Canal Front Rentals on Anna Maria Island

This 2-bed, 2-bath rental is ideal for the small family or two couples traveling together. The highlights of this property are on the outside. Step out of your rental to lounge in the private, screened-in, heated pool, take a dip in the hot tub, or lay around in the hammock. There’s a private boat dock for you to fish, or you can take your beach chairs and soak up the sunshine. If you want to enjoy the sunshine without being in the elements, there’s an incredible sunroom to enjoy!

In this 3-bed, 3-bath home, you and your family will be right on the canal at all times. There’s convenient boat and trailer parking for you to take advantage of, as well as a heated pool with poolside bar and spa. Inside, you’ll find tasteful decorations and awesome entertainment features like an XBOX, Ping Pong table, and Foosball table. You’re also just down the road from popular restaurants like Harry’s Grill and Ginny’s & Jane E’s.

For bigger groups in a wedding party or family reunion, this 4-bed, 3.5-bath home is ideal. You’ve got all the creature comforts you need, like a 2-car garage, huge kitchen with top-of-the-line appliances, and our Professional Linen Service Program. Head outside to enjoy the view from your covered open-air balcony, lounge in the private heated pool with swim-up table, then stroll down to the beach or to the shops on Pine Avenue.

With 4 bedrooms and 3 bathrooms, Aqua Bay is great for any group. This newly constructed home gives you all the privacy you crave and includes luxurious features like flatscreen TVs, wireless internet, fully stocked gourmet kitchen, and a rooftop deck with a firepit! You’ll also love the covered open-air balcony, private heated pool, and close proximity to the Gulf beaches.

Dockside Retreat boasts 3 bedrooms and 2 bathrooms, perfect for groups of 6. For an additional fee, you can even bring your pet and let them get in on the fun! You’ll enjoy making meals in your fully stocked kitchen, parking 3 vehicles in the convenient garage, and walking down the street to Bayfront Park, Rod and Reel Pier, and Pine Avenue. At your home, you’ll also have a private heated saltwater pool and a private boat dock to take advantage of, as well as a large backyard to entertain your whole party.

This 2-bedroom, 2-bathoom home is a quaint option for the traveler looking to get away from it all. Up to 5 guests can spread out throughout this home, gather in the fully equipped kitchen for meals, gather around the flatscreen TVs, or walk down the road to Pine Avenue. Enjoy evenings in your private heated saltwater pool, and spend your days on the water with the boat dock! You never even have to leave your home to have an amazing, relaxing getaway with the ones you love most.

Sunny Side Up offers 2 bedrooms and 2 bathrooms to suit a group of 6. You can take care of everyone’s laundry with the washer and dryer in the home, feed an army in the fully stocked kitchen, and simply relax in the open concept floor plan with upbeat, colorful décor. You’ll love spending hours on your oversized deck or heading onto the water for dock fishing! Walk into town to experience the shops and restaurants of Pine Avenue throughout the evening.