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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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.
Ernest Hemingway Home and Museum - 6 min drive - 2.4 km
Southernmost Point - 7 min drive - 2.4 km
South Beach - 7 min drive - 2.4 km
Getting around
Key West, FL (EYW-Key West Intl.) - 7 min drive
Restaurants
Dions Truman & White - 8 min walk
Circle K - 9 min walk
Sandy's Café - 10 min walk
Square Grouper Key West - 17 min walk
The Dive Bar Shirt Club - Grub House - 16 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.
How much does it cost to stay at Oversized home for the whole family w/private pool & dock?
As of 10 Apr, 2026, prices found for a 1-night stay for 2 adults at Oversized home for the whole family w/private pool & dock on 21 Apr, 2026 start from S$1,988, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Oversized home for the whole family w/private pool & dock?
On-site parking is available at the 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 Bayview Park, Duval Street and Ernest Hemingway Home and Museum. Florida Keys Beaches and Southernmost Point 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.
Amazing location and perfect space for large families. Very comfortable beds and quality towels, which is not very common.
Nichole G.
Stayed 3 nights in Feb 2026
From a partner site
10/10 Excellent
MJ P.
10 Mar, 2026
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:
Beautiful Home with lots of room for the whole family! We loved the big dining room table, spacious rooms and pool area to relax in.
Great house with ample space and beds. The pool was a nice touch and both the kitchen and table were large enough for dinners with 12 adults and children. The host also accommodated us checking into the property earlier than normal, which was a welcome perk after our redeye flights.
Beautiful home with everything needed for a fun family vacation
LeAnn A.
Stayed 3 nights in Mar 2025
From a partner site
10/10 Excellent
Robin S.
2 Dec, 2025
Great Key West 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:
Everything was exceptional. The staff were very friendly and accommodating. The house was exactly like the pictures, even better in person. The location was ok I would have liked to be a tad closer to Duval St but a mile away was not the worst. The house was very clean and so was the pool and the grounds. Highly recommend!
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!
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.
Michael G.
Stayed 3 nights in Mar 2025
From a partner site
10/10 Excellent
Debra G.
4 Aug, 2025
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
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.
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!
All good. Easy in easy out. Great location, loved Macs bar and grill up the street. Beautiful home
Steve R.
Stayed 5 nights in Apr 2025
From a partner site
10/10 Excellent
maggie C.
26 Jun, 2025
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!
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
Peter S.
Stayed 3 nights in Feb 2024
About the host
Hosted by Javier Garrido
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests