Photo by throwingsofas

Anna Maria Island vacation rentals

We found 5,290 vacation rentals — enter your dates for availability

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Anna Maria Island

Find out more about Anna Maria Island

Why visit Anna Maria Island

  1. Pristine Beaches: Enjoy the stunning sandy shores that are perfect for sunbathing and relaxing with family.
  2. Outdoor Adventures: Engage in various outdoor activities such as kayaking, fishing, and hiking in urban parks.
  3. Charming Neighborhoods: Explore the friendly atmospheres of Bradenton Beach and Holmes Beach, filled with local culture.
  4. Vibrant Art Scene: Immerse yourself in the local art culture with galleries and community events.
  5. Diverse Accommodations: Choose from a range of vacation rentals, from cozy condos to luxurious homes.

Popular types of accommodation around Anna Maria Island

If you're looking for the perfect getaway in Anna Maria Island, you have a variety of fantastic accommodation options to choose from. Our most popular types include condos, apartments, and houses. Whether you prefer premium or luxury vacation homes, bay waterfront properties, or pet-friendly rentals with pools, you're sure to find the ideal spot to relax and enjoy your stay.

  • Condos: The top choice for vacation rentals on Anna Maria Island, offering modern amenities and beautiful views.
  • Apartments: A popular option for travelers looking for cozy and convenient stays, perfect for couples or solo adventurers.
  • Houses: Ideal for families or groups, these homes provide ample space and the comforts of home.
  • Cottages: Charming and quaint, these rentals offer a unique and intimate experience by the beach.
  • Villas: Luxurious accommodations that provide a high-end experience with stunning surroundings.**

Top attractions around Anna Maria Island

Anna Maria Island is the perfect destination for beach lovers and families seeking outdoor adventures. With stunning beaches, urban parks, and a marina, there's plenty to explore, from relaxing at the island's beaches to enjoying cultural experiences. Don't miss out on a seabreeze vacation and the chance to soak up the sun while creating unforgettable memories with your loved ones. Whether you're looking for fun activities or serene moments, Anna Maria Island has it all!

  1. IMG Academy: A premier sports training facility located 8 miles away, IMG Academy offers unique programs for athletes of all ages. It features state-of-the-art facilities and expert coaching, making it a hub for sports enthusiasts and aspiring athletes.
  2. Anna Maria Beach: Situated 3 miles away, Anna Maria Beach boasts pristine white sands and vibrant beach vibes. It’s perfect for sunbathing, swimming, and enjoying stunning sunsets.
  3. Bean Point Beach: Located 3 miles away, Bean Point Beach is a picturesque cape known for its breathtaking scenery and tranquil atmosphere, ideal for a peaceful getaway.

Things to do recommended for couples

Ready for a romantic getaway on Anna Maria Island? Enjoy an adventurous paddleboard experience with AMI Paddleboard Adventures, indulge in relaxation at Aluna Wellness Center & Spa, or dive into fun with Blue Water Explorers. Each offers unique vibes perfect for couples seeking memorable moments together.

Things to do recommended for families

Your family vacation at Anna Maria Island will be filled with fun! Enjoy a game at Tropicana Field, skate at the Ellenton Ice and Sports Complex, or relax at Nathan Benderson Park, all offering great vibes for unforgettable family experiences.

Things to do recommended for groups

Groups visiting Anna Maria Island can shop for surf gear at West Coast Surf Shop, enjoy a vibrant atmosphere at John's Pass Village & Boardwalk, and catch a captivating performance at the Island Players theater, all while soaking up the local culture and entertainment.

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

When planning your trip—whether you’re traveling with a group, family, pets, or seeking longer accommodations—it's important to prioritize the right features. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Anna Maria Island with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. The good news is that you can easily filter for these options and more on Vrbo.
  • Traveling to Anna Maria Island with young kids: Traveling with little ones can be a bit tricky. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, you should think about how close you are to family-friendly attractions.
  • Taking your pets with you to Anna Maria Island: For many families, a vacation wouldn’t be the same without their beloved pets by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Anna Maria Island: If you're in search of 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 additional features such as parking, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Anna Maria Island

Anna Maria Island offers a delightful Florida getaway, perfect for families and beach lovers alike. Explore the charming neighborhoods of Bradenton Beach and Holmes Beach, where friendly locals and beautiful scenery create a welcoming atmosphere. Enjoy outdoor excursions, relax on pristine beaches, and immerse yourself in the vibrant local art scene. Whether you're seeking adventure or relaxation, Anna Maria Island promises an unforgettable vacation experience.

  • Sarasota: Located 16 miles from Anna Maria Island, Sarasota is a vibrant city known for its stunning beaches and outdoor experiences. Visitors can enjoy a range of family-friendly activities, from exploring the beautiful parks to shopping at the local mall centers. Sarasota’s cultural scene is highlighted by its art galleries and theaters, while the nearby beaches offer soft sands and crystal-clear waters perfect for a day of relaxation. Whether you’re looking to indulge in some retail therapy or enjoy a picnic by the beach, Sarasota is a delightful destination that caters to all interests.
  • St. Petersburg - Clearwater: About 19 miles from Anna Maria Island, the St. Petersburg - Clearwater area is a bustling metropolis that attracts families and beach lovers alike. Visitors can explore the vibrant boardwalk, shop at various shopping areas, or unwind on the beautiful beaches that dot the coastline. This destination is perfect for outdoor enthusiasts, with plenty of parks and recreational options available. St. Petersburg - Clearwater is not only about sun and sand; it also boasts a lively arts and cultural scene, making it a well-rounded spot for a day trip.
  • Siesta Key: Situated 18 miles away from Anna Maria Island, Siesta Key is renowned for its pristine beaches and family-friendly atmosphere. This idyllic island offers a variety of outdoor experiences, including water sports and leisurely strolls along the shore. Visitors can explore the local shopping mall centers or relax at one of the many resorts. The area is famous for its powdery white sand and vibrant parks, making it a picturesque getaway for families and beachgoers. Siesta Key is truly a slice of paradise, perfect for both relaxation and adventure.

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 SunnyAverageAverage
February64.8°F (18.2°C)No Rain (Dry)Mostly SunnyAverageSlightly High
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 HighAverage
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 LowSlightly Low
December66.4°F (19.1°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? One effective strategy is to be flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to narrow down your options by price, location, and rental type.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your reservation. Planning your trip truly pays off! By enrolling in our travel rewards program, One Key, you’ll gain immediate access to member discounts and have the opportunity to earn and redeem OneKeyCash™ on eligible bookings. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing plans, and review your bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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:

  • 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)
  • University Park Country Club (16.1 mi / 25.9 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)
  • Bradenton Beach (0.5 mi / 0.8 km)
  • Manatee Public Beach (0.5 mi / 0.8 km)
  • Anna Maria Sound (1.6 mi / 2.5 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.

More Vacation Rentals ideas