Anna Maria Island Vacations 2025/2026 from CA $986

Anna Maria Island flight + hotel packages

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

voco Sarasota by IHG

Central Sarasota

CA $986

per person

Oct 29 - Nov 5

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

Stay at this 3.5-star 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.

Ocean Club Treasure Island Hotel

CA $1,123

per person

Oct 25 - Nov 1

found 1 day ago

Roundtrip flight included

Toronto (YTO) 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.

FUSION Resort Waterfront Suites

CA $1,007

per person

Dec 1 - Dec 7

found 19 hours ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

Stay at this 3.5-star aparthotel in Treasure Island. Enjoy free WiFi, free parking, and a rooftop terrace. 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.

The Residences at Siesta Key Beach by Hyatt Vacation Club

CA $2,343

per person

Oct 29 - Nov 5

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Sarasota (SRQ)

Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free valet parking, and a beach locale. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

The Avalon Club

CA $1,377

per person

Oct 15 - Oct 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 Sand Key Park are located nearby.

Top Anna Maria Island hotels deals

Anna Maria Beach Resort

6306 Gulf Dr, Holmes Beach, FL

Get rates

Stay at this 3.5-star beach hotel 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 Anna Maria Beach and Bean Point Beach are located nearby.

Pool

Hot tub

Bali Hai Beachfront Resort and Spa

6900 Gulf Dr, Holmes Beach, FL

Get rates

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 Anna Maria Beach and Bean Point Beach are located nearby.

Pool

Spa

Pelican Post at Anna Maria Island Inn

202 1st St N, Bradenton Beach, FL

Get rates

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 Coquina Beach and Bean Point Beach are located nearby.

Pool

Hot tub

Seabreeze at Anna Maria Island Inn

2218 Gulf Drive N, Bradenton Beach, FL

Get rates

Stay at this 3-star beach apartment in Bradenton Beach. Enjoy free WiFi, free parking, and a private beach. Popular attractions Coquina Beach and Bean Point Beach are located nearby.

Pool

Pet-friendly

Seaside at Anna Maria Island Inn

2200 Gulf Dr N, Bradenton Beach, FL

Free cancellation

Reserve now, pay when you stay

Get rates

Book a stay at this beach hotel in Bradenton Beach. Enjoy a beach locale, daily housekeeping, and cable TV channels. Popular attractions Coquina Beach and Bean Point Beach are located nearby.

Pool

Free WiFi

The Retreat at Anna Maria Island Inn

2305 Gulf Dr N, Bradenton Beach, FL

Get rates

Stay at this hotel in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Coquina Beach and Bean Point Beach are located nearby.

Pool

Pet-friendly

Don't see what you're looking for?

See all available properties in Anna Maria Island

View all properties

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 $986. 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.