Anna Maria Vacation Packages

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Your Anna Maria Vacation

Say farewell to planning hassles and hello to a Anna Maria vacation package. With everything organized before you go, you can focus on discovering every inch of this city, starting with Village of the Arts, which is good for cafes, shopping and history. Anna Maria Beach, Cortez Beach and Bean Point Beach are just a few of the attractions worth checking out during your trip to Anna Maria. Don't put off visiting this destination any longer. The perfect Anna Maria vacation is just a few clicks away with Expedia.

Top Anna Maria Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Clearwater Suites

Clearwater Suites

2.5 out of 5
Price was CA $716, price is now CA $423 per person
CA $423
per person
Oct 2 - Oct 5
found 3 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.8/10 Excellent! (19 reviews)
Super convenient, clean, and right across the street from the beach. Staff was very friendly

Reviewed on Aug. 25, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Price was CA $1,430, price is now CA $856 per person
CA $856
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.6/10 Exceptional! (609 reviews)
looked brand new, absolutely beautiful inside As soon as you open the door, you can see down the hallway of a view of the Gulf. You are truly renting a 2bedroom, 2bath condo with a full kitchen and full size washer and dryer...everything you would need!

Reviewed on Aug. 29, 2025

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $1,798, price is now CA $1,104 per person
CA $1,104
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.4/10 Exceptional! (445 reviews)
Excellent place no word to explain how perfect everything was. We definitely go there from now on

Reviewed on Aug. 24, 2025

The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Price was CA $2,301, price is now CA $1,421 per person
CA $1,421
per person
Nov 1 - Nov 8
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9/10 Wonderful! (1,061 reviews)
It was very noisy. Inside, toilets, doors & cleaning staff. Outside, basic traffic, green car every night

Reviewed on Aug. 29, 2025

Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Price was CA $1,616, price is now CA $1,005 per person
CA $1,005
per person
Nov 1 - Nov 8
just found
Roundtrip non-stop flight included
Montreal (YUL) to Tampa (TPA)
8.2/10 Very Good! (1,010 reviews)
Enjoyed my stay there

Reviewed on Aug. 27, 2025

Anna Maria Beach Vacation

The smell of fresh sea air and beautiful coastal views are just the start of things you can look forward to on your Anna Maria vacation. If you want to save on your trip to Anna Maria, here's a tip — book one of our Anna Maria vacation deals. Lock in one near Palmetto Avenue Beach, only 0.97 kilometres from the centre of town and a must-do while here. Alternatively, pick a package that puts you close to Bay Boulevard Beach, another stunning coastline. Either way, you'll be left with extra money in your budget to have fun with.

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Anna Maria Hotel Deals

Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!

Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!

Anna Maria
The price is CA $557 per night from Sep 7 to Sep 8
CA $557
CA $1,829 total
Sep 7 - Sep 8
includes taxes & fees
Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

Anna Maria
Get rates
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes

Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes

Anna Maria
Get rates
Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes
See all 924 properties in Anna Maria
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Anna Maria

Bean Point Beach

If a restful vacation is part of your travel plans, Bean Point Beach might be the perfect place to seek out during your trip to Anna Maria. Take in the museums and sunsets in the area.

Bean Point Beach

What to do in Anna Maria

Anna Maria Island and Bradenton: Sunset Kayak Dolphin Tour

Anna Maria Island and Bradenton: Sunset Kayak Dolphin Tour

CA $83
per adult
90% of travellers recommend
Anna Maria Island and Bradenton: Sunset Kayak Dolphin Tour
Shared 2 Hours Dolphin Watch Cruise with Snorkeling to Shell Key

Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key

CA $103
per adult
88% of travellers recommend
Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

CA $76
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
See all activities in Anna Maria
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.