Holiday Rentals and Lettings in Anna Maria Island

Holiday Rentals and Lettings in Anna Maria Island

Start comparing over 96036 rentals in Anna Maria Island and book at the best price!

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Free cancellation
Holiday home
Holiday apartment
Pool
Internet
Pets allowed
4.0
& higher

Popular Holiday Rentals & Lettings in Anna Maria Island

Holiday rental for 6 people, with pool and lake view as well as ocean view and balcony in Anna Maria Island
from
£156
per night
Holiday rental for 6 people, with pool and lake view as well as ocean view and balcony
6 pers.2 bedrooms200m to the beach
FREE cancellation
4.9
(32 reviews)
Holiday rental for 5 people, with lake view and garden as well as pool in Anna Maria Island
from
£174
per night
Holiday rental for 5 people, with lake view and garden as well as pool
5 pers.2 bedrooms60m to the beach
FREE cancellation
4.8
(22 reviews)
Holiday rental for 4 people, with terrace in Anna Maria Island
from
£91
per night
Holiday rental for 4 people, with terrace
4 pers.1 bedroom150m to the beach
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Holiday Rentals with Free Cancellation

Holiday rental for 6 people, with garden and pool as well as lake view and ocean view in Anna Maria Island
from
£202
per night
Holiday rental for 6 people, with garden and pool as well as lake view and ocean view
6 pers.2 bedrooms60m to the beach
FREE cancellation
4.7
(27 reviews)
Holiday rental for 4 people in Anna Maria Island
from
£232
per night
Holiday rental for 4 people
4 pers.2 bedrooms100m to the beach
FREE cancellation
0.5
Holiday rental for 6 people, with pool and balcony in Anna Maria Island
from
£228
per night
Holiday rental for 6 people, with pool and balcony
6 pers.3 bedrooms221m²500m to the beach
FREE cancellation
4.8
(6 reviews)
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Holiday Rentals & Lettings in Anna Maria Island

Holiday rental for 3 people, with balcony and view, child-friendly in Anna Maria Island
from
£98
per night
Holiday rental for 3 people, with balcony and view, child-friendly
3 pers.1 bedroom20m to the beach
4.2
(69 reviews)
Holiday rental for 4 people, with pool in Anna Maria Island
from
£95
per night
Holiday rental for 4 people, with pool
4 pers.2 bedrooms250m to the beach
4.5
(21 reviews)
Holiday rental for 6 people, with garden and lake view as well as pool in Anna Maria Island
from
£273
per night
Holiday rental for 6 people, with garden and lake view as well as pool
6 pers.2 bedrooms60m to the beach
FREE cancellation
5.0
(20 reviews)
Holiday rental for 4 people, with terrace and pool in Anna Maria Island
from
£158
per night
Holiday rental for 4 people, with terrace and pool
4 pers.1 bedroom250m to the beach
FREE cancellation
4.5
(19 reviews)
Holiday rental for 4 people, with pool in Anna Maria Island
from
£92
per night
Holiday rental for 4 people, with pool
4 pers.2 bedrooms150m to the beach
FREE cancellation
4.3
(21 reviews)
Holiday rental for 3 people, with view and garden as well as pool in Anna Maria Island
from
£151
per night
Holiday rental for 3 people, with view and garden as well as pool
3 pers.1 bedroom60m to the beach
FREE cancellation
4.7
(41 reviews)
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Pet-friendly Holiday Rentals & Lettings

Holiday rental for 6 people in Anna Maria Island
from
£293
per night
Holiday rental for 6 people
6 pers.2 bedrooms100m to the beach
FREE cancellation
3.0
Holiday rental for 2 people, with pool and garden in Anna Maria Island
from
£92
per night
Holiday rental for 2 people, with pool and garden
2 pers.1 bedroom40m to the beach
4.2
(108 reviews)
Holiday rental for 2 people, with pool and view as well as garden, with pets in Anna Maria Island
from
£94
per night
Holiday rental for 2 people, with pool and view as well as garden, with pets
2 pers.1 bedroom24m²60m to the beach
4.5
(581 reviews)
Show all

Holiday Rentals & Lettings with Pool

Holiday rental for 4 people, with lake view and balcony as well as pool in Anna Maria Island
from
£238
per night
Holiday rental for 4 people, with lake view and balcony as well as pool
4 pers.2 bedrooms80m to the beach
FREE cancellation
3.1
(3 reviews)
Holiday rental for 4 people, with pool and terrace in Anna Maria Island
from
£206
per night
Holiday rental for 4 people, with pool and terrace
4 pers.2 bedrooms150m to the beach
FREE cancellation
4.1
(18 reviews)
Holiday rental for 5 people, with ocean view and garden as well as pool and lake view in Anna Maria Island
from
£174
per night
Holiday rental for 5 people, with ocean view and garden as well as pool and lake view
5 pers.2 bedrooms80m to the beach
FREE cancellation
4.9
(20 reviews)
Show all

Holiday Rentals & Lettings with Internet

Holiday rental for 4 people in Anna Maria Island
from
£192
per night
Holiday rental for 4 people
4 pers.2 bedrooms20m to the beach
4.5
(22 reviews)
Holiday rental for 6 people, with lake view and garden as well as ocean view and pool in Anna Maria Island
from
£185
per night
Holiday rental for 6 people, with lake view and garden as well as ocean view and pool
6 pers.2 bedrooms200m to the beach
FREE cancellation
4.5
(20 reviews)
Holiday rental for 6 people, with pool and garden as well as ocean view and lake view in Anna Maria Island
from
£114
per night
Holiday rental for 6 people, with pool and garden as well as ocean view and lake view
6 pers.2 bedrooms80m to the beach
FREE cancellation
5.0
Show all

Find Holiday Rentals & Lettings in Anna Maria Island

Map

Highlights in Anna Maria Island

  • Sparkling white sand
  • Dolphin trips
  • Fine seafood and dining

Most popular in Anna Maria Island

Pool 496
Internet 561
Pets allowed 112
Balcony/Terrace 221
TV 571
Air conditioning 576

Other property types in Anna Maria Island that might be interesting:

Prices and availability

Prices

£346
January
February
March
April
May
Average price per week

Availabilities

71 %
January
February
March
April
May
Percentage of available lettings

Holiday rentals and lettings in Anna Maria Island

The magical natural beauty of Anna Maria Island awaits your visit

The barrier island, Anna Maria Island, is famous for its wide, sweeping beaches, with incredible views and luxury restaurants, as well as its small but perfectly appointed town, Anna Maria. The most incredible holiday rentals await you, whether you are looking for a beach resort, or a holiday let in the historic town area. Enjoy some of the world’s finest seafood before strolling back to your Anna Maria Island holiday home in this most magical part of Florida. If you are looking for more budget options check out the lettings around Palma Sola Bay, just a short hope from the island over one of its two bridges.

Holiday rentals in a tropical paradise

Florida style holiday rentals feature tropical gardens and sparkling, warm, turquoise swimming pools for playing and relaxing. Brightly painted, wooden slatted lettings give a colourful and fun welcome to you on your Anna Maria Island holiday. Imagine yourself sipping a cocktail, watching as the sun sets over the tropical beach, as you relax in the comfort of the terrace or garden of your own beautiful holiday letting. What are you waiting for? Book today!

Holidays in Anna Maria Island

The area and getting around

Visit this most stunning of Florida’s islands

Your exciting holiday to Anna Maria Island is most likely to start at Sarasota-Bradenton International Airport which is just half an hour’s drive from the Cortez Bridge on the south part of the island. You can also cross over on the Manatee Ave Bridge which takes you right onto the centre of Anna Maria Island. From here you’ll be spoilt for choice with your options. You can start by browsing the luxury boutiques before settling in for a slow afternoon’s siesta on the crisp white sand, or a swim in the sapphire waters of the sea. The possibilities are endless!

Anna Maria Island – a paragon of luxury

The sheer joy of Anna Maria Island is the absolute beauty that surrounds you from the moment that you step onto the island. Head over the marina and enjoy watching the yachts which are moored in between their sea adventures, while tasting some of the fine wine at the marina restaurant. Head next to Coquina Beach, and join the beach combers and shell seekers (don’t forget to leave all your finds there for the next person!) then take the Coquina Boardwalk for a stroll through nature. No matter which direction you look, the views will be amaze!

Travellers and activities

Anna Maria Island for beach and sea lovers

The brilliant white sands of the beaches of Anna Maria Island contrast delightfully with its clear blue waters. With restaurants and bars to suit every budget lining the beaches, you’ll have everything you need for a relaxing and restful day. For beach lovers who prefer to burn some energy, rent a jet ski and explore the coastline from its unique, speedy view! Or take the slower route with a chartered yacht and enjoy the wind in your sails as you cruise along in the tranquil seas.

Anna Maria Island for foodies

Being an island, fish and seafood is the main feature of the fine dining options on Anna Maria Island, but if you’re vegetarian or vegan you’ll still be spoilt for choice. For seafood, you’ll adore the offerings in the Anna Maria Oyster Bar on Cortez Road. Not surprisingly, they specialise in oysters, but their lobster is also outstanding and their salads out of this world. The Sandbar Restaurant’s unique appeal is its proximity to the beach and the exceptional quality of the food – a real treat for every self-respecting foodie!

„Anna Maria Island’s white sandy beaches are made from quartz, which means they don’t get too hot underfoot even in summer!“

Top 5 travel tips in Anna Maria Island

1. Watch the world go by on the Bradenton Beach City Pier

Watch people relaxing on the beach, anglers casting their lines in the hopes of catching a fish, see yachts sailing by and if you’re lucky, a pod of frolicking dolphins! A wonderful people (an animal!) watching destination!

2. Go shopping at the Coquina Beach Market

From fresh fish to clothing to jewellery, there’s always something fresh and vibrant to see and buy at the Coquina Beach Market. If you don’t want to be surrounded by a delicious variety of condiments and wares and explosions of colour, be sure to stay away!

3. See frolicking dolphins on a dolphin cruise

Join a boat trip out into the Gulf of Mexico for a once in a lifetime experience spotting dolphins in the wild. And look out for manatees grazing and wading birds.

4. Bask on the beautiful Bean Point beach

Walk over the powdery sand, play and swim in the clean, clear water, snorkel around the coast to discover the local sea-life or relax in a local beach bar at this most beautiful beach on Anna Maria Island.

5. Enjoy a trip to the Island Players Community Theatre

An Award Winning organization dedicated to providing artistic experiences for the communities of Anna Maria Island, this delightful community theatre offers entertaining productions and highly recommended shows..

FAQs: Holiday Rentals & Lettings in Anna Maria Island

What was the average price for a holiday rental in Anna Maria Island in 2020, during the corona crisis?

The coronavirus has severely impacted the travel industry. Based on our 2020 data, Anna Maria Island has an annual average price of £291.85 per night.

When can you get the best deals on holiday rentals in Anna Maria Island?

If it is your aim to save the maximum amount during your visit to Anna Maria Island, go there in October (£220.76 per night on average), November (£248.04), or May (£253.74) to find the lowest prices for the whole year.

When does the price of holiday rentals in Anna Maria Island go up the most?

In 2020, the month that offered the highest average prices in Anna Maria Island was February, with an average price of £408.83 per night. This was followed by March, with an average of £402.2, and April, with £336.91.

Is Anna Maria Island a good location for a last-minute getaway?

If you decide to discover Anna Maria Island, we suggest organising your travels in advance because it tends to be very high in demand, with an annual average occupation of 83% in the year 2020.

When are there fewer rental options available in Anna Maria Island?

Holiday rentals in Anna Maria Island reach their peak in demand in February, with an availability rate of 1.2%. The second most requested month is March, with 5.75%, and the third is June with 7.25%.

How many holiday lettings are there in Anna Maria Island?

Our inventory features approximately 2900 properties from 6 partners.

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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