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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.
Property video
A white house with a green roof, surrounded by various plants and a red brick pathway.
A covered patio with a wooden ceiling, wicker furniture, and a view of a residential area.
A bedroom with a wooden ceiling, a bed with a blue bedspread, a dresser with a vase painting, and a window with blinds.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy a spacious layout that gives everyone more room to relax.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Duval Street
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Heated pool
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Key West, FL
  • Place, Key West Naval Station
    ‪2 min walk‬
  • Place, Duval Street
    ‪11 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪17 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪9 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Sofa Bed

Bedroom/Workspace

1 Single Bed

2 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo

Spaces

Porch or lanai
Kitchen
Garden
Dining area

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!
Our prices include all fees. No hidden fees.

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House Rules

Check in after 5:00 PM
Minimum age to rent: 26
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

Pets allowed: dogs less than 453 kg per pet (limit 2 pets total)
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Smoking

Smoking is not permitted

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.

Important information

You need to know

Property # 2680117vb
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

About the area

Key West

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.
Map
Key West, FL

What's nearby

  • Key West Naval Station - 2 min walk - 0.2 km
  • Studios of Key West - 2 min walk - 0.2 km
  • Duval Street - 11 min walk - 0.9 km
  • Ernest Hemingway Home and Museum - 17 min walk - 1.4 km
  • Southernmost Point - 5 min drive - 1.8 km

Getting around

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

Restaurants

  • ‪Cuban Coffee Queen Waterfront - ‬11 min walk
  • ‪Schooner Wharf Bar - ‬14 min walk
  • ‪Sandy's Café - ‬9 min walk
  • ‪Dions Truman & White - ‬8 min walk
  • ‪Pepe's Cafe - ‬11 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.

How much does it cost to stay at Hidden Treasure in Old Town: 3BR Home with Pool in Peaceful Gated Enclave?

As of 21 Aug 2026, prices found for a 1-night stay for 2 adults at Hidden Treasure in Old Town: 3BR Home with Pool in Peaceful Gated Enclave on 1 Dec 2026 start from £8,269, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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 Burlesque Theater and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 1 mile (2 km).

About the host

Hosted by Pete Orlanski

Host profile image
I am a professional musician from Los Angeles who loves nature, hiking and spending time by the water. I'm an avid backpacker and mountain goer and do volunteer expeditions with wildernessvolunteers.org. I also love the beach life! I live in a modest apartment by the beach near Venice, partake in sailing, paddle boarding, and body surfing. I was introduced to Key West through my love of adventure and curiosity about the Island life. I fell in love with the easy going nature of Key West, the people, culture, and chickens (of course!).

Why they chose this property

I love Key West. It has the energy and feel of a big city, but it is actually a small island four miles long and one mile wide surrounded by beaches. I love that even though the property is in the center of the old town and close to the raucous energy of Duval St, it is actually in a quiet neighborhood, so I can let go and relax at the house without the high intensity energy found just a few blocks away.

What makes this property unique

I think we have such a fantastic location. Nestled in a little quiet nook just around the corner from all the major tourist attractions and local favorites. We have a pretty big pool for KW too.

Languages:

English, Spanish, Russian, Polish
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