Vacation Rentals & Beach Rentals in Anna Maria Island

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85 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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$397

Dolphin Pointe

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 21 minutes

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$294

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

Coconuts Beach Front 106 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$196

Coconuts Two Bedroom 118 Upstairs Courtyard

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$196

Coconuts Beach Front 105 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$252

Coconuts Poolside Unit 104

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

“The BEST spot on the island!” 24 hours ago we got home from our vacation to Anna Maria at the Coconuts! I'm already wishing we could get a plane and head back!! We absolutely love this island.. And finally lucked out finding the perfect place to stay! We rented a pool side room which was perfect for my family! My daughter couldn't wait to get up and jump in the pool at 9am and just a few steps walk out of the pool gate was the GULF! The location could not be better. The beach wasn't busy like around the public entrances we have previously been on. We could even cast out our poles and catch fish while we enjoyed the beach. My 8 year old daughter caught 5 fish right off the bat Saturday morning! The actual room was great too! Very old school Florida beach feeling to it.. It really felt like the island life! If your looking for a top of the line updated place.. This wouldn't be your place. But if your just looking for that true island feeling.. It's here! It has everything you could possibly need on a condo.. Other then a washer and dryer, but they are on site and I was able to come home with clean luggage to put away! The only complaint we have is the beds.. They were not comfortable at all. Doing our full 10 vacation on those would have been tough. The pricing was VERY reasonable also.. A lot of places on the island can get pricey. The Resort on all was awesome tho! We love it.. And we will be back next year

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$207

Coconuts Beach Front 108 Ground floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

“Great” Great location! Beautiful view. The condo was was spacious enough for a small group. The beds were a little harder than I would like but the location of the condo and view were great.

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$252

Coconuts Courtyard 119 Upstairs

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$189

Coconuts Beach Front 109 Upstairs

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$196

Coconuts Beach Front 107 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$304

Coconuts Two Bedroom Unit 117 Upstairs Courtyard

Holmes Beach villa

1 bedroom / 2 bathrooms / sleeps 8

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$252

Coconuts Tahitian 207

Holmes Beach apartment

1 bedroom / 2 bathrooms / sleeps 2

“Great beach location!” This is a wonderful location for a little beach cottage! Plenty of space, walking distance to not only the beach, but restaurants, the local trolly stops, the list goes on! Cleanliness of the cottage was a little disappointing. When we first arrived, most of the rugs still had dust and dirt on them and you could tell they had not been touched or swept. There was still hair in the sink and it had not been wiped down or cleaned. Other than that, the place was perfect for our little weekend beach getaway!

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$166

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 35 minutes

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$228

Update One Bedroom/One Bath with view and steps to beach unit 234 runaway bay

Bradenton Beach condo

2 bedrooms / 1 bathroom / sleeps 4

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$110

coconuts Courtyard 114 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$243

Island Vacation Rental

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Island Paradise” The moment we arrived, exhausted after many delays and problems, the Thomas' home became our home. The condo is well appointed, with comfortable beds, a wonderful kitchen and a fully stocked linen closet, right down to beach towels. Laine, Kevin and Howard are so responsive and saw to all of our needs. Location was prime. We walked to get groceries, eat and do other shopping. There were 7 miles of beaches to explore and the quaint villages of anna Maria and Cortez and Bridge Street kept us occupied when we weren't soaking up the sun. The lanai was my favorite place to drink my coffee and check out the action at the pool each morning . We ate the majority of our meals there, under the twinkling lights. It was a wonderful month!

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$147

Coconuts Beach Front 112 Upstairs

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$196

Coconuts Beach Front 110 Upstairs

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$252

3B Villas on Anna Maria Island Two Bedroom

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 6

“Vacation” Nice quiet clean and had everything we needed we had a wonderful time and the beach is only a block away

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$176

Coconuts Poolside Unit 102

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$207

Coconuts Courtyard 116 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$189

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

Coconuts Poolside Unit 101

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$160

Coconuts Courtyard 115 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$189

Anthony Beach Cottages Gulfview Condo

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 4

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$315

Relaxed Old Florida Lifestyle: Apt 162 Runaway Bay

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Steps away from pool!” Well-equipped 2 BR condo with lovely decor located near large heated pool. Beautiful complex just south of Anna Maria Island with nearby Publix Supermarket. Close to the beach with chairs provided by condo owner. Three HD TV's in apt. although with only basic cable provided many of favorite channels unavailable--this was the only disappointing feature I can think of overall. Wi-Fi was excellent and owner provided free telephone calling in USA. Washer/Dryer in apt. another big plus! Would highly recommend this apt. rental.

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$148

Runaway Bay

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

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$148

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 55 minutes

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$101

Coconuts Poolside Unit 103

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

“Holiday vacation” We loved the place. We had to ask several times ar the beginning of our stay to please put the pool heater on. It eventually got up to 85 but then got cold again. Hopefully next year it will be fixed on a warm temperature. We loved our room and Joyce was very kind and helpful. Definitely would recommend this place! Kenneth

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$160

Anna Maria Island Beach Palms 5B

Anna Maria Island condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 48 minutes

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$344

Absolute Anna Maria

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 48 minutes

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$343

4 Bdrm, 3 Bath, Private Heated Saltwater Pool, Private Elevator, Sleeps 10!

Anna Maria Island house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 16 minutes

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$262

Beach House on Anna Maria Island-Rental Openings

Holmes Beach villa

3 bedrooms / 3 bathrooms / sleeps 6

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$229

The Anna Maria Island Beach Paradise 10

Anna Maria Island condo

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 48 minutes

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$164

Family Reunion Villa on Anna Maria Island, Florida

Bradenton Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

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$262

Sandy Pointe #205

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

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$126

Great rentals within 20 miles that match your search

"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

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rentals in Anna Maria Island

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