10/10 Excellent
Verified traveller
13 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Verified traveller
Stayed 3 nights in Feb 2025
Entire home
PINEAPPLE COTTAGE: 2BR/2BA-Pvt Pool -1/2 block to Duval- RealKeyWest
Photo gallery for PINEAPPLE COTTAGE: 2BR/2BA-Pvt Pool -1/2 block to Duval- RealKeyWest
Reviews
10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4
Popular amenities
Explore the area
Key West, Florida
- Duval Street1 min walk
- Mallory Square12 min walk
- Southernmost Point15 min walk
- Key West, FL (EYW-Key West Intl.)9 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- RealKeyWest
WELCOME TO PINEAPPLE COTTAGE!
The Pineapple Cottage is a charming two-bedroom, two-bathroom home located in Old Town Key West. It offers a private pool and is just half a block away from Duval Street, making it an ideal tropical oasis for your vacation.
As you enter the cottage, you'll step onto a deck overlooking the backyard, where you'll find the inviting private pool, a charcoal grill, and various seating and lounging areas surrounded by lush tropical landscaping, ensuring your privacy and creating a serene atmosphere.
Inside, the cottage features an open living area and kitchen space, perfect for easy flow and entertaining. The living area is equipped with a fully loaded entertainment system, including cable TV, a sound system, CD player, and DVD player. You'll also find board games for some indoor fun, whether in the living room or at the outdoor table. The kitchen is fully equipped and includes a breakfast bar with bar chairs, providing a convenient division from the couch and comfortable viewing chairs in the living room.
On the first level of the cottage, there is a full bathroom and a hidden bedroom tucked away to the right of the kitchen. This bedroom features a queen-size bed and all the amenities necessary to ensure a comfortable stay. You can choose to keep the curtains and blinds closed for a peaceful sleep-in or open them up to let the tropical sun awaken you for an adventurous day.
The second floor of the cottage offers another spacious living area with cable TV, a large comfortable sofa, and chairs for relaxation. The master bedroom on this level boasts a king-size bed and an en-suite full bathroom. Additionally, the washer and dryer are conveniently located in this bathroom for the guests' use.
The backyard of the Pineapple Cottage is a true haven. With its sparkling pool, grill, and dining areas, you have everything you need to enjoy meals at home while entertaining and making the most of your vacation. The cottage location in the Old Town district allows you to easily walk to Duval Street, where you'll find a variety of shopping, beaches, and restaurants in close proximity.
Overall, Pineapple Cottage offers top-of-the-line amenities and comfort, ensuring a delightful and enjoyable stay in Key West.
**Pool heat is optional at $25 a day.**
The Pineapple Cottage is a charming two-bedroom, two-bathroom home located in Old Town Key West. It offers a private pool and is just half a block away from Duval Street, making it an ideal tropical oasis for your vacation.
As you enter the cottage, you'll step onto a deck overlooking the backyard, where you'll find the inviting private pool, a charcoal grill, and various seating and lounging areas surrounded by lush tropical landscaping, ensuring your privacy and creating a serene atmosphere.
Inside, the cottage features an open living area and kitchen space, perfect for easy flow and entertaining. The living area is equipped with a fully loaded entertainment system, including cable TV, a sound system, CD player, and DVD player. You'll also find board games for some indoor fun, whether in the living room or at the outdoor table. The kitchen is fully equipped and includes a breakfast bar with bar chairs, providing a convenient division from the couch and comfortable viewing chairs in the living room.
On the first level of the cottage, there is a full bathroom and a hidden bedroom tucked away to the right of the kitchen. This bedroom features a queen-size bed and all the amenities necessary to ensure a comfortable stay. You can choose to keep the curtains and blinds closed for a peaceful sleep-in or open them up to let the tropical sun awaken you for an adventurous day.
The second floor of the cottage offers another spacious living area with cable TV, a large comfortable sofa, and chairs for relaxation. The master bedroom on this level boasts a king-size bed and an en-suite full bathroom. Additionally, the washer and dryer are conveniently located in this bathroom for the guests' use.
The backyard of the Pineapple Cottage is a true haven. With its sparkling pool, grill, and dining areas, you have everything you need to enjoy meals at home while entertaining and making the most of your vacation. The cottage location in the Old Town district allows you to easily walk to Duval Street, where you'll find a variety of shopping, beaches, and restaurants in close proximity.
Overall, Pineapple Cottage offers top-of-the-line amenities and comfort, ensuring a delightful and enjoyable stay in Key West.
**Pool heat is optional at $25 a day.**
Property manager
The Team at Preferred Properties
Premier Host
Languages
English
Add dates for prices
Amenities
Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Have a question?
BetaGet instant answers with AI powered search of property information and reviews.
Similar properties
JASMINE PLACE:1 block to Duval - Private Pool - Parking! - RealKeyWest
JASMINE PLACE:1 block to Duval - Private Pool - Parking! - RealKeyWest
- Pool
- Kitchen
- Washer
- Dryer
9.6 out of 10, (178 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
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
Parties and events are allowed on site
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
About the area
Key West
Located near the beach, this cottage is in Old Town Key West, a neighbourhood 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 cycling and ecotours nearby.
Key West, Florida
What's nearby
- Duval Street - 1 min walk - 0.0 km
- Ernest Hemingway Home and Museum - 6 min walk - 0.6 km
- Mallory Square - 12 min walk - 1.0 km
- Fort Zachary Taylor Historic State Park - 14 min walk - 1.2 km
- Southernmost Point - 15 min walk - 1.3 km
Getting around
Restaurants
- Margaritaville - 3 min walk
- Green Parrot Bar - 5 min walk
- Willie T's - 2 min walk
- Mattheessen's - 4 min walk
- Mangoes Restaurant & Island Cuisine - 3 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Tom M.
24 June 2025
Better then I could imagine
Tom M.
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Kirsten M.
11 June 2025
Perfect!
Kirsten M.
10/10 Excellent
Kimberly s.
24 May 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
outstanding location and house
Kimberly s.
Stayed 4 nights in May 2025
10/10 Excellent
nick c.
13 Jan 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Time
nick c.
Stayed 6 nights in Dec 2024
10/10 Excellent
Sherri G.
19 Apr 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Rental in a GREAT Location
Sherri G.
Stayed 5 nights in Apr 2025
10/10 Excellent
Marianne M.
10 Apr 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Family Vacation
Marianne M.
Stayed 7 nights in Apr 2023
10/10 Excellent
Daniel C.
20 Jan 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent Service
Daniel C.
Stayed 4 nights in Dec 2024
10/10 Excellent
Peter M.
22 Sept 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Hidden Paradise
Peter M.
Stayed 5 nights in Sep 2024
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
eberts j.
24 Dec 2024
Wonderful Stay!
eberts j.
10/10 Excellent
James U.
20 July 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Love the keys
James U.
Stayed 7 nights in Jul 2024
10/10 Excellent
Garry J.
18 Jan 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Pineapple Cottage
Garry J.
Stayed 4 nights in Jan 2024
10/10 Excellent
Emily W.
15 Feb 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing stay right off of Duval
Emily W.
Stayed 4 nights in Feb 2023
10/10 Excellent
Mark K., westerville, united states of america
7 Dec 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Location Location Location
Mark K.
Stayed 5 nights in Nov 2023
10/10 Excellent
Jack B.
24 July 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Love it
Jack B.
Stayed 7 nights in Jul 2024
10/10 Excellent
Kevin M.
3 Jan 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic spot for two couples perfectly located.
Kevin M.
Stayed 2 nights in Dec 2022
10/10 Excellent
Paul G.
25 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Key West Stay
Paul G.
Stayed 3 nights in Jun 2023
10/10 Excellent
William S.
3 Apr 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Paradise out the front doorz
William S.
Stayed 6 nights in Mar 2023
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Beverly C.
25 Feb 2025
Our Oasis
Beverly C.
10/10 Excellent
Andrea Y.
25 Jan 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Location Location Location
Andrea Y.
Stayed 3 nights in Jan 2023
10/10 Excellent
Sharon W.
27 Apr 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location
Sharon W.
Stayed 3 nights in Apr 2021
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Phillip T.
15 June 2024
Amazing
Phillip T.
10/10 Excellent
Diane R.
26 Dec 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
What a lovely cottage!
Diane R.
Stayed 5 nights in Dec 2023
10/10 Excellent
Verified traveller
13 Feb 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Our private oasis
Verified traveller
Stayed 4 nights in Feb 2023
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Gary D.
18 June 2024
Wonderful Place
Gary D.
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