Where to Stay

Anna Maria Island offers a wide variety of accommodations from historic bed & breakfasts, beach-side cottages, quaint hotels, motels, luxury homes, beach and condo rentals, spacious villas and full service resorts. Stay at one of the beautiful beach side Anna Maria Island hotels. Beautifully restored Florida homes and businesses give you the feel of times past while state-of-the-art condominiums treat guests to luxurious island living. Commercial, sky-rise buildings do not exist here on Anna Maria. Most of our accommodations are no taller than three stories, making each lodging accommodation a unique experience. With its own flavor and character, Anna Maria Island offers a quiet relaxing, tropical-island feel with all the comforts you desire. Whether you wish to stay a day, a week or a month you will find people from all over the world joining you in calling it their home-away-from-home, their “Paradise without an attitude.”
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Silver Surf is a small property located across the street from its own private beach.
http://www.silverresorts.com
941-778-6626
1301 Gulf Drive North
Bradenton Beach
34217
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7 stunning and unique rentals in some of the most prominent beach and waterfront locations, all within walking distance from the island beaches, restaurants and shops. Click the video link and take a tour of Anna Maria and our Pineapplefish homes!
http://www.pineapplefish.com
941-778-7200
P.O. Box 928
Anna Maria
34216
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Your premier resource for your vacation in Sarasota, Bradenton and the Gulf Islands of Anna Maria, Longboat Key and Lido Key. We make it our business to find a vacation rental that meets all of your needs and goes above and beyond your expectations!
SaltyMermaidRealEstate.com
941-254-6131
941-254-6183
5306 Holmes Blvd, #700
Holmes Beach
Florida
34217
USA
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Ahh Sea Breeze
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Discover a piece of old Florida charm with this 3 bedroom, 2 bath Gulf Front vacation home. Step right outside to the white sugar sand beach and azure waters of the Gulf. Enjoy magnificent panoramic views, colorful sunsets and ahh…the sea breeze!
http://www.ahhseabreeze.com
813-752-4235
753 North Shore Drive
Anna Maria
Florida
34216
USA
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Let us find your perfect vacation getaway! We are dedicated to the utmost in customer service. Leave the details to us – we’ll leave the relaxing to you!
MichaelSaunders.com
941-896-9981
6000 Marina Drive, Ste 113
Holmes Beach
Florida
34217
USA
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Edgewater Real Estate
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Whether you’re coming for a weekend or a lifetime we have just what you’re looking for! From beautiful resorts and beachy cottages to luxury homes, we have the perfect accommodation for your island adventure or your new island home.
http://www.edgewaterrealestateami.com
941-778-8104
104 Bridgestreet
Bradenton Beach
Florida
34217
USA
Angelinos Sea Lodge
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Angelinos Sea Lodge offers four quaint one bedroom beachfront cottages for vacation rentals on the Gulf Coast of Anna Maria Island, Holmes Beach. Visit our website for more information and reserve your place to stay at this little paradise.
http://www.angel-sealodge.com
941-779-1758
2818 Avenue E
Holmes Beach
34217
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A boutique rental agency with personalized service and spectacular vacation rental homes.
BeachRetreatsFL.com
941-993-3526
Great rentals on Anna Maria Island, Longboat Key & Lido Key
Longboat Key
Florida
34228
USA
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Watch the dolphins from the veranda of The Beach House, 5614 Gulf Drive, Holmes Beach 3BR/2BA. Also available 3 cottages surrounding a pool with waterfall sleeping 2-6, 200 feet from the beach of Anna Maria.
http://www.idyllicholidayproperties.com
01144-1672519371
Various properties on the Island
Anna Maria Island
Florida
34217
A Gulf Front Getaway
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Gulf front, salt water pool, on beach, wifi, air conditioned, king size bed, elevator, large deck, parking, walk to restaurants, on trolley stop, recently renovated. Minimum rental period one week. For reservations call 800-544-0300 or 941-462-3623.
www.AGulfFrontGetaway.com
800-544-0300
5806 Gulf Drive, #206S
Holmes Beach
Florida
34217
Bungalow Beach Resort
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Directly on the beach…reminiscent of a bygone era, the Bungalow Beach Resort has much to offer those seeking Anna Maria Island’s Premier Gulf Front Resort accommodations. Our gracious rejuvenated classic 1930’s island style resort preserves old Florida charm.
http://www.bungalowbeach.com
941-778-3600
2000 Gulf Drive North
Bradenton Beach
Florida
34217
Jennette Properties Inc.
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A full service property management company established in 1997 specializing in vacation and long term rental properties in Sarasota & Manatee Counties. Our agents are experienced, licensed, and specially trained for our customer focused culture.
JennetteProperties.com
941-792-6900
941-792-6955
417 12th St W, Ste 209
Bradenton
Florida
34205
Bungalow Bob’s Vacation Homes
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Full service vacation rental management on beautiful Anna Maria Island
BungalowBobsVacationHomes.com
941-226-5410
Serving Anna Maria Island
Holmes Beach
Florida
34217
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Anna Maria Pirates Den
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Four full size apartments with heated pool, laundry room, telephones. Across the street from the beach. NO PETS.
http://www.annamariapiratesden.com
941-778-4368
3501 Gulf Drive
Holmes Beach
34217
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Anna Maria Island Luxury Condos
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“Our holiday was fabulous as we had an exquisite villa on Anna Maria Island!” Anna Maria Island Luxury Condos offers Mediterranean styled villas with direct and partial views of the sandy white beaches and Gulf of Mexico. Three bedrooms and three baths
http://www.AnnaMariaLuxuryCondos.com
941-201-2182
5626 Gulf Drive
Holmes Beach
Florida
34217
Alecassandra Vacation Villas
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Call us! Have a Family Reunion, Vacation with Friends, book your Wedding Group. We can sleep up to 32 guests, rates are affordable and we’re across the street from the beach. Heated Swimming Pool, WI-FI,& Rec Room. Ck Availability on our website!
941-725-4302
2408-2410 Avenue C
Bradenton Beach
Florida
34217
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Anna Maria Dream Inn, LLC
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AMI Dream Inn is a premier Gulf Front resort convenient to all of the island charms. We have a heated pool, covered patio area, a nice beach and a great view of the Gulf from our Gulf side rooms. Friendly onsite management to help you enjoy your stay.
http://www.annamariadreaminn.com
941-209-1420
2502 Gulf Drive North
Bradenton Beach
34217
Compass Hotel Anna Maria Sound
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Paradise has a new set of coordinates – Compass by Margaritaville Hotel and Resorts, a new upscale boutique select service concept, coming to Anna Maria Sound in 2020. Only minutes to Anna Maria Island, its white sand beaches and Gulf of Mexico!
CompassHotelAnnaMariaSound.com
(888) 354-0818
12324 Manatee Ave
Bradenton
Florida
34209
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Sandpiper Resort Co-op, Inc.
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Call for more information
941-778-1140
55+ Mobile Home Community/2601 Gulf Drive N. #400
Bradenton Beach
34217
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Vacation Property Management
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Time share rentals: Smuggler’s Cove Umbrella Beach Resort Gulf Stream Beach Resort
http://www.vacationet.com
941-778-6667
1501 Gulf Drive North
Bradenton Beach
Florida
34217
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#2 Sand Castle Condo
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Have you ever sat in traffic, an office on a grey miserable day, an airport waiting to board a long delayed flight wishing you were some place else? Well this is the place! This place gives so much pleasure it could draw a tear from a glass eye!
http://www.ourwaterfrontparadise.com
727-386-9170
200 Gulf Drive South #2
Bradenton Beach
Florida
34217
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Island Dreams Realty
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A boutique like vacation rental and real estate company nestled in one of the most beautiful, authentic and friendly islands in the Gulf of Mexico.
http://www.island-dreams-realty.com
941-777-1105
941-6 Cortez Road West
Bradenton
Florida
34210
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Wicker Inn
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Your ideal beach vacation destination – for a week, a month or a few nights. Discover the laid-back privacy and island charm of a one, two or three bedroom suite, fully equipped for your every vacation need.
http://www.wickerinn.com
941-387-8344
5581 Gulf of Mexico Drive
Longboat Key
Florida
34228
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White Sands Beach Resort Gulf Front
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White Sand Beach Resort is located directly on the Gulf of Mexico, on Anna Maria Island. We have 21 apartments, all with kitchens, heated pool, shuffleboard, bar-b-ques and color Cable TV. Beautiful walking beaches and nearby Island shops & restaurants.
http://www.whitesandsbeachresort.com
941-778-2577
6504 Gulf Drive
Holmes Beach
Florida
34217
Turtle Nest 311, LLC
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Charming 3 BR, 2 Bath island home. Enjoy the heated private pool in the lush tropical backyard, or enjoy the azure waters & beaches of the Gulf or Tampa Bay, both within easy walking distance. Stroll over to Pine Ave & enjoy local shopping & dining.
The Turtle Nest
570-585-4027
311 Spring Avenue
Anna Maria
Florida
34216
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