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

Vacation rentals in Anna Maria Island

Browse 6,222 available vacation homes and compared across 31 trusted partners
Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • Condo
    • Cabin
    • House

  • Rating

    • 4.5+
    • 4+

  • Services

    • Pool
    • Air conditioning
    • WiFi
    • Balcony/patio
    • Washing machine
    • Kitchen
    • TV
    • Parking
    • Dishwasher
    • Microwave
    • Hot tub
    • Yard
    • Sauna
    • Crib
    • Fireplace
    Show more

  • Accommodation type

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 most Recommended Vacation Rentals in Anna Maria Island

Discover your ideal Anna Maria Island vacation rental with real-time comparisons of 6,222 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 pleasant vacation home with terrace, yard & BBQ | Nature view

Anna Maria Island, Manatee County, Florida, United States
This waterfront house in Anna Maria offers beach access, a kitchen, a yard, and a balcony, accommodating up to six guests.
from $272
per night
Outstanding(48 ratings)
from $272
per night
View deal
House Anna Maria Island
House ∙ 8 guests ∙ 4 bedrooms

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

Anna Maria Island, Manatee County, Florida, United States
This waterfront house rental in Anna Maria offers beach access, a yard, and space for pets, perfect for your next getaway.
from $705
per night
Excellent(35 ratings)
from $705
per night
View deal
House Anna Maria Island
House ∙ 7 guests ∙ 3 bedrooms

Fully equipped spacious vacation home with private pool, garden & BBQ | Nature view | Close to the beach | Pets are welcome

Anna Maria Island, Manatee County, Florida, United States
This house rental in Holmes Beach features a private heated pool, yard, balcony, and is perfect for up to seven guests and pets.
from $306
per night
from $306
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
This house rental in Bradenton Beach features a private heated pool, hot tub, and a yard, perfect for family gatherings of 14.
from $675
per night
Outstanding(34 ratings)
from $675
per night
View deal
House Anna Maria Island
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped ample house with barbecue & heated pool | Close to the beach | Pet-friendly

Anna Maria Island, Manatee County, Florida, United States
This Holmes Beach house rental features a heated pool, kitchen, balcony, and pet-friendly space, perfect for six guests.
from $245
per night
Outstanding(3 ratings)
from $245
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
This house rental in Bradenton Beach features a private heated pool, hot tub, and a yard, perfect for family gatherings of 10.
from $434
per night
Excellent(13 ratings)
from $434
per night
View deal
Apartment Anna Maria Island
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment with yard

Anna Maria Island, Manatee County, Florida, United States
This apartment rental in Holmes Beach features a kitchen, yard, and beach access, perfect for events and family fun.
from $133
per night
from $133
per night
View deal
Condo Anna Maria Island
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with pool & hot tub | Nature view

Anna Maria Island, Manatee County, Florida, United States
This Bradenton Beach condo offers a pool, kitchen, hot tub, and a balcony for a perfect family getaway by the shore.
from $305
per night
Outstanding(142 ratings)
from $305
per night
View deal
Condo Anna Maria Island
Condo ∙ 6 guests ∙ 3 bedrooms

Family-friendly spacious condo with heated pool & hot tub | Beach nearby

Anna Maria Island, Manatee County, Florida, United States
This condo in Bradenton Beach offers a heated pool, hot tub, and balcony, perfect for families seeking a fun getaway.
from $378
per night
Outstanding(163 ratings)
from $378
per night
View deal
House Anna Maria Island
House ∙ 8 guests ∙ 4 bedrooms

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

Anna Maria Island, Manatee County, Florida, United States
This house rental in Holmes Beach features a private heated pool, large yard, and balcony, perfect for family vacations.
from $445
per night
Outstanding(58 ratings)
from $445
per night
View deal
House Anna Maria Island
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped pleasant vacation home with hot tub, grill & heated pool | Close to the beach

Anna Maria Island, Manatee County, Florida, United States
This house rental in Bradenton Beach features a heated pool, hot tub, kitchen, and balcony, perfect for six guests.
from $310
per night
Outstanding(25 ratings)
from $310
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
This Anna Maria house rental features a private heated pool, a spacious yard, and a kitchen, perfect for families and pets.
from $300
per night
Excellent(69 ratings)
from $300
per night
View deal
House Anna Maria Island
House ∙ 8 guests ∙ 4 bedrooms

Lovely vacation home with private pool & barbecue | Nature view | Beach nearby

Anna Maria Island, Manatee County, Florida, United States
This house rental in Holmes Beach features a private pool, kitchen, and parking, perfect for a memorable getaway with 8 guests.
from $387
per night
Outstanding(8 ratings)
from $387
per night
View deal
House Anna Maria Island
House ∙ 12 guests ∙ 4 bedrooms

House with BBQ | Next to the beach | Pets are welcome

Anna Maria Island, Manatee County, Florida, United States
This house rental in Bradenton Beach accommodates 12 guests, features a kitchen, allows pets, and includes parking for your convenience.
from $350
per night
Excellent(34 ratings)
from $350
per night
View deal
House Anna Maria Island
House ∙ 8 guests ∙ 3 bedrooms

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

Anna Maria Island, Manatee County, Florida, United States
This house rental in Anna Maria features a kitchen, balcony, parking, and direct beach access for up to eight guests.
from $476
per night
Very good(52 ratings)
from $476
per night
View deal

Vacation rentals and apartments with air conditioning

House Anna Maria Island
from $831
per night
House ∙ 14 guests ∙ 5 bedrooms

House with terrace, barbeque & jacuzzi | Nature view

4.7
Excellent(6 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
View deal
Condo Anna Maria Island
from $400
per night
Condo ∙ 9 guests ∙ 3 bedrooms

Condo with pool, BBQ & terrace

5.0
Outstanding(1 rating)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
View deal
House Anna Maria Island
from $422
per night
House ∙ 10 guests ∙ 4 bedrooms

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

4.6
Excellent(10 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 $181
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 $810
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(72 ratings)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
View deal
House Anna Maria Island
from $654
per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation home with garden, patio & jacuzzi

5.0
Outstanding(219 ratings)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
View deal
See all offers

Vacation homes and rentals with a yard

Apartment Anna Maria Island
from $232
per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Rental apartment with barbecue & yard | Lake view

4.4
Very good(19 ratings)
Anna Maria Island, Manatee County, Florida, United States
Yard
View deal
House Anna Maria Island
from $313
per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped charming vacation home with garden, barbecue & private pool | Water view | Perfect for remote work

4.2
Very good(13 ratings)
Anna Maria Island, Manatee County, Florida, United States
Yard
View deal
House Anna Maria Island
from $701
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

4.7
Excellent(20 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

Villa Anna Maria Island
from $468
per night
Villa ∙ 8 guests ∙ 3 bedrooms

Villa with heated pool, barbeque & hot tub | Nature view

5.0
Outstanding(24 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $192
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with patio, BBQ & private pool | Nature view

4.5
Excellent(54 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $1,146
per night
House ∙ 12 guests ∙ 6 bedrooms

Vacation home with terrace & private pool | Nature view

4.7
Excellent(29 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 $504
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Family-friendly lovely condo with heated pool & terrace | Close to the beach

5.0
Outstanding(81 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $316
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(60 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
Apartment Anna Maria Island
from $288
per night
Apartment ∙ 5 guests ∙ 3 bedrooms

Holiday apartment with grill, heated pool & patio

5.0
Outstanding(26 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal

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Popular Features & Amenities in Anna Maria Island

  • Pool (4,784)
  • Pet-friendly (1,687)
  • Air conditioning (5,691)
  • WiFi (5,653)
  • Balcony/patio (2,559)
  • Washing machine (4,890)
  • Kitchen (6,026)
  • TV (5,653)
  • Parking (816)
  • Grill (4,302)
  • Dishwasher (4,885)
  • No smoking (5,405)

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 $851 a night. Among these offers, 40 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 $1,021 per night. The cheapest average prices are in September (9/26 – 10/3).

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 February (2/21 – 2/28), as 72% of the rentals are booked. August (8/1 – 8/8) 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 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 6,222 rentals
🌙 Nightly prices starting at $180
⭐ Popular amenities Pool, Pets allowed and Air conditioning
🐾 Pet friendly homes 1,608 homes
🏊 Vacation rentals with pools 4,767 homes
123 reviews
Anna Maria Island vacation rentals have an average rating of 4.5/5 on 123 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 $180. $1,022 is the average nightly price for house rentals in Anna Maria Island. Condos in Anna Maria Island cost on average $475 per night.

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

Currently there are 6,222 vacation homes from 31 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 4,767 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 - 26% of vacation rentals are pet-friendly.

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