Entire home
Charming + Circa 1889 Historic Eyebrow Home
Photo gallery for Charming + Circa 1889 Historic Eyebrow Home





Reviews
9.6 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 6
Popular amenities
Explore the area

Key West, FL
- Place, Duval Street12 min walk
- Place, Ernest Hemingway Home and Museum17 min walk
- Place, Southernmost Point20 min walk
- Airport, Key West, FL (EYW-Key West Intl.)11 min drive
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Queen Bed
2 bathrooms
Bathroom 1
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 2
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Spaces
Kitchen
Dining area
About this property
Charming + Circa 1889 Historic Eyebrow Home
Add dates for prices
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Paradise on Eaton- 3 bedroom 3 bath home w/private pool near Historic Seaport
Historic Seaport
Paradise on Eaton- 3 bedroom 3 bath home w/private pool near Historic Seaport
- Pool
- Kitchen
- Washer
- Dryer
9.0 out of 10, Wonderful, (9 reviews)
House Rules
Important information
You need to know
About the neighborhood
Key West
Located in Old Town Key West, a neighborhood in Key West, this vacation home is near theme parks. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and ecotours nearby.

Key West, FL
What's nearby
- Studios of Key West - 3 min walk - 0.3 km
- Duval Street - 12 min walk - 1.0 km
- Ernest Hemingway Home and Museum - 17 min walk - 1.4 km
- South Beach - 18 min walk - 1.6 km
- Southernmost Point - 20 min walk - 1.7 km
Getting around
Restaurants
- Dions Truman & White - 5 min walk
- Sandy's Café - 6 min walk
- Square Grouper Key West - 11 min walk
- Harpoon Harry's Restaurant and Bar - 12 min walk
- Moose Lodge - 8 min walk
Frequently asked questions
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window9.6/10
Cleanliness
10/10
Check-in
10/10
Communication
9.6/10
Location
9.2/10
Listing accuracy
Reviews
Verified
Feb 28, 2026
Liked: Cleanliness, check-in, communication, location
Stayed 28 nights in Jan 2026
Verified
10/10 Excellent
Lorrie E.
Nov 30, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lorrie E.
Stayed 29 nights in Nov 2025
Verified
10/10 Excellent
Mary C.
Feb 28, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Eyebrows House
Mary C.
Stayed 28 nights in Jan 2025
Verified
10/10 Excellent
John R.
Dec 3, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
EXCELLENT HOST AND HOME
John R.
Stayed 29 nights in Nov 2024
Verified
10/10 Excellent
Maria G.
Apr 30, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy

Maria G.
Stayed 29 nights in Apr 2026
About the host
Hosted by David Barry
Owners Kellie + Dave are local Key West residents. Kellie owns her own design company - she created the wallpapers found in the home! Her husband, Dave, works from home - he loves to fish and golf.
Why they chose this property
Ashe Street is the hidden gem of key west. Quite and close to all the action. If you haven't been to Ashe Street yet, you will fall in love.
What makes this property unique
Originally built in 1889, and restored in 2023. One of 23 Eyebrow Houses in Key West.
Eyebrow houses got their name due to the overhanging porch roof that partially obscures the second floor windows and protects them from direct sunlight, keeping the house much cooler than it otherwise would have been.
The design had its origins in the living conditions of Key West's sub-tropical climate. Long before electricity was available for fans or residential air conditioning had yet to be invented, this design was part of a high tech cooling system that blocked the sun and took advantage of the cool breezes from the Gulf of Mexico and Atlantic Ocean. Along with the covered windows, eyebrow houses used cooling techniques based on the knowledge that cool air settles and hot air rises. As a result, the house has features such as a raised foundation on blocks or piers to facilitate air circulating beneath the house. Eyebrow houses also have double hung windows made up of an upper and lower sash throughout the entire house. On the first floor, the lower sash of windows were opened to let cooler air into the house and on the upper floor, the upper sash of the windows opened a pathway for escaping hot air. The circulation of cooler air throughout the homes could drop the overall temperature of the building by 5 to 10 degrees.Another element of eyebrow houses was their wide front porches. The shaded area was a great space to catch a breeze and enjoy an indoor - outdoor living style.
Tell us how we can improve our siteShare feedback
More Vacation Ideas
- Big Pine Key Vacation Rentals
- Summerland Key Vacation Rentals
- Key Colony Beach Vacation Rentals
- Marathon Vacation Rentals
- Longstay Hotels in Key West
- Beach rentals in Key West
- Bed and breakfasts in Key West
- Cabin rentals in Key West
- Rv and caravan rentals in Key West
- Condo rentals in Key West
- Cottage rentals in Key West
- Family rentals in Key West
- Guest houses in Key West
- Rentals with hot tubs in Key West
- Hotels in Key West
- Houseboat rentals in Key West
- House rentals in Key West
- Oceanfront rentals in Key West
- Pet-Friendly rentals in Key West
- Rentals with pool in Key West
- Resort rentals in Key West
- Townhouse rentals in Key West
- Villa rentals in Key West




























