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Contra House - Private Pool & Steps to Duval St.

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Photo gallery for Contra House - Private Pool & Steps to Duval St.

A modern living room with a sofa, armchairs, and a coffee table. There is a kitchen area with cabinets and a stove.
A modern building with a pool, surrounded by bamboo and other vegetation.
A living room with a beige sofa, a floor lamp, and large windows offering a view of the outside.
A room with a sofa, a table, and chairs near large windows with a view of a building and greenery outside.
A hotel room with a bed, a bedside lamp, a door leading to a bathroom, and a wall-mounted light fixture.

Reviews

9.6 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 122441 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Naval Air Station Key West, FL
  • Place, Duval Street
    ‪2 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪6 min walk‬
  • Place, Southernmost Point
    ‪12 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Room options

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About the neighborhood

Key West

Located in Old Town Key West, this vacation home is adjacent to Duval Street and within a 10-minute walk of other popular attractions like Ernest Hemingway Home and Museum. The vacation home includes a private pool, a kitchen, and a balcony.
View more Vacation Homes in Key WestOpens in a new window

What's nearby

  • Duval Street - 2 min walk - 0.1 miles
  • Ernest Hemingway Home and Museum - 6 min walk - 0.4 miles
  • Key West Lighthouse and Keeper's Quarters Museum - 6 min walk - 0.4 miles
  • South Beach - 11 min walk - 0.6 miles
  • Southernmost Point - 12 min walk - 0.7 miles

Getting around

  • Key West Intl. Airport (EYW) - 10 min drive

Restaurants

  • ‪801 Bourbon Bar - ‬3 min walk
  • ‪Mangoes Restaurant - ‬3 min walk
  • ‪Old Town Tavern - ‬5 min walk
  • ‪Bourbon Street Pub - ‬4 min walk
  • ‪Kaya Island Eats - ‬4 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.
The vacation home is air-conditioned and features a kitchen, 4 bathrooms, and a balcony, and there's space to spread out with 4 bedrooms. Other standard amenities include a private pool, a washing machine, and a sofa bed.

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Property amenities

Pool/Spa

  • Communal pool
  • Private pool

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 4 bathrooms
  • Bathtub
  • Hair dryer
  • Shampoo
  • Shower
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near the sea

Things to do

  • Optional golf privileges
  • Cycling nearby
  • Fishing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Unit size: 2,441 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 18

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

• Damages to the property or additional cleaning due to excessive mess are subject to charges.

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

Events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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 there is a carbon monoxide detector on the property
Host has indicated 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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 18

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Parties and events are allowed on site.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Property is also known as

63178493f618e6003317f4c9

Frequently asked questions

What's there to see near this vacation home?

This vacation home is situated in Old Town Key West within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. You'll also find Florida Keys Beaches and South Beach less than a mile away.

How much does it cost to stay at Contra House - Private Pool & Steps to Duval St.?

As of Sep 14, 2026, prices found for a 1-night stay for 2 adults at Contra House - Private Pool & Steps to Duval St. on Sep 27, 2026 start from $1,457, 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 parking available on site at Contra House - Private Pool & Steps to Duval St.?

No, there isn't parking available at the vacation home.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.

Is Contra House - Private Pool & Steps to Duval St. good for couples?

Couples staying at this vacation home will appreciate amenities like a private pool and a kitchen as well as a garden.

Does Contra House - Private Pool & Steps to Duval St. have a hot tub?

No, this vacation home doesn't have a spa tub.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Does Contra House - Private Pool & Steps to Duval St. have connecting rooms available?

No, this vacation home doesn't feature connecting guestrooms.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 3.7 mi away (10 minutes by car).

Are there rooms with balconies that I can book at Contra House - Private Pool & Steps to Duval St.?

Yes, every house at Contra House - Private Pool & Steps to Duval St. comes with a balcony.

Contra House - Private Pool & Steps to Duval St. Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 25 out of 29 reviews
Rating 8 - Good. 2 out of 29 reviews
Rating 6 - Okay. 2 out of 29 reviews
Rating 4 - Poor. 0 out of 29 reviews
Rating 2 - Terrible. 0 out of 29 reviews

9.6/10

Cleanliness

8.0/10

Amenities

8.0/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Joshua W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay in the middle of downtown.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Daniel L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is the place to be.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

James P.

Liked: Cleanliness, check-in, communication, listing accuracy
Great location!!
Stayed 1 night in Jan 2026
Verified review

10/10 Excellent

Cina P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house and close to everything.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

tracy m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place was amazing!! The only downside was the Jacuzzi was almost empty
Stayed 1 night in Feb 2026
Verified review

10/10 Excellent

John Martin B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

James P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

The house is a great location.
Stayed 2 nights in Mar 2024
Verified review

10/10 Excellent

Eric C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Fantastic property
Stayed 2 nights in Mar 2023
Verified review

6/10 Okay

Tom H.

Liked: Location
Disliked: Listing accuracy
Experience was disappointing. Location was as promised. Host did respond following multiple requests.
Stayed 5 nights in Mar 2026
Verified review

10/10 Excellent

Kurt F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West

Great house. 2nd time staying. Will stay there again
Stayed 4 nights in Jan 2025
Verified review

10/10 Excellent

Charles "Chris" A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place

Nice place in a good part of town
Stayed 3 nights in Jun 2024
Verified review

10/10 Excellent

Travis L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property inside was nice. Lights outside need to be fixed and there needs to be better pool furniture
Stayed 7 nights in Dec 2025
Verified review

10/10 Excellent

Sean M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house

Best location and property
Stayed 2 nights in Dec 2022
Verified review

10/10 Excellent

Spencer C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Boys Trip

This place was amazing! Location location location. We had a big group, all slept comfortably, and can't wait to go back again
Stayed 2 nights in Jan 2025
Verified review

10/10 Excellent

Pamela

Liked: Cleanliness, check-in, communication, location, listing accuracy

Exceptional Location

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.
Stayed 3 nights in Jan 2025
Verified review

10/10 Excellent

Mike F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Business trip

Location is fantastic….the pictures don’t do the property justice….walking distance to everything and host was fantastic and extremely responsive….
Stayed 4 nights in Feb 2025
Verified review

10/10 Excellent

Doug L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Extended Weekend - First time in Key West

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!
Stayed 2 nights in Mar 2025
Verified review

10/10 Excellent

Alejandro S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Stay

Fantastic accommodations and customer service made my 25th birthday trip with friends unforgettable! Thank you BrightWild team!!
Stayed 2 nights in Aug 2023
Verified review

10/10 Excellent

Dale K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

LOVED IT

Great property Super Secluded for being in Key West
Stayed 4 nights in Dec 2022
Verified review

10/10 Excellent

Mark Q.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mark Quayle

Amazing home. Perfect spot for everything and very quiet.
Stayed 3 nights in Mar 2024
Verified review

10/10 Excellent

Christopher K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A wonderful modern villa in a great location

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.
Stayed 2 nights in Oct 2023
Verified review

10/10 Excellent

pAEcd0Lr3O2ECPWffSl2fK29sG1pXlAFYrxOI2htvZ/iKlCiUceUtAAAAcDBuBgkqhkiG9w0BBwagYTBfAgEAMFoGCSqGSIb3DQE y.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

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,
Stayed 3 nights in Nov 2022
Verified review

10/10 Excellent

Hunter H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

July 2023

A+ Old Town location, cool house, great A/C, pool was clean, host was super responsive and the house is all yours.
Stayed 4 nights in Jul 2023
Verified review

10/10 Excellent

Shannon S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Vacay 2022

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!
Stayed 4 nights in Nov 2022
Verified review

8/10 Good

Traci

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 .
Stayed 4 nights in Feb 2024

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