The Gilded Pineapple at the Seaport - Gorgeous

Entire home in Key West, Florida, United States

  1. 6 guests
  2. 3 bedrooms
  3. 3 beds
  4. 3 baths
Extraordinary homes, vetted for quality.
Hosted by Last Key
  1. Superhost
  2. 9 years hosting

Listing highlights

Now accepting reservations

Be the first to discover this home.

Steps from Key West Bight Marina

Right on Key West Bight Marina, with the Dry Tortugas Museum and Studios of Key West a short walk away

Private pool on-site

A private pool for cooling off after exploring the island, right in the backyard

A well-equipped home base

A full kitchen, free parking, in-unit laundry, and a pool in a walkable Key West location
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!
** Last Key Realty requires a credit card on file for all reservations. **

THE GILDED PINEAPPLE is a classic Key West home located on one of the most desirable streets in Old Town. This completely renovated, historic home gets its’ name from the elegant, oversized golden door knocker shaped like a pineapple that graces the front door – one of the many subtle touches that adds to the charm.

The space
THE GILDED PINEAPPLE features a welcoming front porch with rocking chairs and delicate gingerbread accents. The spacious backyard offers a private pool and is surrounded by lush, tropical foliage. Located just down the street from the historic seaport, you’ll be within walking distance to the best restaurants, shopping, and attractions Key West has to offer. Best of all, a month at THE GILDED PINEAPPLE includes Last Key Realty’s unrivaled Guest Services and Complimentary Concierge, known for providing treasured vacation experiences.

THE LOCATION…

THE GILDED PINEAPPLE is located on William Street, just down a couple blocks from both the historic seaport and World-Famous Duval Street. Situated on one of the best blocks in Old Town, this private home gives you the feeling of being away from it all yet is only a short stroll from everything that Old Town has to offer. Whether you’re looking to spend the day on Duval Street or watch the boats come and go at the seaport, you’ll be there in just a few minutes. You won’t need a car to get around from this location, but if you decide to bring one, there’s an off-street parking spot waiting for you in the driveway. There’s also a designated handicapped parking space right in front of the home on William Street.

THE KITCHEN & LIVING AREA…

The living area and kitchen are in the back of the house. The back French Doors allow natural light to flow in and open to the pool area. The living area features comfortable seating options for the whole group and a large flat screen TV to gather around for the big game or to binge watch your favorite show. The fully equipped kitchen features stainless steel appliances and every cooking tool needed to prepare meals at home. The indoor dining table comfortably seats six, and there’s additional seating at the kitchen bar. A convenient side door connects the driveway to the kitchen, making unloading groceries a breeze. There’s also a full bathroom off the kitchen that connects to the pool area.

THE POOL AREA…

Step out the French Doors of the living area and kitchen into your private backyard oasis. The entire backyard is fenced in and landscaped for maximum privacy. The beautiful private pool can be utilized year-round thanks to the convenient heater/chiller that allows you to adjust the pool temperature to your liking. Relax on the sunny pool deck in the chaise lounges or hang in the shade under the umbrella while watching the outdoor TV. Treat your group to a poolside BBQ of today’s fresh catch using the propane Blackstone flat top grill and outdoor dining set with seating for six. Whether you are floating around the pool, preparing a meal on the grill, or toasting before a night out on the town, the pool area is certain to be a primary gathering place for your group.

THE ACCOMMODATIONS…

** Master Bedroom - Located on the Second Floor with a King bed, a flat screen TV, dedicated workspace, and an en-suite bathroom with two vanities, a walk-in shower, and a garden tub.

** Bedroom #2 – Located on the First Floor with a King bed, a flat screen TV, double closets, and direct access to the Jack-n-Jill bathroom with a shower and tub combo.

** Bedroom #3 – Located on the First Floor with Two Twins OR One King (you decide), a flat screen TV, a closet, and direct access to the Jack-n-Jill bathroom with a shower and tub combo.

ALL LAST KEY VACATION HOMES INCLUDE:

** Washer and Dryer
** Central Heat and A/C
** Ceiling Fans
** Flat Screen TVs in Living Room & All Bedrooms
** Fully Equipped Kitchen
** Basic stock of spices
** Starter supply of paper products
** Starter set of cleaning products
** Linens and Towels provided
** Wireless high-speed Internet access & full cable included

In addition, this fully stocked home also includes, but is not limited to the amenities on this list:

** Fully Fenced & Lushly Landscaped Private Yard
** Private Pool with Pool Heater & Chiller
** Propane Blackstone Flat Top Grill
** Outdoor TV
** Off-street Parking in the Driveway

Other notes:

** All monthly rentals include a mandatory interim clean. Multi-month stays require 1 interim clean per month.
** Additional interim cleanings available
** This property will accommodate up to 6 adults
** Pets Considered (Small Pets Only)

Other things to note
* Rental rate includes 1 mandatory interim clean & utility bill deposit.
* For security reasons Last Key Realty requires a credit card on file for all reservations. Unfortunately, AirBnB does not share your CC info with us, thus you will be required to contact Last Key Realty directly to submit a credit card on file for your reservation. Only then will your reservation be confirmed.
* Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

What this place offers

Each Luxe home is fully equipped to meet your needs, with ample space and privacy.
Pool
Kitchen
Wifi
Dedicated workspace
Free parking on premises

Select check-in date

Add your travel dates for exact pricing

No reviews (yet)

This host has 2,109 reviews for other places to stay. Show other reviews

Where you’ll be

Key West, Florida, United States
Exact location will be provided after booking.

Meet your host

Superhost
2,109 reviews
4.9 out of 5 average rating
9 years of hosting
Lives in Key West, Florida
We are Last Key Realty, a Key West Vacation Rental broker, a Buyers’ Broker, and a Property Manager in Key West, FL. We are a company of people who are passionate about Key West, and who feel a special responsibility to those visiting the Keys, those pursuing the purchase of property in the Keys, and those in need of property management services for their rental homes in the Keys. We want our guests and clients to come away feeling the same magic that we felt ourselves when we first came to Key West, and the same magic that has kept us here since. Each of the homes on our website have been designed and furnished with that unique “Conch Republic” flavor, but also with the idea that our guests should feel right at home. With so many vacation homes making do with the barest of essentials, each of the homes we have to offer will come as a pleasant surprise. We also pride ourselves in the service we provide for our guests, whether it’s just recommending a great restaurant, or dealing with a maintenance issue in the least amount of time possible. If you have any questions, you can call us at any time.

Last Key is a Superhost

Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests.

Host details

Response rate: 98%
Responds within an hour
To help protect your payment, always use Airbnb to send money and communicate with hosts.

Things to know

Cancellation policy
House rules
Check-in after 4:00 PM
Checkout before 10:00 AM
6 guests maximum
Safety & property
No carbon monoxide alarm
Smoke alarm