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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 3 - 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
Wendy Zintsmaster & Team
Premier Partner

This HomeAway partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
August 26, 2018


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
  • Children welcome
  • 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 -
(10 traveler reviews)

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"STARS & STRIPES" ~ Magnificent Home In The Heart of Old Town!
average rating of 5.0 based on 10 reviews

Perfect place for a 40th birthday celebration!

  • 5 of 5

We had 16 people (mostly couples) for a 40th birthday celebration and this property was absolutely perfect in all aspects of the word! From check in to the concierge service and everything in between, we had top notch service and enjoyed every moment. Special thanks to Thomas for going above and beyond on multiple occasions. And Paul for a flawless stay! We hope to make this an annual event from now on!

  • Submitted: Aug 19, 2018
  • Stayed: August 2018
  • Source: HomeAway
Owner's Response: Greetings, WOW! Thank you for the amazing 5 star review on Stars and Stripes! We are thrilled that you had an exceptional experience at this magnificent rental. We pride ourselves on providing top notch customer service to include our wonderful concierge program and a beautiful home for your comfort. We loved having you as our guest. Please come back and see us soon! Best Regards, Wendy Zintsmaster and Team
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0 0

Amazing place to stay!!

  • 5 of 5

We are frequent visitors to Key West and this year we had a group 12 people so we needed a larger place to stay. Stars and Stripes was the perfect place to stay, clean, great pool and close to everything! The property is well maintained and there is enough space for a large group without feeling confined. We are already planning our next visit!!

  • Submitted: May 15, 2018
  • Stayed: May 2018
  • Source: HomeAway
Owner's Response: Dear Sean, Thank you for this incredible review of Stars and Stripes. We are thrilled that you and your party enjoyed this incredible Key West home and we hope to see you in Paradise again soon! Best Regards, Best of Key West Rentals
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0 0
Westlake, OH

Perfect Spot, Great House

  • 5 of 5

This was a great place to stay with a perfect location for our multiple guests. The home had the luxuries of a hotel with all the amenities of a home.

  • Submitted: Feb 12, 2018
  • Stayed: February 2018
  • Source: HomeAway
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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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0 0

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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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
Reservation Fee $100
Damage Insurance $45
Pool Heat (Nov thru Apr) $50

***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