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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 6
Property type house
Minimum Stay 4 - 7 nights


About the property

Exquisite Historic Home with 6 Bedrooms, 3 Sleeping Spaces, Private, heated Pool


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- Two bedrooms: one queen and second bedroom with twins (that can be converted to a king). Full bath with both a shower and claw tub accompany a fully stocked kitchen and spacious living room. A comfortable queen bed with full bath, a quaint living room and sleeper sofa. A queen suite perfect for a couple.

Second Floor- Three bedrooms: a queen room, two twin in one room and a third room with a trundle bunk bed (twin bunk, full bottom mattress and twin trundle-sleeps 4). There is a full bath with walk-in glass shower, a living room with dining table and a full gourmet kitchen with stainless steel appliances.


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. 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
Calendar last updated:
April 24, 2017


Historic Seaport House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
House Rules:
  • Max. occupancy: 16
  • non smoking only
  • pets not allowed
  • Minimum Age Limit for Renters ...
  • children welcome
Location Type:
  • Downtown
  • Away From It All
  • Family
  • Historic
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer
  • Hair Dryer
  • Internet
  • Iron & Board
  • Linens Provided
  • Parking ...
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • 3 Bathrooms
  • Full Bath on Level 1 - toilet , tub , shower
    Full Bath Level 2 - toilet , tub , shower
    Level 1 Suite - toilet , combination tub/shower
  • 6 Bedrooms, Sleeps 16
  • Level 1 - 1 queen
    Level 2 - 1 double , 2 twin/ single , Bunk with twin trundle
    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
  • There are two sleeper sofas on the 1st level and one on the 2nd level that can each accommodate an additional 1 - 2 guests.
  • 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
  • restaurants
  • synagogues
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • photography
  • 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


5/5 -
(4 traveler reviews)

"STARS & STRIPES" ~ Magnificent Home In The Heart of Old Town!
average rating of 5.0 based on 4 reviews

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: Apr 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: Mar 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: Aug 2016
  • Source: VRBO, from HomeAway
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  • 5 of 5

Our stay at the stars and stripes was nothing short of amazing! We were able to get into the house early upon arrival and the management team was so great to work with! This house slept all 14 of us (adults) comfortably and exceeded everyone's expectations! It was so clean and was equipped with plenty of linens and kitchen utensils. The pool was wonderful to sit by during the day and we couldn't have asked for a better location of the house. It was within walking distance to all the main bars, but far enough away to where it wasn't noisy at night. I would say the only downside to this house is having other guests staying on the property in a separate cottage, but we had no trouble with the guests who stayed there during our time. The owners / management team was even nice enough to allow a small bridal shower get together since we were celebrating mine and my husband's wedding. The whole trip was so great and we can't wait to come back! We will absolutely stay in this house again!

  • Submitted: Jun 7, 2016
  • Stayed: May 2016
  • Source: HomeAway
Owner's Response: Congratulation on your wedding! We are honored you chose to stay at our property during your wedding weekend! We are thrilled you and your family had a great experience with the home and that you found it comfortable for your entire party! We have a new policy in place that if you rent the entire home it is guaranteed that the cottage will remain vacant. So, the next time you visit the whole compound will be all yours! We hope to see you again soon!
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Rates & Availability

Historic Seaport House Rental Rates

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Spring/ Summer 2017
Apr 1 2017 - Aug 15 2017
4 night minimum stay
Late Summer 2017
Aug 16 2017 - Oct 14 2017
4 night minimum stay
Fall/ "Winter" 2017-18
Oct 15 2017 - Jan 15 2018
4 night minimum stay
Season 2018
Jan 16 2018 - Apr 30 2018
Changeover Day: Saturday
7 night minimum stay
My Standard Rate
7 night minimum stay

Additional information about rental rates

Reservation Fee $100
Pool Heat - Upon Request $10
Damage Insurance $45
Exit Clean $550
Tax Rate 12.5%

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

A non-refundable and non-taxable security deposit insurance premium at a flat rate of $45.00 will be added to each reservation as an alternative to a full security deposit. This policy covers up to $3000.00 worth of accidental damages. IF YOU DO NOT HAVE A U.S. ADDRESS please alert our reservationist so she can update your quote. Guests without a U.S. address are not eligible for the damage insurance policy and must submit a refundable security deposit equivalent to 20% of the reservation total (not to exceed $3,000).

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

Please ask the manager or check their rental agreement when booking the property.
Enter dates for accurate pricing
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