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PINEAPPLE COTTAGE: 2BR/2BA-Pvt Pool -1/2 block to Duval- RealKeyWest

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Pool, Table, Lounge Chairs, everything you need for a day by the
Pool, Table, Lounge Chairs, everything you need for a day by the - Your own private pool!
Pool, Table, Lounge Chairs, everything you need for a day by the - Outdoor dining too!
Living Room/Kitchen/Dining
Entrance into Living Room

Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Barbecue grill
  • Kitchen

Explore the area

Map
Key West, Florida
  • Duval Street
    ‪1 min walk‬
  • Ernest Hemingway Home and Museum
    ‪8 min walk‬
  • Mallory Square
    ‪13 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪12 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.**

Property manager

The Team at Preferred Properties
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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
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

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 ecotours and cycling nearby.
Map
Key West, Florida

What's nearby

  • Duval Street - 1 min walk - 0.2 km
  • Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
  • Mallory Square - 13 min walk - 1.1 km
  • South Beach - 14 min walk - 1.2 km
  • Southernmost Point - 15 min walk - 1.3 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 12 min drive

Restaurants

  • ‪Margaritaville - ‬3 min walk
  • ‪Green Parrot Bar - ‬5 min walk
  • ‪Willie T's - ‬2 min walk
  • ‪Mangoes Restaurant & Island Cuisine - ‬3 min walk
  • ‪Pinchers - ‬4 min walk

Frequently asked questions

Does PINEAPPLE COTTAGE: 2BR/2BA-Pvt Pool -1/2 block to Duval- RealKeyWest have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is PINEAPPLE COTTAGE: 2BR/2BA-Pvt Pool -1/2 block to Duval- RealKeyWest pet-friendly?

No, pets are not allowed at this property.

What time is check-in at PINEAPPLE COTTAGE: 2BR/2BA-Pvt Pool -1/2 block to Duval- RealKeyWest?

Check-in begins at 4:00 PM.

What time is check-out at PINEAPPLE COTTAGE: 2BR/2BA-Pvt Pool -1/2 block to Duval- RealKeyWest?

Checkout is at 10:00 AM.

Where is PINEAPPLE COTTAGE: 2BR/2BA-Pvt Pool -1/2 block to Duval- RealKeyWest located?

Located in Old Town Key West, this cottage is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. Florida Keys Beaches and Mallory Square are also within 15 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 205 out of 212 reviews
Rating 8 - Good. 4 out of 212 reviews
Rating 6 - Okay. 2 out of 212 reviews
Rating 4 - Poor. 0 out of 212 reviews
Rating 2 - Terrible. 1 out of 212 reviews

9.8/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

nick c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Time

Wonderful and clean house
Stayed 6 nights in Dec 2024

10/10 Excellent

Daniel C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Service

Exceeded all expectations. Even the bathroom tissue was top notch.
Stayed 4 nights in Dec 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

eberts j.

Wonderful Stay!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Excellent in every way! No complaints whatsoever.

10/10 Excellent

Peter M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Hidden Paradise

Pineapple cottage is just yards from Duval street, a hidden paradise but close enough to walk everywhere
Stayed 5 nights in Sep 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Beverly C.

Our Oasis

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The location of Pineapple Cottage couldn't be better, close to all the action but you'd never know it. The pool was wonderful. We chose to have it heated and it was prefect for floating after getting in from the beach. The cottage itself was exactly as described. Angela from Preferred Properties was the there to answer all of our questions from check-in to check out. We will be returning!

10/10 Excellent

Marianne M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Family Vacation

Location is perfect, property and pool are awesome!
Stayed 7 nights in Apr 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kevin F.

Pineapple House 2024

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Everything went perfect from the rental agency support and communication, house cleanliness and comfort, pool and location. We are already booked for next year!

10/10 Excellent

James U.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Love the keys

Great place very convenient
Stayed 7 nights in Jul 2024

10/10 Excellent

Garry J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pineapple Cottage

Lovely place Great location. Would definitely go again
Stayed 4 nights in Jan 2024

10/10 Excellent

Jack B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Love it

Great location. Surprising tranquil. Excellent accommodations. Very helpful and responsive caretaker
Stayed 7 nights in Jul 2024

10/10 Excellent

Emily W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing stay right off of Duval

The property was incredible - clean, roomy and exactly as listed. We loved the central location and used the private pool a ton.
Stayed 4 nights in Feb 2023

10/10 Excellent

Mark K., westerville, united states of america

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location Location Location

Great place to stay, around everything but the courtyard is your private escape!
Stayed 5 nights in Nov 2023

10/10 Excellent

Paul G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West Stay

Very nice property, well maintained, great pool and backyard. Perfect location practically in the middle of all the activities and right off of Duval Street. Easy walking to excursions and restaurants. Would stay again
Stayed 3 nights in Jun 2023

10/10 Excellent

Kevin M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic spot for two couples perfectly located.

We stayed here for New Year. It was the perfect spot. Close to everything, but quiet and a wonderful little refuge with a pool.
Stayed 2 nights in Dec 2022

10/10 Excellent

William S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise out the front doorz

Perfect location with everything in walking distance. Loved the place.
Stayed 6 nights in Mar 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Phillip T.

Amazing

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Amazing!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Gary D.

Wonderful Place

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location. Lots of privacy and quiet time when you need it. Will be back..

10/10 Excellent

Ron S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful hideaway

Perfect for our family of 4 adults. Close to restaurants/ attractions/shopping yet secluded and peaceful. Lacked nothing. The pool and location were key. Would stay there again!
Stayed 8 nights in May 2023

10/10 Excellent

Ric K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Boat races getaway

The Cottage was in a terrific hidden location. Wonderful check in process and great communication from the management company. Clean, well appointed and comfortable. Will plan another stay soon.
Stayed 5 nights in Nov 2023

10/10 Excellent

Diane R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

What a lovely cottage!

We came with a family of five. We loved the privacy of the cottage and the proximity to Duvall Street. What a little gem. Great pool and the Preferred Property group were wonderful hosts for anything we needed. Such a great location.
Stayed 5 nights in Dec 2023

10/10 Excellent

Andrea Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location Location Location

Best location ever for all bars and restaurants. Super glad we chose to heat the pool.
Stayed 3 nights in Jan 2023

10/10 Excellent

Sharon W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

We thoroughly enjoyed our stay at Pineapple Cottage. The location was perfect, within walking distance to everything we wanted to see or do. The cottage was clean and had everything we needed, and the patio / pool area was lovely. We’ll be back!
Stayed 3 nights in Apr 2021

10/10 Excellent

Ryan L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property!

We had a wonderful stay at the pineapple cottage! Property managers were great to work with. Property was exactally as described. Perfect location, nice outdoor space. Would highly recommend!
Stayed 3 nights in Jan 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Carole G.

An oasis in downtown key west

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had the most perfect stay at pineapple cottage. It was absolutely brilliant- the pool was perfect, the house was immaculate but above all the location was incredible. It was just a 2 minute walk from Duval Street and all the exciting bars and shops, but once in the property all the hustle disappeared and it was serene. Highly recommend
Stayed 4 nights in Aug 2024

10/10 Excellent

Matt S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect private getaway near Duval

This place is great. It feels very private and secluded even though it’s close to Duval. It was a great location. The property managers were awesome. The pool is very nice. Ours was a group of 5 adults in their 20s and 30s and it was a perfect fit. The showers were big and nice the lower level shower had dual shower heads and tons of hot water, perfect for a couple. The AC worked well. Everything was just great I can’t recommend this property enough.
Stayed 2 nights in Jun 2024

About the host

Hosted by The Team at Preferred Properties

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests