Entire home

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

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

Pool
Exterior
Exterior
Exterior
Terrace/patio

Reviews

10 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Parking available
  • Pet-friendly
  • Dryer
  • Hot tub
  • Air conditioning
  • Washer

Explore the area

Map
Anna Maria, FL
  • Anna Maria City Pier
    ‪7 min walk‬
  • Bean Point Beach
    ‪14 min walk‬
  • Anna Maria Beach
    ‪19 min walk‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪33 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Single Bunk Bed

MASTER BEDROOM

1 King Bed

3 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Deck or patio

About this property

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

New Pictures Coming Soon!
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*...

Property manager

Salty Mermaid Vacation Rentals
Premier Host

Languages

English, Spanish

Add dates for prices

Amenities

Pool
Hot tub
Washer
Dryer
Pet-friendly
Air conditioning

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

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 Bean Point Beach and Anna Maria Beach. AMI Paddleboard Adventures and Fish Hole Adventure Golf are also worth visiting.
Map
Anna Maria, FL

What's nearby

  • Anna Maria Island Museum and Historical Park - 2 min walk - 0.3 km
  • Island Players - 6 min walk - 0.5 km
  • Anna Maria City Pier - 7 min walk - 0.6 km
  • Bean Point Beach - 14 min walk - 1.2 km
  • Anna Maria Beach - 19 min walk - 1.7 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 33 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬6 min drive
  • ‪Rod & Reel Pier - ‬18 min walk
  • ‪Two Scoops - ‬6 min walk
  • ‪Sandbar Seafood & Spirits - ‬6 min walk
  • ‪The Waterfront Restaurant - ‬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.

Is Pineapple Cottage, walk to the beach &Pine Ave, tropical oasis pool and spa. pet-friendly?

Yes, pets are allowed at this 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 15-minute walk of Anna Maria Island Museum and Historical Park and Bean Point Beach. Historic Green Village and Bay Boulevard Beach are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 19 out of 21 reviews
Rating 8 - Good. 2 out of 21 reviews
Rating 6 - Okay. 0 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

8/10 Good

Cheryl H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing cottage

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 .
Stayed 6 nights in Jul 2024

10/10 Excellent

Margie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fam vacay

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.
Stayed 6 nights in Jul 2024

10/10 Excellent

Leticia W. W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful property

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.
Stayed 4 nights in Jul 2024

10/10 Excellent

marybeth b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

perfect beach house for our family

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
Stayed 4 nights in Jun 2024

10/10 Excellent

Channing P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A relaxing oasis

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!
Stayed 5 nights in Nov 2023

10/10 Excellent

Steve E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome place to stay!

Book now and you will not be disappointed. Great house, pool and location to the beach and restaurants!
Stayed 4 nights in Nov 2023

10/10 Excellent

Maggie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Property.

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!
Stayed 6 nights in Aug 2023

10/10 Excellent

Nancy W., Beverly Hills, MI

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing AMI

Great property in a wonderful location. The outdoor space and pool were absolutely perfect!
Stayed 4 nights in Aug 2023

10/10 Excellent

Nathan R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 6 nights in Jun 2023

10/10 Excellent

Chad S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pineapple house

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.
Stayed 4 nights in Jul 2023

10/10 Excellent

Kimberly N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Really nice stay!

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!
Stayed 4 nights in Jul 2022

10/10 Excellent

ashley g.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best vacation

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!!
Stayed 7 nights in Jul 2022

10/10 Excellent

Gina D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place

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!
Stayed 6 nights in May 2022

8/10 Good

Sarah W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and communication with owner.

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.
Stayed 7 nights in Apr 2022

10/10 Excellent

Becca B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great rental

We stayed here in November and had a great stay! The pool area is awesome and very private. The house was very nice, too!
Stayed 5 nights in Nov 2021

10/10 Excellent

andra P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful cozy retreat!

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?!
Stayed 4 nights in Sep 2021

10/10 Excellent

Erin R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing all around!

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!
Stayed 4 nights in Aug 2021

10/10 Excellent

Amy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

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!
Stayed 5 nights in Jun 2021

10/10 Excellent

Chad T., Mpls/St. Paul, MN

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet in paradise

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
Stayed 7 nights in Mar 2021

10/10 Excellent

Brian S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pineapple cottage is awsome

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!!
Stayed 4 nights in Nov 2020

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Accommodations and Location

My family and I absolutely loved staying here. It fit every one of our needs and you just can’t beat the location.. will definitely book here again
Stayed 4 nights in Aug 2020

About the host

Hosted by Salty Mermaid Vacation Rentals

Host profile image

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests