Best Anna Maria Island Vacation Homes with Pools

When you're vacationing on Anna Maria Island, you'll want to relax and adopt our island lifestyle.  No hurry, no rush, just relaxation!  What better way to do that than poolside at your beautiful luxury vacation rental home?  Prepare to be dazzled by these amazing properties that feature a pool.  It's time to start packing those bathing suits!


Every kid (and grown up kids at heart!) will have a blast with their very own waterslide and pool during vacation!  The adults in your party can sit back and watch while sipping a tropical cocktail, or join in the fun.  Check out our Anna Maria Island luxury vacation rental homes with Waterslides!


The best of both worlds!  Pool for cooling off after a long day of fun in the sun at the gorgeous nearby beaches of Anna Maria Island. Spa for warming and relaxing!  Dive into these luxury vacation rental homes featuring pools and spas!
Sarah Tucker, AMI Locals
Sarah Tucker
Sarah Tucker, AMI Locals


Picture-perfect sunny weather awaits you on Anna Maria Island. There's nothing better than lounging by a beautiful tropical pool on your vacation! Check out these amazing AMI Locals luxury vacation rental homes with a pool!
Sarah Tucker, kids splashing in the pool at Anna Maria Beach House       
Sarah Tucker, family vacation with AMI Locals
Sarah Tucker, family vacation to Anna Maria Island
Anna Maria Island Vacation Rental Hammock

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Anna Maria Island Vacation Specials & Discounts

Special and Discounts

Check out our Specials and Discounted Pricing! Book Now to take advantage of these limited-time deals, and sign up for our newsletter for promo codes and the latest offers.

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Anna Maria Island Nightly Vacation Rentals

Nightly Beachfront Rentals

Looking for a shorter stay? Check out our sister property, The Bali Hai Beachfront Resort and Spa.  Featuring a private beach, pool, spa, and brand-new lounge!

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Anna Maria Island Property Management

Property Management

We want to partner with you to turn your beautiful Anna Maria Island Property into an even greater asset for you. Contact us about our Rental Management today!

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