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Vacation Rentals & Accommodations in Anna Maria Island

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Very Good: 4+
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Plan a seaside escape with an Anna Maria Island vacation rental

Sometimes called Anna Maria Key, the barrier island of Anna Maria enjoys its location south of Tampa Bay along Florida's southern coast. Over the years, the island has gained a reputation as one of the most visited locations in Florida thanks to its pristine beaches, varied wildlife and natural resources that attract scholars of biology and marine biology too.

The island offers plenty of recreational activities to keep all its visitors occupied. Book your vacation home on Anna Maria Island and bring the family along for the adventure.

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Best Vacation Home Deals in Anna Maria Island

Condo Anna Maria Island
Sep 2 - Sep 9
-56%
$270
$120 per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (30 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Villa Anna Maria Island
Aug 25 - Sep 1
-55%
$425
$190 per night
Villa ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (119 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Dec 10 - Dec 17
-85%
$835
$125 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (52 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Compare and find the perfect vacation rental from $89 per night by searching among the 7,712 properties available in Anna Maria Island. Each of the offers from the different providers are instantaneously compared by the search engine , allowing you to save up to 85%.

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Top-Rated Rentals and Accommodations in Anna Maria Island

Cottage Anna Maria Island
Oct 21 - Oct 28
$180 per night
Cottage ∙ 2 guests ∙ 1 bedroom
4.9
"Excellent" (167 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
Sep 16 - Sep 23
-16%
$175
$148 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.7
"Outstanding" (137 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Sep 9 - Sep 16
$507 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
"Excellent" (62 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Recommended Vacation Rentals in Anna Maria Island

Find your perfect vacation rental in Anna Maria Island: from $89 per night

Cottage Anna Maria Island
Nov 9 - Nov 16
$178 per night
Cottage ∙ 2 guests ∙ 1 bedroom
4.9
"Excellent" (167 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Sep 1 - Sep 8
$515 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
"Excellent" (62 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
Jul 22 - Jul 29
$150 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.7
"Outstanding" (137 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Sep 30 - Oct 7
$300 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (15 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
May 1 - May 8
$162 per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (1 rating)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
Sep 23 - Sep 30
-58%
$259
$109 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.4
"Very good" (34 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Cottage Anna Maria Island
Dec 10 - Dec 17
-42%
$335
$193 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (16 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Dec 6 - Dec 13
-43%
$310
$176 per night
House ∙ 6 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Apr 22 - Apr 29
$189 per night
House ∙ 5 guests ∙ 2 bedrooms
4.9
"Excellent" (54 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Anna Maria Island

Condo Anna Maria Island
Sep 23 - Sep 30
-55%
$227
$102 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.2
"Very good" (26 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
Sep 2 - Sep 9
-56%
$270
$120 per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (30 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Villa Anna Maria Island
Nov 13 - Nov 20
-54%
$425
$197 per night
Villa ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (119 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Anna Maria Island accommodation with high-speed internet.

Condo Internet Anna Maria Island
Dec 9 - Dec 16
-62%
$232
$89 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
Internet
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House Internet Anna Maria Island
Jan 19 - Jan 26
$225 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (15 ratings)
Anna Maria Island, Manatee County, Florida, United States
Internet
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Condo Internet Anna Maria Island
Sep 2 - Sep 9
-50%
$260
$129 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
Internet
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Anna Maria Island and book a vacation rental with air conditioning.

Condo Aircondition Anna Maria Island
Sep 16 - Sep 23
-29%
$200
$143 per night
Condo ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (8 ratings)
Anna Maria Island, Manatee County, Florida, United States
Aircondition
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House Aircondition Anna Maria Island
Aug 5 - Aug 12
-45%
$525
$289 per night
House ∙ 6 guests ∙ 3 bedrooms
4.6
"Outstanding" (10 ratings)
Anna Maria Island, Manatee County, Florida, United States
Aircondition
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Condo Aircondition Anna Maria Island
Dec 8 - Dec 15
$107 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
Aircondition
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Anna Maria Island rental with full kitchen.

Villa Kitchen Anna Maria Island
May 1 - May 8
-49%
$500
$256 per night
Villa ∙ 4 guests ∙ 2 bedrooms
4.9
"Excellent" (100 ratings)
Anna Maria Island, Manatee County, Florida, United States
Kitchen
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House Kitchen Anna Maria Island
Sep 9 - Sep 16
-48%
$316
$164 per night
House ∙ 4 guests ∙ 2 bedrooms
4.6
"Outstanding" (27 ratings)
Anna Maria Island, Manatee County, Florida, United States
Kitchen
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House Kitchen Anna Maria Island
Sep 16 - Sep 23
-44%
$518
$288 per night
House ∙ 6 guests ∙ 3 bedrooms
4.0
"Very good" (1 rating)
Anna Maria Island, Manatee County, Florida, United States
Kitchen
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Popular Rental Amenities in Anna Maria Island

  • Internet (7,414)
  • Kitchen (7,353)
  • TV (6,973)
  • Air conditioning (6,821)
  • No smoking (6,356)
  • Microwave (6,274)
  • Washer (5,938)
  • Dishwasher (5,919)
  • Pool (5,863)
  • Grill (5,308)
  • No pets (5,226)
  • Fishing (2,853)

Use filters to look for an accommodation meeting your criteria among the 7,712 properties in Anna Maria Island. In Anna Maria Island, 7,415 rentals offer "Internet". So, if you need internet access during your vacation, select the Internet filter to compare these rentals. You could even find properties if you want a rental with a jacuzzi (183 rentals include "Hot tub" in Anna Maria Island) or if you need a crib for your baby (73 rentals in Anna Maria Island include "Crib").

Price and Availability Index in Anna Maria Island

Vacation Rental Price Information in Anna Maria Island

We rendered price information data on the above graph to give you more insights on prices in Anna Maria Island. $981 is the highest price average in the next twelve months. Anna Maria Island is cheaper in a week of October (10/8 - 10/15), where prices are on average $323 a night.

Rental Availability Information in Anna Maria Island

Have a look at the above graph to see the global availability of vacation rentals in Anna Maria Island. The week with the least available rentals is in February (2/18 - 2/25), with only 9% of the rentals available. More accommodations are available in a week of July (7/29 - 8/5) as the booking rate is only 12%.

The Weather in Anna Maria Island

max.
Min.
77°
57°
5 days 5
max.
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73°
55°
6 days 6
max.
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79°
59°
7 days 7
max.
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84°
64°
7 days 7
max.
Min.
88°
68°
8 days 8
max.
Min.
90°
73°
14 days 14
max.
Min.
90°
75°
16 days 16
max.
Min.
91°
75°
18 days 18
max.
Min.
90°
73°
15 days 15
max.
Min.
84°
68°
7 days 7
max.
Min.
79°
61°
6 days 6
max.
Min.
77°
59°
5 days 5
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

You can see our climate diagram above. August is the warmest month in Anna Maria Island with average maximum temperatures of 91°. No heat wave is expected in February, where minimum average temperatures usally hit a 55° low. The rainiest month is August while the driest month is January.

7-Day Weather Forecast in Anna Maria Island

Tue, 6 Dec
73°
68°

0%

10 h

6 mi/h

Wed, 7 Dec
75°
68°

15%

9 h

9 mi/h

Thu, 8 Dec
73°
68°

0%

10 h

7 mi/h

Fri, 9 Dec
71°
69°

0%

10 h

5 mi/h

Sat, 10 Dec
71°
66°

10%

6 h

12 mi/h

Sun, 11 Dec
69°
64°

0%

10 h

4 mi/h

Mon, 12 Dec
68°
62°

15%

5 h

25 mi/h

Accommodations for your vacation in Anna Maria Island

3,947 of the 7,712 listed properties in Anna Maria Island are house rental. They account for many of the property types in this destination (60.03%). Additionally, the median nightly price of house rental in Anna Maria Island is $981, and their size, on average, is 1,950 ft². Furthermore, these accommodations are a great choice for large groups, as most can welcome 8 vacationers. You can also compare other accommodation options in Anna Maria Island. Apartment rental are, for example, another popular accommodation option in this destination, with 293 listed accommodations. While house rental in Anna Maria Island have an average size of 1,950 ft², apartment rental have an average size of 750 ft².
Where to find the best food in Anna Maria Island?

Cuisine by the Sea

Anna Maria Island has captivated the imagination of locals and visitors with its culinary surprises that span across award-winning bistros with a rich regional cuisine, and seafood preparations. The island's water-facing restaurants and cafés are best visited at sundown, for the full experience. Rotten Ralph’s offers diners breezy sea views from its open air deck. Beach Cabana impresses with its delicious conch fritters, plantains and mango crab cake. Pair those with a selection of chilled Caribbean beers. Family-friendly Hurricane Hank’s Bar & Grill even lets you turn up in your beach clothes! Enjoy their chicken fingers, deep fried shrimp and fish served with french fries.

Melinda’s Café in Holmes Beach is a good bet for authentic tamales, quesadillas and burritos, and has a hearty all-day breakfast menu. Savor some 'Floribean' food at the Sun House Restaurant and Bar as the sun sinks into the Gulf of Mexico (Floribean being a melange of Floridian and Caribbean cuisine).

What is the weather like in Anna Maria Island?

A Good Time to Visit Anna Maria Island

With the sun shining warmly for a good part of the year, Anna Maria Island is a destination for visitors all year around. That said, the peak seasons are summer owing to school vacations, and spring when college students arrive to profit from all that sand and surf. Book your vacation rental on Anna Maria Island well in advance during this high season.

Fall is a good time to visit if you're looking for some peace and quiet, and there will be more available vacation rentals on Anna Maria Island. The year ends on a beautiful note as islanders celebrate Christmas and New Year with much fervor.

What are the top sights in Anna Maria Island?

Things to Do and See

The island boasts not just beautiful beaches but also an eventful history. Schedule a visit to the Anna Maria Island Historical Society where exhibits recount the discovery of the island by the Timucuan and Caloocan tribes, and the Spanish explorers who arrived later. For some outdoor fun, embark on a charter fishing trip, or hire kayaks or bicycles to explore little pockets of the island. Downtown Bradenton hosts a farmers market where fresh veggies, meats, cheeses and organic products are sold; pick some goodies for an intimate family dinner at your Anna Maria Island vacation rental.

Animal lovers, take note of the sea turtles that come to nest on the shores and are fiercely protected by locals. Bald eagles, pelicans, cranes, wild parrots, sand pipers, osprey, seagulls and an entire gamut of bird life seek refuge on the Anna Maria Island annually.

What are the best places to discover the arts and culture of Anna Maria Island?

Island Art and Culture

The Bradenton’s Village of the Arts houses interesting artist residences and galleries where you can pick up quirky gifts to take back home.

Catch a concert by the Anna Maria Island Community Choir and Orchestra, or a theatrical production by the Island Players Theater which is the oldest community theater in Manatee County. The Studio at Gulf and Pine regularly collaborates with poets, artists, musicians, performers and writers, and also hosts exhibitions, drama workshops, music and literary events. Each November, locals await ArtsHOP which features a gallery walk, performances by musicians, the Island Players and by the AMI Chorus and Orchestra. Bridge Street in Bradenton Beach hosts the Bridge Street Festival which features entertainment including artists, entertainers and merchants.

What are the best activities for families in Anna Maria Island?

Where to Kayak Near Your Anna Maria Island Beach Rental

1. Bimini Bay

Located near the mouth of the canals, the water in Bimini Bay is calm. What's more, dolphin and even manatee sightings are relatively common here.

2. Robinson Preserve

A picturesque kayaking spot surrounded by nature, this inland waterway is set amid mangroves with an abundance of birds and wildlife.

3. Neal Preserve

Located close to Holmes Beach on the south side of Manatee Avenue, this preserve is packed with mangroves and oak trees, providing the perfect habitat for wildlife.

Where are the unique attractions in Anna Maria Island?

Excursion Destinations From Anna Maria Island

Plan a visit to Holmes Beach where shopping options, beach cafés and restaurants will keep families occupied for hours. A trip to Bradenton Beach is highly recommended to relive the old Florida charm — take a walk along the docks and admire the friendly seagulls. A drive to the nearby town of Sarasota will earn you more speciality shops, shopping villages, indie boutiques and flea markets. Other popular excursions include Whitney Beach, Manatee Beach and Coquina Beach, all which offer a great selection of cozy Anna Maria Island vacation rentals.

Book your vacation home on Anna Maria Island to experience Florida's hidden gem, the turquoise waters await!

What are the must-see attractions in Anna Maria Island?

5 Awesome Attractions on Anna Maria Island

1. Anna Maria Island Historical Museum

Learn about the island's history in this lovingly cared-for museum. Among photographs and artefacts, you can also send the kids on a scavenger hunt.

2. Anna Maria City Pier

Enjoy delicious seafood and views over the ocean in the enclosed deck or out in the open air right next to Bayfront Park. Dolphins can commonly be spotted here, too.

3. Manatee Public Beach

Relax on beautiful white sands and go swimming or boating here. There are a range of handy facilities including changing cabins and local eateries.

4. Bradenton Beach

This is a tranquil spot where you can spend the day sunbathing by the water or exploring the local boutiques near the seafront.

5. Bean Point

The beach area at the very tip of the island is a must-see, with wonderful views and the best of the laid-back Floridian atmosphere. It’s a popular spot to collect beautiful seashells.

Frequently Asked Questions

How much does it cost to rent a vacation rental in Anna Maria Island?

The average nightly price for vacation rentals in Anna Maria Island is $89.

How many vacation rentals are available to book in Anna Maria Island?

There are currently 7,712 vacation homes in Anna Maria Island to browse and book for your next trip.

What amenities are most popular for vacation homes in Anna Maria Island?

Most travelers search for Internet, TV, and Pool when booking a vacation rental in Anna Maria Island.

How many vacation rentals are in Anna Maria Island?

Discover 7,712 vacation rentals available to book in Anna Maria Island.

Are pets allowed in vacation rentals in Anna Maria Island?

If traveling with a dog in Anna Maria Island, 19% of vacation rentals allow pets.

What's the best time of year to travel to Anna Maria Island?

August and June are typically the warmest months in Anna Maria Island with temperatures around 91 °F. February and January in Anna Maria Island are the coldest, with 55 °F on average.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Anna Maria Island TripAdvisor Vacation Rentals in Anna Maria Island Vrbo Vacation Rentals in Anna Maria Island VacationRentals.com Vacation Rentals in Anna Maria Island HouseTrip Vacation Rentals in Anna Maria Island FlipKey Vacation Rentals in Anna Maria Island Homestay.com Vacation Rentals in Anna Maria Island Only-apartments Vacation Rentals in Anna Maria Island Interhome Vacation Rentals in Anna Maria Island Novasol Vacation Rentals in Anna Maria Island HomeEscape Vacation Rentals in Anna Maria Island

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