Entire home

Island Time Hideaway at Old Town Key West Historic Seaport - 3 Blocks to Duval

Holiday home with an outdoor pool, a short walk to Duval Street

Photo gallery for Island Time Hideaway at Old Town Key West Historic Seaport - 3 Blocks to Duval

Pool
Exterior
Living area
Pool
Living area

Reviews

9.6 out of 10
Exceptional
3 bedrooms3 bathroomsSleeps 6

Popular amenities

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

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Mallory Square
    ‪10 min walk‬
  • Place, Southernmost Point
    ‪3 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪8 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Cottage

1 Queen Bed

Guest Bedroom

1 King Bed

Master Bedroom

1 King Bed

3 bathrooms

Cottage Bathroom

Toilet · Outdoor shower

Guest Bathroom

Toilet · Shower only

Master Bathroom

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Office
Outdoor play area

About this property

Island Time Hideaway at Old Town Key West Historic Seaport - 3 Blocks to Duval

Charming Historic Bungalow with Private Pool & Detached Cottage – Steps from Duval Street!

Experience the best of Key West in this beautifully restored 2-bedroom, 2-bathroom bungalow with a spacious 1-bedroom, 1-bathroom detached cottage — perfect for multi-family trips or groups seeking privacy and comfort.

Prime Location:
Nestled on a picturesque Old Town street, you’re just 3 blocks from the vibrant Duval Street and only 1 block from the waterfront. Enjoy easy access to world-class dining, unique shops, and iconic Key West attractions.

The Space:
Originally built in the 1860s and thoughtfully updated, this light-filled home features an open great room with French doors that lead to a generous deck surrounding a large 12 x 24 heated pool. Lounge on ample seating, relax in the covered outdoor media den, or unwind on the charming front porch.

Bedrooms & Living Areas:

Master Suite: King-size bed with en-suite bathroom, located on the first floor (also serves as a powder room).

Upstairs Guest Bedroom: King-size bed, private bathroom, and 32” TV.

Detached Guest Cottage: Queen-size bed, private bath with outdoor shower, kitchenette, and TV — perfect for added privacy.

Office Space: Built-in office area for any work or quiet time.

Living Room: Comfortable seating with a flat-screen TV.

Dining & Kitchen: Breakfast bar and dining area with seating for six, plus a fully equipped kitchen with new stainless steel appliances.

Outdoor Paradise:
Spend your days lounging by the pool with full sunshine, enjoy coral-paved walkways through the fenced yard, and relax in the private keystone coral patio behind the guest cottage.

Additional Info:

Pool heat available November 15 – May 15 for an additional daily fee.

Street parking only, no assigned spots (first come, first served).

This historic Key West retreat offers a perfect blend of island charm, privacy, and convenience. Book your stay today and immerse yourself in the laid-back lifestyle of the Florida Keys!

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 28
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
Please see notes regarding room layouts.
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

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
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, a first aid kit and a deadlock

About the area

Key West

Located by the sea, this holiday home is in Key West Historic District, 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. Sails To Rails Museum at Flagler Station and The Kite House are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Key West, FL

What's nearby

  • Duval Street - 6 min walk - 0.6 km
  • Mallory Square - 10 min walk - 0.9 km
  • Ernest Hemingway Home and Museum - 15 min walk - 1.3 km
  • Southernmost Point - 3 min drive - 1.8 km
  • South Beach - 3 min drive - 1.8 km

Getting around

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

Restaurants

  • ‪Kermit's Key West Key Lime Shoppe - ‬4 min walk
  • ‪Conch Republic Seafood Company - ‬8 min walk
  • ‪Cuban Coffee Queen Waterfront - ‬3 min walk
  • ‪Schooner Wharf Bar - ‬3 min walk
  • ‪Square Grouper Key West - ‬4 min walk

Frequently asked questions

Does Island Time Hideaway at Old Town Key West Historic Seaport - 3 Blocks to Duval have a pool?

Yes, this property has an outdoor pool.

Is Island Time Hideaway at Old Town Key West Historic Seaport - 3 Blocks to Duval pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Island Time Hideaway at Old Town Key West Historic Seaport - 3 Blocks to Duval?

Check-in begins at 4:00 PM.

What time is check-out at Island Time Hideaway at Old Town Key West Historic Seaport - 3 Blocks to Duval?

Checkout is at 10:00 AM.

Where is Island Time Hideaway at Old Town Key West Historic Seaport - 3 Blocks to Duval located?

Located in Key West Historic District, this holiday home is within a 10-minute walk of Key West Historic Seaport, Duval Street and Florida Keys Beaches. Mallory Square and Ernest Hemingway Home and Museum are also within 1 mile (2 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 4 out of 5 reviews
Rating 8 - Good. 1 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

10/10 Excellent

Michael C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Comfortable Stay

Enjoyed our lengthy stay at this property on a business trip. Clean property, check in was great as was the location. Would recommend this property to others.
Stayed 28 nights in Aug 2021

10/10 Excellent

Robert F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent 3-Bedroom/3-bathroom Home & Location

A modernized historical home with EVERYTHING (internet, dishes, pots & pans, silverware, cleaning supplies, towels, linens, paper products, etc.) provided for our 1-month stay, made it so easy! All 1st rate appliances, a great swimming pool (inc. pool & landscape services) plus an enclosed, amazing Tarzan & Jane-type outdoor shower (supplied better than a hotel) attached to the Pool House, and the BEST location on the entire island (we KNOW, as I was a Concierge at The Pier House for 2 years!), so giving the entire experience a 10+.
Stayed 30 nights in Oct 2024

8/10 Good

Harry B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice

It was good but it needs a couple things for attention.
Stayed 28 nights in Oct 2022

10/10 Excellent

Bill H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful House & Location!

Great stay! From checkin to checkout everything was smooth and easy. The house was adorable. Clean, Comfortable and Convenient! It was just a short stroll to everything, yet far enough for some quiet when we were done. We rented a scooter, which was perfect. No need for a car. Overall a wonderful stay. Will definitely stay again. Thank you!
Stayed 30 nights in Jan 2022

10/10 Excellent

Shauna L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic location, great house

This property has a fantastic location. Amazing walkability to restaurants, waterside, bars and shopping. The Property Manager was extremely responsive and attentive. Check in was a breeze and great hospitality.
Stayed 29 nights in Nov 2021

About the host

Hosted by Conch Collection

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Languages:

English

Premier Host

They consistently provide great experiences for their guests