Rent a ride

Anna Maria Island vacations

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
May 18 - May 22
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Belle Vista
Save 100% on your flight
per person
May 18 - May 22
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Belle Vista
Save 100% on your flight
per person
May 18 - May 22
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
Wesley Chapel South
Save 100% on your flight
per person
May 22 - May 28
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
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
Downtown Tampa
Save 100% on your flight
per person
May 22 - May 28
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
Jun 6 - Jun 10
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
May 26 - May 31
Roundtrip non-stop flight included
Columbus (CMH) to Sarasota (SRQ)
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 10
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Treasure Bay Resort & Marina

Treasure Bay Resort & Marina

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip non-stop flight included
Columbus (CMH) 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)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 10
Roundtrip flight included
Newark (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
per person
Jun 7 - Jun 10
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 10
Roundtrip flight included
Newark (EWR) 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)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 10
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
per person
Jun 7 - Jun 10
Roundtrip flight included
Newark (EWR) 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)
Beach House Suites by the Don CeSar

Beach House Suites by the Don CeSar

3 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 10
Roundtrip flight included
Newark (EWR) 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)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
May 18 - May 22
Roundtrip flight included
Denver (DEN) 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
per person
May 18 - May 22
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Save 100% on your flight
per person
May 18 - May 22
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 10
Roundtrip flight included
Denver (DEN) 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 10
Roundtrip flight included
Denver (DEN) 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
Jun 6 - Jun 10
Roundtrip flight included
Denver (DEN) 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)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Jun 5 - Jun 9
Roundtrip non-stop flight included
Newark (EWR) to Sarasota (SRQ)
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
May 27 - Jun 1
Roundtrip flight included
Newark (EWR) 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)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
May 26 - May 31
Roundtrip non-stop flight included
Columbus (CMH) to Sarasota (SRQ)
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)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
May 28 - Jun 2
Roundtrip non-stop flight included
Kansas City (MCI) 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)
Prices and availability subject to change. Additional terms may apply.

6-7 night Anna Maria Island vacations

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Jun 8 - Jun 14
Roundtrip non-stop flight included
Kansas City (MCI) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
May 22 - May 28
Roundtrip non-stop 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
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)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
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 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 8 - Jun 14
Roundtrip non-stop flight included
Kansas City (MCI) 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)
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)
Treasure Bay Resort & Marina

Treasure Bay Resort & Marina

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip non-stop flight included
Columbus (CMH) 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 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
Save 100% on your flight
per person
May 22 - May 28
Roundtrip flight included
Baltimore (BWI) 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 4 days ago
$68
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, May 6 from Philadelphia to Sarasota, returning Thu, May 9, priced at $68 found 4 days ago
Mon, Apr 29 - Sun, May 12
BOS
Boston
SRQ
Sarasota
$117 Roundtrip, found 4 days ago
$117
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Apr 29 from Boston to Sarasota, returning Sun, May 12, priced at $117 found 4 days ago
Tue, May 21 - Fri, May 24
JFK
New York
SRQ
Sarasota
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, May 21 from New York to Sarasota, returning Fri, May 24, priced at $197 found 1 day 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 $254 per night
$254
per night
Apr 25 - Apr 26
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.
Pool
Breakfast included
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.
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
0.87 mi from city center
The price is $360 per night
$360
per night
May 9 - May 10
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.
Pool
Pet friendly
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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.