Entire home

Oversized home for the whole family w/private pool & dock

Holiday home with private pool, near Duval Street

Photo gallery for 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
  • Free WiFi

Explore the area

View map
  • Place, Duval Street
  • Place, Southernmost Point
  • Place, Mallory Square
  • Airport, Key West, FL (EYW-Key West Intl.)

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Single Beds

Bedroom 4

+2
6 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

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.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi

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House Rules

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

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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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. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with cycling and ecotours.
Map
Key West, FL

What's nearby

  • Duval Street - 20 min walk - 1.7 km
  • Smathers Beach - 4 min drive - 2.0 km
  • Southernmost Point - 4 min drive - 2.1 km
  • South Beach - 4 min drive - 2.1 km
  • Mallory Square - 5 min drive - 2.3 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 7 min drive

Restaurants

  • ‪Circle K - ‬9 min walk
  • ‪Sandy's Café - ‬10 min walk
  • ‪Dions Truman & White - ‬8 min walk
  • ‪Dairy Queen - ‬11 min walk
  • ‪Mangia Mangia - ‬12 min walk

Frequently asked questions

Is 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 Oversized home for the whole family w/private pool & dock?

Check-in begins at 4:00 PM.

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

Checkout is at 10:00 AM.

Where is 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. Southernmost Point and Mallory Square are also within 2 miles (3 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. 123 out of 137 reviews
Rating 8 - Good. 12 out of 137 reviews
Rating 6 - Okay. 2 out of 137 reviews
Rating 4 - Poor. 0 out of 137 reviews
Rating 2 - Terrible. 0 out of 137 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Jean K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful and spacious home. It was perfect for our vacation. Wish the pool had a vacuum available.
Stayed 7 nights in Oct 2025

10/10 Excellent

Andrew B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Large and clean home in a good location
Stayed 3 nights in Jul 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Debra G.

Awesome Stay Love this Place

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 love this unit so much--lots of room, comfortable, clean, and so relaxing. And we love to have our boat right near us in our boat slip, for fishing and sunset cruises. Was a great trip
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

maggie C.

Amazing girls 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: The house was wonderful and very updated! All the amenities you could ask for. Very close to main stops in key west! Would definitely recommend for a girls trip!

10/10 Excellent

Steve R.

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

Wonderful house in a great location.

All good. Easy in easy out. Great location, loved Macs bar and grill up the street. Beautiful home
Stayed 5 nights in Apr 2025

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

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

Sally B.

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

Perfect location for a family gathering

Had so much fun in this idyllic location . House was spacious and well equipped .
Stayed 7 nights in Apr 2023
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!
This review comes from a trusted partner site and has not been verified.

8/10 Good

Cindy V.

Nice large home fir group.

Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Really nice area just over a Mike from Duvall. House was equipped with everything (except coffee). Pool was heated which was great. Beds were comfortable.
Stayed 3 nights in Nov 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Dave H.

Large Home With Amenities Convenient to Island Attractions

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our group of 8 adults appreciated the home’s convenient location of walking or biking to Duval Street or water activities. A fully stocked kitchen and gas grill allowed us to stay in most evenings and cook simple meals. The large home sleeps up to 12 and has outdoor space, including a plunge pool, that allows everyone being comfortable.
Stayed 4 nights in Jan 2022
This review comes from a trusted partner site and has not been verified.

8/10 Good

Kyle T.

Nice house, bad beds

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very Large and beautiful home with plenty of space, and clean. The only thing I can complain about is the beds. All of the beds inside this house were very stiff, and cheap feeling. I figured that by paying $4200 for a two night stay, I would atleast have a bed that didn’t feel like plywood
Stayed 2 nights in Sep 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kathy K.

Captains Daughter

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: Great vacation home. Perfect location but my one complaint was the lack of kitchen towels. I know it seems petty, but one kitchen dish towel for 11 people? I went to the Dollar Tree to buy a couple more. There were also no coffee filters. I bought some of those too. Again small little things but necessary items. The house is beautiful and if we should come to Key West again, would most definitely stay there again. Plenty of room for a large family to spread out. I recommend The Captains Daughter!
Stayed 5 nights in Jun 2021

10/10 Excellent

Alicia H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was perfect for 11 of us…4 wonderful bedrooms…and an open room that slept the 3 extras. Four bathrooms was awesome…one suggestion is to add a full length mirror/big mirror in the open top room!
Stayed 4 nights in Oct 2025

10/10 Excellent

Kelly M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place for large group! Clean, well maintained. Great location.
Stayed 6 nights in Aug 2025

10/10 Excellent

marina s.

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

Gorgeous property

This property was absolutely wonderful. The house comes with basically everything you will need. The location is phenomenal close to everything a fully equipped kitchen for those days. You don’t want to go out to eat. My only crêpe is all of my family members, including myself complained about the beds. ALL of the adult bedrooms were extremely uncomfortable.Please invest in a better quality of mattress or provide mattress toppers. Nobody wants to wake up from back and shoulder pain on vacation every single day.
Stayed 4 nights in Jun 2025

8/10 Good

Verified traveller

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

MC

It met all our needs. Loved the location!! Particularly loved the great room off the kitchen…great family times were had by all!
Stayed 5 nights in May 2025

8/10 Good

Cheryl B.

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

Our Easrer weekend

The house was a perfect size for our family and the pool was a big hit with the kids.
Stayed 3 nights in Apr 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

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

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

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

About the host

Hosted by Javier Garrido

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Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests