See all properties
Entire home

Contra House - Private Pool & Steps to Duval Street

Vacation home near Duval Street in Key West

Choose dates to view prices

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

TV, offices
Outdoor dining
4 bedrooms, iron/ironing board, WiFi, bed sheets
Pool
Dining

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.)
    ‪14 min drive‬

Room options

You may also like

Ad
2 outdoor pools, open 7:00 AM to 10:00 PM, cabanas (surcharge)

Blue Flamingo Resort Key West

New Town
  • Pool
  • Hot tub
  • Pet friendly
  • Free WiFi
4.2 out of 5, Very Good, 2,381 reviews
$184 nightly
The price is $207
Jun 15 - Jun 16
Total with taxes and fees
Blue Flamingo Resort Key West

About the neighborhood

Key West

Seaside stay .A stay at this Old Town Key West vacation home places you steps from Duval Street and within a 10-minute walk of Ernest Hemingway Home and Museum. Florida Keys Beaches and Southernmost Point are also within 2 miles (3 km).
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
  • South Beach - 11 min walk - 0.6 miles
  • Southernmost Point - 12 min walk - 0.7 miles
  • Mallory Square - 15 min walk - 0.8 miles

Getting around

  • Key West Intl. Airport (EYW) - 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

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 Street

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.

Similar properties

House | 4 bedrooms, Internet
Contra House by Brightwild Luxury Home w Pool
Old Town Key West
  • Parking included
  • Outdoor Space
  • Barbecue grill
  • Living/Dining area
3.0 out of 5, 1 review
$1,318 nightly
The price is $1,482
Jun 18 - Jun 19
Total with taxes and fees
Contra House by Brightwild Luxury Home w Pool

Property amenities

Pool/Spa

  • Communal pool
  • Private pool

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Bedrooms

  • 4 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

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

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

  • No pets allowed

Children and extra beds

  • Children are welcome.

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 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Parties and events are allowed on site. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Property is also known as

63178493f618e6003317f4c9

Frequently asked questions

How close is Contra House - Private Pool & Steps to Duval Street to the airport?

This vacation home is 3.7 mi (10-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

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

As of Jun 14, 2026, prices found for a 1-night stay for 2 adults at Contra House - Private Pool & Steps to Duval Street on Jun 18, 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.

Does Contra House - Private Pool & Steps to Duval Street have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Contra House - Private Pool & Steps to Duval Street to the beach?

This vacation home is a short 12-minute walk from Florida Keys Beaches and 12-minute walk from South Beach. Don't forget your sunscreen!

Does Contra House - Private Pool & Steps to Duval Street offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Contra House - Private Pool & Steps to Duval Street?

No, there is no casino at this vacation home.

What time is check-in at Contra House - Private Pool & Steps to Duval Street?

Check-in begins at 4:00 PM.

Is there free parking at Contra House - Private Pool & Steps to Duval Street?

Free parking is not available at this vacation home.

Does Contra House - Private Pool & Steps to Duval Street have a pool?

Yes, there's a private pool.

Does Contra House - Private Pool & Steps to Duval Street have a spa?

There are no spa services available at this vacation home.

How close is Contra House - Private Pool & Steps to Duval Street to downtown Key West?

This vacation home is 0.2 mi away from Key West.

Contra House - Private Pool & Steps to Duval Street Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 24 out of 28 reviews
Rating 8 - Good. 2 out of 28 reviews
Rating 6 - Okay. 2 out of 28 reviews
Rating 4 - Poor. 0 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

9.6/10

Cleanliness

8.0/10

Amenities

8.0/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

James P.

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

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

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

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

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

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

10/10 Excellent

Eric C.

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

Great location

Fantastic property
Stayed 2 nights in Mar 2023
Verified

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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
Verified

6/10 Okay

Dawn A.

Liked: Check-in, communication, location
Disliked: Listing accuracy

Weekend stay

The photos online showed a hot tub, but it is not. They told us it wasn’t advertised as a hot tub but the photos made us believe it was a hot tub. Also the kitchen had several leaks, lots of water everyday in the kitchen. We called and they came and cleaned it but it continued to leak, we believe it was coming from the ice machine. No kitchen towels, no rugs by the doors and it was raining so not only did the floor get wet but muddy as well. The sink in the master bathroom barely ran and there was no hot water. We were disappointed in the quality of the home. Also suggest you leave more than 1 extra garbage bag. We had a good time but would not rent this home again
Stayed 3 nights in Jan 2023
Verified

10/10 Excellent

Bridgett S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Mar 2025
Verified

8/10 Good

Iraina

Stayed 3 nights in Aug 2023