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.
63 properties available
Sweet and Salty by Anna Maria Island Accom modations 213 77th St, Holmes Beach, Florida 34217VRC20-000160Welcome to Sweet and Salty, a luxury vacation home in Holmes Beach featuring four bedrooms and four and a half bathrooms! This modern coastal retreat is perfect for families or groups looking for ultimate relaxation. Enjoy a dazzling private poo
Another Paradise by Anna Maria Island Accommodations 115 Willow Ave, Anna Maria, FL 34216 VR16-000382 Welcome to Another Paradise, a beautifully designed three-bedroom, three-bath coastal retreat located just a two-minute walk from the white sands of Anna Maria Beach. Perfect for families or small groups, this Anna Maria Island accommodation offers
Gone Gulfin’ by AMI Locals 9605 Gulf Drive, Anna Maria, Florida Welcome to Gone Gulfin’, a brand new, five-bedroom, four and a half bath luxury beach home just one block from the Gulf beaches. Perfect for families and friends seeking a modern island retreat, this stunning home features a private pool and spa, rooftop deck, and fun outdoor games li
Villa La Concha by Anna Maria Island Accommodations113 Maple Avenue, Anna Maria, FL, 34216VR16-000446Welcome to Villa La Concha, a luxurious six-bedroom, four-and-a-half-bath vacation rental just a one minute from the white sands of Anna Maria beach! Perfect for large families or groups, this coastal retreat features a private pool and spa, game ro
Anna Maria Guest House 212 by Anna Maria Accommodations 212 Pine Ave, Anna Maria, FL 34216 Experience the relaxed charm of Anna Maria Island at Anna Maria Guest House 212. Located just one and a half blocks from the warm Gulf waters and beaches, this cozy and inviting three-bedroom, two-bath vacation home offers the perfect island escape. Situated
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
Beach Escape by AMI Locals 789 Jacaranda Rd, Anna Maria, FL, 34216 VR18-000090 Welcome to Beach Escape, a stunning five-bedroom, four-bath luxury home just one street from the powdery white sands of Anna Maria Island. Ideally located on the peaceful north end near Bean Point Beach, this coastal retreat combines upscale comfort with endless outdoor
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
Bayfront Paradise by AMI Locals 238 S Harbor Dr, Holmes Beach, FL VRC18-000090 Welcome to Bayfront Paradise by AMI Locals, a spectacular 5-bedroom, 4.5-bathroom canal-front luxury home offering panoramic views of the Bay. Located in a quiet residential area of Holmes Beach, this coastal retreat combines elegance, relaxation, and adventure. With a p
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
Costa Bella by Anna Maria Island Accommodations 10107 Gulf Dr, Anna Maria, FL 34216 Welcome to Costa Bella, a four bedroom, four and a half bath luxury vacation home just steps from the beach and Pine Avenue. With chic coastal design, a private pool and spa, and ensuite bathrooms in every bedroom, this home is the perfect choice for families and gr
Dolphin Pointe by Anna Maria Island Accommodations 711 Gladiolus St, Anna Maria, FL 34216 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, makin
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