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Anna Maria Island vacation rentals

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Vacation rentals with weekly discounts - Anna Maria Island

Showing deals for:Nov 7 - Nov 14
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Find out more about Anna Maria Island

Find out more about Anna Maria Island

Why visit Anna Maria Island

  1. Stunning Beaches: Anna Maria Island boasts pristine sandy shores, perfect for family fun and relaxation.
  2. Charming Local Culture: Explore the historic City of Anna Maria, with its quaint shops and local museums.
  3. Outdoor Adventures: Enjoy various activities including boating, fishing, and cycling along scenic trails.
  4. Family-Friendly Activities: The island offers numerous excursions and attractions suitable for all ages.
  5. Varied Accommodation Options: Choose from beachfront rentals, condos, or charming vacation homes for a tailored experience.

Popular types of accommodation around Anna Maria Island

Discover the perfect getaway with our vacation rentals in Anna Maria Island, where options abound! Whether you prefer the convenience of condos, the spaciousness of houses, or the charm of apartments, there’s something for everyone. With a focus on transparency and savings, we ensure you find the ideal vacation accommodation that suits your needs. Explore Anna Maria Island rentals and make your dream holiday a reality!

  • Condos: The top choice for visitors to Anna Maria Island, offering modern amenities and stunning views.
  • Houses: A fantastic option for families or groups seeking comfort and space during their stay.
  • Apartments: Ideal for couples or solo travellers, providing a convenient and cozy base for exploring the island.
  • Cottages: A charming and quaint choice, perfect for a peaceful getaway by the beach.
  • Villas: Luxurious accommodations that offer privacy and beautiful surroundings for a special vacation experience.**

Top attractions around Anna Maria Island

Anna Maria Island is a perfect destination for a beach and outdoor family vacation, offering a range of attractions such as beautiful beaches, local history museums, and marinas. Visitors can enjoy cultural experiences and outdoor activities while exploring the island's charming points of interest. For a comfortable stay, consider beachfront rentals that enhance your holiday experience in this picturesque Florida locale.

  1. Anna Maria Beach: A picturesque beach offering soft sands and vibrant beach vibes, perfect for sunbathing and swimming. Enjoy the warm sun and gentle waves while immersing yourself in the laid-back atmosphere.
  2. Bean Point Beach: This scenic cape features stunning views and a tranquil environment, ideal for relaxing strolls along the shore. Experience the beauty of nature as you soak in the beach vibes and watch the sunset.
  3. IMG Academy: A prestigious sports academy renowned for its training programs and world-class facilities. While not a traditional tourist spot, it's an exciting place to witness elite athleticism and development.

Things to do recommended for couples

Experience romance on Anna Maria Island with AMI Paddleboard Adventures for thrilling water sports, unwind at Aluna Wellness Center & Spa for rejuvenating treatments, and enjoy a playful round at Fish Hole Adventure Golf. Perfect for couples seeking adventure and relaxation together!

Things to do recommended for families

Families will love exploring LECOM Park for some thrilling sports action, gliding on ice at Ellenton Ice and Sports Complex, or enjoying games at Astro Skate and Fun Center. Each venue, located within a short drive from Anna Maria Island, offers vibrant family-friendly experiences.

Things to do recommended for groups

Explore the vibrant local scene at West Coast Surf Shop, just 966m away. Enjoy a night out at Island Players, 3.2km away, for a cultural experience. For shopping enthusiasts, Ellenton Premium Outlets, 20.9km away, offers a fantastic selection with a lively atmosphere.

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 interested in longer stays, it's important to prioritize your preferences when filtering options. Here are some helpful booking tips for Vrbo.

  • Traveling to Anna Maria Island with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Anna Maria Island with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities 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 families, a trip isn't truly complete without their furry companion. If that 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 seeking vacation rentals with special offers 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 rental options. Don't forget to consider adding amenities like a parking space, a well-equipped kitchen, or a private pool to enhance your search.

Where to stay around Anna Maria Island

Anna Maria Island offers a stunning blend of pristine beaches and vibrant atmospheres, making it an ideal destination for family vacations and outdoor adventures. Explore the charming City of Anna Maria, where you can enjoy various excursions and scenic views. Visitors are treated to family-friendly activities, romantic spots, and easy beach access, ensuring a memorable experience in this beautiful coastal paradise.

  • Anna Maria: Situated approximately 3.2km from Anna Maria Island, the charming city of Anna Maria is renowned for its stunning beaches and outdoor activities. Visitors are drawn to the picturesque scenery and relaxed atmosphere, making it a perfect spot for families. Explore the local shopping mall centre or unwind at a nearby resort after a day of sun and sand. Don't miss the beautiful family beach and the iconic Cape, which offer breathtaking views and excellent opportunities for photos and relaxation.
  • Bradenton Beach: Located about 4.8km from Anna Maria Island, Bradenton Beach is a vibrant destination ideal for those seeking a blend of family fun and outdoor adventure. The inviting beaches and recreational areas make it a popular choice for visitors of all ages. Enjoy a variety of activities, from shopping at local mall centres to relaxing at resorts. The town’s family beach is perfect for building sandcastles and splashing in the waves, while the charming neighbourhood atmosphere adds to its allure.
  • Holmes Beach: Just 966m from Anna Maria Island, Holmes Beach offers a welcoming community atmosphere and superb beach access. This city is a favourite for families looking to enjoy outdoor experiences in a serene setting. Visitors can indulge in the local resorts and shopping mall centre, or take advantage of the recreational areas available. With prominent attractions like the family beach and scenic cape nearby, Holmes Beach is an ideal spot for a leisurely day under the sun.

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 Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, booking an extended stay often results in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform to help you plan your travels, resume your previous arrangements, and keep your itinerary in order. You'll see your saved or booked properties neatly sorted into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Travel to beautiful Anna Maria Island

The island views and surrounding scenery provide a peaceful ambiance to your vacation home in Anna Maria Island. Travelers appreciate the bird watching in this scenic city. Siesta Key Beach and Lido Beach are just a couple of the must-sees in the area. A vacation 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 hoping to discover attractions to see during your stay? Venture out of your vacation home and experience everything that makes Anna Maria Island a fun spot to vacation. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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

Travelers enjoy Anna Maria Island for its island views, sunsets and seaside. Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Anna Maria Island is a great place to get out in nature. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • 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 vacation rental?
If you're heading to Anna Maria Island, Holmes Beach is regarded as one of the most sought-after locations to book a vacation 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 vacation 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 vacation homes of all shapes, sizes and budgets, so you're sure to find your ideal match.
How much does it cost to rent a vacation 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 vacation home. Simply add your dates of travel to find your dream escape. From comfy cottages to expansive luxury villas, all Vrbo vacation rentals offer terrific value.
How much does it cost to rent a beach house in Anna Maria Island?
The average price for a vacation 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 vacation homes feature the best amenities for chilling out with the people that matter most.
Can I find two-bedroom vacation rentals in Anna Maria Island?
You can pick from 61 two-bedroom vacation homes in Anna Maria Island. Give the kids the second room or fill it with a couple of your favorite people. There's a spot for whoever's lucky enough to be joining your journey.
Are there vacation 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 vacation 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 vacation rental in Anna Maria Island?
The minimum age permitted can differ between properties on Vrbo, so double-check the rules of the vacation rental in Anna Maria Island you're considering. But in general, it's 16, 18 or 21.
How long can I rent a vacation rental in Anna Maria Island for?
How long you can rent a vacation 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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