Entire home

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

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

A heated pool
Exterior
Iron/ironing board, free WiFi, bed sheets
Dining
Iron/ironing board, free WiFi, bed sheets
Reviews
9.6

Exceptional

Entire home

1650 sq ft

Popular amenities

  • Dryer
    DryerDryer
  • Pool
    PoolPool
  • Barbecue grill
    Barbecue grillBarbecue grill
  • Washer
    WasherWasher
  • Kitchen
    KitchenKitchen
  • Air conditioning
    Air conditioningAir conditioning

Explore the area

Map
Key West, FL
  • Popular LocationDuval Street13 min walk
  • Popular LocationErnest Hemingway Home and Museum16 min walk
  • Popular LocationSouthernmost Point18 min walk
  • AirportKey West, FL (EYW-Key West Intl.)7 min drive

Most relevant reviews

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

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • Bedsheets provided

Bathroom

  • Bathtub or shower
  • Hair dryer
  • Towels provided

Living spaces

  • Living room
  • Separate dining area

Entertainment

  • Games
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Washing machine

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

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

Things to do

  • Golf on site
  • Heated pool on site
  • Tennis
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Windsurfing 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 (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Housekeeping (on request)
  • Unit size: 1,650 square feet

Similar properties

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 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

Key West

Located near the beach, this vacation home is in Key West Historic District, a neighborhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Clarence S. Higgs Memorial Beach Park. The Kite House and Key West Butterfly and Nature Conservatory are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with ecotours and cycling.

What's nearby

  • Duval Street - 13 min walk
  • Clarence S. Higgs Memorial Beach Park - 14 min walk
  • Ernest Hemingway Home and Museum - 16 min walk
  • Southernmost Point - 18 min walk
  • Smathers Beach - 4 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
  • ‪Better Than Sex - ‬12 min walk
  • ‪Miami Subs - ‬12 min walk
  • ‪Pescado - ‬3 min walk

Frequently asked questions

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. Clarence S. Higgs Memorial Beach Park and Ernest Hemingway Home and Museum are also within 1 mi (2 km).

Reviews

9.6

Exceptional

Rating 10 - Excellent. 132 out of 157 reviews" "
Rating 8 - Good. 18 out of 157 reviews" "
Rating 6 - Okay. 6 out of 157 reviews" "
Rating 4 - Poor. 0 out of 157 reviews" "
Rating 2 - Terrible. 1 out of 157 reviews" "

9.8/10

Cleanliness

Reviews

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

10/10 Excellent

Dan L., Chicago, IL, USA

Liked: Cleanliness
Chill Key West Location w/Pool
Very nice house with pool in Key West. 3 in-house bedrooms with 2.5 baths. The 4th bedroom is a pool-house with sink. Very cozy and clean overall. Would recommend to others. Property manager and overall communications were great. Parking wasn't a huge problem. It is a 20-30 min walk to Duval Street activities, so if you aren't renting a bike or golf cart, an Uber would be recommended on the steamy nights after the bars.
Stayed 5 nights in Jun 2023

10/10 Excellent

Jackie S.

Liked: Cleanliness
Beautiful home
Our big family of 12 had such a blast. The home is cute, clean and spacious. It’s located in the heart of old town and about a 15min walk to duval st and the southernmost point attraction. The parking was a bit of a challenge as there is only street parking available so it is first come first serve. We brought multiple vehicles so we had to pay to keep one in a parking garage which was a little expensive, but for us the home was totally worth it. The pool was well kept and heated. The property managers were very friendly and quick to responded to my questions. I would definitely stay at this home again.
Stayed 2 nights in May 2023

10/10 Excellent

Valerie Y.

Liked: Cleanliness
Amazing
Beautifully decorated and detailed. Everything was labeled and thought out. The pool was wonderful. Clear and concise directions regarding check in and check out. Quick response time for questions. We absolutely loved our stay. They thought of everything!
Stayed 5 nights in May 2023

10/10 Excellent

Chris B., Ft lauderdale

Liked: Cleanliness
Quick family getaway
Location and house are phenomenal.. communication was perfect and couldn’t have asked for a better experience than we had.. so much to do and house and pool were so comforting and inviting that it made it hard to leave..
Stayed 4 nights in Jul 2022

2/10 Terrible

Marla P.

Disliked: Cleanliness
Vintage
Really cool place that feels very vintage and super relaxing at the same time. The pool was a nice touch and very welcomed. Definitely A +.
Stayed 4 nights in Apr 2023

10/10 Excellent

Verified traveler

Liked: Cleanliness
Quiet neighborhood
We went to the Keys for spring break. Everyone enjoyed the stay. The decor looked like it was fun to put together. Glad to have a pool that was heated. Everything was walking distance.
Stayed 6 nights in Mar 2023

10/10 Excellent

Lynn M.

Liked: Cleanliness
Perfect place for a family stay!
We loved this property- the house is beautiful and perfect size for all 10 of us. The backyard and pool were amazing! Will definitely be staying here again!
Stayed 5 nights in Feb 2023

10/10 Excellent

Crissie B.

Liked: Cleanliness
Our Favorite Stay!
We’ve stayed at this property multiple times and it’s always a favorite of ours! The pool is full sized & heated, which is rare in Key West! The property manager is always great with communication. Our pools heat went out at the end of our stay, but Wendy was on it to get people there to get it fixed. Definitely recommend staying here!
Stayed 7 nights in Jan 2023

10/10 Excellent

Mariko M.

Liked: Cleanliness
A
A
Stayed 4 nights in Jan 2023

8/10 Good

Shayna F.

Liked: Cleanliness
Great charm- amazing pool!
This house is exactly as portrayed in the photos. It is about a 15 minute walk to the main area around Duval street. We enjoyed walking back and forth and felt safe walking at night. The pool is really the best part of the house. We loved hanging there every afternoon as it gets very hot in Key West. The decorations were charming. Communication with the property manager was easy and quick. The dryer was not working when we arrived and was unable to be fixed so we couldn’t use it. The garbage disposable in the sink was clogged and filling up with water. We let them know and said they would fix these issues. All minor inconveniences. If you’re looking to be right by Duval street this house is a bit of a walk but it has a lot to offer.
Stayed 4 nights in Nov 2022

8/10 Good

Liane D., Downingtown

Liked: Cleanliness
Ladies weekend
Overall just really cute house, and we enjoyed ourselves. A couple of things were not perfect: Pool heat was not on and not working for the first two days but Melanie got that working. It also appeared that the pool was not clean, but they cleaned it the second day when the fixed the heater. Also, it would have been nice to have soap, shampoo and tissues. There was none. Other supplies were there.
Stayed 4 nights in Oct 2022

10/10 Excellent

Michael T.

Liked: Cleanliness
Great location and perfect pool
Couldn’t recommend this location more! We loved the pool and all that key west had to offer
Stayed 4 nights in Sep 2022