Entire home
THE BLUE PINEAPPLE ~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking!
Choose dates to view prices
Photo gallery for THE BLUE PINEAPPLE ~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking!





Entire home
Popular amenities
- Pool
- Kitchen
- Washer
- Dryer
- Free WiFi
- Air conditioning
Explore the area

Key West, FL
- Duval StreetPlace, Duval Street3 min walk
- Florida Keys BeachesPlace, Florida Keys Beaches8 min walk
- Mallory SquarePlace, Mallory Square10 min walk
- Key West, FL (EYW-Key West Intl.)Airport, Key West, FL (EYW-Key West Intl.)11 min drive
Room options
Similar properties

Tropical Jewel - Stay Where The Vacation Never Ends- 2BD/2Bath - Private Pool
Key West Historic District
Tropical Jewel - Stay Where The Vacation Never Ends- 2BD/2Bath - Private Pool
Key West Historic District
- Pool
- Kitchen
- Washer
- Dryer
4.8 out of 5, Exceptional, 11 reviews
4.8
Exceptional
11 reviews

Pool, Laundry, and grilling area
Old Town Key West
Pool, Laundry, and grilling area
Old Town Key West
- Free WiFi
- Air conditioning
- Parking available
- Laundry
4.5 out of 5, Wonderful, 2 reviews
4.5
Wonderful
2 reviews

OSPREY STUDIO @ The Colony-Sleeps up to 4
Old Town Key West
OSPREY STUDIO @ The Colony-Sleeps up to 4
Old Town Key West
- Pool
- Kitchen
- Pet friendly
- Free WiFi
4.7 out of 5, Exceptional, 61 reviews
4.7
Exceptional
61 reviews
$605 nightly
The price is $662
$662 total
Jun 25 - Jun 26
Total with taxes and fees

Ibis by AvantStay | Close to Duval Street w/ Shared Pool | Month Long Stays Only
Old Town Key West
Ibis by AvantStay | Close to Duval Street w/ Shared Pool | Month Long Stays Only
Old Town Key West
- Pool
- Kitchen
- Washer
- Dryer
5.0 out of 5, Exceptional, 1 review
5
Exceptional
1 review

Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West
Old Town Key West
Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West
Old Town Key West
- Pool
- Kitchen
- Washer
- Dryer

Get your ISLAND STLYE on!
Old Town Key West
Get your ISLAND STLYE on!
Old Town Key West
- Kitchen
- Washer
- Dryer
- Pet friendly
4.8 out of 5, Exceptional, 84 reviews
4.8
Exceptional
84 reviews
$614 nightly
The price is $672
$672 total
Jul 8 - Jul 9
Total with taxes and fees

PAGITT HOUSE - 4/3.5 - OLD TOWN KEY WEST WITH POOL!
Key West Historic District
PAGITT HOUSE - 4/3.5 - OLD TOWN KEY WEST WITH POOL!
Key West Historic District
- Pool
- Kitchen
- Washer
- Dryer
5.0 out of 5, Exceptional, 42 reviews
5
Exceptional
42 reviews
$2,495 nightly
The price is $2,769
$2,769 total
Jun 28 - Jun 29
Total with taxes and fees

SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!
Key West Historic District
SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!
Key West Historic District
- Pool
- Kitchen
- Washer
- Dryer
4.9 out of 5, Exceptional, 210 reviews
4.9
Exceptional
210 reviews

UPTOWN FUNK ~ Newly Renovated 3 BR Townhome in Old Town with Parking!
Old Town Key West
UPTOWN FUNK ~ Newly Renovated 3 BR Townhome in Old Town with Parking!
Old Town Key West
- Kitchen
- Washer
- Dryer
- Pet friendly
5.0 out of 5, Exceptional, 3 reviews
5
Exceptional
3 reviews

**THE PLAYFUL PELICAN @ OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES...
Old Town Key West
**THE PLAYFUL PELICAN @ OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES...
Old Town Key West
- Pool
- Kitchen
- Washer
- Dryer
About the neighborhood
Key West
With a stay at this vacation home, you'll be centrally located in Key West, just a 3-minute walk from Duval Street and 8 minutes by foot from Florida Keys Beaches. .This vacation home is 0.6 mi (0.9 km) from Mallory Square and 0.7 mi (1.2 km) from Ernest Hemingway Home and Museum.
What's nearby
- Duval Street - 3 min walk - 0.2 miles
- Harry S. Truman Little White House - 7 min walk - 0.4 miles
- Florida Keys Beaches - 8 min walk - 0.4 miles
- Mallory Square - 10 min walk - 0.6 miles
- Ernest Hemingway Home and Museum - 14 min walk - 0.8 miles
Getting around
- Key West Intl. Airport (EYW) - 9 min drive
Restaurants
- Schooner Wharf Bar - 5 min walk
- Kermit's Key West Key Lime Shoppe - 4 min walk
- Margaritaville - 5 min walk
- The Bull & Whistle Bar - 5 min walk
- Pepe's Cafe - 5 min walk
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 BLUE PINEAPPLE ~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking!
A FUSION OF LUXURY AND HISTORY…
This stunning Victorian estate has been meticulously renovated, offering the elegant allure of cosmopolitan tropical style with a nostalgic nod to the charming refinement of the early 19th century. Situated in the Historic Seaport neighborhood of Old Town, the graceful exterior is permeated with respect for its architectural history as your eyes take in the delightful Victorian wooden facade. Once you step inside, however, you are greeted with all the modern amenities and opulence expected in an upscale contemporary residence.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE
DETAILS AND AMENITIES…
A serene and elegant ambiance infuses the interior space as you step inside. You are immediately greeted by an entrance hall that features an elegant wooden staircase from the 1930s, which leads to 4 upstairs guest room suites.
The great room offers a wide open layout with a large sitting area (Youtube TV live streaming available), infused with an abundance of sunlight flooding the welcoming gathering area. The stylish dining space and adjacent state-of-the-art chef's kitchen invite hours of happy conversation over tropical culinary feasts with loved ones. Just off the kitchen is a modern half-bathroom and a laundry room that offers two sets of washers and dryers. There is a Ring doorbell located on the front door for security purposes.
SLEEPING ARRANGEMENTS…
All 4 guest suites reside on the 2nd floor with their own shower bathrooms. Each is uniquely decorated and furnished with high-quality furniture. There are two queen beds and two king beds for guests to enjoy. The living room has a sofa sleeper with a nearby powder room.
OUTDOOR LIVING…
Expansive gingerbread porches span the entire front of the house, inviting you to enjoy the lush surrounding views. The backyard evokes a sense of cozy tropical privacy, boasting a beautifully crafted lap swimming pool which comes heated in the cooler months. Dine al fresco after grilling your fresh catch on the luxurious sun deck with soothing cascading waterfall sounds from within the pool.
PARKING...
This homes comes with 1 off street parking spot.
PETS...
This is NOT a pet friendly home.
MULTI MONTH RESERVATIONS...
For monthly reservations, the following fees will be added PER MONTH:
Mid-stay clean
Pool/hot tub heating fee (if applicable)
Pet fee (if applicable)
BOOKING DATES...
This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.
CONCIERGE SERVICES...
Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!
CANCELLATION...
Bookings canceled at least 90 days before the start of stay will receive a 100% refund.
Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s).
ENDLESS CARIBBEAN CHARM…
This stunning Victorian estate has been meticulously renovated, offering the elegant allure of cosmopolitan tropical style with a nostalgic nod to the charming refinement of the early 19th century. Situated in the Historic Seaport neighborhood of Old Town, the graceful exterior is permeated with respect for its architectural history as your eyes take in the delightful Victorian wooden facade. Once you step inside, however, you are greeted with all the modern amenities and opulence expected in an upscale contemporary residence.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE
DETAILS AND AMENITIES…
A serene and elegant ambiance infuses the interior space as you step inside. You are immediately greeted by an entrance hall that features an elegant wooden staircase from the 1930s, which leads to 4 upstairs guest room suites.
The great room offers a wide open layout with a large sitting area (Youtube TV live streaming available), infused with an abundance of sunlight flooding the welcoming gathering area. The stylish dining space and adjacent state-of-the-art chef's kitchen invite hours of happy conversation over tropical culinary feasts with loved ones. Just off the kitchen is a modern half-bathroom and a laundry room that offers two sets of washers and dryers. There is a Ring doorbell located on the front door for security purposes.
SLEEPING ARRANGEMENTS…
All 4 guest suites reside on the 2nd floor with their own shower bathrooms. Each is uniquely decorated and furnished with high-quality furniture. There are two queen beds and two king beds for guests to enjoy. The living room has a sofa sleeper with a nearby powder room.
OUTDOOR LIVING…
Expansive gingerbread porches span the entire front of the house, inviting you to enjoy the lush surrounding views. The backyard evokes a sense of cozy tropical privacy, boasting a beautifully crafted lap swimming pool which comes heated in the cooler months. Dine al fresco after grilling your fresh catch on the luxurious sun deck with soothing cascading waterfall sounds from within the pool.
PARKING...
This homes comes with 1 off street parking spot.
PETS...
This is NOT a pet friendly home.
MULTI MONTH RESERVATIONS...
For monthly reservations, the following fees will be added PER MONTH:
Mid-stay clean
Pool/hot tub heating fee (if applicable)
Pet fee (if applicable)
BOOKING DATES...
This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.
CONCIERGE SERVICES...
Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!
CANCELLATION...
Bookings canceled at least 90 days before the start of stay will receive a 100% refund.
Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s).
ENDLESS CARIBBEAN CHARM…
Make yourself comfortable in this air-conditioned vacation home, which features a private pool. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a microwave. Complimentary wireless internet access is available to keep you connected.
Make use of convenient amenities, which include concierge services and barbecue grills.
Guests will find features like internet access and onsite parking.
Property amenities
Pool/Spa
- Heated pool
- Private pool
Internet
- Available in the house: Free WiFi
Parking and transportation
- Parking on site
Kitchen
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Kitchen island
- Microwave
- Oven
- Refrigerator
- Toaster
Dining
- Dining table
Bedrooms
- 4 bedrooms
- Bedsheets provided
Bathroom
- 4.5 bathrooms
- Hair dryer
- Shower
- Towels provided
Living spaces
- Dining table
- Living room
Entertainment
- TV
Outdoor areas
- Balcony
- Barbecue grill
- Fenced yard
Laundry
- Washing machine
Comfort
- Air conditioning
Pets
- No pets allowed
Suitability/Accessibility
- Smoking not allowed
Services and conveniences
- Concierge services
- Iron/ironing board
Location highlights
- In the city center
- Near a hospital
- Near the marina
- Near the sea
Things to do
- Heated pool
- Basketball nearby
- Birdwatching nearby
- Cycling nearby
- Ecotours nearby
- Fishing nearby
- Jet skiing nearby
- Sailing nearby
- Scuba diving nearby
- Snorkeling nearby
- Swimming 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)
- Fire extinguisher
- Deadbolt lock
General
- Unit size: 2,448 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 not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
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 and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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
Property is also known as
2450-277074