Entire home

Captain's Daughter: Oversized home for the whole family w/private pool & dock

Photo gallery for Captain's Daughter: Oversized home for the whole family w/private pool & dock

Exterior
Pool
3D Captains Daughter
Living area
Living Room

Reviews

9.8 out of 10
Exceptional
5 bedrooms4 bathroomsSleeps 12287.0 sq m

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Pet-friendly
  • Barbecue grill

Explore the area

Map
Key West, Florida
  • Duval Street
    ‪18 min walk‬
  • Smathers Beach
    ‪4 min drive‬
  • Mallory Square
    ‪4 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪5 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Single Beds

Bedroom 4

4 Single Beds

Bedroom 5

1 King Bed

4 bathrooms

Bathroom 1

+1
Bathtub · Bidet · Toilet · Shower only · Jetted bathtub

Bathroom 2

Toilet · Shower only

Bathroom 3

Bathtub or shower · Bathtub · Toilet · Shower only

Bathroom 4

Bathtub or shower · Bathtub · Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Dining area

About this property

Captain's Daughter: Oversized home for the whole family w/private pool & dock

"Captain's Daughter” is a spacious home with the ability to sleep a large group comfortably, a private pool and tropically furnished yard, a prime Old Town location, and a private 43’ boat slip.

Through the sliding glass doors of the living area is the private back yard complete with a large deck and a private pool. There are chaise lounges by the heat-optional pool when it’s time for a swim and some sun. A full outdoor dining set by the pool can comfortably sit 6. Cross the parking lot of this private complex to the docks where you will find your own boat slip.

The perks of this little-known location are many: walking distance to the family friendly Bayview Park and Fausto's a local grocery store. All while still being tucked away in your own quiet neighborhood. This home includes plenty of off-street parking.

The master bedroom is on the second level and has a King-sized bed, a large flat-screen TV, plenty of dresser space, and a private balcony overlooking the water. The master bathroom is en-suite with dual sinks, a large soaking tub, a glass and marble shower. The second bedroom is also on the second living level, and has a Queen sized bed, a flat-screen TV, and a private balcony. The second bathroom is also en-suite and has a tub/shower. The third level can sleep a total of 6: there is a private bedroom with two twin beds that can convert to a King upon request, and an open room with another 4 twin beds, which can convert to 2 King sized beds upon request. The third level accommodations share one full bathroom with a tub/shower. The fifth bedroom is on the main floor and has a King size bed and is also en-suite with access to the bathroom through the hallway as well. Additional sleeping area is available in the living room, as the sofa pulls out into a Queen bed. There is also a full bath off the living room next to the bedroom on the main floor.

Amenities: Washer & Dryer, Central Heat and A/C, Ceiling Fans, Off-Street Parking, Flat Screen State-of-the Art HD TVs in all bedrooms and main living area, Fully Equipped Chef’s Kitchen with Gourmet Appliances, Private Heated Pool, Private Boat Slip, Large BBQ Grill, Linens and Towels provided. Interim housekeeping provided upon request. Wireless high-speed Internet access and full cable is included. This property will accommodate 10-12 adults.

2023: New custom dining table, new couches and chairs, new carpeting as well as new LVT on stair treads and landings!

RATES: we have 3 night (not always available) and 4 night rates available. We also have a 7 night and 21+ night discounted rate (automatically provided with dates).

DOG FRIENDLY. Please contact us to confirm specific pet policies.

Property manager

Javier Garrido
Premier Host

Languages

English, Spanish

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet-friendly
Free WiFi

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 4:00 PM
Minimum age to rent: 31
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed
default

Smoking

Smoking is not permitted

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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Key West

Located by the ocean, this holiday home is in Meadows, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Florida Keys Beaches. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
Map
Key West, Florida

What's nearby

  • Duval Street - 18 min walk - 1.5 km
  • Smathers Beach - 4 min drive - 2.2 km
  • Southernmost Point - 4 min drive - 2.3 km
  • Mallory Square - 4 min drive - 2.4 km
  • South Beach - 8 min drive - 2.2 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 5 min drive

Restaurants

  • ‪Sandy's Cafe - ‬9 min walk
  • ‪Off the Hook Grill - ‬17 min walk
  • ‪El Siboney Restaurant - ‬15 min walk
  • ‪Dante's Key West - ‬18 min walk
  • ‪Harpoon Harry's - ‬18 min walk

Frequently asked questions

Is Captain's Daughter: Oversized home for the whole family w/private pool & dock pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Captain's Daughter: Oversized home for the whole family w/private pool & dock?

Check-in begins at 4:00 PM.

What time is check-out at Captain's Daughter: Oversized home for the whole family w/private pool & dock?

Checkout is at 10:00 AM.

Where is Captain's Daughter: Oversized home for the whole family w/private pool & dock located?

Located in Meadows, this holiday home is within 1 mile (2 km) of The Unitarian Universalist Fellowship of Key West, Duval Street and Ernest Hemingway Home and Museum. Florida Keys Beaches and Clarence S. Higgs Memorial Beach Park are also within 1 mile (2 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 114 out of 126 reviews
Rating 8 - Good. 10 out of 126 reviews
Rating 6 - Okay. 2 out of 126 reviews
Rating 4 - Poor. 0 out of 126 reviews
Rating 2 - Terrible. 0 out of 126 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Jennifer C.

Liked: Cleanliness, check-in, communication, listing accuracy
Third time
We've stayed at this property 3 times and we love it. Prefect size. Great communication
Stayed 4 nights in Mar 2025

10/10 Excellent

Michael G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic Place
Nice spacious property. Comfortable and clean. Plenty of space a great location if you prefer a little more quiet for evenings. Would definitely stay again.
Stayed 3 nights in Mar 2025

10/10 Excellent

LeAnn A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Place!
Beautiful home with everything needed for a fun family vacation
Stayed 3 nights in Mar 2025

10/10 Excellent

Emmet M.

Stayed 3 nights in Jan 2025

10/10 Excellent

Cori B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Exactly what we were looking for!
Our stay was absolutely incredible. The condo was bigger than we were expecting so we had plenty of room to spread out and relax. The property management website was super helpful and the customer service was amazing as well! Nothing but good reviews from everyone who stayed there!
Stayed 3 nights in Jan 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Marybeth B.

Awesome vacation 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 Captain's Daughter in Key West was absolutely perfect for my family in every way. My elderly mom loved the Master suite on the first floor, my husband and kids loved the pool and the overall layout and space gave everyone enough room for privacy and a great area for family gathering. Just a short walk to Duval street and all the great shops and restaurants. We would definitely go back!

10/10 Excellent

Yvonne M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Birthday bash
We celebrated my husband’s birthday. The house was very clean and comfortably accommodated our party of 10 adults. We were able to check in early which was perfect. The website description did include a hot tub, however there was not hot tub but a jetted tub. Manager apologized and stated it is a software issue. Overall, very nice house. We enjoyed our stay.
Stayed 3 nights in Dec 2024

10/10 Excellent

Joann S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Nov 2024

10/10 Excellent

James S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfection!
Very large, modern, and quiet home, perfect for a large family vacation! It made our 7 days on Key West the best!
Stayed 7 nights in Nov 2024

10/10 Excellent

Melinda H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
60th Birthday party weekend
House was amazing! The house was clean and stocked with basic necessities even found a few tide pods for laundry. Perfect for a girls weekend party of 12. We will definitely rent this house again on our next trip to Key West!
Stayed 4 nights in Oct 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Leah B.

Fantastic weekend!
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 rental was awesome. There is so much space, very clean and a great location. Can’t wait to go back!
Stayed 3 nights in Sep 2024

10/10 Excellent

patsy w.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home!
Location is excellent. Home is very spacious, and the pool area is a little oasis. Hope to be back next year!
Stayed 7 nights in Aug 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Debra G.

Lots of Room for Family; Mini Lobster week
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: Had plenty of room for all of us-beds comfy, and enjoyed having our boat slip nearby and swimming in the pool. Microwave was a little complicated to start, and is a need for a can-opener in the kitchen.

8/10 Good

Carrie K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jun 2024

8/10 Good

Beth D.

Liked: Check-in, communication, location, listing accuracy
Stayed 5 nights in Apr 2024

10/10 Excellent

Jackie J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location
House was clean, comfortable and described accurately. Communication was easy and precise. Party of 11 never felt crowded.
Stayed 7 nights in Jun 2024

8/10 Good

Mike P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great for large group
Had a good time
Stayed 5 nights in Jun 2024

10/10 Excellent

Carolyn L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A Great Stay with Friends
The Captain's Daughter was the perfect venue for an extended weekend getaway with friends. The house was spacious, clean, and exactly what we needed! Would definitely stay there again for future trips.
Stayed 3 nights in May 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ryan H.

Memorial Day Weekend Trip
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 we expected and then some. Great trip
Stayed 3 nights in May 2024

10/10 Excellent

Kelly R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great for Large Group
We were a group a women on a friends trip and had plenty of space. House was very clean. We walked, took the KW Free Shuttle and Ubered to Duval. All are reasonable options. Pool was clean and neighbors were very nice. We used Kelly “ The Concierge Girl” to prestock our fridge before arrival which was very helpful to get our trip started. She was recommended by the management company.
Stayed 4 nights in Apr 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Bryan H.

Great 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: We’ve rented from Key West vacation homes multiple times, and it continues to be a great experience. The house is just as described, everything was spotless, and their service level is fantastic.

10/10 Excellent

Debbie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Captains Daughter
When the listing said property had a dock I assumed it would have a water view. It didn’t. That being said the pool and backyard were very nice. The house was well appointed and very clean. Lots of towels, extra pillows and blankets available. Water pressure and warm water was adequate. Two off street parking spots at the front door and plenty of off street parking always available. Would rent this property again
Stayed 4 nights in Mar 2024

10/10 Excellent

Peter S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
First time, we’ll be back
We were in town for a wedding with a group of friends and have a perfect stay at the house! Can’t wait to come back again. Good location, spacious main room and comfy beds
Stayed 3 nights in Feb 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Nicholas S.

Great Holiday Weekend in a Spacious Hom
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 was in a great location with plenty of space for all the guests. We would definitely seek this place out again next time traveling down to Key West
Stayed 3 nights in Feb 2024
This review comes from a trusted partner site and has not been verified.

8/10 Good

Pamela H.

Captain's Daughter Key West Girls Week
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was somewhat unhappy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We truly enjoyed our stay at the Captain’s Daughter. It was just what we wanted for our large group. The pool was nice, the beds were comfortable, it was clean and well maintained. The instructions were easy to understand and communicated extremely well. It was just a little too far from the activities that we wanted to enjoy. Here are our concerns:• Downstairs bedroom door doesn’t slide on the track or close easily. We shut the door, then never touched it again. We entered and exited via the bathroom• Downstairs bathroom needs towel racks for both sink and shower.• Downstairs bathroom could use a shower caddy, or corner shelves to hold essentials like soap, shampoo, conditioner, etc.• Downstairs bathroom shower head didn’t have enough pressure periodically • Downstairs bedroom clock doesn’t have plugs for phone chargers (those with a USB port).• Kitchen microwave is too complicated. Not clearly marked. Thought it was a 2nd stove/oven at first.• Kitchen refrigerator ice dispenser lever is practically invisible. Difficult to dispense ice and water• Get 2-ply toilet paper!• Palm tree outside has coconuts that are fruiting directly above the chairs by the pool. If anyone is sitting there if they fall, someone could get seriously hurt.• Additional mirrors on the upper floors. The 3rd floor only had 1 mirror in the bathroom.
Stayed 4 nights in Jan 2024

About the host

Hosted by Javier Garrido

Host profile image

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests