Pineapple Cottage, walk to the beach & Pine Ave, tropical oasis pool/spa

Type: Single Family Home
Bedrooms: 4
Bathrooms: 3
Sleeps: 8

Description

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*

Location Map

Availability


= Already Reserved

Amenities

BBQ Grill Yes Beach Distance 0.3 Mi
Bed Size 1st/Master King Bed Size 2nd Rm King
Bed Size 3rd Rm Queen Bed Size 4th Rm Trundle
Ceiling Fans Yes Internet Access Wi Fi
Parking 3 spaces Patio Yes
TV Cable/Satellite Cable TVs/VCR/DVD Yes
Washer/Dryer Yes Air Conditioning Yes
Hot Tub Yes Key Pad Yes
Hair Dryer Yes Blender Yes
Iron Yes Coffee Maker Yes
Dishwasher Yes Fridge Yes
Freezer Yes Microwave Yes
Private Pool Yes Heated Pool Yes
Fire Extinguisher Yes Smoke Detector Yes
Linens Provided Yes Pets Allowed Yes, under 25lbs
BBQ Grill Yes
Beach Distance 0.3 Mi
Bed Size 1st/Master King
Bed Size 2nd Rm King
Bed Size 3rd Rm Queen
Bed Size 4th Rm Trundle
Ceiling Fans Yes
Internet Access Wi Fi
Parking 3 spaces
Patio Yes
TV Cable/Satellite Cable
TVs/VCR/DVD Yes
Washer/Dryer Yes
Air Conditioning Yes
Hot Tub Yes
Key Pad Yes
Hair Dryer Yes
Blender Yes
Iron Yes
Coffee Maker Yes
Dishwasher Yes
Fridge Yes
Freezer Yes
Microwave Yes
Private Pool Yes
Heated Pool Yes
Fire Extinguisher Yes
Smoke Detector Yes
Linens Provided Yes
Pets Allowed Yes, under 25lbs

Rates

Start Date End Date Nightly Rate Weekly Rate Min Stay
02/08/25 04/18/25 $775 $5,425 4
04/19/25 04/25/25 $1,000 $7,000 4
04/26/25 05/02/25 $775 $5,425 4
05/03/25 05/23/25 $550 $3,850 4
05/24/25 05/30/25 $775 $5,425 4
05/31/25 06/27/25 $775 $5,425 4
06/28/25 07/04/25 $1,000 $7,000 4
07/05/25 08/15/25 $775 $5,425 4
08/16/25 11/21/25 $475 $3,325 4
11/22/25 11/28/25 $1,000 $7,000 4
11/29/25 12/19/25 $475 $3,325 4
12/20/25 01/02/26 $1,000 $7,000 4
01/03/26 02/06/26 $550 $3,850 4
02/07/26 04/03/26 $775 $5,425 4

Reviews

Charles
September 2024
Absolutely beautiful. The backyard is better than you can imagine. The pool is beautiful. The house is super cute and cozy. Great location. Turn one way and you're at the beach, turn the other and you're at the bay and pier. Lots of restaurant choices. We rented a golf cart and it was great. Would absolutely stay here again. They provided 
beach towels too. Northshore Cafe is right around the corner and the cutest coffee/breakfast spot. Thank you for the wonderful time!

Jochen
August 2024
Just a great stay - everything was perfect !!!

Emily
August 2024
This Airbnb had an amazing location and incredible pool area. It was clean, beautiful, and peaceful. 

Laurie
June 2024
Beautiful house and pool. Entire house was very clean and well decorated. Close to the beach, shops, and restaurants. 

Kristine 
June 2024
We really enjoyed our stay here - the location could not be better, it's a very short walk in one direction to an incredible beach (+ restaurants) and a very short walk in the other direction to the pier and other restaurants. 

Ashley
November 2023
Great location! Walking distance to most of the islands main attractions. Nice updated house with a great backyard!

Maggie
August 2023
This house is in a great location, three blocks to the beach, restaurants, and three blocks to the pier, and many other amenities. It is beautiful, spacious, and has everything you need to make your stay easy, effortless, pleasant and relaxing. 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!

Nathan
July 2023
Family vacation - 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. 

Kaye 
June 2023
Our stay at Anna Maria Island with the family was amazing! Salty Mermaid did an excellent job communicating with questions and recommendations. Our house was perfect! We had a jammed packed week of fishing, shopping, family photos, and ate at all the restaurants we wanted too. But mostly, we enjoyed taking time to spend at the beach and exploring on this beautiful island. We will be back again!!

Karen
June 2023
Great home, responsive host and this island stay was just what we needed! I would highly recommend this again. 

Mary
April 2023
We absolutely LOVED the Pineapple Cottage! We had plenty of room inside, but the outside was beyond amazing! Watched the NBA playoff games while enjoying the spa and pool! 7 ladies who played hoops together in the 80's on a getaway trip and loved it all! The location could not have been better. We rented bikes and never used the car. We booked next year already. Thanks Salty Mermaid! :)

Kimberly
August 2022
There were 4 of us (55+) women who came in to attend a birthday party for our friend in Bradenton. The Pineapple Cottage was perfect for us...from clean, to space, to privacy, to location, to restaurants, to shopping, and the beach...everything was a walk or golf cart away! We LOVED it!

Laurie
July 2022
We absolutely loved our stay at The Pineapple Cottage! There was plenty of room for our large family. The location is perfectly situated near the beach, Pine Ave shops, and our favorite restaurants The Waterfront & The Sandbar!! This was our 5th time staying on AMI and The Pineapple Cottage is by far our favorite! The pool is AMAZING, not only gorgeous but fun for everyone at it is spread out! We were grateful for the good amount of starter supplies like paper products, toiletries and most especially enough beach towels for everyone! We cannot wait to come back and book this cottage again!!

Christina
May 2022
BEST PLACE WE HAVE STAYED, HANDS DOWN! Location was perfect, pool was perfect, and it was very clean. The Salty Mermaid was very accommodating, friendly, and responded quickly to all messages. We will most definitely be back. This place is a gem!

Alison
April/May 2021
We ate at the Lazy Lobster! We had their lobster rolls and margaritas! We rode the golf cart all around the island! We had drinks at the Sandbar! Our favorite moments were shared at the beach enjoying the sunset walks and hanging around the pool. Bean Point was beautiful! It is located on the north side of the island! I recommend going early to avoid traffic!

BOOK TODAY

{{userMessage}}

Still have questions about our vacation rental? Click the Inquiry Button below and we will get right back with you.