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Nestled on the peaceful bayside of Anna Maria’s coveted North End, Flamingo Bay is a newly renovated beachfront haven blending vintage island charm with elevated comfort. This spacious four-bedroom, three-and-a-half-bath home features a top-floor master suite with panoramic Bay views, dual bathrooms, and a private retreat vibe. Downstairs, three more bedrooms—including a cozy Jack and Jill setup—create the ideal layout for families or couples traveling together. The open-concept living area flows effortlessly to the outdoors, where your private backyard opens directly onto the sand and sparkling waters of Tampa Bay. From the first light of sunrise to evenings spent stargazing on the deck, this waterfront escape invites unforgettable moments. Watch dolphins play in the shallows, walk just steps to the City Pier, or simply unwind in the Adirondack chairs with your toes in the sand. With 550 square feet of deck space, an outdoor shower, and plenty of lounge seating, every corner of this property is designed for relaxation and reconnection. Whether you're seeking quiet mornings, family gatherings, or romantic Bayfront sunsets, Flamingo Bay delivers a front-row seat to the beauty of Anna Maria Island.
Our promise
We've reviewed thousands of homes and approve only the best. Each one is professionally managed and vetted for comfort and style, raising the bar for every stay.
Amenities
Bedroom details
Location
Inside the destination
Neighborhood: Anna Maria - Located in Anna Maria, this vacation home is on the beach. The area's natural beauty can be seen at Anna Maria Beach and Bean Point Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. - This vacation home is within 1 mi (2 km) of Bay Boulevard Beach and Anna Maria Beach. Anna Maria City Pier and Bayfront Park are also within 10 minutes. #### What's nearby - Bay Boulevard Beach - 1 min walk - 0.1 miles - Anna Maria City Pier - 8 min walk - 0.4 miles - Anna Maria Island Museum and Historical Park - 10 min walk - 0.6 miles - Bayfront Park - 11 min walk - 0.6 miles - Bean Point Beach - 3 min drive - 1.3 miles #### Getting around - Sarasota-Bradenton Intl. Airport (SRQ) - 35 min drive #### Restaurants - The Ugly Grouper - 7 min drive - The Sandbar Restaurant - 18 min walk - The Waterfront Restaurant - 7 min walk - Ginny's & Jane E's - 15 min walk - North Shore Cafe - 15 min walk
Parking information
No onsite parking available
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Policies
Things you need to know
You'll have the entire home to yourself and will only share it with other guests in your party.
Children can stay for free if using existing beds when occupying the parent or guardian's room
Rollaway/extra beds are not available
Cribs (infant beds) are not available
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit/debit cards
Cashless transactions are available
This property does not have elevators
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