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Condo

STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!

Photo gallery for STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!

Majestic home in Key West - Levels 2 and 3!
Shared parking spot and pool area
Relax on the front porch of this beautiful home!
Outdoor porch with seating
Stairs to the upper level

Reviews

9.8 out of 10
Exceptional
4 bedrooms2 bathroomsSleeps 102128 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪4 min walk‬
  • Place, Mallory Square
    ‪9 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪12 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪14 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...
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space

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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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

We should mention

A car is not required for transport to and from this property

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 31 Mar 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 2 Jun 2026 start from £651, 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 15 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. 101 out of 114 reviews
Rating 8 - Good. 10 out of 114 reviews
Rating 6 - Okay. 2 out of 114 reviews
Rating 4 - Poor. 1 out of 114 reviews
Rating 2 - Terrible. 0 out of 114 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

9.8/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Mike C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Stayed 4 nights in Feb 2026
Response from VrboOwner on 16 Mar 2026
Thank you for this short and sweet five star review Mike. We hope to have the pleasure to host you again next time you visit the island!
Verified

10/10 Excellent

ryan m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Supurb location, house was in great condition, and the host made the rental process very easy for us.
Stayed 4 nights in Feb 2026
Response from VrboOwner on 10 Mar 2026
Thanks so much for the lovely feedback Ryan! We’re happy to hear you enjoyed the property and would love to host you again in the future.
Verified

10/10 Excellent

Barry P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was very welcoming! The place had a great location and was clean and comfortable
Stayed 5 nights in Feb 2026
Response from VrboOwner on 24 Feb 2026
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

Michael P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, super clean, turn key!
Stayed 3 nights in Jan 2026
Response from VrboOwner on 2 Feb 2026
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.
Verified

10/10 Excellent

Janice S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was very responsive. House was very nice and clean. Nice pool area.
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.
Verified

10/10 Excellent

AMANDA T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house close to everything with great decor and living spaces. Lots of beds for sleeping options. Lovely decor. Very comfy beds.
Stayed 4 nights in Feb 2026
Response from VrboOwner on 3 Mar 2026
our kind words mean the world to us! 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

Brandon B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic property in a perfect location. Very clean and spacious. Owner very responsive.
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.
Verified

10/10 Excellent

Tracy M.

Liked: Cleanliness, check-in, location, listing accuracy
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!
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.
Verified

10/10 Excellent

Christian M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house in a great location! Had an absolute blast and had everything we needed
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!
Verified

10/10 Excellent

Moleana H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was awesome close to everything.
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Brenton R.

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

Great location, hangout, and space

Place was awesome, would definitely stay there again
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!
Verified

10/10 Excellent

John K.

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

Wonderful location, gorgeous property

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.
Stayed 5 nights in Jan 2025
Verified

10/10 Excellent

Karen L.

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

Perfect spot!

A relaxing and fun tropical getaway!
Stayed 3 nights in Jan 2023
Response from VrboOwner on 28 Feb 2023
Thank you for your fantastic review Karen. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!
Verified

10/10 Excellent

Dave D.

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

Great location, perfect for our stay

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.
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!
Verified

10/10 Excellent

David W.

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

Great place to stay!

Amazing property with great views. Excellent location with plenty of room for multiple guests. Will be using this again.
Stayed 2 nights in Feb 2024
Response from VrboOwner on 19 Nov 2024
Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!
Verified

10/10 Excellent

Allison B.

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

Such a great stay!

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!
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!
From a partner site

10/10 Excellent

Patrick W.

Keys Getaway

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: Whitney was a great host/manager. Property was fantastic!!
Response from VrboOwner on 26 Jul 2025
Patrick 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

10/10 Excellent

Autumn H.

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

30th birthday trip

Perfectly located rental close to restaurants and bars. Beautiful pool and plenty of room for friends and family to stay together.
Stayed 4 nights in Feb 2024
Response from VrboOwner on 19 Nov 2024
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!
Verified

10/10 Excellent

Anne W.

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

Perfect location w pool

This VRBO was a close walk to it all and very quiet, private. Love the heated pool and kitchen etc.
Stayed 3 nights in Mar 2023
Response from VrboOwner on 14 Dec 2023
Thank you for this great review Anne! We are thrilled you enjoyed the property and hope to host you again in the future!
Verified

10/10 Excellent

Christina S.

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

Loved it

We loved this house, it was cozy, yet had enough space for everyone. The management team was very responsive and there to answer any questions we had. I loved the location of the house, walking distance from Duval St, but not right in the middle of the nightlife.
Stayed 3 nights in Jun 2025
From a partner site

10/10 Excellent

Josefa R.

Wonderful stay!

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 family and I loved our stay! It was very comfortable and serene. We had so much fun at the pool. Beautiful house in the heart of Key West, close yo everything.
Response from VrboOwner on 26 Jul 2025
Thank you so much for your kind words! We’re so happy to hear your family had a comfortable and relaxing stay—and that you enjoyed plenty of fun by the pool. It’s great that the location worked well for you too. We’d love to welcome you back anytime you’re in Key West!
Verified

8/10 Good

Maciej R.

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

Location was fantastic!

Overall it was good older home.
Stayed 3 nights in Jan 2023
Response from VrboOwner on 28 Feb 2023
Maciej, we are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!
Verified

10/10 Excellent

Jason P.

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

Great house and location

Very clean and spacious house in Old Town. Close walk to most everything but still quite and private. Definitely would stay here again.
Stayed 4 nights in Feb 2021
Response from VrboOwner on 12 Mar 2021
Thank you for your recent review. We enjoyed hosting you and hope to see you back again soon!
Verified

10/10 Excellent

Pam K.

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

Great getaway

Would definitely rent here again
Stayed 4 nights in Dec 2019
Response from VrboOwner on 21 Mar 2020
Dear Pam, Thank you for your wonderful review. We are so happy to hear how much you enjoyed this home and hope to see you back again. Best Regards, Wendy Zintsmaster and Team
Verified

10/10 Excellent

Julian D.

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

Great place!!!!!!

Great place and very well located. Would stay there again on a future trip. Thank you
Stayed 3 nights in Jul 2020
Response from VrboOwner on 31 Aug 2020
Thank you for this wonderful review. We hope to see you again soon!

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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