Entire home
**THE GILDED PINEAPPLE @ THE SEAPORT** Gorgeous Home & Pool + LAST KEY SERVICES…
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Entire home
3 bedrooms3 bathroomsSleeps 6156 sq m
Popular amenities
- Pool
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
- Free Wi-Fi
Explore the area

Key West, FL
- Duval StreetPlace, Duval Street6 min walk
- Florida Keys BeachesPlace, Florida Keys Beaches7 min walk
- Mallory SquarePlace, Mallory Square10 min walk
- Key West, FL (EYW-Key West Intl.)Airport, Key West, FL (EYW-Key West Intl.)12 min drive
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About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
**THE GILDED PINEAPPLE @ THE SEAPORT** Gorgeous Home & Pool + LAST KEY SERVICES…
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!
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 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) - Max of 2 pets allowed and an additional fee of $200 per pet will apply
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 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) - Max of 2 pets allowed and an additional fee of $200 per pet will apply
During your stay at this holiday home, you're just a quick walk from Duval Street. Free WiFi in public areas, concierge services and laundry facilities are available. Free WiFi and a private pool are available in the holiday home.
- Air-conditioned home with private pool, kitchen and washer/dryer
- Free WiFi
- Services include a concierge
- On-site recreation includes tennis courts
- Within a 10-minute walk of Duval Street and Florida Keys Beaches
As a guest of **THE GILDED PINEAPPLE @ THE SEAPORT** Gorgeous Home & Pool + LAST KEY SERVICES…, you'll find barbecue grills, concierge services, and laundry facilities. WiFi is free in public spaces.
Property amenities
Pool/Spa
- Heated pool
- Private pool
Internet
- Available in the house: Free WiFi
Parking and transport
- Car not required
- Wheelchair-accessible parking available
- Onsite parking includes off-street options
Kitchen
- Cleaning supplies
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Hob
- Ice maker
- Microwave
- Oven
- Refrigerator
- Spices
- Toaster
Dining
- Dining table
Bedrooms
- 3 bedrooms
- Bedsheets provided
Bathroom
- 3 private bathrooms
- Hair dryer
- Towels provided
Living spaces
- Dining table
- Living room
Entertainment
- Books
- Smart TV with cable/satellite channels
Outdoor areas
- Barbecue grill
- Fully-fenced
- Porch/lanai
- Yard
Laundry
- Laundry facilities
- Washer/dryer
Work spaces
- Desk
- Desk chair
Comfort
- Air conditioning
- Ceiling fan
Pets
- Pet friendly
Suitability/Accessibility
- If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
- Accessible parking space
- In-room accessibility
- Wheelchair-accessible parking
- Smoke-free property
Services and conveniences
- Concierge services
- Iron/ironing board
- Unlimited smartphone data usage
Location highlights
- In a village
- In the city centre
- Near a health/beauty spa
- Near a hospital
- Near the marina
- Near the sea
Things to do
- Heated pool
- Tennis
- Basketball nearby
- Cycling nearby
- Ecotours nearby
- Fishing nearby
- Golfing nearby
- Jet skiing nearby
- Motor boating nearby
- Parasailing nearby
- Sailing nearby
- Scuba diving nearby
- Snorkelling nearby
- Swimming nearby
- Water tubing nearby
- Windsurfing nearby
Safety features
- Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
- Smoke detector (host has indicated there is a smoke detector on the property)
- First aid kit
- Fire extinguisher
General
- Unit size: 1,676 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age - 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
- Pets are welcome Service animals are exempt from fees.
Children and extra beds
- Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.
Property is also known as
213