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

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. - DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town! (Key West)
A covered porch with a pool, a wicker sofa, and a door leading to a room. - DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town! (Key West)
A hallway with wooden walls and doors, leading to a room with a white door and a view of greenery outside. - DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town! (Key West)
A bedroom with a bed, bedside tables, a bench, and a view of the outdoors through a door. - DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town! (Key West)
A white colonial-style house with a covered porch, a brick foundation, and a white picket fence. - DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town! (Key West)
A short walk from Duval Street and Southernmost Point, DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town! provides laundry facilities and more. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Add dates for prices

About this property

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

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About the area

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. Key West Butterfly and Nature Conservatory and The Kite House are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with ecotours and cycling. Visit our Key West travel guide
View more Holiday homes in Key West
Map
Key West, FL

What's nearby

  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    3 min walk - 0.3 km
  • A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    6 min walk - 0.6 km
  • A wooden sign with information about South Beach, Key West, Florida, including public beach status, restaurant hours, and beach chair rental.
    South Beach
    8 min walk - 0.7 km
  • A building with a sign reading "The Key West Butterfly & Nature Conservatory".
    Key West Butterfly and Nature Conservatory
    8 min walk - 0.7 km
  • A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.
    Southernmost Point
    9 min walk - 0.8 km

Getting around

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

Restaurants

  • Circle K
    4 min walk
  • 801 Bourbon Bar
    6 min walk
  • Old Town Tavern
    4 min walk
  • Bourbon Street Pub
    7 min walk
  • Better Than Sex
    1 min walk

Frequently asked questions

Does DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town! pet-friendly?

No, pets are not allowed at this property.

How much is parking at DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!?

On-site parking is available at the property.

What time is check-in at DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!?

Check-in begins at 4:00 PM.

What time is check-out at DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!?

Checkout is at 10:00 AM.

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

Located in Old Town Key West, this holiday home is within a 5-minute walk of Tennessee Williams Key West Exhibit and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 10 minutes.

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Reviews

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

10

Exceptional

10

Cleanliness

9.8

Location
Rating 10 - Excellent. 27 out of 29 reviews
Rating 8 - Good. 2 out of 29 reviews
Rating 6 - Okay. 0 out of 29 reviews
Rating 4 - Poor. 0 out of 29 reviews
Rating 2 - Terrible. 0 out of 29 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Best in Key West!! First time at the Delaney House and it will be our forever home while visiting Key West
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

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

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

10/10 Excellent

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

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a fabulous place to stay. The location was great… We had four couples. The rooms were nice and there was a bathroom for each couple. The house was homey and clean. The kitchen had everything needed. The pool was great. Communications were efficient with quick responses.
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

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

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

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
Verified review

10/10 Excellent

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

8/10 Good

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

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

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

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

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
From a partner site

10/10 Excellent

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

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

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

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Delaney House is a fabulous property in a fabulous location, close to Duval and so many things in Old Town Key West. The pool and back yard is a perfect retreat to relax before or after activities and loved everything about our stay. Highly recommend!!!
Stayed 5 nights in May 2026
Verified review

10/10 Excellent

Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

Stayed 3 nights in Nov 2025
Verified review

8/10 Good

Liked: Check-in
Stayed 3 nights in Oct 2025