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Vacation Rentals & Accommodations in Anna Maria Island

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$100 - $199
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Very Good: 4+
Good: 3.5+

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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Best Vacation Home Deals in Anna Maria Island

House Anna Maria Island
Sep 5 - Sep 12
-25%
$302
$228 per night
House ∙ 4 guests ∙ 2 bedrooms
Charming Vacation Home in Anna Maria with Pool, Yard & Grill + Next to Beach
4.7
"Outstanding" (92 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
Oct 14 - Oct 21
-23%
$314
$240 per night
Condo ∙ 6 guests ∙ 3 bedrooms
Beautiful Condo in Anna Maria with Private Pool + Beach Nearby
4.6
"Outstanding" (51 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
Oct 28 - Nov 4
-59%
$250
$103 per night
Condo ∙ 7 guests ∙ 3 bedrooms
Condo in Holmes Beach with Grill
4.3
"Very good" (31 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Compare and find the perfect vacation rental from $103 per night by searching among the 7,644 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 57%.

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Top-Rated Rentals and Accommodations in Anna Maria Island

House Anna Maria Island
Dec 2 - Dec 9
-29%
$359
$257 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Holmes Beach with Huge Pool
4.8
"Excellent" (185 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Oct 14 - Oct 21
-45%
$408
$226 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Holmes Beach with Grill & Pool
4.8
"Excellent" (20 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Sep 9 - Sep 16
-32%
$704
$482 per night
House ∙ 8 guests ∙ 4 bedrooms
Wonderful Vacation Home in Anna Maria with Grill, Pool & Yard
5.0
"Excellent" (10 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Recommended Vacation Rentals in Anna Maria Island

Find your perfect vacation rental in Anna Maria Island: from $103 per night

Cottage Anna Maria Island
Aug 19 - Aug 26
-24%
$450
$341 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Cottage in Anna Maria with Private Pool
5.0
"Excellent" (54 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
Nov 11 - Nov 18
-50%
$290
$144 per night
Condo ∙ 4 guests ∙ 1 bedroom
4.6
"Outstanding" (78 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Sep 28 - Oct 5
-69%
$805
$248 per night
House ∙ 6 guests ∙ 3 bedrooms
Lovely Vacation Home in Holmes Beach with Large Pool
4.5
"Outstanding" (2 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
Sep 23 - Sep 30
$170 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Family Friendly Condo in Holmes Beach with Grill, Pool & Yard + Beach Nearby
5.0
"Excellent" (236 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Aug 22 - Aug 29
$284 per night
House ∙ 4 guests ∙ 3 bedrooms
House in Bradenton Beach with Ample Parking + Close to Beach
5.0
"Excellent" (298 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Dec 23 - Dec 30
$320 per night
House ∙ 2 guests ∙ 1 bedroom
Beautiful House in Holmes Beach with Pool & Grill + Next to Beach
5.0
"Excellent" (233 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Apartment Anna Maria Island
Jun 24 - Jul 1
-31%
$275
$189 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Rental Apartment in Bradenton Beach with Grill
5.0
"Excellent" (146 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Oct 14 - Oct 21
-56%
$843
$372 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Anna Maria with Private Pool + Catch Views
4.3
"Very good" (4 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Sep 9 - Sep 16
-42%
$267
$154 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Holmes Beach with Private Pool
4.5
"Outstanding" (35 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Anna Maria Island

Condo Anna Maria Island
Jul 29 - Aug 5
$150 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Wonderful Condo in Anna Maria + Seaside Views
5.0
"Excellent" (52 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
Aug 13 - Aug 20
-30%
$305
$215 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Bradenton Beach with Grill + Great Views
4.8
"Excellent" (63 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Sep 8 - Sep 15
-59%
$376
$154 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Holmes Beach with Grill & Pool
Anna Maria Island, Manatee County, Florida, United States
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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 Aircondition Anna Maria Island
May 27 - Jun 3
$150 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Wonderful Condo in Anna Maria + Seaside Views
5.0
"Excellent" (52 ratings)
Anna Maria Island, Manatee County, Florida, United States
Aircondition
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House Aircondition Anna Maria Island
Oct 28 - Nov 4
-48%
$450
$236 per night
House ∙ 6 guests ∙ 3 bedrooms
Charming House in Holmes Beach with Pool & Grill + Close to Beach
4.5
"Outstanding" (37 ratings)
Anna Maria Island, Manatee County, Florida, United States
Aircondition
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Condo Aircondition Anna Maria Island
Aug 12 - Aug 19
-29%
$302
$215 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Bradenton Beach with Grill + Great Views
4.8
"Excellent" (63 ratings)
Anna Maria Island, Manatee County, Florida, United States
Aircondition
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Vacation rentals with Wi-Fi

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

House Internet Anna Maria Island
Nov 25 - Dec 2
-33%
$359
$239 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Holmes Beach with Huge Pool
4.8
"Excellent" (185 ratings)
Anna Maria Island, Manatee County, Florida, United States
Internet
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Condo Internet Anna Maria Island
Jun 24 - Jul 1
$148 per night
Condo ∙ 4 guests ∙ 1 bedroom
Condo in Bradenton Beach with Grill & Pool
5.0
"Excellent" (172 ratings)
Anna Maria Island, Manatee County, Florida, United States
Internet
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Cottage Internet Anna Maria Island
Aug 19 - Aug 26
$200 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Pleasant Cottage in Holmes Beach with Grill + Gulf Views + Beach Nearby
4.6
"Outstanding" (101 ratings)
Anna Maria Island, Manatee County, Florida, United States
Internet
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Anna Maria Island rental with full kitchen.

House Kitchen Anna Maria Island
Sep 2 - Sep 9
$221 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Anna Maria with Beautiful Pool
5.0
"Excellent" (95 ratings)
Anna Maria Island, Manatee County, Florida, United States
Kitchen
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House Kitchen Anna Maria Island
Sep 9 - Sep 16
-42%
$515
$301 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Anna Maria with Private Patio
5.0
"Excellent" (62 ratings)
Anna Maria Island, Manatee County, Florida, United States
Kitchen
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Condo Kitchen Anna Maria Island
Jun 3 - Jun 10
$200 per night
Condo ∙ 5 guests ∙ 2 bedrooms
Condo in Bradenton Beach with Pool & Grill + Pool View
5.0
"Excellent" (45 ratings)
Anna Maria Island, Manatee County, Florida, United States
Kitchen
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Popular Rental Amenities in Anna Maria Island

  • Internet (7,526)
  • Kitchen (7,520)
  • TV (7,066)
  • Air conditioning (6,918)
  • No smoking (6,575)
  • Microwave (6,291)
  • Washer (6,104)
  • Dishwasher (6,061)
  • Pool (5,971)
  • No pets (5,564)
  • Grill (5,329)
  • Fishing (2,983)

Use filters to look for an accommodation meeting your criteria among the 7,644 properties in Anna Maria Island. In Anna Maria Island, 7,526 rentals offer "Internet". So, if you need internet access during your vacation, select the Internet filter to compare these rentals. You could even find properties if you enjoy soaking in the hot tub (133 rentals include "Hot tub" in Anna Maria Island) or if you want a rental providing a crib (68 rentals in Anna Maria Island include "Crib").

Price and Availability Index in 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. $981 is the highest price average in the next twelve months. Anna Maria Island is cheaper in a week of October (10/8 - 10/15), where prices are on average $323 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 (2/18 - 2/25), with only 9% of the rentals available. More accommodations are available in a week of July (7/29 - 8/5) as the booking rate is only 12%.

The Weather in Anna Maria Island

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77°
57°
5 days 5
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73°
55°
6 days 6
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79°
59°
7 days 7
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84°
64°
7 days 7
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88°
68°
8 days 8
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90°
73°
14 days 14
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90°
75°
16 days 16
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91°
75°
18 days 18
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90°
73°
15 days 15
max.
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84°
68°
7 days 7
max.
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79°
61°
6 days 6
max.
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77°
59°
5 days 5
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

7-Day Weather Forecast in Anna Maria Island

Thu, 2 Feb
69°
68°

0%

10 h

9 mi/h

Fri, 3 Feb
68°
62°

15%

6 h

16 mi/h

Sat, 4 Feb
71°
60°

15%

9 h

19 mi/h

Sun, 5 Feb
68°
66°

15%

4 h

10 mi/h

Mon, 6 Feb
68°
64°

0%

9 h

9 mi/h

Tue, 7 Feb
69°
66°

0%

9 h

9 mi/h

Wed, 8 Feb
73°
66°

15%

9 h

14 mi/h

Accommodations for your vacation in Anna Maria Island

4,259 of the 7,644 listed properties in Anna Maria Island are house rental. They account for many of the property types in this destination (60.67%). Additionally, the median nightly price of house rental in Anna Maria Island is $878, and their size, on average, is 181 m². 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 rental are, for example, another popular accommodation option in this destination, with 299 listed accommodations. While house rental in Anna Maria Island have an average size of 181 m², apartment rental have an average size of 73 m².
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.

What are the best activities for families in Anna Maria Island?

Where to Kayak Near Your Anna Maria Island Beach Rental

1. Bimini Bay

Located near the mouth of the canals, the water in Bimini Bay is calm. What's more, dolphin and even manatee sightings are relatively common here.

2. Robinson Preserve

A picturesque kayaking spot surrounded by nature, this inland waterway is set amid mangroves with an abundance of birds and wildlife.

3. Neal Preserve

Located close to Holmes Beach on the south side of Manatee Avenue, this preserve is packed with mangroves and oak trees, providing the perfect habitat for wildlife.

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?

5 Awesome Attractions on Anna Maria Island

1. 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.

2. 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.

3. 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.

4. 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.

5. 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.

Frequently Asked Questions

How many holiday homes are available for booking in Anna Maria Island?

August has the highest amount of available House rental and Apartment rental in Anna Maria Island, so you can expect plenty of offers, even for last-minute bookings.

What amenities are most popular for holiday homes in Anna Maria Island?

Travelers search for TV, Internet, and Pool when booking a vacation rental in Anna Maria Island.

How many vacation rentals are in Anna Maria Island?

Discover 7,644 vacation rentals available to book in Anna Maria Island.

Are pets allowed in vacation rentals in Anna Maria Island?

In case if you are traveling with a pet in Anna Maria Island - 17% of vacation homes allow pets.

What's the best time to travel to Anna Maria Island?

Anna Maria Island has its warmest time of year around August and June, with average nightly prices being around $103.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Anna Maria Island TripAdvisor Vacation Rentals in Anna Maria Island Vrbo 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 Homestay.com Vacation Rentals in Anna Maria Island Only-apartments Vacation Rentals in Anna Maria Island Interhome Vacation Rentals in Anna Maria Island Novasol Vacation Rentals in Anna Maria Island HomeEscape Vacation Rentals in Anna Maria Island

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