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 most Recommended Vacation Rentals in Anna Maria Island

Discover your ideal Anna Maria Island vacation rental with real-time comparisons of 6,006 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Anna Maria Island
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped vacation home with barbecue & terrace | Next to the beach

Anna Maria Island, Manatee County, Florida, United States
from $421
per night
Outstanding(44 ratings)
from $421
per night
View deal
House Anna Maria Island
House ∙ 6 guests ∙ 2 bedrooms

Fully equipped vacation home with BBQ | Nature view | Beach nearby | Pet-friendly

Anna Maria Island, Manatee County, Florida, United States
from $205
per night
Very good(59 ratings)
from $205
per night
View deal
House Anna Maria Island
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with terrace, hot tub & pool

Anna Maria Island, Manatee County, Florida, United States
from $212
per night
Outstanding(56 ratings)
from $212
per night
View deal
House Anna Maria Island
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented charming vacation home with private pool, barbecue & hot tub | Nature view | Close to the beach | Pets are welcome

Anna Maria Island, Manatee County, Florida, United States
from $254
per night
Excellent(24 ratings)
from $254
per night
View deal
House Anna Maria Island
House ∙ 10 guests ∙ 5 bedrooms

Family-friendly vacation home with patio, jacuzzi & private pool | Nature view | Next to the beach | Suitable for remote work | Pets allowed

Anna Maria Island, Manatee County, Florida, United States
from $394
per night
Outstanding(59 ratings)
from $394
per night
View deal
House Anna Maria Island
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with hot tub, terrace & private pool | City view

Anna Maria Island, Manatee County, Florida, United States
from $451
per night
Excellent(68 ratings)
from $451
per night
View deal
House Anna Maria Island
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped spacious house with garden, private pool & barbeque | Nature view | Pets are welcome

Anna Maria Island, Manatee County, Florida, United States
from $252
per night
Outstanding(2 ratings)
from $252
per night
View deal
House Anna Maria Island
House ∙ 10 guests ∙ 4 bedrooms

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

Anna Maria Island, Manatee County, Florida, United States
from $415
per night
Very good(12 ratings)
from $415
per night
View deal
House Anna Maria Island
House ∙ 12 guests ∙ 6 bedrooms

Child-friendly lovely vacation home with jacuzzi, barbeque & yard | Next to the beach | Pets allowed

Anna Maria Island, Manatee County, Florida, United States
from $515
per night
Outstanding(18 ratings)
from $515
per night
View deal
Condo Anna Maria Island
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with patio & private pool | Close to the beach

Anna Maria Island, Manatee County, Florida, United States
from $450
per night
Outstanding(109 ratings)
from $450
per night
View deal
House Anna Maria Island
House ∙ 10 guests ∙ 4 bedrooms

House with terrace, grill & private pool

Anna Maria Island, Manatee County, Florida, United States
from $893
per night
Outstanding(53 ratings)
from $893
per night
View deal
House Anna Maria Island
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped big house with terrace & barbecue | Nature view | Close to the beach

Anna Maria Island, Manatee County, Florida, United States
from $343
per night
Very good(51 ratings)
from $343
per night
View deal
Condo Anna Maria Island
Condo ∙ 4 guests ∙ 2 bedrooms

Family-friendly wonderful condo with heated pool & patio | Nature view

Anna Maria Island, Manatee County, Florida, United States
from $125
per night
Outstanding(5 ratings)
from $125
per night
View deal
House Anna Maria Island
House ∙ 10 guests ∙ 5 bedrooms

Family-friendly big house with jacuzzi, barbecue & private pool | Nature view | Close to the beach

Anna Maria Island, Manatee County, Florida, United States
from $527
per night
Very good(8 ratings)
from $527
per night
View deal
House Anna Maria Island
House ∙ 8 guests ∙ 4 bedrooms

House with garden, terrace & private pool

Anna Maria Island, Manatee County, Florida, United States
from $291
per night
Excellent(61 ratings)
from $291
per night
View deal

Vacation rentals and apartments with air conditioning

Condo  Anna Maria Island
from $383
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with heated pool & terrace | Nature view

4.7
Excellent(61 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
View deal
House  Anna Maria Island
from $302
per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped nice house with heated pool, hot tub & grill | Nature view | Next to the beach

4.8
Outstanding(59 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
View deal
House  Anna Maria Island
from $509
per night
House ∙ 12 guests ∙ 6 bedrooms

Child-friendly pleasant house with patio, barbecue & garden | City view | Close to the beach | Pets are welcome

5.0
Outstanding(11 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

House  Anna Maria Island
from $133
per night
House ∙ 6 guests ∙ 2 bedrooms

Fully equipped nice house with barbeque | Water view | Close to the beach | Suitable for remote work

4.9
Outstanding(6 ratings)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
View deal
House  Anna Maria Island
from $778
per night
House ∙ 10 guests ∙ 5 bedrooms

Children-friendly big vacation home with private pool, hot tub & patio | Nature view | Next to the beach

5.0
Outstanding(70 ratings)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
View deal
House  Anna Maria Island
from $658
per night
House ∙ 12 guests ∙ 6 bedrooms

Vacation home with garden, patio & jacuzzi

5.0
Outstanding(215 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 $286
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with barbecue, hot tub & private pool | Nature view

4.7
Excellent(62 ratings)
Anna Maria Island, Manatee County, Florida, United States
Yard
View deal
House  Anna Maria Island
from $805
per night
House ∙ 14 guests ∙ 6 bedrooms

Children-friendly wonderful vacation home with garden, private pool & jacuzzi | Next to the beach | Good for workation

4.8
Outstanding(104 ratings)
Anna Maria Island, Manatee County, Florida, United States
Yard
View deal
House  Anna Maria Island
from $419
per night
House ∙ 9 guests ∙ 4 bedrooms

House with yard, private pool & patio

4.4
Very good(6 ratings)
Anna Maria Island, Manatee County, Florida, United States
Yard
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in Anna Maria Island offering exceptional value for money

House Anna Maria Island
from $598
per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped spacious vacation home with hot tub, yard & private pool | Close to the beach | Suitable for remote work

4.6
Excellent(18 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
Condo Anna Maria Island
from $195
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with terrace

4.7
Excellent(204 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
Condo Anna Maria Island
from $382
per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo with terrace & pool | Nature view

4.7
Excellent(22 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal

Top-Rated Vacation rentals in Anna Maria Island

Book the highest-rated Anna Maria Island vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Condo Anna Maria Island
from $313
per night
Condo ∙ 5 guests ∙ 3 bedrooms

Condo with heated pool, jacuzzi & patio | Nature view

4.7
Excellent(25 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $586
per night
House ∙ 4 guests ∙ 2 bedrooms

House with patio, BBQ & private pool | City view

4.8
Outstanding(16 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $237
per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped ample house with patio, private pool & barbecue | Nature view | Beach nearby

5.0
Outstanding(4 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal

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Popular Features & Amenities in Anna Maria Island

  • Pool (4,702)
  • Pet-friendly (1,686)
  • Air conditioning (5,540)
  • WiFi (5,518)
  • Balcony/patio (2,577)
  • Washing machine (4,989)
  • Kitchen (5,860)
  • TV (5,513)
  • Parking (807)
  • Grill (4,265)
  • Dishwasher (4,814)
  • No smoking (5,357)

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 $688 a night. Among these offers, 42 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 $687 per night. The cheapest average prices are in December (12/6 – 12/13).

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 November (11/7 – 11/14), as 77% of the rentals are booked. July (7/25 – 8/1) 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 6,006 rentals
🌙 Nightly prices starting at $137
⭐ Popular amenities Pool, Pets allowed and Air conditioning
🐾 Pet friendly homes 1,677 homes
🏊 Vacation rentals with pools 4,714 homes
43 reviews
Anna Maria Island vacation rentals have an average rating of 4.4/5 on 43 reviews left by travelers.

Frequently Asked Questions

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

The price of a night's stay in Anna Maria Island starts at $137. $771 is the average nightly price for house rentals in Anna Maria Island. Condos in Anna Maria Island cost on average $476 per night.

How many vacation rentals are available for booking in Anna Maria Island?

Currently there are 6,006 vacation homes from 30 different providers in Anna Maria Island.

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

The most popular amenities for vacation home rentals in Anna Maria Island include accommodations that have: Pets allowed, Pool, and Air conditioning.

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

Choose from 4,714 vacation rentals available in Anna Maria Island for renting.

Are pets allowed in vacation rentals in Anna Maria Island?

In case if you are traveling with a pet in Anna Maria Island - 28% of vacation rentals are pet-friendly.

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