Unwind in the top-rated pool, your perfect spot for relaxation.
Discover nearby landmarks
Near Duval Street
4 bedrooms4 bathroomsSleeps 8
Popular amenities
Private pool
Onsite parking available
Kitchen
Washer
Air conditioning
Barbecue grill
Explore the area
Key West, FL
Duval Street
Place, Duval Street
3 min walk
Ernest Hemingway Home and Museum
Place, Ernest Hemingway Home and Museum
6 min walk
Southernmost Point
Place, Southernmost Point
9 min walk
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
12 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...
Our prices include all fees. No hidden fees.
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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
About the neighborhood
Key West
Located by the sea, this vacation home is in Old Town Key West, a neighborhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum 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 MLK Community Pool & Community Center 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.
Ernest Hemingway Home and Museum - 6 min walk - 0.6 km
South Beach - 8 min walk - 0.7 km
Key West Butterfly and Nature Conservatory - 8 min walk - 0.7 km
Southernmost Point - 9 min walk - 0.8 km
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
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.
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 Jun 26, 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 Aug 31, 2026 start from $1,019, 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?
Onsite 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!?
Check-out 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 vacation 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.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Best in Key West!! First time at the Delaney House and it will be our forever home while visiting Key West
Elisa L.
Stayed 3 nights in May 2026
Response from VrboOwner on May 29, 2026
What a joy to read your review - thank you so much Brian! We’re so glad you loved your time in paradise and can’t wait to have you back on the island soon.
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!!
Meghan C.
Stayed 4 nights in Feb 2026
Response from VrboOwner on Feb 27, 2026
We are thrilled to read your stellar review Megan. Thank you! We will look forward to seeing you return as our valued guest!
Beautiful property, perfectly located, and one of the best VRBO experiences we have ever had.
Jamie D.
Stayed 3 nights in Jul 2025
Response from VrboOwner on Aug 27, 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!
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.
Tina S.
Stayed 4 nights in May 2026
Response from VrboOwner on Jun 9, 2026
What a joy to read your review - thank you so much Tina! We’re so glad you loved your time in paradise and can’t wait to have you back on the island soon.
From a partner site
10/10 Excellent
Benjamin S.
May 1, 2026
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.
Benjamin S.
Response from VrboOwner on May 5, 2026
We’re so glad you had a great time with us Ben. It was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.
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.
jeff h.
Stayed 4 nights in Jan 2026
Response from VrboOwner on Feb 24, 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.
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.
Lou R.
Stayed 4 nights in Apr 2026
Response from VrboOwner on May 7, 2026
Thank you for the kind words Lou! We’re so happy you enjoyed your stay in paradise and we’d be thrilled to welcome you back for another unforgettable visit.
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.
Liz M.
Stayed 2 nights in Mar 2026
Response from VrboOwner on Apr 1, 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.
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.
Gregory C.
Stayed 11 nights in Dec 2025
Response from VrboOwner on Jan 19, 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.
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!
Elise H.
Stayed 3 nights in Jul 2025
Response from VrboOwner on Aug 27, 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!
From a partner site
10/10 Excellent
Richard B.
Mar 28, 2026
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.
Richard B.
Response from VrboOwner on Mar 31, 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.
Everyone was responsive and the home is perfect. Just a bit loud with traffic on Truman!
Tabitha P.
Stayed 4 nights in Nov 2025
Response from VrboOwner on Dec 18, 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!
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!
Sam S.
Stayed 3 nights in Oct 2025
Response from VrboOwner on Oct 23, 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.
Great experience! Highly recommend. Very relaxing.
Jill W.
Stayed 3 nights in Jul 2025
Response from VrboOwner on Aug 27, 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.
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!
Carol A.
Stayed 2 nights in Nov 2025
Response from VrboOwner on Nov 28, 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.
From a partner site
10/10 Excellent
Christopher W.
Nov 11, 2025
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!
Christopher W.
Response from VrboOwner on Nov 13, 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.
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!!!
Christopher G.
Stayed 5 nights in May 2026
Response from VrboOwner on Jun 17, 2026
hanks so much for the lovely feedback Christopher! 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.
Mar 20, 2026
b d.
Stayed 4 nights in Feb 2026
Response from VrboOwner on Apr 6, 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.
Feb 14, 2026
SB T.
Stayed 2 nights in Jan 2026
Response from VrboOwner on Mar 3, 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.
Dec 17, 2025
Margaret R.
Stayed 3 nights in Nov 2025
Response from VrboOwner on Jan 2, 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.
Nov 2, 2025
Liked: Check-in
John W.
Stayed 3 nights in Oct 2025
Response from VrboOwner on Nov 19, 2025
John, thaank you for the positive review! Please come back as our guest again!
About the host
Hosted by Wendy Zintsmaster & Team
Languages:
English
Premier Host
They consistently provide great experiences for their guests