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

Anna Maria, Florida
$778 avg/night Minimum Stay 3 Nights
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 3 nights

Min Stay

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 andthis 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*

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • BEACH

    Near The Beach
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms
  • KITCHEN

    Coffee/tea Maker Dishwasher Microwave Paper Towels Refrigerator
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Gas Grill Patio
  • POOL/SPA

    Heated Pool Hot Tub Private Pool
  • BATHROOMS

    3 Bathrooms Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • ENTERTAINMENT

    DVD Player TV With Cable/satellite Service
  • CLIMATE CONTROL

    Air Conditioning
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Note From Host: Smoking Is Not Allowed. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Richard L.

    Submitted May 11, 2025

    Stayed May 6, 2025

    This house was better than expected! The backyard is very private and nicely designed. Everything was brand new.

  • Cheryl H.

    Submitted Jul 18, 2024

    Stayed Jul 12, 2024

    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 .

  • Margie P.

    Submitted Jul 13, 2024

    Stayed Jul 6, 2024

    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.

  • Leticia W. W.

    Submitted Jul 6, 2024

    Stayed Jul 2, 2024

    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.

  • marybeth b.

    Submitted Jun 20, 2024

    Stayed Jun 5, 2024

    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

  • Channing P.

    Submitted Dec 3, 2023

    Stayed Nov 24, 2023

    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!

  • Steve E.

    Submitted Nov 12, 2023

    Stayed Nov 8, 2023

    Book now and you will not be disappointed. Great house, pool and location to the beach and restaurants!

  • Maggie C.

    Submitted Aug 22, 2023

    Stayed Aug 10, 2023

    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!

  • Nancy W.

    Submitted Aug 21, 2023

    Stayed Aug 17, 2023

    Great property in a wonderful location. The outdoor space and pool were absolutely perfect!

  • Nathan R.

    Submitted Jul 15, 2023

    Stayed Jun 30, 2023

    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.

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Total

Includes taxes and fees
$778+
View details