Anna Maria Island holiday homes

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Holiday rentals with weekly discounts – Anna Maria Island

Showing deals for:2 Oct - 9 Oct

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Why visit Anna Maria Island

  • Stunning Beaches: Relax on the island's picturesque sandy shores, perfect for sunbathing and swimming.
  • Cultural Experiences: Explore local history at charming museums and art galleries that showcase the island's heritage.
  • Outdoor Adventures: Enjoy exciting excursions like kayaking, paddleboarding, and fishing in beautiful coastal waters.
  • Family-Friendly Atmosphere: Experience a welcoming environment with activities suitable for all ages, making it ideal for families.
  • Coastal Scenery: Take in breathtaking views and natural beauty while strolling along scenic paths and beachfronts.

Top attractions near Anna Maria Island

Anna Maria Island in Florida is a charming destination perfect for beach and outdoor family holidays. Visitors can enjoy stunning beaches, explore local history at museums, and take in the picturesque coastal scenery. With a focus on culture and outdoor experiences, the island offers a myriad of attractions that cater to all types of travellers, ensuring a memorable getaway filled with relaxation and adventure.

  • Anna Maria Beach: Enjoy the quintessential beach vibes with soft sands and turquoise waters, perfect for a leisurely stroll or a refreshing dip.
  • Anna Maria City Pier: Experience local excursions from a scenic pier offering fishing and breathtaking views of the surrounding seascape.
  • Longboat Key Beaches: Discover a townNeighbourhood with a subtle city feel, where coastal charm meets a vibrant atmosphere just a short drive away.

Things to do recommended for couples

Seeking a romantic getaway on Anna Maria Island? Enjoy sunset walks along the pristine beaches or take a leisurely bike ride through charming streets. For a special evening, dine at a beachfront restaurant while listening to the gentle waves lapping the shore.

Things to do recommended for families

Families will love exploring Anna Maria Island’s stunning beaches, where kids can build sandcastles and splash in the gentle waves. Don’t miss a visit to the Anna Maria Island Historical Society Museum for a taste of local history, or enjoy a fun day at the playground at City Pier Park.

Things to do recommended for groups

Discover Anna Maria Island's charm with group-friendly local experiences that include exploring pristine beaches, savouring fresh seafood, and taking part in vibrant community events. Enjoy your Kiwi adventure with plenty of opportunities to connect with local culture and nature.

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

What do I need to keep in mind when booking a vacation around Anna Maria Island

If you’re planning a trip with a group, family, or pets, or if you’re considering a longer stay, be sure to set your filters according to your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Anna Maria Island with a group: Consider the number of bedrooms required and additional features like a full kitchen or outdoor area for a group get-together. Luckily, you can filter for all of these options, and more, on Vrbo.
  • Traveling to Anna Maria Island with young kids: Traveling with little ones can be demanding. You must prioritise their comfort and safety, along with ensuring age-appropriate facilities, such as a private pool. It's also wise to consider how close you are to attractions that cater to families.
  • Taking your pets with you to Anna Maria Island: For many families, a holiday isn’t truly complete without their furry companion. If you can relate to this, be sure to explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Anna Maria Island: If you’re after holiday rentals offering long-stay deals, you’ve come to the right spot. Simply apply the appropriate filter to effortlessly discover and secure savings on monthly accommodations. You might also consider including a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Anna Maria Island

Anna Maria Island offers a perfect beach holiday with stunning beaches and a family-friendly atmosphere. Enjoy the local vibe with its picturesque scenery, exciting excursions, and the charm of Coquina Beach. Whether for a relaxing break or an active outdoor adventure, discover the delightful experiences awaiting on Anna Maria Island, where friendly people and a budget-friendly ambience welcome every traveller.

  • Bradenton Beach: Bradenton Beach is a vibrant city only 5km away from Anna Maria Island, offering a blend of beach bliss and outdoor family adventures. The area is known for its lively beach scene and family-friendly coastal neighbourhood. Visitors can enjoy a variety of activities, from exploring recreational areas to visiting a bustling shopping centre. The local attractions, including its scenic beach, make it a perfect destination for those seeking a relaxed yet engaging coastal experience.
  • Anna Maria: The city of Anna Maria lies 3km away from the island, and is celebrated for its picturesque coastal charm and outdoor allure. It provides travellers with a delightful mix of beach and scenic vistas, ideal for those who enjoy leisurely walks along the shore and exploring local recreational spots. The area's proximity to a popular shopping centre and recreational areas makes it a well-rounded destination for a variety of visitors.
  • Holmes Beach: Situated just 966m from Anna Maria Island, Holmes Beach offers an inviting coastal escape with a focus on outdoor and family-oriented activities. The city is renowned for its charming beachside atmosphere, complemented by nearby recreational areas and a convenient shopping centre. With its family-friendly vibe and stunning coastal views, Holmes Beach promises a refreshing and engaging experience for all ages.

Best time to go to Anna Maria Island

If you're planning a trip to Anna Maria Island, it's a good idea to check both the weather and property rates. The warmest month is August.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January62.4°F (16.9°C)Light RainMostly SunnyAverage
February64.8°F (18.2°C)No Rain (Dry)Mostly SunnyAverage
March67.8°F (19.9°C)No Rain (Dry)Mostly SunnyModerately High
April73.0°F (22.8°C)Light RainSunnyAverage
May77.5°F (25.3°C)Light RainMostly SunnyAverage
June81.7°F (27.6°C)Light RainMostly SunnyModerately High
July83.1°F (28.4°C)Light RainMostly SunnyModerately High
August83.7°F (28.7°C)Light RainMostly SunnyAverage
September81.7°F (27.6°C)Light RainMostly SunnyAverage
October77.2°F (25.1°C)Light RainMostly SunnyModerately Low
November70.5°F (21.4°C)Light RainMostly SunnyModerately Low
December66.4°F (19.1°C)Light RainMostly SunnyModerately Low

Booking with Vrbo is simple

Are you hoping to save some dollars on your next adventure? Being flexible with your travel dates can really help, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to sort by price, location, and type of holiday rental. We're here to help you find the best options for your trip.

Vrbo Trips: Planning as easy as it gets

Vrbo’s innovative Trip Board provides you with a dedicated space to plan fresh adventures, pick up where you paused or review and arrange your travel plans. All properties you’ve previously saved or booked can now be found in sections labelled Potential, Upcoming, or Current Trips. To access your Trip Boards, simply visit: https://www.bookabach.co.nz/trips

**Based on Vrbo properties bookings.

Travel to scenic Anna Maria Island

The island views and surrounding scenery provide a peaceful ambience to your holiday home in Anna Maria Island. Travellers appreciate the bird watching in this scenic city. Take in top local attractions such as Anna Maria Beach and Bean Point Beach. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Anna Maria Island

Are you looking for attractions to visit in the city? Venture out of your cosy holiday rental and experience everything that Anna Maria Island has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Sarasota Jungle Gardens (13.6 mi / 21.9 km)
  • Mote Marine Laboratory & Aquarium (14.5 mi / 23.4 km)
  • Splash Island Water Park (15.7 mi / 25.2 km)
  • Aluna Wellness Center & Spa (1.9 mi / 3 km)
  • Harborside Golf Course at Longboat Key Club (14.1 mi / 22.6 km)
  • Polynesian Putter (15.3 mi / 24.6 km)

Exploring the beaches and other natural features in Anna Maria Island

Travellers enjoy Anna Maria Island for its island views, sunsets and seaside. Whether you're looking for adventure or just want to take in the scenery, Anna Maria Island is a great place to get outside. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Siesta Key Beach (19.2 mi / 30.9 km)
  • Anna Maria Beach (2.9 mi / 4.6 km)
  • Bean Point Beach (2.9 mi / 4.6 km)
  • Lido Beach (16 mi / 25.7 km)
  • Tampa Bay (20.7 mi / 33.4 km)
  • St. Petersburg - Clearwater Beaches (23.8 mi / 38.3 km)

Frequently asked questions

What is the best area to stay in Anna Maria Island when booking a holiday home?
If you're heading to Anna Maria Island, Holmes Beach is regarded as one of the most sought-after locations to book a holiday home. During your time here, stop by wonderful sights like West Coast Surf Shop and AMI Paddleboard Adventures.
What is the most popular type of holiday home accommodation in Anna Maria Island?
According to our research, condos are the most popular type of property in Anna Maria Island. But naturally, everyone's idea of the perfect trip differs. Bookabach has holiday homes of all shapes, sizes and budgets, so you're sure to find your ideal match.
How much does it cost to rent a holiday home in Anna Maria Island?
Property type, length of stay and time of year are some of the conditions that can influence the price of a holiday home. Simply add your dates of travel to find your dream escape. From comfy cottages to expansive luxury villas, all Bookabach holiday homes offer terrific value.
How much does it cost to rent a beach house in Anna Maria Island?
The average price for a holiday home by the beach in Anna Maria Island depends on when you're going and the size and type of property you want. You can find prices easily and quickly on Bookabach by entering your destination and travel dates. Then use our filter tool to choose the number of bedrooms and amenities that you prefer, such as air conditioning, a pool and WiFi.
What are popular home amenities in Anna Maria Island?
The most popular home amenities people are searching for in Anna Maria Island are a lake view, a nearby waterfront and a nearby river. Whether you're taking a trip with buddies, family or even pets, Bookabach holiday homes feature the best amenities for chilling out with the people that matter most.
Can I find two-bedroom holiday homes in Anna Maria Island?
You can pick from 61 two-bedroom holiday homes in Anna Maria Island. Give the kids the second room or fill it with a couple of your favourite people. There's a spot for whoever's lucky enough to be joining your journey.
Are there holiday homes with WiFi in Anna Maria Island?
Whether you want to keep up with the latest headlines, send a few emails or update your social media, there are 31 holiday homes with WiFi in Anna Maria Island. Check the "WiFi" box when searching on Bookabach and stay connected on your getaway.
How old do you have to be to rent a holiday home in Anna Maria Island?
The minimum age permitted can differ between properties on Bookabach, so double-check the rules of the holiday home in Anna Maria Island you're considering. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Anna Maria Island for?
How long you can rent a holiday home in Anna Maria Island varies according to the property. Just enter your selected dates to view a list of options offering extended stays. With a range of creature comforts like washing machines and kitchens, as well as some offering weekly or monthly discounts, you're sure to get the perfect place to call your home away from home in Anna Maria Island.