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

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

A porch with a white railing, a blue flag, and a white chair with a cushion.
A wooden staircase leading to a porch with a white railing, a door with glass panels, and a colorful umbrella.
A living room with a wooden dining table, a television, a ceiling fan, and a window with a view of palm trees.
A swimming pool surrounded by lush tropical vegetation, including banana trees and various ferns.
A kitchen with wooden cabinets, stainless steel appliances, a window with a view of greenery, and a white door.

Reviews

9.6 out of 10
Exceptional

Entire condo

4 bedrooms2 bathroomsSleeps 102128 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • 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
    ‪14 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

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About the neighborhood

Key West

Located in Key West Historic District, this condo is within a 5-minute walk of Duval Street and within 15 minutes of other popular attractions like Florida Keys Beaches. The condo includes a kitchen, a balcony, and a sofa bed.
View more Condo Rentals in Key WestOpens in a new window

What's nearby

  • Duval Street - 4 min walk - 0.3 miles
  • Oldest House Museum and Garden - 5 min walk - 0.3 miles
  • Mallory Square - 9 min walk - 0.5 miles
  • Harry S. Truman Little White House - 9 min walk - 0.5 miles
  • Ernest Hemingway Home and Museum - 14 min walk - 0.8 miles

Getting around

  • Key West Intl. Airport (EYW) - 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
  • ‪Schooner Wharf Bar - ‬3 min walk
  • ‪Irish Kevin's - ‬6 min walk

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...
Virtual Tour Url: https://my.matterport.com/show/?m=F2WP3j4yHd6
The condo is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 4 bedrooms. Guests can enjoy a flat-screen TV and stay connected with free WiFi. Other standard amenities include a washing machine, a sofa bed, and a coffee maker. Limited housekeeping is available.

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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
  • Bed sheets 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
  • Iron/ironing board
  • Limited housekeeping

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
  • 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)
  • Deadbolt lock
  • Fire extinguisher

General

  • Unit size: 2,128 square feet

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
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.

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

Frequently asked questions

What is there to do close to this condo?

This condo is situated in Key West Historic District within a 10-minute walk of Duval Street, Florida Keys Beaches, and Mallory Square. You'll also find Ernest Hemingway Home and Museum and South Beach within a short drive.

Is there parking available at STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!?

No, this condo doesn't offer parking.

Is this condo adjacent to a casino?

No, this condo is not connected to a casino.

Will I find an indoor pool at this condo?

No, there is no indoor pool at this condo.

Is STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West! a good place to stay for couples?

Couples staying at this condo will appreciate amenities like a kitchen as well as a heated pool and concierge services.

Are there hot tubs at STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!?

No, but guests can enjoy a heated pool at this condo.

Does this condo offer breakfast?

No, this condo doesn't offer breakfast.

Will this condo allow pets to stay for free?

No, pets aren't allowed at this condo.

Are there connecting rooms at STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!?

No, this condo doesn't feature connecting guestrooms.

What is the closest airport to this condo?

The closest major airport to this condo is Key West Intl. Airport (EYW), which is 3.8 mi away (14 minutes by car).

Are there rooms with balconies at STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!?

Yes, every condo at STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West! comes with a balcony.

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

Reviews

9.6

Exceptional

Rating 10 - Excellent. 111 out of 129 reviews
Rating 8 - Good. 13 out of 129 reviews
Rating 6 - Okay. 2 out of 129 reviews
Rating 4 - Poor. 3 out of 129 reviews
Rating 2 - Terrible. 0 out of 129 reviews

9.6/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Wonderful property, excellent location
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A nice, clean house in good location, close to restaurants and shops.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Extremely walkable location. The pool was great! The beds are very very comfortable!
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host, amenities and location are all 5 star!
Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, super clean, turn key!
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Feb 2026
From a partner site

10/10 Excellent

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!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My party of 6 absolutely enjoyed our stay. Plenty of room for all of us. House is in a great location.
Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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

10/10 Excellent

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
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

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

Perfect spot!

A relaxing and fun tropical getaway!
Stayed 3 nights in Jan 2023
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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 review

10/10 Excellent

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
Verified review

10/10 Excellent

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