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Vacation Rentals & Beach Rentals in Anna Maria Island

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2,045 beach rentals

Anna Maria Island, 2 Bed, 2 Bath Condo in quiet setting near to Beaches

Holmes Beach condo

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 city beach also was close. We would drive down the road to our favorite stretch of the beach. I would definitely stay here again, very quiet location off the beaten path, but not far from it! Love the beach chairs, towels, cooler, umbrella, pool toys, and more provided!

Price per night from

$134

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" dinners ever, and a beautiful beach with all the comforts of home - literally right around the corner.

Responds fast! avg. 33 minutes

Price per night from

$159

Island House - Funboard

Holmes Beach condo

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$95

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

Bradenton Beach cottage

3 bedrooms / 2 bathrooms / sleeps 8

“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 it. We will definitely be looking to rent from Tim again in the future.

Price per night from

$120

Gulf Beach Place - Just a few steps from the Beach

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

“Beautiful, friendly Beach Condo” Beautiful Condo right on the beach with awesome sunsets from the roof and a Dunkin Donuts within walking distance. While the teen/young adult slept in, I visited DD and walked the beach. The owner had a manual that provided lots of activities around the area and places to eat. We enjoyed our stay and would definitely visit again!

Responds fast! avg. 54 minutes

Price per night from

$213

Cozy Cabana West - Private Pool - Close to Beach

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$207

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

Bradenton Beach condo

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$297

Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

“Love this place” We absolutely loved our stay at the beach house. It was perfect for us and our two dogs. If you love wildlife it is perfect. Many birds and several dolphins were seen Several crabs on our beach. Plan on coming back next year. The morning sunrises were beautiful.

Price per night from

$458

AMI Beach Shack

Bradenton Beach townhouse

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$118

Ohana Hale Seaside 2 Bedroom

Anna Maria Island condo

2 bedrooms / 1 bathroom / sleeps 6

“Great Visit to AMI” I've stayed in two of Danny and Brenda's properties and both have been great. The properties are alway clean and in great condition. The location to the beach is perfect and the pool Is very nice. Looking forward to our next visit.

Responds fast! avg. 2 hours 7 minutes

Price per night from

$206

BAY FRONT HOUSE WITH PRIVATE DOCK

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 6 minutes

Price per night from

$290

Dolphin Pointe (North End of AMI!)

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 46 minutes

Price per night from

$360

On the Beach Paradise d

Holmes Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

“Absolutely beautiful!” Everything was perfect. Enjoyed coffee on the beach every morning and beautiful sunsets every evening. Can't wait to go back next year!

Price per night from

$207

AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$172

Blue Bayou

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

“"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 with and nothing is too much trouble. I have already recommended this accommodation to friends who were similarly impressed and we will be staying here for the third time later this year.

Responds fast! avg. 3 hours 40 minutes

Price per night from

$123

Ohana Hale North 2 Bedroom on Anna Maria

Holmes Beach house

2 bedrooms / 1 bathroom / sleeps 6

“Home is very comfortable and we really enjoyed our stay” Home is very comfortable. Loved the kitchen and owners could not be more accomadating.

Responds fast! avg. 2 hours 7 minutes

Price per night from

$206

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

Bradenton Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$332

Ohana Hale Beachside Suite D 2 Bedroom with Gulf View

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 7 minutes

Price per night from

$206

Ohana Hale South West Suite

Bradenton Beach house

2 bedrooms / 1 bathroom / sleeps 6

“Great place for a family Stay” We stayed for 5 days in June. Very clean and comfortble close to the beach and quiet. Excellent experience. We left some items there and they were even shipped to us promptly.

Responds fast! avg. 2 hours 7 minutes

Price per night from

$206

90 steps to the Beach!

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 5

“Amazing” Absolutely loved our stay! Beautiful condo right next to the beach. Had everything we needed! We will definitely be back!

Price per night from

$197

Fully Remodeled Vacation Rental Anna Maria Island

Holmes Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 6 minutes

Price per night from

$144

Holmes Beach Home w/Pool & Hot Tub, Walk to Beach!

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$305

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

Bradenton Beach apartment

3 bedrooms / 3 bathrooms / sleeps 6

“great place for florida vacation” the location was great, 180 degree views of the beach and water. manager Dan was very helpful and accomodating. condo was modern, spacious and well laid out for our family of 4 adults and 3 kids. kitchen was huge and well equipped pool was practically private. parking ample and mostly covered. beach chairs were in need of updating and perhaps too readily available for non-residents. perfect vacation for swimming, beach walks and shell hunting. plan to stay again if possible.

Price per night from

$287

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

Bradenton Beach cottage

4 bedrooms / 4 bathrooms / sleeps 15

Price per night from

$148

Runaway Bay - Bradenton Beach - Bay View Unit 193

Anna Maria Island condo

2 bedrooms / 2 bathrooms / sleeps 5

“Home away from home” This place is an incredible value. It's spacious and comfortable, and we felt right at home. Sarasota Bay is just steps from the back patio, and it's so lovely to sit outside and watch water--so many fish, dolphins, and birds right there. Everything was in good working order and clean upon our arrival. The beach is a quick walk across the street from the complex, and we spent a lot of time at the heated pool. We would love to rent this unit again! PERFECT LOCATION.

Price per night from

$172

Beautiful luxury beach front condominium

Anna Maria condo

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$722

Gorgeous views,spectacular home!

Anna Maria house

5 bedrooms / 3 bathrooms / sleeps 12

“Majestic Views” Our family loved our visit to Anna Maria. The house is gorgeous and spacious. My kids enjoyed the pool and eating outside. We hope to return in the near future.

Responds fast! avg. 2 hours 13 minutes

Price per night from

$550

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

“out standing place to stay” I would/will stay here again when we come back down. Everything is top notch and the home has everything you need. We enjoyed the pool and hot tube, used it every night. Mike and Lesley are very easy to work with and do anything to make things go smoothly.

Responds fast! avg. 1 hour 35 minutes

Price per night from

$288

Runaway bay 234 bright & clean 1bed /1 Bath Bradenton beach Anna Maria Island

Bradenton Beach condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 12 minutes

Price per night from

$138

Ohana Hale Beachside Suite A

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 7 minutes

Price per night from

$206

Anthony Beach Cottages Island Retreat

Holmes Beach house

4 bedrooms / 4 bathrooms / sleeps 8

“Family friendly” My family and I enjoyed our stay in Florida and we all loved being able to be under one roof again. My mothers dream was to take us 6 kids, now adults, to the ocean again. Also, she wanted her two new grand-sons to see the ocean fir the first time. Her dream was made reality staying at a beautiful beach house only 1 1/2 blocks from the beach. The beach access was beyond beautiful and as close to your own private beach, for at this time of year there was no crowding. The pool at the house was great for cooling off after a day at the beach and the pool room had several toys and floating devices for the kids to use. The house was fully stocked with towels for multiple days and the washer and dryer came in handy with babies around! The living room seating was great for a big family to gather around for late night discussions and the kitchen stocked with basic appliances for cooking and cleaning.The only thing that could have made the stay better, was a little comfier mattresses in the bedrooms. However the case, this beach house was a cherry on top to my family's short fall vacation to Florida!

Price per night from

$343

New 'Paradise Cove' Steps to beach & fishing Dock incl pole beach cart umbrella

Bradenton Beach apartment

1 bedroom / 1 bathroom / sleeps 3

“Great Family Fun!” Thank you for the use of your wonderful condo. We really enjoyed our week on Bradenton Beach. There was plenty of things to do for our family of five (three teenagers). Everyone was happy shopping, sightseeing and just relaxing on the many beaches in the area. The condo offered the luxury of feeling like a home instead of a hotel. Being able to do laundry (swimsuit and towels) was an added bonus. We will definately be coming back in the near future.

Price per night from

$308

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

Bradenton Beach house

3 bedrooms / 3 bathrooms / sleeps 6

“Excellent condo with elevator for all the ladies” Sharkey's Bar and Grill was by far the bet prime rib around. Sandbar had the best fish platter and Skinny's the best burgers and the City Pier Restaurant had great shrimp overall excellent food all around.

Price per night from

$373

Spectacular Beach House With GulfView Only Steps to a Pristine Beach

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$572

Sea Haze Cottage - Gorgeous waterfront pool beachhouse

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$347

'Seaclusion' Grnd fl SPOTLESS! Screen Lanai Courtyard Grill Fishing dock poles

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$343

Blue Heron Waterfront House Anna Maria island

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 10 minutes

Price per night from

$446

Ocean View

Holmes Beach condo

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$91

Viewing 38 of 2,045
rentals in Anna Maria Island

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About Anna Maria Island

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

Top Destination reviews

Sandy Pointe #205
Holmes Beach Vacation

Nice, clean condo. Great location near to beach, shopping, and restaurants. Loved the outside patio. … see more
RUNAWAY BAY #230 - 2 BED/2 BATH CONDO - STEPS TO BRADENTON BEACH ON ANNA MARIA
Excellent condo for family just steps away from pool and beach!!

Super clean condo with everything that you need for a great vacation! Chairs, umbrella and anything you would need for a beach day. Great view of pond and pool area. Owner checked in and super quick to respond if you have questions. Would definitely stay here again! … see more
3A Villa's on Anna Maria Island
Perfection

Villa 3A was absolutely perfect. The owner was very responsive from the time we booked and through out our stay. Very clean and was the perfect set up for everything we needed. There was a view of the Ocean out the bedroom window!! We will be back again to stay at 3A. … see more
Affordable Anna Maria Vacation - close to everything
Great place, Right Price

We stayed here for a last minute family vacation. The place was well equipped for us to just sit back, relax and do what we like to do. Centrally located and near the boat launch we were able to take advantage of bikes to get just about everywhere. The interior was comfortable and our favorite part was the spacious back yard area where we could leave paddle boards and fishing equipment. It truly was a great value for a week's stay. Budget minded renters will get a great deal here.see more
Sand Castle well appointed home steps from beaches
Great times

Absolutely loved the house. Spent most days out by the pool. Very private. Practically everything needed was supplied except groceries. I plan on coming back next year. I give this place 5 stars … see more
Anna Maria Island Beach Sands 203
Nice Place to Stay

Close to everything, condo was very nice, busy street to cross but easy if you take charge & many drivers will stop for you if you are more timid. Nice views of the gulf & bay as well. … see more

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