Welcome to Bungalow
Bob's Vacation Homes

Let us help find your vacation home rental on beautiful Anna Maria Island

(941) 226-5410

Find Your Paradise

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Whether your idea of paradise is a view of the beach, a luxury home, or sitting poolside, there's a perfect place waiting for you

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Our Properties

Find your piece of paradise

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Tucked Away

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 Tucked Away is a newly renovated custom home in an incredibly private setting that includes a 38' x 15' heated and cooled pool with spa, as well as, a 16' dock!  Launch a kayak from the dock or just simply toss in a fishing line to catch tonight's dinner!

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Villa Maria

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Villa Maria is a one-of-a-kind, luxury (but comfortable), 4 bedroom and 3 bath home in the center of Anna Maria Island.  You are only a 2 minute stroll to the beach. Complete with a tropical pool, elevator and a third floor lookout tower.

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Beach Dance

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Beach Dance is the perfect family home with 5 bedrooms, 5 full baths and 2 half baths, an elevator and just steps to the Gulf, Restaurants, Shops and the Free Trolley! Check out the view from the living area and the panoramic Beach views from the roof top deck! 

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Good Times

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Good Times is a 3 bedroom and 2 bath Cottage that has it all! Peace and Quiet, a private heated pool with spa, no traffic and just two houses from the Beach but less than a mile walk to Pine Avenue, The City Pier, Sandbar Restaurant, and the free Island Trolley stop!  

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Saffron Sun

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Saffron Sun is a newly renovated 4 bedroom/4 bathroom vacation residence, complete with an elevator and its own heated swimming pool with a large paver deck, private gardens and an outdoor shower! Just steps to the beach and the Free Trolley.

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Siesta Sunrise

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Wake up to the sunrise over the lntracoastal Waterway from this fully remodeled condo. Fish off the dock, launch a kayak or paddle board from right outside your vacation home or take the 1 minute walk to the white sand beaches of Anna Maria Island.

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Bay Dreamin'

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Beautiful, two bedroom, two bath, updated condo in a Beach To Bay complex. Enjoy the large heated pool, hit the tennis courts, catch the free Trolley, or just walk a few steps to the white sand beach and beautiful Gulf of Mexico.

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Beach Music

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Beach Music is a 3 bedroom, 2 bath condo located just steps to 7 miles of beautiful white sandy beaches and the Gulf of Mexico. This top floor, corner-end unit provides lots of sunshine and beautiful views of the lntracoastal waterway from the screened lanai.

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Our Beach House (up)

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Our Beach House (up) is a one bedroom unit in a fantastic home directly on the beach Enjoy the incredible panoramic views from your private deck or walk down the stairs to the white sand beaches and crystal clear water of the Gulf of Mexico.

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Our Beach House (down)

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Our Beach House (Down) is a one bedroom unit in a beautiful, beach-front home with incredible panoramic views from your private deck. Just step off your deck for the white sand beaches and crystal clear water of the Gulf of Mexico.

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You deserve this!

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Beach Dance

Your Paradise Awaits...

Tucked Away

Siesta Sunrise

Good Times

Villa Maria

About Us

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Bungalow Bob's Vacation Homes is committed to helping you find and enjoy your vacation home rental on Anna Maria Island. We are a locally owned business right here on Anna Maria Island. Being a full time member of this Island community, we are close by and dedicated to making your time in paradise unforgettable

Contact Us

Bungalow Bob's Vacation Homes

2903 Gulf Drive, Holmes Beach, FL 34217, US

(941) 226-5410