Anna Maria Island Vacation Rentals

Anna Maria Island Vacation Rentals By Owner

Start your search for the whole area of Anna Maria Island vacation rentals or choose a village to narrow your search. Use filters like beachfront, pools, waterfront to find your dream beach house rental below.

The Peachy Beach House, Steps to an Anna Maria Beach

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 5

Anna Maria Island -walk to the beach!

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 6

PRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL

Bradenton Beach Vacation Rentals
2/BR 2/BA SLEEPS 4

Sunset Shores

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 6

Alecassandra Vacation Villas - From $300 Family Reunion Location, Villa 4 & 5, 4BR, 4BA, Sleeps 12

Bradenton Beach Vacation Rentals
4/BR 4/BA SLEEPS 12

Elevator! Spacious Luxury Home Heated Pool & Spa. 3 min walk to Beach!! 3-7 nt stays

Bradenton Beach Vacation Rentals
5/BR 5/BA SLEEPS 12

Family vacation on AMI w/pool 4BR, 2.5BA, 8 guests

Holmes Beach Vacation Rentals
4/BR 2.5/BA SLEEPS 8

Buena Vista 1

Holmes Beach Vacation Rentals
4/BR 3.5/BA SLEEPS 8

Bayside Inn

Anna Maria Vacation Rentals
5/BR 5/BA SLEEPS 8

Backyard Bliss

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 4

The GRAND ISLAND OASIS - LUXURY 8 BDRM PRIVATE HOME- ANNA MARIA ISLAND

Bradenton Beach Vacation Rentals
8/BR 5/BA SLEEPS 18
Highlighted

Sirenia Beach House - Backyard Beach Waterfront Dock Pool Spa Putting Green Tiki Hut Walk to Beaches

Anna Maria Vacation Rentals
4/BR 3/BA SLEEPS 10
Highlighted

Steps To The Beach, Private & Heated Pool, Renovated - Now Booking Summer/Fall!

Holmes Beach Vacation Rentals
3/BR 1/BA SLEEPS 6

Beachfront Condo on AMI

Holmes Beach Vacation Rentals
3/BR 2/BA SLEEPS 6

Seaside Inn

Anna Maria Vacation Rentals
3/BR 2/BA SLEEPS 6

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Anna Maria Island Vacation Rentals 

Anna Maria Island is a small 7 mile long Gulf island located in Manatee County, Florida. Found between Clearwater and Sarasota. The island is perfect for couples, snowbirds, and families to relax and enjoy a sleepy small-town atmosphere.

  • Hosts often rent homes for 7 night min stays with check in's on Saturdays.
  • Holmes Beach has an area where 30 day rentals are zoned
  • Nightly rentals can be found more readily in the low season
  • Check information further below to help your search.

Popular Anna Maria Island Rental Searches

Click on the option below for a quick search navigation for AMI vacation rental by owner rentals. From waterfront canal homes to pretty pastel homes, Anna Maria Island is one of the best places for beach house rentals in Florida.


Is Anna Maria Island a good place to rent a Vacation Rental?

Anna Maria Island Vacation Rentals 

Found on Florida's Southwest Gulf coast with 7 miles of pristine beaches and 4 miles wide, Anna Maria Island offers an abundance of vacation rentals on the beach, with private pools and in waterfront spots along the island.

What is the correct spelling of Anna Maria island Florida? Which is it... Ana Maria island, Anna Marie island, Anne Marie island or Anna Maria island? Often times the island is mis-spelled. The correct term is Anna Maria Island.

Anna Maria Island has thousands of unique and gorgeous vacation rentals to choose from. If you are looking for a beachfront holiday or a rental with a dock to fish and boat from, Anna Maria is one of the best areas in Florida to rent a beach house, condo or pool home.

What cities are found on Anna Maria Island?

Anna Maria

Anna Maria is a city located on the northernmost tip of the island in Manatee County, Florida. The population is a little over 1,800. Known for its picturesque Key West-style main street on Pine Avenue and its historic 100+ year-old fishing pier. Walkable from east to west and north to south it's the perfect backdrop for island living. It's the perfect place for couples, snowbirds, and families to relax and enjoy a sleepy small-town atmosphere. The village on the northern end has Anna Maria vacation rentals that are available for nightly and weekly stays according to the host's preference. This area has one of the best selections of beautiful luxury Florida vacation rentals. 

Holmes Beach

Holmes Beach is a city located in the center of the Anna Maria Island. The population is close to 5,100 people. Holmes Beach is known for being the heart of the island, supplying the island with a grocery store, pharmacy, many restaurants, and stores. It's the perfect place for active couples, teens, and families with an abundance of volleyball nets and beach activities provided at the lively Public Beach. Holmes Beach rentals have a range of vacation options. Monthly Holmes Beach rentals are found in the restricted areas of waterfront homes located on Key Royal section and the canal streets that run from 67th street to 77th street. The rest of the neighborhoods have a minimum stay of 1 week / 7 nights.

Bradenton Beach

Bradenton Beach is a city located on the southernmost tip of the Anna Maria Island. The population is a little over 1,500. Known for its beautiful Bridge Street Pier it has a down to earth vibe. Bridge Street has many shops and restaurants to enjoy. Coquina Beach has an incredibly scenic bike path of 1.5 miles to enjoy on the Gulf. It's the perfect place for couples families and snowbirds. This city has the most condos and townhomes offered on the island. Fast becoming one of the best areas on the island to rent large occupancy homes, Bradenton Beach rentals are a great option for both small and large groups.

What do I need to know to rent a vacation home on Anna Maria Island?

Anna Maria Island Vacation Rental Information

There are three distinct villages on the island and each have their own vacation rental rules and regulations depending on the zone the property is situated in. There are very few small hotels and motels on the island so a vacation rental beach houses and condos are the primary choice for accommodation on Anna Maria Island, Florida.

Anna Maria Island is one of the best locations in Florida to book impressive luxury beach houses for rent. In Holmes Beach and Bradenton Beach on the central and southern end of the island you can also find some of the best beachfront florida condo rentals.

What are the Typical Stay Periods on Anna Maria Island?

Anna Maria Island vacation rentals can be rented as follows depending on the area of the island (zone) and the host's preference. Holmes Beach require weekly stays, Key Royale and canal homes within Holmes Beach require a monthly stay. Anna Maria and Bradenton Beach villages offer nightly and weekly stays.

  • nightly
  • weekly
  • monthly

What is the Typical Turnover Day on Anna Maria Island?

Anna Maria Island vacation rentals most often have a Saturday turnover date during high season. During low season travelers may be able to check in on alternate days of the week. Although this turnover date can vary by host.

  • Saturday

Anna Maria Island Vacation Rental Price Information

Low range from $81 per night - $535 per week - $3,000 per month

High range from $1,000 per night - $8,500 per week - $20,000 per month

How Early should I Book an Anna Maria rental?

Anna Maria Island is a very popular location. The best vacation rentals book 1 year in advance. On average the booking window for this region is 5 - 6 months in advance. Plan ahead to secure your favorite property!

Guest Retention

Many Anna Maria Island visitors fall in love with this location and return to it every year with their families which also increases the demand to book early.

When is High Season on Anna Maria Island?

February to August

High Season runs from February straight through to mid-August, including all major holidays. During this time, it is common for hosts and managers to rent their homes with turnover days only falling on Saturdays, so it's a good idea to enter Saturday to Saturday search dates.

You can expect to pay the highest rates during the high-season running from February through to the first or second week of April where prices of larger homes can cost over $1,000 per night. 

The summer months, June and July are also favorite times for local travelers from the state of Florida, Georgia, and South Carolina to escape to the coast for cooler breezes and boating. There are 16 vacation rentals with docks available on Anna Maria Island.

When is Low Season on Anna Maria Island?

September to January

Low Season runs from September to January excluding holidays. This is the best time to book a vacation rental at the lowest prices of the year. 

Anna Maria Island Monthly Stays - Snowbird Rentals

Many winter travelers are looking for long-term rental options, choosing the long term suitability filter renders 20 Anna Maria Island monthly rentals for snowbirds.

Anna Maria Island Pet Friendly Rentals

There is only one dog park on the island to let your pooch roam free. Dogs are not permitted on the beaches. If you bring your pet you may want to look at fenced backyards with shady areas. Many shops offer dog bowls for thirsty furry friends. There are currently 79 Anna Maria Island pet friendly vacation rentals.

Anna Maria Island Weddings and Special Event Information

Anna Maria Island has many full time residents and larger weddings and events are strongly advised to take place in business venues on the island. There is a strict noise ordinance on the island with no excessive noise past 10 pm. There are also strict parking ordinances which limits parking at private residences. If you do rent a vacation property for your special occasion be sure to abide by the rules and ask your host about restrictions. There are currently 14 Anna Maria Island event friendly vacation rentals.

Vacation Rental Statistics about Anna Maria Island

Use the search filters on Florida Rental By Owners website to look for accommodations meeting your criteria.

Anna Maria Island Rentals with Pool and Hot Tubs

Outside is where you will be living while on vacation. There are multiple options for pools, and hot tubs which make this an ideal year-round destination.

Anna Maria Island Rentals - Property Types

There is an abundance of Anna Maria Island vacation rental dwelling types, the majority ranging from condos to private homes: 

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