Vacation Rentals & Beach Rentals in Anna Maria Island

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264 beach rentals

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 Mark rescheduled planned maintenance in order to accommodate us. When we arrived there were fresh flowers, wine, cookies, music and a Anniversary Cake for us! The Beautiful ocean view pool home is in a perfect location on Anna Maria Island and equipped with everything you will need: floats for the pool, anything you would need to take to beach across the street, bikes to explore the island, a large kitchen stocked with everything you need to cook, very comfortable beds and spacious rooms, fresh orchids throughout the home, library of DVD's and books, and I could just keep going...make sure you take the bikes and explore - go to the Museum, to bean point, have fresh grouper sandwich at the Rod and Reel Pier, ride down to Two Scoops for an ice cream and take a walk on the City Pier, on Fridays at 12:30 you can pick up amazing fresh bread at Olive Oil Outpost with some other goodies, go have a custom snack at the Donut Experiment, A drink at the Sandbar Rest., Lunch or Dinner at the Waterfront is amazing, and more all a short bike ride away. All my wife and I can say is what a wonderful week and we will be back for sure!

Responds fast! avg. 7 minutes

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Price per night from

$397

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 so much to do on the island. We rented a paddle board for the week, which was delivered and picked up for us! So nice! This is a true vacation but also like being at home...less expensive than a hotel and you can cook meals for a lot less than going out all the time. It's nice to be able to do a load of laundry if you need to. It's nice to not have to bring towels, beach chairs and umbrella, it's already there! The view from the lanai is spectacular, we spent a lot of time out there, we ate our meals there,played cards, watched sunsets. Bedrooms are so comfortable ,bathrooms are spacious,TV in every room, books to read, just so convient and relaxing.

Responds fast! avg. 32 minutes

Match: Sea view

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Price per night from

$221

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. 1 hour 49 minutes

Match: Sea view

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Price per night from

$180

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

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 32 minutes

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Price per night from

$228

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. 3 hours 39 minutes

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Price per night from

$792

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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Price per night from

$206

Oceanfront house with great views, easy beach access, and free WiFi

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$350

Gulf-front condo w/ balcony & shared heated pool - steps to the beach & trolley!

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$193

Ohana Hale Beachside Suite D 2 Bedroom with Gulf View

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 58 minutes

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Price per night from

$178

Blue Heron Waterfront House Anna Maria island

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 47 minutes

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Price per night from

$422

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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Price per night from

$399

Ohana Hale Beachside Suite A

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 58 minutes

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Price per night from

$178

Center of Everything with 60 second walk to beach

Bradenton Beach condo

1 bedroom / 1 bathroom / sleeps 2

“Perfect weather!” This condo was clean and well equipped! The owner responded promptly . Great location .... although it was a busy street cars often stopped to let us cross. I loved having the beach across the street and the bay a few blocks away! The one problem was the unsecured wifi .... everyone around us seemed to be secured..... this would have helped !

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Price per night from

$132

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!

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Price per night from

$196

Oceanview getaway with shared pool & private patio - steps from the beach

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$374

Ohana Hale Beachside Suite B One Bedroom

Bradenton Beach apartment

1 bedroom / 1 bathroom / sleeps 4

“Beautiful” We thoroughly enjoyed our stay here. Unit was just what we wanted---small, well appointed, convenient to walk to beach & restaurants & Brudge Street. Our hosts were very nice & responsive before & during our stay- thanks for a great trip.

Responds fast! avg. 1 hour 58 minutes

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Price per night from

$155

NEW LISTING! Great beachside condo with a shared pool and balcony views!

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$216

Holmes Beach Family Home w/Private Pool & 3 Decks!

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 4 minutes

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Price per night from

$295

NEW LISTING! Luxury beachfront penthouse w/ Gulf views, balcony, & shared pool

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 39 minutes

Match: Sea view

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Price per night from

$1,042

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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Price per night from

$1,374

GULF COAST DESTINATION

Bradenton Beach condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 19 minutes

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Price per night from

$144

Ohana Hale Beachside Suite C Studio

Anna Maria Island apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 58 minutes

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Price per night from

$155

Gorgeous BEACH Ranch just STEPS from the Gulf of Mexico BEACHES, Heated POOL!!!

Bradenton Beach house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 10 minutes

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Price per night from

$373

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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Price per night from

$207

Tiffany Place - Gulf Front Complex

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$205

Beautiful Anna Maria Gulf Front!

Holmes Beach condo

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$212

Gulf front, charming home right on the beach - stunning views & dogs welcome!

Anna Maria house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$255

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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Price per night from

$115

Elegant home w/ furnished balcony & shared pool - walk to the beach

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$335

SPECIAL! $650 8/24 - 8/31. PRIME LOCATION AMI DIRECTLY ON BEACH HEATED POOL

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 58 minutes

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Price per night from

$287

Anthony Beach Cottages Gulfview Condo

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$315

Treehouse Escape

Bradenton Beach house

6 bedrooms / 5 bathrooms / sleeps 18

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Price per night from

$1,029

NEW LISTING! Luxury, bay-view condo with shared pool & spacious kitchen

Holmes Beach condo

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 18 minutes

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Price per night from

$303

Beachfront condo w/ Gulf views, 2 decks & community pool - steps to the trolley!

Holmes Beach house

2 bedrooms / 3 bathrooms / sleeps 4

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Price per night from

$264

'Pelican Cove' Bradenton Beach Condo w/Pool Access

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 57 minutes

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Price per night from

$213

Waterfront condo with furnished balcony overlooking the pristine beach

Holmes Beach house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$248

The Magnolia Lady - Anna Maria Beach Front Rental

Anna Maria house

4 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$630

Spacious home moments away from the beach, gorgeous views & near plenty to do!

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$676

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rentals in Anna Maria Island

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