Location: Anna Maria, Anna Maria Island, Florida South West, Florida, USA (25 mins to SRQ, 50 mins to TPA, 2 hrs to Disney!)
Accommodations: Vacation Cottage, 2 Bedrooms, 1 Bath (Sleeps 4-6)
Historic Anna Maria Village! Pineapple Cottage, centrally located on Pine Avenue (411 Pine Avenue), halfway between the Gulf of Mexico beaches and the Anna Maria City Pier! Walking distance to everything, including great restaurants, Ginny's and Jane E's, Two Scoops Ice Cream, and shopping! The Gulf of Mexico access, next to the Sandbar Restaurant, is 2 1/2 blocks away, and the Historic City Pier on Tampa Bay is 2 1/2 blocks away! There is free trolley access out the door to the entire length of the 7 mile island! Bicycles for use, too!
Completely updated cottage, with new wood floors, granite and stainless kitchen, tiled shower, and comfortable furnishings! Master queen sized bedroom with French doors onto private deck and backyard area with beautiful new heated pool! Second bedroom has day bed with two comfy twin bed pull-outs. There is an office area and high speed wireless internet access. AC, cable television, outdoor patio area for outside dining. Washer/dryer. You will love it here!
ALSO: For larger groups, rent with An Island Place Cottage, vrbo#178363, a darling one bedroom cottage adjacent to Pineapple Cottage!
Vacation Rental Features
- Amenities
- Air Conditioning
- Washer
- Dryer
- Linens Provided
- Beds
- Queen Bed
- Convertible Bed
- Entertainment
- Cable/Satellite TV
- DVD
- VCR
- CD Player
- Stereo System
- Private Pool
- Kitchen
- Full Kitchen
- Cooking Utensils Provided
- Refrigerator
- Dishwasher
- Microwave
- Ice Maker
- Outdoor Features
- Gas/Electric BBQ Grill
- Deck/Patio
- Communications
- Telephone
- Broadband Internet
- WiFi (Wireless Internet)
- Other Amenities
- HIGH SPEED INTERNET!
- Suitability
- Pet Friendly
- Smoking Not Allowed
- Activities (on site and nearby)
- Golf
- Tennis
- Shopping
- Sightseeing
- Restaurants
- Kayaking
- Sailing
- Boating
- Parasailing
- Jet Skiing
- Shelling
- Swimming
- Snorkeling/Diving
- Biking
- Fishing
- Fitness Center/Gym
- Health/Beauty Spa
- Antiquing
Rate Details (In US Dollars)
Christmas through April & Month of July .. $1200/week .. $3800/month.
Off Season ............................... $1000/week..$3200/month.
Saturday to Saturday; weekly minimum
$200 Deposit and $75 Cleaning Fee.
Note: Until confirmed, rates are subject to change without notice.
Property Photos
- Brand new pool! - Anna Maria Island, Florida Vacation Cottage
- - Anna Maria Island, Florida Vacation Cottage
- - Anna Maria Island, Florida Vacation Cottage
- This is a daybed which has two good twin sized mattresses!
Guest Comments (16)
First (10) of (16). View all comments
Vacation Rentals by Owner Listing #91669
There have been 25496 visitors to this page since the counter was last reset in 2006.
This listing was first published here in 2006.
Date last modified - October 31, 2009


Positive Rating
Thanks for providing such a lovely, comfortable home away from home. This was our second visit and we don't return to too many places twice. Already thinking about a third visit someday. Janet & Stephen Evans, Wales, UK
Positive Rating
We enjoyed our stay on the island. The cottage was quite comfortable (the pool a plus!). The weather was perfect; the beaches....gorgeous! What a nice way to end our summer! The Henry Carlson Family, Plant City, Florida
Positive Rating
After the journey from hell, we arrived at Pineapple Cottage. It is absolutely perfect. Everything we need. The kids had a ball in the pool. We loved the location... walks to the Piers and the beach, the best beach we have ever been to! The cottage was very comfortable; the photos on the website do not reflect the quality and space inside. Highly recommended. We will be back. With thanks, The Cooper Family, Leichestershire, England
Positive Rating
The Beckwith's ,
Positive Rating
Trish ,
Positive Rating
June 20-27, 2009 "We loved our stay at the "Pineapple Cottage!" The cottage waas everything and more than we expected, hope to be back very soon! A million thanks to you, Sue, for all your tips and your hospitality!" The Cook Family, Jupiter, Florida
Positive Rating
"Sue, We loved our stay here this week, especially the private pool. It has been a beautiful week. We plan to return, hopefully soon." Tom and Gloria
Positive Rating
"This was our first trip to Anna Maria Island. The articles written about the area were true--this really does have an old beach area feel to it! We enjoyed the size and location of the cottage. The pictures online don't display it as well as being here. The area restaurants were a delight and the bikes were well used! We met Mark who let us use his kayaks one morning before the rain started. Thanks for working with us to let us stay at your lovely cottage." David and Joann Clack
Positive Rating
Dear Sue, I am so thankful that we "happened" across Anna Maria Island and moreso that we found your wonderful cottage. This week has been the most relaxing week ever! You have been absolutely the most gracious hostess ever. We will definitely be back and wouldn't even think of staying anywhere else. Thank you for everything! See you again soon! Take care, Michelle & Toby Ackerman 7009 Whitewater Lane Lincold, NE 68521 402-304-5943
Positive Rating
Subject: Anna Maria Heaven Hi Sue, Oh My Gosh, Thanks so much for such a delightful place to stay during our Spring Break. I just loved the Pineapple Cottage. We all had such a relaxing, fun time! The kids were so enamored with the ocean, waves, sand, etc! We saw dolphins, ate on the pier and met lots of great friends. Thanks again! My friend, Connie, commented to me so many times how lucky we got to find your place! I do not know what is going on next year but if I am able to go to Florida, you are tops on our list for a a place to stay. Patti, Connie & Kids ________________________________________________________________________