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CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!

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A heated pool
Interior
Fridge, microwave, oven, dishwasher
TV
Interior

Reviews

9.6 out of 10

Exceptional

Entire home

4 bedrooms3 bathrooms153 sq m

Popular amenities

  • Washer
  • Barbecue grill
  • Outdoor Space
  • Air conditioning
  • Kitchen

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!

HISTORIC OLD-WORLD CHARM WITH MODERN AMENITIES AND A LAGOON-STYLE POOL....
Once you step through the threshold of this Old Town home you feel enveloped in vintage Key West.  Dade County wood surfaces, nautical accents plus appealing and comfortable decor make this a true "Captain's Quarters". Hang out in the living room with flat screen TV.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

SLEEPING ARRANGEMENTS...
You will have many sleeping options while staying in this stunning home as it comfortably sleeps 8-10 guests. There are three bedrooms located in the main house and a one bedroom cottage off the rear deck by the pool.  As you enter the main hallway, there are two queen guest bedrooms immediately to your left and right. They each have TVs, storage for clothing and the option of using the hall or rear bathrooms. The master bedroom is fitted with a king size bed, flat screen, closet and has an interior door that leads to a full bathroom.  You will find a cast iron clawfoot tub with rain shower as well as a vintage pedestal sink. The rear bathroom off the family room has a tiled shower with glass door and a pedestal sink. There is a powder room off the kitchen that houses the washer and dryer. It has a door to the rear deck that can double for cottage use.  The cottage is your fourth bedroom with a queen size bed, pedestal sink, dresser and flat screen with a view of the pool!  If you have one or two more guests they can use the sleeper sofa in the family room. 

AMENITIES...
Captains' Quarters had updates completed in the spacious homes layout and decor in 2015. Impressively rich Dade County pine and high ceilings make this property a real stand out. The kitchen is fully equipped to meet your cooking needs and has a formal dining room steps away. Your family can dine together at the table for six or use the space to play games or cards.     

OUTDOOR LIVING...
Lush tropical landscaping greets you at the front gate and wraps around the property. Once inside, you will find a covered porch with a swing and seating area perfect for your morning coffee or to curl up with a book.  A winding path will take you around the side yard to a real gem; the lagoon-style pool!  The large private, heated pool is situated in the rear yard surrounded by a composite deck with plenty of seating. There is a gas grill and outdoor table covered with a large umbrella meant for six to dine al fresco and grill your fresh catch of the day.  If you are a sun worshiper you can kick back and relax on one of the five lounge chairs that surround the pool. Enjoy an outdoor shower to rinse off and head into town!

PARKING...
This home does not have designated parking but there is on street parking in the surrounding neighborhood.  Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily and monthly rates.

DISTANCES TO BEACHES...
Higgs Beach is 0.8 mi
South Beach is 0.9 mi
Smathers Beach is 1.7 mi
Fort Zachary Taylor Beach is 1.7 m

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!

ISLAND TIME AWAITS...

Property manager

Wendy Zintsmaster & Team

Languages

English

Property amenities

Pool/Spa

  • Private pool
  • Heated pool

Internet

  • Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Refrigerator
  • Microwave
  • Oven
  • Dishwasher
  • Coffee/tea maker
  • Toaster
  • Cookware/dishes/utensils

Bedrooms

  • 4 bedrooms
  • Bed sheets provided

Bathrooms

  • 2.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Towels provided

Living spaces

  • Living room
  • Dining room

Entertainment

  • TV with cable/satellite service
  • Games

Outdoor areas

  • Balcony
  • Gas grill
  • Garden

Laundry

  • Washing machine and dryer

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Concierge services
  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • Near the sea
  • In the city center
  • Near a hospital

Things to do

  • Fitness facilities nearby
  • Scuba diving nearby
  • Sailing nearby
  • Ecotours nearby
  • Water skiing nearby
  • Jet skiing nearby
  • Snorkeling nearby
  • Birdwatching nearby
  • Golf nearby
  • Swimming 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 installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 1650 sq ft (153 sq m)

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in 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

Pets

Pets not allowed

Children and extra beds

Children are welcome

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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
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 25230-28078

Property is also known as

"captain's Quarters" Vintage Retreat That is Full Charm House
"captain's Quarters" Vintage Key West Retreat That is Full Charm
"captain's Quarters" Vintage Retreat That is Full Charm
"captain's Quarters" Vintage Retreat That is Full Charm House
"captain's Quarters" Vintage Key West Retreat That is Full Charm
"captain's Quarters" Vintage Retreat That is Full Charm House
"captain's Quarters" Vintage Key West Retreat That is Full Charm
2450-154388
"captain's Quarters" Vintage Retreat That is Full Charm

About the neighborhood

Map
Key West, FL

What's nearby

  • Duval Street - 13 min walk
  • Ernest Hemingway Home and Museum - 16 min walk
  • Southernmost Point - 18 min walk
  • Smathers Beach - 4 min drive
  • Mallory Square - 5 min drive

Getting around

  • Key West Intl. Airport (EYW) - 8 min drive

Restaurants

  • ‪Sandy's Cafe - ‬2 min walk
  • ‪El Siboney Restaurant - ‬6 min walk
  • ‪Dairy Queen - ‬5 min walk
  • ‪Thai Island Restaurant - ‬19 min walk
  • ‪Miami Subs - ‬12 min walk

Frequently asked questions

Does CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!?

Check-in begins at 4:00 PM.

What time is check-out at CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!?

Check-out is at 10:00 AM.

Where is CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!! located?

Located in Key West Historic District, this vacation home is within a 15-minute walk of Key West Firehouse Museum, Duval Street, and Florida Keys Beaches. Ernest Hemingway Home and Museum and Southernmost Point are also within 1 mi (2 km).

CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!! Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 146 out of 173 reviews" "
Rating 8 - Good. 19 out of 173 reviews" "
Rating 6 - Okay. 6 out of 173 reviews" "
Rating 4 - Poor. 0 out of 173 reviews" "
Rating 2 - Terrible. 2 out of 173 reviews" "

9.8/10

Cleanliness

Reviews

10/10 Excellent

Debbie W.

Liked: Cleanliness
Excellent Stay
Captains Quarters is a beautiful house, great location, walking distance to Duval, clean, heated pool and plenty of amenities to make your stay enjoyable. Would def stay there again.
Stayed 4 nights in Nov 2024

10/10 Excellent

Kerrie B.

Liked: Cleanliness
Beautiful home
Spent family vacation hanksgiving there, had great time. The beautiful home made us all feel like we were on a 5 star vaca
Stayed 4 nights in Nov 2024

10/10 Excellent

Teresa A.

Liked: Cleanliness
Great House, Great Host
Our family of eight really enjoyed our time in Key West. This was a first-time visit for all of us. The Captain's Quarters is a beautiful and comfortable home, in a quiet neighborhood, with a welcoming patio & pool, and an attentive & caring property manager. We were made to feel welcome and valued. I will be sharing this listing with family and friends, and would not hesitate to stay at this property again. Thank you!
Stayed 4 nights in Nov 2024

8/10 Good

Linda T.

Liked: Cleanliness
Dead growth in yard created a mess constantly on the pool. Out door furniture shows wear and some are broken. Need throw blankets. Blackout curtains would be appreciated in the bedrooms. Some doors do not latch and/or lock.
Stayed 7 nights in Oct 2024

10/10 Excellent

Kelly M.

Liked: Cleanliness
Amazing Stay at Captain's Quarters
I absolutely loved this property. It was beautiful and impeccably decorated in true Key West fashion. The house is full of beautiful antiques and nautical art. The management team was very communicative and accommodating. The pool was amazing for a midday break because it was so deep and the perfect temperature. This house was definitely a splurge for us but we made up for it by cooking at home. The kitchen and the house had everything we needed and a working grill so we were able to have amazing meals at home. I absolutely love this property I would definitely stay here again.
Stayed 2 nights in Sep 2024

10/10 Excellent

Brian Z.

Liked: Cleanliness
Spearfishing Trip to Key West
House was great. Have stayed many places in Key West - this may be one of the nicer properties. Has a grill, very nice sleeping arrangements. Close to all the places you want to get to. Nice Quiet street.
Stayed 3 nights in Aug 2024

10/10 Excellent

Gina P.

Liked: Cleanliness
Amazing!!
What a find!! I would definitely book again!
Stayed 3 nights in Jul 2024

10/10 Excellent

Adriana A.

Liked: Cleanliness
Stayed 3 nights in May 2024

10/10 Excellent

Donna W.

Liked: Cleanliness
Captain's Quarters
The location and condition of the property, ease of check-in, communication with the property representatives, and entire vacation experience with friends were unforgettable.
Stayed 4 nights in Jun 2024

2/10 Terrible

Ashley R.

Disliked: Cleanliness
DON’T DO IT
The rental management company ruined our stay and it’s just standard practice. During our stay, the separate cottage bedroom was not usable because it was infested with huge ants. Literally, ANTS WERE EVERYWHERE. The cottage accounts for a separate bedroom by the pool, connected to the outdoor shower. They knew about ants before we arrived but waited until we got there so we could let the exterminator in with the key. So they finally spray toxic chemicals all over the bedroom and tell us we shouldn’t go in for 48 hours. So…we don’t have enough bedrooms. Dead ants covered the bedroom. Next, you’ll be interrupted by the pool cleaners who demand you leave the pool area for 2 hours, followed by the landscapers who came AFTER the pool was cleaned and spent 3 hours cutting, mowing, trimming bushes, and then blowing all the debris (back into the pool) I contacted management who was “out for the day” and she never called me back. I complained about not getting a call back and this woman actually created a fake screen shot of her fake attempt at trying to call me….or someone programmed in her phone as “tenant blah blah blah” she claimed she tried to call back and the call was “cancelled” so she is just dumb. She called a number, pressed cancel, and then took a screen shot and this was her proof of trying to contact me. I own property and would fire my team if they acted this way. Don’t rent from this company.
Stayed 6 nights in May 2024

10/10 Excellent

Brian O.

Liked: Cleanliness
Awesome
We loved the home! The decor, the pool, and the location were all perfect
Stayed 6 nights in Jun 2024

10/10 Excellent

Brian M., Napa, CA

Liked: Cleanliness
Awesome
Great Home and location
Stayed 3 nights in Jun 2024

10/10 Excellent

Linda C.

Liked: Cleanliness
Perfect for our family celebration
We had 3 adults varying ages celebrating a 30th birthday. The house couldn't have been more perfect. Charm alongside the perfect layout for personal space as well as areas to be together at the pool family room or dining room. The pool amazing. House immaculate with all amenities needed. Bikes to rent are just a couple blocks away (walking) we had no issue parking for one car. Easy bike ride or nice walk to Duvall. And our host Melanie was a star! Quick to respond but really everything was laid out clearly from start to finish, there wasn't much to ask other than what kind of coffee maker was available (both drip and keurig btw which was great) We would love to stay at this property again. Easy. Beautiful. Thanks Melanie!
Stayed 4 nights in May 2024

10/10 Excellent

Bridget S.

Liked: Cleanliness
Beautiful backyard oasis
The house was clean and well stocked with essentials, had lots of character and nicely decorated. The backyard was beautiful with an amazing pool and lots of lounge chairs and outdoor seating. Wonderful stay for our group of 6 adults.
Stayed 4 nights in Apr 2024

10/10 Excellent

John W.

Liked: Cleanliness
KW Group
Had 9 people stay, accommodated everyone well. Good location, bit of a walk to things, Uber quick. Pool was awesome, great areas to relax between excursions.
Stayed 5 nights in Feb 2024

10/10 Excellent

Brenda A.

Liked: Cleanliness
Great time
Great place, did echo lots but not a real bother. Great location and close to good food and needs in walking distance!
Stayed 5 nights in Nov 2023

10/10 Excellent

Theresa Ann N.

Liked: Cleanliness
Best kept secret
The house was lovely
Stayed 4 nights in Nov 2023

8/10 Good

Jessica H.

Liked: Cleanliness
Needs a little tlc
Overall the location and pool was great. We had an amazing time with our group of friends. The house itself could use some tlc. Windows in the kitchen barely open, blinds are broken in multiple rooms. The attention to detail cleaning is not the greatest. The mirrors trim is stained yellow in some spots with other stains, flooring is popped up in multiple places, Receptacles are cracked, the back door wouldn’t properly latch. Nothing disgusting, just could use some tlc.
Stayed 4 nights in Oct 2023

10/10 Excellent

tracy b.

Liked: Cleanliness
Great house
What a great property in key west! Pool and back yard area were perfect!
Stayed 3 nights in Sep 2023

10/10 Excellent

Lacey R.

Liked: Cleanliness
Best in stay 2023
Our stay at the Captain’s Quarters was a perfect setting for a birthday trip! The house is uniquely decorated, and the wood paneling keeps the house cool during the sticky days. All the amenities were spot on, and the pool was a perfect spot to sit and enjoy the day. What made our stay perfect was the quick response from Melaine. Her response time was short, and she offered to go above and beyond for each of our asks! We would not only recommend staying with our family and friends but will be returning!!
Stayed 4 nights in Sep 2023

8/10 Good

Deanna P.

Liked: Cleanliness
Anniversary celebration!
Anniversary celebration! Over all it was great! The tables and counter tops needed wiping down. Otherthanthatitwasgreat
Stayed 4 nights in Jul 2023

10/10 Excellent

Verified traveler

Liked: Cleanliness
Nice property and manager
amazing property and communication with the manager.
Stayed 3 nights in Jul 2023

10/10 Excellent

Kaylee F., United States

Liked: Cleanliness
Great house with a great location
Very spacious house for a large group, with a nice size pool. Easy check in and check out. They accommodated early check in and out. Quiet neighborhood with plenty of places to walk to and not far from duval!
Stayed 5 nights in Jul 2023

10/10 Excellent

Beach Houses D., New Albany, OH

Liked: Cleanliness
Family Bacstion
Wonderful house and an amazing pool! Would highly recommend!
Stayed 5 nights in Jun 2023

10/10 Excellent

Chris B., Ft lauderdale

Liked: Cleanliness
Spring Fling
Had another amazing time at The Captains Quarters. Melanie, the property manager, was super friendly and efficient. Everything with described in this home is spot on. The location is perfect. Close enough to walk to everything yet just the right distance from the noise and bustle on Duvall Street.. The pool is awesome and relaxing. We felt right at home. We will be back again next year!!
Stayed 4 nights in May 2023