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

A heated pool
Fridge, microwave, oven, stovetop
5 bedrooms, iron/ironing board, free WiFi, bed sheets
Interior
Exterior

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 12287 sq m

Popular amenities

  • Washer
  • Pet friendly
  • Barbecue grill
  • Pool
  • Outdoor Space
  • Free WiFi

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 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).

Property manager

Javier Garrido

Languages

English, Spanish

Property amenities

Pool/Spa

  • Private pool
  • Heated pool
  • Massages

Internet

  • Free WiFi, with speed of 250+ Mbps (good for 3–5 people or up to 10 devices)

Parking and transportation

  • Onsite parking

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Coffee/tea maker
  • Cookware/dishes/utensils
  • Ice maker
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bed sheets provided

Bathrooms

  • 4 bathrooms
  • Bathtub or shower
  • Jetted bathtub
  • Bidet
  • Hair dryer
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Smart TV with cable/satellite service
  • DVD player

Outdoor areas

  • Balcony
  • Yard
  • Barbecue grill

Laundry

  • Washing machine and dryer

Comfort

  • Air conditioning

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Concierge services
  • Housekeeping (on request)
  • Chef
  • Iron/ironing board
  • Phone
  • Local meal delivery service

Location highlights

  • Near the ocean
  • Near the sea
  • Near a hospital

Things to do

  • Fitness facilities nearby
  • Tennis on site
  • Golfing on site
  • Basketball nearby
  • Scuba diving nearby
  • Cycling nearby
  • Marina nearby
  • Sailing nearby
  • Swimming nearby
  • Fishing nearby
  • Golf nearby
  • Ecotours nearby

Safety features

  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • First aid kit
  • Deadbolt lock

General

  • Unit size: 3089 sq ft (287 sq m)

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 31

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 allowed
Service animals are welcome, and are exempt from fees

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

Oversized Oldtown Home Whole Family Dock House Key West
Oversized Oldtown Home Whole Family Dock House
Oversized Oldtown Home Whole Family Dock Key West
Oversized Oldtown Home Whole Family Dock
Oversized Oldtown Home Whole Family Dock House Key West
Oversized Oldtown Home Whole Family Dock House
Oversized Oldtown Home Whole Family Dock Key West
Oversized Oldtown Home Whole Family Dock House Key West
Oversized Oldtown Home Whole Family Dock House
Oversized Oldtown Home Whole Family Dock Key West
Oversized Oldtown Home Whole Family Dock
2328-139622

About the neighborhood

Map
Key West, Florida

What's nearby

  • Duval Street - 18 min walk
  • Ernest Hemingway Home and Museum - 3 min drive
  • Smathers Beach - 4 min drive
  • Southernmost Point - 4 min drive
  • Mallory Square - 4 min drive

Getting around

  • Key West Intl. Airport (EYW) - 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?

Check-out 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 vacation home is within 1 mi (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 mi (3 km).

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 110 out of 122 reviews
Rating 8 - Good. 10 out of 122 reviews
Rating 6 - Okay. 2 out of 122 reviews
Rating 4 - Poor. 0 out of 122 reviews
Rating 2 - Terrible. 0 out of 122 reviews

10/10

Cleanliness

Reviews

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

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

10/10 Excellent

Jason R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay
The house was amazing. We will definitely booo this house again next year.
Stayed 3 nights in Jul 2023

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

10/10 Excellent

Jennifer C., Fort Lauderdale

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect home
The home is spacious and stocked with everything you need. Love the private pool and bbq. Great for big families
Stayed 4 nights in Jun 2023

10/10 Excellent

Steven B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great House and Location
The quality, location, and amenities are only beaten by the accommodating property manager and friendly staff/communications. 5 stars all around
Stayed 3 nights in Jun 2023

10/10 Excellent

erica p.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great spot
The house had a great pool with shade and it was convenient to duval. The house was clean and well stocked.
Stayed 7 nights in Jul 2021
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Daniel A.

Summer Family Vacation
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 from cleanliness to communications to customer service to location was excellent

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

A guest from Narragansett, RI

gorgeous
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: perfect for our family. spacious and beautiful.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kim D., Jacksonville, FL USA

Great Home for Groups
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 was great, as expected, no issues.
Stayed 4 nights in Jul 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

asedf d.

Absolutely Fabulous
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 house and great location! The house was perfect for our family...plenty of room to spread out, and the pool was wonderful.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tracy L.

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 had a wonderful time in this beautiful home. The home was substantial. Extremely clean. The kitchen was stocked very well with everything we needed. We would recommend to friends and family.
Stayed 7 nights in Dec 2023
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

10/10 Excellent

Pat B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome Vaca House!
This is the perfect house for a group of friends or family. The house is super clean and well-stocked. We enjoyed the well-stocked kitchen and open family room, dining and kitchen. The bedrooms and bathrooms are numerous and roomy. It's super fun to hang out on the decks and pool. The walk to town is easy and interesting! Amazing host communicates all you need to know, as well as offers great suggestions for a fun visit.
Stayed 4 nights in Jan 2023

10/10 Excellent

jocelyn i.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Bday celebration
We had a fantastic time! Location is perfect for getting away from party area, but close enough to walk about a mile or so. The house included everything we needed for our two large families. The pool was nice and warm after we turned up the warmer due to chilly weather. Lots of beds to sleep everyone and plenty of beach towels too! We even stored our luggage at Office until our time to leave, which was a nice amenity! Our party was ages from 15-66 and everyone had a blast! Will be back!
Stayed 5 nights in Dec 2023

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Richard S.

Spacious home close to the town
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Had a great stay with my group. The house was very spacious and accommodating. Also any issues were resolved right away and our contact was very helpful with checkin and check out times for us. Close to the town, would highly reccomend for any big groups visiting Key west
Stayed 3 nights in Apr 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kathy E.

Our family vacation
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 were in the Navy in the late 60's and stationed in Key West for over two years. We have come back multiple times and each time it seems to get better. The Captain's Daughter was probably the best home we have ever rented. The pool was wonderful, the house exceeded our needs, the staff was exceptional, and we would love to come back again and again.
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.

10/10 Excellent

Cheryl A.

Beautiful 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: Captain's Daughter is well maintained, very spacious, conveniently located, and has plenty of parking. A perfect place for a gathering of family and/or friends. The property is not downtown but within walking/biking distance and is therefore quieter than staying closer in. All questions and concerns were answered promptly.
Stayed 6 nights in Feb 2020
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

Dana K.

Amazing Family Vacation
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 great, comfortable, and accommodating for our family vacation of ages of 6months and up! We had a family get-away for Memorial Weekend. We have adult kids and 2 grand kids. Everyone had space when needed, everyone set comfortable while we ate or played games, spent time by the pool. Close to everything! Always an Uber less than a minute away. Some rented scooters.
Stayed 4 nights in May 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Brooke O.

Great time in a 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: The house was great. Doug was very helpful, always answering my many questions quickly and friendly. The house itself was beautiful. The rooms were huge, beds were comfortable, and there was plenty of room for our large group. I like that the house had three floors, so the kiddos could go to bed early and the adults could have some fun downstairs. House was a great distance to town, not too far, but not too close. It was the perfect combination, and I look forward to going back!
Stayed 5 nights in Nov 2022
This review comes from a trusted partner site and has not been verified.

6/10 Okay

Jimmy L.

Great place! Unfortunate AC issue
Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great property and we really enjoyed our stay. Host was accommodating and communicative up until the trip. We had an issue with the AC where it broke a few days into our stay and caused us some problems — made the top two of three floors untenable. Unfortunately we haven’t heard back from them after we complained after the fact asking for some sort of refund. Seems to be a recurring problem for the unit. All in all tho a great property that I would recommend were it not for that issue.
Stayed 3 nights in Sep 2023