Anna Maria Vacation Packages

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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.
Mar Bay Motel &Suites
The Avalon Club
The Residences at Siesta Key Beach by Hyatt Vacation Club
Casey Key Resorts - Beachfront
Plaza Beach Hotel Beachfront Resort

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January62.4°F (16.9°C)Light RainMostly SunnyAverageAverage
February64.8°F (18.2°C)No RainMostly SunnyAverageSlightly High
March67.8°F (19.9°C)No RainMostly SunnyAverageSlightly High
April73.0°F (22.8°C)Light RainSunnyAverageSlightly High
May77.5°F (25.3°C)Light RainMostly SunnyHighAverage
June81.7°F (27.6°C)Light RainMostly SunnyHighAverage
July83.1°F (28.4°C)Light RainMostly SunnyHighAverage
August83.7°F (28.7°C)Light RainMostly SunnyAverageAverage
September81.7°F (27.6°C)Light RainMostly SunnyAverageSlightly Low
October77.2°F (25.1°C)Light RainMostly SunnyLowSlightly Low
November70.5°F (21.4°C)Light RainMostly SunnyLowSlightly Low
December66.4°F (19.1°C)Light RainMostly SunnyLowAverage

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!

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

Anna Maria FL
9.8/10 Exceptional! (204 reviews)
The Ballyhoo was very clean and well stocked. We were delighted that we were a short walk from beach access to Bean Point beach which was beautiful. We appreciated our location and would stay here again.

Reviewed on Mar 9, 2026

The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

Anna Maria FL
10/10 Exceptional! (299 reviews)
Everything was Great!

Reviewed on Mar 3, 2026

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Duplex on North End of Anna Maria Island! With Pool and Grill

Duplex on North End of Anna Maria Island! With Pool and Grill

Anna Maria FL
9.2/10 Wonderful! (60 reviews)
My stay was exactly what I needed. The rental was perfect. Great location I was able to ride my bike easily to the beach , shopping & restaurants. The bed was very comfortable. Plenty of beach towels.

Reviewed on Mar 8, 2026

Duplex on North End of Anna Maria Island! With Pool and Grill
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.