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Vacation Rentals & Accommodations in Anna Maria Island

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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.

Save up to 69%

Best Vacation Home Deals in Anna Maria Island

Sep 23 - Sep 30

-69%

~~$1,858~~

$572 per night

House ∙ 12 guests ∙ 5 bedrooms

Wonderful Vacation Home in Anna Maria with Grill & Pool + Waterfront View

4.9

"Excellent" (88 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Oct 21 - Oct 28

-64%

~~$985~~

$350 per night

House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Holmes Beach with Yard, Pool & Grill

5.0

"Excellent" (90 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Nov 29 - Dec 6

-57%

~~$814~~

$350 per night

House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Anna Maria with Open Balcony

4.6

"Outstanding" (18 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Compare and find the perfect vacation rental from $100 per night by searching among the 4,735 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 69%.

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Top-Rated Rentals and Accommodations in Anna Maria Island

Oct 28 - Nov 4

$200 per night

Cottage ∙ 4 guests ∙ 2 bedrooms

Pleasant Cottage in Holmes Beach with Grill + Gulf Views + Beach Nearby

4.6

"Outstanding" (101 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Sep 2 - Sep 9

-25%

~~$200~~

$149 per night

Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Anna Maria with Grill & Yard

4.9

"Excellent" (56 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Dec 9 - Dec 16

-70%

~~$733~~

$224 per night

House ∙ 4 guests ∙ 1 bedroom

Vacation Home in Holmes Beach with Private Patio + Next to Beach

5.0

"Excellent" (23 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 $100 per night

Aug 19 - Aug 26

$148 per night

Condo ∙ 4 guests ∙ 1 bedroom

Condo in Bradenton Beach with Grill & Pool

5.0

"Excellent" (178 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Aug 13 - Aug 20

$255 per night

House ∙ 4 guests ∙ 2 bedrooms

House in Holmes Beach with Private Patio + Next to Beach

5.0

"Excellent" (106 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Sep 30 - Oct 7

$200 per night

Cottage ∙ 4 guests ∙ 2 bedrooms

Pleasant Cottage in Holmes Beach with Grill + Gulf Views + Beach Nearby

4.6

"Outstanding" (102 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Aug 28 - Sep 4

-25%

~~$200~~

$150 per night

Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Anna Maria with Grill & Yard

4.9

"Excellent" (56 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Sep 9 - Sep 16

-25%

~~$799~~

$599 per night

House ∙ 6 guests ∙ 3 bedrooms

Pleasant House in Anna Maria with Yard, Hot Tub & Grill + Beach Nearby

5.0

"Excellent" (106 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Sep 23 - Sep 30

-81%

~~$843~~

$164 per night

House ∙ 6 guests ∙ 2 bedrooms

Wonderful House in Holmes Beach with Spacious Pool

5.0

"Excellent" (29 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Oct 24 - Oct 31

-60%

~~$522~~

$211 per night

House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Bradenton Beach with Screened-In Patio

4.9

"Excellent" (24 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Sep 16 - Sep 23

-66%

~~$355~~

$123 per night

House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Holmes Beach with Private Pool

4.4

"Very good" (37 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Sep 9 - Sep 16

-77%

~~$749~~

$175 per night

House ∙ 6 guests ∙ 2 bedrooms

House in Holmes Beach with Private Pool

4.7

"Outstanding" (36 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

Dec 2 - Dec 9

$147 per night

Condo ∙ 4 guests ∙ 1 bedroom

Condo in Bradenton Beach with Grill & Pool

5.0

"Excellent" (179 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Nov 29 - Dec 6

-64%

~~$771~~

$276 per night

Condo ∙ 2 guests ∙ 1 bedroom

Nice Condo in Bradenton Beach with Pool & Grill

4.9

"Excellent" (46 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Aug 13 - Aug 20

$255 per night

House ∙ 4 guests ∙ 2 bedrooms

House in Holmes Beach with Private Patio + Next to Beach

5.0

"Excellent" (106 ratings)

Anna Maria Island, Manatee County, Florida, United States

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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.

House Air conditioning Anna Maria Island

Sep 16 - Sep 23

-66%

~~$360~~

$123 per night

House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Holmes Beach with Private Pool

4.4

"Very good" (37 ratings)

Anna Maria Island, Manatee County, Florida, United States

Air conditioning

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Condo Air conditioning Anna Maria Island

Oct 28 - Nov 4

-71%

~~$347~~

$100 per night

Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Outside Patio

4.5

"Outstanding" (37 ratings)

Anna Maria Island, Manatee County, Florida, United States

Air conditioning

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Aug 28 - Sep 4

-17%

~~$180~~

$150 per night

Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Anna Maria with Grill & Yard

4.9

"Excellent" (56 ratings)

Anna Maria Island, Manatee County, Florida, United States

Air conditioning

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Vacation rentals with Wi-Fi

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

Oct 24 - Oct 31

-61%

~~$542~~

$210 per night

House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Bradenton Beach with Screened-In Patio

4.9

"Excellent" (24 ratings)

Anna Maria Island, Manatee County, Florida, United States

Internet

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Dec 2 - Dec 9

-80%

~~$749~~

$151 per night

House ∙ 4 guests ∙ 2 bedrooms

Nice House in Holmes Beach with Grill & Pool

5.0

"Excellent" (30 ratings)

Anna Maria Island, Manatee County, Florida, United States

Internet

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Dec 9 - Dec 16

-54%

~~$372~~

$173 per night

Condo ∙ 4 guests ∙ 1 bedroom

Condo in Bradenton Beach + Beach Views

4.8

"Excellent" (54 ratings)

Anna Maria Island, Manatee County, Florida, United States

Internet

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Apartments With Balconies or Patios

Looking for a home with a balcony? Check out these vacation homes in Anna Maria Island with their own private patios and balconies.

Dec 16 - Dec 23

$170 per night

Condo ∙ 5 guests ∙ 2 bedrooms

Condo in Holmes Beach with Pool

5.0

"Excellent" (46 ratings)

Anna Maria Island, Manatee County, Florida, United States

Balcony/Patio

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Oct 15 - Oct 22

-39%

~~$392~~

$240 per night

Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Grill + Great Views

4.5

"Outstanding" (31 ratings)

Anna Maria Island, Manatee County, Florida, United States

Balcony/Patio

Details

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Dec 16 - Dec 23

-30%

~~$343~~

$240 per night

Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Grill + Great Views

4.8

"Excellent" (65 ratings)

Anna Maria Island, Manatee County, Florida, United States

Balcony/Patio

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Popular Rental Amenities in Anna Maria Island

Pool (3,913)
Pets allowed (992)
Air conditioning (4,540)
Internet (4,982)
Balcony/Patio (487)
Washer (4,215)
Kitchen (4,963)
TV (4,742)
Parking (899)
Grill (3,497)
Dishwasher (3,982)
No smoking (4,249)

Use filters to look for an accommodation meeting your criteria among the 4,735 properties in Anna Maria Island. In Anna Maria Island, 3,913 rentals offer "Pool". So, if you're dreaming of days spent poolside, select the Pool filter to compare these rentals. You could even find properties if you want a rental with a fireplace (286 rentals include "Fireplace" in Anna Maria Island) or if you want to feel safe in your vacation rental (153 rentals in Anna Maria Island include "Fenced").

Waterfront Vacation Rentals in Anna Maria Island

Want to find an amazing beachfront rental in Anna Maria Island?

Use the 'distance to water' filter while searching and discover the perfect waterfront homes for your vacation. You can choose from a range of home rentals in Anna Maria Island that are within walking distance from the coast. From dog-friendly homes by the beach to waterfront offers with hot tubs, the dream accommodation in Anna Maria Island awaits - find it now with HomeToGo.

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. $986 is the highest price average in the next twelve months. Anna Maria Island is cheaper in a week of September (9/16 - 9/23), where prices are on average $396 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 (2/17 - 2/24), with only 26% of the rentals available. More accommodations are available in a week of September (9/2 - 9/9) as the booking rate is only 22%.

The Weather in Anna Maria Island

max. Min. 77° 57° 5 days 5	max. Min. 73° 55° 6 days 6	max. Min. 79° 59° 7 days 7	max. Min. 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

Sat, 3 Jun

78°

75°

Sun, 4 Jun

78°

75°

Mon, 5 Jun

82°

75°

Tue, 6 Jun

78°

73°

Wed, 7 Jun

78°

Thu, 8 Jun

80°

Fri, 9 Jun

80°

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Accommodations for your vacation in Anna Maria Island

1,895 of the 4,735 listed properties in Anna Maria Island are house rental. They account for more than half of the property types in this destination (58.38%). Additionally, the median nightly price of house rental in Anna Maria Island is $807, and their size, on average, is 178 m². Furthermore, these accommodations are a great choice for large groups, as most can welcome 7 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 184 listed accommodations. While house rental in Anna Maria Island have an average size of 178 m², apartment rental have an average size of 73 m².

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.

Information about vacation rentals in Anna Maria Island

🏡 Vacation rentals	4,735 properties
💳 Possible discounts	up to 69%
🌙 Nightly prices starting at	$100
⭐ Popular amenities	Pool, Pets allowed and Air conditioning
🐾 Pet friendly accommodations	841 properties
🏊 Vacation rentals with pools	3,578 properties

Frequently Asked Questions

What is the average nightly price for a vacation home in Anna Maria Island?

The nightly price of accommodations in Anna Maria Island starts at $100. If you’re interested in a house rental, the average price is $807 per night. A apartment rental Anna Maria Island will cost on average $426 per night.

How many vacation rentals are available for booking in Anna Maria Island?

There are 4,735 rentals in Anna Maria Island to browse and rent for your next trip.

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

If you're looking to book a vacation rental in Anna Maria Island, others search for accommodation with Pool, Pets allowed and Air conditioning.

How many vacation rentals with pools are there in Anna Maria Island?

Choose from 3,578 vacation rentals available to book in Anna Maria Island.

Are dogs allowed in vacation homes in Anna Maria Island?

In case if you are traveling with a pet in Anna Maria Island - 18% of rentals are pet-friendly.

What are the best months to travel to Anna Maria Island?

Anna Maria Island has its warmest time of year in August and June, with average nightly prices of $100.

We list offers from thousands of providers, including:

Vacation Rentals & Accommodations in Anna Maria Island

Choose the perfect vacation rental

Plan a seaside escape with an Anna Maria Island vacation rental

Best Vacation Home Deals in Anna Maria Island

Top-Rated Rentals and Accommodations in Anna Maria Island

Recommended Vacation Rentals in Anna Maria Island

Budget-friendly Vacation Rentals in Anna Maria Island

Vacation rentals and apartments with air conditioning

Vacation rentals with Wi-Fi

Apartments With Balconies or Patios

Popular Rental Amenities in Anna Maria Island

Waterfront Vacation Rentals in Anna Maria Island

Want to find an amazing beachfront rental in Anna Maria Island?

Price and Availability Index in Anna Maria Island

Vacation Rental Price Information in Anna Maria Island

Rental Availability Information in Anna Maria Island

The Weather in Anna Maria Island

7-Day Weather Forecast in Anna Maria Island

Accommodations for your vacation in Anna Maria Island

Cuisine by the Sea

A Good Time to Visit Anna Maria Island

Things to Do and See

Island Art and Culture

Where to Kayak Near Your Anna Maria Island Beach Rental

Excursion Destinations From Anna Maria Island

5 Awesome Attractions on Anna Maria Island

Information about vacation rentals in Anna Maria Island

Frequently Asked Questions

What is the average nightly price for a vacation home in Anna Maria Island?

How many vacation rentals are available for booking in Anna Maria Island?

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

How many vacation rentals with pools are there in Anna Maria Island?

Are dogs allowed in vacation homes in Anna Maria Island?

What are the best months to travel to Anna Maria Island?

Get inspired for your vacation in Anna Maria Island

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