Anna Maria Island Vacations 2026 from CA $1,313

Anna Maria Island flight + hotel packages

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

ChartHouse Clearwater Beach Marina Hotel

Save 100% on your flight

CA $1,313

per person

Jan 19 - Jan 26

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Tampa (TPA)

Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.

Wyndham Grand Clearwater Beach

Save 100% on your flight

CA $1,468

per person

Jan 19 - Jan 26

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Tampa (TPA)

Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.

Saddlebrook Resort

Wesley Chapel South

CA $1,726

per person

Jan 12 - Jan 17

found 22 hours ago

Roundtrip flight included

Montreal (YUL) to Tampa (TPA)

Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.

CW Resort

CA $1,452

per person

Dec 27 - Dec 30

found 16 hours ago

Roundtrip flight included

Detroit (DTT) to Tampa (TPA)

Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.

Innisbrook Resort

CA $1,937

per person

Dec 26 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Tampa (TPA)

Book a stay at this spa resort in Palm Harbor. Enjoy free WiFi, 6 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Innisbrook Golf Club and Leepa-Rattner Museum of Art are located nearby.

Top Anna Maria Island hotels deals

The Retreat at Anna Maria Island Inn

2305 Gulf Dr N Bradenton Beach FL

CA $188

CA $238 total

Nov 16 - Nov 17

includes taxes & fees

Stay at this hotel in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Bradenton Beach and Coquina Beach are located nearby.

Bali Hai Beachfront Resort and Spa

6900 Gulf Dr Holmes Beach FL

CA $301

CA $381 total

Nov 17 - Nov 18

includes taxes & fees

Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bradenton Beach and Anna Maria Beach are located nearby.

Seabreeze at Anna Maria Island Inn

2218 Gulf Drive N Bradenton Beach FL

CA $230

CA $291 total

Dec 1 - Dec 2

includes taxes & fees

Book a stay at this beach apartment in Bradenton Beach. Enjoy free WiFi, free parking, and a private beach. Popular attractions Bradenton Beach and Coquina Beach are located nearby.

Tropic Isle at Anna Maria Island Inn

101 22nd St Bradenton Beach FL

Free cancellation

Reserve now, pay when you stay

CA $220

CA $279 total

Nov 30 - Dec 1

includes taxes & fees

Stay at this hotel in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and Bradenton Beach are located nearby.

Pelican Post at Anna Maria Island Inn

202 1st St N Bradenton Beach FL

CA $204

CA $259 total

Dec 9 - Dec 10

includes taxes & fees

Stay at this apartment in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Coquina Beach and Bradenton Beach are located nearby.

Anna Maria Beach Resort

6306 Gulf Dr Holmes Beach FL

CA $449

CA $569 total

Dec 12 - Dec 13

includes taxes & fees

Book a stay at this beach hotel in Holmes Beach. Enjoy free WiFi, free parking, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Bradenton Beach and Anna Maria Beach are located nearby.

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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.

Stay near popular Anna Maria Island attractions

A sunset over a grassy field with a path leading to the water.

Bean Point Beach

10.0/10 (1 review)

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.

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Frequently asked questions

How much are vacation packages to Anna Maria Island?

Splash out on a one-of-a-kind experience in Anna Maria Island with a vacation package starting at CA $1,313. Reserving your flights, hotels and tours through Travelocity has never been easier. And even better, our great deals will leave you with extra cash for fun activities.

Where can I get the best vacation package deals for Anna Maria Island?

You can lock in terrific Anna Maria Island package deals with Travelocity. Mix and match from 400 air carriers and 1,000,000 properties worldwide and turn your travel dreams into reality.

Why should I purchase my Anna Maria Island vacation package via Travelocity?

With our Price Match Guarantee, we'll match any lower price you can find. Add to that our 24/7 customer support and high-quality service and the vacation of your dreams is well within reach.

Will I save money on my Anna Maria Island car rental if I bundle it with hotels and flights?

Combining your bookings into an Anna Maria Island vacation package will save you a tidy sum. You can combine a car and flight; a flight, hotel and car; or a car and hotel. There's no better way to explore the greater Anna Maria Island area than with your own rental car. You can also add tours and experiences to your Travelocity package.