Pool & outdoor living on Anna Maria Island
Pool & Outdoor Living
Pools and outdoor living are the centerpiece of a Florida beach vacation—your own private space to cool off, unwind after the sand, and stretch out like you’re at a resort (without sharing it).
SandboxBeachHouse.com keeps it relaxed and family-friendly with a heated pool and easygoing backyard time. Dogs ≤ 35 lbs are welcome.
Heated pool
Bradenton Beach Rentals with Heated Pool
Relax in a private heated pool steps from the Gulf in Holmes Beach on Anna Maria Island. Family-friendly and dog-friendly (dogs ≤ 35 lbs).
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Outdoor living
Anna Maria Island Homes with Private Pool
Book a private-pool beach house in Holmes Beach on Anna Maria Island. Family-friendly outdoor living and dogs ≤ 35 lbs welcome.
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Beach rhythm
Bradenton Beach Rentals: Pool + Beach Combo
Get the best of both worlds: beach mornings and private pool afternoons on Anna Maria Island. Family-friendly and dog-friendly (dogs ≤ 35 lbs).
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Family-friendly
Anna Maria Island Rentals with Sun Loungers by the Pool
Sun loungers + a private pool make your Anna Maria Island stay feel resort-like—without the hotel crowds. Dogs ≤ 35 lbs welcome.
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Heated pool
Bradenton Beach Homes with Pool + Outdoor Grill
Enjoy pool days and easy dinners with an outdoor grill at a relaxed, family-friendly Anna Maria Island rental. Dogs ≤ 35 lbs welcome.
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Outdoor living
Anna Maria Island Rentals with Covered Patio by the Pool
Stay comfortable in the Florida sun with a covered patio and private pool on Anna Maria Island. Family-friendly and dogs ≤ 35 lbs welcome.
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Beach rhythm
Bradenton Beach Rentals with Poolside Outdoor Dining
Poolside outdoor dining makes your Anna Maria Island vacation feel resort-like—without shared hotel spaces. Dogs ≤ 35 lbs welcome.
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Family-friendly
Family Rentals with Safe Pool Setup on Anna Maria Island
Enjoy a private pool on Anna Maria Island with a family-friendly setup and a relaxed environment. Dogs ≤ 35 lbs welcome.
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Heated pool
Bradenton Beach Rentals with Resort-Style Backyard
Get a resort-style backyard experience with a private heated pool on Anna Maria Island. Relaxed, family-friendly, dogs ≤ 35 lbs welcome.
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Outdoor living
Anna Maria Island Rentals with Outdoor Shower + Pool
Rinse off after the beach with an outdoor shower, then jump into your private heated pool. Family-friendly, dogs ≤ 35 lbs welcome.
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Beach rhythm
Bradenton Beach Rentals with Evening Pool Lighting
Enjoy calm night swims with evening pool lighting at a private Anna Maria Island rental. Family-friendly, dogs ≤ 35 lbs welcome.
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Family-friendly
Anna Maria Island Rentals with Tropical Pool Landscaping
Enjoy a tropical, private pool setting on Anna Maria Island. Relaxed, family-friendly outdoor living with dogs ≤ 35 lbs welcome.
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Heated pool
Bradenton Beach Rentals with Private Fenced Pool Area
Enjoy a more private pool experience on Anna Maria Island with a fenced outdoor space. Family-friendly and dogs ≤ 35 lbs welcome.
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Outdoor living
Quiet Pool Rentals on Anna Maria Island
Find a quiet, private pool experience on Anna Maria Island—no crowds, no shared spaces. Family-friendly and dogs ≤ 35 lbs welcome.
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Beach rhythm
Morning Swim Rentals with Heated Pool in Bradenton Beach
Start your day with a quiet morning swim in a heated private pool on Anna Maria Island. Family-friendly and dogs ≤ 35 lbs welcome.
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Family-friendly
Sunset Swim Rentals on Anna Maria Island
End the day with a sunset swim in a private heated pool on Anna Maria Island. Family-friendly outdoor living with dogs ≤ 35 lbs welcome.
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Heated pool
Clean & Sanitized Pool Rentals in Bradenton Beach
Enjoy a clean, private heated pool at a family-friendly Anna Maria Island rental. Relaxed outdoor living and dogs ≤ 35 lbs welcome.
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Outdoor living
Rainy Day Pool Fun Rentals on Anna Maria Island
Florida showers happen—stay flexible with a heated private pool and comfortable outdoor living on Anna Maria Island. Dogs ≤ 35 lbs welcome.
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Want the “private resort” feel without hotel crowds?
Build your ideal day: beach mornings, pool afternoons, and a calm evening swim—then do it again tomorrow.