Pineapple Cottage, walk to the beach &Pine Ave, tropical oasis pool and spa.
Welcome to Pineapple Cottage a beautifully updated ground-level beach cottage located in the heart of Anna Maria City and just 1 block from all the shops, restaurants, and fun on Pine Avenue. This charming cottage has been completely restored after hurricanes Helene and Milton. This property is better than ever and offers all the luxuries you will come to expect from Staying with Salty Mermaid Vacation Rentals. Leave your car parked (3 spots provided) the town is very walkable and this property offers an excellent location in the center of it all, plus our island's free trolley is only a few flip flop steps away on Pine Ave. Pineapple Cottage offers 4 bedrooms, 3 baths and was professionally designed to create a warm and inviting atmosphere. Take a swim in your private tropical oasis where the saltwater pool and spa are heated or light the gas grill for a barbecue with friends and spend your evening relaxing on the back porch. Your family will enjoy get-togethers with all the outdoor shaded private space. As always, we make sure you have the ability to stay connected on our free high-speed wireless internet! Kick back relax turn on the Flat screen and catch that flick you always wanted to see or that must-see sports game.
Disclaimers:
*Florida Law requires an audible alarm to be installed on doors and windows that open to a pool area. The purpose of these alarms is to alert an adult if a child walks out to a pool area unattended. These alarms typically have a bypass button that allows the door to be opened for 7 seconds before the alarm goes off. These alarms must not be removed or tampered with in any way. Any evidence of tampering or damage to pool alarms will be billed to the credit card on file for the reservation.*
*Dogs 25lbs or Less are welcome, A $ 250+ tax pet fee is required per pet, This is a separate fee paid directly to Salty Mermaid Real Estate after booking. Pets that are not disclosed to our office will result in additional cleaning charges to your reservation.
*Check-in time is 4 pm on the day of your arrival, Check out time is 10 am on the day of your departure. No early access or late departure is allowed unless special arrangements are made with our office, Our cleaning and Inspection team need time to ensure the rental is clean and safe for your stay*
*A starter kit of paper towels, toilet paper, trash bags, laundry detergent, and coffee & tea. Full sized luxury hand soap, shampoo, conditioner, and body wash are provided at check-in. Also available if requested, while supplies last, is a toothbrush and sewing kit. Any additional items that you may need during your stay can be purchased at one of the local grocery stores.*
*White Duvet covers and inserts, white bed linens, multi color beach towels, white bath towels, white wash clothes, white bathroom floor towels, black makeup towels, kitchen towels, premium pillows, vacuum sealed throw blankets*
*Please note, all guests occupying this property who are under the age of 25 must be accompanied by a parent or legal guardian. Thank you!*
*This home has a 4-night minimum stay requirement*
*Reservations that are 30 nights or longer will require a mid-stay clean, one of our rental agents will provide more information at the time of booking.
*The Bikes in the Photos are not included with the rental, if you would like more info on bike rental options please reach out to us and we will be happy to help*
*The Garage is the Owners personal storage space, no guest access allowed*
*Ring Door camera at front Entrance*
*Please note this is not a party or large gathering house. Noise complaints will result in eviction*
*Parking for 2 Vehicles side by side on the driveway, do not block sidewalk, you can park in the grass strip in front of the house too, do not have any tires on the street, you will get a ticket.
*Pools are heated from approximately Thanksgiving to Easter only and are set no higher than 80 degrees. Spa temperatures default to the pool temperature when not in use and can reach 100 Degrees under normal weather circumstances. During colder weather, we cannot guarantee that the pool/spa can be maintained to that degree. No refunds, credits, or discounts will be offered if the pool/spa temperature cannot be maintained due to unusually cold weather*
Add dates for prices
Amenities
Pool
Hot tub
Washing machine
Dryer
Pet-friendly
Air conditioning
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
Anna Maria
Located in Anna Maria, this holiday home is near the beach. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy.
Anna Maria Island Museum and Historical Park - 3 min walk - 0.3 km
Island Players - 6 min walk - 0.6 km
Anna Maria City Pier - 6 min walk - 0.6 km
Bradenton Beach - 6 min walk - 0.6 km
Bayfront Park - 6 min walk - 0.6 km
Getting around
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 33 min drive
Restaurants
The Ugly Grouper - 6 min drive
Anna Maria Island Beach Cafe - 8 min drive
The Sandbar Restaurant - 6 min walk
The Waterfront Restaurant - 5 min walk
Ginny's & Jane E's - 6 min walk
Frequently asked questions
Does Pineapple Cottage, walk to the beach &Pine Ave, tropical oasis pool and spa. have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Pineapple Cottage, walk to the beach &Pine Ave, tropical oasis pool and spa.?
As of 3 April 2026, prices found for a 1-night stay for 2 adults at Pineapple Cottage, walk to the beach &Pine Ave, tropical oasis pool and spa. on 17 July 2026 start from NZ$1,724, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Pineapple Cottage, walk to the beach &Pine Ave, tropical oasis pool and spa. pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Pineapple Cottage, walk to the beach &Pine Ave, tropical oasis pool and spa.?
On-site parking is available at the property.
What time is check-in at Pineapple Cottage, walk to the beach &Pine Ave, tropical oasis pool and spa.?
Check-in begins at 4:00 PM.
What time is check-out at Pineapple Cottage, walk to the beach &Pine Ave, tropical oasis pool and spa.?
Checkout is at 10:00 AM.
Where is Pineapple Cottage, walk to the beach &Pine Ave, tropical oasis pool and spa. located?
Situated near the beach, this holiday home is within a 10-minute walk of Anna Maria Island Museum and Historical Park and Bradenton Beach. Bean Point Beach and Anna Maria Beach are also within 1 mile (2 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We stayed here in November and had a great stay! The pool area is awesome and very private. The house was very nice, too!
Becca B.
Stayed 5 nights in Nov 2021
Response from VrboOwner on 2 March 2022
It was a pleasure being able to host great guests. We appreciate the feedback and hope that when you return you remember us!
Would recommend Becca to any VRBO host.
The house is excellent. The pool is incredible! An overall very relaxing place for a vacation. Perfect location on the island for dining and shopping. We would definitely stay here again.
Chad S.
Stayed 4 nights in Jul 2023
Response from VrboOwner on 4 August 2023
So happy to hear you thought 'Pineapple Cottage' was excellent and that you had a relaxing vacation! Hope to see you again soon!
Amazing house and outdoor pool area.
Had a wonderful 4th of July stay!
Walking distance to everything you want/need!!
Very attentive property manager that checked in with us periodically to make sure we had everything we needed.
We had an amazing stay . Location was on point. The island was like no other I have ever witnessed!!! Only issue was the air conditioning quit on us our last night .
There were 4 of us (55+) women who came in to attend a birthday party for our friend in Bradenton. The Pineapple House was perfect for us…from clean, to space, to privacy to location to restaurants, shopping and the beach…everything was a walk or golf cart away! We LOVED it!
Kimberly N.
Stayed 4 nights in Jul 2022
Response from VrboOwner on 30 August 2022
We appreciate being able to host such wonderful guests and thank you for your feedback! We would highly recommend Kimberly to any hosts.
Our family of six adults and two young children loved this house. The lighting was great for my husband who is vision impaired. The pool is spectacular and almost as much fun as the beach. great location and vibe. a winner
Loved Pineapple Cottage! Very well appointed decor. Loved the ceiling fans. Beds/pillows were very comfy.
Had a little issue with the pool but it was handled quickly. Salty Mermaid Co. was fantastic to deal with.
I recently stayed at Pineapple Cottage with my extended family, including an infant. The location was great! 5 minutes walking distance to the beach and shops/restaurants. The pool area and backyard are amazing! We went outside every chance we got and enjoyed the hot tub and outdoor tv so much. There are 3 full bathrooms, one of which has a bathtub, which was convenient for bathing our baby. Highly recommend this home for larger groups!
This house is in a great location, 3 blocks to the beach, restaurants, and 3 blocks to the pier and other amenities. It is charming, spacious and has everything you need to make your stay easy, effortless and pleasant. The back yard is a little oasis, very enjoyable, the swimming pool is beautiful, and the hot tub was a hit with my family. Everything is super clean: the linens, the whole house is spotless. It is a family friendly property. We will definitely come back!
Maggie C.
Stayed 6 nights in Aug 2023
Response from VrboOwner on 8 September 2023
'Pineapple Cottage' can not wait to host you again, Maggie. The back yard is the perfect personal oasis, glad to hear you took advantage. Come back soon!
The property was exactly as it looks online. The pool was great, very clean, beds were comfy, plenty of towels. We rented a golf cart which was a great idea so we didn’t have to use the car to get around the island. Beaches were breathtaking, thank you for such a great experience. The only thing I couldn’t find was a cutting board.
Nathan R.
Stayed 6 nights in Jun 2023
Response from VrboOwner on 28 July 2023
Thank you, Nathan, for the 5 star review of your recent stay at 'Pineapple cottage'! Glad to hear you all had a great experience on Anna Maria Island. Hope to see you all return soon :)
My overall experience of this property was excellent!! Loved the pool, the location to the beach and to Pine street. Enough parking for our group was wonderful!! No complaints at all!!
It was a beautiful property but a little smaller than what we expected. Glad my son in law backed out in the last minute. I should have read the bedrooms better, but that’s my fault. They don’t offer any beach chairs or coolers which was disappointing because all other rentals did, but we survived. The rental company was fabulous!
We absolutely loved the home and the location of this property. The owners were wonderful to work with and we appreciated their feedback when needed. It was wonderful to have been extra propane tanks available for the grill, as the gas did run out while we were there. It was great to be able to put a new one on with ease and not worrying about where to fill one.
Couple items of concern:
The pool was nice and clean however the hot tub was not warm at all. We followed the directions exactly how they were left to get it warm, and it never worked the entire week.
It would’ve been nice to have a variety of pans and cookie sheets to cook with as we ate in every day. There is not a pantry and hardly anywhere to store food, but we made it work. A couple concerns for us as we stayed is the appliances as well. The stove and oven do not work very well at all. Many times the burners would not get hot enough and the oven would take an extremely long time to warm up and then cook food. Over we had a wonderful time because AMI is a wonderful location but some of these items would have made the trip even better if they weren’t issues.
The property exceeded expectations! It was so clean and had a great set up for a girls trip! Lots of privacy with backyard pool/jacuzzi. The property manager was extremely responsive with questions. The only question is , Are you selling anytime soon?!
andra P.
Stayed 4 nights in Sep 2021
Response from VrboOwner on 27 January 2022
Happy to hear you had an amazing girls trip!
We pride ourselves on giving personalized service.
We thoroughly enjoyed being given the chance to host you and in hopes, you return!
We stayed at the pineapple cottage for a girls trip- the location is amazing. So close to pine street and the beach! The house is a perfect layout and space- the backyard was our favorite part! It truly is a peaceful, tropical, private oasis! We will definitely be coming back!
This is our third time staying on the island. We love the location of the house. Super close to the beach and The Donut Experiment which is my husband’s favorite. The pool and hot tub was great! Our family enjoyed spending time outside by the pool and if we wanted to get out of the sun. Great sitting area outside with a tv. We will definitely book this house again!
Great home with super quiet back patio and pool area. The house is beautiful and clean. The location is perfect since it’s so close to beach areas. Fantastic shops and restaurants close by within walking distance.
We will be looking to stay there again.
The Thompson’s
Everything about our visit was awesome!
The house looks small from the street, but is very spacious inside. Everything we needed was available to us. Very clean. The backyard/ entertainment area was PERFECT!!
Would highly recommend!!
Brian S.
Stayed 4 nights in Nov 2020
Verified
10/10 Excellent
Mike C.
1 May 2025
Liked: Cleanliness
Mike C.
Stayed 5 nights in Apr 2025
About the host
Hosted by Salty Mermaid Vacation Rentals
Languages:
English
Premier Host
They consistently provide great experiences for their guests