Anna Maria vacation rentals

We found 4,544 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Anna Maria by choosing from 783 houses, 53 condos, and other vacation rentals. Whether you’re staying in a vacation home with friends, family, or just with your pet, you'll have the amenities you expect and more, including WiFi and parking. Whatever you're looking for, you're sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Anna Maria

Showing deals for:Sep 12 - Sep 19
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Find out more about Anna Maria

Find out more about Anna Maria

Why visit Anna Maria

  1. Stunning Beaches: Enjoy the pristine shores of Anna Maria Island, perfect for sunbathing and water activities.
  2. Outdoor Adventures: Engage in various outdoor activities such as kayaking, fishing, and biking along scenic trails.
  3. Local Cuisine: Savor delicious local dishes at charming waterfront restaurants and cafes.
  4. Rich History: Explore historical museums and learn about the island's vibrant past.
  5. Charming Accommodations: Find cozy condos and vacation homes that enhance your relaxing getaway experience.

Popular types of accommodation in Anna Maria

If you're considering a getaway to Anna Maria, you're in for a treat! Our most popular types of accommodations include condos, houses, and apartments. Each option offers unique charm and comfort, perfect for your Anna Maria vacations. Whether you're seeking a cozy retreat or a spacious home, our vacation rentals provide the ideal base for exploring the beauty of Anna Maria Island. Discover your perfect stay with us today!

  • Condos: Condos are the top choice for vacation rentals in Anna Maria, offering a blend of comfort and convenience for travelers.
  • Houses: Second in popularity, these homes provide spacious living and a homey atmosphere for families or groups.
  • Apartments: A practical option, apartments are perfect for those seeking a central location with essential amenities.
  • Cottages: Cottages offer a quaint and cozy retreat, ideal for a romantic getaway or peaceful escape.
  • Villas: Villas are a luxurious choice, featuring upscale amenities and beautiful surroundings for an unforgettable stay.**

Top attractions in and around Anna Maria

Anna Maria, Florida, is perfect for beach and outdoor vacations, offering beautiful scenery and a vibrant local culture. You'll find a range of attractions, including stunning beaches, marinas, and historical museums, catering to travelers seeking relaxation and cultural experiences. For a memorable getaway, consider exploring vacation properties on Anna Maria Island to fully enjoy the serene coastal charm and engaging activities the area has to offer.

  1. Anna Maria Beach: A stunning beach with soft sands and gentle waves, perfect for sunbathing and swimming. Enjoy the laid-back beach vibes while taking in beautiful sunsets and the sound of the surf.
  2. Bean Point Beach: A hidden gem at the northern tip of Anna Maria, Bean Point offers breathtaking scenery and a serene atmosphere. It's ideal for peaceful strolls along the shore and enjoying the natural beauty.
  3. IMG Academy: Renowned for its sports training facilities, IMG Academy is a premier institution located about 10 miles away. Visitors can watch elite athletes in action and enjoy various sports events.

Things to do recommended for couples

Experience romance in Anna Maria! Enjoy a paddleboard adventure with AMI Paddleboard Adventures, indulge in relaxation at Aluna Wellness Center & Spa, or have fun at Fish Hole Adventure Golf. Each activity is perfect for couples seeking adventure and tranquility, all within a short drive from the island.

Things to do recommended for families

Families visiting Anna Maria can experience the excitement of LECOM Park, just 10 miles away, catch some ice skating fun at the Ellenton Ice and Sports Complex, 14 miles away, or relax in the beautiful surroundings of Maximo Park, located 13 miles from Anna Maria.

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

When planning your trip—whether you're traveling with friends, family, pets, or seeking extended stays—be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Anna Maria 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 narrow down your options for all of these amenities and more on Vrbo.
  • Traveling to Anna Maria with young kids: Traveling with young kids can be difficult. 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 how close you are to family-friendly attractions.
  • Taking your pets with you to Anna Maria: For many, a family vacation isn't truly fulfilled without their furry companion by their side. If that resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer 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: 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 rental options. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Anna Maria

Explore the charming beauty of Anna Maria, Florida, where stunning beaches and vibrant outdoor activities await. This idyllic island getaway offers a perfect blend of relaxation and adventure, making it an ideal destination for families and couples alike. Discover the scenic shores of Anna Maria Island, indulge in local cuisine, and soak in the laid-back atmosphere. Whether you're seeking a romantic escape or a fun-filled beach vacation, Anna Maria promises unforgettable memories.

  • Anna Maria Island: Anna Maria Island is a picturesque barrier island located just 2 miles from the mainland, known for its stunning beaches and laid-back atmosphere. Visitors flock here for family-friendly activities and outdoor adventures, making it a perfect destination for vacationers seeking relaxation and recreation. Along the island, you'll find charming resorts, beautiful recreational areas, and inviting shopping centers. The local attractions include pristine beaches, a delightful family beach, and nearby theme parks that cater to all ages, offering a unique blend of fun and leisure.
  • St. Pete Beach: Situated 14 miles from Anna Maria, St. Pete Beach is a vibrant city renowned for its beautiful sandy shores and lively atmosphere. This destination is ideal for families and outdoor enthusiasts looking for beach fun and numerous recreational activities. St. Pete Beach features a variety of resorts and shopping areas, providing ample opportunities for relaxation and exploration. Highlights include stunning beaches, family-friendly coastal spots, and a charming town neighborhood, all contributing to a delightful vacation experience along the Gulf Coast.
  • Holmes Beach: Located just 3 miles from Anna Maria, Holmes Beach is a welcoming city that boasts excellent beach access and a friendly community vibe. It’s an ideal spot for families and outdoor lovers seeking sun and sand. Holmes Beach offers a range of resorts, shopping centers, and recreational areas, making it easy to unwind and enjoy your stay. Local attractions include gorgeous beaches, a family beach perfect for children, and the scenic cape, ensuring visitors have plenty of options for fun and relaxation during their vacation.

Best time to go to Anna Maria

If you're planning a trip to Anna Maria, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from May 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 SunnyAverageSlightly High
April73.0°F (22.8°C)Light RainSunnyAverageSlightly High
May77.5°F (25.3°C)Light RainMostly SunnyHighAverage
June81.7°F (27.6°C)Light RainMostly SunnyHighAverage
July83.1°F (28.4°C)Light RainMostly SunnyHighSlightly 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 SunnyLowSlightly Low
November70.5°F (21.4°C)Light RainMostly SunnyLowAverage
December66.4°F (19.1°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your entire booking. Planning truly has its rewards! When you join our travel rewards program, One Key, you'll gain access to exclusive discounts and earn OneKeyCash™ on eligible bookings. Sign up today and start enjoying your savings!

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers an easy-to-use platform for planning your travels. You can create new trips, continue from where you last stopped, or review and arrange your itineraries. All the properties you’ve saved or booked are neatly organized under categories like Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Key information on Anna Maria Island

Anna Maria Island vacation rentals 

Take your pick from a plethora of inviting places to rent on Anna Maria Island and let the countdown begin to your Florida escape. Here, the soft white sands set the scene for long, sunny days by the Gulf. Be sure to catch the sunset at Bean Point. After a day on the beach, there's nothing better than washing the sand away with a dip in your private pool. Don't feel like cooking? The bustling Pine Avenue comes to life at night with welcoming restaurants serving up freshly caught seafood for dinner. Anna Maria Island vacation rentals promise all this and more.  

Is Anna Maria Island good for vacation rentals? 

You'll encounter a vast array of Anna Maria Island rentals with pools, ocean views, air conditioning, and countless more amenities. The variety is as impressive as the destination itself. There are cozy apartments along Pine Avenue, trendy condos near the beach, and quaint cottages tucked away overlooking the sea. Anna Maria Island's beachfront rentals are especially popular.  

When is the most popular time of year to visit? 

Anna Maria Island vacation rentals are typically booked the most between January and May. While winter bites in the rest of the country, here you'll enjoy comfortable temperatures averaging in the low-to-mid 70s. 

When is the cheapest time of year to visit? 

Some of the cheapest times to stay in Anna Maria Island rentals in Florida are October and November. The summer crowds have left, and the winter ones are yet to arrive. Cheaper rental rates mean you can often save money by visiting at this time of year. 

Find vacation homes in Anna Maria offering discounts

In Anna Maria you can often discover great deals and discounts on Vrbo, especially for newly listed homes as well as weekly or monthly vacation rentals. Whether you’re planning a short getaway or an extended stay, Vrbo offers a variety of options to suit your needs and budget.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Anna Maria?
Based on our research, condos are the most sought-after vacation property type in Anna Maria. But as you might expect, everyone’s idea of an epic stay isn’t the same. Vrbo has vacation rentals of all sizes and shapes, and we’ll help you to find your ideal fit.
How much does it cost to rent a vacation rental in Anna Maria?
Property type, season and length of stay are some of the conditions that can affect the price of a vacation home. Simply click on your travel dates to find your perfect match. From comfy cottages to expansive luxury villas, all Vrbo vacation rentals provide incredible value.
How much does it cost to rent a beach house in Anna Maria?
Prices for beach houses in Anna Maria may differ depending on the size and type of the property and when you plan to travel. Just enter your travel dates into Vrbo and the number of guests to view vacation rental options and prices. From there you can use our filters to refine your search results by ratings, nearby activities, amenities and more.
Are there pet-friendly vacation rentals in Anna Maria?
Yes. You’ll have a choice of 760 vacation homes that welcome pets in Anna Maria on Vrbo. Our furry friends need a getaway too, so simply use our search function for pet-friendly vacation rentals to book a place where your puppy dog can get in on the fun.
Can I rent a house with a pool in Anna Maria?
Dig out your swimwear and swim ring, because there are 633 houses with a private pool in Anna Maria. Unwind at one of these superb vacation rentals and make every day a pool day. Simply enter your dates into Vrbo, then use the “pool” filter to find the perfect place to make a splash!
What are popular rental amenities in Anna Maria?
The most popular rental amenities people prefer in Anna Maria include a chef, a garden and a sauna. Whether you’re on a trip with family, friends or even pets, Vrbo vacation homes include the best amenities for fun and relaxation with the people who matter most.
Are there large group vacation rentals in Anna Maria?
With 82 properties that can sleep 10 or more guests in Anna Maria, there’s no need to limit the invite list. From fun family get-togethers to special events like Christmas or New Year’s Eve parties, Vrbo will help you find a large group rental that fits the occasion.
Are there vacation rentals in Anna Maria that welcome kids?
Anna Maria has 759 family-friendly vacation rentals to pick from. And securing a stay that welcomes kiddos is a cinch with our “Properties good for families” filter. Besides having the whole place to yourselves, you’ll also enjoy access to conveniences and perks like multiple bedrooms, pools and kitchens.
What are the top attractions for families in Anna Maria?
Keep the kids entertained at these top family-friendly attractions in Anna Maria:

  • Anna Maria Island Museum and Historical Park
  • Bean Point Beach
  • Palmetto Avenue Beach

Are there one-bedroom vacation rentals in Anna Maria?
Yes, you’ll find 47 one-bedroom properties in Anna Maria to select from. A one-bedroom vacation rental is a great choice if it’s just two of you or if you’re vacationing solo. Add in more privacy, space and convenience compared to a regular hotel, and you’ve got the makings of a memorable trip.
Can I find two-bedroom vacation rentals in Anna Maria?
Gather your besties and enjoy peace, privacy and comfort in one of the 157 two-bedroom vacation homes Anna Maria has to offer.
Are there vacation rentals with WiFi in Anna Maria?
Whether you’d like to keep up with the latest headlines, look over emails or surf your social networks, there are 211 vacation homes with WiFi in Anna Maria. Check the “WiFi” box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in Anna Maria?
Select your dates and then make use of the filters to view vacation rentals with air conditioning in Anna Maria on Vrbo. With 747 air-conditioned properties available, you can enjoy a cool and comfortable break.
How old do you have to be to rent a vacation rental in Anna Maria?
You’ll need to check with the Anna Maria vacation rental you’re considering on Vrbo as the age limit differs. However, typically it’s 16, 18 or 21.
How long can I rent a vacation rental in Anna Maria for?
The amount of time you can stay in an Anna Maria vacation home for is down to each property. Simply tap in your preferred travel dates to view available options offering longer term stays. They come with the things you need to make your extended break more comfortable such as laundries and air conditioning. Some properties might also offer weekly or monthly discounts, so you can have a longer stay for less.
Does Vrbo offer discounts for vacation homes in Anna Maria?
On Vrbo, you’ll find fabulous discounts and deals for Anna Maria. Check out our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you’re looking for a weekend retreat or an extended stay, Vrbo has a variety of options for every budget and style.

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