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

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

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 123089 sq ft

Popular amenities

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

Explore the area

Map
Key West, Florida
  • Duval Street
    ‪20 min walk‬
  • Southernmost Point
    ‪4 min drive‬
  • Smathers Beach
    ‪4 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪6 min drive‬

Room options

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About the neighborhood

Key West

Located in Meadows, this vacation home is within a mile (2 km) of popular sights such as Duval Street and Ernest Hemingway Home and Museum. The vacation home includes a private pool, a kitchen, and a balcony.

What's nearby

  • Duval Street - 20 min walk - 1.1 miles
  • Ernest Hemingway Home and Museum - 4 min drive - 1.3 miles
  • Southernmost Point - 4 min drive - 1.3 miles
  • Smathers Beach - 4 min drive - 1.3 miles
  • Mallory Square - 4 min drive - 1.5 miles

Getting around

  • Key West Intl. Airport (EYW) - 7 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 - ‬17 min walk
  • ‪Harpoon Harry's - ‬18 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.
The vacation home is air-conditioned and features a kitchen, 4 bathrooms, and a balcony, and there's space to spread out with 5 bedrooms. Guests can expect to find free WiFi and a Smart TV with a DVD player. The bathroom offers a jetted tub, hair dryers, and bidets. Other standard amenities include a private pool, a washer/dryer, and a private yard. Housekeeping is available on request.

Property manager

Javier Garrido

Languages

English, Spanish

Similar properties

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

  • Smoking not allowed

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

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

  • This property welcomes pets
  • Service animals exempt from fees

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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 31

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

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

Frequently asked questions

What can I see within easy reach of this vacation home?

This vacation home is situated in Meadows, just steps from The Unitarian Universalist Fellowship of Key West, and within a 10-minute walk of Studios of Key West and Key West Burlesque Theater. You'll also find Duval Street and Florida Keys Beaches within a short drive.

Is parking available on site at this vacation home?

No, this vacation home doesn't offer parking.

Is there a spa at this vacation home?

Spa services at the vacation home include massages.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.

What do couples enjoy most about Oversized home for the whole family w/private pool & dock?

There are many amenities for couples at this vacation home, including a private pool and access to a chef in each accommodation with some featuring ocean views.

Are there hot tubs at Oversized home for the whole family w/private pool & dock?

No, but all accommodations at this vacation home have jetted bathtubs.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

Although pets can't stay for free, they are welcome at this vacation home.

Are there connecting rooms at this vacation home?

No, there aren't connecting rooms at this vacation home.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 2.9 mi away (7 minutes by car).

Are there rooms with balconies that I can book at Oversized home for the whole family w/private pool & dock?

Yes, every accommodation at Oversized home for the whole family w/private pool & dock comes with a balcony with some featuring ocean views.

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 118 out of 132 reviews
Rating 8 - Good. 12 out of 132 reviews
Rating 6 - Okay. 2 out of 132 reviews
Rating 4 - Poor. 0 out of 132 reviews
Rating 2 - Terrible. 0 out of 132 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

marina s.

Liked: Cleanliness

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

10/10 Excellent

Cheryl R., Washington, DC

Liked: Cleanliness
Stayed 4 nights in May 2025

8/10 Good

Verified traveler

Liked: Cleanliness

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

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

Steve R.

Liked: Cleanliness

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., Fort Lauderdale

Liked: Cleanliness

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

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

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

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

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
Stayed 3 nights in Nov 2024

10/10 Excellent

James S.

Liked: Cleanliness

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

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

patsy w.

Liked: Cleanliness

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

8/10 Good

Carrie K.

Liked: Cleanliness
Stayed 7 nights in Jun 2024

8/10 Good

Beth D.

Stayed 5 nights in Apr 2024

10/10 Excellent

Jackie J.

Liked: Cleanliness

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

Great for large group

Had a good time
Stayed 5 nights in Jun 2024

10/10 Excellent

Carolyn L.

Liked: Cleanliness

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

Kelly R.

Liked: Cleanliness

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

10/10 Excellent

Debbie P.

Liked: Cleanliness

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

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

jocelyn i.

Liked: Cleanliness

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

Jason R.

Liked: Cleanliness

Great place to stay

The house was amazing. We will definitely booo this house again next year.
Stayed 3 nights in Jul 2023