Cheap Vacations in Anna Maria Island

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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
Save 100% on your flight
per person
Jun 6 - Jun 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
May 24 - May 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Bridgewalk A Landmark Resort

Bridgewalk A Landmark Resort

3.5 out of 5
per person
May 30 - Jun 2
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Fairfield Inn and Suites by Marriott Tampa Brandon

Fairfield Inn and Suites by Marriott Tampa Brandon

2.5 out of 5
per person
Jun 12 - Jun 15
found 1 hour ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
SpringHill Suites by Marriott Tampa North/I 75 Tampa Palms

SpringHill Suites by Marriott Tampa North/I 75 Tampa Palms

3 out of 5
per person
May 27 - May 30
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Best Western Wesley Chapel

Best Western Wesley Chapel

2.5 out of 5
per person
Jun 12 - Jun 15
found 1 hour ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Legacy Vacation Resorts - Indian Shores

Legacy Vacation Resorts - Indian Shores

3 out of 5
Save 100% on your flight
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
MainStay Suites Tampa Moffitt-USF

MainStay Suites Tampa Moffitt-USF

2.5 out of 5
per person
Jun 12 - Jun 15
found 1 hour ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Home2 Suites by Hilton Brandon Tampa, FL

Home2 Suites by Hilton Brandon Tampa, FL

3 out of 5
per person
Jun 12 - Jun 15
found 1 hour ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Home2 Suites by Hilton Nokomis Sarasota Casey Key

Home2 Suites by Hilton Nokomis Sarasota Casey Key

3 out of 5
per person
May 30 - Jun 2
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)

4-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
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 24 - May 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Last Hoorah

Last Hoorah

2.5 out of 5
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
May 23 - May 27
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Barsala at Champions Walk

Barsala at Champions Walk

4 out of 5
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Super 8 by Wyndham Bradenton Sarasota Area

Super 8 by Wyndham Bradenton Sarasota Area

2 out of 5
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Bay Breeze Inn Bradenton Downtown

Bay Breeze Inn Bradenton Downtown

2 out of 5
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Magnuson Hotel Bradenton

Magnuson Hotel Bradenton

2.5 out of 5
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Holiday Inn Express Venice by IHG

Holiday Inn Express Venice by IHG

2.5 out of 5
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Venice Beach Villas

Venice Beach Villas

3 out of 5
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)

5-night Anna Maria Island vacations

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

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 26 - May 31
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

2 out of 5
Save 100% on your flight
per person
May 29 - Jun 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Barsala at Champions Walk

Barsala at Champions Walk

4 out of 5
per person
May 21 - May 26
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Sarasota (SRQ)
Legacy Vacation Resorts - Indian Shores

Legacy Vacation Resorts - Indian Shores

3 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Shephard's Beach Resort

Shephard's Beach Resort

3.5 out of 5
Save 100% on your flight
per person
May 20 - May 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
per person
May 29 - Jun 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
Save 100% on your flight
per person
May 29 - Jun 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Lido Islander Inn

Lido Islander Inn

3 out of 5
Save 100% on your flight
per person
May 29 - Jun 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
per person
May 21 - May 26
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
Save 100% on your flight
per person
May 29 - Jun 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)

6-7 night Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
Venice Beach Villas

Venice Beach Villas

3 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 13
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
Jun 8 - Jun 14
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
Comfort Inn & Suites St. Pete - Clearwater International Airport

Comfort Inn & Suites St. Pete - Clearwater International Airport

2.5 out of 5
per person
Jun 8 - Jun 14
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
Bridgewalk A Landmark Resort

Bridgewalk A Landmark Resort

3.5 out of 5
Save 100% on your flight
per person
May 31 - Jun 6
found 9 hours ago
Roundtrip flight included
Minneapolis (MSP) to Sarasota (SRQ)
La Quinta Inn & Suites by Wyndham Clearwater South

La Quinta Inn & Suites by Wyndham Clearwater South

2.5 out of 5
per person
Jun 8 - Jun 14
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

2 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 7
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Blind Pass Resort Motel

Blind Pass Resort Motel

2 out of 5
per person
May 18 - May 24
just found
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
May 18 - May 24
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Ponce De Leon Hotel

Ponce De Leon Hotel

3 out of 5
per person
May 18 - May 24
just found
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
John's Pass Hotel

John's Pass Hotel

2 out of 5
Save 100% on your flight
per person
May 18 - May 24
just found
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
2 Bedroom Waterfront Pool Side!

2 Bedroom Waterfront Pool Side!

2 out of 5
per person
Jun 8 - Jun 14
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
Malibu Resort Motel

Malibu Resort Motel

2 out of 5
per person
May 18 - May 24
just found
Roundtrip flight included
Boston (BOS) 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.

Tue, Jun 17 - Tue, Jun 24
EWR
New York
SRQ
Sarasota
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select United flight, departing Tue, Jun 17 from New York to Sarasota, returning Tue, Jun 24, priced at $177 found 1 day ago
Mon, May 12 - Thu, May 22
BOS
Boston
SRQ
Sarasota
$179 Roundtrip, found 5 days ago
$179
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Mon, May 12 from Boston to Sarasota, returning Thu, May 22, priced at $179 found 5 days ago
Tue, Jun 17 - Sat, Jun 28
ATL
Atlanta
SRQ
Sarasota
$196 Roundtrip, found 4 days ago
$196
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Jun 17 from Atlanta to Sarasota, returning Sat, Jun 28, priced at $196 found 4 days ago

Top rated hotels for your Anna Maria Island vacation

Anna Maria Beach Resort

Anna Maria Beach Resort

3.5 out of 5
6306 Gulf Dr, Holmes Beach, FL
0.62 mi from city center
The price is $685 per night
$685
includes taxes & fees
$607 per night
Apr 21 - Apr 22
When you stay at Anna Maria Beach Resort in Holmes Beach, you'll be on the beach, within a 10-minute drive of Anna Maria Beach and Bean Point Beach.
Pool
Hot Tub
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 $655 per night
$655
includes taxes & fees
$580 per night
May 1 - May 2
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 Bean Point Beach and Anna Maria Beach.
Pool
Spa
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
The price is $372 per night
$372
includes taxes & fees
$329 per night
May 7 - May 8
When you stay at Pelican Post at Anna Maria Island Inn in Bradenton Beach, you'll be in the entertainment district, within a 5-minute drive of Cortez Beach and Coquina Beach.
Pool
Hot Tub
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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.