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Vacation Rentals & Accommodations in Anna Maria Island

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Anna Maria Island
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2 Adults
Pool
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4 Adults
Condo
2 Bedrooms

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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Vacation rentals with Wi-Fi

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

House  Anna Maria Island
Aug 31 - Sep 7
-60%
$953
$383 per night
House ∙ 10 guests ∙ 5 bedrooms

House in Holmes Beach with Private Balcony + Beach Nearby

4.7
Excellent (55 ratings)
Anna Maria Island, Manatee County, Florida, United States
Internet
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Maisonette  Anna Maria Island
Oct 12 - Oct 19
$180 per night
Maisonette ∙ 6 guests ∙ 2 bedrooms

Duplex in Bradenton Beach with Outdoor Pool

4.0
Very good
Anna Maria Island, Manatee County, Florida, United States
Internet
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Maisonette  Anna Maria Island
Sep 10 - Sep 17
-62%
$250
$95 per night
Maisonette ∙ 7 guests ∙ 2 bedrooms

Duplex in Bradenton Beach with Outdoor Pool

4.5
Excellent
Anna Maria Island, Manatee County, Florida, United States
Internet
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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.

House  Anna Maria Island
Aug 10 - Aug 17
-74%
$1,069
$277 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Holmes Beach with Private Pool

4.9
Outstanding (87 ratings)
Anna Maria Island, Manatee County, Florida, United States
Kitchen
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Condo  Anna Maria Island
Sep 21 - Sep 28
-56%
$392
$172 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Grill & Pool

4.9
Outstanding (57 ratings)
Anna Maria Island, Manatee County, Florida, United States
Kitchen
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House  Anna Maria Island
Aug 21 - Aug 28
-68%
$604
$195 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Anna Maria with Grill

3.7
Good (71 ratings)
Anna Maria Island, Manatee County, Florida, United States
Kitchen
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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  Anna Maria Island
Sep 14 - Sep 21
-64%
$450
$164 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Holmes Beach with Private Patio

5.0
Outstanding (22 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
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House  Anna Maria Island
Sep 28 - Oct 5
-81%
$2,240
$430 per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation Home in Holmes Beach with Private Pool + Water Views + Beach Nearby

4.4
Very good (47 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
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Condo  Anna Maria Island
Aug 17 - Aug 24
-33%
$225
$150 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Anna Maria with Patio + Seaside Views

4.7
Excellent (210 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
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Best Vacation Home Deals in Anna Maria Island

Save up to 64%

Condo Anna Maria Island
Sep 6 - Sep 13
-64%
$562
$205 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Large Condo in Bradenton Beach with Pool

4.8
Outstanding (121 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Sep 14 - Sep 21
-56%
$945
$418 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Anna Maria with Patio, Yard & Grill + Gulf Views

4.7
Excellent (27 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Sep 21 - Sep 28
-50%
$249
$125 per night
House ∙ 4 guests ∙ 1 bedroom

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

5.0
Outstanding (27 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Compare and find the perfect vacation rental from $95 per night by searching among the 6,361 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 64%.

Recommended Vacation Rentals in Anna Maria Island

Find your perfect vacation rental in Anna Maria Island: from $95 per night

Villa Anna Maria Island
Sep 14 - Sep 21
-58%
$547
$230 per night
Villa ∙ 14 guests ∙ 5 bedrooms

Wonderful Villa in Holmes Beach with Communal Patio

Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
Aug 17 - Aug 24
-75%
$603
$152 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo in Holmes Beach with Pool

5.0
Outstanding
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Sep 7 - Sep 14
-51%
$536
$265 per night
House ∙ 6 guests ∙ 3 bedrooms

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

4.7
Excellent (21 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Apr 26 - May 3
-20%
$143
$115 per night
House ∙ 5 guests ∙ 1 bedroom

House in Anna Maria with Grill + Next to Beach

4.4
Very good (21 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Sep 21 - Sep 28
-19%
$638
$518 per night
House ∙ 15 guests ∙ 6 bedrooms

Vacation Home in Holmes Beach with Grill + Ocean View

5.0
Outstanding
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Sep 15 - Sep 22
-57%
$1,192
$512 per night
House ∙ 10 guests ∙ 5 bedrooms

House in Anna Maria with Grill, Yard & Pool

5.0
Outstanding (156 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Aug 23 - Aug 30
-59%
$1,032
$420 per night
House ∙ 10 guests ∙ 3 bedrooms

Vacation Home in Anna Maria with Yard, Patio & Grill + Fantastic Views

4.9
Outstanding (39 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Nov 2 - Nov 9
-36%
$495
$318 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Anna Maria with Great Pool

4.7
Excellent (133 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Jul 14 - Jul 21
-16%
$216
$181 per night
House ∙ 6 guests ∙ 2 bedrooms

House in Anna Maria with Outdoor Pool

4.3
Very good
Anna Maria Island, Manatee County, Florida, United States
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Budget-friendly Vacation Rentals in Anna Maria Island

Find Fantastic yet Inexpensive Offers

House Anna Maria Island
Sep 7 - Sep 14
-71%
$847
$246 per night
House ∙ 6 guests ∙ 2 bedrooms

House in Anna Maria with Grill, Patio & Pool

4.9
Outstanding (50 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Sep 15 - Sep 22
-64%
$710
$258 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Holmes Beach with Private Balcony + Beach Nearby

4.6
Excellent (36 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Aug 17 - Aug 24
-31%
$650
$450 per night
House ∙ 12 guests ∙ 5 bedrooms

House in Anna Maria with Pool & Grill

Anna Maria Island, Manatee County, Florida, United States
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Top-Rated Rentals and Accommodations in Anna Maria Island

Book Vacation Rental Offers with the Highest User Rating

House Anna Maria Island
Sep 28 - Oct 5
-84%
$1,725
$280 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Holmes Beach with Overnight Parking

4.7
Excellent (53 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Sep 28 - Oct 5
-55%
$443
$200 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Bradenton Beach with Open Balcony + Terrific Views

4.7
Excellent (51 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Sep 7 - Sep 14
-61%
$580
$228 per night
House ∙ 8 guests ∙ 4 bedrooms

Pleasant Vacation Home in Holmes Beach with Pool & Grill + Close to Beach

4.8
Outstanding (48 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Popular Rental Amenities in Anna Maria Island

  • Pool (4,985)
  • Pet-friendly (1,183)
  • Air conditioning (5,912)
  • WiFi (6,296)
  • Balcony/patio (2,740)
  • Washing machine (5,037)
  • Kitchen (6,172)
  • TV (5,768)
  • Parking (835)
  • Grill (4,374)
  • Dishwasher (4,979)
  • No smoking (5,892)

Use filters to look for an accommodation meeting your criteria among the 6,361 properties in Anna Maria Island. In Anna Maria Island, 4,989 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 like to end your days curled up by the fire (296 rentals include "Fireplace" in Anna Maria Island) or if you need a fenced-in backyard (148 rentals in Anna Maria Island include "Fenced").

Price and Availability Index in Anna Maria Island

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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. $1,050 is the highest price average in the next twelve months. Anna Maria Island is cheaper in a week of September (9/7 – 9/14), where prices are on average $429 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 June (6/15 – 6/22), with only 24% of the rentals available. More accommodations are available in a week of August (8/31 – 9/7) as the booking rate is only 26%.

The Weather in Anna Maria Island

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77°
57°
5 days 5
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73°
55°
6 days 6
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79°
59°
7 days 7
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84°
64°
7 days 7
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88°
68°
8 days 8
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90°
73°
14 days 14
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90°
75°
16 days 16
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91°
75°
18 days 18
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90°
73°
15 days 15
max.
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84°
68°
7 days 7
max.
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79°
61°
6 days 6
max.
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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, 18 Jun
87°
80°

30%

5 h

15 mi/h

Wed, 19 Jun
86°
80°

40%

4 h

12 mi/h

Thu, 20 Jun
89°
87°

15%

4 h

21 mi/h

Fri, 21 Jun
87°
86°

10%

2 h

6 mi/h

Sat, 22 Jun
84°
84°

15%

2 h

5 mi/h

Sun, 23 Jun
87°
86°

10%

3 h

4 mi/h

Mon, 24 Jun
82°
82°

10%

3 h

8 mi/h

Accommodations for your vacation in Anna Maria Island

2,404 of the 6,361 listed properties in Anna Maria Island are house rental. They account for more than half of the property types in this destination (59.85%). Additionally, the median nightly price of house rental in Anna Maria Island is $715, and their size, on average, is 183 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. Condo are, for example, another popular accommodation option in this destination, with 1,065 listed accommodations. While house rental in Anna Maria Island have an average size of 183 m², condo have an average size of 102 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 available 6,361 rentals
💳 Possible discounts up to 64%
🌙 Nightly prices starting at $95
⭐ Popular amenities Pool, Pets allowed and Air conditioning
🐾 Pet friendly homes 1,155 homes
🏊 Vacation rentals with pools 4,989 homes
13 reviews
Anna Maria Island vacation rentals have an average rating of 4.2/5 on 13 reviews left by travelers.

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 $95. If you’re interested in a house rental, the average price is $715 per night. A condo Anna Maria Island will cost on average $434 per night.

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

There are 6,361 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 4,989 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 $95.

Find the perfect Anna Maria Island home to match your style

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