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

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Fridge, microwave, oven, stovetop - STARS AND STRIPES ~ Magnificent Home Located In The Heart of Old Town! (Key West)
In the heart of Key West's Historic Seaport area, this majestic home offers a perfect blend of togetherness and private retreats. Relax by the heated pool or dine alfresco on one of the many porches. Each floor provides its own unique living space with fully stocked kitchens and comfortable bedrooms.

Reviews

9.6 out of 10
Exceptional

Entire home

8 bedrooms4 bathrooms3124 sq ft

Popular amenities

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

Add dates for prices

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!

Property amenities

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 8 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Dining table
  • Living room
  • Separate dining area
  • Wood stove

Entertainment

  • 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: 3,124 square feet

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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

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
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
Property Registration Number 25230-130043

About the area

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. Visit our Key West travel guide
View more Holiday homes 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, 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.

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.

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers 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.
More informationOpens 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

Cleanliness

9.8

Location

Reviews

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
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
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
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
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
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
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
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
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.
Verified

10/10 Excellent

William M.

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

Great Home for a Group of Friends

This home is perfect for a large group of friends. There were 11 of us old college buddies for a 4 night stay. It was large enough for separate beds for all. The pool and BBQ grill in the backyard made for good food and fun with friends 8n a relaxed setting. And the location is fantastic for visiting all bars, restaurants and a grocery store. We highly recommend this home. We’ll definitely be back!
Stayed 4 nights in Apr 2024
From a partner site

10/10 Excellent

Natalie H.

A great place for a 3 generation wedding party!

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: What a great place for our multigenerational wedding party! The kids loved the pool and the baby had her own room. The grandparents climbed to their cozy third floor for some peace and quiet. The location is quiet yet central. Parking for our golf cart was handy. Very clean and a great staff too👍
Stayed 4 nights in Oct 2023
From a partner site

10/10 Excellent

Carly R.

Amazing 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: This was our second time to stay at Stars & Stripes. Love the location - walking distance to all the Key West spots but on a quiet street. The house is amazing - very spacious and clean. The walk-through room on the first floor was a little odd but every room has its own outside door and it wasn’t really a big deal. Property manager and concierge were so nice and helpful. Would stay here again in a heartbeat!
From a partner site

10/10 Excellent

Brigitte B.

50th Birthday Celebration

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: Stars & Stripes was the perfect house for all of us to celebrate our niece-cousins 50th birthday weekend! There was plenty of bedrooms/bathrooms, towels/pool towels provided and the location was great! Also, any questions we had were taken care of immediately as well as concierge services we excellent!! Only suggestion we would give is mirrors in bedrooms. Will definitely be back!!!
Stayed 4 nights in Feb 2024
From a partner site

10/10 Excellent

Genevieve I.

Loved it!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Close to everything! Great location. After reading some reviews about noise, I was a little concerned. We didn’t have any issues. We were a group of 12 and really enjoyed our stay. It was clean and well-maintained. One of the coffee pots broke and it was replaced right away. Definitely would stay here again.
Stayed 4 nights in Aug 2023
From a partner site

10/10 Excellent

Tim M.

Awesome House/ 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: This house is great! This is the second time I’ve been a part of a group here. The location is convenient to everything. It’s close to Duval, but it’s also close to the marina for fishing which is one of the main things we come for. Whitney and the staff are great and very accommodating. This is the best place for a large group, but that’s all the good things I’m going to say because I don’t want too many people to find out and the house not be available the next time we need it (lol).
From a partner site

10/10 Excellent

Tim M.

Awesome House/ 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: This house is great! This is the second time I’ve been a part of a group here. The location is convenient to everything. It’s close to Duval, but it’s also close to the marina for fishing which is one of the main things we come for. Whitney and the staff are great and very accommodating. This is the best place for a large group, but that’s all the good things I’m going to say because I don’t want too many people to find out and the house not be available the next time we need it (lol).
From a partner site

10/10 Excellent

Victoria M.

Absolutely fabulous home!

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 the most amazing time here. The house was even more beautiful than the photos could capture. The service was perfect! Very friendly and helpful staff. We had 20 guests and it seemed like no one else was there! This visit was for our daughters wedding and it could not have been more perfect. Would definitely stay here again!!!! Don't miss this property.
Stayed 7 nights in Mar 2023
From a partner site

10/10 Excellent

Belinda H.

Quick trip

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: This house is great. Had more than enough room for our large group of 11 adults. The location is fantastic, it's only a short walk to Duval Street and lots of other great restaurants and bars. The property manager is great. I got a quick response from her no matter what time I texted or emailed with a question. The only draw back is they have a disgruntled neighbor that likes to make noise complaints. He literally called to complain the second quiet hours started. Other than worrying about being too loud outside in the pool area we had a great stay. The property is great all around. Exactly as advertised. Hopefully we'll be able to all go there again soon.
Stayed 3 nights in Mar 2024
From a partner site

10/10 Excellent

Jane W.

Perfect in every way!

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: Our Refuge Inn staff of 14, from Chincoteague Island, Va, stayed here for our business' 50th anniversary. It was immaculate, well maintained and spacious. They loved the outside eating/gathering space by the pool, which was shaded with a large table and comfortable chairs, lending itself to a magnificent place for lively conversation and outdoor meals. We kept the noise down to respect the neighbors. We get it! We only saw one of the neighbors and he was really nice. Most days, we found a non reserved parking place on the street for our Jeep SUV directly in front of the house and used the space next to the house for our six person golf cart but it is large enough for a minivan. The house managers were very nice and respond very quickly to any call, text or email. The house is set up so that each level can be rented separately but not sure if it is. The location is central to the Old Downtown so you really do not need a car. WE will return and hopefully have enough folks to rent this house.
Stayed 7 nights in Nov 2023
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
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.
Verified

10/10 Excellent

Richard S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house! Great location!
Stayed 4 nights in Nov 2025
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
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
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