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Vacation Rentals & Beach Rentals in Anna Maria Island

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53 beach rentals

Dolphin Pointe (North End of AMI!)

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 46 minutes

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$361

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 6 minutes

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$123

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 23 minutes

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$116

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 46 minutes

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$208

coconuts Courtyard 114 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 38 minutes

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$164

Coconuts Courtyard 119 Upstairs

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 38 minutes

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$165

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.

Responds fast! avg. 3 hours 20 minutes

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$245

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

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

Responds fast! avg. 2 hours 38 minutes

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$197

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 Courtyard 116 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 38 minutes

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$165

Anthony Beach Cottages Gulfview Condo

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 4

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$260

Coconuts Poolside Unit 101

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 38 minutes

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$173

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 5

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$66

SUPER CLEAN-STEPS TO BEACH-WALK TO SHOPS, RESTAURANTS, NIGHT SPOTS

Anna Maria Island house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 30 minutes

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$444

Beach House on Anna Maria Island-Rental Openings

Holmes Beach villa

3 bedrooms / 3 bathrooms / sleeps 6

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$461

Sandy Pointe #205

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

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$127

Family Reunion Villa on Anna Maria Island, Florida

Bradenton Beach villa

4 bedrooms / 4 bathrooms / sleeps 12

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$457

Great rentals within 20 miles that match your search

Lovely one story home on the water

Palmetto house

2 bedrooms / 2 bathrooms / sleeps 4

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$327

Ultimate Madeira Beach OCEAN LOVERS PARADISE!!!

Madeira Beach apartment

3 bedrooms / 2 bathrooms / sleeps 8

“Dream Vacation” Had an excellent time. exceptional value. 3rd floor right on the beach. Spectacular views from balcony. Refreshing ocean breezes. Incredible sunsets. White sand beach. Clear ocean waters. Dolphins viewed every day from balcony. Great pool. Accomodations were excellent. Fantastic Vacation. Definitely recommend. Friendly host. John

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$205

BAY VIEW. SUNSETS. CLOSE TO ANNA MARIA ISLAND AND IMG ACADEMY

Bradenton house

3 bedrooms / 2 bathrooms / sleeps 6

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$287

"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!

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$143

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

2 bedrooms / 2 bathrooms / sleeps 4

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$156

Alice's Beach Bungalows Private Oasis #2

Treasure Island bungalow

1 bedroom / 1 bathroom / sleeps 4

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$260

LUXURY WATERFRONT CONDO ON ISLA DEL SOL/St.Pete's

St. Petersburg condo

2 bedrooms / 2 bathrooms / sleeps 4

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$230

Enjoy a Florida Vacation in a beachfront condo!

Madeira Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

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$202

Family friendly condo on the beach - Ocean Sands

Madeira Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$151

HAVE IT ALL, WITHOUT BREAKING THE BANK, Just available Dec.in a lovely condo

Madeira Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

“A relaxing and memorable vacation” A beautifully decorated condo 3-4 blocks from a great stretch of gulf coast beach. I'd recommend driving over if you want to bring chairs, cooler, etc. Beach parking is inexpensive. The condo itself is quiet, clean and lovely and offers a well-stocked kitchen, two good-sized bedrooms with comfortable queen beds, all linens (including beach towels), and cable TV in bedrooms and living room. Both saltwater and chlorinated pools on the premises. You can fish the Intercoastal Waterway from the yacht club piers. Great restaurants and John's Pass nearby. So much nicer than a hotel. The owner was great to work with. We hope to visit again.

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$116

Acorn Cottage - Casual Elegance & Lots of Elbow Room

St. Petersburg apartment

2 bedrooms / 1 bathroom / sleeps 3

“Rick and Angie are the best!” Had a fabulous week at the Acorn Cottage. I live in St. Pete and booked the cottage for my aunt to stay at while she was down from NC on vacation and I'm so glad I did. Rick and Angie were very hospitable, they had some great pamphlets explaining the different attractions around the St. Petersburg area, and even stocked the refrigerator with breakfast supplies for us. Most of my family was there throughout the week to visit my aunt, Angie and Rick were very laid back, kind, and patient with all of us (we can be a bit eccentric and loud). It was so much nicer than a stuffy hotel with people on either side of your room. I highly recommend a stay at the Acorn Cottage to anyone who is visiting the St. Petersburg area.

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$92

Stunning 2,550 Sq.ft House, FL

Bradenton house

4 bedrooms / 2 bathrooms / sleeps 8

“Awesome stay” We had a great stay at this property. We were there for my wife graduation our family and us loved it and will rent this property again.

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$223

Luxury Penthouse Condo Overlooking Beach/Gulf

Treasure Island apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Review” The place was amazing! Perfect weather and a great week! Thank you so much for the opportunity! We had the best week!

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$229

Walk to beach & St Armand's Circle !!!

Sarasota guest house

1 bedroom / 1 bathroom / sleeps 2

Travelers’ Choice award

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$181

Charming Beach House in Longboat Key/ pool/pet/dock

Longboat Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$263

Clean comfort in Bradenton book now

Bradenton caravan/mobile home

1 bedroom / 1 bathroom / sleeps 2

“great place to stay we loved it” nice and clean it had everything we needed close to beachs very clean park everyone was so nice and friendly can,t wait to go back thank Doug and Ronda Rogers

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$58

Spectacular Beachfront Condo-Private Beach/No Fees

St. Pete Beach condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 57 minutes

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$199

Vacation in Paradise... 'Living the Dream'

Madeira Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$179

ZILLI VILLA

Longboat Key villa

2 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 hours 51 minutes

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$416

Beautiful Braden River Waterfront Retreat!

Bradenton house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 24 minutes

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Price per night from

$150

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rentals in Anna Maria Island

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