Your Anna Maria Vacation

Say farewell to planning hassles and hello to a Anna Maria vacation package. With everything organized before you go, you can focus on discovering every inch of this city, starting with Village of the Arts, which is good for cafes, shopping and history. Anna Maria Beach, Cortez Beach and Bean Point Beach are just a few of the attractions worth checking out during your trip to Anna Maria. Don't put off visiting this destination any longer. The perfect Anna Maria vacation is just a few clicks away with Expedia.

Top Anna Maria Vacation Deals

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

voco Sarasota by IHG

Central Sarasota

CA $801

per person

May 10 - May 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.2/10 Wonderful! (1,001 reviews)

The ladies at the front desk were super! Tiffany & Julie ❣️ Housekeeping was wonderful. The hotel was nice, bed was comfortable, location was convenient. Shuttle a plus although I wish they had offered initially to pick us up from the airport we Ubered not knowing. The keys kept getting deactivated multiple times which was a bit annoying. Probably 4x and we were here less than a week. Beach items were very poorly kept, chairs rusty, broken, umbrellas the same. Wish they had a better selection and beach wagons would be amazing to put it all in. Wish there was more staff at the restaurant/bar area. Overall great stay!

Reviewed on Feb 19, 2026

Captiva Beach Resort

South Village

CA $1,016

per person

May 10 - May 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Sarasota (SRQ)

9/10 Wonderful! (1,156 reviews)

Upon arriving at the resort, found this place to be charming. Our room had a kitchenette with small dining table and 4 chairs, 2 queen beds - which were very comfortable and a nice bathroom. The court yard was lovely! The pool was nice as well! Beach access about a 3-4 minute walk away from the resort. Lastly, I want to give a shoutout to the staff in the office. They could not have been nicer! Plan on booking another stay at Captive Beach resort next year.

Reviewed on Feb 21, 2026

Cedar Cove Resort and Cottages

CA $2,312

per person

Apr 18 - Apr 25

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Sarasota (SRQ)

9.2/10 Wonderful! (480 reviews)

Everything was perfect cant wait to go back

Reviewed on Feb 10, 2026

FUSION Resort Waterfront Suites

CA $1,902

per person

Apr 14 - Apr 21

found 16 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Tampa (TPA)

9.2/10 Wonderful! (1,097 reviews)

Overall it was a good

Reviewed on Feb 17, 2026

Mar Bay Motel &Suites

CA $809

per person

Mar 26 - Mar 31

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

8.6/10 Excellent! (60 reviews)

Older property but very well maintained. It was clean and had everything we needed for our stay. Great communication with the host.

Reviewed on Feb 10, 2026

Things to do in and around Anna Maria

Anna Maria, Florida, is perfect for beach lovers and outdoor enthusiasts. Visitors can enjoy a range of activities, including access to beautiful beaches, exciting dolphin cruises, and golf vacations. The area also offers a resort atmosphere and recreational spaces, along with shopping at local centres. Whether you're planning a day trip or seeking a relaxing getaway, Anna Maria has something for everyone, making it an ideal destination for a memorable vacation.

Shopping

For a unique shopping experience in Anna Maria, visit the West Coast Surf Shop, only 4.8km away, for beach gear and surfwear. The Bridge Street shopping area, 8.0km away, offers family-friendly shops. If you're up for a drive, check out the Red Barn Flea Market Plaza, located 17.7km away.

Recreation

At the Aluna Wellness Center & Spa, indulge in rejuvenating treatments that promote relaxation and well-being, just 6.4km from Anna Maria. Enjoy a cultural night at the Island Players theatre, offering entertainment for the whole family, while the IMG Bollettieri Tennis Academy provides an active retreat for sports enthusiasts, located 16.1km away.

Adventure

Experience thrilling paddleboarding at AMI Paddleboard Adventures, located 4.8km from Anna Maria, where you can enjoy the beautiful waters. Explore the underwater wonders with Blue Water Explorers, 8.0km away, or race at Andersen Race Park, a karting venue 14.8km from Anna Maria for an adrenaline rush.

Nightlife

Experience Anna Maria's vibrant nightlife at local favourites like The Waterfront Restaurant for live music and cocktails, or head to the Anna Maria Island Beach Cafe for a laid-back atmosphere. Enjoy a beachfront sunset while sipping drinks, and explore charming bars for a true island vibe.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Anna Maria

Anna Maria, Florida, is perfect for a beach and outdoor getaway, offering stunning scenery and cultural experiences. Popular attractions include the beautiful Anna Maria Beach and local history museums, as well as marinas for water activities. Whether you're looking to relax on the beach or explore the island's rich history, Anna Maria caters to all types of travellers seeking a memorable vacation.

Bean Point Beach: Experience the serene beauty of Bean Point Beach, a picturesque cape offering stunning views and a tranquil atmosphere. With its soft sands and gentle waves, it’s the perfect spot to relax and soak up the sun.
Bradenton Beach: Located a mere 1.3km from Anna Maria, Bradenton Beach boasts vibrant beach vibes and a lively atmosphere. Enjoy water activities, beachside dining, and beautiful sunsets that create unforgettable memories.
IMG Academy: Situated 16.1km away, IMG Academy is renowned for its sports training facilities. Explore the impressive campus, where aspiring athletes hone their skills, and perhaps catch a glimpse of future sports stars in action.

Best time to go to Anna Maria

The best time to visit Anna Maria can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Anna Maria falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Anna Maria falls in January, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	62.4°F (16.9°C)	Light Rain	Mostly Sunny	Average	Average
February	64.8°F (18.2°C)	No Rain	Mostly Sunny	Average	Slightly High
March	67.8°F (19.9°C)	No Rain	Mostly Sunny	Average	Slightly High
April	73.0°F (22.8°C)	Light Rain	Sunny	Average	Slightly High
May	77.5°F (25.3°C)	Light Rain	Mostly Sunny	High	Average
June	81.7°F (27.6°C)	Light Rain	Mostly Sunny	High	Average
July	83.1°F (28.4°C)	Light Rain	Mostly Sunny	High	Average
August	83.7°F (28.7°C)	Light Rain	Mostly Sunny	Average	Average
September	81.7°F (27.6°C)	Light Rain	Mostly Sunny	Average	Slightly Low
October	77.2°F (25.1°C)	Light Rain	Mostly Sunny	Low	Slightly Low
November	70.5°F (21.4°C)	Light Rain	Mostly Sunny	Low	Slightly Low
December	66.4°F (19.1°C)	Light Rain	Mostly Sunny	Low	Average

Tips to save on your trip to Anna Maria

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Anna Maria.
Consider traveling during the off-peak season (typically September to November) for more affordable package holidays to Anna Maria.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Anna Maria Beach Vacation

The smell of fresh sea air and beautiful coastal views are just the start of things you can look forward to on your Anna Maria vacation. If you want to save on your trip to Anna Maria, here's a tip — book one of our Anna Maria vacation deals. Lock in one near Palmetto Avenue Beach, only 0.97 kilometres from the centre of town and a must-do while here. Alternatively, pick a package that puts you close to Bay Boulevard Beach, another stunning coastline. Either way, you'll be left with extra money in your budget to have fun with.

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Anna Maria Hotel Deals

The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!

Anna Maria FL

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Love Shack on the Water Most desirable location on AMI

Anna Maria FL

10/10 Exceptional! (45 reviews)

We had a wonderful time and your place is lovely and in the most perfect location with a nice walk to the Gulf and easy steps to see the sun rise on the Bay.

Reviewed on Feb 9, 2026

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Felicity: Luxury Bayfront Home, Heated Pool, Hot tub and more!

Anna Maria Florida

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See all 882 properties in Anna Maria

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.