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

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A heated pool
Exterior
1 bedroom, iron/ironing board, free WiFi, bed sheets
Combined shower/tub, hair dryer, towels
1 bedroom, iron/ironing board, free WiFi, bed sheets
Reviews
9.8

Exceptional

Entire home

1 bedroom1 bathroom51 sq m

Popular amenities

  • Kitchen
    KitchenKitchen
  • Barbecue grill
    Barbecue grillBarbecue grill
  • Free WiFi
    Free WiFiFree WiFi
  • Outdoor Space
    Outdoor SpaceOutdoor Space
  • Air conditioning
    Air conditioningAir conditioning
  • Washer
    WasherWasher

Explore the area

Map
Key West, FL
  • Popular LocationErnest Hemingway Home and Museum2 min walk
  • Popular LocationDuval Street4 min walk
  • Popular LocationSouthernmost Point10 min walk
  • AirportKey West, FL (EYW-Key West Intl.)12 min drive

Most relevant reviews

ExperimentalCarousel

10/10 Excellent

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the locat...
Robin H.
Feb 2, 2024

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

Languages

English

Property amenities

Pool/Spa

  • Heated pool
  • Shared/communal pool

Internet

  • Free WiFi

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Coffee/tea maker
  • Toaster
  • Cookware/dishes/utensils

Bedrooms

  • 1 bedroom
  • Bed sheets provided

Bathrooms

  • 1 bathroom
  • Shower/tub combination
  • Towels provided
  • Hair dryer

Living spaces

  • Living room

Entertainment

  • TV with cable/satellite service

Outdoor areas

  • Patio
  • Barbecue grill

Laundry

  • Washing machine and dryer

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Concierge services
  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • Near the sea
  • In the city center
  • Near a hospital

Things to do

  • Fitness facilities nearby
  • Cycling nearby
  • Snorkeling nearby
  • Water skiing nearby
  • Marina nearby
  • Jet skiing nearby
  • Windsurfing nearby
  • Basketball nearby
  • Ecotours nearby
  • Golf 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 installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 544 sq ft (51 sq m)

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
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

Pets

Pets not allowed

Children and extra beds

Children are welcome

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 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

2450-154416

About the neighborhood

Key West

Located by the sea, this cottage is in Key West Historic District, 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.
Visit our Key West travel guideOpens in a new window
View more Cottages in Key WestOpens in a new window

What's nearby

  • Ernest Hemingway Home and Museum - 2 min walk
  • Duval Street - 4 min walk
  • Southernmost Point - 10 min walk
  • Fort Zachary Taylor Historic State Park - 13 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

Frequently asked questions

Is PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!?

Check-in begins at 4:00 PM.

What time is check-out at PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!?

Check-out is at 10:00 AM.

Where is PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool! located?

Located in Key West Historic District, this cottage is within a 5-minute walk of Ernest Hemingway Home and Museum and Duval Street. Southernmost Point and Florida Keys Beaches are also within 15 minutes.

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

Reviews

9.8

Exceptional

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

Reviews

10/10 Excellent

Sharon W., Avon USA

Liked: Cleanliness
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
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
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

10/10 Excellent

Verified traveler

Liked: Cleanliness
Pineapple Cottage, Key West
Great location and property making walking around and exploring Key West very easy! Brain, property manager, and team were very helpful, responsive and accessible. Thank you.
Stayed 29 nights in Oct 2020