Vacation rentals in Anna Maria Island - HomeToGo base64Hash Vacation rentals in Anna Maria Island - HomeToGo

Vacation rentals in Anna Maria Island

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Top 15 Recommended vacation rentals in Anna Maria Island

Find your perfect vacation rental in Anna Maria Island from just $223 per night!

House Anna Maria Island
House ∙ 10 guests ∙ 4 bedrooms

House with private pool | Nature view

Anna Maria Island, Manatee County, Florida, United States
from $804
per night
Excellent(46 ratings)
from $804
per night
View deal
Villa Anna Maria Island
Villa ∙ 10 guests ∙ 5 bedrooms

Villa with grill & patio

Anna Maria Island, Manatee County, Florida, United States
from $429
per night
from $429
per night
View deal
House Anna Maria Island
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with terrace, garden & private pool

Anna Maria Island, Manatee County, Florida, United States
from $285
per night
Very good(39 ratings)
from $285
per night
View deal
House Anna Maria Island
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped vacation home with yard, terrace & barbecue | Next to the beach | Dogs allowed

Anna Maria Island, Manatee County, Florida, United States
from $663
per night
Excellent(33 ratings)
from $663
per night
View deal
House Anna Maria Island
House ∙ 10 guests ∙ 3 bedrooms

Fully equipped pleasant vacation home with terrace, barbeque & private pool | Nature view | Beach nearby

Anna Maria Island, Manatee County, Florida, United States
from $651
per night
Outstanding(7 ratings)
from $651
per night
View deal
House Anna Maria Island
House ∙ 28 guests ∙ 10 bedrooms

Child-friendly house with hot tub, barbeque & patio | Nature view | Next to the beach | Dogs allowed

Anna Maria Island, Manatee County, Florida, United States
from $1,032
per night
Outstanding(55 ratings)
from $1,032
per night
View deal
House Anna Maria Island
House ∙ 12 guests ∙ 5 bedrooms

Vacation home with BBQ, yard & jacuzzi

Anna Maria Island, Manatee County, Florida, United States
from $762
per night
Outstanding(24 ratings)
from $762
per night
View deal
House Anna Maria Island
House ∙ 12 guests ∙ 4 bedrooms

Fully equipped vacation home with barbecue & private pool | Nature view | Next to the beach | Pet-friendly

Anna Maria Island, Manatee County, Florida, United States
from $513
per night
from $513
per night
View deal
House Anna Maria Island
House ∙ 12 guests ∙ 4 bedrooms

House with private pool, hot tub & patio

Anna Maria Island, Manatee County, Florida, United States
from $463
per night
Outstanding(97 ratings)
from $463
per night
View deal
House Anna Maria Island
House ∙ 16 guests ∙ 7 bedrooms

Fully equipped pleasant house with garden, BBQ & private pool | Close to the beach

Anna Maria Island, Manatee County, Florida, United States
from $927
per night
Excellent(4 ratings)
from $927
per night
View deal
House Anna Maria Island
House ∙ 12 guests ∙ 6 bedrooms

Vacation home with BBQ, yard & terrace | Nature view

Anna Maria Island, Manatee County, Florida, United States
from $948
per night
Outstanding(27 ratings)
from $948
per night
View deal
House Anna Maria Island
House ∙ 14 guests ∙ 7 bedrooms

Children-friendly spacious vacation home with garden, BBQ & private pool | Close to the beach

Anna Maria Island, Manatee County, Florida, United States
from $762
per night
Outstanding(32 ratings)
from $762
per night
View deal
House Anna Maria Island
House ∙ 15 guests ∙ 6 bedrooms

Vacation home with barbecue

Anna Maria Island, Manatee County, Florida, United States
from $481
per night
Excellent
from $481
per night
View deal
House Anna Maria Island
House ∙ 4 guests ∙ 2 bedrooms

House with patio, BBQ & private pool | City view

Anna Maria Island, Manatee County, Florida, United States
from $513
per night
Outstanding(10 ratings)
from $513
per night
View deal
House Anna Maria Island
House ∙ 10 guests ∙ 4 bedrooms

Children-friendly house with BBQ, yard & patio | Nature view | Suitable for remote work

Anna Maria Island, Manatee County, Florida, United States
from $481
per night
Outstanding(139 ratings)
from $481
per night
View deal

Vacation rentals and apartments with air conditioning

House  Anna Maria Island
from $695
per night
House ∙ 12 guests ∙ 4 bedrooms

Child-friendly house with barbeque, patio & private pool | Beach nearby

4.5
Excellent(112 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
View deal
Studio flat  Anna Maria Island
from $230
per night
Studio flat ∙ 4 guests ∙ 1 bedroom

Studio with BBQ & pool

4.0
Very good(1 rating)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
View deal
House  Anna Maria Island
from $423
per night
House ∙ 9 guests ∙ 4 bedrooms

House with yard, private pool & patio

4.3
Very good(5 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
View deal
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Vacation houses with Balconies or Patios

House  Anna Maria Island
from $442
per night
House ∙ 8 guests ∙ 4 bedrooms

Child-friendly vacation home with BBQ, private pool & terrace | Close to the beach | Pet-friendly

4.7
Excellent(141 ratings)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
View deal
House  Anna Maria Island
from $293
per night
House ∙ 12 guests ∙ 3 bedrooms

Vacation home with barbeque & patio

4.5
Excellent(16 ratings)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
View deal
House  Anna Maria Island
from $449
per night
House ∙ 8 guests ∙ 3 bedrooms

House with barbeque, private pool & terrace | Nature view | Good for workation

5.0
Outstanding(23 ratings)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
View deal
See all offers

Vacation homes and rentals with a yard

House  Anna Maria Island
from $644
per night
House ∙ 12 guests ∙ 6 bedrooms

Vacation home with garden, private pool & grill

4.7
Excellent(45 ratings)
Anna Maria Island, Manatee County, Florida, United States
Yard
View deal
House  Anna Maria Island
from $492
per night
House ∙ 9 guests ∙ 4 bedrooms

Vacation home with patio, private pool & garden | Perfect for remote work

5.0
Outstanding(52 ratings)
Anna Maria Island, Manatee County, Florida, United States
Yard
View deal
House  Anna Maria Island
from $1,052
per night
House ∙ 18 guests ∙ 9 bedrooms

Family-oriented wonderful vacation home with BBQ, jacuzzi & private pool | Close to the beach | Dogs allowed

Anna Maria Island, Manatee County, Florida, United States
Yard
View deal
See all offers

Budget-friendly Vacation Rentals in Anna Maria Island

Find Fantastic yet Inexpensive Offers

House Anna Maria Island
from $389
per night
House ∙ 6 guests ∙ 3 bedrooms

House with pool & barbeque

4.5
Excellent(5 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $519
per night
House ∙ 10 guests ∙ 4 bedrooms

Family-friendly pleasant house with yard, private pool & jacuzzi | Next to the beach | Suitable for remote work

4.5
Excellent(7 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $344
per night
House ∙ 10 guests ∙ 4 bedrooms

Pleasant vacation home with terrace & barbeque | Nature view | Close to the beach

4.6
Excellent(10 ratings)
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
from $623
per night
House ∙ 14 guests ∙ 5 bedrooms

Family-oriented nice vacation home with barbeque, private pool & yard | Nature view | Close to the beach | Pets allowed

4.8
Outstanding(64 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $471
per night
House ∙ 8 guests ∙ 4 bedrooms

House with patio, hot tub & yard

4.8
Outstanding(47 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $364
per night
House ∙ 4 guests ∙ 1 bedroom

Vacation home with patio & BBQ | Close to the beach

5.0
Outstanding(45 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal

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Popular Rental Amenities in Anna Maria Island

  • Pool (4,917)
  • Pet-friendly (1,747)
  • Air conditioning (5,699)
  • WiFi (5,847)
  • Balcony/patio (2,533)
  • Washing machine (4,895)
  • Kitchen (6,024)
  • TV (5,746)
  • Parking (847)
  • Grill (4,123)
  • Dishwasher (4,766)
  • No smoking (5,502)

Many travelers spend more time comparing vacation homes providing pools. Most 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 $670 a night. Among these offers, 45 of them are situated within 2 miles 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

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 $691 per night. The cheapest average prices are in September (9/13 – 9/20).

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 May (5/30 – 6/6), as 80% of the rentals are booked. September (9/6 – 9/13) 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 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.

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?

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 6,103 rentals
🌙 Nightly prices starting at $223
⭐ Popular amenities Pool, Pets allowed and Air conditioning
🐾 Pet friendly homes 1,729 homes
🏊 Vacation rentals with pools 4,874 homes
37 reviews
Anna Maria Island vacation rentals have an average rating of 4.3/5 on 37 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 $223. $760 is the average nightly price for house rentals in Anna Maria Island. Condos in Anna Maria Island cost $446 per night on average.

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

There are 6,103 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 4,874 vacation rentals across 30 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 - 28% 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 $223.

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