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
Sand Castle by Anna Maria Island Accommodations VRC19-000022 Welcome to Sand Castle by Anna Maria Island Accommodations, a bright five bedroom, three and a half bath vacation home in beautiful Holmes Beach. Perfect for families and groups, this island getaway offers the best of Anna Maria Island accommodations. A peaceful neighborhood setting just
Sweet and Salty by Anna Maria Island Accommodations VRC20-000160Welcome 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 pool and spa, a spacious outdoor patio with
Bayfront Paradise by AMI Locals Vacation Rental License #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 private do
Ocean's 77 by Anna Maria Island Accommodations VRC19-000012Welcome to Ocean's 77, a charming beach cottage just five houses from the stunning white sandy beaches of Anna Maria Island’s Holmes Beach! This two-bedroom, two-bath home offers a tropical backyard oasis with a private sparkling pool, a game room with ping pong and foosball, and an outdoor
Hip Nautic by AMI Locals Vacation Rental License #VR22-000090 Welcome to Hip Nautic, a luxury four bedroom, four and a half bath beach retreat just steps from the beautiful bayside shores of Anna Maria Island. Perfectly situated near Pine Avenue’s shopping and dining, this modern, pet-friendly home offers upscale amenities including a private pool
Called in Sic by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR18-000103 Welcome to Called in Sic, a stunning and newly renovated four bedroom, three bath luxury vacation home located just one block from Bean Point Beach access on the peaceful north end of Anna Maria Island! With a private heated pool and spa, rooftop deck, game roo
Ohana by Anna Maria Island Accommodations Experience 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 outdoor kitchen with a bar and grill,
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
Pelican Paradise by Anna Maria Island Accommodations VR19-000001 Welcome to Pelican Paradise, your dream getaway just one block from the white sands of Anna Maria beach and steps from the boutique shops and dining along Pine Avenue. These four bedrooms, four and a half-bathroom luxury retreat offers a private pool and spa, elevator, a putting green
The Black Pearl by Exclusive Vacations Vacation Rental License #VRC23-000114 Experience luxury and coastal elegance at The Black Pearl, part of our Exclusive Collection. This stunning black and white designed beach home offers a private black-bottom infinity edge pool and panoramic Gulf views. Located within walking distance of the pristine beaches
Attitude By Latitude by Anna Maria Island Accommodations VRC16-000182Welcome to Attitude by Latitude, three bedrooms, two and a half bathrooms coastal getaway just a short walk from the stunning Gulf beaches. Perfect for families or friends, this home offers a private heated pool, a fully stocked game room, and a covered outdoor entertainment area.
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
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