Anna Maria vacation rentals

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Find the perfect place for your stay in Anna Maria by choosing from 773 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:Jul 25 - Aug 1
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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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