Anna Maria Island Vacations 2026 from CA $826

Anna Maria Island flight + hotel packages

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

Mar Bay Motel &Suites

CA $826

per person

Aug 20 - Aug 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Safety Harbor Waterfront Park are located nearby.

CW Hotel

CA $1,264

per person

Aug 18 - Aug 23

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.

Cedar Cove Resort and Cottages

CA $1,025

per person

Sep 24 - Sep 27

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.

Stylish Treasure Island Escape

Sunshine Beach

CA $4,692

per person

Aug 17 - Aug 21

found 20 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

Stay at this apartment in Treasure Island. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

The Marker

CA $1,720

per person

Aug 18 - Aug 23

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

Stay at this hotel in Clearwater Beach. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Clearwater Beach and Sand Key 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 $324

CA $411 total

Jul 19 - Jul 20

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 $292

CA $369 total

Jul 20 - Jul 21

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 $289

CA $365 total

Jul 16 - Jul 17

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.

Bali Hai Beachfront Resort and Spa

6900 Gulf Dr Holmes Beach FL

CA $669

CA $847 total

Aug 9 - Aug 10

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 $526

CA $665 total

Jul 19 - Jul 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.

Cedar Cove Resort and Cottages

2710 Gulf Drive N Holmes Beach FL

CA $281

CA $369 total

Aug 11 - Aug 12

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.

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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.

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)

Why not spend a carefree afternoon at Coquina Beach during your travels in Bradenton Beach? Wander the seaside or discover the area's sunsets.

See properties

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 $826. 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.