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Anna Maria Island Vacation Rentals

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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.

Best Vacation Home Deals in Anna Maria Island

Save up to 47%

Dec 2 - Dec 9

-35%

~~$391~~

$254 per night

Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Grill

4.4

Very good (41 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Nov 16 - Nov 23

-33%

~~$589~~

$392 per night

House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Bradenton Beach with Grill + Panoramic Views + Beach Nearby

3.8

Good (61 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Dec 9 - Dec 16

-47%

~~$504~~

$268 per night

House ∙ 6 guests ∙ 1 bedroom

Vacation Home in Holmes Beach with Beautiful Pool + Next to Beach

4.8

Outstanding (24 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Book the perfect property for as little as $192 per night by exploring the 5,041 properties listed in Anna Maria Island. Every one of the properties from our partner websites are immediately compared by the search engine so you can save up to 49%.

Top-Rated Offers and Accommodations in Anna Maria Island

Book Vacation Rentals with the Highest User Rating

Aug 24 - Aug 31

-20%

~~$591~~

$473 per night

Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Holmes Beach with Pool & Grill + Gulf Views + Beach Nearby

4.7

Excellent (59 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Dec 9 - Dec 16

-43%

~~$451~~

$259 per night

House ∙ 4 guests ∙ 1 bedroom

Vacation Home in Holmes Beach with Yard, Pool & Grill + Beach Nearby

4.9

Outstanding (19 ratings)

Anna Maria Island, Manatee County, Florida, United States

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May 18 - May 25

$352 per night

Condo ∙ 5 guests ∙ 2 bedrooms

Condo in Bradenton Beach

4.9

Outstanding (7 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 $205 per night

May 18 - May 25

$318 per night

House ∙ 5 guests ∙ 1 bedroom

House in Anna Maria with Grill + Next to Beach

4.3

Very good (18 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Dec 2 - Dec 9

$269 per night

Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Pool

4.5

Excellent (34 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Dec 20 - Dec 27

-26%

~~$562~~

$418 per night

House ∙ 6 guests ∙ 2 bedrooms

Pleasant Vacation Home in Bradenton Beach with Grill + Beach Views + Next to Beach

3.9

Good (33 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Aug 24 - Aug 31

-35%

~~$622~~

$405 per night

Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Private Patio + Beautiful Views

Anna Maria Island, Manatee County, Florida, United States

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Dec 2 - Dec 9

-73%

~~$720~~

$192 per night

House ∙ 2 guests ∙ 1 bedroom

Vacation Home in Bradenton Beach with Tropical Patio + Beach Views

4.3

Very good (22 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Dec 2 - Dec 9

-43%

~~$776~~

$444 per night

Condo ∙ 4 guests ∙ 1 bedroom

Condo in Anna Maria + Breath-Taking Views

4.6

Excellent (19 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Dec 8 - Dec 15

-35%

~~$749~~

$485 per night

House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Anna Maria with Grill & Pool + Water View

4.6

Excellent (10 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Aug 24 - Aug 31

-21%

~~$366~~

$289 per night

Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Bradenton Beach + Water Views

3.7

Good (16 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Aug 24 - Aug 31

-36%

~~$480~~

$308 per night

Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Anna Maria with Yard & Grill

5.0

Outstanding (1 rating)

Anna Maria Island, Manatee County, Florida, United States

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Budget-friendly Rentals in Anna Maria Island

Find Fantastic yet Inexpensive Rentals

Dec 2 - Dec 9

-51%

~~$585~~

$288 per night

House ∙ 4 guests ∙ 2 bedrooms

Comfortable Vacation Home in Holmes Beach with Grill & Yard

4.7

Excellent (7 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Nov 16 - Nov 23

-35%

~~$856~~

$553 per night

House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Anna Maria with Friendly Pool

4.4

Very good (34 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Dec 16 - Dec 23

-41%

~~$531~~

$315 per night

House ∙ 4 guests ∙ 1 bedroom

House in Holmes Beach with Private Patio

5.0

Outstanding (23 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.

Aug 24 - Aug 31

$320 per night

Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Anna Maria with Private Patio

4.8

Outstanding (43 ratings)

Anna Maria Island, Manatee County, Florida, United States

Air conditioning

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Dec 16 - Dec 23

-51%

~~$601~~

$296 per night

Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Grill

4.5

Excellent (53 ratings)

Anna Maria Island, Manatee County, Florida, United States

Air conditioning

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Aug 24 - Aug 31

$308 per night

Condo ∙ 5 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Private Balcony

Anna Maria Island, Manatee County, Florida, United States

Air conditioning

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Apartments with a balcony or patio

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

Aug 24 - Aug 31

-49%

~~$927~~

$471 per night

House ∙ 10 guests ∙ 5 bedrooms

House in Bradenton Beach with Grill

4.6

Excellent (80 ratings)

Anna Maria Island, Manatee County, Florida, United States

Balcony/Patio

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Dec 2 - Dec 9

-39%

~~$375~~

$229 per night

House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Holmes Beach with Yard & Grill

5.0

Outstanding (4 ratings)

Anna Maria Island, Manatee County, Florida, United States

Balcony/Patio

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Dec 23 - Dec 30

-51%

~~$849~~

$413 per night

House ∙ 4 guests ∙ 2 bedrooms

Beautiful Vacation Home in Holmes Beach with Overnight Parking

3.7

Good (3 ratings)

Anna Maria Island, Manatee County, Florida, United States

Balcony/Patio

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Vacation rentals with Wi-Fi

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

Dec 1 - Dec 8

-58%

~~$641~~

$268 per night

Condo ∙ 5 guests ∙ 2 bedrooms

Condo in Holmes Beach with Pool + Preserve Views

4.5

Excellent (57 ratings)

Anna Maria Island, Manatee County, Florida, United States

Internet

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Aug 24 - Aug 31

-36%

~~$451~~

$287 per night

House ∙ 4 guests ∙ 1 bedroom

Vacation Home in Holmes Beach with Yard, Grill & Pool

4.6

Excellent (14 ratings)

Anna Maria Island, Manatee County, Florida, United States

Internet

Details

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Dec 2 - Dec 9

-66%

~~$912~~

$310 per night

House ∙ 4 guests ∙ 2 bedrooms

House in Holmes Beach with Gorgeous Pool

5.0

Outstanding (3 ratings)

Anna Maria Island, Manatee County, Florida, United States

Internet

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Popular Rental Amenities in Anna Maria Island

Pool (3,967)
WiFi (5,071)
Air conditioning (4,742)
Washing machine (4,129)
Kitchen (5,029)
Dishwasher (3,968)
Pet-friendly (980)
Parking (868)
Balcony/patio (553)
Grill (3,761)
TV (4,603)
Microwave (4,012)

Finding a vacation rental with a pool shouldn't be too hard in Anna Maria Island. More than two-thirds of the rentals include one. Condo with pools in Anna Maria Island are a great option for groups of 5 and usually cost around $867 per night. two-thirds of Anna Maria Island's vacation rentals with pools are situated within two kilometres of water, divide your time between the pool and the waterfront

Price and Availability Index in Anna Maria Island

Click on any bar to see price and availability information

Vacation Rental Price Information in Anna Maria Island

The graph shows average prices of rentals in Anna Maria Island for the next twelve months. Prices reach their highest point in February, where prices are an average of $1,561 a night (2/17 – 2/24). Prices are more affordable in December (12/2 – 12/9).

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 busiest time to book a rental in Anna Maria Island so far is in February (2/17 – 2/24), where only 17% rentals are available. Conversely, it is in August (8/3 – 8/10) that the highest percentage of rentals are available.

The Weather in Anna Maria Island

max. Min. 25° 14° 5 days 5	max. Min. 23° 13° 6 days 6	max. Min. 26° 15° 7 days 7	max. Min. 29° 18° 7 days 7	max. Min. 31° 20° 8 days 8	max. Min. 32° 23° 14 days 14	max. Min. 32° 24° 16 days 16	max. Min. 33° 24° 18 days 18	max. Min. 32° 23° 15 days 15	max. Min. 29° 20° 7 days 7	max. Min. 26° 16° 6 days 6	max. Min. 25° 15° 5 days 5
Jan.	Feb.	Mar.	Apr.	May	June	July	Aug.	Sep.	Oct.	Nov.	Dec.

- Rainy days

Find the Anna Maria Island climate diagram. August is the warmest month in Anna Maria Island with average maximum temperatures of 33°. On the other hand, you could have temperatures dropping under 13° in February. January is the driest month.

7-Day Weather Forecast in Anna Maria Island

Wed., 29 Nov.

17°

15°

Thu., 30 Nov.

21°

18°

Fri., 1 Dec.

24°

23°

Sat., 2 Dec.

24°

Sun., 3 Dec.

24°

23°

Mon., 4 Dec.

23°

Tue., 5 Dec.

20°

19°

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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.

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?

Enjoy a relaxed break on Anna Maria Island in Florida

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.

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.

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.

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.

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 available	5,061 homes
💳 Possible discounts	up to 49%
🌙 Nightly prices starting at	$205
⭐ Popular amenities	Pool, Internet and Air conditioning
🐾 Pet friendly homes	945 homes
🏊 Vacation rentals with pools	3,877 homes

Frequently Asked Questions

What is the typical price of a vacation home in Anna Maria Island?

Accommodation prices in Anna Maria Island start at $205 per night.

What is the typical availability of House rental in Anna Maria Island?

We found 5,061 vacation homes in Anna Maria Island available for your next trip.

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

When looking to book a vacation home in Anna Maria Island, the most requested amenities include Pool, Internet, and Air conditioning.

How many House rental and Apartment rental can I find in Anna Maria Island?

Anna Maria Island has 5,061 House rental and Apartment rental available to book.

Are there pet-friendly vacation rentals in Anna Maria Island?

Yes, there are 945 pet-friendly vacation rentals in Anna Maria Island, with an average nightly price of $879.

What's the best month to visit Anna Maria Island?

The warmest time of year in Anna Maria Island is August and June, with the nightly price of a vacation home starting at $205.

We list offers from thousands of providers, including

Anna Maria Island Vacation Rentals

Choose the perfect vacation rental

Plan a seaside escape with an Anna Maria Island vacation rental

Best Vacation Home Deals in Anna Maria Island

Condo in Bradenton Beach with Grill

Vacation Home in Bradenton Beach with Grill + Panoramic Views + Beach Nearby

Vacation Home in Holmes Beach with Beautiful Pool + Next to Beach

Top-Rated Offers and Accommodations in Anna Maria Island

Condo in Holmes Beach with Pool & Grill + Gulf Views + Beach Nearby

Vacation Home in Holmes Beach with Yard, Pool & Grill + Beach Nearby

Condo in Bradenton Beach

Recommended Vacation Rentals in Anna Maria Island

House in Anna Maria with Grill + Next to Beach

Condo in Bradenton Beach with Pool

Pleasant Vacation Home in Bradenton Beach with Grill + Beach Views + Next to Beach

Condo in Bradenton Beach with Private Patio + Beautiful Views

Vacation Home in Bradenton Beach with Tropical Patio + Beach Views

Condo in Anna Maria + Breath-Taking Views

Vacation Home in Anna Maria with Grill & Pool + Water View

Condo in Bradenton Beach + Water Views

Cottage in Anna Maria with Yard & Grill

Budget-friendly Rentals in Anna Maria Island

Comfortable Vacation Home in Holmes Beach with Grill & Yard

Vacation Home in Anna Maria with Friendly Pool

House in Holmes Beach with Private Patio

Vacation rentals and apartments with air conditioning

Cottage in Anna Maria with Private Patio

Condo in Bradenton Beach with Grill

Condo in Bradenton Beach with Private Balcony

Apartments with a balcony or patio

House in Bradenton Beach with Grill

Vacation Home in Holmes Beach with Yard & Grill

Beautiful Vacation Home in Holmes Beach with Overnight Parking

Vacation rentals with Wi-Fi

Condo in Holmes Beach with Pool + Preserve Views

Vacation Home in Holmes Beach with Yard, Grill & Pool

House in Holmes Beach with Gorgeous Pool

Popular Rental Amenities 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

Cuisine by the sea

A good time to visit Anna Maria Island

Things to do and see

Island art and culture

Excursion destinations from Anna Maria Island

Enjoy a relaxed break on Anna Maria Island in Florida

Anna Maria Island Historical Museum

Anna Maria City Pier

Manatee Public Beach

Bradenton Beach

Bean Point

Information about vacation rentals in Anna Maria Island

Frequently Asked Questions

What is the typical price of a vacation home in Anna Maria Island?

What is the typical availability of House rental in Anna Maria Island?

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

How many House rental and Apartment rental can I find in Anna Maria Island?

Are there pet-friendly vacation rentals in Anna Maria Island?

What's the best month to visit Anna Maria Island?

Top cities to visit

Top Vacation Ideas

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