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
5 bedrooms, iron/ironing board, free WiFi, bed sheets
Exterior
Fridge, microwave, oven, stovetop
Smart TV, DVD player

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 12287 sq m

Popular amenities

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

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).

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

Property manager

Javier Garrido

Languages

English, Spanish

Add dates for prices

Property amenities

Pool/Spa

  • Heated pool
  • Massage
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Chef service
  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4 private bathrooms
  • Bathtub
  • Bathtub or shower
  • Bidet
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • DVD player
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Yard

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Concierge services
  • Housekeeping (on request)
  • Iron/ironing board
  • Meal delivery service
  • Phone

Location highlights

  • Near a hospital
  • Near the marina
  • Near the ocean

Things to do

  • Golf
  • Heated pool
  • Tennis
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby

Safety features

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

General

  • Housekeeping (on request)
  • Unit size: 3,089 square feet

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 - 1.5 km
  • Ernest Hemingway Home and Museum - 3 min drive - 2.0 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

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

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

Yes, this property has a pool. Pool types include heated pools.

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. Mallory Square is 1.6 mi (2.5 km) away.

Have a question?

AI iconBeta

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

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

Reviews

9.8

Exceptional

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

Reviews

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

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

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

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

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

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

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

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

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

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

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

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
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
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.

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

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
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

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