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 hallway with a white railing, a clock, and three paintings on the wall.
An outdoor patio with a wooden table, chairs, and a woven basket.
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.

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

  • Barbecue
  • Air-conditioning
  • Pet-friendly
  • Refrigerator
  • Washing machine
  • Onsite parking available

Explore the area

View 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.

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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 453 kg 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 # 5406172vb
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
Host has indicated that there is a carbon monoxide detector 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

About the area

Key West

Located near the beach, this holiday home is in Old Town Key West, a neighbourhood 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, FL (EYW-Key West Intl.) - 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 453 kg per pet.

How much is parking at The Tipsy Parrot Walkable Old Town Key West Retreat?

On-site 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?

Checkout is at 11:00 AM.

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

Located in Old Town Key West, this holiday 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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