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

Key West, Florida
$532 avg/night Minimum Stay 28 Nights
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 28 nights

Min Stay

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!

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Fenced Yard Patio
  • POOL/SPA

    Outdoor Pool Private Pool
  • BATHROOMS

    2 Bathrooms Hair Dryer Outdoor Shower Shower Towels Provided
  • WORKSPACES

    Office
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Ecotours Nearby Kayaking Nearby Marina Nearby Parasailing Nearby Power Boating Nearby Scuba Diving Nearby Snorkeling Nearby Swimming Nearby
  • ENTERTAINMENT

    Smart TV
  • CLIMATE CONTROL

    Air Conditioning
  • FAMILY FRIENDLY

    Playground
  • LOCATION HIGHLIGHTS

    In A Village In The City Center Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Angela N.

    Submitted Feb 1, 2026

    Stayed Jan 3, 2026

    The house was beautiful and in good condition. The location was perfect. The property manager was very responsive to my request.

  • Robert F.

    Submitted Nov 5, 2024

    Stayed Oct 1, 2024

    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+.

  • Harry B.

    Submitted Nov 14, 2022

    Stayed Oct 17, 2022

    It was good but it needs a couple things for attention.

  • Bill H.

    Submitted Feb 17, 2022

    Stayed Jan 1, 2022

    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!

  • Shauna L.

    Submitted Dec 14, 2021

    Stayed Nov 1, 2021

    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.

  • Michael C.

    Submitted Oct 5, 2021

    Stayed Aug 25, 2021

    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.

Your dates are Available!

Total

Includes taxes and fees
$532+
View details