Anna Maria Rentals with Fun & Games
Family Fun & Game Homes on Anna Maria Island...
From sunrise to sunset, Anna Maria Island is packed with awe inspiring sights the whole family will enjoy. The beach and a great pool are necessities, but wouldn't it be fantastic if your family had things to do at your vacation rental to make the time more enjoyable and memorable? We have an abundant selection of homes with extra activities like ping-pong, billiards, foosball, sit-down arcades, corn-hole, and even putting greens. Please use our filter search option to narrow down the perfect fun spot for your next Anna Maria vacation. Follow the Flip-Flops for a fun adventure.
60 properties available
Welcome to Poseidons Palace, an extraordinary eight bedroom, five and a half bath vacation retreat just a two-minute walk from the beach. Designed with families and groups in mind, this spacious home features a resort style backyard with a private pool and spa, a rooftop deck with stunning views, and endless entertainment options including a game r
Silver King by Anna Maria Island Accommodations VR16-000118 Welcome to Silver King, a stunning four-bedroom, three-bathroom canal-front vacation home with a bonus bunk room, rooftop deck, and a backyard designed for endless fun. Located just four blocks from the Gulf beaches and three blocks from the charming shops and dining on Pine Avenue, this l
Mojito Splash by AMI Locals VRC18-000068 Welcome to Mojito Splash, a stunning five-bedroom, three and a half bath waterfront retreat located just a short stroll from Holmes Beach’s white sandy beaches on Anna Maria Island! This beautifully designed home boasts a sparkling pool, dual waterfalls, a stone-edged spa, and a large, covered lanai with a
Orange Crush by Anna Maria Island Accommodations Welcome to Orange Crush, a beautifully updated and thoughtfully decorated three bedrooms, two bath home just two blocks from the gorgeous beaches of Anna Maria Island! This vibrant retreat offers a perfect blend of relaxation and fun, featuring a game room with arcade games and foosball, a private p
Lady From the Sea by Anna Maria Island Accommodations VR18-000156 Welcome to Lady from the Sea, a coastal enchanted three bedroom, three and a half bathroom vacation home located on the coveted north end of Anna Maria Island! Just a six-minute stroll to the serene sands of Bean Point Beach and a short ride to Pine Avenue’s boutiques and cafes, this
Salty Margarita by AMI LocalsWelcome to Salty Margarita, a stunning three-level coastal retreat just two houses from the white-sand shores of Holmes Beach! This luxury Anna Maria Island vacation rental features four king suites, a private heated pool and spa, elevator access, and a rooftop deck with breathtaking Gulf and sunset views. With vibrant
Two Pina Coladas by Anna Maria Island Accommodations VRC16-000094 Welcome to Two Pina Coladas by Anna Maria Island Accommodations, a luxurious six bedroom, four and a half bath home just one block from the Gulf beaches of Holmes Beach. Designed for large families and groups, this coastal gem combines resort style amenities, peeks of the Gulf from t
Dolphin Pointe by Anna Maria Island AccommodationsHome in Anna Maria, Florida VR16-000318 Welcome to Dolphin Pointe, a beautifully renovated north end retreat that blends coastal charm with modern comfort. This three-bedroom, three and a half bath Anna Maria Island vacation home is just a two-minute walk to the white sand beaches, making it the per
Oceanfront Paradise by AMI Locals TPL25-000069, DWE5105909Welcome to Oceanfront Paradise by AMI Locals, a spectacular five bedroom, five full and two half bath beachfront home perfectly positioned along the white sands of Bradenton Beach on Anna Maria Island. Designed for ultimate relaxation and entertainment, this luxury getaway offers direct beac
The James by AMI Locals Welcome to The James by AMI Locals, your ultimate North End beach getaway on Anna Maria Island. This brand-new four bedroom, four and a half bath luxury home is just a short six-minute walk from the island’s world-famous Gulf beaches and offers a rooftop deck with stunning Gulf views, a private pool with spa, and resort-styl
Bleuphoria by AMI Locals Welcome to Bleuphoria, a four-bedroom, four-bath luxury beach home on the peaceful North End of Anna Maria Island. Just three houses away from the sugar white sands of the Gulf and steps from Pine Avenue’s boutique shops and restaurants, this designer retreat delivers modern coastal elegance and resort-style amenities. With
Siena Sky by Anna Maria Island Accommodations Welcome to Siena Sky, a four-bedroom, four-bath luxury vacation home just steps from the beach. This stunning island getaway combines modern elegance with relaxed coastal comfort, featuring a rooftop deck with Gulf views, a heated pool and spa, and a prime location within walking distance of Pine Avenue
Tell us what you're looking for and someone will contact you with available options.