anna maria island vacation rental

Find the Perfect Anna Maria Island Vacation Rental with a Pool

Booking a beach getaway is a great way to escape from it all and relax.

Escaping to Anna Maria Island is a great way to do it because there is so much to do, and so much to explore; you’ll forget your troubles the moment you arrive and immerse yourself in the full Island experience. And what’s more, when you book an Anna Maria Island vacation rental, you can have the luxury of a private pool right in your own backyard! 

When you book an Anna Maria Island rental, you get to experience the local island experience. Imagine being nestled right in with the locals, away from the hotel crowds, and live locally. And what’s more, you can choose the amenities that matter most for your stay, find the peace and privacy you crave, and craft the experience you truly deserve. We want you to have it all, so let’s take a closer look at some of the very best Anna Maria Island rentals with a pool.

ami vacation rental with a pool

Lemon Cottage

This island gem sits just two blocks from the beach. Lemon Cottage is a ground-level, half-duplex, featuring two bedrooms, two baths, and a private patio immersed in lush tropical landscaping. Drop your bags and enjoy the pool and an outdoor shower right away! Or enjoy a drink in the retro-style kitchen, then use the provided beach wagon to pull the available chairs and umbrella to your beachside spot of choice. This little hideaway includes a master suite with a comfortable bed. It features soft sheets with 600 thread count, fresh towels, and a grill for family cookouts. 

anna maria island vacation rental with a pool

Sand Castle

This gorgeous four-bedroom, three-and-a-half-bath home sleeps eight and gives you a chance to stay in a true piece of Anna Maria Island history! Built in 1924 and lovingly and thoughtfully restored in 2015, Sand Castle is one of the Island’s oldest homes. You can ascend the stone turret to explore or head for the traditional dining room as you enter through the screened porch. With a fully equipped, vintage-inspired kitchen, you can cook and entertain to your heart’s delight. 

A cozy living area and electric fireplace offer the perfect place for family time or a romantic night in, while the comfortable master suite with a clawfoot tub and walk-in shower is the perfect way to spoil yourself in spa-like luxury. Two bedrooms up the spiral staircase feature sleep accommodations for six more guests, including two full baths. Float or play in the heated pool, take a refreshing outdoor shower, and then enjoy a treat from the mini coffee bar. A grill, linens, towels, and beach gear round out this Sand Castle package, where history truly does meet modern convenience.

anna maria island rental with a pool

Conch House

The hallmark of a great home is great craftsmanship, and Conch House – a Charleston-inspired beach house in the Holmes Beach area – is unlike anything else on Anna Maria Island. This paradise was built with every detail in mind. Before you rush out for fun in the incredible pool area – featuring a heated pool and 50- inch television – and take a few minutes to notice the entry doorway and gorgeous ceilings. Once you’re settled in, it’s just a short walk to the beach – a mere seven houses away! 

Conch House is an elevated home featuring four bedrooms and three-and-a-half baths. The master suite is on the first level and is separate from the living area, so there’s plenty of privacy. It features a bath and a walk-in shower. After a long day of exploring the Island and playing at the beach and in the pool, stretch out on the comfortable king-size bed and nestle into the 600 thread count sheets. On the second level, you’ll find three more bedrooms that share a full bath. Linens, towels, and beach towels are included. There’s space for everyone to spread out, but also a large living area for everyone to come together to watch TV or have a meal. Excellent craftsmanship and great times await at Conch House!

Book Your Anna Maria Island Rental

At Lizzie Lu’s Island Retreat, we know you have a choice to make when it comes to creating your dream beach escape: vacation rental vs. hotel. But we also know why Anna Maria Island vacation rentals are the way to go. It’s because you can make your experience all you want it to be. We strive to give you everything you want and more by providing you vacation rentals with pools and other incredible amenities so that everyone will have a great stay and memories to last a lifetime. If you’re ready to dive in, contact us, and we’ll get you into the door of a property you’ll love.

anna maria island rental with a pool

Sunset Beach

If you want a lot of space located a few short steps from the Gulf beaches, then Sunset Beach is the perfect vacation rental for you! This incredible half duplex features four bedrooms and four bathrooms with a private patio, lush tropical landscaping, heated pool, outdoor shower, picnic table, and grill. Use the house beach wagon to pull the provided chairs and umbrella to the beach, then back to the garage, then relax inside the spacious living area or enjoy drinks and dinner in the backyard oasis. 

At the end of the day, take a well-deserved rest in one of the two master suites located on the upstairs level. Each features king-size beds with 600 thread count sheets. When you wake up in the morning, don’t rush off for fun before enjoying the master-suite views of the Gulf while enjoying a cup of coffee from the coffee bar. At Sunset Beach, the beach is close, and the perfect vacation is even closer.

rental on anna maria island with a pool

Coconut Ranch

For the very best of what the Holmes Beach area has to offer, look no further than Coconut Ranch. This stunning paradise is a brand-new build, where every detail is geared toward making the stay one you won’t soon forget. With four bedrooms and four-and-a-half bathrooms, there’s plenty of space for everyone. The private backyard retreat is the perfect place for entertaining and privacy. Still, you can also find a few moments for quiet reflection on the large balcony or in the cozy nook overlooking the heated (and chilled!) pool and outdoor shower. Coconut Ranch features a grill, beach chairs, beach umbrella, and wagon, so getting to and from the beach is a breeze. 

Looking for a unique way to start your day? Have coffee under the canoe in the kitchen or treat yourself to breakfast under the crab trap in the dining room. Settle into lunch or dinner on the patio, and experience Coconut Ranch from all angles. The main level features a kitchen and living area, as well as the master bedroom with an en-suite bathroom. There’s also a laundry room/half-bath combo. Head up a few steps and you’ll find the game room and another master. The top floor features two bedrooms with room for four to sleep. Coconut Ranch is new, large, and ready to offer you all that you expect and so much more!

Contact

  • 6000 Marina Drive
    Holmes Beach, FL 34217 USA
    941-782-8152