Anna Maria Island Vacations 2026 from CA $567

Anna Maria Island flight + hotel packages

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

ChartHouse Clearwater Beach Marina Hotel

CA $567

per person

Sep 19 - Sep 21

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) 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.

The Avalon Club

CA $1,684

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

Stay at this aparthotel in Clearwater Beach. Enjoy a fitness center, parking (surcharge), and in-room massages. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.

Cedar Cove Resort and Cottages

CA $1,275

per person

Sep 28 - Oct 2

found 15 hours ago

Roundtrip non-stop flight included

Detroit (DTW) 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 Coquina Beach and Manatee Public Beach are located nearby.

Wyndham Grand Clearwater Beach

CA $1,225

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) 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.

Hibiscus Suites - Gateway to Siesta Key

CA $985

per person

Sep 25 - Oct 1

found 23 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. 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

Pelican Post at Anna Maria Island Inn

202 1st St N Bradenton Beach FL

CA $218

CA $276 total

Sep 8 - Sep 9

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 Cortez Beach are located nearby.

Pool

Hot tub

The Retreat at Anna Maria Island Inn

2305 Gulf Dr N Bradenton Beach FL

CA $194

CA $246 total

Sep 7 - Sep 8

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

Tropic Isle at Anna Maria Island Inn

101 22nd St Bradenton Beach FL

Free cancellation

Reserve now, pay when you stay

CA $271

CA $343 total

Sep 7 - Sep 8

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 Cortez Beach are located nearby.

Pool

Pet-friendly

Cedar Cove Resort and Cottages

2710 Gulf Drive N Holmes Beach FL

CA $405

CA $531 total

Sep 7 - Sep 8

includes taxes & fees

Parking included

Free WiFi

Bali Hai Beachfront Resort and Spa

6900 Gulf Dr Holmes Beach FL

CA $402

CA $509 total

Aug 31 - Sep 1

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

Seabreeze at Anna Maria Island Inn

2218 Gulf Drive N Bradenton Beach FL

CA $283

CA $359 total

Sep 8 - Sep 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 Coquina Beach and Cortez 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.

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 $567. 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.