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STARS AND STRIPES ~ Magnificent Home Located In The Heart of Old Town!

Photo gallery for STARS AND STRIPES ~ Magnificent Home Located In The Heart of Old Town!

Majestic home in the heart of the Old Town historic district!
Peaceful second story balcony overlooks historic Elizabeth St.
The main entrance to the home
The open living, dining and kitchen areas on the first floor
Pool access from dining area

Reviews

9.6 out of 10
Exceptional
8 bedrooms4 bathroomsSleeps 20

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

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.)
    ‪14 min drive‬

Rooms & beds

8 bedrooms (sleeps 20)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Double Bed

Bedroom 5

2 Single Beds

Bedroom 6

1 Single Bed and 1 Single Bunk Bed

Bedroom 7

2 Single Beds

Bedroom 8

1 Single Bed and 1 Queen Bed

Other Space 1

1 Double Sofa Bed

4 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Bathroom 4

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Kitchenette
Balcony
Separate dining area
Dining area

About this property

STARS AND STRIPES ~ Magnificent Home Located In The Heart of Old Town!

ABUNDANCE IN OLD TOWN...
Majestic home in the Historic Seaport area of Old Town Key West. This is THE house to bring everyone together under one roof yet offers the perfect separation by floors for privacy too.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

LOUNGE...
Relax by the pool on a lounge chair or one of the many porches and people watch.  Use one of the back porches to dine alfresco and enjoy some privacy. 

AMENITIES PER FLOOR....
First Floor: Offers one king bedroom, a second bedroom with twins (that can be converted to a king) and both offer armoires and flat screen TVs. Between the two rooms there is a full bath with both a walk-in glass shower and claw tub. There is a queen room following these rooms adjoining with a queen suite accessible through the French doors off the kitchen or from the twin room. A full bath with a shower/ tub combo resides in between one of the queen bedrooms and the king bedroom. In addition to the beds and baths is a fully stocked kitchen and dining area, and spacious living room with a sleeper sofa offering an extra sleeping space for 1 - 2 guests. 

Second Floor:  There is a bedroom with a full size bed, another room with two twin beds (they do not convert), and a third room with a bunk and trundle (the top bunk mattress is a twin, the bottom bunk is a full mattress, and the trundle is a twin). This floor shares a full bath with walk-in glass shower, a living room with dining table and a full gourmet kitchen with stainless steel appliances. 

Third Floor: This floor is equipped with a kitchenette, living room with flat screen and a full bath with a shower tub combo. The living room has a sleeper sofa that is best for one additional guest. The bedroom has a queen and a twin, dresser for storage, and a flat screen TV.

OUTDOOR LIVING AND AMENITIES...
There is a private, heated pool, laundry area with two of each machines, outdoor dining tables and one parking spot for the house! The Historic Seaport is in walking distance and where you will find quaint shops & restaurants.  You are also just three short blocks to Duval Street and all of the attractions downtown Key West has to offer!  Take a sunset cruise, go snorkeling, or grab a fishing charter.

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.

OPTIMIZE YOUR TIME & SPACE IN KEY WEST!

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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

Property Registration Number 25230-130043
Property # 7603313
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

About the area

Key West

Located by the sea, this holiday home 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.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

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

Frequently asked questions

Does STARS AND STRIPES ~ Magnificent Home Located In The Heart of Old Town! have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at STARS AND STRIPES ~ Magnificent Home Located In The Heart of Old Town!?

As of 9 May 2026, prices found for a 1-night stay for 2 adults at STARS AND STRIPES ~ Magnificent Home Located In The Heart of Old Town! on 9 Aug 2026 start from AU$2,779, 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.

Is STARS AND STRIPES ~ Magnificent Home Located In The Heart of Old Town! pet-friendly?

No, pets are not allowed at this property.

How much is parking at STARS AND STRIPES ~ Magnificent Home Located In The Heart of Old Town!?

On-site parking is available at the property.

What time is check-in at STARS AND STRIPES ~ Magnificent Home Located In The Heart of Old Town!?

Check-in begins at 4:00 PM.

What time is check-out at STARS AND STRIPES ~ Magnificent Home Located In The Heart of Old Town!?

Checkout is at 10:00 AM.

Where is STARS AND STRIPES ~ Magnificent Home Located In The Heart of Old Town! located?

Located in Key West Historic District, this holiday home 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

9.6

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. 63 out of 78 reviews
Rating 8 - Good. 11 out of 78 reviews
Rating 6 - Okay. 3 out of 78 reviews
Rating 4 - Poor. 1 out of 78 reviews
Rating 2 - Terrible. 0 out of 78 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Matthew S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Classic key west home big enough for a large group. This was a perfect venue for our retreat. We had a group of 8 guys who wanted to spend a couple days together and also have a bit of space to themselves. Great location and all was as promised. Would stay again.
Stayed 4 nights in Apr 2026
Response from VrboOwner on 5 May 2026
What a joy to read your review - thank you so much Matthew! We’re so glad you loved your time in paradise and can’t wait to have you back on the island soon.
Verified

8/10 Good

Gary N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Pool is so-so.
Stayed 4 nights in Mar 2026
Response from VrboOwner on 15 Apr 2026
Thank you for the great rating Gary! We appreciate your review and hope you'll return as our guest in the future!
Verified

10/10 Excellent

Richard S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house! Great location!
Stayed 4 nights in Nov 2025
Response from VrboOwner on 28 Nov 2025
What a joy to read your review—thank you so much! We’re so glad you loved your time in Key West and can’t wait to have you back on the island soon.
Verified

10/10 Excellent

Laurren L.

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

Amazing stay in Key West

The property was so beautiful and well kept, exactly as pictured. It’s very close to all the action, so we were able to walk everywhere. Really enjoyed our stay!
Stayed 4 nights in Apr 2024
Response from VrboOwner on 19 Nov 2024
Thank you for your wonderful review. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!
Verified

10/10 Excellent

Christopher O.

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

Nice house and location.

Good spot for a vacation with friends.
Stayed 4 nights in Dec 2023
Response from VrboOwner on 19 Nov 2024
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!
Verified

10/10 Excellent

Shea F.

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

Great place for a large group

This house was perfect for a large group of family and friends. Very convenient and walking distance to all of the popular restaurants and bars.
Stayed 4 nights in Jul 2021
Response from VrboOwner on 10 Aug 2021
Thank you for your review. Please come see us again soon!
Verified

8/10 Good

Abby R.

Liked: Check-in, communication, location, listing accuracy

Beautiful home!

Wonderful property for a large group. Much more spacious than anticipated.
Stayed 4 nights in Sep 2024
Response from VrboOwner on 19 Nov 2024
Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!
Verified

10/10 Excellent

Tyler B.

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

Great house for groups

There was ample space in the house and walking distance to everything!
Stayed 4 nights in Sep 2024
Response from VrboOwner on 19 Nov 2024
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!
Verified

8/10 Good

donna J.

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

the best at key west

Th Stars and Stripes house was perfect for our large group! The pool was welcoming and we were centrally
Stayed 6 nights in Jul 2024
Response from VrboOwner on 19 Nov 2024
Thank you for your review, we are so glad the property met your needs while staying with us. We hope you'll stay with us again next time you visit Key West.
Verified

10/10 Excellent

Michael B.

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

Awesome Property!

Fantastic house and location. Super layout for a larger group.
Stayed 4 nights in Oct 2023
Response from VrboOwner on 19 Nov 2024
Thank you for your wonderful review. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!
Verified

10/10 Excellent

Shannon S.

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

Great location

Everything was first class!!!!
Stayed 3 nights in Sep 2021
Response from VrboOwner on 6 Oct 2021
We are glad you enjoyed your stay Shannon, please come visit us again soon!
Verified

10/10 Excellent

Dawn S.

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

Family togetherness

Beautiful property as described. Comfortable. Location was great.
Stayed 4 nights in May 2024
Response from VrboOwner on 19 Nov 2024
We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!
Verified

10/10 Excellent

drew k.

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

Great Place for a Group

Tons of beds and rooms with great accomodations. Neighbor is definitely there as the other reviews have mentioned. Would go again!
Stayed 3 nights in Aug 2022
Response from VrboOwner on 12 Sept 2022
Thank you for your wonderful review Drew. We enjoyed hosting you and hope to see you back in Key West again soon!
Verified

10/10 Excellent

Rhondalee W.

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

Girls weekend.

Fun girls weekend.
Stayed 3 nights in Dec 2022
Response from VrboOwner on 26 Jan 2023
Thank you for your review. We are so thrilled to hear you had a great girls get away and hope to see you again!
Verified

10/10 Excellent

Charity L.

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

Love Key West

We had a great stay. We were in walking distance from everything. We had a very minor issue with the pool heater and the property manager was there early the next morning to try and fix the issue. It was a great place to stay.
Stayed 4 nights in Dec 2020
Response from VrboOwner on 12 Jan 2021
Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!
Verified

10/10 Excellent

Laura R.

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

House was great!

Lots of space to spread out. Pool was warm. Nice little walk to shops and restaurants and coffee. Beds comfy, plenty of bath and beach towels. Kitchens stocked well with all you need to prepare food. Would stay again.
Stayed 5 nights in Dec 2023
Response from VrboOwner on 19 Nov 2024
Thank you for your fantastic review. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!
Verified

10/10 Excellent

Tierney T.

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

Amazing house for a 50th birthday trip!

The house was perfect for the 7 couples we had. The rooms were clean and quiet. The pool area had seating and we had a great time! The location is just two blocks from Duval and you can easily walk anywhere you need to go. We can’t wait to go back!
Stayed 4 nights in Nov 2021
Response from VrboOwner on 13 Dec 2021
Thank you for your review Tierney, we are thrilled you enjoyed your stay and hope to welcome you again next time you visit the island!
From a partner site

10/10 Excellent

craig M.

Great house,great location,great service

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: Rental company very professional and responsive Highly recommended renting this property
Response from VrboOwner on 20 Nov 2024
Thank you for your fantastic review. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!
Verified

6/10 Okay

Patricia M.

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

Nice place

It was fine.
Stayed 4 nights in Nov 2023
Response from VrboOwner on 14 Dec 2023
Hello Patricia, we are sorry you felt your stay only deserved a 3 star review. We really did everything to make it as pleasant as possible but we also have to be considerate to the neighborhood. The late night noise complaints had to be addressed and we wish you had followed the house rules you agreed on upon signing the rental agreement. We hope you understand we have those rules in place so everyone can get along on our beautiful island. We hope you will visit again and take better advantage of Duval's colorful night life next time. Thank you for being our guest!
Verified

10/10 Excellent

Mary M.

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

Great girls getaway

This house was wonderful for our group of 16. We very much appreciated the ease of communication with the property manager, who let us check in early and check out late. Location was perfect and surprisingly quiet. The pool was private with plenty of outdoor seating. Beds were very comfortable. We would stay again!
Stayed 4 nights in Jan 2020
Response from VrboOwner on 30 Mar 2020
Dear Mary, Thank you for your wonderful review. We hope to see you back in Paradise again soon! Best Regards, Wendy Zintsmaster and Team
From a partner site

10/10 Excellent

Judson H.

10/10

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, Great House, And GReat Host.We had a blast.
Stayed 4 nights in Jun 2024
Response from VrboOwner on 19 Nov 2024
We are so happy to read you had such a good stay with us! We would love to welcome you back!
Verified

8/10 Good

David S.

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

Great place but:

Nice house but bedroom configurations were a bit weird especially with friends having to go through two bedrooms to get to their bedroom. Great location.
Stayed 5 nights in Jun 2023
Response from VrboOwner on 14 Dec 2023
Thank you for your review David. We are so thrilled to hear how much you loved this home and hope to see you again!
Verified

10/10 Excellent

Jessica L.

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

Close by and everything we needed!

Loved my stay! The pool was amazing. Two washers and dryers. The floors are separated which is nice if you have people that want to stay a little bit out of all the action. The location was close by to everything. Concierge service was very responsive and helpful. We had groceries put in the house upon arrival.
Stayed 4 nights in Apr 2024
Response from VrboOwner on 19 Nov 2024
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!
From a partner site

10/10 Excellent

Thomas W.

Great Time @ Stars & Stripes

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 set up for our large group of guys down for some fishing! Plenty of space and beds. Would highly recommend this property.
Response from VrboOwner on 20 Nov 2024
Thank you for your review. We are thrilled you loved this home and hope to host you again soon!
Verified

10/10 Excellent

Erik F.

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

Perfect Location in Old Town KW

Stars and Stripes is a wonderful property in the heart of old town Key West. It was perfect for our guys getaway, very spacious and easily accommodating our 12 adult party. The location is great, close to Key West Bight, Schooners Wharf, Duval St bars, Mallory Sq etc. The pool on-site was wonderful too! Highly recommended. We will be back.
Stayed 4 nights in Sep 2021
Response from VrboOwner on 6 Oct 2021
Thank you for this great review Erik! We are thrilled you enjoyed the property and look forward to hosting you again in the future!

About the host

Hosted by Wendy Zintsmaster & Team

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Languages:

English

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