Title: Oversized home for the whole family w/private pool & dock - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Oversized home for the whole family w/private pool & dock Vacation home with private pool, near Duval Street ## Photo gallery for Oversized home for the whole family w/private pool & dock ![A heated pool - Oversized home for the whole family w/private pool & dock (Key West)](https://images.trvl-media.com/lodging/20000000/19840000/19838500/19838410/1b8572da.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - Oversized home for the whole family w/private pool & dock (Key West)](https://images.trvl-media.com/lodging/20000000/19840000/19838500/19838410/01c10f86.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, DVD player - Oversized home for the whole family w/private pool & dock (Key West)](https://images.trvl-media.com/lodging/20000000/19840000/19838500/19838410/c18fcc99.jpg?impolicy=resizecrop&rw=297&ra=fit) ![5 bedrooms, iron/ironing board, free WiFi, bed sheets - Oversized home for the whole family w/private pool & dock (Key West)](https://images.trvl-media.com/lodging/20000000/19840000/19838500/19838410/57411a4b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Oversized home for the whole family w/private pool & dock (Key West)](https://images.trvl-media.com/lodging/20000000/19840000/19838500/19838410/1b722aea.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Located close to Duval Street and Ernest Hemingway Home and Museum, Oversized home for the whole family w/private pool & dock provides golfing on site, laundry facilities, and babysitting service. Treat yourself to a massage or other spa services. Stay connected with free in-room WiFi. ## Reviews 9.8 Exceptional ### Entire home 5 bedrooms4 bathroomsSleeps 123089 sq ft ## Popular amenities - Kitchen - Washer - Dryer - Parking available - Barbecue grill ## Add dates for prices Check-in Check-out Travellers ## 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. ## 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 ## Similar properties ![Beach](https://images.trvl-media.com/lodging/22000000/21710000/21702000/21701928/d5ab3b18.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Three Condos w/ Entertainment, Private Parking & Beach Nearby - Great for Groups Old Town Key West - Kitchen - Free WiFi - Air conditioning - Laundry 9.6 Exceptional 57 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-27&endDate=2025-12-28&selected=21701928&PinnedHotelID=21701928&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/22000000/21620000/21614200/21614137/4a7f512d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### \*\*SWEET HOME ANGELITA @ OLD TOWN\*\* Renovated Home Off Duval + LAST KEY SERVICES Old Town Key West - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 33 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-27&endDate=2025-12-28&selected=21614137&PinnedHotelID=21614137&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38110000/38105400/38105324/e8d07f4c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 4-Bed, 4.5 Bath Condo & Bayfront Suites - NO CLEANING FEE (Non-Waterfront) Meadows - Kitchen - Washer - Dryer - Free WiFi 9.8 Exceptional 124 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-27&endDate=2025-12-28&selected=38105324&PinnedHotelID=38105324&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36790000/36780400/36780369/2744d16d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Oceanfront 4-Bed 3-Bath home with pool Northside Resort - Ocean view - Pool - Kitchen - Washer 9.6 Exceptional 80 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-27&endDate=2025-12-28&selected=36780369&PinnedHotelID=36780369&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV](https://images.trvl-media.com/lodging/77000000/76670000/76669300/76669278/310ce0f7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront Anchor House with Boat Basin & Ramp! 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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 area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.56007%2C-81.78917&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=ZF69CWux1mlcm55HcnbmWF2NaeM=) Key West, FL #### What's nearby - Key West Naval Station \- 1 min walk \- 0.2 km - Duval Street \- 18 min walk \- 1.6 km - Ernest Hemingway Home and Museum \- 4 min drive \- 2.1 km - Southernmost Point \- 4 min drive \- 2.1 km - South Beach \- 4 min drive \- 2.1 km #### Getting around - Key West Intl. Airport (EYW) - 7 min drive #### Restaurants - ‪Circle K - ‬9 min walk - ‪Sandy's Café - ‬10 min walk - ‪Dions Truman & White - ‬8 min walk - ‪Mangia Mangia - ‬12 min walk - ‪Dairy Queen - ‬11 min walk ## Frequently asked questions ### Is Oversized home for the whole family w/private pool & dock pet-friendly? ### How much is parking? ### What time is check-in at Oversized home for the whole family w/private pool & dock? ### What time is check-out at Oversized home for the whole family w/private pool & dock? ### Where is Oversized home for the whole family w/private pool & dock located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Oversized home for the whole family w/private pool & dock Reviews ## Reviews 9.8 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 124 8 - Good 12 6 - Okay 2 4 - Poor 0 2 - Terrible 0 ### 10/10 Cleanliness ## Reviews ### 10/10 Excellent #### Kelly M. Aug 20, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Great place for large group! Clean, well maintained. Great location. ##### Kelly M. Stayed 6 nights in Aug 2025 ### 10/10 Excellent #### Andrew B. Jul 21, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Large and clean home in a good location ##### Andrew B. Stayed 3 nights in Jul 2025 ### 10/10 Excellent #### LeAnn A. Mar 14, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Place! Beautiful home with everything needed for a fun family vacation ##### LeAnn A. Stayed 3 nights in Mar 2025 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Debra G. Aug 4, 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 ##### Debra G. ### 8/10 Good #### Verified traveller May 27, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### MC It met all our needs. Loved the location!! Particularly loved the great room off the kitchen…great family times were had by all! ##### Verified traveller Stayed 5 nights in May 2025 ### 8/10 Good #### Cheryl B. May 2, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Our Easrer weekend The house was a perfect size for our family and the pool was a big hit with the kids. ##### Cheryl B. Stayed 3 nights in Apr 2025 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### maggie C. Jun 26, 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! ##### maggie C. ### 10/10 Excellent #### Michael G. Mar 20, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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. ##### Michael G. Stayed 3 nights in Mar 2025 ### 10/10 Excellent #### Steve R. Apr 18, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful house in a great location. 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 ### 10/10 Excellent #### Cori B. Feb 4, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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! ##### Cori B. Stayed 3 nights in Jan 2025 ### 10/10 Excellent #### Jennifer C. Mar 27, 2025 Liked: Cleanliness, check-in, communication, listing accuracy #### Third time We've stayed at this property 3 times and we love it. Prefect size. Great communication ##### Jennifer C. Stayed 4 nights in Mar 2025 ### 10/10 Excellent #### Carolyn L. Jun 4, 2024 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. ##### Carolyn L. Stayed 3 nights in May 2024 ### 10/10 Excellent #### James S. Nov 30, 2024 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! ##### James S. Stayed 7 nights in Nov 2024 ### 8/10 Good #### Mike P. Jun 21, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great for large group Had a good time ##### Mike P. Stayed 5 nights in Jun 2024 ### 10/10 Excellent #### patsy w. Sep 1, 2024 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! ##### patsy w. Stayed 7 nights in Aug 2024 ### 10/10 Excellent #### Jason R. Aug 2, 2023 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. ##### Jason R. Stayed 3 nights in Jul 2023 ### 10/10 Excellent #### Sally B. Apr 29, 2023 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 . ##### Sally B. Stayed 7 nights in Apr 2023 ### 10/10 Excellent #### marina s. Jun 11, 2025 Liked: Cleanliness, check-in, location, listing accuracy #### 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. ##### marina s. Stayed 4 nights in Jun 2025 ### 10/10 Excellent #### Peter S. Mar 10, 2024 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 ##### Peter S. Stayed 3 nights in Feb 2024 ### 10/10 Excellent #### Melinda H. Oct 30, 2024 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! ##### Melinda H. Stayed 4 nights in Oct 2024 ### 10/10 Excellent #### erica p. Jul 10, 2021 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. ##### erica p. Stayed 7 nights in Jul 2021 ### 10/10 Excellent #### Mike C. Oct 11, 2019 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent for 3+ families with children Great large home, as described, clean and well maintained. Easy check-in, nice kitchen, large rooms plenty of space. Highly recommend! ##### Mike C. ### 10/10 Excellent #### Jackie J. Jul 7, 2024 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. ##### Jackie J. Stayed 7 nights in Jun 2024 ### 10/10 Excellent #### Steven B. Jun 5, 2023 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 ##### Steven B. Stayed 3 nights in Jun 2023 ### 10/10 Excellent #### Jennifer C., Fort Lauderdale Jun 17, 2023 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 ##### Jennifer C. 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