USA Florida Anna Maria Island Anna Maria Listing #13588

Pineapple Cottage - Anna Maria, FL

4 Reviews
Max Occupancy: 8 2 King Bed, 1 Queen Bed, 2 Twin Bed 4 Bedrooms 3 Bathrooms 4 Dog Max  (25 lb weight limit) 
407 Spring Ave., Anna Maria, FL 34216

Dog-friendly cottage w/ private heated pool - minutes from beaches & more!

To see a video tour of this home, click here.

You're sure to fall in love with this charming, dog-friendly Anna Maria cottage! Enjoy a fantastic location, beautiful beaches, and perks like a private heated pool.

You, your loved ones, and dogs under 25 pounds (for a small nightly fee) will adore this home on Spring Avenue. The street stretches to both the Gulf of Mexico in the west and Tampa Bay to the east, so you're only a two-block walk from multiple beaches! You can also explore the shopping, dining, and sightseeing of Pine Avenue, or visit the historic Anna Maria City Pier. Up to four vehicles can park at this home, but if you'd prefer to get around like a local, use the free trolley to explore!

After a long day out, relax in the living room while watching the flatscreen TV or surfing the free WiFi. The well-appointed kitchen features stainless steel appliances, gorgeous granite countertops, and a dishwasher. Cook up a delicious meal with the help of the gas grill outside, then spend the evening in the gorgeous backyard. With beautiful landscaping, a covered patio, and a private pool, it's like having your own private tropical paradise!

For an authentic Florida beach cottage experience, reserve your stay at the Pineapple Cottage today!

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Ski In/Out
Adult Bikes
Basketball Court
Board Games
Boogie Board
Canoe available for guest use
Child Bikes
Child Games
Game Room
Gaming System (Game console)
Golf On-Site
Gym/Fitness Room
Ping Pong
Pool Table


Baby Gates
High Chair
Not Suitable For Children


Free Continental Breakfast

Heated Pool

Infinity Pool
Rooftop Pool
Gas Fireplace

Washer Dryer : Private

Wood Fireplace

Central AC

Partial AC
Bed & Breakfast
Indoor Pool
Kids' Pool
Plunge Pool
Salt-Water Pool
Disability Access
Jet Tub

Pool : Private

Propane/Gas Home
Space Heater
Wood Stove





DVD Library

DVD Player

Netflix Streaming
Sound Dock


VHS Library

Wireless Router

HBO Streaming


Electric Vehicle Charger (EV Charger)

Beach Towels Provided

Snowbird Friendly

Paid Parking Only
Airport shuttle (free)


Hot Tub

Gas Grill : Private

Beach Chairs
Enclosed Yard
Outdoor Fire


Walk to Lifts


Gulf View
Gulf Front

4 Reviews

Ashley B. April 2018
If you've never been to AMI, this house is in a great location! Set back a block from pine but still so close to the main downtown area. Amazing pool area and walking distance to both beaches. Would definitely return!
Scott S. August 2017
We've enjoyed all 3- rentals ( over several years) and have always had a great experience dealing with your company. My entire experience, from reservation booking, check-in, and service request were all handled professionally & with courtesy. Very impressed with your staff!!
Eric V. August 2017
We booked our second trip out to the Pineapple Cottage before we even left! What a house, the back yard was loved by each and every person in my family. The kids especially enjoyed the night swimming in a rainbow lit pool. The four bedrooms gave everyone their own space, which my wife and I enjoyed the most. Even better than the house it self was the location of it. Pineapple Cottage's proximity to both the shopping on Pine Ave, just one block over, and being smack in the middle of the bay and beach heaven. We can't wait to go back!
Sarah K. April 2017
Just left the beautiful Pineapple Cottage. The house had quite a few issues when we first arrived but Island Real Estate took care of them quickly. The house is quite small and the washer and dryer are not conveniently located. The pool is amazing but difficult to get to unless you go through the bedrooms or around the house. Also the "4th" bedroom with the trundle bed is really a far stretch as a bedroom. They took an open desk area and made it into a bedroom. There's also no pantry closet so if you plan to buy a lot of food there's not a lot of storage. Absolutely can't beat the location of the home or back yard with the pool. The covered porch on the back yard and landscaping around the pool made it feel like an oasis.