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The Captain's Quarters, Bahama Village, Key West, FL.

Bedrooms 3
Space 1,900 sq ft
Property type house
Minimum Stay 28 nights


About the property

Custom-built 3 bed/3 bath w/pvt heated pool in Bahama Village-2 blocks to Duval

Thankfully, the Captain's fared well in the wake of Hurricane Irma. Many in the Keys were not as fortunate as we were, and we are doing all we can as members of this special community to help the Keys rebuild. The spirit of the Keys will endure!! Feel free to contact us directly with questions regarding special pricing, duration of stay, and booking options: or 419 656 8838.

The Captain’s Quarters in Bahama Village: The Perfect Place.

Imagine yourself lazing in luxury in this unique custom-built home (2006) with the look and feel of Old Key West. The Captain’s Quarters is located on a quiet lane in Bahama Village with its native charm that is classic KW. Just around the corner is Petronia Street and “Restaurant Row” with something for everyone’s palate from Caribbean to Crepes to Kosher. The nearby shops and eateries are owner-operated and they take great pride in exceptional customer-service and friendly smiles. Bahama Village is the heart of the cultural-thriving center of Old Town--the Perfect Place!

A simple entry with a brick-paved courtyard with ample parking for 2 cars (truly a luxury in KW) belies the comfort and quality of this home. The front porch spans the full width of the home with a covered “twin” directly above. The entry hall leads into the spacious and lofty (10’ ceiling) great room with comfortable furnishings to complement the large room. A double set of French doors that fills the entire wall leads to the pool & tropical gardens to provide an easy flow for indoor/outdoor living.

The crystal-clear heated pool with a unique waterfall wall, the lush tropical landscaping ,and tall fencing afford tropical refreshment & privacy for our guests. With ample deck furnishings, ceiling fans in the covered area, and Weber gas grill, it is—the Perfect Place!

Adjacent to the great room is the dream kitchen, well-stocked with a large variety of cooking essentials. The Thermador appliances are stainless steel with a professional chef’s range with 4 gas burners, grill and griddle as well as microwave, large oven with warming drawer, and stainless steel double sinks. Granite countertops and more than ample maple and oak cabinetry complete this outstanding kitchen—the Perfect Place!

The 1st-floor bedroom boasts two twin beds with large closet and en suit bath. Adjacent to the room in the entry hall is another large closet with such necessities as camp chairs for the beach, coolers, reusable grocery bags, batteries and a variety of other essentials for the convenience of our guests.

The second floor master bedroom has a 17-foot ceiling that is truly heavenly! A double set of French doors opens to a covered porch, a perfect place to relax, especially in the hammock chair suspended from the porch’s ceiling. Enjoy and chill out there with a commanding view of the pool area and tropical garden. King-sized furnishings and large walk-in closet complete the room. The spectacular en suite master bath has a glass-enclosed over-sized shower with multiple shower heads, large jetted spa tub, double sinks, and for privacy, a separate water closet. The large linen closet can be accessed from both the master bathroom as well as the hall closet. The large-capacity washer/dryer combo is in a 2nd hall closet.

The 2nd upstairs bedroom has queen-sized appointments, large walk-in closet, and en suite bathroom. This room features a large covered porch overlooking the lane, a pleasant place to start the day or end the evening but always for people-watching—the Perfect Place!

A Key West visit is all about location, location, location and the Captain’s Quarters is the Perfect Place!

Here, you can park your cars and then walk, bike, or scooter to everything in Old Town—restaurants & shops; Ft. Zachary Taylor Beach & Fort; Hemmingway House; the Truman Little Whitehouse & Truman Annex; Duval St (just 2 short blocks away); Mallory Square; KW Lighthouse—the list could go on & on—so—

We invite you to book a stay at the Captain’s, the Perfect Place for you!

“For all the thousand things we do in the world, I love it best when we sit in the sunlight together, smiling quietly with knowing that here is the perfect place to be.”

More Details

Judy Tann
Member since: 2016
Speaks English
Response time:
Within a few hours
Response rate:
Calendar last updated:
9 July, 2018

About Judy Tann

As a family, we were introduced to the island of Key West in 1993, during a sojourn I took between different stages of schooling. I lived in Key West for the better part of a year, and during my time on the island, I introduced my family to the magical place I felt that I had discovered. By the time I returned north to resume my vocational training, Key West had left its mark. We have been coming back to the island, in one fashion or another, ever since. It evolved into the place where Judy and Mike (the original Captain) would spend their winters; far, far away from the cold snows of northern Ohio. Over these many years, the beauty and lunacy of Key West has seeped into our blood, and we feel that it has taken us in as one of its own. We now find ourselves fortunate enough to share this gift through the Captain's Quarters.

Judy Tann purchased this house in 2016

Why Judy Tann chose Bahama Village

The Captain's Quarters is a well loved home, and has, by some divine intervention, been kept lovingly among family ties. The home was originally purchased by dear friends of ours, well before they had become dear friends. We watched love and effort being poured into the home for several years. As we came to be family of the original owners, each time we were in Key West, we would look forward to dinner gatherings at the home. These were always a highlight of our winter visits!! Then came the sad day when we learned that this wonderful home of our friends' was being sold!

But wait! Perhaps that day wasn't sad at all! Maybe is was just the opposite!! After a few short conversations, it was agreed that the home would stay 'in the family,' and that we would be the fortunate new custodians of this gem! It was then dubbed 'The Captain's Quarters', in honor of our departed patriarch Mike (the original Captain, Himself!), who so loved Key West, and who we know is looking down from above, delighted that we now hold, and are able to share, this very special home.

What makes this house unique

The Captain's sits in the heart of Bahama Village. While Duval Street is the most well known destination for Key West visitors, we like to think of Bahama Village as a lovely, hidden respite from the Duval crowds, where authentic Old Key West is still living, breathing and thriving. Within walking distance of The Captain's are local eateries, drinkeries, artisan shops, and oddities that offer the taste and feel of authentic Key West. If one desires the vibrancy and mayhem of Duval Street, such is just a few blocks' walk or crawl away. But if one desires to remain hidden, peaceful, and local, then being tucked away in the heart of Bahama Village at The Captain's is the Perfect Place, we think ... ;)


Accommodation and facilities for this holiday house in Bahama Village in Key West

Property Type:
  • house
  • Self-catering
Floor Area:
  • 1900 sq ft
House Rules:
  • Check-in: Flexible / Check-out: Flexible
  • Max. occupancy: 6
  • Minimum Age Limit for Renters ...
  • pets considered ...
  • non smoking only
Location Type:
  • village ...
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Towels Provided ...
  • Washing Machine ...
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen ...
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Hob ...
  • Toaster ...
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 4 Bathrooms
  • Twin bath - Toilet , Shower Enclosure , En suite; glass enclosed tiled shower; 2nd entry from hall
    Queen - Toilet , Shower Enclosure , En suite with glassed enclosed shower; sink with granite top
    Master - Toilet , Shower Enclosure , Jacuzzi , double sinks, privacy toilet, multiple shower heads
  • 3 en suite bathrooms 1st floor has glass-enclosed & tiled shower; sink with granite countertop; this bathroom is also accessible from the central hall queen en suite has glass-enclosed & tiled shower, sink with granite countertop, & a water closet nitche master en suite has an over-sized glass-enclosed shower with multiple shower heads, a jetted spa, double sinks with granite countertops, and a separate water closet for privacy. The large linen closet can be accessed from Master bath.
  • 3 Bedrooms, Sleeps 6
  • Twin beds (2) - 2 Single Bed , 1st floor bedroom has 2 twin beds, en suite bath, closet
    Queen - 1 Large Double Bed , 2nd floor with balcony overlooking lane; walk-in closet
    Master - 1 Extra Lg. Double Bed , Spectacular 2nd story view overlooking pool & garden
  • 3 spacious bedrooms 1st floor has 2 twin beds & large closet & en suite bath 2nd floor queen with Fr. doors leading to a large covered porch overlooks the lane. Walk-in closet & en suite bath Master suite with soaring 17' ceiling has king furnishings & a double set of Fr. doors leading to a large covered porch with panoramic view of the pool area & tropical landscaping
  • Books ...
  • Television ...
  • Balcony ...
  • Bicycles ...
  • Boat ...
  • Terrace ...
  • Golf ...
  • Kayak / Canoe ...
  • Garden ...
  • Barbecue ...
  • Water Sports Gear ...
  • 1 bicycles
  • Long-term Renters Welcome
Pool / Spa:
  • Heated Pool
  • Private Pool ...
  • arboretum
  • botanical garden
  • churches
  • cinemas
  • festivals
  • Health/Beauty Spa
  • library
  • live theatre
  • marina
  • museums
  • playground
  • restaurants
  • ruins
  • synagogues
Leisure Activities:
  • antique hunting
  • beachcombing
  • bird watching
  • Boating
  • eco tourism
  • paddle boating
  • photography
  • Shopping
  • sight seeing
  • walking
  • Wildlife Viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness centre
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • golf pass optional
  • jet skiing
  • Kayaking
  • paragliding
  • Parasailing
  • pier fishing
  • roller blading
  • sailing
  • diving
  • snorkelling
  • Snorkeling/Diving
  • bay fishing
  • swimming
  • water skiing
  • wind-surfing


Exceptional! 5/5 -
(8 traveller reviews)

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The Captain's Quarters, Bahama Village, Key West, FL.
average rating of 5.0 based on 8 reviews


  • 5 of 5

Beyond compare, those were the first words out of my mouth when we opened the door at Captain's Quarters. This is truly a magical, wonderful home and it will immediately feel like your own. It maintains a cool Key West vibe while providing all the modern conveniences including PARKING. It is, or possibly more, spacious as in the photos and very clean and well kept. The Captain's Treasure Chest (part scrapbook, part tour guide) will immediately put you in the mood to go check out some of the owner's favorite spots. That is easy to do as the location is close enough to walk, but still maintains a cozy neighborhood feel. If you get tired of eating out the fully appointed chef's kitchen will make cooking an "experience"...especially if you caught dinner earlier that day.

The art work is amazing, like having your own gallery. The vast and varied book collection is perfect for grabbing something to read on the veranda. The pool is large as is the deck area with plenty of seating and a grill. All three bedrooms are large and decorated with whimsical linens. The three baths are truly full baths. The master bath has a wonderful Jacuzzi tub. Amenities are all as promised. The sound system is pretty cool too. Thank you to Stephen (owner) and his mother Judy for all the prompt and personal attention. Your love of Key West shows in every aspect of Captain's Quarters.

  • Review Submitted: 11-Mar-2017
  • Date of Stay: January 2017
  • Source: VRBO, from HomeAway
Owner's Response: Hi Andrea! Wow. Your kind words and glowing review are humbling. This is just the sort of thing Judy and I strive for with the Captains ... we feel we have real treasure share in both The Captain's and in Key West. It warms our heart to when we see and hear that this feeling resonates with our guests. We send all our best to you, Todd, and of course Gigi back in Omaha. Please know that we look forward to welcoming you all back to The Captain's whenever you can come back to visit. You are family now. :) With warmest personal regards, Stephen and Judy
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2 0

Key West Done Right!

  • 5 of 5

The Captain's Quarters located in the perfect quiet corner of Key West! It is within walking distance of everything that you could want to do (night life, restaurants, shopping, art, etc.) but just enough off of the beaten path that you can relax and sleep soundly! The home is gorgeous and extremely comfortable with each room having its’ own bathroom, which made our girl’s trip so much better. Although this home is spectacular with its décor, chef’s kitchen and paradise like pool – surprisingly the hosts make your stay even more amazing. The owner was extremely responsive and helpful before we even knew we needed help! He welcomed us with snacks, drinks, walked us through the sound system and even coordinated fun activities for us. I highly recommend staying here and know the next time I'm in Key West I have to stay in this piece of paradise again!

Thanks again for a wonderful trip Stephen and Judy :)

  • Review Submitted: 07-Aug-2017
  • Date of Stay: July 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks so very much for your kind words, Audrey. We are so glad you all enjoyed your time at the Captains! We get a lot of joy from helping our guests find things to do to put sparkle into their visit ... it's our pleasure to share and do whatever we can help our guests become just as smitten with this piece of Paradise as we have over the years. We will very much look forward to hosting you and your girls at the Captains again!! :)
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Best vacation ever

  • 5 of 5

The Captain's Quarters is ideally located with everything you really want to see or do in Key West literally withing walking distance. The home is beautiful, in a quiet neighborhood and so comfortable and homey you will forget you aren't at home. The beds are comfortable, providing great support and a good night's rest preparing you for your next exciting day.. The three bedrooms and three bathrooms are spacious and well laid out. The owners have so thoughtfully provided anything you could want or need from pool floats for the gorgeous PRIVATE pool. to every cooking spice known to man. to a brand new washer/dryer combo, Instructions for every appliance and light switch, high speed internet and large televisions in the great room and every bedroom. Judy and Steven answered all correspondence quickly, professionally and warmly. An added touch is a scrap book complete with menus, brochures and personal notes giving ideas on things to eat and things to do. We enjoyed the stay so much that our party of four has sworn to never do hotels again. The comfort and convenience was just so much greater in this lovely home. I would recommend this home to anyone wanting to visit beautiful Key West. The first floor bedroom and full bath makes this house a great choice for someone who prefers not to do stairs. There are three or four steps to the front porch which would make things difficult for someone unable to do ANY stairs at all, so I wouldn't advise for someone wheelchair bound. Other than that, it's absolutely perfect!!

  • Review Submitted: 17-Jul-2017
  • Date of Stay: June 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank you so much for your kind words, Jan. We do try to provide comforts for your guests such that they really do feel at home. To hear that you and your family appreciated such pleases us greatly. All our best ... Stephen and Judy.
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2 0
Chagrin Falls, OH


  • 5 of 5

We recently returned from our stay at Captain's Quarters. What a wonderful house. The location is perfect, located on a quiet street, yet close to Duval Street, restaurants, beaches and activities. This house is like brand new. 2 parking places, pool, beautiful back yard, patio, decks/porches front and back and a fabulous gourmet kitchen fully equipped with upscale appliances. We were able to walk or bike everywhere. We were lucky to meet Judy who was so helpful with directions, history and useful local information. We are all ready working with Judy on reservations for next year. I cannot say how much we enjoyed Captain's Quarters and would recommend it to anyone.

  • Review Submitted: 09-Mar-2017
  • Date of Stay: February 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank you so very much for your kind words, Andrea! We are delighted that you enjoyed the house, and your time in Key West. We would be so pleased to welcome back you and Todd (and Gigi, of course!) to the Captains, whenever you find yourselves in need of another Key West sojourn. With warmest regards, Stephen and Judy.
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  • 5 of 5

Imagine you have a house in Key West! That is how owner Stephen and his mother Judy will make you feel, when renting the Captains Quarters. They are great to deal with and have thought of your every need. The house is absolutely gorgeous and exactly as pictured (very clean and well kept), and did I mention 2 blocks from Duval St. I would highly recommend anyone looking to rent a home in key west, give Stephen and Judy a call you will not regret it. A+++

  • Review Submitted: 23-Jan-2017
  • Date of Stay: December 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thank you so much for the kind words, Brandon. We're so pleased that you and your family enjoyed your holiday stay at The Captains! And we were thrilled to see that you decorated in holiday cheer!! You treated our home like we treat our home ... with love and family. We look forward to hosting you again. All our best, Stephen and Judy.
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Spacious accommodations and responsive owners!

  • 5 of 5

We were very pleased when Stephen and his mom Judy purchased this home from the previous owners whom we had stayed with many times.They are accommodating and responsive to every need you may have during your stay. The home is immaculate from the goumet kitchen to the pool. Ideal for a family or a group of friends.Truly feel like a "local" and not a tourist in the neighborhood. The rooms are spacious and plenty ofstorage for that moved in feeling.Pictures are truly what the home is and pool is relaxing after a day on the streets. It's within walking distance from Blue Heaven for fresh banana bread to Blue McCaw for a drink and eats, to Davol Street to Mallory square to the southern most point in the US. We stayed during festival time in Key West and then a month later it was always nice to have a quiet haven to come back to after the hustle and bustle of the main streets.

  • Review Submitted: 30-Dec-2016
  • Date of Stay: October 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thanks so much for your kind words, Paul. We, too, are very happy to now be stewards of this lovely home. We're so pleased that your enjoyed your stay, and felt some of the wonderful things about the home and its location that we feel. Cheers!!
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Nearest Airport
2 Miles
Key West International
Car: not necessary


Prices & Availability

Prices for this holiday house in Bahama Village, Lower Florida Keys

Rental Basis:
per property
Owner accepts payment in:
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Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly * Event Price
Low Season Summer 2018
3 Jun 2018 - 13 Oct 2018
28 night minimum stay
for 28 nights
High Season Fall 2018
14 Oct 2018 - 11 Nov 2018
28 night minimum stay
for 28 nights
Shoulder Season Fall 2018
12 Nov 2018 - 15 Dec 2018
28 night minimum stay
for 28 nights
High Season Winter 2019
16 Dec 2018 - 28 Apr 2019
28 night minimum stay
for 28 nights
My Standard Rate
28 night minimum stay
for 28 nights

Additional pricing information

Pet Fee £228.81
Property Damage Protection £45
Refundable Damage Deposit £1,144.05

If monthly rental dates do not precisely match your travel schedule, we would be happy to explore scheduling options. Please feel free to call or email us directly with any questions, curiosities, or special requests you may have.

Owner's Cancellation Policy

  • 50% refund for cancellations more than 7 days before check-in date.
  • 100% refund for cancellations more than 14 days before check-in date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.
Ask Owner a Question