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Anna Maria Island holiday lettings

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Holiday rentals with weekly discounts - Anna Maria Island

Showing deals for:7 Nov - 14 Nov
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Why visit Anna Maria Island

  • Stunning beaches: Anna Maria Island boasts beautiful sandy shores, perfect for sunbathing and family fun.
  • Family-friendly atmosphere: The island offers a welcoming environment with activities suitable for all ages.
  • Cultural experiences: Explore historical museums and engage with the island's rich heritage.
  • Outdoor activities: Enjoy a variety of excursions, from boating to fishing and nature walks.
  • Charming accommodation: Choose from a range of delightful holiday rentals, ensuring a comfortable stay.

Popular types of accommodation around Anna Maria Island

You’ve chosen the stunning Anna Maria Island for your getaway, and now it’s time to find the perfect accommodation. From charming condos and private holiday homes to comfortable apartments, there are numerous options for your stay. Explore our selection of Anna Maria Island rentals to ensure a memorable holiday experience, complete with transparency and savings. Discover your ideal Anna Maria Island vacation rental today!

  • Condos: The preferred choice for many visitors to Anna Maria Island, offering modern amenities and often stunning views.
  • Houses: A fantastic option for families or groups, these homes provide a home-away-from-home experience with ample space.
  • Apartments: Ideal for couples or solo travellers, apartments offer a convenient and cosy base for exploring the island.
  • Cottages: These charming retreats provide a quaint and peaceful atmosphere, perfect for a relaxing getaway.
  • Villas: Luxurious and spacious, villas cater to those seeking an upscale holiday experience with added privacy.**

Top attractions near Anna Maria Island

Anna Maria Island is perfect for beach and outdoor family holidays, offering a delightful mix of attractions. Visitors can explore stunning beaches, a vibrant marina, and fascinating historical museums, catering to those seeking cultural experiences and outdoor adventures. This charming destination promises memorable activities for all ages, ensuring a delightful getaway.

  • Anna Maria Beach: A picturesque stretch of soft sand, perfect for sunbathing and swimming. The vibrant beach vibes create a relaxed atmosphere, inviting visitors to unwind and soak up the sun.
  • Bean Point Beach: This stunning cape offers breathtaking scenery and tranquil beach vibes. With its pristine sands and scenic views of the Gulf, it's an ideal spot for a peaceful day by the sea.
  • IMG Academy: A renowned sports academy, IMG Academy provides top-notch training facilities and programmes. It's an excellent place for sports enthusiasts to witness aspiring athletes in action.

Things to do recommended for couples

For a romantic getaway on Anna Maria Island, consider AMI Paddleboard Adventures for an exciting water experience, Aluna Wellness Center & Spa for ultimate relaxation, or a fun-filled round at Fish Hole Adventure Golf. Each offers a unique way to connect with your partner amidst beautiful surroundings.

Things to do recommended for families

Families visiting Anna Maria Island can enjoy a day at LECOM Park for sports excitement, glide on ice at the Ellenton Ice and Sports Complex, or have a blast at the Astro Skate and Fun Center, perfect for adventure and fun together.

Things to do recommended for groups

Experience the charm of Anna Maria Island by catching a show at the Island Players theatre, just 1.2km away. For some retail therapy, visit the West Coast Surf Shop, only 373m from the beach, or explore the Ellenton Premium Outlets, located 8.1km away for a day of shopping.

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

No matter if you're journeying with a group, enjoying a family getaway, bringing along your pets, or seeking extended stays, it's important to apply the right filters based on your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Anna Maria Island with a group: Think about how many bedrooms you'll require, as well as any amenities like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for all these features, and much more, on Vrbo.
  • Traveling to Anna Maria Island with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable facilities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Anna Maria Island: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, 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 in search of holiday rentals with offers for stays of a month or more, you've come to the right place. 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 criteria as well.

Where to stay near Anna Maria Island

Anna Maria Island is a delightful destination for your next holiday, offering stunning beaches and a family-friendly atmosphere. Explore the charming City of Anna Maria, where friendly locals and picturesque scenery abound. Whether you're seeking outdoor excursions or a relaxing beach day, this idyllic island provides the perfect backdrop for unforgettable experiences. Venture beyond the island to discover nearby regions that enhance your vacation with their unique vibes and budget-friendly options.

  • Anna Maria: Situated a mere 1.2km from Anna Maria Island, the charming city of Anna Maria offers a delightful escape with its stunning beaches and picturesque scenery. This area is perfect for those seeking outdoor adventures, with numerous recreational areas and family-friendly beaches to explore. Visitors can enjoy a variety of activities, including shopping at local boutiques and indulging in the vibrant dining scene. Key attractions include the serene beaches and the iconic Cape, making it an ideal spot for relaxation and family outings.
  • Holmes Beach: Just 373m from Anna Maria Island, Holmes Beach is a lovely coastal city that beckons visitors with its family-friendly atmosphere and beautiful beach settings. Known for its outdoor experiences, this area is perfect for families looking to enjoy quality time together. Popular activities include visiting local resorts and exploring shopping centres. The inviting beaches and recreational areas are perfect for a day of sun and fun, ensuring a memorable experience for all who visit.
  • Bradenton: Located 5.6km away from Anna Maria Island, Bradenton is a vibrant city that offers a mix of beachside relaxation and cultural experiences. Known for its family-oriented attractions, visitors can engage in educational activities, enjoy a round of golf at one of the many golf courses, or watch a game at the local sports facility stadium. The stunning beaches and recreational opportunities make it an excellent destination for families and outdoor enthusiasts alike.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January62.4°F (16.900000000000002°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 (28.700000000000003°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 LowAverage
December66.4°F (19.1°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to cut costs on your next holiday? Being flexible with your travel dates can really pay off, as prices tend to vary. 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.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board provides you with a dedicated area to plan exciting new journeys, pick up from where you last left off, or manage your existing travel arrangements. You can easily access properties you've saved or booked, now neatly categorised under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-gb/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. Siesta Key Beach and Lido 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)
  • Aluna Wellness Center & Spa (1.9 mi / 3 km)
  • Harborside Golf Course at Longboat Key Club (14.1 mi / 22.6 km)
  • Islandside Golf Course at Longboat Key Club (14.1 mi / 22.7 km)
  • Splash Island Water Park (15.7 mi / 25.2 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)
  • Lido Beach (16 mi / 25.7 km)
  • Tampa Bay (20.7 mi / 33.4 km)
  • Holmes Beach Beaches (0.2 mi / 0.4 km)
  • Bradenton Beach (0.5 mi / 0.8 km)
  • Manatee Public Beach (0.5 mi / 0.8 km)

Frequently asked questions

What is the best area to stay in Anna Maria Island when booking a holiday rental?
If you're heading to Anna Maria Island, Holmes Beach is regarded as one of the most sought-after locations to book a holiday rental. 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 rental 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. Vrbo 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 rental 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 Vrbo holiday rentals offer terrific value.
How much does it cost to rent a beach house in Anna Maria Island?
The average price for a holiday rental 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 Vrbo 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 rental amenities in Anna Maria Island?
The most popular rental 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, Vrbo holiday homes feature the best amenities for chilling out with the people that matter most.
Can I find two-bedroom holiday rentals 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 rentals 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 Vrbo and stay connected on your getaway.
How old do you have to be to rent a holiday rental in Anna Maria Island?
The minimum age permitted can differ between properties on Vrbo, so double-check the rules of the holiday rental in Anna Maria Island you're considering. But in general, it's 16, 18 or 21.
How long can I rent a holiday rental in Anna Maria Island for?
How long you can rent a holiday rental 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.

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