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Anna Maria Island Vacation Rentals

Find 6,251 available offers from 23 partners
Anna Maria Island
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Anna Maria Island
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Popular Filters to find the Perfect Rental in Anna Maria Island

2 Adults
1 Bedroom
4 Adults
Pets allowed
Pool
House
Internet

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.

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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Anna Maria Island and book a vacation rental with air conditioning.

Condo  Anna Maria Island
Nov 17 - Nov 24
$289 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Anna Maria with Patio + Seaside Views

4.7
Excellent (209 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
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Condo  Anna Maria Island
Nov 17 - Nov 24
$326 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Charming Condo in Bradenton Beach with Pool, Sauna & Grill

4.7
Excellent (23 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
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Condo  Anna Maria Island
Nov 17 - Nov 24
$370 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Grill & Pool + Water Views

4.9
Outstanding (6 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Anna Maria Island accommodation with high-speed internet.

Condo  Anna Maria Island
Sept 2 - Sept 9
-58%
$1,087
$456 per night
Condo ∙ 5 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Grill, Yard & Pool

Anna Maria Island, Manatee County, Florida, United States
Free cancellation
Internet
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House  Anna Maria Island
Nov 17 - Nov 24
$2,153 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Anna Maria with Yard, Grill & Patio

5.0
Outstanding (27 ratings)
Anna Maria Island, Manatee County, Florida, United States
Internet
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House  Anna Maria Island
Oct 19 - Oct 26
-63%
$1,433
$537 per night
House ∙ 6 guests ∙ 2 bedrooms

House in Holmes Beach with Hot Tub, Grill & Pool

Anna Maria Island, Manatee County, Florida, United States
Free cancellation
Internet
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Apartments with a balcony or patio

Looking for a home with a balcony? Check out these vacation homes in Anna Maria Island with their own private patios and balconies.

House  Anna Maria Island
Sept 18 - Sept 25
-56%
$976
$432 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Anna Maria with Yard, Grill & Patio + Gulf View

5.0
Outstanding (1 rating)
Anna Maria Island, Manatee County, Florida, United States
Free cancellation
Balcony/Patio
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House  Anna Maria Island
Sept 7 - Sept 14
-72%
$1,326
$367 per night
House ∙ 6 guests ∙ 2 bedrooms

Lovely House in Holmes Beach with Yard & Grill

4.9
Outstanding (8 ratings)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
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House  Anna Maria Island
Aug 17 - Aug 24
-50%
$746
$373 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Bradenton Beach with Yard + Great Views

4.9
Outstanding (10 ratings)
Anna Maria Island, Manatee County, Florida, United States
Free cancellation
Balcony/Patio
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Best Vacation Home Deals in Anna Maria Island

Save up to 7%

Cottage Anna Maria Island
Jul 18 - Jul 25
-7%
$238
$221 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Nice Cottage in Bradenton with Grill

5.0
Outstanding (9 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Nov 17 - Nov 24
-6%
$318
$299 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Bradenton with Botanical Garden

5.0
Outstanding (26 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Find the perfect vacation rental from $113 per night by exploring the 6,251 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 65%.

Recommended Vacation Rentals in Anna Maria Island

Find your perfect vacation rental in Anna Maria Island: from $113 per night

Villa Anna Maria Island
Nov 17 - Nov 24
$313 per night
Villa ∙ 6 guests ∙ 1 bedroom

Charming Villa in Longboat Key with Gulf-Front Pool + Close to Beach

4.6
Excellent (60 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Jun 22 - Jun 29
$405 per night
House ∙ 6 guests ∙ 3 bedrooms

Wonderful House in Bradenton with Pool, Grill & Yard

4.6
Excellent (37 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
Nov 17 - Nov 24
$498 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Gorgeous Condo in Longboat Key with Free Parking + Beach Nearby

4.9
Outstanding (166 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
$303 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Holmes Beach with Free Parking + Great View

5.0
Outstanding (10 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
$277 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Holmes Beach with Private Patio

5.0
Outstanding (22 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
$1,024 per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation Home in Holmes Beach with Private Pool + Water Views + Beach Nearby

4.4
Very good (47 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
$757 per night
House ∙ 6 guests ∙ 3 bedrooms

Pleasant Vacation Home in Anna Maria with Pool, Grill & Patio

Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
$538 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Anna Maria with Patio, Yard & Grill + Gulf Views

4.7
Excellent (28 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
$234 per night
House ∙ 5 guests ∙ 1 bedroom

House in Anna Maria with Grill + Next to Beach

4.4
Very good (21 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Budget-friendly Rentals in Anna Maria Island

Find Fantastic yet Inexpensive Rentals

House Anna Maria Island
$1,303 per night
House ∙ 8 guests ∙ 5 bedrooms

House in Anna Maria with Private Balcony + Picturesque Views

4.9
Outstanding (43 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
$746 per night
House ∙ 12 guests ∙ 5 bedrooms

House in Anna Maria with Pool & Grill

Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
$334 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Lovely Condo in Bradenton Beach with Patio & Pool

4.8
Outstanding (79 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Top-Rated Offers and Accommodations in Anna Maria Island

Book Vacation Rentals with the Highest User Rating

House Anna Maria Island
$486 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Holmes Beach with Private Balcony + Beach Nearby

4.6
Excellent (36 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
$258 per night
House ∙ 4 guests ∙ 1 bedroom

Vacation Home in Holmes Beach with Yard, Pool & Patio + Beach Nearby

5.0
Outstanding (27 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
$373 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Large Condo in Bradenton Beach with Pool

4.8
Outstanding (119 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Popular Rental Amenities in Anna Maria Island

  • Pool (4,893)
  • WiFi (6,144)
  • Air conditioning (5,790)
  • Washing machine (4,892)
  • Kitchen (6,065)
  • Dishwasher (4,889)
  • Pet-friendly (1,113)
  • Parking (839)
  • Balcony/patio (2,645)
  • Grill (4,252)
  • TV (5,611)
  • Microwave (5,080)

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, 54 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 $1,412. Anna Maria Island is cheaper in a week of September (9/7 – 9/14), where prices are on average $600 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 June (6/8 – 6/15). So far, 75% of the vacation rentals are occupied this week. More vacation rentals are available in a week of September (9/14 – 9/21) as the booking rate is only 28%.

The Weather in Anna Maria Island

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25°
14°
5 days 5
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23°
13°
6 days 6
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26°
15°
7 days 7
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29°
18°
7 days 7
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31°
20°
8 days 8
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32°
23°
14 days 14
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32°
24°
16 days 16
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33°
24°
18 days 18
max.
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32°
23°
15 days 15
max.
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29°
20°
7 days 7
max.
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26°
16°
6 days 6
max.
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25°
15°
5 days 5
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Above are the weather conditions for Anna Maria Island. In August maximum temperatures go higher than 33°. On the other hand, you could have temperatures dropping under 13° in February. It may rain 18 days in August while it typically rains only 5 days in January.

7-Day Weather Forecast in Anna Maria Island

Fri., 14 Jun.
28°
28°

5%

3 h

8 km/h

Sat., 15 Jun.
28°
26°

25%

0 h

22 km/h

Sun., 16 Jun.
31°
30°

10%

1 h

9 km/h

Mon., 17 Jun.
31°
30°

10%

2 h

23 km/h

Tue., 18 Jun.
31°
31°

10%

3 h

30 km/h

Wed., 19 Jun.
31°
30°

15%

2 h

31 km/h

Thu., 20 Jun.
31°
30°

10%

3 h

10 km/h

Accommodations for your vacation in Anna Maria Island

In Anna Maria Island, house rental are the most prevalent vacation accommodation type. Interestingly, the average cost of this type of accommodation in particular is $991 a night, with an average size of 184 m². Moreover, this type of residence is the perfect choice for large groups, as the majority of house rental can host 7 guests. Condo are the other most frequent accommodation type in Anna Maria Island. Condo in Anna Maria Island are 103 m² on average, with average prices of $603 a night.
Where to find the best food in Anna Maria Island?

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).

What is the weather like in Anna Maria Island?

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.

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.

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.

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 6,251 rentals
💳 Possible discounts up to 65%
🌙 Nightly prices starting at $113
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly homes 1,113 homes
🏊 Vacation rentals with pools 4,924 homes
13 reviews
Anna Maria Island vacation rentals have an average rating of 4.2/5 on 13 reviews left by travelers.

Frequently Asked Questions

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

We found 6,251 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 18% 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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