Holiday Rentals and Lettings in Anna Maria Island

Start comparing over 2,398 rentals in Anna Maria Island and book at the best price!

Search millions of holiday rentals
+
Compare over 600 websites
=
Find your perfect holiday rental at the best price

Popular Lettings in Anna Maria Island

Apartment for 6 people, with pool
6 pers., 2 bedrooms, 102m², 450m to the beach
3.6
7 reviews
Holmes Beach, Anna Maria Island
from
£142per night
Apartment for 6 people, with garden and pool
5.0
11 reviews
Bradenton Beach, Anna Maria Island
from
£134per night
Apartment for 5 people
5 pers., 2 bedrooms, 90m to the beach
4.0
20 reviews
Anna Maria Island, Southwest Florida
from
£124per night
Holiday home for 6 people, with garden
6 pers., 2 bedrooms, 218m², 500m to the beach
4.9
10 reviews
Anna Maria (FL), Anna Maria Island
from
£169per night
Holiday home for 8 people, with pool and hot tub as well as garden
8 pers., 4 bedrooms, 349m², 250m to the beach
4.9
15 reviews
Holmes Beach, Anna Maria Island
from
£1,071per night
Cottage for 4 people, with balcony/terrace
4 pers., 1 bedroom, 43m², 60m to the beach
4.2
20 reviews
Bradenton Beach, Anna Maria Island
from
£154per night
Apartment for 4 people, with pool and balcony
4.8
59 reviews
Bradenton Beach, Anna Maria Island
from
£124per night
Apartment for 6 people, with pool and garden
4.9
103 reviews
Anna Maria Island, Southwest Florida
from
£117per night
Cottage for 5 people, with balcony/terrace and balcony
5 pers., 1 bedroom, 20m to the beach
4.9
55 reviews
Bradenton Beach, Anna Maria Island
from
£330per night
Holiday home for 2 people, with view and balcony
3.8
4 reviews
Bradenton Beach, Anna Maria Island
from
£74per night
Cottage for 6 people
6 pers., 2 bedrooms, 100m to the beach
3.5
20 reviews
Bradenton Beach, Anna Maria Island
from
£139per night
Holiday home for 8 people, with balcony/terrace and balcony as well as hot tub
8 pers., 3 bedrooms, 100m to the beach
5.0
1 review
Bradenton Beach, Anna Maria Island
from
£300per night
Apartment for 4 people, with garden and pool as well as hot tub
3.3
5 reviews
Holmes Beach, Anna Maria Island
from
£185per night
Apartment for 4 people
5.0
2 reviews
Bradenton Beach, Anna Maria Island
from
£137per night
Holiday home for 14 people, with balcony and pool as well as balcony/terrace
14 pers., 4 bedrooms, 297m², 250m to the beach
4.7
20 reviews
Anna Maria (FL), Anna Maria Island
from
£606per night
Apartment for 4 people, with terrace and pool
4.5
12 reviews
Holmes Beach, Anna Maria Island
from
£185per night
Holiday home for 6 people, with view and terrace
5.0
17 reviews
Anna Maria (FL), Anna Maria Island
from
£81per night
Holiday home for 10 people, with pool
1.3
1 review
Holmes Beach, Anna Maria Island
from
£320per night
Show all

Highlights in Anna Maria Island

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

Most popular in Anna Maria Island

Pool 1,965
Internet 2,481
Balcony/Terrace 2,051
TV 2,410
Air condition 2,384
Garden 630
Parking 2,247
Washing machine 2,133
Heating 1,800

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

Prices and availability

Prices

April
May
June
July
August
£452
21 Mar - 28 Mar
£452 per night
28 Mar - 04 Apr
£450 per night
04 Apr - 11 Apr
£426 per night
11 Apr - 18 Apr
£407 per night
18 Apr - 25 Apr
£372 per night
25 Apr - 02 May
£335 per night
02 May - 09 May
£305 per night
09 May - 16 May
£281 per night
16 May - 23 May
£285 per night
23 May - 30 May
£303 per night
30 May - 06 Jun
£312 per night
06 Jun - 13 Jun
£309 per night
13 Jun - 20 Jun
£311 per night
20 Jun - 27 Jun
£317 per night
27 Jun - 04 Jul
£322 per night
04 Jul - 11 Jul
£329 per night
11 Jul - 18 Jul
£338 per night
18 Jul - 25 Jul
£336 per night
25 Jul - 01 Aug
£332 per night
01 Aug - 08 Aug
£317 per night
08 Aug - 15 Aug
£308 per night
15 Aug - 22 Aug
£303 per night
22 Aug - 29 Aug
£295 per night
29 Aug - 05 Sep
£294 per night
Average price per week

Availabilities

April
May
June
July
August
69 %
21 Mar - 28 Mar
2 %
28 Mar - 04 Apr
5 %
04 Apr - 11 Apr
4 %
11 Apr - 18 Apr
17 %
18 Apr - 25 Apr
21 %
25 Apr - 02 May
28 %
02 May - 09 May
31 %
09 May - 16 May
32 %
16 May - 23 May
32 %
23 May - 30 May
34 %
30 May - 06 Jun
37 %
06 Jun - 13 Jun
34 %
13 Jun - 20 Jun
34 %
20 Jun - 27 Jun
32 %
27 Jun - 04 Jul
38 %
04 Jul - 11 Jul
40 %
11 Jul - 18 Jul
38 %
18 Jul - 25 Jul
41 %
25 Jul - 01 Aug
46 %
01 Aug - 08 Aug
51 %
08 Aug - 15 Aug
56 %
15 Aug - 22 Aug
59 %
22 Aug - 29 Aug
64 %
29 Aug - 05 Sep
69 %
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..

  1. Holiday rentals
  2. USA
  3. Florida
  4. Gulf Coast
  5. Anna Maria Island