Anna Maria Island vacation rentals

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Vacation rentals with weekly discounts - Anna Maria Island

Showing deals for:Jun 12 - Jun 19

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Find out more about Anna Maria Island

Why visit Anna Maria Island

  • Beautiful Beaches: Enjoy sun-soaked days on pristine beaches, perfect for relaxation and water activities.
  • Charming Neighborhoods: Explore friendly local communities filled with unique shops and family-friendly activities.
  • Outdoor Adventures: Engage in various outdoor excursions, from kayaking to fishing, amidst stunning scenery.
  • Rich Local Culture: Immerse yourself in the area's history through museums and cultural experiences.
  • Diverse Accommodations: Choose from a range of vacation rentals, including beachfront properties and cozy condos.

Popular types of accommodation around Anna Maria Island

Discover the perfect getaway with vacation rentals in Anna Maria Island. Whether you're seeking cozy condos, spacious private homes, or charming apartments, you'll find a variety of options to suit your needs. From luxury vacation homes to beachfront properties, Anna Maria Island rentals offer the ideal setting for your dream vacation. Explore our selection of island vacation properties and enjoy a memorable escape in this beautiful coastal paradise.

  • Condos: The top choice for visitors to Anna Maria Island, condos offer a blend of comfort and convenience with stunning views.
  • Houses: Ideal for families or groups, these homes provide spacious accommodations and a home-like atmosphere.
  • Apartments: A great option for couples or solo travelers, apartments offer a cozy stay with easy access to local attractions.
  • Cottages: These charming retreats provide a quaint and intimate setting for a relaxing getaway.
  • Villas: Luxurious and spacious, villas are perfect for those seeking an upscale vacation experience.**

Top attractions near Anna Maria Island

Anna Maria Island is perfect for a family beach vacation, offering a blend of coastal charm and outdoor adventures. Explore beautiful beaches in Anna Maria City and immerse yourself in local culture at nearby history museums. This destination caters to travelers seeking relaxation and outdoor experiences, making it an ideal spot for those looking to enjoy sun-soaked days and explore the area's rich history.

  • Bean Point Beach: This tranquil cape offers stunning views and pristine sandy shores, perfect for a relaxing day. The beach's untouched beauty and serene atmosphere make it an ideal spot for picnics and sunbathing.
  • Anna Maria Beach: Known for its vibrant beach vibes, this popular spot features soft sands and gentle waves, ideal for swimming and beach activities. It's a great place to soak up the sun and enjoy beachside fun.
  • Historic Bridge Street Pier: This charming pier offers picturesque views and a glimpse into local history. It's a fantastic spot for fishing, watching sunsets, and taking leisurely strolls along the water.

Things to do recommended for couples

For a romantic getaway, visit Isla del Sol Beaches, just 14 miles from Anna Maria Island. Enjoy the luxurious atmosphere, relax on pristine sands, and indulge in each other's company while soaking up the sun and the stunning views. It's the perfect spot for couples seeking a serene escape.

Things to do recommended for families

Families can explore the beautiful beaches of Anna Maria Island, enjoy a dolphin watching tour, or visit the Anna Maria Island Historical Society. Kids will love the playgrounds at Bayfront Park and the charming shops and ice cream parlors scattered throughout the island.

Things to do recommended for groups

Groups visiting Anna Maria Island can enjoy a relaxing day on the beautiful beaches, explore local shops and eateries in the charming city, and participate in a fun dolphin-watching tour to experience the area's vibrant marine life.

*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 traveling with a group, your family, pets, or planning an extended stay, it's important to use the right filters to match your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Anna Maria Island with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Anna Maria Island with young kids: Traveling with young kids can be quite the adventure. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about being close to family-friendly attractions.
  • Taking your pets with you to Anna Maria Island: For many, a family vacation isn’t truly satisfying without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of your family 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 rentals. Don't forget to include features like parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Anna Maria Island

Anna Maria Island offers a serene escape where you can bask in sun-soaked beaches and enjoy the relaxed island vibe. Explore charming neighborhoods filled with friendly locals and family-friendly activities. With easy beach access, indulge in outdoor excursions and discover the picturesque scenery that defines this paradise. Nearby cities enhance your experience with a vibrant atmosphere, making it the perfect destination for both relaxation and adventure.

  • Anna Maria: Nestled just 2 miles from Anna Maria Island, the city of Anna Maria is a charming destination that offers stunning beach views and a laid-back outdoor experience. It’s perfect for travelers seeking a tranquil escape with its picturesque scenery and family-friendly atmosphere. Visitors can enjoy a variety of activities, including relaxing at beautiful beaches, exploring recreational areas, and indulging in some shopping at local centers. Don't miss visiting the iconic local landmarks like the family beach and scenic cape, which provide fantastic opportunities for photography and relaxation.
  • Holmes Beach: Located a mere 0.6 miles from Anna Maria Island, Holmes Beach is a vibrant community known for its beautiful stretches of sand and family-oriented experiences. This city is ideal for outdoor enthusiasts looking to soak up the sun and enjoy water activities. Popular spots include recreational areas and resorts where families can unwind and have fun. Holmes Beach is also close to various shopping mall centers, making it easy to find souvenirs and local delights. The inviting atmosphere and proximity to family beaches and the picturesque cape make it an enjoyable stop on your vacation.
  • Bradenton Beach: Situated 3 miles from Anna Maria Island, Bradenton Beach is a lively coastal city that beckons beach lovers and families alike. This area is known for its outdoor adventures and beautiful beachfronts. Visitors can explore shopping malls and resorts, perfect for a day of fun in the sun. The local landmarks, including family beaches and charming town neighborhoods, offer plenty to see and do. Relax by the shore, enjoy water activities, or take a leisurely stroll through the quaint streets to experience the unique charm of this beachside community.

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 (16.9°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

Are you hoping to save on your next adventure? Being flexible with your travel dates can really pay off, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your needs.

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you’ll earn OneKeyCash on the full booking amount. Being the organizer certainly has its perks. Enroll in our One Key rewards program to unlock exclusive savings for members and accumulate OneKeyCash on eligible stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient area for you to create new trips, manage your plans, or review and organize your reservations. The properties you’ve saved or booked are categorized into Potential, Upcoming, or Current Trips for easy access. To check out Trip Boards, simply visit: https://www.vrbo.com/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 St. Armands Circle 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)
  • Splash Island Water Park (15.7 mi / 25.2 km)
  • Aluna Wellness Center & Spa (1.9 mi / 3 km)
  • Andersen Race Park (12.7 mi / 20.4 km)
  • Harborside Golf Course at Longboat Key Club (14.1 mi / 22.6 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)
  • St. Petersburg - Clearwater Beaches (23.8 mi / 38.3 km)
  • Holmes Beach Beaches (0.2 mi / 0.4 km)
  • Bradenton Beach (0.5 mi / 0.8 km)

Frequently asked questions

What is the most popular type of vacation rental accommodation in Anna Maria Island?
The most in-demand types of vacation rentals in Anna Maria Island are condos. Looking for something different? Vrbo has plenty of options to match our guests' diverse needs, so you'll see vacation properties in lots of sizes and shapes. The perfect fit is ready and waiting for you — discover yours today.
How much does it cost to rent a vacation rental in Anna Maria Island?
Several things can affect the price of a vacation rental in Anna Maria Island, like the type of property, length of stay and season. But, all of our vacation homes have one thing in common — unbeatable value. Simply enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Anna Maria Island?
Prices for beach houses in Anna Maria Island can vary depending on the type and size of the property and when you're traveling. Just enter your travel dates into Vrbo and the number of guests to view your vacation rental options and prices. From there you can use the filters to narrow down your search by ratings, amenities, nearby activities and more.
What are popular rental amenities in Anna Maria Island?
When it comes to rental amenities that people are searching for in Anna Maria Island, a firepit, a beach view and an ocean view rank highest. With Vrbo vacation rentals, you'll have options to match your style and taste, whether you're going away with your partner, family members or even pets.
Can I find two-bedroom vacation rentals in Anna Maria Island?
You can pick from 1,070 two-bedroom rentals in Anna Maria Island. Settle the kids into the second room or maybe fill it with a couple of your nearest and dearest friends. There's a comfy spot for whoever's fortunate enough to be joining your adventure.
Are there vacation rentals with WiFi in Anna Maria Island?
Whether you'd like to keep up with the latest headlines, make a video call or surf social media, there are 854 vacation homes with WiFi in Anna Maria Island. Check the "WiFi" box when searching on Vrbo and stay connected on your vacation.
How old do you have to be to rent a vacation rental in Anna Maria Island?
The minimum age requirements can differ across properties on Vrbo, so check the rules of the vacation rental in Anna Maria Island you want. But normally, it's 16, 18 or 21.
How long can I rent a vacation rental in Anna Maria Island for?
The length of time you can book a vacation rental in Anna Maria Island varies according to the property. Simply enter your chosen dates to see a list of options offering extended stays. With loads of amenities like washing machines and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to get a perfect place to call your home away from home in Anna Maria Island.
Does Vrbo offer discounts for vacation homes in Anna Maria Island?
Whether you've got your eye on one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to score some amazing deals and discounts on Vrbo. From mini stays to extended getaways, we've got the ideal place for your next Anna Maria Island escape.

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