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Anna Maria Rentals with Pools

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1,283 beach rentals in Anna Maria with pools

Dolphin Pointe (North End of AMI!)

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 46 minutes

Match: Swimming pool

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Price per night from

$360

Holmes Beach Home w/Pool & Hot Tub, Walk to Beach!

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 46 minutes

Match: Swimming pool

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Price per night from

$305

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. 2 hours 13 minutes

Match: Swimming pool

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Price per night from

$550

Blue Heron Waterfront House Anna Maria island

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 10 minutes

Match: Swimming pool

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Price per night from

$446

Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$573

Sand Castle well appointed home steps from beaches

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 10 minutes

Match: Swimming pool

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Price per night from

$515

Gladiolus on the Water

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 35 minutes

Match: Swimming pool

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Price per night from

$338

Canalfront Anna Maria Cottage w/ Pool & Hot Tub!

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 46 minutes

Match: Swimming pool

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Price per night from

$408

AMI Du Soleil

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 9 minutes

Match: Swimming pool

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Price per night from

$346

Canary Cottage

Anna Maria house

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 55 minutes

Match: Swimming pool

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Price per night from

$294

Seashell - Less than 1 minute to the beach - PRIVATE POOL and PET friendly!

Anna Maria condo

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 14 minutes

Match: Swimming pool

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Price per night from

$229

Manatee Manor

Anna Maria house

1 bedroom / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 35 minutes

Match: Swimming pool

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Price per night from

$411

WAVES EDGE ANNA MARIA

Anna Maria house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 35 minutes

Match: Swimming pool

All filters match

Price per night from

$1,108

Sand N Suds

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 35 minutes

Match: Swimming pool

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Price per night from

$275

Spring Break

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 35 minutes

Match: Swimming pool

All filters match

Price per night from

$294

213 75TH STREET

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 35 minutes

Match: Swimming pool

All filters match

Price per night from

$384

Jacaranda Beach House - one minute walk to the beach! Private Pool

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 14 minutes

Match: Swimming pool

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Price per night from

$279

Aquaville B - a 3/1 beauty with pool in the heart of Anna Maria, pet friendly

Anna Maria apartment

3 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 14 minutes

Match: Swimming pool

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Price per night from

$200

Lazy Hammock

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 55 minutes

Match: Swimming pool

All filters match

Price per night from

$343

Manatee Cottage

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 35 minutes

Match: Swimming pool

All filters match

Price per night from

$275

Aquaville A - 2/1 beauty with private pool in the heart of Anna Maria. Pets!

Anna Maria apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 14 minutes

Match: Swimming pool

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Price per night from

$180

215 SPRING AVENUE

Anna Maria house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 55 minutes

Match: Swimming pool

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Price per night from

$769

Coconut Bayou - a gem with heated pool on a fantastic location in Anna Maria

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 14 minutes

Match: Swimming pool

All filters match

Price per night from

$300

Coastal Cottage - NORTH END 3 bedroom, 2 bath pet friendly pool home!

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 14 minutes

Match: Swimming pool

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Price per night from

$220

Island Priva-Sea

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 55 minutes

Match: Swimming pool

All filters match

Price per night from

$343

Salty Turtle

Anna Maria house

1 bedroom / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 35 minutes

Match: Swimming pool

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Price per night from

$343

Tarpon Pointe

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 35 minutes

Match: Swimming pool

All filters match

Price per night from

$275

Pleasant Palms

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 35 minutes

Match: Swimming pool

All filters match

Price per night from

$187

203 76TH ST- DOWNSTAIRS

Anna Maria log cabin

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 35 minutes

Match: Swimming pool

All filters match

Price per night from

$308

50 Steps to the Beach!

Anna Maria condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 15 minutes

Match: Swimming pool

All filters match

Price per night from

$296

203 76TH ST- UPSTAIRS

Anna Maria cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 55 minutes

Match: Swimming pool

All filters match

Price per night from

$212

7201 PALM DR

Anna Maria cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 35 minutes

Match: Swimming pool

All filters match

Price per night from

$193

"Island Oasis" A single family North end canal home with pool

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

All filters match

Price per night from

$419

Coconut Cove

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 26 minutes

Match: Swimming pool

All filters match

Price per night from

$603

Anchor Splash

Anna Maria house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 26 minutes

Match: Swimming pool

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Price per night from

$464

Blue Lagoon South

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 26 minutes

Match: Swimming pool

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Price per night from

$206

C View

Anna Maria house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 26 minutes

Match: Swimming pool

All filters match

Price per night from

$516

North Bay Cottage 513

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 55 minutes

Match: Swimming pool

All filters match

Price per night from

$275

Viewing 38 of 1,283
rentals in Anna Maria

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