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PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!

PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!

Photo gallery for PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!

Welcome to Pineapple Cottage!
Residential feel!
Front porch lounging for 2
Open space with hardwood floors
Flat screen TV

Overview of PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!

Reviews
9.8 out of 10 Exceptional
1 bedroom1 bathroomSleeps 451 sq m

Popular amenities

  • Free WiFiFree WiFiFree WiFi
  • WasherWasherWasher
  • DryerDryerDryer
  • KitchenKitchenKitchen
  • Barbecue grillBarbecue grillBarbecue grill
  • Air conditioningAir conditioningAir conditioning

Check out the area

Map
Key West, FL
  • Popular LocationErnest Hemingway Home and Museum2 min walk
  • Popular LocationDuval Street3 min walk
  • Popular LocationSouthernmost Point10 min walk
  • AirportKey West, FL (EYW-Key West Intl.)12 min drive

Rooms & beds

1 bedroom (sleeps 4)

Bedroom 1

Other Space 1

1 bathroom

Bathroom 1

Bathtub or shower

Spaces

Deck or patio
Kitchen

About this property

PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!

RELAXED DOWNTOWN LIVING...
Envelop yourself in true island living in this cute cottage just for the two of you. Located one block from Duval with charming porch and shared heated pool. Walk or stroll to dining, night life, galleries, shopping, and be at fabulous Ft. Zachary beach beach in minutes.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

FURNISHINGS...
Cozy one queen bedroom and one bath.  Great open floor plan with hardwood floors, plenty of Key West sunshine and blue skies through the large windows. Flat screens in the living and bedroom.  Well stocked kitchen to use your culinary skills.  Washer and dryer.  Sofa sleeper in the living room is also available.

OUTSIDE LIVING...
Beautiful heated pool and waterfall.  The pool and courtyard area is shared, but it will feel like your own quiet piece of paradise with little to no traffic.

NEIGHBORHOOD ATTRACTIONS...
Stroll through Bahama Village located in downtown Key West; aptly named because of it's many inhabitants that are of Bahamian decent. This lively neighborhood offers many popular restaurants such as Blue Heaven, Santiago's Bodega and La Creppiere. You can also find many small boutiques filled with treasures made by local artisans, some specialty wares and even antiques.  Directly across from Hemingway's Home, Moon Dog restaurant and steps from the Southernmost Point.

PARKING...
This home does not have designated parking but there is on street parking in the surrounding neighborhood.  Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily and monthly rates.

PETS...
No pets allowed.

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).

INDULGE IN DOWNTOWN LIVING...

Property manager

Wendy Zintsmaster & Team
Premier Host
Premier Host

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Barbecue grill
Caroline's Cottage KW
A Stones Throw Away from Duval - Downtown -Caroline's Cottage KW
Hot tub
Kitchen
Washer
Dryer
10.0 out of 10, (2 reviews)
A Stones Throw Away from Duval - Downtown -Caroline's Cottage KW

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

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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

About the area

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. MLK Community Pool & Community Center and Key West Butterfly and Nature Conservatory are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with cycling and ecotours.
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Map
Key West, FL

What's nearby

  • Ernest Hemingway Home and Museum - 2 min walk
  • Duval Street - 3 min walk
  • Southernmost Point - 10 min walk
  • South Beach - 12 min walk
  • Mallory Square - 15 min walk

Getting around

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

Restaurants

  • 801 Bourbon Bar - 3 min walk
  • Bourbon Street Pub - 3 min walk
  • Mangoes Restaurant & Island Cuisine - 4 min walk
  • Blue Heaven - 3 min walk
  • Rams Head Southernmost - 1 min walk

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 10 out of 12 reviews" "
Rating 8 - Good. 2 out of 12 reviews" "
Rating 6 - Okay. 0 out of 12 reviews" "
Rating 4 - Poor. 0 out of 12 reviews" "
Rating 2 - Terrible. 0 out of 12 reviews" "

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.0/10

Listing accuracy

Reviews

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Robin H.

We love this place/
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This cottage has everything you need and the location is perfect. We have rented it many times and each and every time we only had one problem.....TODD! He does his best to try and make our stay miserable.

10/10 Excellent

Sharon W., Avon USA

Liked: Cleanliness, check-in, communication, location, listing accuracy
818 Whitehead, Key West
Overall great. Loved location. Friendly locals enhanced experience. Only complaint was with mid stay clean that was required. Suggestions for mid clean- Should be different in some ways than final clean - - - - I’d set time on coffee pot so could set up night before and have coffee ready in am. Was unplugged during clean. Making me have to reset time again. Blender/toaster set out on counter to use without having to get down on floor to retrieve them from small cabinet between stove and wall. Were put away. So had to get out again. I’d brought a kitchen sponge from home to use for hand washing a few of the dishes. I’d put it in dishwasher flatware holder to cleanse with the dishes like I do at home. Dishwasher emptied and my sponge gone. No reason to get rid of it mid clean. Also think if a mid visit cleaning is required a small safe should be provided for valuables- passport, jewelry, cash, credit cards etc.
Stayed 30 nights in Nov 2022

8/10 Good

Jan S.

Liked: Cleanliness, check-in, communication, location
Location was just what I wanted. The cottage itself was wonderful.
My issue was the location of the pool I had been so looking forward to. It is right outside and in the walking pathway of the other cottages. All cottages are located almost on top of each other.
Stayed 31 nights in Dec 2021

10/10 Excellent

Earl S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Recommended
The location was perfect. The cottage was clean, well maintained and very comfortable. when we had a small thing that needed seeing to, the manager responded the same day.
Stayed 28 nights in Nov 2021
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Dina T.

Great place / attentive management / unhinged neighbor
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very unhappy with the location. I was very satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: The cottage is exactly as described. Super cute and practical. Brian, the property manager, was excellent. Above and beyond service. Sadly, you will be living next door to a very unwell man named Todd. He’s the only downfall to the property.

About the host

Hosted by Wendy Zintsmaster & Team

Host profile image

Premier Host

Premier Host
They consistently provide great experiences for their guests
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