Unwind in the top-rated pool, your perfect spot for relaxation.
Private garden
A rare find — relax in the peaceful, private garden space.
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
Southernmost Point
Place, Southernmost Point
12 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
Deck or patio
Kitchen
Office
Balcony
Number of living rooms
Garden
Dining area
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
About the area
Key West
Located by the sea, this holiday home is in Old Town Key West, a neighbourhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum 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
South Beach - 11 min walk - 0.9 km
Southernmost Point - 12 min walk - 1.1 km
Mallory Square - 15 min walk - 1.3 km
Getting around
Key West, FL (EYW-Key West Intl.) - 10 min drive
Restaurants
Mangoes Restaurant - 3 min walk
801 Bourbon Bar - 3 min walk
Old Town Tavern - 5 min walk
Bourbon Street Pub - 4 min walk
Kaya Island Eats - 4 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 29 June 2026, prices found for a 1-night stay for 2 adults at Contra House - Private Pool & Steps to Duval St. on 17 July 2026 start from AU$3,570, 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 Southernmost Point are also within 15 minutes.
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Amazing house and location! The hot tub and pool were heated to the perfect temps. We had an absolute blast! If anything, the pictures do not do the house and yard justice. There are lots of indoor/outdoor places to relax and gather and the bedrooms/bathrooms are very spacious.
John Martin B.
Stayed 3 nights in Feb 2026
Verified
6/10 Okay
Tom H.
3 Apr 2026
Liked: Location
Disliked: Listing accuracy
Experience was disappointing. Location was as promised. Host did respond following multiple requests.
It is a beautiful compound. Clean and spacious. The center grounds with the pool are lovely! Nicely situated near Duvall St. I have recommended this property to friends.
Great house. 2nd time staying. Will stay there again
Kurt F.
Stayed 4 nights in Jan 2025
Response from VrboOwner on 28 Jan 2025
Thank you for your loyal support and great review! We’re so happy to hear that you enjoyed your second stay with us. We can’t wait to welcome you back for a third time!
This place was amazing! Location location location. We had a big group, all slept comfortably, and can't wait to go back again
Spencer C.
Stayed 2 nights in Jan 2025
Response from VrboOwner on 22 Feb 2025
Thank you so much Spencer! We're thrilled to hear your group was comfortable and that you loved the location. We'd be happy to host you again anytime—can't wait to welcome you back!
Attended a wedding in Marathon and decided to explore Key West with some old friends for the weekend! House was close to everything but far enough away to still be quiet and safe!
Doug L.
Stayed 2 nights in Mar 2025
Response from VrboOwner on 20 Aug 2025
Thank you for your wonderful review! We’re thrilled to hear that you enjoyed your first visit to Key West and found the house both conveniently located and peaceful. It’s great that you were able to explore the area with friends while feeling safe and comfortable.
We look forward to welcoming you back for another memorable stay!
Location is fantastic….the pictures don’t do the property justice….walking distance to everything and host was fantastic and extremely responsive….
Mike F.
Stayed 4 nights in Feb 2025
Response from VrboOwner on 23 Feb 2025
We’re so happy you loved the location and found the property even better than expected! Thank you for your kind words about our team—we truly appreciate it. Hope to host you again soon!
Great property
Super Secluded for being in Key West
Dale K.
Stayed 4 nights in Dec 2022
Response from VrboOwner on 13 Sept 2023
Thank you so much for the great review Dale! I am so pleased to hear that you enjoyed your stay with us and I hope we get the chance to host you again in the future! Cheers!
my 9 friends and I loved staying at this property over the weekend. The location couldn't be better with a very short walk to Duval street and a central location on the island. The home fit us easily with large beds and spacious rooms. The check in process was easy and the host was very kind, responsive and easy to communicate with. All around great property I would recommend to anyone.
Christopher K.
Stayed 2 nights in Oct 2023
Response from VrboOwner on 15 Nov 2023
Thank you for your review! We are happy to hear you enjoyed our location! You’re welcome back anytime!
Verified
10/10 Excellent
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Our host was the best, we rent thru VRBO all the time and we could not have asked for a better experience. It was like arriving at our own key west vaca home. The location is perfect, the house was immaculate and price is reasonable. We will stay here every time we go down south! Thank you for everything,
pAEcd0Lr3O2ECPWffSl2fK29sG1pXlAFYrxOI2htvZ/iKlCiUceUtAAAAcDBuBgkqhkiG9w0BBwagYTBfAgEAMFoGCSqGSIb3DQE y.
Stayed 3 nights in Nov 2022
Response from VrboOwner on 13 Sept 2023
Fernanda, thank you so much for the kind review! I'm so happy to hear that you enjoyed your stay with us for your daughters 16th birthday. All of our hosts love hosting such awesome guests and we hope to host you again in the future. Cheers! One of One, Hannah
Beautiful, Roomy, and Clean. Loved the communication that was given! They go above and beyond to help in any way possible. I truly appreciate the hospitality that was given by everyone!
Shannon S.
Stayed 4 nights in Nov 2022
Response from VrboOwner on 13 Sept 2023
Shannon, it was so nice to meet you! Thank you so much for your review. We are so happy you enjoyed your stay. We hope to host you again!
Best,
Sara, One of One Stays
Verified
8/10 Good
Traci
28 Feb 2024
Liked: Cleanliness, amenities, property conditions & facilities, communication
The pool area needed ALOT of attention!!! It was a hot mess and the patio chairs need replaced or freshened up .
Traci
Stayed 4 nights in Feb 2024
About the host
Hosted by Brightwild
Premier Host
They consistently provide great experiences for their guests