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.
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

4 out of 5
Downtown Tampa
Save 100% on your flight
per person
Jul 3 - Jul 7
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
Jul 9 - Jul 11
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
per person
Jul 9 - Jul 11
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Jul 3 - Jul 7
found 1 day 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
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
just found
Roundtrip non-stop flight included
Atlanta (ATL) to Sarasota (SRQ)
Sirata Beach Resort

Sirata Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 26
found 9 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Clearwater Beach Marriott Suites on Sand Key

Clearwater Beach Marriott Suites on Sand Key

4 out of 5
Sand Key
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
per person
Jul 3 - Jul 6
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
just found
Roundtrip non-stop flight included
Atlanta (ATL) to Sarasota (SRQ)
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
per person
Jul 12 - Jul 15
found 20 hours ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
Clearwater Beach Marriott Suites on Sand Key

Clearwater Beach Marriott Suites on Sand Key

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 6
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
per person
Jul 4 - Jul 7
just found
Roundtrip non-stop flight included
Atlanta (ATL) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

2 out of 5
per person
Jul 4 - Jul 7
just found
Roundtrip non-stop flight included
Atlanta (ATL) to Sarasota (SRQ)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
per person
Jul 19 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
per person
Jul 11 - Jul 14
found 12 hours ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
Sirata Beach Resort

Sirata Beach Resort

3 out of 5
per person
Jul 11 - Jul 14
found 12 hours ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
Lido Islander Inn

Lido Islander Inn

3 out of 5
per person
Jul 4 - Jul 7
just found
Roundtrip non-stop flight included
Atlanta (ATL) to Tampa (TPA)
voco Sarasota, an IHG Hotel

voco Sarasota, an IHG Hotel

3.5 out of 5
per person
Jul 4 - Jul 7
just found
Roundtrip non-stop flight included
Atlanta (ATL) to Tampa (TPA)
Courtyard by Marriott Clearwater Beach

Courtyard by Marriott Clearwater Beach

3 out of 5
per person
Jul 3 - Jul 6
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

4-night Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
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
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Jul 3 - Jul 7
found 1 day 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
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Sirata Beach Resort

Sirata Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Clearwater Beach Marriott Suites on Sand Key

Clearwater Beach Marriott Suites on Sand Key

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
RumFish Beach Resort by TradeWinds

RumFish Beach Resort by TradeWinds

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

3.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
La Quinta Inn & Suites by Wyndham Tampa Central

La Quinta Inn & Suites by Wyndham Tampa Central

2.5 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

5-night Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
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
Jul 10 - Jul 15
found 8 hours ago
Roundtrip non-stop flight included
Newark (EWR) 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
Jul 10 - Jul 15
found 8 hours ago
Roundtrip non-stop flight included
Newark (EWR) 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
Jul 10 - Jul 15
found 8 hours ago
Roundtrip non-stop 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
Jul 21 - Jul 26
found 9 hours ago
Roundtrip non-stop flight included
Newark (EWR) 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
Jul 10 - Jul 15
found 8 hours ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 26
found 9 hours ago
Roundtrip non-stop flight included
Newark (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
Jul 10 - Jul 15
found 8 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 26
found 9 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 26
found 9 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
The Pointe Condos by Barsala

The Pointe Condos by Barsala

4.5 out of 5
Save 100% on your flight
per person
Jul 10 - Jul 15
found 8 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 26
found 9 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 11
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)

6-7 night Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Save 100% on your flight
per person
Jul 5 - Jul 11
found 12 hours ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jul 5 - Jul 11
found 12 hours ago
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
Jul 15 - Jul 21
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to Sarasota (SRQ)
RumFish Beach Resort by TradeWinds

RumFish Beach Resort by TradeWinds

4 out of 5
Save 100% on your flight
per person
Jul 5 - Jul 11
found 12 hours ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Sirata Beach Resort

Sirata Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul 5 - Jul 11
found 12 hours ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
Save 100% on your flight
per person
Jul 7 - Jul 14
found 22 hours ago
Roundtrip flight included
Newark (EWR) to Sarasota (SRQ)
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Save 100% on your flight
per person
Jul 7 - Jul 14
found 22 hours ago
Roundtrip flight included
Newark (EWR) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

2 out of 5
Save 100% on your flight
per person
Jul 7 - Jul 14
found 22 hours ago
Roundtrip flight included
Newark (EWR) to Sarasota (SRQ)
The Cottages at Siesta Key

The Cottages at Siesta Key

2.5 out of 5
Save 100% on your flight
per person
Jul 7 - Jul 14
found 22 hours ago
Roundtrip flight included
Newark (EWR) to Sarasota (SRQ)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
per person
Jul 7 - Jul 14
found 22 hours ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Siesta Palms By the Beach

Siesta Palms By the Beach

3.5 out of 5
Save 100% on your flight
per person
Jul 7 - Jul 14
found 22 hours ago
Roundtrip flight included
Newark (EWR) to Sarasota (SRQ)
Hotel Haya

Hotel Haya

4 out of 5
Save 100% on your flight
per person
Jul 5 - Jul 11
found 12 hours ago
Roundtrip flight included
Newark (EWR) 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, Jul 30 - Sat, Aug 17
PHL
Philadelphia
SRQ
Sarasota
$89 Roundtrip, found 4 hours ago
$89
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Jul 30 from Philadelphia to Sarasota, returning Sat, Aug 17, priced at $89 found 4 hours ago
Sun, Jun 9 - Mon, Jun 10
EWR
Newark
SRQ
Sarasota
$145 Roundtrip, found 1 hour ago
$145
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Sun, Jun 9 from Newark to Sarasota, returning Mon, Jun 10, priced at $145 found 1 hour ago
Tue, Jun 11 - Fri, Jun 14
JFK
New York
SRQ
Sarasota
$167 Roundtrip, found 3 days ago
$167
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Jun 11 from New York to Sarasota, returning Fri, Jun 14, priced at $167 found 3 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 $234 per night
$234
per night
Jun 10 - Jun 11
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
Perfectly Located Home with Pool and Spa

Perfectly Located Home with Pool and Spa

1.91 mi from city center
Get rates
When you stay at this vacation home in Bradenton Beach, you'll be by the sea, a 3-minute drive from Cortez Beach and 6 minutes from Coquina Beach.
Pool
Pet friendly
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 $350 per night
$350
per night
Jun 26 - Jun 27
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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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.