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Entire condo

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

Condo with kitchen, 4-minute walk to Duval Street

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

Exterior
A heated pool
Outdoor dining
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Fridge, microwave, oven, stovetop
In the heart of Old Town Key West, Stripes condo offers a unique retreat with tree top views and beautiful balconies. The second level features a living room, dining area for eight and full gourmet kitchen while the third level has a small living room with flat screen TV and full kitchen. Enjoy access to shared amenities like the heated pool, laundry area, grill and grounds.

Reviews

9.8 out of 10
Exceptional

Entire condo

4 bedrooms2 bathroomsSleeps 10198 sq m

Popular amenities

  • Dryer
  • Washer
  • Barbecue grill
  • Kitchen
  • Parking available
  • Outdoor Space

Add dates for prices

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

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...

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Car not required
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 4 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Flat-screen TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Housekeeping (limited availability)
  • Iron/ironing board

Location highlights

  • In the city center
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 2,128 square feet

Similar properties

Fridge, microwave, oven, stovetop

STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location!

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
9.4 out of 10, Exceptional, 87 reviews
STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location!

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

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
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 is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

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

Property is also known as

"stripes" Delightful Located Heart Old
"stripes" Delightful Condo Located Heart Old Town Key West
"stripes" Delightful Condo Located Heart Old
"stripes" Delightful Located Heart Old Town Key West
"stripes" Delightful Condo Located Heart Old Town Key West
"stripes" Delightful Condo Located Heart Old
"stripes" Delightful Located Heart Old Town Key West
"stripes" Delightful Condo Located Heart Old Town Key West
"stripes" Delightful Condo Located Heart Old
"stripes" Delightful Located Heart Old Town Key West
"stripes" Delightful Located Heart Old
2450-154437

About the neighborhood

Map
Key West, Florida

What's nearby

  • Duval Street - 4 min walk - 0.4 km
  • Mallory Square - 9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum - 12 min walk - 1.1 km
  • South Beach - 19 min walk - 1.6 km
  • Southernmost Point - 3 min drive - 1.7 km

Getting around

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

Restaurants

  • ‪Kermit's Key West Key Lime Shoppe - ‬2 min walk
  • ‪Conch Republic Seafood Company - ‬6 min walk
  • ‪Cuban Coffee Queen Waterfront - ‬5 min walk
  • ‪Fogarty's and Flying Monkey's - ‬4 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.

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!?

Check-out 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.

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 90 out of 102 reviews
Rating 8 - Good. 9 out of 102 reviews
Rating 6 - Okay. 2 out of 102 reviews
Rating 4 - Poor. 1 out of 102 reviews
Rating 2 - Terrible. 0 out of 102 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

8.0/10

Eco-friendliness

Reviews

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

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

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

10/10 Excellent

Chris S.

Location, space, cleanliness, value

Awesome rental. Location, location, location. Great space for a group!
Stayed 3 nights in Mar 2019
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Mike H.

Old guy's 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: Had a great time. The place is very clean,lots of room and close to all the fun on Duval.Front porch for coffee in the morning too!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Rebekah G.

Clean and Comfortable! Great for large groups!

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: Loved the property. Everyone was comfortable and had a great time!
Stayed 4 nights in May 2024

10/10 Excellent

Mary D., Alexandria, VA

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

Great house. Great location

Fantastic place. Absolutely loved everything about it. The pool was a perfect way to start or end each day. Walking distance to pretty much everything. Great communication with the host. Even splitting the house with a different set of guests downstairs was no problem at all. Would definitely stay here again.
Stayed 3 nights in Jan 2023

10/10 Excellent

Matthew Q.

Ideal home in the ideal vacation destination! A perfect home for all!

This beautiful property was impeccably kept and centrally located in the heart of old town Key West. Close to all tourist destinations and yet far enough away to relax in the private compound with resort style amenities, including a pool and laundry facility. The staff were professional and provided exceptional service with complete attention to detail. I highly recommend this property and I look forward to renting again! You won’t regret it!
Stayed 4 nights in Jun 2018
This review comes from a trusted partner site and has not been 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!!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Lindsay D.

Perfect, Perfect, Perfect

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: We had an incredible stay at this beautiful Key West home! Our group of 9 had more than enough space across the two spacious floors — everyone was comfortable, and we never felt crowded. The house was clean, beautifully maintained, and thoughtfully stocked with everything we needed. We especially appreciated how quiet the streets were, which made it easy to relax and feel like locals for the week. The management company was absolutely lovely: responsive, professional, and always quick to answer any questions we had. We couldn’t have asked for a better experience. Highly recommend this home for any group looking for comfort, space, and a true Key West vibe!
This review comes from a trusted partner site and has not been 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

Josefa

Liked: Cleanliness, amenities, property conditions & facilities
solo una sugerencia en el baño necesita iun lunar donde poner el Javon y el shampoo,por lo demas todo muy bien
Stayed 2 nights in Jul 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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Robyn G.

Perfect 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: We had a group of 9 and stayed at Stripes for a 4 day long Memorial Day weekend trip. The house was very clean. Check in was super easy. They even allowed us to check in a bit early which was great because we took the Key West Express ferry and didn’t want to tote our luggage around. The pool was clean, private, and very enjoyable ! The house layout was perfect for our group and you couldn’t beat the location in proximity to everything! The only thing I would have added was a bigger ( or additional) living room couch in the common area but we weren’t home enough to worry about it. We Definitely will stay there again!

10/10 Excellent

Kalani P.

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

Great stay! Ideal location

This property is in one of the best locations in Key West. It was very comfortable for a group of seven to stay at. We love the pool and the management was on top of everything. Although the kitchen was nice, it was pretty poorly well stocked (minimal pots and pans, no baking sheet) in order us to cook dinner for a group. The shampoo that they provided was also pretty poor.Otherwise would love to stay again.
Stayed 4 nights in May 2025

10/10 Excellent

Jon S.

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

Great place for a family trip to Key West

My family of 6 loved this place. The location was close to the ferry which was how we arrived on the island so that started everything off on the right foot. We very much appreciated the central location of the house. It was an easy walk to the piers, Mallory Square, Duval Street, and all the restaurants and shops you could want. But, it was off the main drags so you didn't get a lot of night time noise and disturbance. The best of both worlds. The house has a great patio for night time relaxing and the pool was a welcome feature for our kids. We would definitely stay here again.
Stayed 3 nights in Mar 2025

10/10 Excellent

Kathy

Liked: Cleanliness, amenities, property conditions & facilities, communication
This property was amazing! Whitney was incredible with her communication!
Stayed 2 nights in Mar 2025

10/10 Excellent

Heather H.

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

Great Location and Beautiful Property

We had an amazing stay at Stripes for a girls trip. The house was clean and lovely and perfect for a group. We enjoyed the heated pool and the second floor balcony was a great place to enjoy a coffee in the morning or happy hour. The street was quiet but an easy walk to all of the entertainment of Duval Street. There is a great coffee shop around the corner which we enjoyed everyday. Everyone on the trip commented that they would stay there again. 10 out of 10!
Stayed 4 nights in Jan 2025

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Craig L.

Destination Wedding Week

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: Attended a destination wedding in Key West and stayed at Stripes with members of my family. Lodging was great, location was perfect.

10/10 Excellent

Stephanie L.

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

AMAZING

I almost want to give this property a bad review so that I can keep it as my own little secret. This place was AMAZING. Location, AMAZING. Clean house, AMAZING. Communication from property manager, AMAZING. This house was incredibly comfy and spacious. Pool is shaded and a wee small to have to share… but if you’re like my group, there’s too much to do out and about to stay in.
Stayed 3 nights in Oct 2024