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 4,534 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 $56 and going up to $9,038, you’re spoilt for choice with amenities such as Kitchen / Kitchenette.
Top Features: Kitchen / Kitchenette, Air conditioner, Internet / Wifi, Dishwasher and Pool
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 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.
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.
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.
Soak up the beauty of Anna Maria Island in our Cottage, Note: 30 day minimum rental for January, February, and March, 2025. With a range of amenities such as Air conditioner, Internet / Wifi and Laundry, you'll feel right at home.
Soak up the beauty of Anna Maria Island in our Cottage, COZY APT IN QUADRAPLEX HOME. 1BR/1BA Sleeps up to 4. POOLSIDE. STEPS TO BEACH!. 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 $145 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 / Patio.
Discover the beauty of Anna Maria Island with a stay at Stand Alone Beach Retreat Walk to Bridge St, a top rated Cottage with amenities such as 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 $775 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.
The best choice in Anna Maria Island for Cottage, for $127 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
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.
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.
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.
This Cottage in Anna Maria Island, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
Discover the beauty of Anna Maria Island with a stay at Cute&Cozy cottage! 3 min walk to beach-Private patio. , a top rated Cottage with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
The best choice in Anna Maria Island for Cottage, for $265 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
Soak up the beauty of Anna Maria Island in our Cottage, Tropical Paradise Cottage on the Beach VRC17-000167. With a range of amenities such as Air conditioner, Dishwasher and Internet / Wifi, you'll feel right at home.
Experience vacation in Anna Maria Island with our Cottage, 3 min to the beach! Crazy Cute Cozy cottage close to everything! . Enjoy amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
Business stays, family stays, couples stay, getaway vacation, and rental in Anna Maria Island at Charming 2br / 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida for $325 for your next trip.
Experience vacation in Anna Maria Island with our Cottage, Coastal Cottage On Holmes Beach With Private Heated Pool! 1 Block to beach.. Enjoy amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
When traveling to Anna Maria Island, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $400 per night.
Discover the beauty of Anna Maria Island with a stay at Quiet Nights of Quiet Stars on Anna Maria Island, a top rated Cottage with amenities such as Air conditioner, Internet / Wifi and Laundry, and more.
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