The Best Family-Friendly Rentals in Anna Maria Island

Are you planning a family vacation? Consider bringing your crew to the shores of Anna Maria Island! This incredible getaway destination maintains that “Old Florida” feeling that so many other areas have forgotten, resulting in a truly relaxing vacation where you can leave the worries of home behind and connect with the ones you love most. While you’re in town, you’ll need a place to stay! Luckily, we’ve got some of the best family-friendly rentals in Anna Maria Island. 

Anna Maria Island Family-Friendly Activities

So, why should you bring your family to Anna Maria Island in the first place? To start, AMI is a relatively quiet place without the huge tourist crowds of places like Orlando or Miami. There are world-class beaches, including family-friendly destinations like Manatee Public Beach and Coquina Beach, as well as fascinating historical sites, beautiful parks, and nature reserves, and mouthwatering seafood restaurants that guests young and old are sure to enjoy. You can keep things cheap by traveling the island with the free local trolley, which can even take you onto the mainland for even more to discover!

outside of beautiful home in anna maria island

Gulfside Oasis

Our first family-friendly rental is this 6-bed, 5-bath property that’s perfect for huge groups, sleeping up to 12 guests! You’ll have stunning views of the Gulf from your home’s multiple balconies and will be just a one-minute walk from the beach as well as Beach Bistro, one of the most popular restaurants on the island! Inside your home, you’ll be treated to luxurious amenities such as a fully equipped gourmet kitchen, two sets of laundry facilities, and a 60” Smart TV in the living room!

backyard of pool home in anna maria island

Lighthouse Lagoon

Need even more space? Lighthouse Lagoon can sleep up to 14 people between its five bedrooms and four bathrooms. This home is situated in one of the most sought-after neighborhoods of the island and contains all kinds of unique features, like the XBOX gaming system, custom fixtures throughout the home, and a huge recreation room. Step outside, and you’ll be greeted by a stunning lagoon-style pool with a tanning deck, plenty of outdoor seating, and even a swim-up bar! When you’re ready to hit the beach, we’ve provided beach chairs, a wagon, and bikes to get you from place to place. 

view of pool from balcony in anna maria island

Absolute Paradise

The name of this 5-bed, 4-bath home indeed says it all: it’s Absolute Paradise! Inside, you’ll have everything you need for an incredible stay, from the fully equipped kitchen to the eight (yes, EIGHT!) TVs throughout the home, along with plenty of board games and even an XBOX. Your rooftop deck gives you stunning views and looks down upon your very own private heated pool and spa! You’re just a 2-minute walk from the Gulf and tons of great shops and restaurants, along with one of AMI’s most famous streets, Pine Avenue. There’s simply no better spot for you and 13 of your closest friends and family members!

pool backyard in anna maria island

The Blue Horizon

One of our biggest Anna Maria Island vacation rentals, The Blue Horizon, features a whopping nine bedrooms and 7.5 bathrooms to suit up to 21 guests! The Blue Horizon is two separate buildings, the main house, and a smaller guest house, perfect for big groups or multiple families traveling together. Three of your bedrooms have breathtaking views of the Gulf, but for those who can’t see the water from their bedroom windows, they can head to the 2nd level beachfront deck for a fantastic glimpse of the Gulf. This property is directly on the beach, offering a simply unbeatable location. 

backyard with pool in anna maria island

Tropical Oasis

Located in the heart of Anna Maria, this 5-bed, 4-bath home is ideal for 12 people and offers a luxurious escape from the busy. City. Enjoy dinner in your fully equipped kitchen or relax in the living room or one of the bedrooms and have a movie night on your flat-screen TVs. Outside, you can take a dip in your private heated pool with a covered lanai, get competitive at the pool table, or take a walk down to the trolley stop to get anywhere else you might want to go!

backyard with pool in anna maria island

Coastal Horizons

This 6-bed, 4-bath home sleeps up to 12 guests and gives you incredible access to both the Gulf and the Bay waters! You can enjoy your day on the shore or exploring Historic Bridge Street, each just a short walk away, before coming back home to take a swim in your private heated pool and spa or enjoy a drink thanks to your covered lanai with an outdoor bar! For a small extra fee, this property is also dog-friendly, perfect for those who don’t want to leave their furry friend behind when they go out of town! 

coral home with pool in back in anna maria island

Coral Retreat

Coral Retreat is a bright and welcoming property featuring five bedrooms and three and a half bathrooms, perfect for ten guests. This home offers some truly impressive amenities like the 2-car garage, ROKU television in the main space and flat screens throughout, and even a stand-up arcade game with more than 200 selections! Once you step outside, though, you’ll understand the name of this property. The mature tropical landscape transports you to paradise, where you can enjoy your private heated pool and spa, covered lanai with poolside bar, flat-screen TV, and a BBQ grill. There’s truly no better place to spend some relaxing evenings with your family.

outside of beautiful blue home in anna maria island

Tiki Beach

In this 6-bed, 5.5-bath property, you and 11 other guests will have everything you need for your ultimate Florida getaway. You’ll get stunning views of the Gulf from the multiple covered decks, and when you want to dip your toes in the water, you’re just a one-minute walk from the shores. At home, though, you’ll enjoy your very own private heated pool with a sun deck, spa, outdoor shower, and covered lanai. You can enjoy the water without ever leaving home! You’ll also have eight flat-screen TVs, wireless internet, and a beautiful gourmet kitchen. 

backyard with pool and slide in anna maria island

South Seas

South Seas has 6 bedrooms and 4.5 bathrooms for your group of 12 people to share. This home is the epitome of entertainment, with features like XBOX and Wii game systems, iPod radios in each bedroom, multiple TVs, and even a ping pong table! Step outside to enjoy the view from your decks, spend time with your family on your covered back porch, or make your way into your deluxe pool, thanks to the incredible water slide! If you’d rather spend your time at the beach, it takes just 3 minutes to walk there. 

pool in backyard at twilight in anna maria island

Southern Exposure

Finally, this property offers 5 bedrooms and 4.5 bathrooms to suit up to 12 people. This home is a newly constructed space where no expense has been spared to provide the ultimate luxury experience. You’ll find features like professionally selected décor, high-end furnishings, and an expansive open floor plan with high ceilings. Stay inside to cook dinner in your deluxe kitchen, head out back to enjoy your private heated pool and covered lanai, or take a stroll just a couple of minutes away to get to the Gulf or the Bay, as well as all the fun to be had on Pine Avenue. 

No matter how big or small your family is, we’ve got the ultimate Anna Maria Island vacation home for your group. Contact us today to get started!