Vacation Rentals & Beach Rentals in Anna Maria Island

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

Responds fast! avg. 1 hour 2 minutes

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$130

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!

Responds fast! avg. 2 hours 19 minutes

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$206

AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 5

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$172

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 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.

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$143

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. 46 minutes

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$533

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

Bradenton Beach cottage

4 bedrooms / 4 bathrooms / sleeps 15

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$148

5 Star - Private Pool & Dock, and Steps Away from the Beach - Fall Availability

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 24 minutes

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$399

Sea Haze Cottage - Gorgeous waterfront pool beachhouse

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 54 minutes

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$343

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

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

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$161

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.

Responds fast! avg. 2 hours 41 minutes

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$171

Affordable Anna Maria Vacation - close to everything

Holmes Beach house

1 bedroom / 2 bathrooms / sleeps 6

Responds fast! avg. 33 minutes

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$92

Sand Castle well appointed home steps from beaches

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 47 minutes

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$457

Charming 2 Bedroom/2 Bath Cottage on a Canal

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 39 minutes

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$308

A Lime Cottage Pool beach house..Ahhh this is it!!

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 6

“Love, love, love the Lime Cottage!!!” Well, where do I start? We absolutely loved out stay at the Lime Cottage. We felt immediately comfortable and at home upon arrival. Chris is an incredibly thoughtful and organized host. From not having to deal with keys to every amenity in the cottage you could possibly want in vacation getaway place. The whole place was very clean, decorated so well and created an extremely relaxing atmosphere. The beds were perfect and comfortable and everything worked! We thoroughly enjoyed making meals there and hanging out at the wonderful pool. We named the pool cleaner R2D2-14! Walking to the beach was a treat as is was so close. We enjoyed The Beach House Restaurant and Sharky's which are both walkable. The island is easy to get around and tends to relax you even more with it's built-in pace! We managed to play golf, go to a Hockey Game and take in a Baseball Game. Chris had plenty of maps and lots of information about the surrounding areas and activities to take in. No difficulties finding your way around. We managed to split the difference and spent a fair amount of time at the cottage as well away from it. By the time we came to the end of our stay, we all did not want to leave. We were quite comfy and could of easily stayed longer. On that note, I will say; we will definitely come back to this precious place. Chris and family, thank you for making this a wonderful experience Cheers Kellie & Bruce

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$196

Great Townhouse Very Close to the Beach, Shops, and Restaurants

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

“Famous Holiday” Everything was so perfekt ... WE CAME back next Year THE HOUSE BEAUTIFUL AND CLEAN.. THE Area perfekt

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$262

5 Bed/3.5 Bath/2900sq ft/Heated Pool/Golf Cart/Game Room/Beach Across St

Bradenton Beach house

5 bedrooms / 4 bathrooms / sleeps 14

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$1,370

Gorgeous Remodeled Townhouse between the BeachnBay

Bradenton Beach townhouse

3 bedrooms / 3 bathrooms / sleeps 6

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$200

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:)

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$246

On the Beach Paradise u

Holmes Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 19 minutes

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$207

Contemporary Beach House, Very Private Yard & Pool - 1.5 Blocks to Beach

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 50 minutes

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$196

Sunset Landings Condo with direct Gulf views

Bradenton Beach condo

2 bedrooms / 3 bathrooms / sleeps 4

Responds fast! avg. 2 hours 14 minutes

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$115

Sublime Interlude

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Wonderful place” We have spent the month of January here for the past seven years. We love the area and thoroughly enjoy the beach and weather. The owners are very helpful and accommodating. I highly recommend them.

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$263

Treehouse Escape

Bradenton Beach house

6 bedrooms / 5 bathrooms / sleeps 18

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Price per night from

$1,029

Charming newly renovated 2 bed 2 bath condo steps from the beach!

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

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$172

Resort 66 on the beautiful BEACH - Gulf of Mexico,

Anna Maria Island condo

1 bedroom / 1 bathroom / sleeps 4

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$164

Poseidon's Palace - 428 62nd St.

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$126

C-viewFlorida, Canal/Dock/Heated Pool/Near Gulf - A Hidden Gem

Anna Maria house

5 bedrooms / 4 bathrooms / sleeps 10

“Great Beach Vacation Spot” A really outstanding vacation house. The house is roomy, up-to-date in every way, and clean beyond all means. It has everything you need if you want to cook and if not you are very close to great resturants. You are a short hop to a beautiful beach. But you also have your own swimming pool and dock-bring your boats or whatever. The place was extremely clean upon arrival and was easy to find. Just a great place for a vacation.

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$491

Ann Maria Tree House

Holmes Beach condo

3 bedrooms / 3 bathrooms / sleeps 6

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$342

Surfside AMI, Many Amenities included!

Holmes Beach house

5 bedrooms / 4 bathrooms / sleeps 10

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$899

Bayfront Holmes Beach escape w/shared pool, dock access & views

Holmes Beach house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 39 minutes

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$144

First floor condo with bay view. Fully renovated. All new and waiting for you!

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

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$294

Great rentals within 20 miles that match your search

Siesta Key Oceanfront on Gulf with western sunsets, 1250 sq ft Townhome

Siesta Key villa

2 bedrooms / 3 bathrooms / sleeps 4

“Absolutely Perfect---one Kodak sunset after another” This townhome was gorgeous! We totally enjoyed our 3 week stay and hated to leave. Kelley (owner) could have not been more helpful. We fished off the dock and enjoyed watching the birds fish then dry their wings. Town is a short, enjoyable jaunt. Just a few blocks further are the most gorgeous beaches with sand like flour! If you are adventureous, walk to Point of Rocks at beach access 13 for the best shelling ever (only at very low tide)!!! We would come back in a heartbeat. The views from the lanai and upstairs balcony were awesome. Townhome was beautifully maintained and fully stocked. Thanks to Kelley and her daughter for a never-to-be-forgotten vacation.

Responds fast! avg. 2 hours 13 minutes

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$138

E12-Pass a Grille Isl Steps to Beach w/WiFi&Bikes

St. Pete Beach cottage

1 bedroom / 1 bathroom / sleeps 2

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$138

Quaint and charming studio cottage by the beach

Madeira Beach cottage

/ 1 bathroom / sleeps 4

“Great place” We enjoyed our vacation in this cozy cottage very much. It is well supplied, clean and comfortable. Love the high ceiling and the Murphy bed which gives a more spacious appeal to the small space. Appliances are good. The heated pool is deep and fabulous on warm days and the beach is just across the street and always gorgeous. There are many close restaurants and places to shop. The managers are nice and helpful. I highly recommend this place and would gladly stay here again.

Responds fast! avg. 36 minutes

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$86

The MacGregor House is 1925 Old Florida elegance

Sarasota house

4 bedrooms / 3 bathrooms / sleeps 7

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$314

Zilli Tower 503

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 6

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$228

"A Place In the Sun"

Treasure Island apartment

1 bedroom / 1 bathroom / sleeps 4

“It's Perftct!” We love a Place in the Sun because it is perfectly located in Sunset Beach - a perfect jewel - and is a unit perfectly appointed with everything we need for our vacation. Decorated beautifully, a kitchen missing nothing, and a very comfortable bed too! It's perfect for us!

Responds fast! avg. 2 hours 59 minutes

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$107

Florida Ocean Front Condo March 21- March 28 or April 11 -21, 2020

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 41 minutes

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$331

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rentals in Anna Maria Island

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