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.
80 properties available
Meet Me at Sunset by Anna Maria Island Accommodations 109 Palmetto Ave, Anna Maria, FL 34216 Welcome to Meet Me at Sunset, part of our Exclusive Collection. This modern four-bedroom, four and a half bath home is designed with chic beach style and premium amenities. Located just steps from Anna Maria’s white sand shoreline and within walking distanc
Honu Hale by Anna Maria Island Accommodations 306 55th St, Holmes Beach, FL 34217 Welcome to Honu Hale by Anna Maria Island Accommodations, a newly renovated three-bedroom, two-bath coastal retreat where tropical charm meets modern comfort. Named after the Hawaiian word for “turtle,” Honu Hale captures the calm, carefree rhythm of island life. Perf
Simply Chic by Anna Maria Island Accommodations 214 67th Street, Holmes Beach, FL 34217 VRC16-000105 Discover Simply Chic, a stylish four-bedroom, three-bathroom ground-level vacation home located just a three-minute walk from Holmes Beach. Designed for relaxation and fun, this coastal retreat features a private pool, putting green, and outdoor ga
Blue Tide (Formerly Island Sol)2116 Avenue A Bradenton Beach, Fl 34217TPL22-000072Blue Tide (Formerly Island Sol) is luxury vacationing at its finest! This custom home is multi-leveled, professionally decorated, full of incredible amenities, and very conveniently located in Bradenton Beach! Be sure to snag Blue Tide quickly because it is truly an A
Coming in Hot by AMI Locals Anna Maria Island Luxury Home with Rooftop Deck and Pool VRC22-000171 Live the island dream at Coming in Hot, a stunning newly built four-bedroom, four-and-a-half-bath retreat located in Holmes Beach—just one minute from the sugar-white sands of Anna Maria Island. With a rooftop deck offering panoramic Gulf views, a res
Bleuphoria by AMI Locals 112 Elm Avenue, Anna Maria, Florida 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 elega
Ohana by Anna Maria Island Accommodations 4807 2nd Ave, Holmes Beach, FL 34217Experience the perfect family vacation at Ohana, a stunning four-bedroom, three and a half bath home just a three-minute walk from the white sands and turquoise waters of Holmes Beach! This beautifully furnished home features a private pool shaded by graceful palms, an o
Beach Retreat by Anna Maria Island Accommodations 208 72nd Street, Unit A, Holmes Beach, FL 34217 VRC16-000857 Welcome to Beach Retreat, a bright and spacious four-bedroom, three-bathroom vacation home just a short two-minute walk from Holmes Beach. This three-level coastal escape features an elevator, a private heated pool, and multiple balconies
Mango Tango by Anna Maria Island Accommodations 145 50th Street, Holmes Beach, FL 34217VRC20-000155Welcome to Mango Tango, a charming yellow beach haven just four minutes from Anna Maria Island’s pristine beaches. Perfect for families and groups, this four-bedroom, 3-bathroom, modern vacation home features a private pool, lush backyard, and plenty
Orange Crush by Anna Maria Island Accommodations 312 61st St Unit B, Holmes Beach, FL 34217Welcome 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 w
Surf View by AMI Locals 209 54th St, Holmes Beach, FL 34217VRC18-000095Welcome to Surf View, an expansive eight bedroom, six bath luxury vacation home in Holmes Beach, perfect for large family gatherings, reunions, and group getaways. With a rooftop deck offering sweeping Gulf and Bay views, a resort style pool with waterslide and spa, and plenty o
Tide of Your Life by AMI Locals 106 12th St S, Bradenton Beach, FL 34217 TPL22-000073 Welcome to Tide of Your Life, a spectacular nine bedroom, nine and a half bath luxury retreat in Bradenton Beach. Just a one-minute walk to the beach, this home features a rooftop deck with beach views, a private pool with spa and sun shelf, and spacious indoor an
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