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
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
Stormalong Bay by Anna Maria Island Accommodations 308 56th St, Unit A, Holmes Beach, FL 34217 Welcome to Stormalong Bay by Anna Maria Island Accommodations, a vibrant two bedroom, two and a half bath vacation home with a bonus room, just a five-minute walk from the pristine sands of Holmes Beach. Perfect for families and groups, this island retrea
White Pelican House by Anna Maria Island Accommodations2211 Avenue A Bradenton Beach, FL 34217Welcome to White Pelican House, a spacious waterfront retreat in Bradenton Beach with 3 bedrooms, a bonus sleeping room, and 2.5 bathrooms. Perfectly positioned along the Intracoastal Waterway with its own dock, a private pool and spa, and breathtaking wat
Called in Sic by Anna Maria Island Accommodations 813 Jacaranda Rd, Anna Maria, Florida 34216 VR18-000103 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, rooft
Coco Cottage by Anna Maria Island Accommodations 113 Los Cedros Dr, Anna Maria, FL, 34216 Welcome to Coco Cottage, a welcoming 3 bedroom, 3 bath canal-front home designed for easy island living. Located just a 4-minute walk to Anna Maria Beach and moments from the shops and restaurants along Pine Avenue, this relaxing getaway blends coastal comfort
Blue Tide (Formerly Island Sol) by Anna Maria Vacations 2116 Avenue A, Bradenton Beach, FL 34217 TPL20-000004 RBT20-000002Welcome to Blue Tide by Anna Maria Vacations, a luxury five-bedroom, four-bathroom custom home designed for the ultimate Anna Maria Island vacation. Perfectly located in Bradenton Beach, just two blocks from the Gulf beaches, th
South Seas by Anna Maria Vacations 307 A 66th Street, Unit A, Holmes Beach, FL 34217 VRC16-000311 Welcome to South Seas, a show-stopping three-level vacation home just a 5-minute walk to Holmes Beach! With six spacious bedrooms, four and a half bathrooms, and a private pool with an incredible waterslide, this luxury retreat is perfect for family
Two Pina Coladas by Anna Maria Island Accommodations 123 46th St, Holmes Beach, FL 34217 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
Sand Castle by Anna Maria Island Accommodations 302 65th St, Holmes Beach, FL 34217 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
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
What A Catch by Anna Maria Island Accommodations 2408 Avenue C, Bradenton Beach, FL 34217 Welcome to What A Catch by Anna Maria Island Accommodations, an exceptional seven bedroom, seven and a half bath luxury home just a 2-minute walk from the beach. With a private pool, rooftop deck with Gulf views, and plenty of space to relax and entertain, thi
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
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