Find Vacation Rentals in Anna Maria Island

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Popular Anna Maria Island Vacation Rentals

Find the perfect Anna Maria Island vacation rental

House Anna Maria
from $307 per night
House ∙ 6 guests ∙ 2 bedrooms

60 m² House

5.0
Outstanding(72 ratings)
Anna Maria, Manatee County, Florida, United States
Vrbo
Details
House Anna Maria
from $329 per night
House ∙ 8 guests ∙ 4 bedrooms

304 m² House

4.6
Excellent(37 ratings)
Anna Maria, Manatee County, Florida, United States
Vrbo
Details
House Anna Maria
from $638 per night
House ∙ 12 guests ∙ 6 bedrooms

204 m² House

4.5
Excellent(39 ratings)
Anna Maria, Manatee County, Florida, United States
Vrbo
Details
House Anna Maria
from $641 per night
House ∙ 12 guests ∙ 6 bedrooms

244 m² House

4.7
Excellent(44 ratings)
Anna Maria, Manatee County, Florida, United States
Vrbo
Details
House Anna Maria
from $673 per night
House ∙ 12 guests ∙ 5 bedrooms

268 m² House

4.9
Outstanding(47 ratings)
Anna Maria, Manatee County, Florida, United States
Vrbo
Details
House Anna Maria
from $725 per night
House ∙ 12 guests ∙ 5 bedrooms

235 m² House

4.5
Excellent(37 ratings)
Anna Maria, Manatee County, Florida, United States
Vrbo
Details
House Anna Maria
from $1,806 per night
14 guests ∙ 7 bedrooms

House

5.0
Outstanding(133 ratings)
Anna Maria, Manatee County, Florida, United States
Vrbo
Details
House Anna Maria
from $738 per night
House ∙ 12 guests ∙ 6 bedrooms

316 m² House

4.6
Excellent(76 ratings)
Anna Maria, Manatee County, Florida, United States
Vrbo
Details
House Anna Maria
from $687 per night
House ∙ 6 guests ∙ 3 bedrooms

219 m² House

4.9
Outstanding(7 ratings)
Anna Maria, Manatee County, Florida, United States
Vrbo
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Vacation rentals and apartments with air conditioning

House  Anna Maria
from $573 per night
House ∙ 8 guests ∙ 4 bedrooms

183 m² House

4.8
Outstanding(42 ratings)
Anna Maria, Manatee County, Florida, United States
Air conditioning
Vrbo
Details
House  Anna Maria
from $717 per night
House ∙ 14 guests ∙ 7 bedrooms

367 m² House

4.8
Outstanding(84 ratings)
Anna Maria, Manatee County, Florida, United States
Air conditioning
Vrbo
Details
Studio flat  Anna Maria
from $263 per night
Studio flat ∙ 4 guests ∙ 1 bedroom

45 m² Studio flat

4.0
Very good(1 rating)
Anna Maria, Manatee County, Florida, United States
Air conditioning
Vacasa
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Vacation rentals with Wi-Fi

House  Anna Maria
from $702 per night
12 guests ∙ 6 bedrooms

House

4.8
Outstanding(122 ratings)
Anna Maria, Manatee County, Florida, United States
Internet
HomeToGo
Details
House  Anna Maria
from $517 per night
12 guests ∙ 6 bedrooms

House

Anna Maria, Manatee County, Florida, United States
Internet
Vrbo
Details
House  Anna Maria
from $533 per night
House ∙ 9 guests ∙ 5 bedrooms

135 m² House

5.0
Outstanding(55 ratings)
Anna Maria, Manatee County, Florida, United States
Internet
Vrbo
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Apartments and vacation rentals with a kitchen

Apartment  Anna Maria
from $373 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

69 m² Apartment

Anna Maria, Manatee County, Florida, United States
Kitchen
HomeToGo
Details
Apartment  Anna Maria
from $142 per night
Apartment ∙ 3 guests ∙ 1 bedroom

37 m² Apartment

Anna Maria, Manatee County, Florida, United States
Kitchen
HomeToGo
Details
House  Anna Maria
from $1,029 per night
House ∙ 8 guests ∙ 5 bedrooms

288 m² House

4.9
Outstanding(100 ratings)
Anna Maria, Manatee County, Florida, United States
Kitchen
Vacasa
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Frequently Asked Questions

How much does it cost to book a vacation rental in Anna Maria Island?

The price per night in Anna Maria Island starts at $140.

Can I see all vacation rentals that are available in Anna Maria Island?

Currently, there are 5,123 vacation rentals available for you to compare and book.

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Anna Maria Information

About Anna Maria

40 miles south of Tampa is Anna Maria, a beautiful island that is bordered by the Gulf of Mexico to the west and Sarasota Bay to the south. This vacation hotspot was formerly discovered by the Timucan and Caloosan Native Americans, followed by the Spanish explorers. Nowadays the island is known for its white sand beaches, amazing weather, and its small year-round population of less than 2000 people. It’s the perfect tropical vacation getaway without having to fly to the Caribbean.

Things to Do in Anna Maria

Anna Maria offers visitors a charming old coastal village feeling when they visit this beautiful place filled with history and sightseeing. To learn more about the town’s interesting history, stop by the Anna Maria Historical Society on Pine Avenue, where admission is free and guests can read up on the fascinating informational archives about the island. Anna Maria is known for having gorgeous beaches year-round at the northern tip of the island; parking tends to be challenging and some of them are more secluded, making them more easily accessible by foot or bike. Check out the beaches on the Gulf of Mexico, Bean Point, and the Tampa Bay beaches at Bay Front Park. Go for a stroll on Anna Maria City Pier, which was built in 1911 and boasts stunning views of the beaches and marine wildlife. The City of Anna Maria hosts various events throughout the year on Pine Avenue that feature great food, live music and vendors. Some of the annual events include Food and Wine on Pine, Sandbar Easter Egg Hunt, Bay Fest, and Christmas on Pine. If you’re looking to do something other than go to the beach, other activities include catching a performance at Players Theater, checking out literature at Little Free Library, and taking a fitness or dance class at the Community Center. Go shopping on Bridge Street, which is located at the other end of the island in Bradenton Beach and has lots of shopping and dining options, offering great views of the Gulf of Mexico and Sarasota Bay.

Day Trips Near Anna Maria

If you’re traveling with family and are looking for some kid-friendly options, Orlando is two hours north east of Anna Maria Island and is home to Disney World, SeaWorld, and Universal Theme Parks. Tampa is an hour north of Anna Maria Island and has plenty of fun things to do, including the Florida Aquarium, Big Cat Rescue sanctuary, Raymond James Stadium, and Lowry Park Zoo.

Anna Maria Accommodation

There are many beautiful homes that are available to rent for your vacation in Anna Maria. The Pine Avenue area is a popular place for a home rental and offers close proximity to the beach and the main shopping and restaurants. The Holmes Beach area is located right on the Gulf of Mexico and has lots of cute cottages, bungalows, and larger beach homes that offer stunning ocean views and are just steps from the sand. The Bradenton Beach area is on the opposite side of the island from the main Anna Maria center and has gulf front condos that offer direct beach access and unobstructed views.

Transportation in Anna Maria

Due to the island’s geography and some of the beaches being harder to access by foot, one great way to travel around Anna Maria is by renting a bicycle. Another fun form of transportation is renting a luxury golf cart rental, which are available in a variety of styles and sizes that are street legal and offer a comfortable, leisurely way to get around the island. If you rent a vehicle from Lux Carts, 10-percent of proceeds are donated to local charities including the Anna Maria Island Elementary School.

Popular Day Trips Near Anna Maria Island

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