Entire home

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

Escape to your own private island getaway where you can soak up sun on lounge chairs or dine al fresco under an umbrella.

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

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

Reviews

9.6 out of 10
Exceptional

Entire home

4 bedrooms3 bathrooms153 sq m

Popular amenities

  • Washer
  • Pool
  • 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!

CANCELLATION...
Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.

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
  • Ecotours nearby
  • Basketball nearby
  • Snorkeling nearby
  • Cycling nearby
  • Fishing nearby
  • Birdwatching nearby
  • Marina nearby
  • Jet 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 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)

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 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
  • South Beach - 17 min walk
  • Southernmost Point - 18 min walk
  • 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 Old Town Key West, 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 South Beach are also within 1 mi (2 km).

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

Reviews

9.6

Exceptional

Rating 10 - Excellent. 149 out of 177 reviews
Rating 8 - Good. 20 out of 177 reviews
Rating 6 - Okay. 6 out of 177 reviews
Rating 4 - Poor. 0 out of 177 reviews
Rating 2 - Terrible. 2 out of 177 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Brian Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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, check-in, communication, location, listing accuracy
Amazing!!
What a find!! I would definitely book again!
Stayed 3 nights in Jul 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Lisa W.

Amazing house !!!
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: everything you need while staying in Key West
Stayed 3 nights in Jul 2024

10/10 Excellent

Donna W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

10/10 Excellent

Kelly M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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 O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome
Great Home and location
Stayed 3 nights in Jun 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Karen S.

Lovely Home
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The home is beautiful and clean. It is locatedin a quite area with a lovely swimming pool in the back. The home is well equipped with anything you may need such as hair dryers, ironing board and iron. Restaurants are close by as well as a grocery and liquor store within walking distance. We were lucky to be able to check in at 12:00 instead of waiting until 4:00. I would consider renting this property in the future.
Stayed 7 nights in Aug 2024

10/10 Excellent

Bridget S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

kim n.

Bachelor trip October 2024
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This house was amazing! Extremely clean and had everything we needed! The pool was way bigger than we thought and Melanie was more than happy to heat it for us which was Awesome! We felt very secure and there was plenty of room for eight adults. All of our activities were easy to get to, but our location was quiet and peaceful. Melanie answered the phone, no matter what time I called her. She could not have been more attentive than she was. We enjoyed the separate dining room area, the washer and dryer were appreciated and the kitchen was amazing.Bathrooms were pretty and everything worked great. We were within walking distance of a grocery store, liquor store, other small restaurants, and Duval Street was easily walkable. We did have a golf cart for getting around and it was always easy to find parking close to the house. We would definitely stay here again!

10/10 Excellent

John W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Larry C.

Captain's Quarter 2 Day Stay
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Awesome
Stayed 2 nights in Mar 2024

10/10 Excellent

Theresa Ann N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Best kept secret
The house was lovely
Stayed 4 nights in Nov 2023

10/10 Excellent

Brenda A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

tracy b.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

Lynn M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

Michael m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place
I would recommend this place to anyone! Very nice and great location.
Stayed 4 nights in May 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tania G.

Celebration of life
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We got together as a family to celebrate my father-in-law‘s life. A third generation conch that has lived his life in Key West. Captain’s Quarters was perfect.
Stayed 2 nights in Apr 2024

10/10 Excellent

Michael T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Krisi C.

ahhhmazing
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We really enjoyed our stay. The house was very clean and comfortable. We had a larger group and the home had everything we needed.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jaclyn H.

Fantastic house!
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was absolutely beautiful! Favorite part was the pool and the front porch for sure! Management company was wonderful to work with! They were extremely responsive and informative!
Stayed 4 nights in Mar 2024

10/10 Excellent

Courtney W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
An Amazing Getaway Oasis
The property, house, location, and management were absolutely amazing! We highly recommend for any family and/or group of friends!
Stayed 4 nights in Jul 2022

10/10 Excellent

Lisa F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great rental for large group
Outstanding house accommodating 12 of us. The pool was absolutely wonderful!
Stayed 6 nights in May 2022

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice property and manager
amazing property and communication with the manager.
Stayed 3 nights in Jul 2023

10/10 Excellent

Shawna G., Glendale

Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a great place!
Had such a great time! Perfect location. Easy access. Best family vacation spot!
Stayed 3 nights in Aug 2019