Anna Maria Island Vacations 2026 from CA $555

Anna Maria Island flight + hotel packages

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

Mar Bay Motel &Suites

CA $555

per person

May 28 - May 31

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) 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.

The Avalon Club

CA $1,927

per person

Jun 25 - Jun 29

found 4 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Tampa (TPA)

Book a stay at this beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 are located nearby.

voco Sarasota by IHG

Central Sarasota

CA $602

per person

Jun 5 - Jun 8

found 2 days ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

Book a stay at this business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.

Arvilla

Sunshine Beach

CA $914

per person

May 29 - Jun 4

found 10 hours 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. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

Captiva Beach Resort

South Village

CA $753

per person

Jun 22 - Jun 25

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Top Anna Maria Island hotels deals

Bali Hai Beachfront Resort and Spa

6900 Gulf Dr Holmes Beach FL

CA $460

CA $582 total

Apr 16 - Apr 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 Bradenton Beach and Anna Maria Beach are located nearby.

On private beach

Pool

Pelican Post at Anna Maria Island Inn

202 1st St N Bradenton Beach FL

CA $312

CA $395 total

May 12 - May 13

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.

Pool

Hot tub

Tortuga Inn Beach Resort

1325 Gulf Drive North Bradenton Beach FL

Get rates

Book a stay at this beach hotel in Bradenton Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Coquina Beach and Bradenton Beach are located nearby.

Pool

Parking included

Seabreeze at Anna Maria Island Inn

2218 Gulf Drive N Bradenton Beach FL

CA $525

CA $665 total

Apr 20 - Apr 21

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.

Pet-friendly

Parking included

Anna Maria Beach Resort

6306 Gulf Dr Holmes Beach FL

CA $714

CA $904 total

May 16 - May 17

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.

Haley's at The Anna Maria Island Inn

8102 Gulf Drive Holmes Beach FL

CA $331

CA $420 total

May 12 - May 13

includes taxes & fees

Stay at this apartment in Holmes Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise 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.

Popular places to visit

Coquina Beach

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

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.

Cortez Beach

Why not spend a carefree afternoon at Cortez Beach during your travels in Bradenton Beach? Stroll along the seaside or experience the area's entertainment venues.

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 $555. 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.