Welcome Back Promo – Save $150!
Enjoy $150 off any stay when you book before June 28th.
Just use the code Welcome Back at checkout to claim your discount!
42 properties available
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!Cancel 14 days prior to arrival receive 100% refundCancel 7-13 days prior to arrival receive 50% refundExperience 24/7 Live Customer ServicePrivate Beach AccessHeated PoolAnna Mar
This sun-drenched 3br/3ba tropical beach cottage centrally located by Holmes Beach in the heart of Anna Maria has been described as one of the “prettiest vacation homes on the island.” This authentic 1947 beach bungalow has been completely (and splendidly!) renovated with raised ceilings, travertine floors, and showers, granite countertops in the k
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!Cancel 14 days prior to arrival receive 100% refundCancel 7-13 days prior to arrival receive 50% refundExperience 24/7 Live Customer ServicePrivate Beach AccessHeated PoolGulf of
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!Cancel 14 days prior to arrival receive 100% refundCancel 7-13 days prior to arrival receive 50% refundThe coastal morning is serene; white sand beaches glow golden at sunrise. Th
Boasting a large, resort style heated outdoor pool with a hot tub, and a prime location on Anna Maria it's easy to fall in love with this island getaway. The private location on the north end of Anna Maria Island, near Bean Point is ideal to give you space and privacy and only a five minute walk to all local food and activities.Perfect for a romant
This sun-drenched 2br/2ba beach cottage centrally located by Holmes Beach in the heart of Anna Maria has been described as one of the “prettiest vacation homes on the island.” This authentic 1947 beach bungalow has been completely (and splendidly!) renovated with raised ceilings, travertine floors, and showers, granite countertops in the kitchens a
Relax on the screened-in Balcony overlooking sparkling waters of Palma Sola Bay. Palm fronds rustle in sea breeze, a great egret takes flight into an azure sky. Perico Bay Club is a nature-lovers paradise! This 2BR/2BA luxury condo is a short walk or bike ride from three nature preserves; the Robinson Preserve, the Neal Preserve, and Perico Preserv
The Sunshine Kissed Villa has everything you need for a complete holiday! Our villa has all you need for staying in, and when you are ready to get out you are moments away from anything that sparks your interest. Your dream tropical getaway awaits on Anna Maria Island, Florida! Located on the Gulf of Mexico, less than 1-hour from Tampa or Sarasota
Relax on the 3rd-floor veranda, and gaze out across the serene aquamarine waters of the Gulf of Mexico. The sea breeze is scented with jasmine and frangipani. Fresh air and the sounds of the surf will lower your blood pressure and make you glad to be alive! This elegant, sunshine-yellow, 4br/3ba vacation home will help you to cherish every sunrise
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!Cancel 14 days prior to arrival receive 100% refundCancel 7-13 days prior to arrival receive 50% refundExperience 24/7 Live Customer ServicePrivate Beach AccessHeated PoolWelcome
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!Cancel 14 days prior to arrival receive 100% refundCancel 7-13 days prior to arrival receive 50% refundExperience 24/7 Live Customer ServicePrivate Beach AccessHeated PoolHurrica
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!Cancel 14 days prior to arrival receive 100% refundCancel 7-13 days prior to arrival receive 50% refundExperience 24/7 Live Customer ServicePrivate Beach AccessHeated PoolThe prim
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