Splash into one of our gorgeous private pool rentals in Anna Maria Island! The perfect complement to a beach vacation is a home with a private pool, and we’re pleased to offer an impressive collection of properties that meet the demand. Take a swim after a morning walk on the shore or skip the crowds at the beach and kick back in the sun poolside—or even take a moonlit float beneath the stars. The possibilities are endless with one of our Anna Maria Island rentals with a pool!
Dreamy Rentals with Stunning Private Pools
From charming little island getaways to huge multi-bedroom retreats, our Anna Maria Island vacation rentals with private pool are some of the finest we have to offer, and many of them come with amenities that will give your vacation the extra luxury you’re looking for. Wake up for a morning dive in pristine waters or spend a lazy afternoon reading in the sun—it’s all up to you when you have your own personal pool! Each property has its own unique features, but some of our pools have highlights such as shallow areas for children, connected hot tubs, and built-in tables so you can enjoy snacks and drinks without ever leaving the water! You’ll find all of our properties offer up fully equipped kitchens, so you can make meals at home if you wish. Other amazing features you might find in our Anna Maria Island Vacation Rentals With a Pool include updated modern interiors, outdoor patios and balconies, BBQ grills, and beach gear for use.
See the Sights From Your Anna Maria Island Vacation Rental With A Pool
When you’re not lounging out by your rental’s crystal-clear pool, there’s plenty of activities you can do! Spend a day walking the white sand beach of Bean Point, where you can revel in the bright blue-green water of the gulf as it meets the Tampa Bay. Rent a bike with a local company and explore the island your own way or take a boat tour to see the area’s rich biodiversity. Strolling on the Bridge St Pier is a favorite pastime of visitors, as well as diving into the island’s fresh-caught culinary scene.
Testimonials
What Our Guests Are Saying
Elaine Highley
Our condo at Anna Maria island was simply perfection! Tastefully decorated with anything and everything we needed. The putting holes and pool was awesome. We can not wait to return!!!
Dawna Oak
Anna Maria Life has done an amazing job of keeping my vacation rental condo booked. In addition, they are very responsive with communication and go above and beyond in providing personalized service. I highly recommend them as a vacation rental company!
Sarah Stockton
AMI Life Vacation Rentals are amazing! We stayed in one of their houses for spring break and it was awesome! The house was beautiful, super clean and had great amenities. The AMI Life team was amazing as well. They had great communication when I was scheduling the house and during our stay. They reached out right away to welcome us when we arrived and during our stay to see if we needed anything. I highly recommend AMI Life Vacation Rentals for all your future AMI rental needs!
Don’t have enough time to explore all there is to do in Anna Maria Island? Take a look at our Anna Maria short-term rentals that provide easy access to best attractions!
Anna Maria Life—Your Hosts for an Unforgettable Trip!
Our Anna Maria Island vacation rentals with a pool check all the boxes for a dream vacation to the Florida Keys, and our expert reservation specialists at Anna Maria Life can help you pick the right one. What are you waiting for? Contact us online or pick up the phone and give us a call to start planning your Anna Maria Island vacation today!
Taking a solo trip to Anna Maria Island? Click here to see our cozy 1 bedroom rentals!
FAQs about our Florida Vacation Renta
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What types of properties typically feature a private swimming pool on the island?
Many of our exclusive vacation properties on the island, including charming cottages, spacious family homes, and some luxury townhomes, are equipped with their own private swimming pools. This sought-after amenity offers an exclusive aquatic retreat right at your accommodation.
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Do these properties with pools often have additional outdoor living spaces for relaxation?
Absolutely. Properties with private pools are typically designed with extensive outdoor living spaces to maximize enjoyment of the Florida sunshine. You can expect features like screened-in lanais, spacious pool decks with comfortable lounge chairs, outdoor dining areas, and often a BBQ grill, perfect for al fresco meals and evening relaxation.
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Are these pool-equipped properties typically located close to the Gulf beaches?
Many of our vacation homes with private pools are indeed conveniently located just a short walk or drive from the stunning Gulf beaches. This allows guests the best of both worlds: enjoying a refreshing dip in their private pool and then easily transitioning to the soft sands and turquoise waters of the island's famous shoreline.