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.





Reviews
10 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 8
Popular amenities
Rooms & beds
4 bedrooms (sleeps 8)
Bedroom 2
1 King Bed
Bedroom 3
1 Queen Bed
Bedroom 4
1 Twin Bunk Bed
MASTER BEDROOM
1 King Bed
3 bathrooms
Bathroom 1
Bathroom 2
Bathroom 3
Spaces
Deck or patio
Porch or lanai
About this property
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*
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*
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Pool
Hot Tub
Washer
Dryer
Pet friendly
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0-17
Children Allowed
Events
No events allowed
Pets
Pets allowed
Smoking
Smoking is not permitted
Smoking is not allowed.
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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the neighborhood
Anna Maria
Located in Anna Maria, this vacation home is near the beach. The area's natural beauty can be seen at Bean Point Beach and Anna Maria 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, FL
What's nearby
- 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
- Bean Point Beach - 18 min walk - 1.6 km
Getting around
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
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window10/10
Cleanliness
9.8/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
Sep 8, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Aug 2020
Verified
10/10 Excellent
Steve E.
Nov 12, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome place to stay!
Steve E.
Stayed 4 nights in Nov 2023
Verified
10/10 Excellent
Becca B.
Feb 21, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great rental
Becca B.
Stayed 5 nights in Nov 2021
Verified
10/10 Excellent
Nancy W.
Aug 21, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing AMI
Nancy W.
Stayed 4 nights in Aug 2023
Verified
10/10 Excellent
Chad S.
Jul 15, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Pineapple house
Chad S.
Stayed 4 nights in Jul 2023
Verified
10/10 Excellent
Leticia W. W.
Jul 6, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful property
Leticia W. W.
Stayed 4 nights in Jul 2024
Verified
10/10 Excellent
Richard L.
May 11, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location and backyard
Richard L.
Stayed 4 nights in May 2025
Verified
8/10 Good
Cheryl H.
Jul 18, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing cottage
Cheryl H.
Stayed 6 nights in Jul 2024
Verified
10/10 Excellent
Kimberly N.
Aug 2, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Really nice stay!
Kimberly N.
Stayed 4 nights in Jul 2022
Verified
10/10 Excellent
marybeth b.
Jun 20, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
perfect beach house for our family
marybeth b.
Stayed 4 nights in Jun 2024
Verified
10/10 Excellent
Margie P.
Jul 13, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fam vacay
Margie P.
Stayed 6 nights in Jul 2024
Verified
10/10 Excellent
Channing P.
Dec 3, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
A relaxing oasis
Channing P.
Stayed 5 nights in Nov 2023
Verified
10/10 Excellent
Maggie C.
Aug 22, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Property.
Maggie C.
Stayed 6 nights in Aug 2023
Verified
10/10 Excellent
Nathan R.
Jul 15, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Vacation
Nathan R.
Stayed 6 nights in Jun 2023
Verified
10/10 Excellent
ashley g.
Jul 15, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Best vacation
ashley g.
Stayed 7 nights in Jul 2022
Verified
10/10 Excellent
Gina D.
May 31, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place
Gina D.
Stayed 6 nights in May 2022
Verified
8/10 Good
Sarah W.
Apr 20, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and communication with owner.
Sarah W.
Stayed 7 nights in Apr 2022
Verified
10/10 Excellent
andra P.
Sep 15, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful cozy retreat!
andra P.
Stayed 4 nights in Sep 2021
Verified
10/10 Excellent
Erin R.
Aug 24, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing all around!
Erin R.
Stayed 4 nights in Aug 2021
Verified
10/10 Excellent
Amy H.
Jun 24, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Amy H.
Stayed 5 nights in Jun 2021
Verified
10/10 Excellent
Chad T.
Mar 22, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Quiet in paradise
Chad T.
Stayed 7 nights in Mar 2021
Verified
10/10 Excellent
Brian S.
Dec 25, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Pineapple cottage is awsome
Brian S.
Stayed 4 nights in Nov 2020
Verified
10/10 Excellent
Mike C.
May 1, 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
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