Vacation Rentals & Accommodations in Anna Maria Island - HomeToGo base64Hash

Vacation Rentals & Accommodations in Anna Maria Island - HomeToGo

Vacation Rentals & Accommodations in Anna Maria Island

Find 8,653 available offers from 25 partners

Price per night
- Up to $100
- $100 - $199
- From $200
Accommodation types
- Condo
- Cabin
- House
Rating
- 4.5+
- 4+
Booking Options
- Instant Booking
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

Recommended vacation rentals in Anna Maria Island

Find your perfect vacation rental in Anna Maria Island from just $173 per night!

Vacation Rentals With Fireplaces

Vacation rentals and apartments with air conditioning

Apartments With Balconies or Patios

Best Vacation Home Deals in Anna Maria Island

Save up to 81%

Compare and find a dreamlike rental for as little as $173 per night by searching among the 8,653 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 78%.

Budget-friendly Vacation Rentals in Anna Maria Island

Find Fantastic yet Inexpensive Offers

Top-Rated Rentals and Accommodations in Anna Maria Island

Book Vacation Rental Offers with the Highest User Rating

Why choose HomeToGo?

Securely pay and stay your way

Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service

Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Transform vacation planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in Anna Maria Island

Pool (5,939)
Pet-friendly (2,097)
Air conditioning (7,387)
WiFi (8,018)
Balcony/patio (2,504)
Washing machine (5,088)
Kitchen (8,060)
TV (7,121)
Parking (1,074)
Grill (4,328)
Dishwasher (5,001)
No smoking (7,293)

Many travelers spend more time comparing vacation homes providing pools. Many 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 $687 a night. Among these offers, 41 of them are situated within 2 miles of water.

Waterfront Vacation Rentals in Anna Maria Island

Want to find an amazing beachfront rental in Anna Maria Island?

Use the 'distance to water' filter while searching and discover the perfect waterfront homes for your vacation. You can choose from a range of home rentals in Anna Maria Island that are within walking distance from the coast. From dog-friendly homes by the beach to waterfront offers with hot tubs, the dream accommodation in Anna Maria Island awaits - find it now with HomeToGo.

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 $982 per night. The cheapest average prices are in September (9/6 – 9/13).

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 December (12/13 – 12/20), as 81% of the rentals are booked. July (7/12 – 7/19) has got the highest percentage of available rentals.

Receive exclusive deals, inspirational stories, and travel regulation updates.

Become a subscriber and get great tips on travel planning sent to your inbox!

Enter email address *

By signing up, you agree to our Terms of Service and Privacy Policy. *You will receive offers from HomeToGo and agree that we may share your hashed email address with third parties for the purpose of better tailoring advertising to your needs.

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	8,653 rentals
💳 Possible discounts	up to 78%
🌙 Nightly prices starting at	$173
⭐ Popular amenities	Pool, Pets allowed and Air conditioning
🐾 Pet friendly homes	2,104 homes
🏊 Vacation rentals with pools	5,988 homes

154,088 reviews

Anna Maria Island vacation rentals have an average rating of 4.6/5 on 154,088 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 $173. $761 is the average nightly price for house rentals in Anna Maria Island. Condos in Anna Maria Island cost $470 per night on average.

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

There are 8,653 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 5,988 vacation rentals across 25 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 - 24% 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 $173.

Vacation Rentals & Accommodations in Anna Maria Island

Price per night

Accommodation types

Rating

Booking Options

Services

Accommodation type

Activities

Recommended vacation rentals in Anna Maria Island

Family-Friendly House with Terrace, Private Pool & Grill | Nature View | Close to the Beach | Pets Are Welcome

Vacation Home with Barbecue

Child-Friendly Vacation Home with Barbeque, Private Pool & Garden | Beach Nearby | Pets Are Welcome

Child-Friendly Ample House with Private Pool, Barbecue & Patio | City View

Vacation Home with Private Pool, Terrace & Barbeque

Child-Friendly Vacation Home with Private Pool | Nature View | Dogs Allowed

Vacation Home with Private Pool, Yard & Patio | Nature View

Family-Oriented Condo with Terrace | City View | Beach Nearby

Condo with Heated Pool & Grill

Family-Friendly House with Patio, Barbeque & Private Pool | City View | Beach Nearby

Spacious Condo | Nature View | Beach Nearby

Fully Equipped Vacation Home with Terrace, Grill & Garden | Next to the Beach

Vacation Home with BBQ, Terrace & Private Pool

Condo | Beach Nearby

Holiday Apartment with Yard & Terrace

Vacation Rentals With Fireplaces

Family-Friendly Vacation Home with Terrace, Barbeque & Yard | Next to the Beach

Family-Friendly House with Garden, BBQ & Patio | Nature View | Perfect for Remote Work

Child-Friendly Vacation Home with Terrace, Yard & Private Pool | Close to the Beach

Vacation rentals and apartments with air conditioning

Holiday Apartment with Yard & Terrace

Family-Oriented Condo | Beach Nearby

Condo with Pool | Nature View

Apartments With Balconies or Patios

Child-Friendly Vacation Home with Patio & Grill | Next to the Beach | Pets Allowed

Villa with Garden, Grill & Terrace

Fully Equipped House with Terrace, Private Pool & Barbecue | Next to the Beach

Best Vacation Home Deals in Anna Maria Island

Vacation Home with Private Pool | Nature View

Children-Friendly Pleasant Vacation Home with Private Pool, Patio & Barbeque | Close to the Beach | Pet-Friendly

Fully Equipped Charming House with Terrace & BBQ | Beach Nearby