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Anna Maria Island Rentals

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Anna Maria Island Rentals

About Anna Maria Island

1,008 beach rentals

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 32 minutes

$149

1 / 17

Discount July 4th week! Pool, Hottub,Fish, Dock, Kayak* Steps to Gulfside beach!

Anna Maria house

4 bedrooms / 3 bathrooms / Sleeps 8

“Terrific home” Beautiful, comfortable home with lovely pool and just a short walk to gulf. Pictures don't fully capture how nice this home is! Our family had a wonderful week and hope to return again.

Responds fast! avg. 2 hours 7 minutes

$355

1 / 23

Gulf Beach Place - Just a few steps from the beach

Holmes Beach condo

2 bedrooms / 2 bathrooms / Sleeps 6

“Great time!! Exceptional rental” Our stay here was more than expected. The place was clean and had everything to make us feel right at home. Beds were comfortable and the place was larger than the pictures portrayed. The storage unit had brand new bea

Responds fast! avg. 1 hour 9 minutes

$119

1 / 19

Luxury 3BR/3BA, Private Heated Pool, Beach

Holmes Beach house

3 bedrooms / 3 bathrooms / Sleeps 8

“Christmas at the Beach” It was a wonderful family vacation for two families going away for Christmas! There were 4 adults and 6 children! The pool was amazing and the house was perfect! Anna Maria Island is gorgeous and the house is in a perfect locat

Responds fast! avg. 1 hour 47 minutes

$234

1 / 34

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

$104

1 / 30

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. 21 minutes

$119

1 / 28

Beach Walk 1

Holmes Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 8

$93

1 / 13

Gulf Beach Place, miles of whites sandy beach

Holmes Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 6

Responds fast! avg. 2 hours 21 minutes

$149

1 / 8

Bermuda Bay Club betwn the Beach and Bay , elevator, nicely furnished

Bradenton Beach house

3 bedrooms / 3 bathrooms / Sleeps 6

“Excellent accomodation and locality” This is the second time we have stayed here, in different units. Everything was excellent. No fuss, and just so convenient with the trolley at the roadside and the beach a walk across the road

Responds fast! avg. 2 hours 21 minutes

$156

1 / 26

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

Anna Maria house

2 bedrooms / 2 bathrooms / Sleeps 5

Responds fast! avg. 1 hour 40 minutes

$136

1 / 29

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. 55 minutes

$237

1 / 123

HISTORIC WATERFRONT COTTAGES..DOCK...BEACH...Couples, Families, Reunions!

Bradenton Beach cottage

4 bedrooms / 4 bathrooms / Sleeps 15

$114

1 / 42

White House Vacation Apartments

Bradenton Beach apartment

1 bedroom / 1 bathroom / Sleeps 4

Responds fast! avg. 2 hours 39 minutes

$82

1 / 9

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 7 minutes

$209

1 / 43

Two bedroom condo across street from Gulf of Mexico, Bradenton Beach, Fl

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$129

1 / 17

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 55 minutes

$124

1 / 18

742 Jacaranda Rd

Anna Maria house

3 bedrooms / 2 bathrooms / Sleeps 6

$200

1 / 30

Waterfront, dog-friendly condo w/ full kitchen, furnished balcony, & Gulf views

Bradenton Beach house

1 bedroom / 1 bathroom / Sleeps 4

Responds fast! avg. 21 minutes

$108

1 / 35

Light-filled home w/ screened balcony - one block to the beach, small dogs OK!

Holmes Beach house

2 bedrooms / 2 bathrooms / Sleeps 6

Responds fast! avg. 21 minutes

$122

1 / 24

Villas by the Sea #5

Bradenton Beach villa

2 bedrooms / 1 bathroom / Sleeps 6

$149

1 / 21

Club Bamboo South 224 Studio

Bradenton Beach studio

Studio / 1 bathroom / Sleeps 4

$147

1 / 29

Sand Castle well appointed home steps from beaches

Anna Maria house

3 bedrooms / 2 bathrooms / Sleeps 8

Responds fast! avg. 2 hours 21 minutes

$297

1 / 25

New 'Searenity' Stand alone cottage 45 second walk to beach & bay dock pole incl

Bradenton Beach cottage

2 bedrooms / 1 bathroom / Sleeps 4

$198

1 / 25

Feel like in Paradise - visit Holmes Beach on AMI

Holmes Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Great vacation getaway” The condo was great!! It was bigger than expected! It had everything We needed for a great vacation!! The condo was located right in the middle of everything! You did have to climb two flights of stairs so that was the only dow

$105

1 / 12

Anna Maria Island "High End" Vacation Rental

Anna Maria house

2 bedrooms / 2 bathrooms / Sleeps 6

“Excellent” Beautiful place, secluded and private. Very clean and Pet friendly. Could not ask for anything more.

$199

1 / 21

Bay to Beach: 3BR Condo with Pool and Boat Slip

Bradenton Beach apartment

3 bedrooms / 2 bathrooms / Sleeps 6

“Look out the front door, OCEAN, look out the back door, BAY...perfect location!!” This was our 7th stay at Coquina Moorings. We absolutely love the space. The location sells itself. There is nothing like being able to wake up and enjoy not one, but tw

$171

1 / 24

Watch Sunsets, Dolphins, or Just Relax - Bermuda Bay 1453

Bradenton Beach apartment

3 bedrooms / 3 bathrooms / Sleeps 7

“Great place, great location, and everything you need!” We stayed here to go to my sister's wedding at The Beach House. We loved this townhouse. It had spacious rooms, beautiful decor, and a great view of the ocean from the balcony. I was really imp

Responds fast! avg. 2 hours 52 minutes

$178

1 / 27

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. 46 minutes

$350

1 / 52

NEW! 3BR Holmes Beach Home w/Pool - Steps to Beach

Holmes Beach house

3 bedrooms / 3 bathrooms / Sleeps 6

Responds fast! avg. 24 minutes

$400

1 / 29

Runaway Bay, Anna Maria Island, ON THE BAY!

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Beautiful View!!” My husband and I had a relaxing stay at this condo and it was very well equipped. Saw dolphins most everyday from the lanai and beautiful sunrises! The owners daughter responded quickly to our questions. Would definitely return:)

$214

1 / 15

Crows Nest Spinnakers Cottages: 1BR Unique Rental

Holmes Beach cottage

1 bedroom / 1 bathroom / Sleeps 6

$161

1 / 23

Anthony Beach Cottages Bare Feet Retreat

Holmes Beach cottage

3 bedrooms / 1 bathroom / Sleeps 6

Responds fast! avg. 3 hours 13 minutes

$224

1 / 31

The Little Mermaid On Beautiful Anna Maria Island!

Bradenton Beach cottage

1 bedroom / 2 bathrooms / Sleeps 4

“Adorable, Comfortable and Perfect in Every Way!” The Little Mermaid is absolutely adorable and only steps to the beach! Everything we could need or want was available and just as described. We found the cottage immaculate. Betty and Cody were invit

Responds fast! avg. 3 hours 47 minutes

$127

1 / 17

Absolutely Perfect - Cove at Sandy Pointe #207

Holmes Beach condo

2 bedrooms / 2 bathrooms / Sleeps 4

$105

1 / 21

Palm Haven, 2 Bedroom

Holmes Beach villa

2 bedrooms / 1 bathroom / Sleeps 6

$120

1 / 16

Blue Bayou

Holmes Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“"Home from Home"” A very well appointed apartment in a great location that had everything you would wish for to enhance your vacation experience. A real home from home that is clean, well furnished and spacious. The owners have been great to deal wi

$124

1 / 26

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

Bradenton Beach condo

1 bedroom / 1 bathroom / Sleeps 2

$148

1 / 33

Coquina Beach Club 202

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$221

1 / 20
Viewing 38 of 1,008

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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