Holiday rentals in Anna Maria Island

Compare 5,565 available properties from 30 providers
Anna Maria Island
Save up to 58%

Best holiday rental deals in Anna Maria Island

-58%
e.g. 24/11 - 1/12
Apartment ∙ 6 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from £71 £169
HomeAway
4.8
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-17%
e.g. 18/08 - 25/08
Apartment ∙ 2 guests
Anna Maria Island, Manatee County, Florida, United States
from £99 £119
HomeAway
4.9
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-41%
e.g. 15/09 - 22/09
Apartment ∙ 6 guests ∙ 1 bedroom
Anna Maria Island, Manatee County, Florida, United States
from £132 £225
HomeAway
3.2
View deal

Explore 5,565 properties available in Anna Maria Island and find a welcoming place for your getaway. HomeToGo lets you directly search and compare the offers of each rental from different providers to find the best deal and save up to 58%.

Recommended holiday lettings in Anna Maria Island

Rent a holiday apartment, home or cottage in Anna Maria Island: from £68 per night

Apartment ∙ 2 guests
Anna Maria Island, Manatee County, Florida, United States
from £40
HomeAway
4.1
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House ∙ 2 guests ∙ 1 bedroom
Anna Maria Island, Manatee County, Florida, United States
from £74
HomeAway
4.8
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Apartment ∙ 6 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from £60
HomeAway
5.0
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Apartment ∙ 5 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from £85
HomeAway
4.5
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House ∙ 2 guests ∙ 1 bedroom
Anna Maria Island, Manatee County, Florida, United States
from £76
HomeAway
4.6
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Apartment ∙ 4 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from £58
HomeAway
4.6
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Apartment ∙ 5 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from £87
HomeAway
4.3
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Apartment ∙ 4 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from £226
HomeAway
4.7
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Best holiday cottages with a pool

Pool
Apartment ∙ 6 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from £58
HomeAway
5.0
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Pool
Apartment ∙ 6 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from £122
VaycayHero
4.3
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Pool
Apartment ∙ 4 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from £121
VaycayHero
4.0
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Pool
Apartment ∙ 6 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from £122
VaycayHero
4.0
View deal
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Best holiday homes with a patio or terrace

Balcony/Patio
Apartment ∙ 5 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from £86
HomeAway
4.3
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Balcony/Patio
Apartment ∙ 5 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from £67
HomeAway
4.4
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Balcony/Patio
Apartment ∙ 5 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from £55
HomeAway
4.3
View deal
Balcony/Patio
House ∙ 6 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from £70
VaycayHero
4.5
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Top holiday accommodation with fishing spots nearby

Fishing
Apartment ∙ 6 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from £71
HomeAway
5.0
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Fishing
Apartment ∙ 4 guests ∙ 1 bedroom
Anna Maria Island, Manatee County, Florida, United States
from £98
HomeAway
5.0
View deal
Fishing
Apartment ∙ 2 guests
Anna Maria Island, Manatee County, Florida, United States
from £99
HomeAway
4.9
View deal
Fishing
House ∙ 4 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
from £116
HomeAway
4.9
View deal
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Popular holiday rental amenities in Anna Maria Island

  • Kitchen (4,303)
  • TV (4,153)
  • Internet (4,136)
  • Microwave (3,809)
  • No smoking (3,602)
  • Dishwasher (3,588)
  • Washer (3,538)
  • AC (3,392)
  • Parking (3,385)
  • BBQ (3,144)
  • Pool (2,481)
  • Balcony/Patio (2,348)
Finding a holiday rental with a pool shouldn't be too difficult in Anna Maria Island. More than half of the holiday rentals provide one on offer. Also, more house rentals provide a pool than apartment rentals. Usually, house rentals with pools in Anna Maria Island accommodate 8 guests and cost £279 a night. Among these holiday rentals, one-third of them are located within 2 kilometres of water. In Anna Maria Island, there are a lot of choices in case you're looking for a rental that welcomes pets. Most pet-friendly holiday lettings in Anna Maria Island are house rentals. Moreover, they cost, on average, £338. a night. There's no need to look exclusively outside the city for a rental, as a few of the pet-friendly holiday rentals are very central (less than 2 kilometres from the city centre).

Price and Availability Index Anna Maria Island

Holiday Letting Price Information in Anna Maria Island

This graph displays average prices of the holiday cottages and holiday apartments located in Anna Maria Island. It is during a week of March (02/03 - 09/03) that you will find the highest prices for the next months. Prices decrease in October to an average of £157 per night (13/10 - 20/10).

Holiday Home Availability Information in Anna Maria Island

Have a look at the above graph to see the global availability of holiday rentals in Anna Maria Island. In a week of February (16/02 - 23/02), 85% of the holiday homes are booked. Conversely, it is in June (01/06 - 08/06) that the highest percentage of rentals are available.

The weather in Anna Maria Island

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15°
29°
18°
31°
20°
32°
23°
32°
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33°
24°
32°
23°
29°
20°
26°
16°
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15°
Jan.
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Aug.
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Nov.
Dec.
- Rainy days

Check out our climate diagram to find the perfect month for your holidays. 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.

More than half of the offers (55.52%) in Anna Maria Island are house rentals. They are the most prevalent holiday properties on offer there. Additionally, these types of accommodation have an average size of 166 m² as well as a median price of £328 a night. Furthermore, the majority of house rentals in Anna Maria Island can accommodate 7 guests, which makes Anna Maria Island an ideal holiday destination for large groups. If you're searching for another type of accommodation, you can search and compare some other accommodation types, including apartment rentals, which are the second most popular property type in Anna Maria Island. Our data reveals that the average cost of apartment rentals is £226 a night for an area of 105 m².

Plan a seaside escape with an Anna Maria Island holiday letting

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 holiday home on Anna Maria Island and bring the family along for the adventure.

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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 holiday letting 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 holidays, and spring when college students arrive to profit from all that sand and surf. Book your holiday letting 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 holiday lettings 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 holiday letting .

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 Theatre which is the oldest community theatre 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 holiday lettings.

Book your holiday 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 Holiday Rentals in Anna Maria Island Wimdu Holiday Rentals in Anna Maria Island Novasol Holiday Rentals in Anna Maria Island TripAdvisor Holiday Rentals in Anna Maria Island Inter Chalet Holiday Rentals in Anna Maria Island HomeAway Holiday Rentals in Anna Maria Island EveryStay Holiday Rentals in Anna Maria Island Interhome Holiday Rentals in Anna Maria Island 9flats.com Holiday Rentals in Anna Maria Island HouseTrip Holiday Rentals in Anna Maria Island Belvilla Holiday Rentals in Anna Maria Island Sykes Cottages Holiday Rentals in Anna Maria Island Homestay.com Holiday Rentals in Anna Maria Island Ski Planet Holiday Rentals in Anna Maria Island only-apartments Holiday Rentals in Anna Maria Island James Villa Holidays Holiday Rentals in Anna Maria Island