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
Carefree Cay by Anna Maria Island Accommodations 217 Sycamore Avenue, Anna Maria, FL, 34216 VR16-000412 Welcome to Carefree Cay, a spacious vacation home nestled in the desirable north end of Anna Maria Island. This three bedroom, two and a half bath retreat offers a private pool, in-ground spa, and lush outdoor living, perfect for families or gro
Boundless Waves by Exclusive Vacations 408 Magnolia Ave, Anna Maria, FL VR24-000005 Welcome to Boundless Waves, part of our Exclusive Collection. Offering a curated luxury experience with elevated amenities, personalized services, and refined island living. This six-bedroom, six-and-a-half-bath coastal retreat features a rooftop deck with panorami
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
Hammock Dreams by Anna Maria Island Accommodations 131 Hammock Rd, Anna Maria, FL 34216 VR16-000408 Welcome to Hammock Dreams! Escape to the peaceful island lifestyle at Hammock Dreams, a stunning canal-front home nestled in the heart of Anna Maria. With three bedrooms, two bathrooms, and a private pool, this tropical retreat is ideal for families
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
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
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
Fortunate Sol by AMI Locals 206 Oak Ave, Anna Maria, FL 34216 VR22-000005 Welcome to Fortunate Sol, a beautifully remodeled six-bedroom, four and a half bath home located just one block from the sugar-white sands of Anna Maria Island’s Gulf beaches. This peaceful retreat features a private heated pool with spa, generous outdoor living space, and a
Coconut Breeze Estate by Anna Maria Island Accommodations 703 N Bay Blvd, Anna Maria, FL 34216Escape to Coconut Breeze Estate, your ultimate four-bedroom, four-bathroom retreat on Anna Maria Island! Nestled on the highly desirable northern end, this stunning home is just a five-minute walk from the pristine beaches at Bean Point. Located near Pine
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
Seahorse Paradise by Anna Maria Island Accommodations 311 68th St, Holmes Beach, FL 34217 VRC16-000108 Welcome to Seahorse Paradise by Anna Maria Island Accommodations, a charming three-bedroom, two-bathroom vacation home located just two and a half blocks from the soft white sands of Holmes Beach. This inviting island getaway blends Old Florida ch
Three Little Birds Cottage by Anna Maria Island Accommodations 308 56th St, Unit B, Holmes Beach, FL 34217 Welcome to Three Little Birds Cottage by Anna Maria Island Accommodations, a stylish two bedroom, two and a half bath modern retreat with a bonus loft, located just a five-minute walk from the pristine sands of Holmes Beach. Perfect for famili
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