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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

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

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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

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 South 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.
Map
Key West, FL

What's nearby

  • Duval Street - 4 min walk - 0.4 km
  • Key West Aquarium - 7 min walk - 0.7 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 - 12 min walk - 1.1 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Conch Republic Seafood Company - ‬6 min walk
  • ‪Kermit's Key West Key Lime Shoppe - ‬2 min walk
  • ‪Cuban Coffee Queen Waterfront - ‬5 min walk
  • ‪Stinkin Crawfish Key West - ‬5 min walk
  • ‪Schooner Wharf Bar - ‬3 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 15 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 3 Jun 2026 start from £670, 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. 100 out of 113 reviews
Rating 8 - Good. 10 out of 113 reviews
Rating 6 - Okay. 2 out of 113 reviews
Rating 4 - Poor. 1 out of 113 reviews
Rating 2 - Terrible. 0 out of 113 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

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

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

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

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

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

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

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

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

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

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
This review is from a guest who booked and stayed through a partner site and can't be verified.

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!!

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

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

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

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
This review is from a guest who booked and stayed through a partner site and can't be verified.

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.

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

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
This review is from a guest who booked and stayed through a partner site and can't be verified.

10/10 Excellent

HG W.

Always Paradise in 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: Amazing experience at this home. Everything was clean and comfortable. The use of the pool was an added bonus after hours of walking around Old Town. The location is ideal. Close to everything you would want to see or do in Key West. The family and I will be back soon!

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

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

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

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

10/10 Excellent

Nancy W.

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

Awesome!

Great location! Great service!
Stayed 4 nights in Sep 2024

10/10 Excellent

Classic L.

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

Family vacation with grandparents and kids

Loved our time at stripes! Especially the pool and having coffee on the front porch. Beautiful house!
Stayed 5 nights in Feb 2023

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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