Anna Maria Island holiday rentals

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Holiday rentals with weekly discounts – Anna Maria Island

Showing deals for:6 Nov - 13 Nov

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Why visit Anna Maria Island

  • Pristine Beaches: Enjoy expansive, unspoilt sandy shores ideal for leisurely strolls and family picnics.
  • Laid-back Island Vibes: Immerse in the relaxed atmosphere and local culture for a serene retreat.
  • Scenic Natural Views: Revel in picturesque coastal vistas and tranquil outdoor experiences.
  • Rich Local Heritage: Explore engaging history museums that celebrate the island's past.
  • Vibrant Local Scene: Discover charming local shops and a delightful dining experience.

Popular types of accommodation around Anna Maria Island

Welcome to Anna Maria Island, Florida, a charming destination where stunning beaches meet a laid-back atmosphere. With its picturesque coastline, delightful local shops, and vibrant dining scene, Anna Maria Island offers a unique blend of relaxation and adventure. Whether you prefer a cosy condo, a spacious private holiday home, or a comfortable apartment, you'll find the perfect accommodation to suit your needs. Explore the island's natural beauty and create unforgettable memories in this idyllic seaside paradise.

  • Condos: The top choice for holidaymakers on Anna Maria Island, offering modern comforts and convenience.
  • Private Holiday Homes: Enjoy privacy and space in these self-contained residences, ideal for families or groups.
  • Apartments: A popular option for travellers seeking cosy and well-appointed lodgings.
  • Cottages: Experience a charming retreat with traditional design and a welcoming atmosphere.
  • Villas: Indulge in a luxurious stay with expansive living areas and elegant surroundings.**

Top attractions near Anna Maria Island

Anna Maria Island offers a delightful blend of attractions with its expansive beaches, engaging history museums, and scenic capes, ensuring a perfect setting for family and outdoor holidays. Visitors can immerse themselves in the local culture and enjoy a variety of outdoor experiences, making it a superb destination for a relaxing yet eventful retreat.

  • Bean Point Beach: A serene cape offering stunning views and pristine sands, perfect for sunbathing and taking long walks along the shore, surrounded by natural beauty.
  • Anna Maria Beach: A picturesque beach known for its soft sand and inviting waters, ideal for swimming, sunbathing, and enjoying vibrant sunsets.
  • Anna Maria Sound: A tranquil harbour that boasts beautiful scenery, making it a great spot for kayaking or simply relaxing while watching the boats glide by.

Things to do recommended for couples

Experience the romance of Anna Maria Island with enchanting sunset walks along pristine beaches and intimate seaside dining. Enjoy a peaceful escape and savour local flavours in a charming, relaxed atmosphere ideal for couples.

Things to do recommended for families

Families visiting Anna Maria Island can enjoy a delightful day at the local beach with picnics, sandcastle building, and nature walks. Explore the local parks and take part in interactive art installations, ensuring a memorable family holiday.

Things to do recommended for groups

Groups visiting Anna Maria Island can enjoy a beach day at the stunning Coquina Beach, indulge in fresh seafood at local restaurants, and take a guided kayak tour through the mangroves for a unique wildlife experience. Don't miss a sunset at the iconic Anna Maria Pier.

*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 travelling with a group, your family, or even bringing your pets along, or if you're seeking extended stays, be sure to filter according to your key priorities. Here are some helpful Stayz booking tips for you.

  • Traveling to Anna Maria Island with a group: Think about how many bedrooms you'll require, as well as facilities like a fully equipped kitchen or outdoor areas for group gatherings. Fortunately, you can easily filter for these options and much more on Stayz.
  • Traveling to Anna Maria Island with young kids: Travelling with young children can present certain challenges. It's important to prioritise their comfort and safety, along with ensuring access to age-appropriate facilities, such as a private swimming pool. Additionally, it’s wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Anna Maria Island: For many, a family holiday isn’t truly complete without their furry companion by their side. If this resonates with you, take a look at Stayz accommodations that welcome pets. Most pet-friendly properties 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 in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Anna Maria Island

Experience the serene beauty of Anna Maria Island, where pristine beaches and relaxed island vibes create a perfect family-friendly getaway. Enjoy leisurely strolls along the sandy shores, immerse yourself in the island’s pure and unspoilt charm, and savour the warm, welcoming atmosphere. Discover natural excursions and scenic views that make every moment on Anna Maria Island truly enchanting.

  • Bradenton Beach: Located a mere 5km from Anna Maria Island, Bradenton Beach is a charming coastal city that beckons families and outdoor enthusiasts alike. Known for its stunning beaches and vibrant recreational areas, visitors can bask in the sun or partake in various water sports. The city also features a shopping mall centre, where guests can explore local boutiques and eateries. Notable landmarks include the family-friendly beach and the picturesque town neighbourhood, creating a delightful blend of leisure and community spirit.
  • Anna Maria: Just 3km away from Anna Maria Island, the city of Anna Maria is a true gem that offers breathtaking scenery and a laid-back atmosphere. Famous for its idyllic beaches, this destination invites visitors to immerse themselves in nature while enjoying outdoor activities. The city boasts recreational areas and a shopping mall centre that cater to diverse interests. With its pristine family beaches and stunning coastal views, Anna Maria is perfect for those seeking relaxation and a taste of the local culture.
  • Holmes Beach: Situated only 966m from Anna Maria Island, Holmes Beach is an inviting family-friendly city that epitomises the beach lifestyle. Visitors can enjoy outdoor adventures in the recreational areas, while the nearby shopping mall centre offers an array of options for dining and retail therapy. The area is highlighted by its beautiful beaches and family beaches, as well as scenic capes that provide stunning views of the coastline. Holmes Beach is an excellent spot for those wanting to soak in the sun and enjoy quality time with loved ones.

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. Peak season runs in March and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January62.4°F (16.9°C)Light RainMostly SunnyAverageSlightly Low
February64.8°F (18.2°C)No Rain (Dry)Mostly SunnyAverageAverage
March67.8°F (19.9°C)No Rain (Dry)Mostly 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 HighSlightly High
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 SunnyModerately LowSlightly Low
November70.5°F (21.4°C)Light RainMostly SunnyModerately LowAverage
December66.4°F (19.1°C)Light RainMostly SunnyModerately LowAverage

Booking with Stayz is simple

Are you eager to save on your upcoming journey? Being flexible with your travel dates can make a significant difference, as prices often fluctuate. Additionally, you can achieve considerable savings by opting for a longer stay. To discover a Stayz property that aligns with your budget, utilise our filters to sort by price, location, and type of holiday rental. We're here to help you find the perfect accommodation for your needs.

Stayz Trips: Planning as easy as it gets

Stayz's Trip Board provides a dedicated area for you to craft new journeys, refine your plans, or manage and review your existing bookings. Your saved or booked properties are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.stayz.com.au/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. Lido Beach and Siesta Key Beach are just a couple of the must-see attractions in the area. 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)
  • Links on Longboat (14.1 mi / 22.7 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:

  • Lido Beach (16 mi / 25.7 km)
  • Siesta Key Beach (19.2 mi / 30.9 km)
  • Coquina Beach (4.1 mi / 6.5 km)
  • Fort De Soto Park (9 mi / 14.5 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. Stayz 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 Stayz 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 Stayz 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, Stayz 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 Stayz 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 Stayz, 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.