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Anna Maria Island Vacation Rentals

Find 8,244 available home rentals from 27 partners
Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • House
    • Apartment
    • Pension

  • Rating

    • 4.5+
    • 4+

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • WiFi
    • Air conditioning
    • Washing machine
    • Kitchen
    • Dishwasher
    • Parking
    • Balcony/patio
    • TV
    • Microwave
    • Yard
    • Jacuzzi
    • Crib
    • Sauna
    • Fireplace
    Show more

  • Accommodation type

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 Recommended vacation rentals in Anna Maria Island

Find your perfect vacation rental in Anna Maria Island from just $318 per night!

House Anna Maria Island
House ∙ 9 guests ∙ 4 bedrooms

189 m² House

Anna Maria Island, Manatee County, Florida, United States
from $628
per night
Very good(5 ratings)
from $628
per night
View deal
House Anna Maria Island
House ∙ 12 guests ∙ 7 bedrooms

House

Anna Maria Island, Manatee County, Florida, United States
from $1,498
per night
Outstanding(27 ratings)
from $1,498
per night
View deal
House Anna Maria Island
House ∙ 10 guests ∙ 4 bedrooms

174 m² House

Anna Maria Island, Manatee County, Florida, United States
from $452
per night
Excellent(10 ratings)
from $452
per night
View deal
House Anna Maria Island
House ∙ 10 guests ∙ 5 bedrooms

269 m² House

Anna Maria Island, Manatee County, Florida, United States
from $791
per night
Excellent(54 ratings)
from $791
per night
View deal
Condo Anna Maria Island
Condo ∙ 8 guests ∙ 4 bedrooms

128 m² Condo

Anna Maria Island, Manatee County, Florida, United States
from $535
per night
Outstanding(50 ratings)
from $535
per night
View deal
House Anna Maria Island
House ∙ 8 guests ∙ 3 bedrooms

195 m² House

Anna Maria Island, Manatee County, Florida, United States
from $400
per night
Very good(38 ratings)
from $400
per night
View deal
House Anna Maria Island
House ∙ 10 guests ∙ 5 bedrooms

House

Anna Maria Island, Manatee County, Florida, United States
from $927
per night
Outstanding(208 ratings)
from $927
per night
View deal
House Anna Maria Island
House ∙ 12 guests ∙ 6 bedrooms

228 m² House

Anna Maria Island, Manatee County, Florida, United States
from $958
per night
Outstanding(205 ratings)
from $958
per night
View deal
House Anna Maria Island
House ∙ 28 guests ∙ 10 bedrooms

557 m² House

Anna Maria Island, Manatee County, Florida, United States
from $1,402
per night
Outstanding(56 ratings)
from $1,402
per night
View deal
Villa Anna Maria Island
Villa ∙ 10 guests ∙ 7 bedrooms

307 m² Villa

Anna Maria Island, Manatee County, Florida, United States
from $616
per night
from $616
per night
View deal
House Anna Maria Island
House ∙ 14 guests ∙ 7 bedrooms

260 m² House

Anna Maria Island, Manatee County, Florida, United States
from $1,122
per night
Outstanding(32 ratings)
from $1,122
per night
View deal
House Anna Maria Island
House ∙ 4 guests ∙ 2 bedrooms

65 m² House

Anna Maria Island, Manatee County, Florida, United States
from $516
per night
Outstanding(47 ratings)
from $516
per night
View deal
House Anna Maria Island
House ∙ 10 guests ∙ 5 bedrooms

House

Anna Maria Island, Manatee County, Florida, United States
from $1,522
per night
from $1,522
per night
View deal
House Anna Maria Island
House ∙ 10 guests ∙ 4 bedrooms

172 m² House

Anna Maria Island, Manatee County, Florida, United States
from $849
per night
Outstanding(1 rating)
from $849
per night
View deal
House Anna Maria Island
House ∙ 16 guests ∙ 5 bedrooms

304 m² House

Anna Maria Island, Manatee County, Florida, United States
from $975
per night
Outstanding(3 ratings)
from $975
per night
View deal

Vacation rentals and apartments with air conditioning

House Anna Maria Island
from $974 per night
10 guests ∙ 5 bedrooms

House

4.8
Outstanding(134 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
View deal
House Anna Maria Island
from $544 per night
House ∙ 8 guests ∙ 5 bedrooms

175 m² House

5.0
Outstanding(2 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
View deal
House Anna Maria Island
from $489 per night
House ∙ 8 guests ∙ 4 bedrooms

126 m² House

5.0
Outstanding(3 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
View deal
See all offers

Apartments with a balcony or patio

House Anna Maria Island
from $680 per night
House ∙ 8 guests ∙ 4 bedrooms

206 m² House

4.8
Outstanding(70 ratings)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
View deal
House Anna Maria Island
from $351 per night
House ∙ 12 guests ∙ 5 bedrooms

186 m² House

4.5
Excellent(16 ratings)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
View deal
Cottage Anna Maria Island
from $341 per night
Cottage ∙ 12 guests ∙ 5 bedrooms

139 m² Cottage

4.0
Very good(1 rating)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
View deal
See all offers

Vacation homes and cottages with a garden

House Anna Maria Island
-13%
$1,077
from $938 per night
12 guests ∙ 6 bedrooms

House

4.8
Outstanding(124 ratings)
Anna Maria Island, Manatee County, Florida, United States
Yard
View deal
House Anna Maria Island
from $860 per night
House ∙ 10 guests ∙ 4 bedrooms

290 m² House

5.0
Outstanding(51 ratings)
Anna Maria Island, Manatee County, Florida, United States
Yard
View deal
House Anna Maria Island
from $418 per night
House ∙ 4 guests ∙ 2 bedrooms

104 m² House

5.0
Outstanding(51 ratings)
Anna Maria Island, Manatee County, Florida, United States
Yard
View deal
See all offers

Best Vacation Home Deals in Anna Maria Island

Save up to 6%

House Anna Maria Island
-6%
$961
from $903 per night
House ∙ 12 guests ∙ 5 bedrooms

125 m² House

5.0
Outstanding(98 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal

Find the perfect vacation rental from $318 per night by exploring the 8,244 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 6%.

Budget-friendly Rentals in Anna Maria Island

Find Fantastic yet Inexpensive Rentals

House Anna Maria Island
from $914 per night
House ∙ 12 guests ∙ 5 bedrooms

125 m² House

5.0
Outstanding(98 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $471 per night
House ∙ 12 guests ∙ 6 bedrooms

163 m² House

4.4
Very good(28 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $593 per night
House ∙ 8 guests ∙ 4 bedrooms

210 m² House

4.7
Excellent(11 ratings)
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
from $908 per night
House ∙ 12 guests ∙ 7 bedrooms

3000 m² House

4.9
Outstanding(107 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $1,292 per night
House ∙ 8 guests ∙ 4 bedrooms

288 m² House

5.0
Outstanding(71 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $847 per night
House ∙ 8 guests ∙ 4 bedrooms

309 m² House

4.6
Excellent(42 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal

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Popular Rental Amenities in Anna Maria Island

  • Pool (5,655)
  • WiFi (7,624)
  • Air conditioning (6,994)
  • Washing machine (5,908)
  • Kitchen (7,631)
  • Dishwasher (4,736)
  • Pet-friendly (2,051)
  • Parking (924)
  • Balcony/patio (2,489)
  • Grill (4,054)
  • TV (6,701)
  • Microwave (6,140)

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, 37 of them are situated within 2 kilometres of water.

Price and Availability Index in Anna Maria Island

Click on any bar to see price and availability information

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 April (4/4 – 4/11). During this week, a night will cost on average $955. Anna Maria Island is cheaper in a week of September (9/13 – 9/20), where prices are on average $750 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 January (1/17 – 1/24). So far, 92% of the vacation rentals are occupied this week. More vacation rentals are available in a week of September (9/6 – 9/13) as the booking rate is only 49%.

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 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 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 8,244 rentals
🌙 Nightly prices starting at $318
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly homes 2,072 homes
🏊 Vacation rentals with pools 5,705 homes
150,388 reviews
Anna Maria Island vacation rentals have an average rating of 4.7/5 on 150,388 reviews left by travelers.

Frequently Asked Questions

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

We found 8,244 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 25% 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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