Anna Maria

Anna Maria

Anna Maria Vacation Rentals 

Anna Maria is a city located on the northernmost tip of Anna Maria Island in Manatee County, Florida. The population is a little over 1,800. Known for its picturesque Key West-style main street. It's the perfect place 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.
  • Check information further below to help your search.

New Luxury Custom Built Home on North End - Steps to Beach - Heated Pool - Outdoor Kitchen

3/BR 2/BA SLEEPS 6

Anna Belle - Waterfront Luxury Home: North End wDock, Pool, Spa, Screened Lanai, Free WiFi

3/BR 2/BA SLEEPS 8

North End Cottage -Steps to Beach -Tropical Landscaping Heated Jetted Pool

2/BR 2/BA SLEEPS 4

North End Beach House near Bean Point Beach!!

2/BR 2/BA SLEEPS 4

One-of-a-Kind Luxury Beach House on the desirable North End of Anna Maria!

3/BR 3/BA SLEEPS 6
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Sirenia By The Sea - Waterfront Pool Hot Tub Dock Sauna - Steps to the Beach

5/BR 5/BA SLEEPS 12

Luxury Cottage Steps to Bean Point Beach Heated Pool and Outdoor Living Area

2/BR 2/BA SLEEPS 4

Beach Cottage only steps to the white sandy beaches of Anna Maria Island!

2/BR 2/BA SLEEPS 6

Beach Cottage - No Streets to Cross to Beautiful Beaches

3/BR 2/BA SLEEPS 6

Sept Gap Deal! - Resort Style Luxury Backyard Beach Waterfront Dock Pool Spa

4/BR 3/BA SLEEPS 10

Beautiful 4-BR, Very Close to Gulf Beach, LARGE Heated Pool

4/BR 2.5/BA SLEEPS 7
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Sirenia Cove - Htd Pool Waterfront Dock Ping Pong Outdoor Bar Backyard Beach

4/BR 3/BA SLEEPS 10

Secluded Bungalow on Historic Pine Ave

2/BR 2/BA SLEEPS 4

Spectacular Location Desirable North End wHeated Pool!

3/BR 2/BA SLEEPS 6

Blue Heron Luxury Private Waterfront Oasis on Bimini Bay - Walk to the Beach

4/BR 3.5/BA SLEEPS 8
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Sunkissed & Salty: Dreamy Amenities. Prime Location. Steps to Beach

4/BR 4/BA SLEEPS 8

New Luxury Renovated Home! Heated Pool, Cabana, Hammock, Walk to Beach

3/BR 3/BA SLEEPS 8

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

Anna Maria has hundreds of pastel small and large 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. Known for it's beautifully designed homes here you can find the newest and uniquely outfitted short term rentals.

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

Anna Maria Vacation Rental Information

The village of Anna Maria has its own vacation rental rules and regulations. There are very few small hotels and motels on the north shore so a vacation rental is the primary choice for accommodation in Anna Maria, Florida.

Typical Stay Periods

Anna Maria vacation rentals can be rented as follows depending on the area of the island (zone) and the host's preference. The majority of hosts in the village of Anna Maria rent their homes weekly.

  • nightly
  • weekly - majority
  • monthly
Typical Turnover Day
Anna Maria vacation rentals most often have a Saturday turnover date during high season. Although this turnover date can vary by host.

  • Saturday
Anna Maria 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 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 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. 

Longer Stays - Snowbirds

Many winter travelers are looking for long-term rental options, choosing the long term suitability filter renders 92 rental options for snowbirds.

Pet Friendly

There is only one dog park on the entire island in Holmes Beach 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 98 Anna Maria pet friendly vacation rentals.

Weddings and Special Events

Anna Maria 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 21 Anna Maria event friendly vacation rentals.

Statistics about Anna Maria

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

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.

  • 172 rentals with heated pools
  • 52 rentals with hot tub spas
Property Types

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

  • 226 properties in Anna Maria Island listed for rent on Florida Rental By Owners (FlaRBO)
  • 96 rentals are listed as "house" rentals, accounting for 42% of the accommodation types
  • 74 rentals are listed as "condo" rentals, are another popular rental type accounting for 33% of the accommodation types
  • 10 rentals are listed as "townhouses"
  • 4 rentals are listed as "bungalows"

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