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Highlights
Dive into relaxation
Unwind in the top-rated pool, your perfect spot for relaxation.
Private garden
A rare find — relax in the peaceful, private garden space.
Centrally-located
You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Near Duval Street
4 bedrooms4 bathroomsSleeps 12
Popular amenities
Private pool
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Barbecue
Explore the area
Naval Air Station Key West, FL
Duval Street
Place, Duval Street
2 min walk
Ernest Hemingway Home and Museum
Place, Ernest Hemingway Home and Museum
6 min walk
Key West Lighthouse and Keeper's Quarters Museum
Place, Key West Lighthouse and Keeper's Quarters Museum
6 min walk
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
10 min drive
Rooms & beds
4 bedrooms (sleeps 12)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 Queen Bed
Living Room 1
1 Double Sofa Bed
Living Room 2
1 Double Sofa Bed
4 bathrooms
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Bathtub · Toilet · Shower only
Bathroom 3
Bathtub · Toilet · Shower only
Bathroom 4
Bathtub · Toilet · Shower only
Spaces
Kitchen
Office
Balcony
Garden
About this property
Contra House - Private Pool & Steps to Duval St.
Summary:
This captivating modern home with a striking exterior and vaulted ceilings makes for the perfect vacation home. Just one block from Duval Street in a highly sought-after location, Contra House is a must-see and must-stay in downtown Key West. With an amazing pool, Contra House is comprised of two one-of-a-kind homes, each with two bedrooms and two bathrooms.
The Space:
The galley kitchen in the front house has all of your essentials along with a wine cooler!
The back house has a state-of-the-art, open concept living area that is bright and airy as the back sliding doors open up the private pool area. The gourmet kitchen includes a wine cooler and spacious countertops for all of your backyard barbecuing and delicious dinners!
Splitting the two homes is a heated in-ground pool with seating. Along with the pool you can find a grill and plenty of backyard entertaining space.
The bed layout is as follows:
Front House sleeps up to 6 guests:
Bedroom 1: Queen (on first floor with shared bathroom access)
Bedroom 2: King (on second floor with en-suite bathroom)
Extra Sleeping: queen pull out couch in living room
Back House sleeps up to 6 guests:
Bedroom 1: King (with en-suite bathroom)
Bedroom 2: King (with shared bathroom access)
Extra Sleeping: Queen pullout couch in living room
Guest Access:
Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to check-in to enter the unit.
The Neighborhood:
On the southern end of town, in one of the most desirable locations, the Contra House is just 1 block from Duval Street. It's easily less than a mile from the beach and walking distance to locals' favorite restaurants such as Banana Cafe, Blue Heaven Lolas Bistro and Old Town Tavern.
Getting Around:
Parking Information: Two off-street parking spots are included with your stay. If you need additional parking, there are spots along Simonton Street. The other spaces are for neighboring properties.
We can provide you with recommendations for parking additional vehicles upon request!
There are a variety of great ways to explore Key West including by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or by feet. As this unit is located in downtown Key West, many attractions are within walking distance.
Other Things to Note:
- Contra House features a private washer/dryer in both the front & back house.
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• Damages to the property or additional cleaning due to excessive mess are subject to charges.
Important information
You need to know
Property # 9729207
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
Parties and events are allowed on site
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Key West
Located by the sea, this holiday home is in Old Town Key West, a neighbourhood in Key West. 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. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Ernest Hemingway Home and Museum - 6 min walk - 0.6 km
Key West Lighthouse and Keeper's Quarters Museum - 6 min walk - 0.6 km
South Beach - 11 min walk - 0.9 km
Southernmost Point - 12 min walk - 1.1 km
Getting around
Key West, FL (EYW-Key West Intl.) - 10 min drive
Restaurants
Green Parrot Bar - 6 min walk
Blue Heaven - 6 min walk
Margaritaville - 6 min walk
The Bull & Whistle Bar - 10 min walk
Moondog Cafe & Bakery - 6 min walk
Frequently asked questions
Does Contra House - Private Pool & Steps to Duval St. have a pool?
Yes, this property has a pool.
How much does it cost to stay at Contra House - Private Pool & Steps to Duval St.?
As of 24 August 2026, prices found for a 1-night stay for 2 adults at Contra House - Private Pool & Steps to Duval St. on 27 September 2026 start from NZ$2,405, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Contra House - Private Pool & Steps to Duval St. pet-friendly?
No, pets are not allowed at this property.
How much is parking at Contra House - Private Pool & Steps to Duval St.?
On-site parking is available at the property.
What time is check-in at Contra House - Private Pool & Steps to Duval St.?
Check-in begins at 4:00 PM.
What time is check-out at Contra House - Private Pool & Steps to Duval St.?
Checkout is at 10:00 AM.
Where is Contra House - Private Pool & Steps to Duval St. 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. Florida Keys Beaches and South Beach are also within 15 minutes.
About the host
Hosted by Brightwild
Premier Host
They consistently provide great experiences for their guests