Pineapple Cottage: Pet Friendly 4 Bedroom Vacation Home For Rent Anna Maria Florida

Pineapple Cottage
Pineapple Cottage
Anna Maria Home Rental
Anna Maria Home Rental

Pineapple Cottage: Pet Friendly 4 Bedroom Vacation Home For Rent Anna Maria Florida

This excellent vacation rental in Anna Maria, Florida oozes comfort with its 4 bedrooms and a private pool. Enjoy with the family, accommodates pets, alongside facilities such as a grill, TV, and internet.


Vacation Home in Anna Maria Florida

How Many Bedrooms? 4 Bedrooms • Sleeps 8
How Many Bathrooms? 3 Full Bathrooms
Location Setting: Waterfront - Nearby
Beach Access: Near a Beach
Air Conditioning: Yes
Pool: Pool, Pool (Private)
Internet: Internet Access
Television: Television
Pet Friendly: Yes
Washer/Dryer: Yes

Rates & Availability
(Displayed in USD)

  • Rates From $475 to $1,000 per night
  • Minimum Stay: 4 Days

Rates from $475 per night
Additional fees may apply
Book Direct 35 Rentals Available
Reservations and Guest Services from Salty Mermaid Real Estate

In Business Since 2018


Daytime Phone Number
Evening Phone Number
Reference this Property as:

Property #181639
Pineapple Cottage


Availability details can be found on the Salty Mermaid Real Estate & Vacation Rentals website.

Book Direct through Salty Mermaid Real Estate & Vacation Rentals for maximum savings and service!

Availability Details

Available
Already Booked
Season Nightly Weekly Monthly
May 31, 2025 - Jun 27, 2025
Minimum Stay: 4 Days
$775 $5,425 n/a
May 31, 2025 - Jun 27, 2025
Minimum Stay: 4 Days
$775 $5,425 n/a
Jun 28, 2025 - Jul 04, 2025
Minimum Stay: 4 Days
$1,000 $7,000 n/a
Jun 28, 2025 - Jul 04, 2025
Minimum Stay: 4 Days
$1,000 $7,000 n/a
Jul 05, 2025 - Aug 15, 2025
Minimum Stay: 4 Days
$775 $5,425 n/a
Jul 05, 2025 - Aug 15, 2025
Minimum Stay: 4 Days
$775 $5,425 n/a
Aug 16, 2025 - Nov 21, 2025
Minimum Stay: 4 Days
$475 $3,325 n/a
Aug 16, 2025 - Nov 21, 2025
Minimum Stay: 4 Days
$475 $3,325 n/a
Nov 22, 2025 - Nov 28, 2025
Minimum Stay: 4 Days
$1,000 $7,000 n/a
Nov 22, 2025 - Nov 28, 2025
Minimum Stay: 4 Days
$1,000 $7,000 n/a
Nov 29, 2025 - Dec 19, 2025
Minimum Stay: 4 Days
$475 $3,325 n/a
Nov 29, 2025 - Dec 19, 2025
Minimum Stay: 4 Days
$475 $3,325 n/a
Dec 20, 2025 - Jan 02, 2026
Minimum Stay: 4 Days
$1,000 $7,000 n/a
Dec 20, 2025 - Jan 02, 2026
Minimum Stay: 4 Days
$1,000 $7,000 n/a
Jan 03, 2026 - Feb 06, 2026
Minimum Stay: 4 Days
$550 $3,850 n/a
Jan 03, 2026 - Feb 06, 2026
Minimum Stay: 4 Days
$550 $3,850 n/a
Feb 07, 2026 - Apr 03, 2026
Minimum Stay: 4 Days
$775 $5,425 n/a
Feb 07, 2026 - Apr 03, 2026
Minimum Stay: 4 Days
$775 $5,425 n/a
Apr 04, 2026 - Apr 10, 2026
Minimum Stay: 4 Days
$1,000 $7,000 n/a
Apr 04, 2026 - Apr 10, 2026
Minimum Stay: 4 Days
$1,000 $7,000 n/a
Apr 11, 2026 - May 01, 2026
Minimum Stay: 4 Days
$775 $5,425 n/a
Apr 11, 2026 - May 01, 2026
Minimum Stay: 4 Days
$775 $5,425 n/a
May 02, 2026 - May 22, 2026
Minimum Stay: 4 Days
$550 $3,850 n/a
May 02, 2026 - May 22, 2026
Minimum Stay: 4 Days
$550 $3,850 n/a
May 23, 2026 - May 29, 2026
Minimum Stay: 4 Days
$775 $5,425 n/a
May 30, 2026 - Jul 03, 2026
Minimum Stay: 4 Days
$775 $5,425 n/a

Property 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*


Activities and Special Interests

This property provides access to the following activities and special interests:

» Beach
» Biking
» Boating
» Canoeing
» Fishing
» Deep Sea Fishing
» Golfing
» State National Parks
» Ocean
» Pet Friendly
» Sailing
» Scuba Diving
» Surfing
» Fly Fishing
» Wind Surfing
» Family Vacations
» Kayaking

Featured Amenities

» Air Conditioning
» Dishwasher
» Grill
» Hot Tub
» Internet Access
» Pets Allowed
» Pool
» Pool (Private)
» Television
» Washer/Dryer

Property Features

» Blender
» Ceiling Fan(s)
» Coffee Maker
» Freezer
» Hair Dryer
» Iron / Ironing Board
» Microwave
» Parking
» Refrigerator
» Towels/Linens

Entertainment

» DVD Player

Other Property Amenities

    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, Patio: Yes, Key Pad: Yes, Fire Extinguisher: Yes, Smoke Detector: Yes