Holiday Rentals and Lettings in Anna Maria Island

Holiday Rentals and Lettings in Anna Maria Island

Start comparing over 722 rentals in Anna Maria Island and book at the best price!

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Holiday home
Holiday apartment
Pool
Internet
Balcony/Terrace
4.0
& higher
4.5
& higher

Popular Holiday Rentals & Lettings in Anna Maria Island
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from
£104
per night

Holiday rental for 6 people, with ocean view and lake view as well as balcony and pool
6 pers., 2 bedrooms, 200m to the beach
FREE cancellation
4.9
(30 reviews)

from
£104
per night

Holiday rental for 5 people, with lake view and garden as well as pool
5 pers., 2 bedrooms, 60m to the beach
FREE cancellation
4.8
(22 reviews)

from
£141
per night

Holiday rental for 6 people, with lake view and pool as well as garden
6 pers., 2 bedrooms, 60m to the beach
FREE cancellation
5.0
(20 reviews)
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Holiday rentals with free cancellation
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from
£104
per night

Holiday rental for 6 people, with balcony and lake view as well as pool and ocean view
6 pers., 2 bedrooms, 200m to the beach
FREE cancellation
4.4
(8 reviews)

from
£334
per night

Holiday rental for 6 people, with pool and garden
6 pers., 3 bedrooms, 195m², 150m to the beach
FREE cancellation
4.9
(20 reviews)

from
£105
per night

Holiday rental for 4 people, with garden and lake view as well as pool and ocean view
4 pers., 2 bedrooms, 60m to the beach
FREE cancellation
4.5
(5 reviews)
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Holiday Rentals & Lettings in Anna Maria Island
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from
£98
per night

Holiday rental for 3 people, with balcony and view, child-friendly
3 pers., 1 bedroom, 20m to the beach
4.2
(60 reviews)

from
£346
per night

Holiday rental for 4 people, with balcony and pool as well as lake view
4 pers., 2 bedrooms, 80m to the beach
FREE cancellation
4.4
(2 reviews)

from
£137
per night

Holiday rental for 5 people, with pool and ocean view as well as garden and lake view
5 pers., 2 bedrooms, 60m to the beach
FREE cancellation
4.9
(20 reviews)

from
£104
per night

Holiday rental for 6 people, with pool and garden as well as lake view and ocean view
6 pers., 2 bedrooms, 200m to the beach
FREE cancellation
4.5
(20 reviews)

from
£133
per night

Holiday rental for 5 people, with lake view and pool as well as balcony
5 pers., 2 bedrooms, 60m to the beach
FREE cancellation
4.8
(20 reviews)

from
£104
per night

Holiday rental for 6 people, with ocean view and garden as well as pool and lake view
6 pers., 2 bedrooms, 80m to the beach
FREE cancellation
5.0
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Pet-friendly Holiday Rentals & Lettings
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from
£91
per night

Holiday rental for 2 people, with garden and pool
2 pers., 1 bedroom, 40m to the beach
4.1
(91 reviews)

from
£139
per night

Holiday rental for 6 people
6 pers., 2 bedrooms, 86m², 450m to the beach
FREE cancellation
5.0
(7 reviews)

from
£223
per night

Holiday rental for 6 people, with pool
6 pers., 3 bedrooms, 139m², 400m to the beach
FREE cancellation
4.0
(12 reviews)
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Holiday Rentals & Lettings with Pool
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from
£104
per night

Holiday rental for 6 people, with ocean view and pool as well as garden and lake view
6 pers., 2 bedrooms, 60m to the beach
FREE cancellation
4.7
(26 reviews)

from
£124
per night

Holiday rental for 6 people, with lake view and pool as well as garden
6 pers., 2 bedrooms, 60m to the beach
FREE cancellation
4.6
(22 reviews)

from
£346
per night

Holiday rental for 8 people, with lake view and pool as well as garden
8 pers., 4 bedrooms, 150m to the beach
FREE cancellation
4.6
(21 reviews)
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Holiday Rentals & Lettings with Internet
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from
£95
per night

Holiday rental for 6 people, with garden and ocean view as well as pool and lake view
6 pers., 2 bedrooms, 60m to the beach
FREE cancellation
4.5
(9 reviews)

from
£193
per night

Rental.type.detailed.condo for 4 people, with pool
4 pers., 2 bedrooms, 52m², 100m to the beach
FREE cancellation
5.0
(2 reviews)

from
£104
per night

Holiday rental for 6 people, with garden and pool as well as lake view
6 pers., 2 bedrooms, 150m to the beach
FREE cancellation
4.6
(46 reviews)
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 178
Internet 209
Balcony/Terrace 120
TV 210
Air conditioning 208
Parking 201

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

Prices and availability

Prices

October
November
December
January
February
£334
11 Sep - 18 Sep
£259 per night
18 Sep - 25 Sep
£258 per night
25 Sep - 02 Oct
£254 per night
02 Oct - 09 Oct
£246 per night
09 Oct - 16 Oct
£252 per night
16 Oct - 23 Oct
£249 per night
23 Oct - 30 Oct
£249 per night
30 Oct - 06 Nov
£252 per night
06 Nov - 13 Nov
£252 per night
13 Nov - 20 Nov
£251 per night
20 Nov - 27 Nov
£258 per night
27 Nov - 04 Dec
£265 per night
04 Dec - 11 Dec
£259 per night
11 Dec - 18 Dec
£269 per night
18 Dec - 25 Dec
£289 per night
25 Dec - 01 Jan
£306 per night
01 Jan - 08 Jan
£294 per night
08 Jan - 15 Jan
£271 per night
15 Jan - 22 Jan
£269 per night
22 Jan - 29 Jan
£284 per night
29 Jan - 05 Feb
£299 per night
05 Feb - 12 Feb
£304 per night
12 Feb - 19 Feb
£321 per night
19 Feb - 26 Feb
£334 per night
Average price per week

Availabilities

October
November
December
January
February
56 %
11 Sep - 18 Sep
33 %
18 Sep - 25 Sep
34 %
25 Sep - 02 Oct
33 %
02 Oct - 09 Oct
30 %
09 Oct - 16 Oct
23 %
16 Oct - 23 Oct
31 %
23 Oct - 30 Oct
41 %
30 Oct - 06 Nov
41 %
06 Nov - 13 Nov
39 %
13 Nov - 20 Nov
45 %
20 Nov - 27 Nov
39 %
27 Nov - 04 Dec
52 %
04 Dec - 11 Dec
56 %
11 Dec - 18 Dec
56 %
18 Dec - 25 Dec
26 %
25 Dec - 01 Jan
12 %
01 Jan - 08 Jan
15 %
08 Jan - 15 Jan
40 %
15 Jan - 22 Jan
42 %
22 Jan - 29 Jan
35 %
29 Jan - 05 Feb
25 %
05 Feb - 12 Feb
15 %
12 Feb - 19 Feb
10 %
19 Feb - 26 Feb
7 %
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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