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

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Property grounds
Fridge, microwave, oven, stovetop
Exterior
Flat-screen TV
A heated pool

Reviews

9.8 out of 10
Exceptional

Entire condo

4 bedrooms2 bathroomsSleeps 10198 sq m

Popular amenities

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

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪4 min walk‬
  • Place, Mallory Square
    ‪10 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪14 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪15 min drive‬

Room options

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About the area

Key West

This condo puts you in the heart of Key West, within just a 10-minute stroll of popular attractions like Duval Street and Florida Keys Beaches. .Condo features a washing machine, free WiFi and 2 bathrooms. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A balcony, a sofa bed and a living room are also available. Limited housekeeping is available. .This smoke-free condo building offers concierge services and barbecues. Plus you'll find laundry facilities.
View more Condo rentals in Key WestOpens in a new window

What's nearby

  • Duval Street - 4 min walk - 0.4 km
  • Florida Keys Beaches - 7 min walk - 0.7 km
  • Harry S. Truman Little White House - 9 min walk - 0.8 km
  • Mallory Square - 10 min walk - 0.9 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

  • ‪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
  • ‪Half Shell Raw Bar - ‬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...

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Southwinds Motel
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  • Pool
  • Breakfast included
  • Restaurant
  • Air-conditioning
4.3 out of 5, Excellent, 1,355 reviews
The price is AU$289
includes taxes & fees
25 May - 26 May
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Property amenities

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Car not required
  • Parking on site

Kitchen

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

  • Smoke-free property

Services and conveniences

  • Concierge services
  • Iron/ironing board
  • Limited housekeeping

Location highlights

  • In the city centre
  • 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
  • Snorkelling 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

Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in and check-out are 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

  • No pets 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
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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector and a deadbolt lock in all accommodation.

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

Are there any beaches close to STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!?

Yep, STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West! is a short 7-minute walk from Florida Keys Beaches. Fun beach activities include jet skiing, snorkelling and scuba diving.

Does STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West! have a pool?

STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West! has a heated pool and a communal pool.

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

No, STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West! does not offer an airport shuttle service.

What time are check-in & check-out at STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

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

No, pets are not allowed.

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 104 out of 119 reviews
Rating 8 - Good. 11 out of 119 reviews
Rating 6 - Okay. 2 out of 119 reviews
Rating 4 - Poor. 2 out of 119 reviews
Rating 2 - Terrible. 0 out of 119 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

8/10 Good

Kris K.

Liked: Cleanliness
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

10/10 Excellent

May B.

Liked: Cleanliness
A nice, clean house in good location, close to restaurants and shops.
Stayed 2 nights in Apr 2026

10/10 Excellent

Thomas H., Fort Worth, TX

Liked: Cleanliness
Extremely walkable location. The pool was great! The beds are very very comfortable!
Stayed 4 nights in Apr 2026

4/10 Poor

Miranda P.

Disliked: Cleanliness
ACTIVE TERMITE infestation! We noticed several piles of what seemed to be sand on the floor & on the kitchen counter & stove, we cleaned it up thinking it was sand leftover from the previous guest, but the piles returned the next day. We contacted the property manager & she said they were already aware of the termite problem. I feel like if they were aware of the termites that should have been disclosed to us before we arrived at the property. They termites were "dropping" on the stove & kitchen counter, so we were not able to use the kitchen area. Not an enjoyable stay!
Stayed 2 nights in Mar 2026

10/10 Excellent

Janice S.

Liked: Cleanliness
The host was very responsive. House was very nice and clean. Nice pool area.
Stayed 3 nights in Feb 2026

10/10 Excellent

Mike C.

Liked: Cleanliness
Great location
Stayed 4 nights in Feb 2026

10/10 Excellent

ryan m.

Liked: Cleanliness
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

AMANDA T.

Liked: Cleanliness
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

Debbi R.

Liked: Cleanliness
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

10/10 Excellent

Barry P.

Liked: Cleanliness
Host was very welcoming! The place had a great location and was clean and comfortable
Stayed 5 nights in Feb 2026

10/10 Excellent

Angie C.

Liked: Cleanliness
The host, amenities and location are all 5 star!
Stayed 2 nights in Jan 2026

10/10 Excellent

felicia d.

Liked: Cleanliness
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

10/10 Excellent

Michael P., United States

Liked: Cleanliness
Great location, super clean, turn key!
Stayed 3 nights in Jan 2026

10/10 Excellent

Brandon B.

Liked: Cleanliness
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
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

8/10 Good

Susan P.

Liked: Cleanliness
Good communication from the property manager. Super location.
Stayed 4 nights in Nov 2025

10/10 Excellent

Christian M.

Liked: Cleanliness
Great house in a great location! Had an absolute blast and had everything we needed
Stayed 3 nights in Aug 2025

10/10 Excellent

Calvin

Stayed 6 nights in Jul 2025

10/10 Excellent

Ebony W.

Liked: Cleanliness
Stayed 3 nights in Jun 2025

10/10 Excellent

Christina S.

Liked: Cleanliness

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

Moleana H.

Liked: Cleanliness
It was awesome close to everything.
Stayed 2 nights in May 2025

10/10 Excellent

Kalani P.

Liked: Cleanliness

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., MInneapolis, MN

Liked: Cleanliness

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

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

10/10 Excellent

Heather H.

Liked: Cleanliness

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