Anna Maria Island Vacation Rentals

Anna Maria Island Vacation Rentals By Owner

Start your search for the whole island or choose a village to narrow your search below.

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

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

Nest on the Beach is magical!

Anna Maria Vacation Rentals
5/BR 5.5/BA SLEEPS 8

Anna Maria Island Beach Sands

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

Absolute Paradise AMI-Private Beach Access-Water Views From Every Window-Heated Pool- Walk To 14 Restaurants

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

BEAUTIFUL BEACH FRONT CONDO

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

Anna Maria Island Absolute Anna Maria-Private Beach Access-Heated Pool-Wi-Fi

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

SunKissed Cottage

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

Serendipity Gulf Front

Anna Maria Vacation Rentals
4/BR 4/BA SLEEPS 8

Sky

Anna Maria Vacation Rentals
2/BR 2/BA SLEEPS 8

Cloud 9

Anna Maria Vacation Rentals
4/BR 4.5/BA SLEEPS 8

TripleTail

Anna Maria Vacation Rentals
4/BR 4/BA SLEEPS 8

Anna Maria Island Beach Waves

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

SUN PLAZA WEST - 214 - 2 Bedroom Condo - Minimum 2 Week Stays - Anna Maria Island Vacation Rental

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

Costa Lotta

Holmes Beach Vacation Rentals
3/BR 3.5/BA SLEEPS 6

BRADENTON BEACH CLUB 242 - 3 Bedroom Condo Rental on Anna Maria Island - Dock for Fishing!

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

SUNSET LANDINGS UNIT 5 - 2 Bedroom Anna Maria Island Vacation Rental

Bradenton Beach Vacation Rentals
2/BR 2.5/BA SLEEPS 5

Sandy Turtle - Pool and Steps to the Beach - Anna Maria Island 3 Bedroom Beachfront Condo Rental

Holmes Beach 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 rentals.


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.

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.

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.

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.

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 is the primary choice for accommodation on Anna Maria Island, Florida.

Typical Stay Periods

Anna Maria Island vacation rentals can be rented as follows depending on the area of the island (zone) and the host's preference.

  • nightly
  • weekly
  • monthly
Typical Turnover Day

Anna Maria Island vacation rentals most often have a Saturday turnover date during high season. 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

Booking Window

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.

High Season
Anna Maria Island High Season - 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.

Low Season
Anna Maria Island Low Season - 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 Rental 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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