You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Walk to Duval Street
4 bedrooms2 bathroomsSleeps 10
Popular amenities
Heated pool
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Barbecue grill
Explore the area
Key West, FL
Duval Street
Place, Duval Street
4 min walk
Mallory Square
Place, Mallory Square
9 min walk
Ernest Hemingway Home and Museum
Place, Ernest Hemingway Home and Museum
14 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 10)
Bedroom 1
1 Double Bed
Bedroom 2
2 Single Beds
Bedroom 3
1 Single Bed and 1 Queen Bed
Bedroom 4
1 Single Bed and 1 Single Bunk Bed
2 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Bathtub or shower · Toilet
Spaces
Deck or patio
Kitchen
Balcony
About this property
STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!
When you don't need the entire compound but still want to enjoy this magnificent property in the heart of Old Town Key West.... rent "Stripes", the second and third floor condo with tree top views and beautiful balconies! ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE
INSIDE AND SLEEPING ARRANGEMENTS... The unique layout of this property allows your group to be together under one roof but have separate levels offering privacy and your own space!
The second level offers a living room, dining for eight where one four top table is located inside and the other four top table is outside on the back balcony. There is a full gourmet kitchen and a large bathroom with walk-in shower.
The second level bedrooms include a room with a full size bed, another room with two twin beds, and a bunk room with a trundle that's perfect for a kids room! The bunk room top mattress is a twin, the bottom mattress is a full, and the trundle is a twin mattress. All rooms offer storage for clothing and a flat screen TV.
The third level is equipped with a small living room with flat screen TV, full kitchen, full bath with shower/ tub combo and a bedroom. The bedroom offers a queen and a twin, as well as a dresser for storage and a flat screen TV.
Should you want only one adult per double bed there is a sleeper sofa on each floor but we do not allow more than 10 guests in the condo at one time as there are only two baths.
OUTDOOR LIVING... The compound has a heated pool that is shared by the other condo on the premise (Stars; level one). All guests have access to the laundry area, grill and grounds.
PARKING... One parking space is available that is first-come-first-serve with the unit below. You can find non-residential parking spaces in the surrounding area, or there is also The Old Town Garage a few blocks away. But this home is in an ideal location, and you don't need a car as you can walk or bike to almost anywhere you will want. If you need a ride, Ubers and Lyfts are readily available. The grocery is just a couple of blocks away, and you can also have groceries delivered or the fridge stocked by our concierge prior to arrival!
DISTANCES TO BEACHES... Simonton Beach is 0.4 mi Fort Zachary Taylor Beach is 1.4 mi South Beach is 1.1 mi Higgs Beach is 1.3 mi Smathers Beach is 2.3 mi
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.
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!
PARADISE AWAITS... Virtual Tour Url: https://my.matterport.com/show/?m=F2WP3j4yHd6
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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
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
About the area
Key West
Located by the sea, this condo is in Key West Historic District, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Smathers Beach. Sails To Rails Museum at Flagler Station and Mel Fisher Maritime Museum are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with cycling and ecotours.
Key West, FL
What's nearby
Duval Street - 4 min walk - 0.4 km
Oldest House Museum and Garden - 5 min walk - 0.4 km
Mallory Square - 9 min walk - 0.8 km
Harry S. Truman Little White House - 9 min walk - 0.8 km
Ernest Hemingway Home and Museum - 14 min walk - 1.2 km
Getting around
Key West, FL (EYW-Key West Intl.) - 14 min drive
Restaurants
Sloppy Joe's Bar - 6 min walk
Conch Republic Seafood Company - 6 min walk
Cuban Coffee Queen Waterfront - 5 min walk
Schooner Wharf Bar - 3 min walk
Kermit's Key West Key Lime Shoppe - 2 min walk
Frequently asked questions
Is STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West! pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!?
As of 16 Aug 2026, prices found for a 1-night stay for 2 adults at STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West! on 31 Aug 2026 start from AU$1,901, 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.
How much is parking at STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!?
On-site parking is available at the property.
What time is check-in at STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!?
Check-in begins at 4:00 PM.
What time is check-out at STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!?
Checkout is at 10:00 AM.
Where is STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West! located?
Located in Key West Historic District, this condo building is within a 5-minute walk of Donkey Milk House and Duval Street. Florida Keys Beaches and Mallory Square are also within 10 minutes.
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
A nice, clean house in good location, close to restaurants and shops.
May B.
Stayed 2 nights in Apr 2026
Response from VrboOwner on 30 Apr 2026
What a joy to read your review - thank you so much May! We’re so glad you loved your time in paradise and can’t wait to have you back on the island soon.
Extremely walkable location. The pool was great! The beds are very very comfortable!
Thomas H.
Stayed 4 nights in Apr 2026
Response from VrboOwner on 22 Apr 2026
Your kind words mean the world to us Thomas! 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
chris r.
16 July 2026
Perfect vacation rental on Key West!
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:
Awesome place. Amazing location!! Great for larger family’s! Highly recommend. Second time I’ve stayed at a property that is managed by them. Always responsive and clean!!
chris r.
Response from VrboOwner on 18 July 2026
We’re so glad you had a great time with us. It was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.
We’re so glad you had a great time with us Michael, it was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.
House was very accommodating. Had a great stay. Plenty of room great location. Home was clean and beds were comfortable. Would definitely stay here again.
Debbi R.
Stayed 3 nights in Feb 2026
Response from VrboOwner on 27 Feb 2026
Thank you for the kind words and high rating Debbi! We really appreciate your review and hope you'll be back again!
The host was very responsive. House was very nice and clean. Nice pool area.
Janice S.
Stayed 3 nights in Feb 2026
Response from VrboOwner on 20 Mar 2026
Thank you for the kind words, Janice! We’re so happy you enjoyed your stay in paradise and we’d be thrilled to welcome you back for another unforgettable visit.
Unit was nice with lots of room. The upstairs bedroom has very low ceilings and was hot. Location is great but pool was pretty dirty.
Kris K.
Stayed 3 nights in Apr 2026
Response from VrboOwner on 18 May 2026
Thank you for your feedback on your recent stay Kris. We are so glad that you enjoyed your time spent at this home. We appreciate your feedback that we will relay back to the owners for consideration. Thank you again and please reach out to us for your next vacation in paradise!
Fantastic property in a perfect location. Very clean and spacious. Owner very responsive.
Brandon B.
Stayed 5 nights in Dec 2025
Response from VrboOwner on 22 Jan 2026
What a joy to read your review Brandon—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.
Great house in a great location! Had an absolute blast and had everything we needed
Christian M.
Stayed 3 nights in Aug 2025
Response from VrboOwner on 8 Sept 2025
Thank you so much for your kind review! We are delighted that you had a fabulous stay and would recommend the home in such a positive way! Please come again!
Place was awesome, would definitely stay there again
Brenton R.
Stayed 4 nights in Sep 2024
Response from VrboOwner on 19 Nov 2024
Thank you for taking the time to review your stay. We are thrilled you enjoyed your stay with us and hope to welcome you again next time you visit paradise!
Stripes was super clean and she provided plenty of towels and beach towels. The street was quiet, plenty of coffee shops nearby and the harbor bars and shops were 2 blocks away. Would definitely stay here again. Thanks Wendy!
Tracy M.
Stayed 4 nights in Dec 2025
Response from VrboOwner on 5 Jan 2026
Thanks so much for the lovely feedback Tracy! We’re happy to hear you enjoyed the property and would love to host you again in the future.
We really enjoyed our stay here! There was plenty of room for our group (8 adults), we loved the access to the pool and it’s just two short blocks from everything. The place was clean and check in/check out was simple.
Dave D.
Stayed 4 nights in Oct 2021
Response from VrboOwner on 13 Dec 2021
Thank you for this wonderful review Dave, we are so glad you enjoyed your stay and hope to welcome you again next time you visit the island!
Loved our visit, the house was beautifully maintained, great details and instructions to know how to work lights, tvs, etc. location was excellent for the key west 1/2 marathon.
We absolutely adored this stay! It is such a great location, and housed all 8 of us with ease. The side pool was such a great addition for the heat! The stay was clean, and the property manager was so helpful! This was one of the best stays we have had!
Allison B.
Stayed 4 nights in Jul 2024
Response from VrboOwner on 19 Nov 2024
Thank you for taking the time to review your stay. We are thrilled you enjoyed your stay with us and hope to welcome you again next time you visit paradise!
About the host
Hosted by Wendy Zintsmaster & Team
Languages:
English
Premier Host
They consistently provide great experiences for their guests