Anna Maria Island vacation rentals

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Vacation rentals with weekly discounts - Anna Maria Island

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Find out more about Anna Maria Island

Why visit Anna Maria Island

  • Pristine Beaches: Relax on beautiful, sandy shores perfect for sunbathing, swimming, and beachcombing.
  • Outdoor Adventures: Enjoy activities like kayaking, paddleboarding, and biking along scenic trails.
  • Cultural Experiences: Explore local museums and historical sites that showcase the island’s rich history.
  • Charming Towns: Discover the quaint city of Anna Maria with its friendly locals and unique shops.
  • Family-Friendly Accommodations: Choose from a variety of vacation rentals suitable for families, couples, or solo travelers.

Popular types of accommodation around Anna Maria Island

Discover the charm of Anna Maria Island with our diverse selection of vacation rentals. Whether you're seeking cozy condos, spacious houses, or comfortable apartments, we have the perfect fit for your getaway. Our Anna Maria Island vacation rentals cater to families, couples, and solo travelers alike, ensuring you find the ideal space to relax and unwind. Explore the beauty of this island paradise with confidence, knowing your perfect vacation home awaits.

  • Condos: A favored choice for vacationers, condos offer a blend of comfort and convenience, perfect for enjoying the stunning views and amenities of Anna Maria Island.
  • Houses: Ideal for larger groups or families, these homes provide a spacious and private retreat just steps from the beach.
  • Apartments: A great option for couples or solo travelers, apartments provide cozy living spaces with easy access to local attractions.
  • Cottages: Charming and quaint, cottages offer a unique and intimate atmosphere for those seeking a relaxing getaway.
  • Villas: Luxurious and expansive, villas are perfect for those wanting a premium experience with plenty of amenities.**

Top attractions near Anna Maria Island

Anna Maria Island, Florida, is perfect for beach and outdoor family vacations, offering a mix of stunning beaches, cultural experiences, and historical attractions. Popular points of interest include local museums and academies, making it an ideal destination for travelers seeking both relaxation and adventure. Whether you're exploring the coastline or immersing yourself in the island's rich history, Anna Maria Island promises a memorable getaway for everyone.

  • Anna Maria Beach: A picturesque beach known for its soft white sands and inviting turquoise waters, perfect for sunbathing and swimming. Enjoy a laid-back atmosphere with plenty of opportunities for beachcombing and relaxation.
  • Bean Point Beach: This stunning cape features breathtaking scenery and tranquil beach vibes. It's an ideal spot for watching sunsets and enjoying the natural beauty of the coastline, away from the crowds.
  • IMG Academy: A renowned sports academy offering exceptional training facilities for athletes. Visitors can explore the campus and engage with various sports activities, making it a unique experience for sports enthusiasts.

Things to do recommended for couples

For a romantic getaway on Anna Maria Island, indulge in relaxation at Aluna Wellness Center & Spa, only 2 miles away. For adventure, try AMI Paddleboard Adventures, just 0.6 miles from the island. Cap off your day with fun at Fish Hole Adventure Golf, located 3 miles away.

Things to do recommended for families

Your family will have a fantastic time at LECOM Park, only 9 miles away, where you can soak in the sports vibes. Enjoy ice skating at the Ellenton Ice and Sports Complex, 13 miles away, or have a blast at Astro Skate and Fun Center, 10 miles away, filled with arcade adventures.

Things to do recommended for groups

Explore local charm at West Coast Surf Shop, just 0.6 miles away. Enjoy a captivating performance at Island Players, 2 miles from the island, or shop and dine at Bridge Street, 3 miles away, offering a lively atmosphere perfect for families and groups alike.

*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

When traveling with a group, family, pets, or planning an extended stay, be sure to prioritize your preferences in your search. 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 additional features like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Anna Maria Island with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities, like a private pool. Additionally, think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Anna Maria Island: For many families, a trip isn’t truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Anna Maria Island: If you're searching for vacation rentals that offer 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 options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Anna Maria Island

Anna Maria Island promises a delightful vacation with its stunning beaches and family-friendly atmosphere. Explore the charming city of Anna Maria, where you’ll find luxury vacation properties and friendly locals. Enjoy outdoor excursions, take in scenic views, and relax on the pristine shores. Whether you're seeking budget-friendly options or upscale accommodations, this island paradise offers something for everyone looking to unwind and create unforgettable memories.

  • Anna Maria: Situated a mere 2 miles from Anna Maria Island, the city of Anna Maria is renowned for its picturesque beaches and stunning outdoor scenery. Visitors flock here to experience the serene beauty of the coastline and partake in various recreational activities. The area features charming resorts and a delightful shopping mall center, perfect for leisurely afternoons. Local landmarks include breathtaking family-friendly beaches and the captivating Cape. Anna Maria offers an inviting atmosphere, making it a great spot to unwind and enjoy the sun.
  • Holmes Beach: Located just 0.6 miles from Anna Maria Island, Holmes Beach is a family-friendly destination that emphasizes outdoor adventures and beach relaxation. The city boasts beautiful sandy shores and easy access to resorts and recreational areas, making it ideal for families seeking fun in the sun. The local shopping mall center provides a variety of dining and retail options. Visitors can explore the pristine beaches and enjoy the scenic views, creating unforgettable memories in this welcoming and vibrant community.
  • Bradenton Beach: Approximately 3 miles from Anna Maria Island, Bradenton Beach is a vibrant coastal city that draws families and outdoor enthusiasts alike. The stunning beaches offer ample opportunities for sunbathing and water activities. Visitors can explore local shopping mall centers, resorts, and recreational areas that cater to diverse interests. The area's charming town neighborhoods add to its appeal, providing a unique blend of leisure and community spirit. With its beautiful landscapes and family-oriented attractions, Bradenton Beach is a must-see destination.

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 a breeze

Are you interested in cutting costs on your upcoming journey? Being open to adjusting your travel dates can really help, 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, feel free to utilize our filters to sort by price, location, and type of vacation rental.

Unlock savings with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner truly has its rewards. When you join our travel rewards program, One Key, you can quickly access member savings and earn OneKeyCash on qualifying reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo’s innovative Trip Board offers you a convenient way to plan your journeys. You can create new trips, pick up right where you left off, or easily view and organize your travel plans. All the properties you’ve saved or booked can now be found under Potential, Upcoming, or Current Trips. To start using 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)
  • 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 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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