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Anna Maria Island Vacation Rentals

Find 6,878 available offers from 25 partners
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Guests
Anytime
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Popular Filters to find the Perfect Rental in Anna Maria Island

2 Adults
Cabin
Lodge
Cottage
Pets allowed
4 Adults
Pool

Vacation rentals and apartments with air conditioning

House  Anna Maria Island
Dec 2 - Dec 9
-54%
$1,255
$582 per night
House ∙ 8 guests ∙ 4 bedrooms
4.6
Excellent(37 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
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House  Anna Maria Island
Dec 2 - Dec 9
$677 per night
House ∙ 12 guests ∙ 6 bedrooms
4.5
Excellent(38 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
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House  Anna Maria Island
Jan 3 - Jan 10
$1,131 per night
House ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding(10 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
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Apartments with a balcony or patio

House  Anna Maria Island
Dec 1 - Dec 8
-42%
$566
$328 per night
House ∙ 6 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
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Apartment  Anna Maria Island
Oct 19 - Oct 26
-48%
$807
$421 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
4.0
Very good(2 ratings)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
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House  Anna Maria Island
Dec 7 - Dec 14
-40%
$1,629
$973 per night
House ∙ 12 guests ∙ 5 bedrooms
4.0
Very good(1 rating)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
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Vacation homes and cottages with a garden

House  Anna Maria Island
Dec 18 - Dec 25
$1,004 per night
House ∙ 8 guests ∙ 3 bedrooms
4.3
Very good(40 ratings)
Anna Maria Island, Manatee County, Florida, United States
Yard
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House  Anna Maria Island
Nov 9 - Nov 16
$895 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding(8 ratings)
Anna Maria Island, Manatee County, Florida, United States
Yard
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House  Anna Maria Island
Dec 21 - Dec 28
$1,507 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding(49 ratings)
Anna Maria Island, Manatee County, Florida, United States
Yard
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Best Vacation Home Deals in Anna Maria Island

Save up to 58%

Apartment Anna Maria Island
Jan 18 - Jan 25
-58%
$656
$278 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
4.4
Very good
Anna Maria Island, Manatee County, Florida, United States
Free cancellation
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House Anna Maria Island
Nov 9 - Nov 16
-36%
$768
$490 per night
House ∙ 8 guests ∙ 3 bedrooms
4.7
Excellent(53 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Nov 9 - Nov 16
-32%
$458
$311 per night
House ∙ 10 guests ∙ 3 bedrooms
4.6
Excellent(42 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Find the perfect vacation rental from $240 per night by exploring the 6,878 options featured in Anna Maria Island. Each of the accommodations from our partner websites are immediately compared on our website , allowing you to save up to 46%.

Recommended Vacation Rentals in Anna Maria Island

Find your perfect vacation rental in Anna Maria Island: from $240 per night

House Anna Maria Island
Dec 18 - Dec 25
$742 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(1 rating)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Dec 2 - Dec 9
$321 per night
House ∙ 6 guests ∙ 3 bedrooms
4.2
Very good(55 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Dec 2 - Dec 9
$622 per night
House ∙ 12 guests ∙ 4 bedrooms
5.0
Outstanding(16 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Dec 27 - Jan 3
$584 per night
House ∙ 6 guests ∙ 2 bedrooms
4.8
Outstanding(9 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Dec 18 - Dec 25
$510 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
Outstanding(18 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Nov 9 - Nov 16
$242 per night
House ∙ 4 guests ∙ 2 bedrooms
4.8
Outstanding(45 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Dec 18 - Dec 25
-3%
$378
$364 per night
House ∙ 6 guests ∙ 3 bedrooms
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Dec 18 - Dec 25
$376 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding(14 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Dec 18 - Dec 25
$674 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding(9 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
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Budget-friendly Rentals in Anna Maria Island

Find Fantastic yet Inexpensive Rentals

House Anna Maria Island
from $772 per night
House ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding(1 rating)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $1,262 per night
House ∙ 14 guests ∙ 7 bedrooms
5.0
Outstanding(18 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $1,467 per night
House ∙ 16 guests ∙ 6 bedrooms
Anna Maria Island, Manatee County, Florida, United States
View deal

Top-Rated Offers and Accommodations in Anna Maria Island

Book Vacation Rentals with the Highest User Rating

House Anna Maria Island
Dec 2 - Dec 9
$362 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
Outstanding(106 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Dec 2 - Dec 9
$493 per night
House ∙ 6 guests ∙ 3 bedrooms
4.6
Excellent(29 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
Villa Anna Maria Island
Dec 18 - Dec 25
$306 per night
Villa ∙ 6 guests ∙ 3 bedrooms
4.8
Outstanding(24 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal

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Popular Rental Amenities in Anna Maria Island

  • Pool (5,359)
  • WiFi (6,637)
  • Air conditioning (6,299)
  • Washing machine (5,463)
  • Kitchen (6,692)
  • Dishwasher (5,064)
  • Pet-friendly (1,850)
  • Parking (969)
  • Balcony/patio (2,540)
  • Grill (4,474)
  • TV (6,195)
  • Microwave (5,422)

You will have a large selection of vacation homes to compare and choose from if you are looking for an accommodation including a pool in Anna Maria Island. Interestingly, HomeToGo's data shows that more condo have a pool than apartment rental. Additionally, they can host 5 people, on average, while apartment rental with pools can host an average of 5 guests. Among these accommodations, 48 of them are situated within 2 kilometres of water.

Price and Availability Index in Anna Maria Island

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Vacation Rental Price Information in Anna Maria Island

The graph shows the average rental prices for the next twelve months in Anna Maria Island. The week with the highest average prices is in March (3/8 – 3/15). During this week, a night will cost on average $1,604. Anna Maria Island is cheaper in a week of October (10/12 – 10/19), where prices are on average $512 a night.

Rental availability information in Anna Maria Island

The availability graph shows the percentage of available vacation rentals in Anna Maria Island. More people travel to Anna Maria Island a week in September (9/27 – 10/4). So far, 79% of the vacation rentals are occupied this week. More vacation rentals are available in a week of June (6/7 – 6/14) as the booking rate is only 39%.

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.

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.

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 6,878 rentals
💳 Possible discounts up to 46%
🌙 Nightly prices starting at $240
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly homes 1,853 homes
🏊 Vacation rentals with pools 5,392 homes
23 reviews
Anna Maria Island vacation rentals have an average rating of 4.3/5 on 23 reviews left by travelers.

Frequently Asked Questions

What is the typical availability of vacation rentals in Anna Maria Island?

We found 6,878 vacation homes in Anna Maria Island available for your next trip.

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

The most popular amenities for rentals in Anna Maria Island include vacation homes with Pool, Internet, or Air conditioning.

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

If you're travelling with a dog, over 27% of vacation rentals in Anna Maria Island are pet-friendly.

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

If you're looking for balmy weather, August and June are typically the hottest months in Anna Maria Island with temperatures around 33 °C. February and January in Anna Maria Island are the coldest, with 13 °C on average.

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