Vacation Rentals & Apartments in Anna Maria Island

Vacation Rentals & Apartments in Anna Maria Island

Start comparing over 2,259 rentals in Anna Maria Island and book at the best price!

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Highlights Anna Maria Island

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

Best Vacation Rentals and Apartments in Anna Maria Island

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 6 Guests in Bradenton Beach, Anna Maria Island
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Bradenton Beach, Anna Maria Island
Vacation Rental • 6 Guests • 3 Bedrooms
9.5
(44 reviews)
Enchanting, seashell-pink, Gulf-front 3br/2ba vacation getaway on Anna Maria Island. This freshly renovated 1,032 sq ft, Key West-style single-family home was originally built in 1940 and still glows with all the charm of a quintessential “old Florida” beach cottage. Yet, it’s been beautifully renovated inside and out; transformed into a sleek, stylish, contemporary seaside paradise.Located in the Cortez neighborhood at the South end of Bradenton Beach, this dream home is just twenty steps from the white sand beach. It’s perfect for families, couples, snowbirds, boaters, beach lovers, and s...
from CA$524 / night
Vacation Rental for 5 Guests in Bradenton Beach, Anna Maria Island
Vacation Rental for 5 Guests in Bradenton Beach, Anna Maria Island, Picture 1
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Bradenton Beach, Anna Maria Island
Vacation Rental • 5 Guests • 2 Bedrooms
9.4
(540 reviews)
This second floor condo located just thirty yards from the beach provides you with private beach access, a large heated pool, remote keyless locks, a fully stocked kitchen with six appliances, stone counter tops, two full washrooms, two large bedrooms with walk in closets, sliding glass doors off of the master bedroom and living room, dining room, all new contemporary furniture, contemporary Floridian lighting, two flat screen televisions, HD television with over 200 channels, free ultra fast wi-fi, washer/dryer in the condo, air conditioning, iron and ironing board, ceiling fans, all towel...
from CA$281 / night
Vacation Rental for 6 Guests in Bradenton Beach, Anna Maria Island
Vacation Rental for 6 Guests in Bradenton Beach, Anna Maria Island, Picture 1
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Bradenton Beach, Anna Maria Island
Vacation Rental • 6 Guests • 2 Bedrooms
9.8
(64 reviews)
This incredible 2BR/2BA AMI condo is surrounded by water! To the east, Anna Maria Sound/Intracoastal Waterway is a serene playground for dolphins and manatees. You’ll enjoy the lush grassy lawn, the pier and boat dock/fishing dock on the sound side. To the west lie beautiful white sand beaches, and the shimmering emerald waters of the Gulf of Mexico. A nicely manicured brick walkway leads to the beach. Here, you’ll have the best of both worlds, as well as a swimming pool. The pool patio area with lounge chairs is ensconced in nature; graceful palms, fragrant tropical flowers, and lush lands...
from CA$289 / night

Prices and availability

Current Vacation rental prices Anna Maria Island

CA$798for 25 May - 1 Jun
CA$805 annual average
Jun
Jul
Aug
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Oct
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Average price per week

Current vacation rental availability Anna Maria Island

18%for 25 May - 1 Jun
52% annual average
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Feb
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Apr
May
Percentage of available rentals

Vacation rentals 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 vacation rental await you, whether you are looking for a beach resort, or a vacation let in the historic town area. Enjoy some of the world’s finest seafood before strolling back to your Anna Maria Island vacation home in this most magical part of Florida. If you are looking for more budget options check out the rentals around Palma Sola Bay, just a short hope from the island over one of its two bridges.

Vacation rental in a tropical paradise

Florida style vacation rental feature tropical gardens and sparkling, warm, turquoise swimming pools for playing and relaxing. Brightly painted, wooden slatted rentals give a colourful and fun welcome to you on your Anna Maria Island vacation. 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 vacation rental. What are you waiting for? Book today!

Vacations in Anna Maria Island

The area and getting around

Visit this most stunning of Florida’s islands

Your exciting vacation 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 spoiled 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 spoiled 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: Vacation Rentals and Apartments in Anna Maria Island

What was the average price for a vacation rental in Anna Maria Island in 2020, the first year impacted by the corona crisis?

The corona crisis strongly impacted the travel industry in 2020. This destination had an annual average of around CA$513.61 per night.

What time of year offers, on average, the best vacation rental prices in Anna Maria Island?

]If you would like to make the most of your money, the most affordable months to visit Anna Maria Island are October (CA$388.23 the average per night for accommodation), November (CA$436.21), and May (CA$446.22).

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

Following the data observed in 2020, costs per night for accommodation here are usually higher, on average, during the months of February (CA$718.97), March (CA$707.31), and April (CA$592.5).

Do I need to plan a trip to Anna Maria Island well in advance?

If you decide to put Anna Maria Island on your bucket list, we suggest organizing your travels long before you go because it tends to be very high in demand, with an annual average of 83% of rentals booked in the year 2020.

When are more vacation rentals available?

In 2020, the months with the largest number of properties available of the year in Anna Maria Island were September, December and April, with average availabilities of 31.25%, 26.33%, and 25.25%, respectively.

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

According to data from 2020, the months when it is most difficult to find accommodation in Anna Maria Island are, in order, February (with 1.2% of available rentals), March (5.75%), and June (7.25%).

How many vacation rentals does Holidu have in Anna Maria Island?

Our inventory features approximately 2900 properties from 6 partners, giving you plenty of choice when searching for your next dream vacation rental!

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