Anna Maria Island Vacation Rentals

Compare 4,844 available properties from 32 providers
Anna Maria Island
Save up to 53%

Best Vacation Home Deals in Anna Maria Island

-53%
e.g. 11/24 - 12/1
Apartment ∙ 6 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from $133 $282
HomeAway
4.8
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-16%
e.g. 8/18 - 8/25
Apartment ∙ 2 guests
Anna Maria Island, Manatee County, Florida, United States
from $126 $149
VRBO
4.9
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-39%
e.g. 9/15 - 9/22
Apartment ∙ 6 guests ∙ 1 bedroom
Anna Maria Island, Manatee County, Florida, United States
from $175 $287
VRBO
3.2
View deal

Compare and find the perfect vacation rental from $86 per night by searching among the 4,844 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 53%.

Recommended Vacation Rentals in Anna Maria Island

Rent a vacation accommodation in Anna Maria Island: from $86 per night

Apartment ∙ 2 guests
Anna Maria Island, Manatee County, Florida, United States
from $80
HomeAway
4.1
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House ∙ 2 guests ∙ 1 bedroom
Anna Maria Island, Manatee County, Florida, United States
from $161
HomeAway
4.8
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Apartment ∙ 6 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from $115
HomeAway
5.0
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Apartment ∙ 5 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from $107
HomeAway
4.5
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House ∙ 2 guests ∙ 1 bedroom
Anna Maria Island, Manatee County, Florida, United States
from $97
HomeAway
4.6
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Apartment ∙ 4 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from $74
HomeAway
4.6
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Apartment ∙ 5 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from $158
HomeAway
4.3
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Apartment ∙ 4 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from $298
HomeAway
4.7
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Vacation Houses With Pools

Pool
Apartment ∙ 6 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from $74
VRBO
5.0
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Pool
Apartment ∙ 6 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from $154
VaycayHero
4.3
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Pool
Apartment ∙ 4 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from $154
VaycayHero
4.0
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Pool
Apartment ∙ 6 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from $155
VaycayHero
4.0
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Apartments With a Balcony or Patio

Balcony/Patio
Apartment ∙ 5 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from $69
HomeAway
4.3
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Balcony/Patio
Apartment ∙ 5 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from $128
HomeAway
4.4
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Balcony/Patio
Apartment ∙ 5 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from $107
HomeAway
4.3
View deal
Balcony/Patio
House ∙ 6 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from $89
VaycayHero
4.5
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Vacation Homes With Fishing Spots Nearby

Fishing
Apartment ∙ 6 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from $133
HomeAway
5.0
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Fishing
Apartment ∙ 4 guests ∙ 1 bedroom
Anna Maria Island, Manatee County, Florida, United States
from $124
VRBO
5.0
View deal
Fishing
Apartment ∙ 2 guests
Anna Maria Island, Manatee County, Florida, United States
from $126
VRBO
4.9
View deal
Fishing
House ∙ 4 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from $148
HomeAway
4.9
View deal
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Popular Rental Amenities in Anna Maria Island

  • Kitchen (4,288)
  • TV (4,157)
  • Internet (4,111)
  • Microwave (3,810)
  • Dishwasher (3,592)
  • No smoking (3,582)
  • Washer (3,540)
  • AC (3,396)
  • Parking (3,359)
  • Grill (3,112)
  • Pool (2,444)
  • Balcony/Patio (2,345)
Use filters to look for an accommodation meeting your criteria among the 4,844 properties in Anna Maria Island. In Anna Maria Island, 3,841 rentals offer "TVs". So, if you want to tune out with some TV time, select the TVs filter to compare these rentals. You could even find properties if you enjoy soaking in the hot tub (192 rentals include "Jacuzzis" in Anna Maria Island) or if you want a rental with a sauna (51 rentals in Anna Maria Island include "saunas").

Price and Availability Index 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. $412 is the highest price average in the next twelve months. Anna Maria Island is cheaper in a week of October (10/13 - 10/20), where prices are on average $201 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 (2/16 - 2/23), with only 15% of the rentals available. More accommodations are available in a week of June (6/1 - 6/8) as the booking rate is only 18%.

The Weather in Anna Maria Island

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57°
73°
55°
79°
59°
84°
64°
88°
68°
90°
73°
90°
75°
91°
75°
90°
73°
84°
68°
79°
61°
77°
59°
Jan.
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Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Check out our climate diagram to find the perfect month for your vacation. On average, the warmest month is August. On the contrary, the coolest month is February. The rainiest month is August while the driest month is January.

2,557 of the 4,844 listed properties in Anna Maria Island are house rentals. They account for more than half of the property types in this destination (55.9%). Additionally, the median nightly price of house rentals in Anna Maria Island is $416, and their size, on average, is 1,780 ft². 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 rentals are, for example, another popular accommodation option in this destination, with 1,793 listed accommodations. While house rentals in Anna Maria Island have an average size of 1,780 ft², apartment rentals have an average size of 1,130 ft².

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.

Show all 4,844 properties
Getting There

Flying in to Anna Maria Island

Anna Maria Island is primarily served by the Sarasota Bradenton International Airport which lies 12 miles away, and the Tampa International Airport, which is around 35 miles away. A taxi or car for hire will get you to your vacation rental quickly.

Food & Drinks

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).

Weather & Climate

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.

Attractions

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.

Art & Culture

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.

Local Attractions

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!

Sights & things to do 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.

We compare more than 300 providers, including:

Booking.com Vacation Rentals in Anna Maria Island VRBO Vacation Rentals in Anna Maria Island HomeAway Vacation Rentals in Anna Maria Island TripAdvisor Vacation Rentals in Anna Maria Island VacationRentals.com Vacation Rentals in Anna Maria Island HouseTrip Vacation Rentals in Anna Maria Island FlipKey Vacation Rentals in Anna Maria Island Wimdu Vacation Rentals in Anna Maria Island 9flats.com Vacation Rentals in Anna Maria Island VaycayHero Vacation Rentals in Anna Maria Island PerfectPlaces.com Vacation Rentals in Anna Maria Island Homestay.com Vacation Rentals in Anna Maria Island only-apartments Vacation Rentals in Anna Maria Island Interhome Vacation Rentals in Anna Maria Island Bedycasa Vacation Rentals in Anna Maria Island Novasol Vacation Rentals in Anna Maria Island HomeEscape Vacation Rentals in Anna Maria Island