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Anna Maria Island, Florida, United States of America

Anna Maria Island cottage rentals

We found 167 cottages — enter your dates for availability

Explore Anna Maria Island cottage rentals

Tropical Oasis so Close to Beach and Pet Friendly!

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
$160 avg/night
(1)

Tropical Paradise On The Beach Permit VRC17-000168

Sleeps 5 · 2 Bedrooms · 1 Bathroom
$188 avg/night
(77)

Gulf View Secs TO THE Beach --full Renovation 2019-1 BR -heated Pool, Granite

Sleeps 4 · 1 Bedroom · 1 Bathroom
$162 avg/night
(70)

Charming! Close to Beach!

Sleeps 3 · 1 Bedroom · 1 Bathroom
$92 avg/night
(64)

Tropical Luxury by the Beach and Pet Friendly!

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
$161 avg/night

Beautiful Beach House w/ Heated Private Pool-walk to Trolley, Dining, & Shopping

Sleeps 6 · 3 Bedrooms · 3 Bathrooms
$199 avg/night
(28)

Search 167 cottages

Recent reviews of Anna Maria Island cottage rentals
Stayed Jul 2021

Nice get away!

The reservation process and the direct communication with the owner were top notch. The apartment was cute and clean, with the location convenient to the beach. We usually stay in Treasure Island, so we’re spoiled with food and shopping just steps aw...

Richard C.
Richard C.
Stayed Jul 2021

Great location but property needs some TLC

The location is fabulous. Steps from the beach and close to all the restaurants and shops, but……the property needs some TLC. Lots of rotting boards on the outside and cracked tile on the inside. Not sure if I would stay here again unless lots of upda...

Jeremiah M.
Jeremiah M.
Stayed Jul 2021

Great place, great location, great price!

We’ve been coming to this sweet little slice of Heaven called Anna Maria Island for years now, and you really can’t beat the price of this rental directly on the beach! Raquel, the property manager couldn’t have been any nicer or more accommodating! ...

Kellie H.
Kellie H.
Stayed Jun 2021

Perfect beach spot

Shell Cottage is perfect for two. The beach at the end of the street is practically private. No crowds. The pool is delightful. The free trolley a few blocks away is so convenient. And Liane, Sharon and Julie are totally professional and helpful. I w...

Fay F.
Fay F.
Stayed Jun 2021

Great vacation house!

This house met our expectations and beyond. Such a beautiful house with everything you could possibly need for a weeks vacation at the beach. Extremely clean and as pictured. House was a short walk (about 8 min) to the beach and included lots of beac...

Megan L.
Megan L.
Stayed Jun 2021

Nice Place Near the Beach

This was a nice, homy place within walking distance of beach access. The unit was near anything you mayneed. It was well furnished. If you are there for a longer stay, towels may be an issue, as we were only give 2 bath towels for a week. Unit does h...

Kim M.
Kim M.
Stayed Jun 2021

Spectacular place, amenities, and location on AMI

Been coming to AMI with a group of friends for five years. This is by far the best place we have stayed. Everything you could imagine is provided. A short walk down the street and then follow a path that looks you’re on a tropical island to a beautif...

Lori W.
Lori W.
Stayed May 2021

Great Property!

Very nice rental property, extremely clean and well kept. Cleanest rental we have ever stayed in. We are real estate investors ourself and were very impressed. Joan has everything you need there and it looks like it was just remodeled yesterday. Clos...

Justin M.
Justin M.
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