Anna Maria Holidays from £995

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Your Anna Maria Holiday

Say farewell to planning hassles and hello to a Anna Maria holiday package. With everything organised 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 holiday is just a few clicks away with Expedia.

Top Anna Maria Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Barrymore Hotel Tampa Riverwalk
Wyndham Grand Clearwater Beach
ChartHouse Clearwater Beach Marina Hotel
Landing Tampa Westshore
Landing Apartments near Sun City Center and Riverview

Things to do in and around Anna Maria

Anna Maria is perfect for a beach getaway, offering stunning scenery and outdoor activities. Visitors can enjoy sailing, spend delightful beach days, and explore Adventure Island. Don't miss the island trolley for a unique way to see the sights, and indulge in fun at the water slides. With lovely resorts and recreational areas, shopping also adds to the charm of this picturesque destination.

Shopping

For a delightful shopping experience, visit West Coast Surf Shop, a mere 4.8km away, for beachwear and gifts. Bridge Street, 8.0km away, offers charming boutiques. If you're up for a drive, Ellenton Premium Outlets, located 22.5km away, features numerous brand-name stores and entertainment options.

Recreation

Experience the invigorating atmosphere at IMG Bollettieri Tennis Academy, where sports enthusiasts can engage in world-class tennis training just 16.1km from Anna Maria. Alternatively, immerse yourself in the cultural ambience of Island Players theatre, offering a delightful blend of romance and entertainment right in Anna Maria.

Adventure

Experience the thrill of paddleboarding at AMI Paddleboard Adventures, located 4.8km from Anna Maria, where you can enjoy the open waters. For underwater excitement, dive with Blue Water Explorers, 8.0km away. For karting enthusiasts, Andersen Race Park, 14.8km from Anna Maria, offers exhilarating races.

Nightlife

In Anna Maria, enjoy a relaxed nightlife with charming beachfront bars and intimate restaurants. Visit the Anna Maria Island Pier for stunning sunset views, or head to local hotspots like The Sandbar and The Beach House for live music and cocktails, creating a laid-back yet vibrant evening atmosphere.

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

Find the best attractions near Anna Maria

Anna Maria, Florida, offers a delightful blend of beach, scenic beauty, and outdoor activities, making it perfect for a relaxing getaway. Explore the stunning Anna Maria Island beaches, immerse yourself in local culture at nearby museums, or enjoy the marina's charm. Whether you're seeking sun-soaked shores or historical experiences, Anna Maria caters to every traveler's interests and promises a memorable holiday.

  • Anna Maria Beach: Experience the serene beauty of Anna Maria Beach, situated a mere 1.1km from the town. With its soft sands and gentle waves, it offers the perfect setting for relaxation and sunbathing, embodying quintessential beach vibes.
  • IMG Academy: Located 16.1km from Anna Maria, IMG Academy is renowned for its elite sports training and educational programmes. Visitors can explore the state-of-the-art facilities and possibly catch a glimpse of aspiring athletes honing their skills.
  • Anna Maria Sound: Just 6.4km away, Anna Maria Sound is a picturesque harbour boasting stunning scenery and beach vibes. Ideal for boating, fishing, or simply enjoying the breathtaking views, it’s a tranquil escape in nature.

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

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Anna Maria during the low season (September to November) for more affordable options.
  • 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 Holiday

Listen to the soothing sound of waves lapping at the shore and stroll by the shimmering waters during your Anna Maria holiday. If you're craving some time out, a trip to Anna Maria is just what the doctor ordered. We have plenty of Anna Maria holiday deals to select from. Snap one up near Bay Boulevard Beach, just 0.4 miles from the city centre, and live out your holiday fantasies without blowing your budget.

Things You Should Know About Anna Maria

  • If your idea of the perfect holiday is ocean breezes and sparking water views, check out our Anna Maria beach hotels. You'll forget the headaches of daily life at these perfectly located retreats.
  • Whatever your budget or style, you'll find the perfect place to stay for your holiday in Anna Maria. Why not check out some private holiday homes, like Cherryfish and Mintfish? They're popular with travellers of all types.
  • Anna Maria has a population of about 1,650 people. Why not head out and introduce yourself to one or two of them? It's a great way to pick up a little local knowledge! Also look up our Anna Maria things to do page.
  • After you've made some great savings by booking an Anna Maria holiday package, you can indulge in some unforgettable travel experiences. Island Players, Bayfront Park and Anna Maria Island Museum and Historical Park are a few attractions that should be on your itinerary.

Anna Maria Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Sarasota-Bradenton Intl. Airport (SRQ)
Population
1,650
Max Temp Winter
21ºC
Max Temp Summer
32ºC
Top Sights
Coquina Beach, Anna Maria Beach and Cortez Beach

Top hotels in Anna Maria

MAY, JUNE SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog

MAY, JUNE SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog

Anna Maria FL
The price is £774 per night from 22 Jun to 23 Jun
£774
22 Jun - 23 Jun
includes taxes & fees
9.6/10 Exceptional! (199 reviews)
"Everything was great just me and the wife so it was more then we needed but loved our stay."

Reviewed on 19 May 2026

MAY, JUNE SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog
Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!

Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!

Anna Maria FL
The price is £636 per night from 9 Jun to 10 Jun
£636
9 Jun - 10 Jun
includes taxes & fees
9.8/10 Exceptional! (192 reviews)
"This place is amazing! We honestly couldn’t have asked for better accommodations. It was our first time to AMI and this place felt just like home. It has every single thing you could ever need. Having the bikes and beach equipment available was just icing on the cake. I would highly recommend staying ..."

Reviewed on 28 Apr 2026

Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!
The Wee Cottage | House in Anna Maria

The Wee Cottage | House in Anna Maria

Anna Maria FL
8.2/10 Very Good! (34 reviews)
"We had a great stay!"

Reviewed on 24 Apr 2026

The Wee Cottage | House 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.

What to do in Anna Maria

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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. Flight-inclusive packages are ATOL protected.