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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

"STARS & STRIPES" ~ Magnificent Home In The Heart of Old Town!

Bedrooms 7
Property type house
Minimum Stay 4 - 7 nights


About the property

Exquisite Historic Home w/ 7 Bedrooms, 4 Baths, Private, Heated Pool & Parking!


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.


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. 


First Floor: Offers one queen 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 also a queen suite accessible through the French doors off the kitchen or from the twin room. It offers a quaint living room, kitchenette and a full bath with a shower/ tub combo. Accompany these sleeping spaces is a fully stocked kitchen and spacious living room with a sleeper sofa offering an extra sleeping space for 1 - 2 guests. 

Second Floor:  There is a queen bedroom, another room with two twin beds and a third room with a trundle bunk (twin bunk, full bottom mattress and twin trundle-sleeps 3-4). 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:  Its like having a separate apartment or suite 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 one twin bed and a full bed meaning 1 - 3 guests could share this space. 


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.


More Details

Property Manager
Best of Key West Rentals Team
Speaks: english, czech
Response time:
Within an hour
Response rate:
Calendar last updated:
December 7, 2017


Historic Seaport House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 16
  • Min. age of primary renter: 25
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
Location Type:
  • Downtown
  • Near The Ocean
  • Away From It All
  • Family
  • Historic
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer ...
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Parking ...
  • Towels Provided
  • Washing Machine ...
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • 4 Bathrooms
  • Full Bath on Level 1 - toilet , tub , shower
    Full Bath Level 2 - toilet , tub , shower
    Level 1 Suite - toilet , combination tub/shower
    Level 3 - toilet , combination tub/shower
  • There is only one bath on the second floor so we suggest some guest use the third floor bath as there is only one bedroom on that floor.
  • 7 Bedrooms, Sleeps 16
  • Level 1 - 1 queen
    Level 2 - 2 twin/ single
    Level 2 - 1 queen
    Level 1 - 1 queen
    Level 1 - 2 twin/ single , Can be converted to a king upon request
    Level 3 - 1 double , 1 twin/ single , Double bed could be used for 1 adult or two children
    Level 2 - 1 double , 2 twin/ single , Trundle Bunk: Full bottom mattress sleeps 1 adult or 2 kids.
  • There is a sleeper sofa on each floor that can accommodate 1 -2 additional guests but keep in mind there are still 4 bathrooms for everyone to share.
  • Satellite / Cable
  • Television
  • Balcony
  • Deck / Patio
  • Outdoor Grill
  • wheelchair inaccessible
Pool / Spa:
  • Heated Pool
  • Private Pool ...
Onsite Services:
  • Concierge
  • botanical garden
  • churches
  • cinemas
  • coin laundry
  • festivals
  • library
  • live theater
  • marina
  • museums
  • playground
  • recreation center
  • reefs
  • restaurants
  • synagogues
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • photography
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • jet skiing
  • pier fishing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • swimming
  • tennis
  • wind-surfing


Exceptional! 5/5 -
(7 traveler reviews)

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"STARS & STRIPES" ~ Magnificent Home In The Heart of Old Town!
average rating of 5.0 based on 7 reviews
New York, New York

Great house, perfect location

  • 5 of 5

The house was exactly as advertised and exceeded my expectations. The house is beautiful and provides plenty of space for a large group, with multiple sitting areas, bathrooms, and fridges. I was impressed by the depth and size of the pool. Jana, the property manager, was super responsive and really easy to work with. And the location can't be beat. We were a short walk away from everything we wanted to visit, but away from the noise of Duval Street. I would highly recommend this house to others and will definitely look to stay here again if back in Key West with a large group.

  • Submitted: Aug 30, 2017
  • Stayed: August 2017
  • Source: HomeAway
Owner's Response: Thank you so much for your review. We are pleased that you enjoyed your stay with us. Please come back soon!! Best of Key West Rentals
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Great house, great location

  • 5 of 5

The house was fantastic and exceeded expectations. We had a group of 14 guys and the house had more than enough room for all of us. The pool was great and the proximity to Duvall street made the trip even better. We will definitely stay at the Stars and Stripes house again. I would recommend it to anyone.

  • Submitted: Aug 10, 2017
  • Stayed: July 2017
  • Source: HomeAway
Owner's Response: Thank you so much for your glowing review. We hope to have you back soon. Best of Key West Rentals
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  • 5 of 5

Our stay at Stars and Stripes was FANTASTIC. This 3 story home was extremely clean, beautifully decorated, stocked with every amenity, and had plenty of space for our party of 12.   Each floor had its own living room so you could be together as a group or slip away for privacy.  The pool area was immaculate and had plenty of room for everyone to congregate outside. The location couldn't have been more perfect; two blocks from Duval St. and the Warf area but far enough that you didn't hear the late night music from either. The leasing company responded to our every need without hesitation. I would HIGHLY recommend this property and will definitely use them and this home again in the future. 

  • Submitted: Jun 1, 2017
  • Stayed: May 2017
  • Source: HomeAway
Owner's Response: Michele- Thank you so much for your glowing review. We are so pleased that you enjoyed your stay and hope to have you back with us for your next vacation. Best of Key West Rentals
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1 0

Great location. Beautiful house.

  • 5 of 5

Location location location. This house was walking distance to key west's best spots but still away from all the noise at night.

I rented this house for guests that were in town for a wedding. Jana, the property manager, was great and was able to let us check in earlier than we expected. This was extremely helpful to be able to drop off bags and go explore.

Highly recommend property. Was very clean and had everything we could possibly need. Individual cooling units in each room made sleeping very comfortable since each room was able to adjust the settings to their preference.

If I come back to KW with a large group, will defentitly look to rent Stars and Stripes again.

  • Submitted: Apr 25, 2017
  • Stayed: April 2017
  • Source: HomeAway
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Everything was great as advertised!

  • 5 of 5

We had a group of 13 adults, and there was plenty of room for everyone to have privacy if needed or be together all at once! Very close to duval and walkable to most any activity. We had 6 females who needed mirror time at the same time, so the only recommendation we have, is to add a couple full length mirrors. Nothing that ruined our trip though! We all had so much fun and are already looking to come back next year with the same rental company if not the same house! Thank you for a great vacation!

  • Submitted: Apr 4, 2017
  • Stayed: March 2017
  • Source: VRBO, from HomeAway
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Beautiful home with great amenities!

  • 5 of 5

The home had plenty of space and privacy with multiple living areas and kitchens. The rental team was super friendly and helpful. The location was great too. We had a wonderful time.

  • Submitted: Aug 29, 2016
  • Stayed: August 2016
  • Source: VRBO, from HomeAway
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Nearest Airport
3.6 Miles
Key West International Airport
Nearest Ferry
0.3 Miles
KW Express
Nearest Beach
1.2 Miles
Fort Zachary Taylor
Car: not necessary


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Exit Clean $550
Pool Heat (Nov thru Apr) $50
Reservation Fee $100
Damage Insurance $45
Tax Rate 12.5%

***Please see property manager's website,, to view the most accurate calendar and review our TERMS & CONDITIONS!

We charge an additional 25% to the rate for stays that fall during an Event/ Festival/ Holiday and include but are not limited to the 4th of July, Easter, Yacht Race Weeks, Power Boat Race week, Lobster Mini season, Labor Day, etc. We may require 7 night minimums for the dates surrounding a major holiday. FANTASY FEST, CHRISTMAS & NEW YEARS are priced at the Peak Season rate and require a 7 night minimum stay.

We reserve the right to deny requested dates if they decrease the optimum booking layout for the property's calendar. If we have vacancy between two stays that is less than the minimum stay requirement, then we will consider shorter stays.

All guests must be at least 25 years of age to be considered. All guests under 25 must be accompanied by a parent or legal guardian. Spring break groups are prohibited and eviction strictly enforced with no refund.

Guests are strictly prohibited from hosting a party or event at the rental property without written permission from our company.

***We highly recommend waiting to book flights until you have fully secured a reservation; meaning you have received the email confirmation and have made your deposit payment.

Manager's Cancellation Policy

  • Canceled bookings will not receive a refund