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

Holiday home with private pool, near Duval Street

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

A heated pool
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Interior
Terrace/patio
Fridge, microwave, oven, dishwasher

Reviews

9.6 out of 10
Exceptional

Entire home

4 bedrooms3 bathrooms1650 sq ft

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Pool
  • Barbecue grill
  • Outdoor space

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!!

Holiday home with private pool, near Duval Street
Concierge services, laundry facilities and a garden are available at this smoke-free holiday home. Other amenities include gas grills. The holiday home has 4 bedrooms and offers free WiFi and a balcony. Guests can enjoy a private pool, and other amenities include a kitchen with a fridge and an oven. Housekeeping is available on request.
Air-conditioned accommodation at this holiday home offers private pools and coffee/tea makers. Rooms open to balconies. Kitchens offer fridges, microwaves, separate dining areas and kitchenware and utensils.

Bathrooms include baths or showers and hairdryers. Guests can surf the web using complimentary wireless Internet access. Housekeeping is provided on request.

The recreational activities listed below are available either on-site or nearby; fees may apply.

Property manager

Wendy Zintsmaster & Team

Languages

English

Add dates for prices

Property amenities

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

  • 4 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Living room
  • Separate dining area

Entertainment

  • Games
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Garden
  • Gas grill

Laundry

  • Laundry facilities
  • 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 centre
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling 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

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are 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
On-site 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
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

2450-154388

About the area

Map
Key West, Florida

What's nearby

  • Duval Street - 12 min walk - 1.1 km
  • Southernmost Point - 14 min walk - 1.2 km
  • Ernest Hemingway Home and Museum - 15 min walk - 1.3 km
  • Smathers Beach - 4 min drive - 2.0 km
  • Mallory Square - 4 min drive - 2.4 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 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!!?

Checkout 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 holiday 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 mile (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. 156 out of 189 reviews
Rating 8 - Good. 24 out of 189 reviews
Rating 6 - Okay. 7 out of 189 reviews
Rating 4 - Poor. 0 out of 189 reviews
Rating 2 - Terrible. 2 out of 189 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Cathy K.

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

Great gathering and memory making home away from home

We recently celebrated my sister in law’s 60th birthday with a trip to Key West. Our niece and nephew joined us along with their significant others. The home was large enough to accommodate us all, close to Duval and all Old Key West attractions and the backyard pool and deck were wonderful and relaxing.
Stayed 5 nights in Mar 2025

10/10 Excellent

Debbie W.

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

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, check-in, communication, location, listing accuracy

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

Jennifer G.

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

A Gem!

This property was perfect. The house itself is lovely and has a great set up. 4 bedrooms (one is in a little attached cottage outside). The pool is a very nice addition. The home is located a little bit off the beaten track, so it is quiet. It is in walking distance of everything. We would definitely stay here again!walkingof
Stayed 3 nights in Jan 2025

10/10 Excellent

Tara G.

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

Antique dreamy Key West gem🩵

We really love this place. The pool is excellent and well heated! We swam even on the one cold day we had. Really great customer service and response from the management. Everything was clean and well maintained and worked! Definitely a Key West dream house with the old timey historic feel that we all love about the island…and a great pool.
Stayed 7 nights in Dec 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

Teresa A.

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

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

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

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

8/10 Good

Verified traveller

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

Parking not available even though it was listed

Listing on VRBO said there was parking with this property. Upon arrival there did not appear to be any. Contacted property manager and she said that parking was not available. Sent her a screenshot of listing saying parking is available. She informed her marketing department which said it was checked that parking was not available. However on the VRBO site it said it was. This was a huge disappointment as we had people with mobility issues.
Stayed 2 nights in Mar 2025

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

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

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

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

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

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

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

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

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

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

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

10/10 Excellent

Irina S.

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

Vacation with family friends

Stayed for a week and had a great time. Lovely house, amazing pool, great location. Highly recommend.
Stayed 6 nights in Apr 2021
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

Michelle M.

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

Great house for a larger group

Wonderful accommodations, the pool was perfect! Thanks for sharing....would definitely stay again! Only negative was finding parking, but I think that would be true anywhere!
Stayed 3 nights in Sep 2019

8/10 Good

Terri A.

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

A Good Find on Key West

My family enjoyed our stay at Captain’s Quarters. The children especially enjoyed the heated pool and there was adequate room for the seven of us. The bedding was comfortable and it was handy that all of the bedrooms had TVs. There is normally places to park out front if one happens to have a golf cart. There are some issues that need to be addressed and we had many electrical plugs that were very old and wouldn’t work so charging phones became an issue. … It could use a freshen up as window treatments are falling down off the French doors and it just looks like there needs to be a redo by the owners to justify the cost. We are used to staying in nicer places, but I understand that KW is not like staying at The Four Seasons. It’s
Stayed 4 nights in Dec 2024