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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Find your slice of paradise or perfect Florida vacation rental with Sato Real Estate. Whether you are looking for an investment home, vacation home or permanent residence, we are your source for Anna Maria Island real estate and rentals!
http://www.satorealestate.com
941-778-7200
519 Pine Avenue
Anna Maria
35216
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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Starfish Villas
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Family owned & operated, these 4 bedroom, 3 bath twin villas are across from Coquina Beach Park. Quiet neighborhood, walking distance to Bridge Street. Rent together or separately. Private heated saltwater pools, luggage elevator, private garage.
http://www.starfishvillasami.com
603-448-8630
105 11th St S
Bradenton Beach
34217
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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
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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
Anna Maria Vacations
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We are the luxury vacation rental provider, currently with 220 high-end properties to choose from. We deliver the best experience possible through five star housekeeping and property management. 1-9 bed properties, water, beach and inland locations.
http://www.annamaria.com
941-778-4178
3018 Avenue C
Holmes Beach
Florida
34217
USA
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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
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
Island Destinations of Anna Maria, LLC
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Specializing in seasonal and short term rentals and professional property management with a personalized touch.
AMIDestinations.com
941-779-4914
Serving Anna Maria Island
Holmes Beach
Florida
34217
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Villa Chez Shell
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This newly renovated 3 bedroom/3 full bath home has a tropical private backyard with heated pool, waterfall & swim-up Tiki table. The fantastic location, spacious living space, stylish bedrooms & exotic backyard offer it all for a perfect vacation!
http://www.VillaChezShell.com
804-382-8256
517 42nd Street
Holmes Beach
Florida
34217
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Casa Del Mar Beach Resort
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100 Spacious Gulf front units directly on the beach! Create lasting memories and experience paradise at our luxurious resort. “Your Home by the Sea” (941-)383-5549 www.casadelmar.net
http://www.casadelmar.net
941-383-5549
4621 Gulf of Mexico Drive
Longboat Key
34228
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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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RVA Resort Vacations
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Various Island rentals.
www.rvafl.com
800-546-1696
4030 Gulf of Mexico Drive
Longboat Key
34228
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Anna Maria Beach Resort
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Gulf front motel. All of our rooms have a gulf view, daily room service, Flatscreen TVs, free wireless Internet and individual A/C. Enjoy our heated pool or play some shuffleboard in the private garden area.
AnnaMaria.com
941-778-4178
6306 Gulf Drive
Holmes Beach
Florida
34217
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Nautilus Vacation Rentals
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Featuring 34 – 2 BR/2BA condos with full service kitchens, telephones, cable TV, laundry, heated pool, WIFI and lighted tennis courts. Beautifully landscaped and located directly on the Gulf. Visit web site for more details or call on site office.
http://www.thenautiluscondominiums.com
941-778-1970
7100 Gulf Drive
Holmes Beach
34217
Mainsail Vacation Rentals
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We go above and beyond the competition to bring you the best service and ensure you will love our coastal homes and condos. From one-bedroom suites to 5-bedroom beachfront vacation homes, we have a rental that will fit your needs.
MainsailVR.com
941-600-2340
5325 Marina Drive
Holmes Beach
Florida
34217
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2 Herons Landing
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Beach accommodations Fl cottage/condo/villa Sarasota Bay PET friendly Fantastic location for fishing, water sports. Dock your boat at private, lighted pier.Steps to beaches, shops & restaurants.Spacious interiors decorated in tropicals
http://www.annamariaheronslanding.com
713-498-3549
114 8th St S
Bradenton Beach
Florida
34217
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Florida Vacation Connection
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Specializing in vacation rental properties on Anna Maria Island & Longboat Key. On the beach, bayfront, intercoastal waterways or landside. Homes Condos & Resort
www.flvacationconnection.com
941-387-9709
3720 Gulf of Mexico Dr.
Longboat Key
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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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
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Anna Maria Island Inn
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Call for more information
941-778-3053
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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A Tropical Breeze Beach Club
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7 beachside units: 3 one bedroom apartments/cottages and 4 motels/efficiencies all with full kitchens, 25 inch TV VCR.
http://www.tropicalbreezebeachclub.com
941-778-2577
6802 Gulf Drive North
Holmes 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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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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