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54 beach rentals

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

Holmes Beach house

3 bedrooms
3 bathrooms

sleeps 6

“Perfect Luxury” Our 5-week stay at this vacation rental was absolutely perfect. The house was everything you could ask for and more. We have stayed in many vacation rentals in the last 20 or so years that we have been coming to anna Maria Island and I have to say this one was right at the top of the list. The kitchen was outfitted with everything you could want. The beds were very comfortable. The neighborhood was nice and quiet. Short walk to the beach. The owners were very nice to deal with and always responded quickly and were very warm and helpful. Definitely can recommend this vacation rental.

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Price per night from

$476

Beautiful Longboat Key Home!

Bradenton Beach house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 27 minutes

Match: Table tennis Golf course on site or within 15 min walk

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Price per night from

$516

White Sand Beaches- Bayfront Park

Anna Maria house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$631

Anna Maria Island Beach Happy-Direct Beach Front-1BR-1BR

Bradenton Beach house

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$231

Anna Maria Island Beach Watch

Bradenton Beach house

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$253

SNOWBIRDS 25 - 40% OFF 5* Waterfront Canal Pool Home-Dock/Kayak/Bikes/Family fun

Holmes Beach house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$230

Anna Maria Island Beach Paradise 10

Holmes Beach studio

Studio
1 bathroom

sleeps 2

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$227

NEW! Luxurious Coastal Condo 5 minutes to Anna Maria Island

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$402

Anna Maria Island Martinique On The Beach

Holmes Beach condo

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$780

Rambo's Beach Retreat! Tradewinds Unit 14

Bradenton Beach condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$453

Anna Maria Island Retreat

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$223

Paradise Palms-Private Beach Access-Heated Pool-Water Views From Every Room

Bradenton Beach condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$227

Anna Maria Island Sun's Up B

Bradenton Beach house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$481

Anna Maria Island Beach Bay Breeze

Bradenton Beach condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$191

Anna Maria Island Runaway Tropical Dream-One Minute Walk To The Beach-Heated Poo

Bradenton Beach condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$216

Anna Maria Island Beach Sands 101

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$265

Anna Maria Island Beach Palms 2A

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$190

Anna Maria Island Edgewater Bungalow

Holmes Beach house

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$296

Anna Maria Island Sun's Up A

Bradenton Beach house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$493

Anna Maria Island Beach View 207

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$186

Anna Maria Island Beach Palms 2B

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$249

Anna Maria Island Surfside Bungalow

Holmes Beach house

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$356

Anna Maria Island Beach Sands 201

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$286

Anna Maria Island Runaway Tropical Escape

Bradenton Beach condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$193

Anna Maria Island Beach Palms 6B

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$190

Anna Maria Island Beach Palms 5B

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$237

Anna Maria Island Beach Palms 7A

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$190

Anna Maria Island Beach Sands

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 5

“Paradise” We loved this place, felt right at home the minute we walked in the door. Had a view minor problems and the service to deal with them was awesome. Thanks Terry for a great experience, being our first time here on anna Maria Island. If we didn't need the extra bedroom, we would have booked for next yr. Location~~!! wow, close to great restaurants Love the view...can't say enough of the sunsets and of course the dolphins, got chills every time I seen them, almost daily...first class...thanks...

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$334

Gulf Breeze Ami-2BD-2BA-Condo-Private Beach Access-Heater Pool-Water Views From

Bradenton Beach condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$178

Anna Maria Island Sunshine Kiss Villa

Holmes Beach studio

Studio
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$153

Anna Maria Island Absolute Anna Maria-Private Beach Access-Heated Pool-Wi-Fi

Anna Maria Island apartment

2 bedrooms
2 bathrooms

sleeps 5

“A little gem” Lovely condo, great views and ideally situated for restaurants and shopping (all within walking distance). Would definitely come back again.

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$262