Entire home

The Tipsy Parrot Walkable Old Town Key West Retreat

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A modern kitchen with a built-in dishwasher, wooden cabinets, and a large window overlooking a garden.
A bedroom with a bed, nightstands, a ceiling fan, an air conditioning unit, and artwork on the walls.
A modern kitchen with stainless steel appliances, wooden cabinets, and a central island.
An outdoor patio with a wooden table, chairs, and a woven basket.
A hallway with a white railing, a clock, and three paintings on the wall.

Highlights

  • Beach equipment

    A rare find — beach equipment ready to go for your days by the sea.

  • Discover nearby landmarks

    Close to Duval Street
2 bedrooms0+ bathroomsSleeps 4

Popular amenities

  • Onsite parking available
  • Dogs and cats allowed
  • Kitchen
  • Washer
  • Air conditioning
  • Barbecue grill

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪4 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪8 min walk‬
  • Place, Mallory Square
    ‪11 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Where you'll sleep

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

3 half bathrooms

Bathroom 1

Soap · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Toilet

Spaces

Kitchen
Outdoor play area
Dining area

About this property

The Tipsy Parrot Walkable Old Town Key West Retreat

More than just a rental, this thoughtfully designed island home invites you to settle into the relaxed rhythm of Key West. Surrounded by tropical landscaping and filled with warm coastal décor, local artwork, and comfortable spaces to work or unwind, it's the perfect retreat after a day exploring Old Town. Whether you're here for work or an extended escape, you'll quickly feel less like a visitor and more like a local.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 11:00 AM

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Children

Children allowed: ages 13-17

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Events

No events allowed

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Pets

Pets allowed: dogs and cats less than 999 lbs per pet (limit 2 pets total)

Non Refundable pet fee of $200.00

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Smoking

Smoking is not permitted

Important information

You need to know

Property Registration Number BTR-2026-000173
Property # 5406172
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 indicated there is a carbon monoxide detector on the property
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 neighborhood

Key West

Located near the beach, this vacation home 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. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. 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.
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Map
Key West, FL

What's nearby

  • Duval Street - 4 min walk - 0.4 km
  • Florida Keys National Marine Sanctuary - 6 min walk - 0.6 km
  • Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
  • Fort Zachary Taylor Historic State Park - 9 min walk - 0.8 km
  • Mallory Square - 11 min walk - 0.9 km

Getting around

  • Key West Intl. Airport (EYW) - 17 min drive

Restaurants

  • ‪Blue Heaven - ‬4 min walk
  • ‪Green Parrot Bar - ‬3 min walk
  • ‪Moondog Cafe & Bakery - ‬4 min walk
  • ‪Mangoes Restaurant - ‬3 min walk
  • ‪Bourbon Street Pub - ‬4 min walk

Frequently asked questions

Is The Tipsy Parrot Walkable Old Town Key West Retreat pet-friendly?

Yes, this property allows cats and dogs (limit 2 total) with a maximum weight of up to 999 lbs per pet.

How much does it cost to stay at The Tipsy Parrot Walkable Old Town Key West Retreat?

As of Sep 18, 2026, prices found for a 1-night stay for 2 adults at The Tipsy Parrot Walkable Old Town Key West Retreat on Oct 28, 2026 start from $537, 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.

How much is parking?

Onsite parking is available at the property.

What time is check-in at The Tipsy Parrot Walkable Old Town Key West Retreat?

Check-in begins at 4:00 PM.

What time is check-out at The Tipsy Parrot Walkable Old Town Key West Retreat?

Check-out is at 11:00 AM.

Where is The Tipsy Parrot Walkable Old Town Key West Retreat located?

Located in Old Town Key West, this vacation home is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. Fort Zachary Taylor Historic State Park and Mallory Square are also within 15 minutes.

About the host

Hosted by Michael Gray

Host profile image

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