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PINEAPPLE COTTAGE, 2BR/2BA-Pvt Pool, 1/2 block to Duval
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Reviews
10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4
Popular amenities
Explore the area

Key West, FL
- Place, Duval Street1 min walk
- Place, Ernest Hemingway Home and Museum6 min walk
- Place, Mallory Square12 min walk
- Airport, Key West, FL (EYW-Key West Intl.)14 min drive
Rooms & beds
2 bedrooms (sleeps 4)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
2 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Dining area
About this property
PINEAPPLE COTTAGE, 2BR/2BA-Pvt Pool, 1/2 block to Duval
Add dates for prices
Amenities
Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
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9.8 out of 10, Exceptional, (158 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0-17
Events
No events allowed
Pets
No pets 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 first aid kit
About the neighborhood
Key West
Located near the beach, this cottage is in Old Town Key West, a neighborhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.

Key West, FL
What's nearby
- Duval Street - 1 min walk - 0.0 km
- Ernest Hemingway Home and Museum - 6 min walk - 0.6 km
- Harry S. Truman Little White House - 7 min walk - 0.7 km
- Mallory Square - 12 min walk - 1.0 km
- Southernmost Point - 15 min walk - 1.3 km
Getting around
Restaurants
- Margaritaville - 3 min walk
- Willie T's - 2 min walk
- Mangoes Restaurant - 3 min walk
- Jack Flats - 3 min walk
- Kaya Island Eats - 3 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window9.8/10
Cleanliness
9.8/10
Check-in
10/10
Communication
10/10
Location
9.8/10
Listing accuracy
Reviews
Verified
Jan 15, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Dec 2025
From a partner site
10/10 Excellent
James H.
Mar 4, 2026
Great Vacation in Key West
James H.
Verified
10/10 Excellent
Amy K.
Nov 29, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amy K.
Stayed 5 nights in Nov 2025
Verified
10/10 Excellent
Rebecca S.
Nov 11, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Rebecca S.
Stayed 5 nights in Nov 2025
Verified
10/10 Excellent
Wayne G.
Aug 18, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wayne G.
Stayed 3 nights in Aug 2025
Verified
10/10 Excellent
Jonathan P.
Nov 22, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jonathan P.
Stayed 3 nights in Nov 2025
Verified
10/10 Excellent
Bryan B.
Oct 17, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Bryan B.
Stayed 4 nights in Oct 2025
From a partner site
10/10 Excellent
Judith L.
Jan 13, 2026
A Peaceful Retreat
Judith L.
From a partner site
10/10 Excellent
Stacie D.
Mar 14, 2026
Pineapple Cottage
Stacie D.
Verified
10/10 Excellent
Marianne M.
Apr 10, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Family Vacation
Marianne M.
Stayed 7 nights in Apr 2023
From a partner site
10/10 Excellent
JIM W.
Sep 2, 2025
Labor Day Stay
JIM W.
Verified
10/10 Excellent
Heather V.
Aug 23, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
August 2025
Heather V.
Stayed 4 nights in Aug 2025
From a partner site
10/10 Excellent
Oct 12, 2025
Little piece of paradise
Verified
10/10 Excellent
Verified traveler
Jun 13, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Verified traveler
Stayed 3 nights in Feb 2025
Verified
10/10 Excellent
Emily W.
Feb 15, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing stay right off of Duval
Emily W.
Stayed 4 nights in Feb 2023
Verified
10/10 Excellent
Katie C.
Oct 23, 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Pineapple cottage stay
Katie C.
Stayed 5 nights in Oct 2019
Verified
10/10 Excellent
Garry J.
Jan 18, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Pineapple Cottage
Garry J.
Stayed 4 nights in Jan 2024
Verified
10/10 Excellent
Mark K.
Dec 7, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Location Location Location
Mark K.
Stayed 5 nights in Nov 2023
Verified
10/10 Excellent
Peter M.
Sep 22, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Hidden Paradise
Peter M.
Stayed 5 nights in Sep 2024
Verified
10/10 Excellent
James U.
Jul 20, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Love the keys
James U.
Stayed 7 nights in Jul 2024
Verified
10/10 Excellent
nick c.
Jan 13, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Time
nick c.
Stayed 6 nights in Dec 2024
Verified
10/10 Excellent
Kevin M.
Jan 3, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic spot for two couples perfectly located.
Kevin M.
Stayed 2 nights in Dec 2022
Verified
10/10 Excellent
Paul G.
Jun 25, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Key West Stay
Paul G.
Stayed 3 nights in Jun 2023
Verified
10/10 Excellent
William S.
Apr 3, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Paradise out the front doorz
William S.
Stayed 6 nights in Mar 2023
From a partner site
10/10 Excellent
DAVID F.
Sep 25, 2025
Hidden Gems in paradise
DAVID F.
About the host
Hosted by The Team at Preferred Properties
Languages:
English
Premier Host
They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback
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