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DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!

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Photo gallery for DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!

A pool area with lounge chairs and a covered patio.
A covered porch with a pool, a wicker sofa, and a door leading to a room.
A white colonial-style house with a covered porch, a brick foundation, and a white picket fence.
A hallway with wooden walls and doors, leading to a room with a white door and a view of greenery outside.
A bedroom with a bed, bedside tables, a bench, and a view of the outdoors through a door.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms4 bathrooms1374 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪3 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪6 min walk‬
  • Place, Southernmost Point
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪9 min drive‬

Room options

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About the neighborhood

Key West

Located in Old Town Key West, this vacation home is within a 5-minute walk of Duval Street and within 15 minutes of other popular attractions like Florida Keys Beaches. The vacation home includes a private pool, a kitchen, and a patio.
View more Vacation Homes in Key WestOpens in a new window

What's nearby

  • Duval Street - 3 min walk - 0.2 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 - 8 min walk - 0.5 miles
  • Southernmost Point - 9 min walk - 0.5 miles

Getting around

  • Key West Intl. Airport (EYW) - 12 min drive

Restaurants

  • ‪Circle K - ‬4 min walk
  • ‪801 Bourbon Bar - ‬6 min walk
  • ‪Old Town Tavern - ‬4 min walk
  • ‪Rum Bar at the Speakeasy Inn - ‬5 min walk
  • ‪Bourbon Street Pub - ‬7 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.

DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!

GRAND OPENING SUMMER DEALS FOR VINTAGE SOUTHERNMOST COTTAGE...
Envision sun soaked days under luxuriant balmy breezes in this quintessential conch retreat! This exceptionally located home is a mere stone's toss from famous Duval Street, the perfect setting to satisfy all of your epicurean longings. Delight in being steps away from the Key West Lighthouse and Hemingway Home and Museum. Ease into your most comfy sandals and walk one block to locals' favorite boozy brunch spots like Moondog Cafe, Rams Head Southernmost, and Blue Heaven. Tickle your fancy at the island's sundry bars and restaurants, pulsing with stellar live music, and revel in shopping galore.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

DETAILS & AMENITIES...
This 4 bedroom, 4 bath cottage is ideal for large families or traveling couples who want to immerse themselves in authentic tropical living and serene Key West decor. The tasteful and tranquil interior is bathed in natural light, inviting you to bask in countless hours of peace and tranquility. The fully equipped and updated kitchen allows for seamless meal prep and casual dining. The cozy living area invites time well spent with loved ones, watching movie favorites while sipping your iced craft cocktail. A full size washer and dryer reside in the common area for everyone's convenience.

SLEEPING ARRANGEMENTS...
The primary bedroom features a king bed with private entry porch doors and an en-suite shower/tub bathroom with double vanity. The second bedroom offers a queen bed with a mini-fridge and dedicated desk for working remotely, and an en-suite shower bathroom with a double vanity. The third bedroom is located off the kitchen and offers a queen bed. A separate shower bathroom is conveniently located adjacent to this room. The fourth bedroom is a private carriage suite located off the back porch and includes a queen bed with an en-suite shower bathroom. Each bedroom is equipped with a flat screen TV.

OUTDOOR LIVING...
Lush vegetation and abundant foliage surround this heavenly abode, engulfing your senses in true island bliss. Savor your morning brew on the street-front porch in your favorite rocking chair. Your private backyard oasis awaits you, complete with a charming heated pool for dipping, al fresco dining and outdoor grilling.

PARKING...
Enjoy a private parking for one vehicle.

PETS...
This is not a pet friendly home

CONCIERGE SERVICES...
Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!

CANCELLATION...
Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.

NIRVANA NEVER ENDS HERE...
Virtual Tour Url: https://my.matterport.com/show/?m=QLagBwUsdZT
The vacation home is air-conditioned and features a kitchen, 4 bathrooms, and a patio, and there's space to spread out with 4 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a fenced private yard.

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Contra House by Brightwild Luxury Home w Pool
Old Town Key West
  • Parking included
  • Outdoor Space
  • Barbecue grill
  • Living/Dining area
6.0 out of 10, 1 review
$1,430 nightly
The price is $1,609
Aug 9 - Aug 10
Total with taxes and fees
Contra House by Brightwild Luxury Home w Pool

Property amenities

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • In the city center
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 1,374 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

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

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

No 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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
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: 25

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.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.

Property is also known as

2450-274069

Frequently asked questions

What's there to do near this vacation home?

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

Is parking available on site at DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!?

No, there isn't parking at this vacation home.

Is this vacation home adjacent to a casino?

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

Will I find an indoor pool at this vacation home?

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

What do couples enjoy most about DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!?

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

Are there hot tubs at DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!?

No, but this vacation home does have a heated pool.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay for free?

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

Are there connecting rooms at DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!?

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

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 3.5 mi away (12 minutes by car).

Are there rooms with balconies that I can book at DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!?

Yes, every house at DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town! comes with a patio.

DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 22 out of 24 reviews
Rating 8 - Good. 2 out of 24 reviews
Rating 6 - Okay. 0 out of 24 reviews
Rating 4 - Poor. 0 out of 24 reviews
Rating 2 - Terrible. 0 out of 24 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

PJ K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great pool
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Jamie D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property, perfectly located, and one of the best VRBO experiences we have ever had.
Stayed 3 nights in Jul 2025
Verified review

10/10 Excellent

Meghan C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Highly recommend this property!! The location was great, quick walk to Duval Street. Very clean, comfortable mattresses, great front porch to sit on and heated pool in the backyard!! We would definitely rent it again!!
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

jeff h.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our host was very responsive and the house was in a perfect location in Old Town. The history of the Delaney House was displayed throughout, the beds were comfortable, the heated pool was a nice bonus, and the property was well maintained and gorgeous. We look forward to our next stay.
Stayed 4 nights in Jan 2026
From a partner site

10/10 Excellent

Benjamin S.

Key West reunion

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Best rental ever and we have been coming to Key West for over 25 years.
Verified review

10/10 Excellent

Gregory C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house offered a very convenient location to all the main attractions the Old Town had to offer. The house was very well provided and offered a sincere, inviting charm everyone could enjoy; the heated pool was a nice touch and the grounds were very well manicured.
Stayed 11 nights in Dec 2025
Verified review

8/10 Good

Liz M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a great spot! Clean, lots of character and space, great location. I gave it four stars because of the 4 pm check in and 10 am check out. For the price, I would have appreciated more time in the space.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Lou R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful, well appointed home accommodated 8 adults that left everyone of us pondering how to make Key West home! Everything in the home is well care for and there was plenty of space for all of us. Back yard oasis will make you forget that you are only a block from Duval St. Look forward to returning in the future.
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Tom H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Greal location. Beautiful property.
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Cynthia L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Couldn’t ask for a better location. Private pool, quiet street and beautiful decor made it perfect!
Stayed 4 nights in Aug 2025
Verified review

10/10 Excellent

Elise H.

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

Amazing stay at the best place in town!

We absolutely loved our stay at the Delaney house. The pool and outdoor area were lovely and private, the location was excellent and walking distance from fun Key West spots but quiet and cozy, and the beds were all incredibly comfortable! Would definitely recommend this place to everyone!
Stayed 3 nights in Jul 2025
From a partner site

10/10 Excellent

Richard B.

Won't Disappoint

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The property was clean and well-maintained. The kitchen was well stocked with appliances, dishes, and cutlery. Three couples stayed there, and we all were very pleased with the accommodations.
Verified review

10/10 Excellent

Tabitha P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everyone was responsive and the home is perfect. Just a bit loud with traffic on Truman!
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Sam S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home is absolutely stunning!! It’s in a great location with easy walking access to everything downtown Key West while still being a stunning get away with the pool! Honestly the pictures don’t do it justice the home was incredible and the host was great! Will definitely be booking again if ever in key west again!
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Jill W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great experience! Highly recommend. Very relaxing.
Stayed 3 nights in Jul 2025
Verified review

10/10 Excellent

Carol A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was fantastic & communicated thoroughly. We were impacted by plane cancellations and they were even kind enough to let us in early.Everything is impeccably done and top notch!
Stayed 2 nights in Nov 2025
From a partner site

10/10 Excellent

Christopher W.

Wonderful House in a Prime Location

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: My friends and I stayed at Delaney House for a long weekend and absolutely loved the experience. The house is amazing - very nicely appointed and very well maintained. The beds were quite comfortable and the pool was perfect for our small group. And the location cannot be beat; it is two blocks from Duval but still far enough away to feel peaceful, and it is easy walking distance to a lot of great restaurants, day spas, and shopping. It is now our preferred rental for our future KW visits!
Verified review

10/10 Excellent

b d.

Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

SB T.

Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

Margaret R.

Stayed 3 nights in Nov 2025
Verified review

8/10 Good

John W.

Liked: Check-in
Stayed 3 nights in Oct 2025

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