Anna Maria Island Holidays

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Top Flight + Hotel Deals in Anna Maria Island

Price found within the past 48 hours. Click for updated prices.
Royal North Beach All Suites
CW Hotel
Wyndham Grand Clearwater Beach
The Avalon Club
Pelican Pointe Clearwater Beach Hotel

Where to stay in Anna Maria Island

Find the best Anna Maria Island areas and neighborhoods for the activities you enjoy most. Learn more about Anna Maria Island

Things to do near Anna Maria Island

Anna Maria Island is perfect for a family vacation, offering stunning beaches and outdoor activities. Visitors can enjoy sailing, boat trips, and exhilarating segway rides. The island also has recreational areas and shopping centres, making it an ideal spot for relaxation and adventure. Don't miss the chance to explore the beauty of Anna Maria Island during your holiday.

Shopping

For unique gifts and souvenirs on Anna Maria Island, visit the West Coast Surf Shop, located 966m away, offering a variety of beach-themed items. For a broader selection, head to Bridge Street, 4.8km away, or the Ellenton Premium Outlets, 14.8km away, featuring numerous shops and entertainment options.

Recreation

At River Strand Golf and Country Club, enjoy a round of golf amidst lush landscapes and invigorating outdoor vibes. For a cultural experience, catch a performance at Sarasota Ballet, where romance and entertainment unite. LECOM Park offers thrilling sports events, perfect for enthusiasts seeking an energetic atmosphere.

Adventure

Experience the thrill of AMI Paddleboard Adventures, located 966m from Anna Maria Island, where you can enjoy water sports amidst beautiful surroundings. For an underwater exploration, visit Blue Water Explorers, 4.8km away, and discover vibrant marine life. Families can enjoy fun at Astro Skate and Fun Center, situated 16.1km away.

Nightlife

The nightlife on Anna Maria Island is charming and relaxed. Enjoy a sunset cocktail at the Sandbar Restaurant, or head to the Blue Marlin for live music and fresh seafood. The local pubs offer a warm atmosphere, perfect for mingling with friendly locals and fellow tourists alike.

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

Find the best attractions near Anna Maria Island

Anna Maria Island in Florida is perfect for family vacations, offering stunning beaches and a variety of outdoor activities. Explore the beautiful Anna Maria Public Beach, discover local history at museums, or enjoy the marina. This charming island is ideal for those seeking a blend of beach relaxation and cultural experiences, making it a delightful destination for tourists.

  • Anna Maria Beach: A stunning stretch of soft white sand, Anna Maria Beach is perfect for relaxation and sunbathing. With its calm turquoise waters, it's ideal for swimming and family-friendly activities. The laid-back atmosphere invites you to unwind while enjoying breathtaking sunsets.
  • Bean Point Beach: Known for its picturesque scenery, Bean Point Beach offers a more secluded experience. This cape boasts tranquil beach vibes and stunning views of the Gulf, making it a perfect spot for nature lovers and those seeking a peaceful escape.
  • Sunshine Skyway Bridge: An iconic modern bridge, the Sunshine Skyway Bridge captures city vibes while providing breathtaking panoramic views. Spanning over the bay, it’s a marvel of engineering and a must-see for those wanting to experience the beauty of Florida's coastal landscape.

Best time to go to Anna Maria Island

The best time to visit Anna Maria Island is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January62.4°F (16.900000000000002°C)Light RainMostly SunnyAverageAverage
February64.8°F (18.2°C)No RainMostly SunnyAverageSlightly High
March67.8°F (19.9°C)No RainMostly SunnyModerately HighSlightly High
April73.0°F (22.8°C)Light RainSunnyAverageSlightly High
May77.5°F (25.3°C)Light RainMostly SunnyAverageAverage
June81.7°F (27.6°C)Light RainMostly SunnyModerately HighAverage
July83.1°F (28.4°C)Light RainMostly SunnyModerately HighAverage
August83.7°F (28.700000000000003°C)Light RainMostly SunnyAverageAverage
September81.7°F (27.6°C)Light RainMostly SunnyAverageSlightly Low
October77.2°F (25.1°C)Light RainMostly SunnyModerately LowSlightly Low
November70.5°F (21.4°C)Light RainMostly SunnyModerately LowSlightly Low
December66.4°F (19.1°C)Light RainMostly SunnyModerately LowAverage

Tips to save on your trip to Anna Maria Island

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Anna Maria Island 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.

Top hotels in Anna Maria Island

Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn

4 out of 5
101 22nd St Bradenton Beach FL
Fully refundableReserve now, pay when you stay
The price is €265 per night from 20 Aug to 21 Aug
€265
20 Aug - 21 Aug
includes taxes & fees
Tropic Isle at Anna Maria Island Inn
The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn

2 out of 5
2305 Gulf Dr N Bradenton Beach FL
The price is €214 per night from 18 Aug to 19 Aug
€214
18 Aug - 19 Aug
includes taxes & fees
The Retreat at Anna Maria Island Inn
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3.5 out of 5
202 1st St N Bradenton Beach FL
The price is €249 per night from 18 Aug to 19 Aug
€249
18 Aug - 19 Aug
includes taxes & fees
9.2/10 Wonderful! (434 reviews)
"I stayed 4 days with my family, and it was an unforgettable experience, the room super clean, the housekeeping staff very attentive, good location for the beach and restaurants, I will return soon, I recommend it 100%"

Reviewed on 19 Jul 2026

Pelican Post at Anna Maria Island Inn
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.

Stay near popular Anna Maria Island attractions

What to do in Anna Maria Island

Frequently asked questions

How much does an Anna Maria Island holiday package cost?
Get ready to book, because a trip to Anna Maria Island starts from just €554. When you combine your hotels, flights and car rentals into a travel package, you'll score the best prices.
How do I get a cheap travel package to Anna Maria Island?
It's easy. Just bundle everything together. Flights, hotels and rental cars — combine whatever you need into an Anna Maria Island holiday package to save loads of cash. Score even more bargains when you add extras such as experiences or tours to your booking. But that's not the only impressive part. You have the flexibility to customize your trip your own way. We offer more than 550 airlines and 1,000,000 hotel options globally, so that everyone has a chance to travel and live out those holiday dreams.
How far in advance should I book my Anna Maria Island holiday?
It's always wise to book early. Air carriers usually release flight tickets up to 12 months prior to departure, and this is an excellent opportunity to pick up some of the cheapest prices. Just been told you need to take your holiday time in a few weeks? That's fine too — Expedia are never short on fantastic deals to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Anna Maria Island travel package include?
From flights and hotels to rental cars, Expedia can help you craft an Anna Maria Island package that suits you. Holidaying for a few weeks? Check out a rental car, hotel and flight bundle. If you're taking a short break, an airfare and hotel deal could suit you better. Experiences can also be added once you've made your booking. Our packages make it a cinch to plan and save.
What should I know before booking an Anna Maria Island travel package?
Whether it's adventure or relaxation you're chasing, an Anna Maria Island holiday package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with an Anna Maria Island Expedia holiday package?
Yes, and with more than 550 airlines to select from globally, you're not short on choice. Have a look through the available options and see which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Anna Maria Island holiday package?
We totally get it — life sometimes gets in the way of your plans. If you've locked in an Anna Maria Island holiday package and need to cancel or amend it, we're here to help. It's always worth visiting our Customer Service Portal first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to amend or cancel your itinerary free of charge. If it's been more than 24 hours, your hotel, airline or car rental company may impose a charge.

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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.