Anna Maria Holidays

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The Annual Holiday Sale

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Things to do in and around Anna Maria

Anna Maria, Florida, is a delightful destination for beach lovers and outdoor enthusiasts alike. Visitors can enjoy activities such as sailing, spending leisurely days at the beach, and exploring the island via the charming trolley. Adventure Island offers exciting water slides, ensuring a fun-filled experience for families. Additionally, the area features resorts and recreational spaces, along with a shopping mall for those looking to indulge in retail therapy.

Shopping

For a delightful shopping experience, visit West Coast Surf Shop, just 4.8km away, perfect for beachwear and souvenirs. Bridge Street, located 8.0km away, offers charming boutiques. If you're up for a drive, Ellenton Premium Outlets, 22.5km away, boasts a variety of brands and entertainment options.

Recreation

Experience the magic of the Island Players theatre, where captivating performances evoke romance and culture. For rejuvenation, Aluna Wellness Center & Spa offers tranquil body treatments just 6.4km away, perfect for relaxation. Meanwhile, LECOM Park, 16.1km out, provides an exhilarating atmosphere for sports enthusiasts.

Adventure

Experience thrilling water sports with AMI Paddleboard Adventures, located 4.8km from Anna Maria, where you can enjoy outdoor fun. Dive into the underwater world with Blue Water Explorers, 8.0km away, and for family-friendly excitement, visit Astro Skate and Fun Center, 17.7km away for arcade adventures.

Nightlife

Experience the vibrant nightlife of Anna Maria with a visit to the lively Pine Avenue, where you can enjoy cocktails at the trendy Anna Maria Island Beach Café. For a more relaxed vibe, unwind at the charming Bridge Street Bistro, perfect for a casual evening with friends.

*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 an idyllic destination for beach lovers and outdoor enthusiasts, offering stunning scenery and rich cultural experiences. Visitors can explore beautiful spots like Anna Maria Beach and the various beaches on Anna Maria Island, as well as delve into the local history at nearby museums. With its charming marina and captivating coastal landscapes, Anna Maria is perfect for those seeking relaxation and adventure in a picturesque setting.

  • IMG Academy: Located 16.1km from Anna Maria, IMG Academy is renowned for its sports training facilities. It offers a unique opportunity to witness elite athletes in training across various sports, making it an inspiring visit for sports enthusiasts.
  • Anna Maria Sound: Just 6.4km away, Anna Maria Sound is a picturesque harbour that boasts stunning beach scenery. Enjoy a relaxing day by the water, with opportunities for kayaking and watching local wildlife.
  • Bean Point Beach: Situated within Anna Maria, this beautiful cape is known for its breathtaking views and tranquil beach atmosphere. Ideal for a peaceful day of sunbathing and beachcombing along the pristine shoreline.

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 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

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 holiday. If you want to save on your trip to Anna Maria, here's a tip — book one of our Anna Maria holiday 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.

Top hotels in Anna Maria

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is S$186 per night from 15 Mar to 16 Mar
S$186
15 Mar - 16 Mar
includes taxes & fees
9.2/10 Wonderful! (4,574 reviews)
Luxurious room, friendly helpful staff

Reviewed on 12 Feb, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is S$310 per night from 23 Feb to 24 Feb
S$310
23 Feb - 24 Feb
includes taxes & fees
8/10 Very Good! (9,049 reviews)
Arrived Feb.2-10, 2026, we had a spacious 2 bedroom condo, resort was easy to get around and close to all parks. Would definitely stay again.

Reviewed on 11 Feb, 2026

The Grove Resort & Water Park Orlando
DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4 out of 5
10100 International Drive Orlando FL
Fully refundableReserve now, pay when you stay
The price is S$152 per night from 8 Mar to 9 Mar
S$152
8 Mar - 9 Mar
includes taxes & fees
7.4/10 Good! (6,533 reviews)
Perfect

Reviewed on 7 Feb, 2026

DoubleTree by Hilton Hotel Orlando at SeaWorld
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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