Vacation Rentals in Anna Maria (FL)

Vacation Rentals in Anna Maria (FL)

Start comparing over 606 rentals in Anna Maria (FL) and book at the best price!

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Best Vacation Rentals in Anna Maria (FL)

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 4 Guests in Anna Maria (fl), Anna Maria Island
Vacation Rental for 4 Guests in Anna Maria (fl), Anna Maria Island, Picture 1
Vacation Rental for 4 Guests in Anna Maria (fl), Anna Maria Island, Picture 2
Vacation Rental for 4 Guests in Anna Maria (fl), Anna Maria Island, Picture 3
Vacation Rental for 4 Guests in Anna Maria (fl), Anna Maria Island, Picture 4
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Anna Maria (fl), Anna Maria Island
Vacation Rental • 797 ft² • 2 Bedrooms
9.9
(123 reviews)
Welcome to Anna Maria Island ''paradise without an attitude''. Our ground level newly renovated unit is located in the village of Anna Maria on a quiet residential street, a short stroll to the sugar white sand beach. Free trolley stop, shopping, a variety of restaurants, both fishing piers, the island community center are all within walking distance. Many local concerts, festivals, art & craft shows and fireworks depending on the season of your visit.With Bradenton, Sarasota and Tampa so close your can be as busy as you like with endless activities or quietly walk the beautiful beach, ...
from $259 / night
Vacation Rental for 8 Guests in Anna Maria (fl), Anna Maria Island
Vacation Rental for 8 Guests in Anna Maria (fl), Anna Maria Island, Picture 1
Vacation Rental for 8 Guests in Anna Maria (fl), Anna Maria Island, Picture 2
Vacation Rental for 8 Guests in Anna Maria (fl), Anna Maria Island, Picture 3
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Anna Maria (fl), Anna Maria Island
Vacation Rental • 8 Guests • 4 Bedrooms
The fourth bedroom is located in the adjoining cottage. This property has a maximum occupancy of eight people including the adjoining cottage. Violation of this policy will result in immediate eviction without compensation. Welcome to the good life. This custom-built, waterfront, 4bd/4ba island palace is nestled by Bean Point at the north end of Anna Maria, just a quick stroll from white sand beaches and close to charming, historic downtown. This luxury estate glows with elegance and attention to detail. This stately home is a contemporary rendering of classic Southern architecture; from th...
from $950 / night
Vacation Rental for 6 Guests in Anna Maria (fl), Anna Maria Island
Vacation Rental for 6 Guests in Anna Maria (fl), Anna Maria Island, Picture 1
Vacation Rental for 6 Guests in Anna Maria (fl), Anna Maria Island, Picture 2
Vacation Rental for 6 Guests in Anna Maria (fl), Anna Maria Island, Picture 3
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Anna Maria (fl), Anna Maria Island
Vacation Rental • 2357 ft² • 3 Bedrooms
9.5
(48 reviews)
The fully air-conditioned house is in a quiet, exclusive residential area at the tip of the island. Miles of white sandy beach on your doorstep is one of Florida's most beautiful beaches. The house has 3 bedrooms, two bathrooms, a large open plan kitchen and living area and free WIFI.We renovated the house in 2021: new kitchen, new living room furniture, the mattresses, linen, towels, dishes and dining ware have been completely replaced. In 2022, hurricane-proof sliding glass doors were installed and the roof renewed.Enjoy the lovely breeze on the terrace while having breakfast or watch the...
from $334 / night

Prices and availability

Current Vacation rental prices Anna Maria (FL)

$641for 18 May - 25 May
$657 annual average
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Average price per week

Current vacation rental availability Anna Maria (FL)

8%for 18 May - 25 May
53% annual average
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Percentage of available rentals

FAQs: Vacation Rentals in Anna Maria (FL)

How much does it cost to book a vacation rental in Anna Maria?

Based on last year, Anna Maria had an average price of $535 per night, a relatively high one for a city in the USA.

When are vacation rentals cheaper in Anna Maria?

]If you are looking to get the most out of your money, the most affordable months to visit Anna Maria are October ($470 the average per night for accommodation), November ($485), and September ($490).

In which months is it more expensive to rent a vacation rental in Anna Maria?

Last year, the month that showed the highest annual average prices in Anna Maria was March, with an average price of $655 per night. This was followed by February, with an average of $626, and then July, with $566.

Are there usually many vacation rentals available in Anna Maria?

It's worthwhile if you can book your stay with plenty of time when visiting Anna Maria, as only 10% of our accommodations are usually available throughout the year.

Which months offer the highest availability?

The months when it's easiest to find available accommodation in Anna Maria are September (the average amount of properties that are available reached 26% of the total last year), October (22%), and November (21%).

How many rentals are there in Anna Maria?

Holidu offers around 460 properties in Anna Maria from 4 different providers, so find the perfect type of accommodation you are looking for. You can count on us!

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