Best Vacation Cottages in Anna Maria Island, FL
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Welcome to Anna Maria Island, a gem in Florida that shines with possibilities. With 4,384 cottages to choose from, your perfect vacation is just a click away.
From cozy to lavish, Anna Maria Island offers a wide range of cottages to suit your budget and style. With prices starting from $95 and going up to $8,028, you’re spoilt for choice with amenities such as Kitchen or Kitchenette.
Top Features: Kitchen or Kitchenette, Internet / Wifi, TV, Air conditioner and Laundry
Local Highlights: St. Pete Pier™, Mote Marine Laboratory & Aquarium, Imagine Museum: Contemporary glass art, Bayfront Park and South Jetty Beach
Take the first step towards an unforgettable Anna Maria Island experience. Reserve your cottages today and uncover the hidden gems of Florida.
Looking to create some memories in Anna Maria Island? Look no further than our Cottage, 3706 Gulf Dr 2 Bedroom Home by RedAwning. Enjoy top-rated amenities including Dishwasher, Internet / Wifi and Laundry, and more.
Indulge in a peaceful retreat at Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!, our elegant Cottage in Anna Maria Island. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
Business stays, family stays, couples stay, getaway vacation, and rental in Anna Maria Island at 3706 Gulf Dr 2 Bedroom Home by RedAwning for $455 for your next trip.
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Anna Maria Island, at $330 per night for your next great vacation.
Looking for a memorable stay in Anna Maria Island? Our Cottage might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more during your stay.
Looking for a memorable stay in Anna Maria Island? Our Cottage might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.
Discover the beauty of Anna Maria Island with a stay at Holmes Beach Home: Pool, Hot Tub, Walk to Beach!, a top rated Cottage with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
Discover the beauty of Anna Maria Island with a stay at Holmes Beach Home: Pool, Hot Tub, Walk to Beach!, a top rated Cottage with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
Experience the best of Anna Maria Island with this Cottage available for $513. This property is equipped with amenities including Air conditioner, Internet / Wifi and Kitchen or Kitchenette, and more.
Soak up the beauty of Anna Maria Island in our Cottage, Sea Garden Cottage with Direct Beach Access,AC & WiFi - North End Anna Maria Fl. With a range of amenities such as Air conditioner, Dishwasher and Internet / Wifi, you'll feel right at home.
This Cottage in Anna Maria Island, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
This inviting Cottage in Anna Maria Island can fit your needs for many types of vacations, at $834 per night.
Soak up the beauty of Anna Maria Island in our Cottage, We will be accepting new reservations from January 2025 going forward only.. With a range of amenities such as Air conditioner, Internet / Wifi and Laundry, you'll feel right at home.
Enjoy the best of Anna Maria Island in our Cottage, Seaglass Cottage by SeaBreeze Vacation. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
The best choice in Anna Maria Island for Cottage, for $272 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
Are you ready to indulge in a relaxing getaway? Our Cottage in Anna Maria Island has everything you need for a rejuvenating stay. Treat yourself to Experience the passion of hospitality, cleaning, and good location!'s exceptional amenities, such as Air conditioner, Internet / Wifi and Balcony or Patio.
Discover the beauty of Anna Maria Island with a stay at Charming Stand Alone Cottage! Walk 2 Beach/Bridge, a top rated Cottage with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
Indulge in a peaceful retreat at Tropical Paradise On The Beach Permit VRC17-000168, our elegant Cottage in Anna Maria Island. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more.
Nestled in Anna Maria Island, this Cottage is perfect for your next vacation. Enjoy Luxury Beach Cottage for Families on the North Shore of Anna Maria Island's top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Anna Maria Island, at $829 per night for your next great vacation.
Looking for a memorable stay in Anna Maria Island? Our Cottage might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.
Nestled in Anna Maria Island, this Cottage is perfect for your next vacation. Enjoy Canalfront Anna Maria Cottage w/ Pool & Hot Tub!'s top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
The best choice in Anna Maria Island for Cottage, for $163 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
Looking for the perfect place to call home during your trip to Anna Maria Island? This Cottage offers a comfort and style with top-notch amenities, including Air conditioner, Internet / Wifi and Laundry, and more.
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