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Vacation Rentals & Accommodations in Anna Maria Island

Find 6,975 available offers from 26 partners
Anna Maria Island
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Anna Maria Island
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Popular Filters to find the Perfect Home Rental in Anna Maria Island

2 Adults
Pool
250 yd to water
4 Adults
House
2 Bathrooms
2 Bedrooms

This month's trending homes: most-clicked rentals

Discover offers in Anna Maria Island that attract the most attention from other travelers

House Anna Maria Island
from $397
per night
House ∙ 8 guests ∙ 3 bedrooms

House in Bradenton Beach with Ample Parking + Close to Beach

5.0
Outstanding (329 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $186
per night
House ∙ 5 guests ∙ 2 bedrooms

House in Anna Maria with Patio & Grill + Next to Beach

4.5
Excellent (22 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $313
per night
House ∙ 2 guests ∙ 1 bedroom

Vacation Home in Holmes Beach with Private Patio

4.9
Outstanding (103 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Vacation rentals and apartments with air conditioning

House  Anna Maria Island
Sep 25 - Oct 2
-66%
$656
$226
per night
House ∙ 8 guests ∙ 4 bedrooms

House in Holmes Beach with Private Balcony + Beach Nearby

4.6
Excellent (37 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
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House  Anna Maria Island
Nov 13 - Nov 20
-60%
$953
$377
per night
House ∙ 10 guests ∙ 5 bedrooms

House in Holmes Beach with Private Balcony + Beach Nearby

4.7
Excellent (54 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
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House  Anna Maria Island
Oct 16 - Oct 23
-55%
$886
$400
per night
House ∙ 12 guests ∙ 5 bedrooms

House in Anna Maria with Pool, Grill & Yard

5.0
Outstanding (1 rating)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
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Vacation rentals with Wi-Fi

House  Anna Maria Island
Nov 30 - Dec 7
-68%
$1,200
$381
per night
House ∙ 12 guests ∙ 5 bedrooms

Nice House in Bradenton Beach with Yard, Pool & Grill

5.0
Outstanding (28 ratings)
Anna Maria Island, Manatee County, Florida, United States
Internet
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House  Anna Maria Island
Nov 14 - Nov 21
-60%
$1,406
$558
per night
House ∙ 12 guests ∙ 6 bedrooms

Vacation Home in Bradenton Beach with Yard, Pool & Patio + Sweeping Views

5.0
Outstanding (200 ratings)
Anna Maria Island, Manatee County, Florida, United States
Internet
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House  Anna Maria Island
Nov 9 - Nov 16
-55%
$1,100
$500
per night
House ∙ 12 guests ∙ 6 bedrooms

House in Holmes Beach with Private Pool

4.8
Outstanding (37 ratings)
Anna Maria Island, Manatee County, Florida, United States
Internet
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Apartments With Balconies or Patios

House  Anna Maria Island
Sep 28 - Oct 5
-63%
$281
$103
per night
House ∙ 6 guests ∙ 2 bedrooms

Nice House in Holmes Beach with Hot Tub & Grill

Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
View deal
House  Anna Maria Island
Dec 7 - Dec 14
-46%
$1,050
$572
per night
House ∙ 12 guests ∙ 5 bedrooms

House in Anna Maria with Grill & Pool + Close to Beach

4.0
Very good (1 rating)
Anna Maria Island, Manatee County, Florida, United States
Free cancellation
Balcony/Patio
View deal
House  Anna Maria Island
Dec 7 - Dec 14
-59%
$567
$233
per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Anna Maria with Pool, Grill & Patio

4.9
Outstanding (105 ratings)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
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Best Vacation Home Deals in Anna Maria Island

Save up to 60%

House Anna Maria Island
Nov 16 - Nov 23
-60%
$572
$229
per night
House ∙ 8 guests ∙ 4 bedrooms

Pleasant Vacation Home in Holmes Beach with Pool & Grill + Close to Beach

4.8
Outstanding (55 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Sep 28 - Oct 5
-60%
$1,050
$425
per night
House ∙ 12 guests ∙ 6 bedrooms

Vacation Home in Holmes Beach with Private Pool

4.7
Excellent (43 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Oct 26 - Nov 2
-59%
$408
$166
per night
House ∙ 6 guests ∙ 2 bedrooms

House in Anna Maria with Outdoor Pool

4.4
Very good
Anna Maria Island, Manatee County, Florida, United States
Free cancellation
View deal

Compare and find a dreamlike rental for as little as $60 per night by searching among the 6,975 rentals listed in Anna Maria Island. With HomeToGo, you can instantaneously search and compare the offers of each listed rental to discover the best price and save up to 61%.

Recommended Vacation Rentals in Anna Maria Island

Find your perfect vacation rental in Anna Maria Island: from $78 per night

House Anna Maria Island
Dec 7 - Dec 14
-73%
$1,125
$300
per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation Home in Holmes Beach with Yard, Pool & Grill

5.0
Outstanding (10 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Dec 7 - Dec 14
-31%
$500
$345
per night
House ∙ 12 guests ∙ 6 bedrooms

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

4.5
Excellent (38 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Nov 30 - Dec 7
-48%
$1,350
$708
per night
House ∙ 16 guests ∙ 6 bedrooms

House in Anna Maria with Grill, Patio & Pool

Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Sep 24 - Oct 1
-75%
$401
$101
per night
House ∙ 6 guests ∙ 3 bedrooms

Bright Vacation Home in Holmes Beach with Free Parking + Beach Nearby

4.2
Very good (55 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Nov 16 - Nov 23
-33%
$750
$500
per night
House ∙ 11 guests ∙ 4 bedrooms

House in Anna Maria with Grill, Pool & Yard

5.0
Outstanding (2 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Dec 7 - Dec 14
-82%
$1,690
$299
per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation Home in Anna Maria with Yard, Pool & Patio

4.9
Outstanding (20 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Sep 13 - Sep 20
-61%
$1,340
$518
per night
House ∙ 12 guests ∙ 5 bedrooms

House in Anna Maria with Pool

4.5
Excellent (36 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Sep 21 - Sep 28
-47%
$624
$332
per night
House ∙ 10 guests ∙ 4 bedrooms

House in Holmes Beach with Grill, Pool & Patio

3.7
Good (13 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Nov 9 - Nov 16
-34%
$747
$495
per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation Home in Holmes Beach with Private Pool + Beach Views + Next to Beach

4.9
Outstanding (108 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Budget-friendly Vacation Rentals in Anna Maria Island

Find Fantastic yet Inexpensive Offers

Apartment Anna Maria Island
Sep 21 - Sep 28
-49%
$118
$60
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment in Holmes Beach with Grill & Patio

3.5
Good (4 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Sep 6 - Sep 13
-50%
$650
$325
per night
House ∙ 6 guests ∙ 3 bedrooms

House in Anna Maria with Tropical Pool

4.8
Outstanding (21 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
Condo Anna Maria Island
Sep 21 - Sep 28
-86%
$492
$69
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Pool

4.0
Very good
Anna Maria Island, Manatee County, Florida, United States
View deal

Top-Rated Rentals and Accommodations in Anna Maria Island

Book Vacation Rental Offers with the Highest User Rating

House Anna Maria Island
Sep 28 - Oct 5
-70%
$1,400
$425
per night
House ∙ 14 guests ∙ 6 bedrooms

Wonderful Vacation Home in Bradenton Beach with Yard, Patio & Pool + Sweeping Views + Next to Beach

4.9
Outstanding (101 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Nov 16 - Nov 23
-68%
$2,000
$650
per night
House ∙ 15 guests ∙ 6 bedrooms

Beautiful House in Holmes Beach with Private Pool + 360-Degree Views

4.9
Outstanding (20 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
Sep 6 - Sep 13
-69%
$2,100
$657
per night
House ∙ 18 guests ∙ 8 bedrooms

Charming Vacation Home in Bradenton Beach with Grill, Pool & Patio + 360-Degree Views

4.6
Excellent (10 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal

Popular Rental Amenities in Anna Maria Island

  • Pool (5,380)
  • Pet-friendly (1,861)
  • Air conditioning (6,410)
  • WiFi (6,711)
  • Balcony/patio (2,729)
  • Washing machine (5,626)
  • Kitchen (6,784)
  • TV (6,270)
  • Parking (968)
  • Grill (4,626)
  • Dishwasher (5,195)
  • No smoking (6,148)

Many travelers spend more time comparing vacation homes providing pools. More than two-thirds of the rentals offer access to a pool. In addition, more condo provide a pool than apartment rental. On average, condo with pools in Anna Maria Island accommodate 5 vacationers and cost $665 a night. Among these offers, 52 of them are situated within 2 miles of water.

Price and Availability Index in Anna Maria Island

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Vacation Rental Price Information in Anna Maria Island

This graph shows the average prices of vacation rentals and apartments in Anna Maria Island. Throughout the year, the price of vacation homes in Anna Maria Island can go up to $1,083 per night. The cheapest average prices are in October (10/12 – 10/19).

Rental availability information in Anna Maria Island

Find out how busy the upcoming months are going to be in Anna Maria Island using our availability graph. It is harder to find an accommodation during a week of August (8/30 – 9/6), as 74% of the rentals are booked. June (6/21 – 6/28) has got the highest percentage of available rentals.

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 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?

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.

Information about vacation rentals in Anna Maria Island

🏡 Vacation rentals available 6,673 rentals
💳 Possible discounts up to 62%
🌙 Nightly prices starting at $78
⭐ Popular amenities Pool, Pets allowed and Air conditioning
🐾 Pet friendly homes 1,766 homes
🏊 Vacation rentals with pools 5,166 homes
21 reviews
Anna Maria Island vacation rentals have an average rating of 4.2/5 on 21 reviews left by travelers.

Frequently Asked Questions

What is the average price per night for a vacation rental in Anna Maria Island?

The nightly price of accommodations in Anna Maria Island starts at $78. $717 is the average nightly price for house rentals in Anna Maria Island. Condos in Anna Maria Island cost $451 per night on average.

How many vacation rentals are available to book in Anna Maria Island?

There are 6,673 vacation homes in Anna Maria Island to choose from and book for your upcoming trip.

What amenities are most popular for vacation rentals in Anna Maria Island?

Travelers search for Pets allowed, Pool, and Air conditioning when booking a vacation rental in Anna Maria Island.

How many vacation homes with pools are there in Anna Maria Island?

There are 5,166 vacation rentals across 28 providers in Anna Maria Island.

Are pets allowed in vacation homes in Anna Maria Island?

If you are traveling with a dog in Anna Maria Island - 26% of rentals allow pets.

What's the best month 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 $78.

Find the perfect Anna Maria Island home to match your style

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