Beachfront vacation rentals anna maria island florida

We booked this condo last minute and are so glad we did! Our vacation was everything we had hoped for and more. My husband and I are avid walkers and we enjoyed walking miles along the beach every day. There are many excellent restaurants within walking distance of the condo which was especially nice not having to drive. Free trolley that takes you anywhere on the island, wow!

Sandy - Hamilton

Brittany – Toronto

Beachfront vacation rentals anna maria island florida

This was the best vacation we have ever had. This condo is absolutely beautiful. Everything is new, and very clean. Wonderful view of the Gulf. We had a amazing experience and will recommend this condo to all of our friends and family!

Brittany - Toronto

Anna Maria

Beachfront vacation rentals anna maria island florida

First of all I have to say, Terry is just awesome to work with. The return calls, the follow up is second to none. I live in Florida and have stayed just about everywhere in the state. Anna Maria is wonderful! After every place I’ve been in the state, AMI is tops. Siesta key is a close second. The condo is perfect, everything you need to accommodate all your needs. The pool is great, beach is pristine. If you’re looking for the perfect vacation…make sure you look up Terry White!

Zero Complaints

Beachfront vacation rentals anna maria island florida

We stayed at this condo for 10 perfect days. The condo was great, clean with great appliances, comfortable king sized master suite etc. One minute to an amazing beach! The condo pool was perfect in the evenings. The free Trolley is right outside to take you to a great grocery store next to any “spirits” you need. Lots of restaurants. The sunsets over the gulf is almost indescribable it’s so wonderful. Zero complaints, it’s heaven…..go for it

Perfect Getaway!

Beachfront vacation rentals anna maria island florida

This condo was perfect for your family of 4. Terry was a great help before and during the trip. We had a wonderful time! Thanks Terry!

Submitted: Nov 3, 2017 | Stayed: October 2017

Maggie Joos

Stephan Hoeft

Beachfront vacation rentals anna maria island florida

The condo is awesome. There is a nice pool and the gulf is only a minute to walk. Around the condo you find many fantastic restaurants. We had a great vacation there!

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.

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

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 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.

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.

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 69 rental options 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 73 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 19 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.

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

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: 

What is the best time of year to go to Anna Maria Island?

Most of the year, Anna Maria Island is hot and visitors can expect some degree of humidity. The best time to visit is January – March or in October because it's cooler on Anna Maria Island around then. These times of the year are also the quietest if you are looking for uncrowded beaches!

Where is the best part of Anna Maria Island?

Bradenton Beach is the best place to stay in Anna Maria Island because:.
The white sand beach is just so beautiful and dreamy..
That is where you will find the widest selection of cafes, bars and restaurants on the island..

Is Anna Maria Island worth it?

With white-sand beaches, beautiful blue water, swaying sea oats, and incredible sunrises and sunsets, Florida's Anna Maria Island is one of the most scenic destinations in the state. Add to that the salt air and a plethora of waterfront restaurants serving up fresh seafood and you have a feast for all the senses.

What makes Anna Maria Island Special?

Anna Maria Island is one of the barrier islands on the Gulf Coast of Florida. The beautiful island is probably best known for its gorgeous wide sandy beaches. While the beaches are beautiful but there are tons of other Anna Maria attractions to enjoy when you want a break from the beach.