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Private Pool Rentals

Pelican Place

Anna Maria

Pelican Place

Sleeps 8 • 3 BRs • 2 BAs

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The Lookout

Anna Maria

The Lookout

Sleeps 6 • 3 BRs • 2 BAs

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Beach Daze

Holmes Beach

Beach Daze

Sleeps 4 • 2 BRs • 2 BAs

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Cocktails and Dreams

Holmes Beach

Cocktails and Dreams

Sleeps 8 • 4 BRs • 4 BAs

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H2O Bungalow

Anna Maria

H2O Bungalow

Sleeps 8 • 3 BRs • 3 BAs

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Sea Mist

Anna Maria

Sea Mist

Sleeps 6 • 3 BRs • 2 BAs

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Gone Coastal Duplex

Holmes Beach

Gone Coastal Duplex

Sleeps 8 • 4 BRs • 4 BAs

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Grains of Sand

Holmes Beach

Grains of Sand

Sleeps 8 • 4 BRs • 4.5 BAs

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Limelight

Anna Maria

Limelight

Sleeps 6 • 3 BRs • 2 BAs

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Barefoot Bliss

Holmes Beach

Barefoot Bliss

Sleeps 6 • 3 BRs • 3 BAs

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Key Lime Cottage

Holmes Beach

Key Lime Cottage

Sleeps 6 • 2 BRs • 2 BAs

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Luxe Island Escape

Anna Maria

Luxe Island Escape

Sleeps 8 • 4 BRs • 4.5 BAs

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Gone Coastal

Holmes Beach

Gone Coastal

Sleeps 6 • 2 BRs • 2 BAs

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Beachy Blue

Holmes Beach

Beachy Blue

Sleeps 8 • 4 BRs • 4 BAs

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A Sea Star

Anna Maria

A Sea Star

Sleeps 8 • 3 BRs • 3 BAs

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Bliss by the Beach

Anna Maria

Bliss by the Beach

Sleeps 4 • 2 BRs • 2 BAs

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What a Catch

Bradenton Beach

What a Catch

Sleeps 16 • 7 BRs • 7.5 BAs

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Saltwater Heaven

Holmes Beach

Saltwater Heaven

Sleeps 8 • 4 BRs • 3.5 BAs

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Out of Office

Holmes Beach

Out of Office

Sleeps 6 • 3 BRs • 3 BAs

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White Palms

Anna Maria

White Palms

Sleeps 6 • 3 BRs • 2 BAs

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Paradise Pointe

Anna Maria

Paradise Pointe

Sleeps 7 • 3 BRs • 2 BAs

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A Villa Paradise

Holmes Beach

A Villa Paradise

Sleeps 6 • 3 BRs • 2 BAs

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Anna Margaritas

Anna Maria

Anna Margaritas

Sleeps 6 • 2 BRs • 2 BAs

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Seahorse and Starfish

Bradenton Beach

Seahorse and Starfish

Sleeps 14 • 4 BRs • 4 BAs

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Casa Azul

Anna Maria

Casa Azul

Sleeps 8 • 4 BRs • 4.5 BAs

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Under the Foxtails

Holmes Beach

Under the Foxtails

Sleeps 6 • 3 BRs • 3 BAs

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Bay Bungalow

Anna Maria

Bay Bungalow

Sleeps 8 • 3 BRs • 2 BAs

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Hook Wine and Sinker

Anna Maria

Hook Wine and Sinker

Sleeps 8 • 4 BRs • 2.5 BAs

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Kiwi Cabana

Holmes Beach

Kiwi Cabana

Sleeps 6 • 2 BRs • 2 BAs

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Rollin' with the Waves

Holmes Beach

Rollin' with the Waves

Sleeps 6 • 3 BRs • 2 BAs

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The Pink Chicken

Holmes Beach

The Pink Chicken

Sleeps 6 • 3 BRs • 2 BAs

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No Tan Lines

Anna Maria

No Tan Lines

Sleeps 8 • 4 BRs • 4 BAs

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Gone Coastal 3

Holmes Beach

Gone Coastal 3

Sleeps 6 • 3 BRs • 2 BAs

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Whispering Winds

Anna Maria

Whispering Winds

Sleeps 6 • 2 BRs • 2 BAs

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Pier to Pier Paradise

Anna Maria

Pier to Pier Paradise

Sleeps 8 • 4 BRs • 4.5 BAs

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AMI Beach Hideaway

Anna Maria

AMI Beach Hideaway

Sleeps 6 • 2 BRs • 2 BAs

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Peaceful Holmes

Holmes Beach

Peaceful Holmes

Sleeps 6 • 3 BRs • 3 BAs

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Wish Upon a Starfish

Holmes Beach

Wish Upon a Starfish

Sleeps 6 • 3 BRs • 3 BAs

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Sand Trap

Anna Maria

Sand Trap

Sleeps 8 • 4 BRs • 4 BAs

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A Shore Thing

Holmes Beach

A Shore Thing

Sleeps 6 • 3 BRs • 2 BAs

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My Mistress

Anna Maria

My Mistress

Sleeps 8 • 3 BRs • 3 BAs

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Paradise Blu

Anna Maria

Paradise Blu

Sleeps 8 • 4 BRs • 4.5 BAs

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Sun and Spring

Anna Maria

Sun and Spring

Sleeps 8 • 3 BRs • 2.5 BAs

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Iris-istible Options

Anna Maria

Iris-istible Options

Sleeps 8 • 4 BRs • 3 BAs

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Aquamarine Oasis

Holmes Beach

Aquamarine Oasis

Sleeps 6 • 3 BRs • 3 BAs

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Bubbles Up

Holmes Beach

Bubbles Up

Sleeps 8 • 4 BRs • 3.5 BAs

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Blue Tides

Holmes Beach

Blue Tides

Sleeps 6 • 3 BRs • 3 BAs

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Jacaranda Gem

Anna Maria

Jacaranda Gem

Sleeps 8 • 3 BRs • 2.5 BAs

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Idyll Tides

Anna Maria

Idyll Tides

Sleeps 7 • 3 BRs • 2 BAs

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Ocean Minded

Anna Maria

Ocean Minded

Sleeps 8 • 3 BRs • 3 BAs

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AMI Villa

Holmes Beach

AMI Villa

Sleeps 6 • 3 BRs • 3 BAs

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Saltwater Bliss

Holmes Beach

Saltwater Bliss

Sleeps 10 • 5 BRs • 3.5 BAs

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Gone Coastal Too

Holmes Beach

Gone Coastal Too

Sleeps 4 • 2 BRs • 2 BAs

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Anna Belle

Anna Maria

Anna Belle

Sleeps 8 • 3 BRs • 3 BAs

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Jungalow Bay

Anna Maria

Jungalow Bay

Sleeps 7 • 3 BRs • 3 BAs

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The Veranda on Jacaranda

Anna Maria

The Veranda on Jacaranda

Sleeps 8 • 4 BRs • 3.5 BAs

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Manatee Manor

Anna Maria

Manatee Manor

Sleeps 8 • 3 BRs • 2 BAs

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Groovy Guava

Holmes Beach

Groovy Guava

Sleeps 5 • 2 BRs • 2 BAs

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Beachfront Bliss

Anna Maria

Beachfront Bliss

Sleeps 8 • 5 BRs • 5.5 BAs

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Jungalow Beach

Anna Maria

Jungalow Beach

Sleeps 8 • 4 BRs • 6.5 BAs

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Beach & Bay

Bradenton Beach

Beach & Bay

Sleeps 18 • 7 BRs • 8 BAs

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H2O 360

Anna Maria

H2O 360

Sleeps 8 • 3 BRs • 2 BAs

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Tiki Time

Bradenton

Tiki Time

Sleeps 12 • 4 BRs • 2.5 BAs

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Find Your Anna Maria Island Pool Rental

Make the most of your Anna Maria Island getaway with a professionally managed vacation rental featuring a private pool. Beach Boutique Rentals offers inviting homes with pools for quiet mornings, afternoon swims, and relaxing evenings. Choose from cozy cottages, family-friendly homes, pet-friendly options, and spacious properties for larger groups.

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Our private pool rentals are close to Gulf beaches, restaurants, shops, and island attractions. Browse the homes above to compare locations, bedrooms, guest capacity, and additional amenities, then book directly with our local team for support before and throughout your stay.

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