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.”
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.
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!
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!
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.
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
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!
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.
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!
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.
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.
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!
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….
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!
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.
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.
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.
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
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.