Anna Maria Island Vacations 2026 from CA $1,132

Anna Maria Island flight + hotel packages

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

The Westin Sarasota

Central Sarasota

CA $1,132

per person

Jul 27 - Aug 3

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.

Cedar Cove Resort and Cottages

CA $1,588

per person

Jul 27 - Aug 3

found 1 day ago

Roundtrip flight included

Toronto (YYZ) 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 Bradenton Beach and Coquina Beach are located nearby.

The Avalon Club

CA $2,075

per person

Jul 5 - Jul 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) 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 Park are located nearby.

Stylish Treasure Island Escape

Sunshine Beach

CA $5,000

per person

Jul 27 - Jul 31

found 1 day ago

Roundtrip 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 Pass-a-Grille Beach are located nearby.

Captiva Beach Resort

South Village

CA $1,562

per person

Jul 27 - Aug 3

found 1 day ago

Roundtrip 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

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

The Retreat at Anna Maria Island Inn

2305 Gulf Dr N Bradenton Beach FL

CA $246

CA $312 total

May 26 - May 27

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.

Pool

Pet-friendly

Bali Hai Beachfront Resort and Spa

6900 Gulf Dr Holmes Beach FL

CA $438

CA $555 total

May 20 - May 21

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.

Pool

Spa

Anna Maria Beach Resort

6306 Gulf Dr Holmes Beach FL

CA $903

CA $1,142 total

May 25 - May 26

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.

On private beach

Pool

Pelican Post at Anna Maria Island Inn

202 1st St N Bradenton Beach FL

CA $329

CA $416 total

May 26 - May 27

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

Seabreeze at Anna Maria Island Inn

2218 Gulf Drive N Bradenton Beach FL

CA $387

CA $489 total

Jun 8 - Jun 9

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

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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

4.5/5(15 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.

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 $1,132. 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.