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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.

Save up to 71%

Best Vacation Home Deals Anna Maria Island

Oct. 1 - Oct. 8

-71%

~~$2,660~~

$759 per night

House ∙ 6 guests ∙ 2 bedrooms

Beautiful Vacation Home in Anna Maria with Private Pool

4.8

"Excellent" (8 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Oct. 21 - Oct. 28

-48%

~~$1,410~~

$735 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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Aug. 26 - Sep. 2

-67%

~~$1,116~~

$366 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

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Book the perfect property for as little as $237 per night by exploring the 4,636 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 71%.

Book Vacation Rentals with the Highest User Rating

Top-Rated Offers and Accommodations Anna Maria Island

Aug. 26 - Sep. 2

-40%

~~$1,386~~

$834 per night

House ∙ 4 guests ∙ 4 bedrooms

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

5.0

"Excellent" (49 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Aug. 26 - Sep. 2

-34%

~~$392~~

$259 per night

Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Holmes Beach with Pool + Next to Beach

4.7

"Outstanding" (28 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Nov. 25 - Dec. 2

-64%

~~$777~~

$283 per night

House ∙ 4 guests ∙ 1 bedroom

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

4.9

"Excellent" (14 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Recommended Vacation Rentals Anna Maria Island

Find your perfect vacation rental Anna Maria Island: from $243 per night

Sep. 30 - Oct. 7

$526 per night

House ∙ 4 guests ∙ 2 bedrooms

Charming Vacation Home in Anna Maria with Pool, Yard & Grill + Next to Beach

4.8

"Excellent" (93 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Sep. 11 - Sep. 18

-54%

~~$917~~

$418 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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Aug. 26 - Sep. 2

-73%

~~$1,343~~

$366 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

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Jul. 22 - Jul. 29

-51%

~~$920~~

$448 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

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Aug. 26 - Sep. 2

-35%

~~$719~~

$464 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

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Nov. 18 - Nov. 25

$493 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

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Aug. 19 - Aug. 26

-49%

~~$1,210~~

$620 per night

Condo ∙ 5 guests ∙ 2 bedrooms

Luxurious Condo in Bradenton Beach with Pool & Grill + Spectacular Views

4.8

"Excellent" (49 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Oct. 21 - Oct. 28

$285 per night

Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Screened-In Balcony

5.0

"Excellent" (73 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Aug. 26 - Sep. 2

-42%

~~$408~~

$237 per night

House ∙ 2 guests ∙ 1 bedroom

Vacation Home in Bradenton Beach with Tropical Patio + Beach Views

4.5

"Outstanding" (9 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Find Fantastic yet Inexpensive Rentals

Budget-friendly Rentals Anna Maria Island

Jul. 22 - Jul. 29

-51%

~~$906~~

$440 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

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Aug. 12 - Aug. 19

$609 per night

House ∙ 6 guests ∙ 2 bedrooms

House in Holmes Beach with Private Pool

5.0

"Excellent" (25 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Nov. 18 - Nov. 25

$494 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

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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 Air conditioning Anna Maria Island

Aug. 26 - Sep. 2

-34%

~~$392~~

$259 per night

Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Holmes Beach with Pool + Next to Beach

4.7

"Outstanding" (28 ratings)

Anna Maria Island, Manatee County, Florida, United States

Air conditioning

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House Air conditioning Anna Maria Island

Aug. 19 - Aug. 26

-55%

~~$703~~

$318 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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Dec. 2 - Dec. 9

-56%

~~$580~~

$254 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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Vacation rentals with Wi-Fi

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

Nov. 25 - Dec. 2

-64%

~~$776~~

$283 per night

House ∙ 4 guests ∙ 1 bedroom

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

4.9

"Excellent" (14 ratings)

Anna Maria Island, Manatee County, Florida, United States

Internet

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Aug. 26 - Sep. 2

-40%

~~$1,386~~

$834 per night

House ∙ 4 guests ∙ 4 bedrooms

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

5.0

"Excellent" (49 ratings)

Anna Maria Island, Manatee County, Florida, United States

Internet

Details

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Aug. 26 - Sep. 2

-15%

~~$333~~

$283 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

Internet

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Apartments with a balcony or patio

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

Oct. 1 - Oct. 8

-37%

~~$688~~

$430 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

Balcony/Patio

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Aug. 26 - Sep. 2

-73%

~~$1,343~~

$369 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

Balcony/Patio

Details

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Jul. 22 - Jul. 29

-51%

~~$920~~

$448 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

Balcony/Patio

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Popular Rental Amenities Anna Maria Island

Pool (3,708)
Internet (4,719)
Air conditioning (4,294)
Washer (3,979)
Kitchen (4,704)
Dishwasher (3,899)
Pets allowed (901)
Parking (856)
Balcony/Patio (464)
Grill (3,312)
TV (4,488)
Microwave (3,890)

Finding a vacation rental with a pool shouldn't be too hard Anna Maria Island. More than two-thirds of the rentals include one. Condo with pools Anna Maria Island are a great option for groups of 5 and usually cost around $933 per night. most 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

Vacation Rental Price Information Anna Maria Island

The graph shows average prices of rentals Anna Maria Island for the next twelve months. Prices reach their highest point in March, where prices are an average of $1,349 a night (3/23 - 3/30). Prices are more affordable in October (10/28 - 11/4).

Rental Availability Information Anna Maria Island

Have a look at the above graph to see the global availability of vacation rentals Anna Maria Island. The busiest time to book a rental Anna Maria Island so far is in February (2/17 - 2/24), where only 27% rentals are available. Conversely, it is in November (11/25 - 12/2) that the highest percentage of rentals are available.

The Weather 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 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 Anna Maria Island

Mon., 29 May

26°

24°

Tue., 30 May

27°

24°

Wed., 31 May

28°

25°

Thu., 1 Jun.

29°

24°

Fri., 2 Jun.

27°

24°

Sat., 3 Jun.

27°

24°

Sun., 4 Jun.

28°

24°

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Where to find the best food 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 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 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 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 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 Anna Maria Island

🏡 Vacation rentals available	4,636 properties
💳 Discounts available	up to 71%
🌙 Price per night from	$237
⭐ Popular amenities	Pool, Internet and Air conditioning
🏊 Vacation rentals with pools	3,501 properties