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Vacation Rentals & Beach Rentals in Anna Maria Island

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Vacation Rentals & Beach Rentals in Anna Maria Island

About Anna Maria Island

3,221 beach rentals

ISLAND TOWNHOUSE - 200 Steps to the BEACH

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 4

“Even better than you can imagine!” We are so thrilled to have discovered this gem. Barb really has thought of everything you need for a perfect vacation - short or long stay. Quaint boutique shops, excellent dining - one of the best "Lobstah" dinner

Responds fast! avg. 1 hour 8 minutes

Price per night from

$125

1 / 18

The beautiful Cove on Anna Maria Island

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Beautiful condo, close to everything!” Everything was perfect in the condo which was new and updated! The 2 new full size beds in the 2nd bedroom were too hard. The pool was a nice size and stayed sunny most of the day. Shopping was close and the c

Price per night from

$104

1 / 29

Two Bed One Bath Beach Side Rental on Anna Maria Island steps to Holmes Beach

Holmes Beach condo

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$80

1 / 26

Condo In Paradise On Anna Maria Island

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 4

“Perfect island vacation condo” The location is amazing - the beach right across the street and the Bay just 3 blocks on the other side. Shopping and great restaurants were close by. Larry (the owner) is easily accessible and pleasant to deal with. W

Responds fast! avg. 2 hours 11 minutes

Price per night from

$150

1 / 17

Gulf Beach Place - Just a few steps from the beach

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

“Another Fantastic Stay” This is my second time staying at Kay’s Gulf Place Condo! Very clean, comfortable and charming! Location has it all! Sunsets from the rooftop deck are to die for! No detail missed!

Responds fast! avg. 1 hour 34 minutes

Price per night from

$110

1 / 21

Dolphin Shores Beachfront directly on Gulf of Mexico

Holmes Beach condo

3 bedrooms / 2 bathrooms / sleeps 4

“This condo and beach are the the best of the best, great set up,awesome vacation spot!” This was our second year staying here and we absolutely love it! The beach is clean and not crowded at all even on a holiday weekend. The weather is excellent and

Responds fast! avg. 1 hour 15 minutes

Price per night from

$210

1 / 44

Ocean View 3 bedroom, pool, North Shore Drive

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

“Amazing Oceanview Pool Home and Perfect Location On Anna Maria Island” Let me first say that Mark (the home owner) exceeded any and all expectations for our 15th wedding Anniversary! We booked last minute and when we wanted to stay an additional day M

Responds fast! avg. 49 minutes

Price per night from

$137

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runaway bay 2 bedroom condo with wonderful access to restaurant, beach, shopping

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$150

1 / 18

Holmes Beach Condo

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

“Ideal accomodation” I've been traveling from New York to anna Maria Island for nine years and anne's Holmes beach condo is tops. The perfect location.Right next to the perfect beach with great food and surrounded by fine dining and superb shopping. An

Price per night from

$125

1 / 12

2-Unit Beach to Bay Cottage...NOT Grandma's place!...100 feet to beach!

Bradenton Beach cottage

3 bedrooms / 2 bathrooms / sleeps 10

“Perfect Beach House” We loved the quaint little duplex. The house was clean and ready for us when we arrived. Tim was a dream to work with. The A/C one of the units went out while we were there, and he had someone there first thing to take care of i

Price per night from

$104

1 / 49

Oceanfront dog-friendly home w/private pool & ocean view - right on the beach!

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 38 minutes

Price per night from

$429

1 / 52

Canalfront home w/ pool, dock & lanai - 2 blocks to the beach, dogs OK!

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 38 minutes

Price per night from

$193

1 / 25

Charming cottage w/ free WiFi just two blocks from the beach, near free trolley!

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 38 minutes

Price per night from

$136

1 / 40

Cute cottage with patio and amazing location near Pine St. and the beach

Anna Maria house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 38 minutes

Price per night from

$88

1 / 28

AMI Dreaming: Gorgeous Beach Front Condo With Stunning Views Of The Gulf!

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$230

1 / 27

Dog-friendly cottage w/ private heated pool - minutes from beaches & more!

Anna Maria house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 38 minutes

Price per night from

$286

1 / 41

Island Serenity- Beautiful 3 bedroom dog friendly home- walk to the beach!

Holmes Beach condo

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$121

1 / 25

BAY FRONT HOUSE WITH PRIVATE DOCK

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 21 minutes

Price per night from

$175

1 / 19

Spacious house w/ private yard & great location near the beach - dogs ok!

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 38 minutes

Price per night from

$136

1 / 29

Midnightchannel

Anna Maria Island house

7 bedrooms / 5 bathrooms / sleeps 16

Price per night from

$500

1 / 48

AMI Bradenton Beach Ground Condo

Bradenton Beach condo

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$150

1 / 14

Happy Island Cottage with heated private Pool

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 8

“Exceeded expectations!” For several years, I've wanted to spend Christmas on AMI with my family. This past Christmas, I was able to do that, and we stayed at Happy Island Cottage. This was a wonderful house to stay in, and Alex was great and very re

Responds fast! avg. 1 hour 11 minutes

Price per night from

$269

1 / 52

Bright and cheery waterfront home with private pool and spa

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 38 minutes

Price per night from

$243

1 / 37

Cozy Cabana West - Private Pool - Close to Beach

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$165

1 / 22

BEACHFRONT HOME, TRUE PARADISE , DOGS STAY FREE, GREAT VIEWS, WALKING BEACH

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 15 minutes

Price per night from

$100

1 / 22

Beautiful, well-maintained home w/private pool - walk to beach, dining, & more!

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 38 minutes

Price per night from

$243

1 / 43

Waterfront and dog-friendly home with private pool, dock, views, and lanai!

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 38 minutes

Price per night from

$236

1 / 29

Yellowbird: Breathtaing Views,Tropical Pool Paradise, Tiki Hut, Steps to Beach

Anna Maria house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$429

1 / 43

Mangoes on Magnolia: 3BR Classic Beach Home w/Pool

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

“Paradise Found” Fabulous location on the beautiful north end of Anna Maria Island. Lovely days starting with a walk to the Gulf. Back to Ginny and Jane E's for brunch. A swim in the pool followed by relaxing in the spa. A walk to a nearby restaurant f

Price per night from

$189

1 / 24

CHARMING 2 Bed 2 Bath with Heated PRIVATE HEATED Pool SPA Sleeps 6 F

Holmes Beach townhouse

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$149

1 / 26

Beach Walk: 2BR Family-Friendly Pool Home on Canal

Anna Maria house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$186

1 / 24

Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK!

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 38 minutes

Price per night from

$150

1 / 34

'Seascape' PEACEFUL, Newly renovated, steps to beach & fishing dock on bay

Bradenton Beach condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 52 minutes

Price per night from

$139

1 / 33

Charming house with private heated pool, patio, and grill - steps from beach

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 38 minutes

Price per night from

$193

1 / 37

250 Feet from the Beach

Bradenton Beach townhouse

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 41 minutes

Price per night from

$99

1 / 21

Villa Palma: Gorgeous Family-Friendly Pool Home in The Heart Of Anna Maria!

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$141

1 / 24

'Elegance' 100 Steps from the Beach!

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 5

“Amazing!” This house has it all and a perfect location makes it an even more wonderful place to vacation. We hope to be back soon!

Responds fast! avg. 2 hours 18 minutes

Price per night from

$259

1 / 25

Steps to Beach, Gulf View, Footprints in the Sand

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 4

“Footprints in the sand” We had a great time on Anna Maria Island. Footprints in the sand,its closeness to the beaches,restaurants and shops made it very convenient.The place was well stocked with all basic needs & amenities that were listed. Thanks

Responds fast! avg. 1 hour 41 minutes

Price per night from

$128

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Viewing 38 of 3,221

About Anna Maria Island

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Just south of Tampa Bay on the turquoise Gulf of Mexico, sits a quaint Barrier Island located on Florida's West Coast. Lined by a seven-mile strip of beautiful white-sand beaches, Anna Maria Island is a cozy paradise that has long been considered one of the state's hidden gems. Here, "Old Florida" charm abounds and visitors can get a feel for Florida, the way it used to be.

With seven miles of uninterrupted beach, Anna Maria Island offers plenty of opportunities to enjoy fun in the sun and explore. The island shares its beach life with local wildlife. Turtles visit from May - November every year (nest tours are offered in the summer) and year round visitors shouldn't be surprised to see manatees, dolphins, rays and exotic fish beyond the waves.

In addition to its picturesque beaches, Anna Maria Island is home to many award-winning dining options, including bistros, cafes and restaurants (there are no chain restaurants to be found). The island has been recognized nationally for its locally sourced food, unique menu items and on-the-water locations offering top views. Diners can expect gourmet dining options offering cuisine from England, France, Germany, Italy, Asia and Spain, as well as "Floribbean" dishes and seafood delicacies straight from the nearby sea. Top seafood choices include: grouper, red snapper, mullet and blue crab. Visitors are even invited to bring their catch into some of the area's top restaurants, like the Sandbar and Beachhouse.

For guests looking for fun off the sand as well, there are many art galleries, museums or aquariums in the area. And, the island is surrounded by nature parks and gorgeous naturally landscaped paths worth exploring.

Anna Maria Island also offers many top options for shopping at its many souvenir, jewelry, clothing and antique stores. Pine Avenue (known as the Greenest Little Main Street in America) is lined by great stylish boutiques and specialty shops and leads directly on to the 100 year old Anna Maria City Pier which offers picturesque views of the bay. Holmes Beach offers seven blocks of stores, small unique gift shops, adorable café's, art galleries and a grocery store. Additionally, stores on the newly restored Bridge Street in Bradenton Beach offers an unusual blend of arts and crafts unique to the island, reflecting its Bohemian roots.

Anna Maria Island also boasts a wide variety of accommodations ranging from historic bed and breakfasts, to beach-side cottages, cozy luxury homes, as well as condo rentals and spacious villas, which are all locally owned and operated and offer a unique experience. Tall sky-rise and commercial buildings do not exist on Anna Maria Island, with most accommodations measuring at less than three stories.

Additionally, the island is becoming a top choice for beach destination weddings. So much so that many are referring to the setting as the "Beach Wedding Capital of Florida". Forbes named Anna Maria Island the "#3 Prettiest City in the Country" in 2013 and was a "TripAdvisor Traveler's Choice Destination Winner 2013 and 2014" and #3 of the top 10 islands in the US to go to in 2014.

Information provided by: Bradenton Area Convention and Visitor's Bureau

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