Entire home

Hidden Treasure in Old Town: 3BR Home with Pool in Peaceful Gated Enclave

Photo gallery for Hidden Treasure in Old Town: 3BR Home with Pool in Peaceful Gated Enclave

A spacious living area with a sofa, a wooden coffee table, and a kitchen in the background. - Hidden Treasure in Old Town: 3BR Home with Pool in Peaceful Gated Enclave (Key West)
Property video
A bedroom with a wooden ceiling, a bed with a blue bedspread, a dresser with a vase painting, and a window with blinds. - Hidden Treasure in Old Town: 3BR Home with Pool in Peaceful Gated Enclave (Key West)
A dining area with a glass table and chairs, a wooden wall with a beach painting, and a door with frosted glass panels. - Hidden Treasure in Old Town: 3BR Home with Pool in Peaceful Gated Enclave (Key West)
A white house with a green roof, surrounded by various plants and a red brick pathway. - Hidden Treasure in Old Town: 3BR Home with Pool in Peaceful Gated Enclave (Key West)
Duval Street and Ernest Hemingway Home and Museum are located near Hidden Treasure in Old Town: 3BR Home with Pool in Peaceful Gated Enclave, which provides a garden, laundry facilities and a gym. Stay connected with free in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 6784 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Add dates for prices

About this property

Hidden Treasure in Old Town: 3BR Home with Pool in Peaceful Gated Enclave

  • Escape to authentic Key West living at Key West Hideaway, a historic 1928 Conch Cottage available exclusively for extended monthly stays. Tucked safely inside a peaceful, gated Old Town enclave on Grinnell Street, this property is designed for travelers seeking the comfort of a true home base.

    Whether you're spending the month working remotely, enjoying a winter getaway, or fully immersing yourself in island life, this Cottage gives you the absolute best of both worlds: unbeatable walkability to historic sights and local spots, paired with complete tranquility at the quiet rear of the property.

    This Cozy Cottage features two distinct living spaces (the 2-Bedroom Main Home + the Private Studio Suite), offering 2 full bathrooms overall and the ultimate balance of togetherness and privacy.

    The Main House (2 Beds / 1 Bath):

    -Spacious Living Area: Vaulted ceilings, historic whitewashed Dade County pine walls, custom ambient LED ceiling lighting, and a brand-new sleeper sofa for extra hosting flexibility.
    -The Chef's Kitchen (Our Highlight!): Unlike typical vacation rentals, our full-sized kitchen is equipped for real living and daily cooking. Features an induction stove, oven with a built-in air fryer, dishwasher, ample counter space, full cookery, and wine and champagne glasses for special evenings.
    -Primary Suite: Features a California King bed, cozy rattan accents, historic solid-oak French doors, and serene coastal decor.
    -Second Bedroom/Workspace: Versatile sleeping/working space (daybed opens to a King or two separate twin beds), a dedicated desk area perfect for remote work, and original French doors.
    -Full Bathroom: A modern walk-in shower with a wooden vanity, cerulean blue accents, and smart storage options.
    -Outdoor Porch: Private screened porch with a swing and bistro seating—ideal for morning coffee or evening breezes.

    The Private Studio Suite (1 Bed / 1 Bath):

    A Private Retreat: Located on-site with its own entry, high Dade County pine walls, and five oversized windows streaming with natural island light.
    Sleeping & Prep Area: Queen-sized bed, high-capacity Cuisinart Digital AirFryer/Toaster Oven, microwave, and mini-prep station.
    Luxury Smart Bath: Newly updated bathroom featuring a state-of-the-art smart toilet with bidet, heated seat, auto-open lid, and LED nightlight.


    Modern Comforts & Resort Amenities

    We've equipped the compound with high-end, brand-new upgrades so your long-term stay feels effortless:
    -Brand-New Climate Control: Equipped with state-of-the-art Mitsubishi Split-Unit A/C systems in both the main house and studio for whisper-quiet, custom temperature control.
    -Laundry Conveniences: On-site with a brand-new, high-efficiency washer and dryer.
    -The Pool: Direct access to a large, sun-drenched pool shared with only six neighboring homes in this quiet gated community. Lounge chairs provided.
    -Outdoor Shower & Grill: Rinse off under the open sky after a pool session or beach trip, and enjoy outdoor cookouts on the gas grill.
    -Tropical Gardens: Stroll through lush grounds framed by coconut palms, pineapple plants, and an herb garden (Rosemary, Tree Spinach, and Thai Basil).
    -Complimentary Bikes: Skip car rentals and parking fees—use our included bikes to cruise the island like a resident.

    Unbeatable Old Town Location

    Live like a local with incredible neighborhood staples just seconds away:
    Across the street (1-Min Walk): Famous Cuban coffee and morning pastries at Five Brothers.
    Within 100 Yards: Authentic French-Caribbean dining at Café Solé and fresh homemade pasta at Mangia Mangia.
    Duval Street & Historic Seaport: An easy, pleasant 10-minute walk (0.5 miles).
    Top Beaches by Bike: Fort Zachary Taylor (8 mins), South Beach (6 mins), Smathers Beach (13 mins).

    Experience the real Key West lifestyle for a month or more. Inquire today for monthly availability!

Property amenities

Beach

  • Beach nearby
  • Beach towels

Pool/Spa

  • Communal pool
  • Fenced private pool
  • Heated pool
  • Outdoor pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • No on-site parking available

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Lobster/crab pot
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace

Entertainment

  • Books
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Garden
  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 453 kg per pet

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 3 steps to reach entrance
  • Area rugs in public areas
  • Hardwood flooring in public areas
  • No lift
  • Single level property
  • Tile flooring in public areas
  • Well-lit path to entrance
  • Wheelchair-accessible path of travel
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near the marina
  • Near the sea

Things to do

  • Bicycles
  • Gym
  • Heated pool
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Whale watching nearby
  • Windsurfing nearby

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Garden
  • Recycling
  • Unit size: 784 square feet

Similar properties

Policies

Check-in

Check-in time starts at 5:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 26

Check-out

Check-out before 10:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you to complete the following before checking out:
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Failure to complete these may result in a negative review from the host.

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 453 kg per pet)

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Long-term renters welcome
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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

We should mention

This property does not have any lifts

About the area

Located in Old Town Key West, a neighbourhood in Key West, this holiday home is near a water park and near the beach. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby. Visit our Key West travel guide
View more Holiday homes in Key West
Map
Key West, FL

What's nearby

  • A military jet flying low over a concrete path surrounded by vegetation.
    Key West Naval Station
    2 min walk - 0.1 miles
  • A building with a sign reading "The Studios of Key West" on the front.
    Studios of Key West
    2 min walk - 0.1 miles
  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    11 min walk - 0.6 miles
  • A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    17 min walk - 0.9 miles
  • A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.
    Southernmost Point
    5 min drive - 1.1 miles

Getting around

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

Restaurants

  • Cuban Coffee Queen Waterfront
    11 min walk
  • Half Shell Raw Bar
    11 min walk
  • Pepe's Cafe
    11 min walk
  • Harpoon Harry's Restaurant and Bar
    10 min walk
  • Sandy's Café
    9 min walk

Frequently asked questions

Does Hidden Treasure in Old Town: 3BR Home with Pool in Peaceful Gated Enclave have a pool?

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

Is Hidden Treasure in Old Town: 3BR Home with Pool in Peaceful Gated Enclave pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 453 kg per pet.

How much is parking at Hidden Treasure in Old Town: 3BR Home with Pool in Peaceful Gated Enclave?

This property doesn't offer parking.

What time is check-in at Hidden Treasure in Old Town: 3BR Home with Pool in Peaceful Gated Enclave?

Check-in begins at 5:00 PM.

What time is check-out at Hidden Treasure in Old Town: 3BR Home with Pool in Peaceful Gated Enclave?

Checkout is at 10:00 AM.

Where is Hidden Treasure in Old Town: 3BR Home with Pool in Peaceful Gated Enclave located?

Located in Old Town Key West, this holiday home is within a 15-minute walk of Key West Theater and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 1 mile (2 km).

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Hidden Treasure in Old Town: 3BR Home with Pool in Peaceful Gated Enclave Reviews