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Anna Maria Island vacations

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
Wesley Chapel South
Save 100% on your flight
per person
May 22 - May 28
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

3.5 out of 5
Downtown Tampa
Save 100% on your flight
per person
May 22 - May 28
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

3.5 out of 5
Downtown Tampa
Save 100% on your flight
per person
May 22 - May 28
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Westshore
Save 100% on your flight
per person
May 22 - May 28
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
Westshore
Save 100% on your flight
per person
May 22 - May 28
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
Beach Park
Save 100% on your flight
per person
May 22 - May 28
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
La Quinta Inn & Suites by Wyndham USF (Near Busch Gardens)

La Quinta Inn & Suites by Wyndham USF (Near Busch Gardens)

2.5 out of 5
Terrace Park
Save 100% on your flight
per person
May 22 - May 28
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
voco Sarasota, an IHG Hotel

voco Sarasota, an IHG Hotel

3.5 out of 5
Central Sarasota
Save 100% on your flight
per person
Jun 1 - Jun 5
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 5
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Prices and availability subject to change. Additional terms may apply.

3-night Anna Maria Island vacations

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
May 30 - Jun 2
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
May 30 - Jun 2
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
La Quinta Inn & Suites by Wyndham USF (Near Busch Gardens)

La Quinta Inn & Suites by Wyndham USF (Near Busch Gardens)

2.5 out of 5
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
La Quinta Inn & Suites by Wyndham Tampa Fairgrounds - Casino

La Quinta Inn & Suites by Wyndham Tampa Fairgrounds - Casino

2.5 out of 5
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
La Quinta Inn by Wyndham Tampa Near Busch Gardens

La Quinta Inn by Wyndham Tampa Near Busch Gardens

2.5 out of 5
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
La Quinta Inn & Suites by Wyndham Tampa Brandon Regency Park

La Quinta Inn & Suites by Wyndham Tampa Brandon Regency Park

2.5 out of 5
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Embassy Suites by Hilton Tampa Brandon

Embassy Suites by Hilton Tampa Brandon

3.5 out of 5
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Seminole Hard Rock Hotel & Casino Tampa

Seminole Hard Rock Hotel & Casino Tampa

4 out of 5
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Spot X Hotel Tampa Bay by The Red Collection

Spot X Hotel Tampa Bay by The Red Collection

3 out of 5
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hampton Inn & Suites Tampa Northwest/Oldsmar

Hampton Inn & Suites Tampa Northwest/Oldsmar

2.5 out of 5
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Prices and availability subject to change. Additional terms may apply.

4-night Anna Maria Island vacations

Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 5
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

3.5 out of 5
Save 100% on your flight
per person
May 19 - May 23
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
May 24 - May 28
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
May 24 - May 28
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
per person
May 19 - May 23
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Save 100% on your flight
per person
Jun 4 - Jun 8
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
May 24 - May 28
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
Save 100% on your flight
per person
May 19 - May 23
Roundtrip flight included
Baltimore (BWI) 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
per person
May 19 - May 23
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
voco Sarasota, an IHG Hotel

voco Sarasota, an IHG Hotel

3.5 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 5
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 5
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
La Quinta Inn & Suites by Wyndham USF (Near Busch Gardens)

La Quinta Inn & Suites by Wyndham USF (Near Busch Gardens)

2.5 out of 5
Save 100% on your flight
per person
May 19 - May 23
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Prices and availability subject to change. Additional terms may apply.

5-night Anna Maria Island vacations

Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun 4 - Jun 9
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 11
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 11
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 11
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Clearwater Beach Hotel

Clearwater Beach Hotel

2 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 7
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 7
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
RumFish Beach Resort by TradeWinds

RumFish Beach Resort by TradeWinds

4 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 7
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Barefoot Beach Club

Barefoot Beach Club

2.5 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 7
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Edge Hotel Clearwater Beach

Edge Hotel Clearwater Beach

3.5 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 11
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Shephard's Beach Resort

Shephard's Beach Resort

3.5 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 7
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
per person
Jun 2 - Jun 7
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
per person
Jun 4 - Jun 9
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Prices and availability subject to change. Additional terms may apply.

6-7 night Anna Maria Island vacations

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
Save 100% on your flight
per person
May 22 - May 28
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

3.5 out of 5
Save 100% on your flight
per person
May 22 - May 28
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
per person
May 22 - May 28
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Save 100% on your flight
per person
May 22 - May 28
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun 10 - Jun 16
Roundtrip non-stop flight included
San Francisco (SFO) to Tampa (TPA)
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
Save 100% on your flight
per person
May 22 - May 28
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
RumFish Beach Resort by TradeWinds

RumFish Beach Resort by TradeWinds

4 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Barefoot Beach Club

Barefoot Beach Club

2.5 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Prices and availability subject to change. Additional terms may apply.

Flight deals to Anna Maria Island

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

Mon, May 6 - Thu, May 9
PHL
Philadelphia
SRQ
Sarasota
$68 Roundtrip, found 5 days ago
$68
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, May 6 from Philadelphia to Sarasota, returning Thu, May 9, priced at $68 found 5 days ago
Mon, Apr 29 - Sun, May 12
BOS
Boston
SRQ
Sarasota
$117 Roundtrip, found 5 days ago
$117
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Apr 29 from Boston to Sarasota, returning Sun, May 12, priced at $117 found 5 days ago
Tue, May 21 - Fri, May 24
JFK
New York
SRQ
Sarasota
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, May 21 from New York to Sarasota, returning Fri, May 24, priced at $197 found 2 days ago

Top rated hotels for your Anna Maria Island vacation

Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort

3 out of 5
1301 Gulf Dr N, Bradenton Beach, FL
2.32 mi from city center
The price is $248 per night
$248
per night
May 6 - May 7
When you stay at Silver Surf Gulf Beach Resort in Bradenton Beach, you'll be by the ocean, within a 5-minute drive of Cortez Beach and Coquina 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
When you stay at Tortuga Inn Beach Resort in Bradenton Beach, you'll be near the beach, within a 5-minute drive of Cortez Beach and Coquina Beach.
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
6900 Gulf Dr, Holmes Beach, FL
0.87 mi from city center
The price is $395 per night
$395
per night
Apr 30 - May 1
When you stay at Bali Hai Beachfront Resort and Spa in Holmes Beach, you'll be on the beach, within a 10-minute drive of Anna Maria Beach and Bean Point 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.

^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.