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1 / 21 Heated 24x12 Pool

from $172 / night help Price for guests, Nights approx:

Description from manager

Description from manager

Bedrooms 2 / Bathroom 1 / Sleeps 6 / Cottage
Bedrooms: 2  Bathroom: 1  Sleeps: 6  Type: Cottage
Pineapple Cottage: 2BR Quaint Pet-Friendly Cottage
TripAdvisor property ID 2040768

More Property Details

Book this 2 bedroom cottage in Anna Maria today! A total of 6 people can sleep here comfortably.

Guests can enjoy a air conditioning, parking space, and internet access among other amenities offered by this rental.

Travelers are sharing their opinions on this property. It has an overall rating of 5/5 thanks to an average of 13 reviews.

Costs vary, with the average weekly rate as low as $1200 to as high as $1450, depending on travel dates.

The manager responds to 85% of inquiries and last updated the property’s calendar Jul 21, 2017.

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About the manager

About the manager

Coastal Cottages Ami
Response rate:
Calendar last updated:
21 Jul 2017
Overall rating:

Languages spoken: English



Proximity to TripAdvisor's Top Anna-maria Attractions




  • Air conditioning
  • Ceiling Fans
  • Clothes dryer
  • Linen provided
  • Washing machine

Phone / Internet

  • Internet access

Property Features

  • Parking


  • Dishwasher
  • Fridge
  • Microwave
  • Stove


  • CD player
  • DVD player
  • Satellite TV
  • TV


  • Grill
  • Patio


  • Children
  • Pets
  • Smoking allowed


Reviews (13)

Excellent – based on 13 reviews Excellent
13 reviews

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Very Good
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“Fall vacation”

Reviewed 13 Nov 2014

The weather was nice several of the days and we really enjoyed less people than we encounter in July. Lots of beach walks and bike rides. My only issues were the dirty rug in dining area and flat pillows on all of the beds.

Response from the manager From the Owner: First of all, I'd like to say that I'm very happy you enjoyed a nice week at Pineapple Cottage! I really wish you had said something, though, about the pillows and the rug, when you checked in! I live only a few blocks away from the cottage, and I try to keep up on everything as it's needed, checking in there frequently to make sure everything is all right. I hadn't had any complaints about the pillows before, so thank you for bringing it to my attention. Now I have gone and purchased all brand new Laura Ashley down-like pillows for the beds. Also, I hadn't noticed a spot on the rug under the dining table and now we are having that cleaned. Please come again to stay on Anna Maria Island and at Pineapple Cottage! Thanks so much, Sue

“excellent ALL ROUND”

Reviewed 8 Aug 2014

great home, the owners have thought of every mortal thing.. would def stay again and have also recommmended already to friends of mine

“Fantastic location and very well maintained”

Reviewed 29 Jul 2014

It's very clear the owners and agents care very much for their property. Beautifully maintained and very comfortable for a family of 4. The location is ideal as it's halfway down Pine Avenue and whilst you need a car to get there you don't have to drive it much once you have arrived. 10 mins one direction is the fantastic Sandbar restaurant and bar and the beach along with other great places like Ginnie and Janes shop and diner. 10 minutes the other way and you've walked to the City Pier restaurant and the great 2 Scoops ice cream shop. The cottage itself has everything you need including a beautiful pool area with loungers, multi-coloured pool seats and a lovely shell covered surrounding. The water in the open air private pool was so much cleaner than the ones in Orlando that have the lanai covering and it was joy to sit out there soaking up the sun. I wish I was still there.


Reviewed 29 Jul 2014

Enjoyed our stay on the island, as always! The cottage was great! We enjoyed the parade that came right by the cottage on the 4th of July! Lots of fun and happy people. I guess the only thing that would make the cottage better would be that the yard around the pool wasn't crushed shells. Other than that it was an awesome, relaxing week and we are heading back to the cottage in October!

“Cute Cottage”

Reviewed 13 Jun 2014

This is the 3rd different property we've rented from Sue Carllson's rental company, Coastal Cottages, and every one has been great. Nice secluded pool area which is a real sun trap. Sue's team are really helpful and nothing is too much trouble. Accommodation is great, with nice individual touches all around. Wouldn't hesitate to rent this one again!

“Great stay at Pineapple Cottage”

Reviewed 1 Feb 2014

I can't say enough good things about our stay at the Pineapple cottage and anna Maria Island! The location was great. It was only a short walk to the beach or to the pier. Anna Maria Island is a great way to enjoy Florida and not feel like you are surrounded by high-rise condos. Lots of great little shops right near the house. We found a great restaurant called The Sandbar and it was a short walk away. The free trolley was a great way to get around the island and avoid driving and parking. We found the house to be really comfortable and cozy. We traveled with our pets and they loved the fenced in back yard. The weather was not the greatest, so we could not take full advantage of the pool, but it was still great. On one side was a storage unit building (we never saw anyone there) and a neighbor next door (hardly ever saw anyone there either). Despite it being on a somewhat busy street, you could hardly hear anything. The kitchen was great with updated appliances. The grill was nice to use for dinner and the covered patio area was great to sit out and enjoy dinner. The washer and dryer were great so that we did not have to pack so much for the trip. Plenty of closet space for everything. This was a great place to rent and we cannot wait to come back to aMI and stay at the pineapple cottage next year!

“peaceful place”

Reviewed 25 Jul 2013

I love aMI, I am a visitor since 2003 from Miami. I love, love this place and Pineapple Cottage was the best place for us to stay. I felt right at home with all the comodities anyone can desire. We thank you for sharing this house with us. See you soon.

Review 1-10 of 13

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