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

Vacation rentals in Anna Maria Island

Browse 6,473 available vacation homes and compared across 27 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+

  • Popular amenities

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

  • Other Services

    • 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 6,473 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Anna Maria Island
House ∙ 10 guests ∙ 5 bedrooms

House with jacuzzi, private pool & barbeque

Anna Maria Island, Manatee County, Florida, United States
This Holmes Beach house rental features a private heated pool, hot tub, and kitchen, perfect for family vacations with up to 10 guests.
from $524
per night
from $524
per night
View deal
House Anna Maria Island
House ∙ 8 guests ∙ 4 bedrooms

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

Anna Maria Island, Manatee County, Florida, United States
This Anna Maria house rental features a kitchen and parking, accommodating up to 10 guests for a perfect beach getaway.
from $535
per night
Excellent(12 ratings)
from $535
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
This waterfront house rental in Bradenton Beach features a heated private pool, a kitchen, and space for 16 guests to unwind.
from $897
per night
Outstanding(15 ratings)
from $897
per night
View deal
House Anna Maria Island
House ∙ 12 guests ∙ 6 bedrooms

Family-friendly wonderful vacation home with terrace, private pool & grill | Nature view | Close to the beach | Good for workation

Anna Maria Island, Manatee County, Florida, United States
This waterfront house rental in Anna Maria features a private heated pool, hot tub, and balcony, perfect for family gatherings.
from $635
per night
Outstanding(136 ratings)
from $635
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
This house rental on Holmes Beach features a private heated pool, hot tub, and a spacious yard, perfect for family gatherings.
from $539
per night
Outstanding(20 ratings)
from $539
per night
View deal
House Anna Maria Island
House ∙ 12 guests ∙ 6 bedrooms

Vacation home with terrace & private pool

Anna Maria Island, Manatee County, Florida, United States
This house rental in Holmes Beach features a private pool, beach access, and a kitchen, accommodating up to 12 guests.
from $969
per night
Outstanding(32 ratings)
from $969
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
This house rental in Holmes Beach features a private heated pool, pet-friendly yard, and space for six, perfect for your getaway.
from $210
per night
Outstanding(2 ratings)
from $210
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
This waterfront house rental in Anna Maria features a private heated pool, a kitchen, and a balcony for up to 10 guests.
from $814
per night
Excellent(62 ratings)
from $814
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 $353
per night
Excellent(35 ratings)
from $353
per night
View deal
House Anna Maria Island
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with yard, barbeque & hot tub | Perfect for remote work

Anna Maria Island, Manatee County, Florida, United States
This house rental in Anna Maria features a private heated pool, beach access, and a yard, perfect for families of up to eight.
from $586
per night
Excellent(24 ratings)
from $586
per night
View deal
House Anna Maria Island
House ∙ 14 guests ∙ 6 bedrooms

House with BBQ & heated pool

Anna Maria Island, Manatee County, Florida, United States
This house rental in Bradenton Beach features a heated pool, balcony, and kitchen, perfect for accommodating 14 guests and pets.
from $663
per night
from $663
per night
View deal
House Anna Maria Island
House ∙ 12 guests ∙ 6 bedrooms

Family-friendly house with barbeque, private pool & hot tub | Next to the beach

Anna Maria Island, Manatee County, Florida, United States
This spacious house rental in Holmes Beach features a private heated pool, hot tub, and a family-friendly yard, perfect for 12 guests.
from $685
per night
Outstanding(4 ratings)
from $685
per night
View deal
House Anna Maria Island
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with patio, private pool & garden | Nature view | 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 $424
per night
Outstanding(71 ratings)
from $424
per night
View deal
House Anna Maria Island
House ∙ 12 guests ∙ 4 bedrooms

House with private pool, hot tub & patio | Nature view

Anna Maria Island, Manatee County, Florida, United States
This waterfront house rental in Anna Maria features a private heated pool, hot tub, and family-friendly amenities for 12 guests.
from $459
per night
Outstanding(119 ratings)
from $459
per night
View deal
House Anna Maria Island
House ∙ 4 guests ∙ 3 bedrooms

House with terrace, private pool & yard

Anna Maria Island, Manatee County, Florida, United States
This house rental in Holmes Beach offers a private heated pool, beach access, and a cozy fireplace for a perfect getaway.
from $508
per night
Outstanding(33 ratings)
from $508
per night
View deal

Vacation Houses With Pools

Condo Anna Maria Island
from $278
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with pool & hot tub

4.9
Outstanding(145 ratings)
Anna Maria Island, Manatee County, Florida, United States
Pool
View deal
House Anna Maria Island
from $314
per night
House ∙ 10 guests ∙ 4 bedrooms

House with garden, terrace & private pool

4.5
Excellent(77 ratings)
Anna Maria Island, Manatee County, Florida, United States
Pool
View deal
House Anna Maria Island
from $455
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with BBQ, terrace & private pool

4.7
Excellent(12 ratings)
Anna Maria Island, Manatee County, Florida, United States
Pool
View deal
See all offers

Dog-Friendly Vacation Rentals

House Anna Maria Island
from $462
per night
House ∙ 8 guests ∙ 4 bedrooms

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

4.7
Excellent(41 ratings)
Anna Maria Island, Manatee County, Florida, United States
Pet-friendly
View deal
House Anna Maria Island
from $1,738
per night
House ∙ 18 guests ∙ 8 bedrooms

Family-friendly house with private pool, barbecue & jacuzzi | Close to the beach | Suitable for remote work | Dogs allowed

4.5
Excellent(18 ratings)
Anna Maria Island, Manatee County, Florida, United States
Pet-friendly
View deal
House Anna Maria Island
from $775
per night
House ∙ 14 guests ∙ 5 bedrooms

House with terrace, barbeque & jacuzzi

4.8
Outstanding(13 ratings)
Anna Maria Island, Manatee County, Florida, United States
Pet-friendly
View deal
See all offers

Vacation rentals and apartments with air conditioning

House Anna Maria Island
from $369
per night
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly house with private pool & barbecue | Close to the beach

4.6
Excellent(43 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
View deal
House Anna Maria Island
from $259
per night
House ∙ 4 guests ∙ 2 bedrooms

House with terrace & barbeque | Beach nearby

4.7
Excellent(50 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
View deal
House Anna Maria Island
from $612
per night
House ∙ 5 guests ∙ 3 bedrooms

Fully equipped house with barbecue, private pool & terrace | Beach nearby | Suitable for remote work

Anna Maria Island, Manatee County, Florida, United States
Air conditioning
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 $175
per night
House ∙ 2 guests ∙ 1 bedroom

Vacation home with heated pool, patio & barbecue | Nature view | Good for workation

5.0
Outstanding(53 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $482
per night
House ∙ 10 guests ∙ 4 bedrooms

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

4.9
Outstanding(155 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $443
per night
House ∙ 10 guests ∙ 4 bedrooms

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

4.5
Excellent(17 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

House Anna Maria Island
from $367
per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped beautiful house with BBQ, heated pool & terrace | Nature view | Next to the beach

4.8
Outstanding(58 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $689
per night
House ∙ 14 guests ∙ 7 bedrooms

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

4.8
Outstanding(39 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $228
per night
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

4.5
Excellent(28 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 $836 a night. Among these offers, 35 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 $1,079 per night. The cheapest average prices are in December (12/5 – 12/12).

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 July (7/24 – 7/31), as 59% of the rentals are booked. August (8/22 – 8/29) 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 6,473 rentals
🌙 Nightly prices starting at $191
⭐ Popular amenities Pool, Pets allowed and Air conditioning
🐾 Pet friendly homes 1,609 homes
🏊 Vacation rentals with pools 5,018 homes
127 reviews
Anna Maria Island vacation rentals have an average rating of 4.5/5 on 127 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 $191. $994 is the average nightly price for house rentals in Anna Maria Island. Condos in Anna Maria Island cost on average $454 per night.

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

Currently there are 6,473 vacation homes from 27 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 5,018 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 - 25% of vacation rentals are pet-friendly.

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