,408, price is now $879 per person
$879
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)

3-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 $441, price is now $277 per person
$277
per person
Feb 23 - Feb 26
just found
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $930, price is now $558 per person
$558
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3 out of 5
Save 100% on your flight
Price was $1,408, price is now $879 per person
$879
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $581, price is now $368 per person
$368
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,112, price is now $715 per person
$715
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $876, price is now $585 per person
$585
per person
Feb 23 - Feb 26
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,270, price is now $856 per person
$856
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $742, price is now $507 per person
$507
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,248, price is now $859 per person
$859
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
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 $664, price is now $464 per person
$464
per person
Mar 7 - Mar 10
found 4 hours ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $751, price is now $528 per person
$528
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $739, price is now $520 per person
$520
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)

4-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
Save 100% on your flight
Price was $451, price is now $278 per person
$278
per person
Feb 22 - Feb 26
found 6 hours ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,256, price is now $757 per person
$757
per person
Mar 3 - Mar 7
found 10 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
Save 100% on your flight
Price was $1,174, price is now $712 per person
$712
per person
Feb 23 - Feb 27
found 18 hours ago
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,889, price is now $1,758 per person
$1,758
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,099, price is now $669 per person
$669
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
SkyBeach Resort

SkyBeach Resort

4 out of 5
Save 100% on your flight
Price was $849, price is now $519 per person
$519
per person
Mar 7 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Fairfield Inn & Suites by Marriott Sarasota Lakewood Ranch

Fairfield Inn & Suites by Marriott Sarasota Lakewood Ranch

2.5 out of 5
Save 100% on your flight
Price was $760, price is now $480 per person
$480
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Save 100% on your flight
Price was $1,204, price is now $795 per person
$795
per person
Feb 23 - Feb 27
found 18 hours ago
Roundtrip flight included
Buffalo (BUF) to Sarasota (SRQ)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Price was $808, price is now $540 per person
$540
per person
Feb 19 - Feb 23
found 7 hours ago
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,083, price is now $726 per person
$726
per person
Mar 3 - Mar 7
found 10 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,077, price is now $727 per person
$727
per person
Feb 22 - Feb 26
found 4 hours ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,249, price is now $844 per person
$844
per person
Mar 3 - Mar 7
found 10 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)

5-night Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
Weathered The Storm

Weathered The Storm

3 out of 5
Save 100% on your flight
Price was $478, price is now $276 per person
$276
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $765, price is now $430 per person
$430
per person
Feb 28 - Mar 5
just found
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Price was $1,432, price is now $813 per person
$813
per person
Feb 26 - Mar 3
just found
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,333, price is now $794 per person
$794
per person
Mar 8 - Mar 13
found 20 hours ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Save 100% on your flight
Price was $1,721, price is now $1,041 per person
$1,041
per person
Feb 26 - Mar 3
found 1 hour ago
Roundtrip flight included
Buffalo (BUF) to Sarasota (SRQ)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Price was $1,704, price is now $1,057 per person
$1,057
per person
Feb 26 - Mar 3
just found
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,834, price is now $1,147 per person
$1,147
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
OASIS BAY SUITES, Tampa, Busch Gardens, USF

OASIS BAY SUITES, Tampa, Busch Gardens, USF

3 out of 5
Save 100% on your flight
Price was $523, price is now $330 per person
$330
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $960, price is now $614 per person
$614
per person
Feb 26 - Mar 3
found 1 hour ago
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $1,121, price is now $724 per person
$724
per person
Feb 26 - Mar 3
just found
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
The Beachview Inn Clearwater Beach

The Beachview Inn Clearwater Beach

3 out of 5
Save 100% on your flight
Price was $1,071, price is now $696 per person
$696
per person
Feb 28 - Mar 5
just found
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
Save 100% on your flight
Price was $2,052, price is now $1,345 per person
$1,345
per person
Feb 26 - Mar 3
found 1 hour ago
Roundtrip 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.
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
Save 100% on your flight
Price was $937, price is now $577 per person
$577
per person
Mar 3 - Mar 10
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Price was $1,796, price is now $901 per person
$901
per person
Mar 3 - Mar 10
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $2,200, price is now $1,231 per person
$1,231
per person
Mar 3 - Mar 10
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Save 100% on your flight
Price was $1,784, price is now $1,019 per person
$1,019
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Sarasota (SRQ)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,163, price is now $688 per person
$688
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,497, price is now $893 per person
$893
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $1,708, price is now $1,024 per person
$1,024
per person
Mar 3 - Mar 10
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Save 100% on your flight
Price was $1,534, price is now $922 per person
$922
per person
Feb 18 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,707, price is now $1,641 per person
$1,641
per person
Mar 3 - Mar 10
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
Save 100% on your flight
Price was $1,840, price is now $1,118 per person
$1,118
per person
Mar 3 - Mar 10
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
Save 100% on your flight
Price was $1,654, price is now $1,048 per person
$1,048
per person
Feb 18 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) 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 $1,082, price is now $687 per person
$687
per person
Mar 1 - Mar 7
found 20 hours ago
Roundtrip flight included
Cleveland (CLE) 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.

Mon, Feb 23 - Sat, Feb 28
PHL
Philadelphia
SRQ
Sarasota
$118 Roundtrip, found 5 hours ago
$118
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Mon, Feb 23 from Philadelphia to Sarasota, returning Sat, Feb 28, priced at $118 found 5 hours ago
Mon, Feb 2 - Tue, Feb 3
JFK
New York
SRQ
Sarasota
$157 Roundtrip, just found
$157
Roundtrip
just found
Select JetBlue Airways flight, departing Mon, Feb 2 from New York to Sarasota, returning Tue, Feb 3, priced at $157 just found
Mon, Feb 2 - Tue, Feb 3
EWR
New York
SRQ
Sarasota
$157 Roundtrip, just found
$157
Roundtrip
just found
Select United flight, departing Mon, Feb 2 from New York to Sarasota, returning Tue, Feb 3, priced at $157 just found

Top rated hotels for your Anna Maria Island vacation

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
$263 nightly
The price is $297 total per night
$297 total
Jan 19 - Jan 20
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
Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn

3 out of 5
8102 Gulf Drive Holmes Beach FL
1.35 mi from city center
$144 nightly
The price is $163 total per night
$163 total
Jan 19 - Jan 20
Total with taxes and fees
Located in Holmes Beach, Haley's at The Anna Maria Island Inn is by the ocean, a 4-minute drive from Bean Point Beach and 6 minutes from Manatee Public Beach.
Pool
Pet friendly
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
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.