Holiday Rentals and Lettings in Anna Maria Island

Start comparing over 2,270 rentals in Anna Maria Island and book at the best price!

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Popular Lettings in Anna Maria Island

Apartment for 5 people
5 pers., 2 bedrooms, 90m to the beach
4.2
20 reviews
Anna Maria Island, Southwest Florida
from
£124per night
Bungalow for 2 people, with balcony/terrace and pool
5.0
4 reviews
Bradenton Beach, Anna Maria Island
from
£246per night
Apartment for 6 people, with balcony/terrace
6 pers., 3 bedrooms, 150m to the beach
Bradenton Beach, Anna Maria Island
from
£399per night
Apartment for 6 people
6 pers., 2 bedrooms, 64m², 150m to the beach
3.8
20 reviews
Holmes Beach, Anna Maria Island
from
£199per night
Holiday home for 2 people, with balcony
Bradenton Beach, Anna Maria Island
from
£174per night
Apartment for 6 people, with balcony and pool
6 pers., 2 bedrooms, 92m², 700m to the beach
4.8
7 reviews
Anna Maria Island, Southwest Florida
from
£148per night
Apartment for 6 people, with pool
6 pers., 2 bedrooms, 150m to the beach
3.2
2 reviews
Holmes Beach, Anna Maria Island
from
£176per night
Holiday home for 10 people, with pool
1.3
1 review
Holmes Beach, Anna Maria Island
from
£318per night
Holiday home for 6 people, with balcony/terrace
6 pers., 3 bedrooms, 200m to the beach
Holmes Beach, Anna Maria Island
from
£231per night
Apartment for 4 people, with pool and garden
4.8
115 reviews
Holmes Beach, Anna Maria Island
from
£373per night
Apartment for 4 people, with pool
3.8
4 reviews
Bradenton Beach, Anna Maria Island
from
£114per night
Cottage for 6 people
6 pers., 2 bedrooms, 100m to the beach
3.7
20 reviews
Bradenton Beach, Anna Maria Island
from
£139per night
Apartment for 6 people, with balcony/terrace
6 pers., 2 bedrooms, 65m², 150m to the beach
3.5
20 reviews
Bradenton Beach, Anna Maria Island
from
£147per night
Cottage for 4 people, with balcony
4 pers., 2 bedrooms, 150m to the beach
4.6
3 reviews
Holmes Beach, Anna Maria Island
from
£209per night
Holiday home for 8 people, with pool and balcony/terrace as well as balcony
8 pers., 3 bedrooms, 162m², 400m to the beach
4.7
15 reviews
Holmes Beach, Anna Maria Island
from
£270per night
Studio for 4 people, with pool
4.3
53 reviews
Bradenton Beach, Anna Maria Island
from
£230per night
Holiday home for 6 people, with garden
6 pers., 2 bedrooms, 218m², 500m to the beach
4.9
12 reviews
Anna Maria (FL), Anna Maria Island
from
£169per night
Apartment for 4 people, with hot tub and pool as well as terrace
3.3
5 reviews
Holmes Beach, Anna Maria Island
from
£184per night
Show all

Highlights in Anna Maria Island

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

Most popular in Anna Maria Island

Pool 1,875
Internet 2,303
Balcony/Terrace 1,926
TV 2,234
Air condition 2,239
Garden 608
Parking 2,061
Washing machine 1,952
Heating 1,621

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

Prices and availability

Prices

August
September
October
November
December
£325
04 Jul - 11 Jul
£323 per night
11 Jul - 18 Jul
£325 per night
18 Jul - 25 Jul
£320 per night
25 Jul - 01 Aug
£322 per night
01 Aug - 08 Aug
£321 per night
08 Aug - 15 Aug
£318 per night
15 Aug - 22 Aug
£310 per night
22 Aug - 29 Aug
£306 per night
29 Aug - 05 Sep
£313 per night
05 Sep - 12 Sep
£317 per night
12 Sep - 19 Sep
£310 per night
19 Sep - 26 Sep
£295 per night
26 Sep - 03 Oct
£286 per night
03 Oct - 10 Oct
£273 per night
10 Oct - 17 Oct
£274 per night
17 Oct - 24 Oct
£275 per night
24 Oct - 31 Oct
£276 per night
31 Oct - 07 Nov
£297 per night
07 Nov - 14 Nov
£276 per night
14 Nov - 21 Nov
£261 per night
21 Nov - 28 Nov
£295 per night
28 Nov - 05 Dec
£304 per night
05 Dec - 12 Dec
£278 per night
12 Dec - 19 Dec
£316 per night
Average price per week

Availabilities

August
September
October
November
December
75 %
04 Jul - 11 Jul
6 %
11 Jul - 18 Jul
9 %
18 Jul - 25 Jul
11 %
25 Jul - 01 Aug
19 %
01 Aug - 08 Aug
32 %
08 Aug - 15 Aug
44 %
15 Aug - 22 Aug
52 %
22 Aug - 29 Aug
61 %
29 Aug - 05 Sep
62 %
05 Sep - 12 Sep
56 %
12 Sep - 19 Sep
60 %
19 Sep - 26 Sep
57 %
26 Sep - 03 Oct
60 %
03 Oct - 10 Oct
54 %
10 Oct - 17 Oct
47 %
17 Oct - 24 Oct
48 %
24 Oct - 31 Oct
57 %
31 Oct - 07 Nov
60 %
07 Nov - 14 Nov
59 %
14 Nov - 21 Nov
65 %
21 Nov - 28 Nov
55 %
28 Nov - 05 Dec
67 %
05 Dec - 12 Dec
74 %
12 Dec - 19 Dec
75 %
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..

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