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PINEAPPLE COTTAGE ~ Adorable, Updated Old Town Cottage w/Shared Heated Pool!

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A heated pool
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Property grounds
Interior

Reviews

9.6 out of 10
Exceptional

Entire home

1 bedroom1 bathroom544 sq ft

Popular amenities

  • Dryer
  • Washer
  • Pool
  • Barbecue grill
  • Kitchen
  • Outdoor Space

Explore the area

Map
Key West, FL
  • Duval Street
    ‪1 min walk‬
  • Ernest Hemingway Home and Museum
    ‪2 min walk‬
  • Southernmost Point
    ‪11 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪9 min drive‬

Room options

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About the neighborhood

Key West

Located in Old Town Key West, this cottage is adjacent to Ernest Hemingway Home and Museum and within a 5-minute walk of other popular sights like Duval Street. The cottage includes a kitchen, a patio, and a refrigerator.
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What's nearby

  • Duval Street - 1 min walk - 0.1 miles
  • Ernest Hemingway Home and Museum - 2 min walk - 0.1 miles
  • Southernmost Point - 11 min walk - 0.6 miles
  • Fort Zachary Taylor Historic State Park - 12 min walk - 0.7 miles
  • Mallory Square - 15 min walk - 0.8 miles

Getting around

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

Restaurants

  • ‪Blue Heaven - ‬3 min walk
  • ‪Bourbon Street Pub - ‬3 min walk
  • ‪801 Bourbon Bar - ‬3 min walk
  • ‪Mangoes Restaurant & Island Cuisine - ‬4 min walk
  • ‪Moondog Cafe & Bakery - ‬2 min walk

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 Old Town Cottage w/Shared Heated Pool!

RELAXED DOWNTOWN LIVING...
Envelop yourself in true island living in this cute cottage just for the two of you. One of six homes in this exclusive compound located in the heart of Old Town. 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 with five other homes, 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.

MULTI MONTH RESERVATIONS...
For monthly reservations, the following fees will be added PER MONTH:
Mid-stay clean
Pool/hot tub heating fee (if applicable)
Pet fee (if applicable)

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...
The cottage is air-conditioned and features a kitchen and a patio, and there's space to spread out with a separate bedroom. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board. Housekeeping is available on request.

Property manager

Wendy Zintsmaster & Team

Languages

English

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Property amenities

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the cottage: Free WiFi

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Towels provided

Living spaces

  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Hardwood flooring in public areas
  • Smoking not allowed

Services and conveniences

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

Location highlights

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

Things to do

  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Windsurfing 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 (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Housekeeping (on request)
  • Unit size: 544 square feet

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

  • This property doesn't allow pets

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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25
Property Registration Number 25230-112332

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.

Property is also known as

2450-154416

Frequently asked questions

What's there to do within easy reach of this cottage?

This cottage is situated in Old Town Key West, just steps from Duval Street and Ernest Hemingway Home and Museum, and within a short walk of Southernmost Point. You'll also find Florida Keys Beaches and South Beach less than a mile away.

Is parking available on site at this cottage?

No, this cottage doesn't offer parking.

Is this cottage next to a casino?

No, this cottage is not connected to a casino.

Is there an indoor pool at this cottage?

No, there is no indoor pool at this cottage.

Is PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool! a good place to stay for couples?

Couples staying at this cottage will appreciate amenities like a kitchen as well as a heated pool and concierge services.

Does PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool! have a hot tub?

No, but guests can enjoy a heated pool at this cottage.

Does this cottage provide breakfast?

No, this cottage doesn't offer breakfast.

Does this cottage allow pets to stay free of charge?

No, pets aren't allowed at this cottage.

Are there connecting rooms at this cottage?

No, this cottage doesn't feature connecting guestrooms.

How close is the airport from this cottage?

The closest major airport to this cottage is Key West Intl. Airport (EYW), which is 3.8 mi away (12 minutes by car).

Can I book a room with a balcony at PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!?

Yes, every accommodation at PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool! comes with a deck.

PINEAPPLE COTTAGE ~ Adorable, Updated Old Town Cottage w/Shared Heated Pool! Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 11 out of 14 reviews
Rating 8 - Good. 3 out of 14 reviews
Rating 6 - Okay. 0 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

9.6/10

Cleanliness

Reviews

8/10 Good

david p.

Liked: Cleanliness

Review

Great location good layout but outdated and for the price paid should be more up to date. The bed was very uncomfortable and the pillows were subpar but the interaction with the management was amazing
Stayed 30 nights in Nov 2024

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