Entire home

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

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

9.8 out of 10
Exceptional
3 bedrooms3 bathroomsSleeps 6

Popular amenities

  • Private pool
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill
  • Fenced yard

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!
Our prices include all fees. No hidden fees.

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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. Discover the area's water adventures with jet skiing, kayaking and scuba diving nearby, or enjoy the great outdoors with ecotours.
Map
Key West, FL

What's nearby

  • Duval Street - 6 min walk - 0.5 km
  • Florida Keys Beaches - 7 min walk - 0.7 km
  • Mallory Square - 10 min walk - 0.9 km
  • Harry S. Truman Little White House - 11 min walk - 0.9 km
  • Ernest Hemingway Home and Museum - 17 min walk - 1.5 km

Getting around

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

Restaurants

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

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 6 out of 7 reviews
Rating 8 - Good. 1 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Angela N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was beautiful and in good condition. The location was perfect. The property manager was very responsive to my request.
Stayed 28 nights in Jan 2026
Verified

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
Verified

10/10 Excellent

Mike F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Yes host was very welcoming. Initial days were quite chilly especially for Key West but host was quick to bring a couple of space heaters! Also addressed TV / internet questions promptly! Thanks so much !
Stayed 29 nights in Jan 2026
Verified

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
Verified

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
Response from VrboOwner on 25 Nov 2022
Thank you for your review Harry! We are pleased you enjoyed your stay. If you have a moment please email our office what items you feel need to be addressed so we can look at those. Thank you again for staying with us, it was a pleasure hosting you.
Verified

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
Verified

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
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