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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!

Your private oasis
Picture perfect
Off street parking
Spacious living room
Cozy furnishings

Reviews

9.8 out of 10
Exceptional
4 bedrooms4 bathroomsSleeps 8127.6 sq m

Popular amenities

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

Explore the area

View 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.)
    ‪11 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

4 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Dining area

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...

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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
On-site 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

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.

How much does it cost to stay at DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!?

As of 7 Apr 2026, prices found for a 1-night stay for 2 adults at DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town! on 18 June 2026 start from AU$2,129, 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 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. Ernest Hemingway Home and Museum and Florida Keys Beaches are also within 10 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 16 out of 18 reviews
Rating 8 - Good. 2 out of 18 reviews
Rating 6 - Okay. 0 out of 18 reviews
Rating 4 - Poor. 0 out of 18 reviews
Rating 2 - Terrible. 0 out of 18 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

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
Response from VrboOwner on 27 Feb 2026
We are thrilled to read your stellar review Megan. Thank you! We will look forward to seeing you return as our valued guest!
Verified

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
Response from VrboOwner on 24 Feb 2026
We’re grateful for your glowing review! It was such a pleasure to host you, and we’re already looking forward to your return to the island.
Verified

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
Response from VrboOwner on 27 Aug 2025
Thank you so much for your kind words Jamie! We’re thrilled to hear that you enjoyed The Delaney House and that it was one of your best VRBO experiences. We agree, it’s such a special property with an unbeatable location, and we’re so glad it made your stay memorable. We’d love to welcome you back anytime!
Verified

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
Response from VrboOwner on 19 Jan 2026
What a joy to read your review Gregory—thank you so much! We’re so glad you loved your time in Key West and can’t wait to have you back on the island soon.
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.
Response from VrboOwner on 31 Mar 2026
Your kind words mean the world to us Richard! Hosting you was an honor, and we can’t wait for the chance to welcome you back to our little slice of paradise.
Verified

10/10 Excellent

Tom H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Greal location. Beautiful property.
Stayed 4 nights in Oct 2025
Response from VrboOwner on 3 Nov 2025
Tom, so glad to hear you had such a positive experience! We’d love nothing more than to welcome you back for another wonderful stay.
Verified

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
Response from VrboOwner on 8 Sept 2025
Thank you for your kind review! We are delighted that you enjoyed the home and your stay!
Verified

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
Response from VrboOwner on 27 Aug 2025
Thank you so much for your thoughtful review Elise! We’re thrilled to hear you loved your stay at The Delaney House and enjoyed the pool, outdoor space, and convenient yet peaceful location. It’s wonderful that the comfortable beds and cozy atmosphere made your time in Key West so enjoyable. We truly appreciate your recommendation and would be delighted to welcome you back anytime!
Verified

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
Response from VrboOwner on 18 Dec 2025
We are delighted that you enjoyed your stay, Tabitha! We have enjoyed hosting you and truly hope you'll return to paradise again soon as our valued guest!
Verified

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
Response from VrboOwner on 23 Oct 2025
Sam so glad to hear you had such a positive experience! We’d love nothing more than to welcome you back for another wonderful stay.
Verified

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
Response from VrboOwner on 28 Nov 2025
Thank you for the kind words! We’re so happy you enjoyed your stay in Key West, and we’d be thrilled to welcome you back for another unforgettable visit.
Verified

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
Response from VrboOwner on 27 Aug 2025
Your kind words mean the world to us Jill! Hosting you was an honor, and we can’t wait for the chance to welcome you back to our little slice of paradise.
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!
Response from VrboOwner on 13 Nov 2025
We truly appreciate your review! It makes us happy to know you loved this home, and we’d be delighted to host you again anytime.
Verified

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
Response from VrboOwner on 1 Apr 2026
Thanks so much for the lovely feedback Elizabeth! We’re happy to hear you enjoyed the property and would love to host you again in the future.
Verified

10/10 Excellent

b d.

Stayed 4 nights in Feb 2026
Response from VrboOwner on 6 Apr 2026
Thank you for the excellent rating Byron! We are so happy you had an enjoyable stay and would love to welcome you back again!
Verified

10/10 Excellent

SB T.

Stayed 2 nights in Jan 2026
Response from VrboOwner on 3 Mar 2026
Thanks so much for the great rating! We’re happy to hear you enjoyed the property and would love to host you again in the future.
Verified

10/10 Excellent

Margaret R.

Stayed 3 nights in Nov 2025
Response from VrboOwner on 2 Jan 2026
Thank you so muc for this 5 star review Margaret! We so appreciate it! Please come back again soon as our treasured guest!
Verified

8/10 Good

John W.

Liked: Check-in
Stayed 3 nights in Oct 2025
Response from VrboOwner on 19 Nov 2025
John, thaank you for the positive review! Please come back as our guest again!

About the host

Hosted by Wendy Zintsmaster & Team

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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