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.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
per person
Nov 24 - Nov 27
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto

DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto

4 out of 5
Save 100% on your flight
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Save 100% on your flight
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Courtyard by Marriott St. Petersburg Downtown

Courtyard by Marriott St. Petersburg Downtown

3 out of 5
Downtown St. Petersburg
Save 100% on your flight
per person
Dec 15 - Dec 20
found 3 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Element Tampa Midtown

Element Tampa Midtown

3 out of 5
Midtown Tampa
per person
Dec 15 - Dec 20
found 3 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)

3-night Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
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
Nov 24 - Nov 27
found 22 hours 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
Dec 12 - Dec 15
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

4 out of 5
Save 100% on your flight
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
per person
Dec 7 - Dec 10
just found
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
Barsala At The Wayland

Barsala At The Wayland

4 out of 5
Save 100% on your flight
per person
Dec 5 - Dec 8
found 21 hours ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
per person
Dec 12 - Dec 15
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Save 100% on your flight
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
per person
Nov 24 - Nov 27
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
per person
Dec 6 - Dec 9
found 22 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
per person
Dec 12 - Dec 15
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

4-night Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
SPOT X Hotel Tampa - Wesley Chapel by The Red Collection

SPOT X Hotel Tampa - Wesley Chapel by The Red Collection

3 out of 5
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

4 out of 5
Save 100% on your flight
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

3.5 out of 5
Save 100% on your flight
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto

DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto

4 out of 5
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
Legacy Vacation Resorts - Indian Shores

Legacy Vacation Resorts - Indian Shores

3 out of 5
per person
Nov 26 - Nov 30
found 3 hours ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
Holiday Inn Tampa Westshore - Airport Area, an IHG Hotel

Holiday Inn Tampa Westshore - Airport Area, an IHG Hotel

3 out of 5
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)

5-night Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
Element Tampa Midtown

Element Tampa Midtown

3 out of 5
per person
Dec 15 - Dec 20
found 3 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Save 100% on your flight
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
New York (JFK) 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
Nov 27 - Dec 2
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip flight included
New York (JFK) 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
Dec 15 - Dec 20
found 3 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto

DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto

4 out of 5
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Courtyard by Marriott St. Petersburg Downtown

Courtyard by Marriott St. Petersburg Downtown

3 out of 5
Save 100% on your flight
per person
Dec 15 - Dec 20
found 3 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites

3.5 out of 5
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Edge Hotel Clearwater Beach

Edge Hotel Clearwater Beach

3.5 out of 5
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)

6-7 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
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Nov 30 - Dec 7
found 12 hours ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (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
Nov 23 - Nov 30
found 1 day ago
Roundtrip flight included
New York (JFK) 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
Dec 14 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto

DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto

4 out of 5
Save 100% on your flight
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Save 100% on your flight
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Barsala at Champions Walk

Barsala at Champions Walk

4 out of 5
Save 100% on your flight
per person
Nov 26 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sarasota (SRQ)
Legacy Vacation Resorts - Indian Shores

Legacy Vacation Resorts - Indian Shores

3 out of 5
Save 100% on your flight
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
New York (JFK) 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.

Sun, Nov 3 - Fri, Nov 15
PHL
Philadelphia
SRQ
Sarasota
$73 Roundtrip, found 3 days ago
$73
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Nov 3 from Philadelphia to Sarasota, returning Fri, Nov 15, priced at $73 found 3 days ago
Thu, Oct 31 - Thu, Nov 7
MDW
Chicago
SRQ
Sarasota
$118 Roundtrip, found 6 days ago
$118
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Oct 31 from Chicago to Sarasota, returning Thu, Nov 7, priced at $118 found 6 days ago
Mon, Jan 20 - Fri, Jan 24
ORD
Chicago
SRQ
Sarasota
$120 Roundtrip, found 5 days ago
$120
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Jan 20 from Chicago to Sarasota, returning Fri, Jan 24, priced at $120 found 5 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
Get rates
When you stay at Silver Surf Gulf Beach Resort in Bradenton Beach, you'll be by the ocean, within a 15-minute drive of Coquina Beach and Anna Maria 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 15-minute drive of Coquina Beach and Anna Maria Beach.
Luxury home with Pool, Putting Green, Beach Bikes!

Luxury home with Pool, Putting Green, Beach Bikes!

1.91 mi from city center
Get rates
When you stay at this vacation home in Bradenton Beach, you'll be by the sea, within a 15-minute drive of Coquina Beach and Anna Maria Beach.
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.