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

Top rated by guests
Exterior
Dining
Private kitchen
Kitchen
Pool
review stars
10Outstanding
(147 Ratings)
The properties were spacious, clean, and well-equipped with beautiful pools and convenient locations. The hosts and management team were exceptional and responsive, making the stays memorable and enjoyable.
From real guest reviews summarized by AI
Don't miss out! Price and availability may change
10 / 10
Outstanding(147 Ratings)

House in Key West, FL

12 guests · 5 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental

"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.

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

Non-smoking
Pets allowed
Family friendly

Map of Key West, FL


Ratings and reviews

10 / 10
Outstanding(147 Ratings)
review starsSummary of reviews
The properties were spacious, clean, and well-equipped with beautiful pools and convenient locations. The hosts and management team were exceptional and responsive, making the stays memorable and enjoyable.
From real guest reviews summarized by AI
10 / 10Outstanding·May 2026
This place was fantastic! Perfect size for our group of 10, excellent A/C, beautiful pool and patio, comfy King beds, nice bathrooms, and a great walking distance to Duval. Quick Uber/Lyft rides all over the island. Easy check-in and super appreciative of the extra hour we were given to check out. Would go back here in a heartbeat.
10 / 10Outstanding·Apr 2026
Everything about this property was exceptional! The location is perfect—close to all the key points in Key West. Just a quick golf cart ride away from the beaches, Duval Street, and shopping, yet the property itself is in a quiet, private setting, providing the best of both worlds. The pool was warm, clean, and a perfect place to unwind. The house itself was immaculate, offering plenty of space for everyone to relax. It was an ideal choice for our multi-family vacation, and we couldn't have asked for a better experience. Highly recommend this property for anyone looking to enjoy the best of Key West in a peaceful and luxurious setting!
10 / 10Outstanding·Mar 2026
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.
6 / 10Average·Oct 2023
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.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Oversized home for the whole family w/private pool & dock. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

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

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Oversized home for the whole family w/private pool & dock?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.