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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Adams Beach Apartments
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4 units on the Gulf beach. Choice of 1,
2 or 3 bedroom full-size apartments, comfortably furnished in a tropical setting. Sundecks, porches, laundry. Owner on site. No pets.
amiparadise.com
941-778-3143
102 1/2 Magnolia Ave.
Anna Maria
Florida
34216-0206
USA
Annie Given Sun Day
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Location, location! Beautifully furnished, spacious 1359 square foot two bedroom, two bath condo. Steps to the beach! Roof top deck with panoramic Gulf and sunset views! Convenient to shops, restaurants and the AMI free trolley.
http://www.VRBO.com/819177
315-944-8766
3402 Gulf Drive #2
Holmes Beach
Florida
34217
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Mainsail Beach Inn
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Elegant 2 & 3 bedroom vacation rentals with gourmet kitchens, stunning décor, hardwood floors, flat screen TVs, fine linens, robes, w/d, private balconies, free wifi, beach chairs and umbrellas, pool/hot tub and sundeck. Rated #1 on Trip Advisor!
http://www.mainsailbeachinn.com
888-849-2642
101 66th St.
Holmes Beach
34217
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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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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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Anna Maria Island Florida Beach Resorts, Seaside, Tradewinds, Tortuga and Tropic Isle BEACH RESORTS for all your family and romantic vacation rentals. Island condo sale, real estate and investments available.
http://www.annamariaislandresorts.net
941-778-0156
115 Third Street South
Bradenton Beach
Florida
34217
USA
An Island Getaway at Palm Tree Villas
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The perfect island getaway! Choose from studios, one bedroom or two bedroom accommodations. All 8 units are updated with a shared pool, just a short walk to the beach.
PalmTreeVillas.com
941-778-0910
207 66th Street
Holmes Beach
Florida
34217
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Beach Breakers I, III, IV
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BEACH BREAKERS I: 102 31st St. Holmes Beach- sleeps 8 Luxury ground level beach house, one of the finest Gulf-front vacation homes on Anna Maria. Elegant, yet comfortable, newly furnished & decorated 3BR, 2 1/2 BA, gourmet kitchen. Ideal for a couple or group
http://www.thebeachbreakers.com
952-930-3652
102 31st St. HB * 103 45th St. HB *200 Gulf Dr. BB
Edina
55436
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Cozy Cabana West
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Welcome to Cozy Cabana West where you can be Salty, Sandy and Happy! Conveniently located just moments from the beach and trolley stops, this fully equipped 2bed/2bath vacation home with private pool is waiting for your arrival!
http://www.cozycabanawest.com
317-213-8078
203 82nd Street
Holmes Beach
Florida
34217
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A-G Casa Marina
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Located directly on the Gulf of Mexico. Six units ranging from one to three bedrooms/baths, all with updated kitchens and new furniture. Heated pool. Your perfect Anna Maria Island vacation spot!
http://www.agcasamarina.com
941-504-9352
2318 Gulf Drive N
Bradenton Beach
Florida
34217
Anna Maria Guest Houses
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Two & three bedroom “green” guest cottages along historic Pine Avenue in the City of Anna Maria. Walk to the beach, shops and restaurants.
PineAvenueInfo.com
941-779-0733
Pine Avenue
Anna Maria
Florida
34216
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Sea Grape Inn Condo Assn. Inc
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An intimate resort condominium located on the Gulf of Mexico on Longboat Key, Florida. We offer daily, weekly, or monthly rentals in professionally decorated and fully furnished two or three bedroom condos.
TheSeaGrapeInn.com
941-383-2105
5125 Gulf Of Mexico Dr
Longboat Key
Florida
34228
Beach Nest
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Attention water lovers! Swim, boat, fish, shelling and kayak with manatees! Owner managed north end Anna Maria vacation rental cottage. 4 bedrooms, heated pool, hot tub, dock. Only 6 houses to the sunset beach!
BeachNest.com
941-928-9274
307 Iris Street
Anna Maria
Florida
34216
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Lizzie Lu’s Island Retreat
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Lizzie Lu’s Island Retreat is a personally owned and operated boutique vacation home company. We personally own our vacation home’s making maintenance of our home’s a priority and ensures you have an uninterrupted vacation in our high quality homes.
http://www.AMIVacationRental.com
941-782-8152
Resort Style Living in Holmes Beach
Holmes Beach
34216
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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Island Time Inn
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One & two bedroom apartments near Bradenton Beach available for nightly and weekly vacation rentals.
http://www.islandtimeinn.com
941-243-3843
105 Bridge Street
Bradenton Beach
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
Vacasa
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A technology-enabled vacation rental company. Leveraging proprietary technology, Vacasa optimizes revenue for homeowners and provides a seamless experience for guests.
Vacasa.com
941-730-5860
315 Pine Avenue
Anna Maria
Florida
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Absolute Anna Maria
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Private beach access, heated pool, 2 balconies, a view of the Gulf, pool or Bay from every room, 50″ television, 40″ television, HD television with over 200 channels, unlimited long distance calling, free Wi-Fi, king size bed and much more….
www.annamariaislandcondorentals.com
289-660-2331
601 Gulf Dr. N.
Bradenton Beach
Florida
34217
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The Blue Horizon Resort
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It does not get any finer than this! Gather your family & friends and come enjoy the vacation of a lifetime at this direct Gulf front luxury home. Two buildings with a total of 9 bedrooms, sleeps 21. Private heated pool & hot tub. Simply The Best!
941-778-4178
99 26th Street
Bradenton Beach
Florida
34217
Florida Rental By Owners
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Rent your vacation home with peace of mind, perfectly curated by the Owner through Florida Rental By Owners. Our team and Owners can help you carve out your dream vacation giving you Insider Tips to our favorite local spots. Save money by booking on a rental listing website with no traveler fees, communicate directly with the Owner always gets you the best deal.
FloridaRentalByOwners.com
1-877-735-2726
Serving All of Florida
Anna Maria Island
Florida
34217
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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
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
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Driftwood Motel
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Charming Cottage style Motel remodeled,fully equipped kitchens & kitchenettes, flat screen TVs free internet,on beach side of road.On site management,outside tables, BBQ Grill and heated pool. Short walk to shops, restaurants,free Trolley & beach
http://www.driftwoodmotelami.com
941-778-2111
5108 Gulf Drive N.
Holmes Beach
Florida
34217
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The Cottages at Siesta Key
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A little slice of old Florida charm, freshly renovated and splendidly situated 100 yards from the powdery white sands of Siesta Beach, one of the most fabled beaches in America. Daily, weekly and monthly rentals available.
http://www.cottagesatsiestakey.com
941-346-0113
1105 Point of Rocks Road
Siesta Key
34242
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