Anna Maria Island Vacations 2026 from CA $1,090

Anna Maria Island flight + hotel packages

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

Cedar Cove Resort and Cottages

CA $1,090

per person

Oct 9 - Oct 13

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bean Point Beach and Anna Maria Beach are located nearby.

ChartHouse Clearwater Beach Marina Hotel

CA $1,136

per person

Sep 19 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

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

Ocean Club Treasure Island Hotel

Sunshine Beach

CA $1,478

per person

Sep 6 - Sep 13

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

Book a stay at this beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

CW Hotel

CA $1,367

per person

Sep 26 - Oct 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

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

Wyndham Grand Clearwater Beach

CA $1,971

per person

Aug 28 - Sep 4

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) 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 Clearwater Beach and Pier 60 Park are located nearby.

Top Anna Maria Island hotels deals

Tropic Isle at Anna Maria Island Inn

101 22nd St Bradenton Beach FL

Free cancellation

Reserve now, pay when you stay

CA $321

CA $407 total

Jul 21 - Jul 22

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 Bean Point Beach and Anna Maria Beach are located nearby.

The Retreat at Anna Maria Island Inn

2305 Gulf Dr N Bradenton Beach FL

CA $271

CA $342 total

Aug 18 - Aug 19

includes taxes & fees

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

Pelican Post at Anna Maria Island Inn

202 1st St N Bradenton Beach FL

CA $283

CA $359 total

Aug 18 - Aug 19

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 Bean Point Beach and Anna Maria Beach are located nearby.

Cedar Cove Resort and Cottages

2710 Gulf Drive N Holmes Beach FL

CA $382

CA $500 total

Aug 18 - Aug 19

includes taxes & fees

Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bean Point Beach and Anna Maria Beach are located nearby.

Bali Hai Beachfront Resort and Spa

6900 Gulf Dr Holmes Beach FL

CA $556

CA $703 total

Aug 16 - Aug 17

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 Bean Point Beach and Bradenton Beach are located nearby.

Anna Maria Beach Resort

6306 Gulf Dr Holmes Beach FL

CA $611

CA $773 total

Aug 19 - Aug 20

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 Anna Maria Beach and Bean Point 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 coastal beach with clear turquoise waters, a sandy shore, and a line of trees along the beachfront.

Coquina Beach

9.4/10 (818 reviews)

Nothing says vacation like spending a lazy day at Coquina Beach, a popular beach in Bradenton Beach. Wander the seaside or discover the area's sunsets.

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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 $1,090. 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.