Anna Maria Island Vacations 2025 from CA $528

Anna Maria Island flight + hotel packages

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

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

per person

May 17 - May 21

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

Book a stay at this business-friendly hotel in Oldsmar. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oldsmar Historical Society Museum and Oldsmar Flea Market are located nearby.

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Wesley Chapel South

per person

May 17 - May 21

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.

Ocean Club Treasure Island Hotel

Save 100% on your flight

per person

May 17 - May 21

found 13 hours ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

Stay at this 4-star 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.

Mar Bay Motel &Suites

Save 100% on your flight

per person

May 17 - May 21

found 13 hours ago

Roundtrip 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 Chi Chi Rodriguez Golf Club are located nearby.

The Avalon Club

Save 100% on your flight

per person

May 16 - May 19

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

Stay at this 4-star 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.

Top Anna Maria Island hotels deals

Anna Maria Beach Resort

6306 Gulf Dr, Holmes Beach, FL

CA $837

CA $1,060 total

includes taxes & fees

Apr 7 - Apr 8

Stay at this 3.5-star beach aparthotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Bradenton Beach and Anna Maria Beach are located nearby.

Pool

Hot tub

Bali Hai Beachfront Resort and Spa

6900 Gulf Dr, Holmes Beach, FL

CA $683

CA $865 total

includes taxes & fees

Apr 7 - Apr 8

Stay at this 3.5-star 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

Pelican Post at Anna Maria Island Inn

202 1st St N, Bradenton Beach, FL

CA $401

CA $508 total

includes taxes & fees

Apr 7 - Apr 8

Stay at this 3-star 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 Cortez Beach and Coquina Beach are located nearby.

Pool

Hot tub

Silver Surf Gulf Beach Resort

1301 Gulf Dr N, Bradenton Beach, FL

Get rates

Stay at this 3-star beach hotel in Bradenton Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cortez Beach and Coquina Beach are located nearby.

Pool

Breakfast included

Cedar Cove Resort and Cottages

2710 Gulf Drive N, Holmes Beach, FL

CA $613

CA $803 total

includes taxes & fees

Apr 7 - Apr 8

Stay at this 3-star beach hotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Bradenton Beach and Cortez Beach are located nearby.

Parking included

Free WiFi

Adorable Beach cottage just steps Bean Point beach!

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Stay at this vacation home in Anna Maria. Enjoy private pools, a water park, and balconies or patios. Popular attractions Bean Point Beach and Anna Maria Beach are located nearby.

Pool

Kitchen

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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.

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.

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.

Palmetto Avenue Beach

Why not spend a lazy afternoon at Palmetto Avenue Beach during your trip to Anna Maria? Wander the beaches or discover the area's sunrises.

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 $528. 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.