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

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Terrace/patio - STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location! (Key West)
A heated pool - STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location! (Key West)
TV, stereo - STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location! (Key West)
Exterior - STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location! (Key West)
Dining - STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location! (Key West)
Stars, the first-floor condo of the 'Stars & Stripes' compound in Old Town Key West, offers a charming retreat with four bedrooms, a fully-equipped chef’s kitchen and outdoor living spaces. Step out onto the deck for al fresco dining or access to the shared heated pool. Guests can also enjoy convenient amenities like laundry facilities and concierge services.

Reviews

9.2 out of 10
Wonderful

Entire condo

4 bedrooms2 bathroomsSleeps 10132 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

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About this property

Entire place

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

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

When you do not need the entire compound but still want to enjoy this magnificent property in the heart of Old Town Key West, you can rent "Stars", the first floor condo of the "Stars & Stripes" compound.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

INSIDE AND SLEEPING ARRANGEMENTS...
This home offers four bedrooms, a living room with indoor dining for four, a fully equipped chef’s kitchen and a tiled bath with clawfoot tub and walk-in glass shower.  The first bedroom has a comfortable king bedroom with armoire, flat screen TV and is right next to the bathroom.  The second bedroom is just across the hall is the twin room with armoire and flat screen (twins convert to a king). The third bedroom has an adjoining door from the twin bedroom with a queen bed. And the fourth bedroom is a private suite that may be adjoined to the third bedroom, or from the outside if you prefer more privacy. The suite is like having your own unit; perfect for a couple or a family with kids. There is a full bath with shower/tub combo, wet bar with mini fridge and microwave in between the 3rd and 4th bedrooms.

There is also a sofa sleeper in the living room for additional guests.

OUTDOOR LIVING...
If you walk out the kitchen’s beautiful French doors to the deck there is a four-top outdoor dining table. The compound has a heated pool that is shared by the other condo on the premises (Stripes; levels 2 & 3). 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 above. 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

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!

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.

PARADISE AWAITS...

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Dining table
  • Living room

Entertainment

  • Stereo
  • 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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 1,424 square feet

Similar properties

Property grounds
STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!
Key West Historic District
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
9.8 out of 10, Exceptional, 120 reviews
STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!
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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

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

About the neighborhood

Located by the sea, this condo is in Key West Historic District, a neighborhood 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. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby. Visit our Key West travel guide
View more Condo Rentals in Key West
Map
Key West, FL

What's nearby

  • Duval Street
    Duval Street
    4 min walk - 0.4 km
  • Beach and Pier at Sunset, Florida, USA
    Florida Keys Beaches
    7 min walk - 0.7 km
  • Harry S. Truman Little White House
    Harry S. Truman Little White House
    9 min walk - 0.8 km
  • Mallory Square
    Mallory Square
    10 min walk - 0.9 km
  • Ernest Hemingway Home and Museum
    Ernest Hemingway Home and Museum
    14 min walk - 1.2 km

Getting around

  • Key West Intl. Airport (EYW)
    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

Frequently asked questions

Is STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location! pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location!?

Check-in begins at 4:00 PM.

What time is check-out at STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location!?

Check-out is at 10:00 AM.

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

Reviews

Wonderful

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 76 out of 98 reviews
Rating 8 - Good. 12 out of 98 reviews
Rating 6 - Okay. 4 out of 98 reviews
Rating 4 - Poor. 4 out of 98 reviews
Rating 2 - Terrible. 2 out of 98 reviews

9.6

Cleanliness

10

Location

10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Katie

Liked: Cleanliness, amenities, property conditions & facilities, communication
We love the set up of the house. The large pool area was fantastic for hanging out. The heated pool was a great place for morning laps. Quite neighborhood and close to everything. Property manager was great at communicating.
Stayed 7 nights in Jan 2026
Verified

10/10 Excellent

Del G.

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

Loved our stay!

Great property in a wonderful location.
Stayed 4 nights in Jan 2024
Verified

10/10 Excellent

Anne S.

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

Great place to stay

Lots of room, comfy beds, large kitchen. Air worked well. Pool was very nice as well. Recommend this place.
Stayed 4 nights in Feb 2025
Verified

10/10 Excellent

Virginia H.

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

Key West Adventure

We loved the condo. Great location and within walking distance to all of the fun areas. We would definitely stay here again! Highly recommend.
Stayed 2 nights in Feb 2024
From a partner site

10/10 Excellent

Dawn Y.

Absolutely fantastic

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: Love love loveGreat location, property manager was fantastic will and would recommend this property highly!
From a partner site

10/10 Excellent

louis O.

Great Get away

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: Great location, will stocked condo with plenty of room for 8ppl
Stayed 5 nights in Oct 2024
Verified

10/10 Excellent

Sheyla C.

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

Excellent location

Lovely house in a quiet neighborhood, but so close to the Duval Street. Very clean and beautiful property. The communication with the manager was excellent.
Stayed 2 nights in Aug 2023
Verified

8/10 Good

Mike

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

In the mix

This property was great for a fishing weekend and nightlife in Key West. Near everything you want. Food, entertainment, fishing etc. Easy uber to airport, so rental car not needed.
Stayed 3 nights in Feb 2025
Verified

10/10 Excellent

Gina M.

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

Perfect Location

We had 4 couples stay at this amazing property. The house is perfect; each couple had a bedroom which had its own door to the outside. The garden/pool area is so relaxing, quiet and beautifully protected from the sun. Easy walking distance to Duvall Street, Mallory Square, etc. The host and property managers were very accommodating and quick to respond. We definitely will return to this property.
Stayed 2 nights in Mar 2025
Verified

10/10 Excellent

Steven L.

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

Excellent

Fantastic all around. Location, property, check in/out. Could not have been better.
Stayed 3 nights in Mar 2024
From a partner site

10/10 Excellent

James B.

Burnette Vacation

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: Fabulous thanks to you and the property.
Stayed 4 nights in Feb 2024
From a partner site

10/10 Excellent

Margarita D.

Great place! Comfortable and convenient

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: The place was spotless. The amenities are modern and up to date. The pool was llovely. Great restaurants nearby. Loved it!!
Stayed 3 nights in Nov 2023
From a partner site

10/10 Excellent

Erin M.

Great house in great location!

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 thoroughly enjoyed our stay at the house! Very clean and exactly as pictured. The property manager, Whitney, was wonderful and very responsive. I would highly recommend and stay here again!
Verified

10/10 Excellent

Leslie E.

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

Superb Stay!

We loved the Key West charm of this home & the convenient location was so close to many local sights... yet surprisingly quiet! A secure home in a safe neighborhood. The unit was clean and roomy, the pool & patio had a nice combination of sun & shade. Individual a/c control for each room to kept everyone comfy. We appreciated the free concierge service & ease of communication with the property manager. We were very happy with our stay.
Stayed 3 nights in Feb 2024
From a partner site

10/10 Excellent

Michael H.

5 stars for stars!!

Rating Details: The property manager was more than helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Awesome location, great communication with rental representatives. Unit was clean and we all enjoyed lounging by the pool after going in to see the sights on Duval. Definitely will try to stay here again if I am down there again with a large group of friends.
Verified

10/10 Excellent

Katherine D.

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

Perfect

This location was perfect for us to get to many of the main restaurants and activities we wanted to do. The house was also perfect! It was easy for everyone to have their own room and never wake anyone else up! Everything needed was in the house and I enjoyed the little pool area. The property manager was also amazing! Was quick to respond if we had any questions and left good directions and notes around the house to make everything easy.
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Sarah O.

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

Best short term rental ever

My family and I took a vote -- this was the best ever. It was super-clean and so well-equipped. My sister-in-law was excited about the ice-maker and the cocktail shaker in particular. It's in a great part of the Old Town -- a quieter part but just a step to everything on Duval and beyond. LOVED the fact we could watch college football on the big TV as well. The check-in was so easy and great communication from the hosts. A bonus was the parking spot, OK it was shared with the upstairs property, but still that's rare and good. The pool looked fun and a really nice outdoor space to a picnic/BBQ and TWO washers and dryers. Would highly recommend. Far exceeded my (rather picky) expectations :) If you want to experience the best of Key West, this is a great choice.
Stayed 3 nights in Jan 2025
From a partner site

10/10 Excellent

Robert B.

Outstanding 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: The unit was beautiful and well stocked. It actually seemed bigger than it looked in the pictures. You need to travel through a bedroom to get to the back two bedrooms. The back two bedrooms have outside access so you can get to the kitchen by going outside without having to go through the connecting bedroom. We were only two couples, so not an issue for us but might have been of we brough more people. Excellent location. We never need to use our car. Property manager was very responsive before and during our stay. I highly recommend this property
From a partner site

4/10 Poor

Kristin K.

STARS review

Rating Details: The property manager was adequately helpful. The vacation rental was clean. I was happy with the location. I was satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: House was clean, decent location. No parking, no beach chairs, no cooler, no working ice maker, no place to store luggage, no late check out. Very minimally stocked kitchen (did not even have salt!) They should have these amenities for the price we paid. Clothing smelled like mildew when we got home.
Stayed 3 nights in Apr 2024
From a partner site

8/10 Good

Kristen C.

Great Key West Vacation

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location and the pool was lovely. Shana the property manager was very helpful. The place was pretty clean. Could use a small air conditioner in the back bathroom. The wood floors in the kitchen could have been a bit cleaner and the place needs a rug next to the door leading out to the pool to protect the wood floor. Very close to shops and restaurants. We didn't need to use our car. Very convenient to have washers and dryers on site. My favorite part was the private pool. We shared it with the people renting the upstairs but we didn't really cross paths, except to say hi. It was a lovely stay!
Stayed 4 nights in Jul 2023
From a partner site

10/10 Excellent

Erin M.

Great house in great location!

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 thoroughly enjoyed our stay at the house! Very clean and exactly as pictured. The property manager, Whitney, was wonderful and very responsive. I would highly recommend and stay here again!
Verified

10/10 Excellent

Bobby O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wow what a place! Location, Location, Location! Great home, clean, well maintained with a pool!
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

avery l.

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

a great time

a wonderful stay..... plan on coming back
Stayed 3 nights in Mar 2025
From a partner site

10/10 Excellent

Katie F.

Family trip to 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: We had a fantastic time staying at Stars in Key West. The property was perfect for us 8 adults. The rooms all had door to the outside pool area, so we didn't have to walk through other couples rooms. The kitchen had all we needed for cooking. The pool was a fantastic temperature. We love the fact that the property was in a quiet neighborhood b, but close enough to walk a few blocks to the grocery store or Duvall street.
Verified

10/10 Excellent

Gigi W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a cute place in the heart of Key West. Walking distance to the marina where we kept our boat. Walking distance to great restaurants and amazing nightlife but far enough a way to be very, very quiet. We loved it and we will definitely be back.
Stayed 3 nights in Jul 2025