Features
Map
Availability
Review
Features
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PETS
Pet Friendly Service Animals Exempt From Fees -
SAFETY
Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property) -
BEDROOM
4 Bedrooms -
GENERAL
Unit Size: 2882 Sq Ft (268 Sq M) -
KITCHEN
Coffee/tea Maker Dishwasher Microwave Refrigerator -
LAUNDRY
Laundry Facilities Washing Machine And Dryer -
PARKING
Onsite Parking -
INTERNET
WiFi Available -
OUTDOORS
Balcony Barbecue Grill -
POOL/SPA
Private Pool -
BATHROOMS
3.5 Bathrooms Bathtub Or Shower Hair Dryer Outdoor Shower -
ENTERTAINMENT
TV -
CLIMATE CONTROL
Air Conditioning -
LOCATION HIGHLIGHTS
On The Waterfront -
SERVICES AND CONVENIENCES
Iron/ironing Board -
SUITABILITY/ACCESSIBILITY
Smoke-free Property
Map
Availability
Review
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Trevor C
Submitted Jun 15, 2026
Stayed Apr 30, 2026We had a great stay at Castaway on the Keys through iTrip. This house was a perfect home base for our family while we were down in Big Pine. We spent most of our trip fishing, diving, boating, and exploring, and the house had a ton of great features that made all of that really easy. The dock setup was one of the biggest highlights for us. Having secure dockage for two boats was a huge plus, and the location gave us quick access to the Gulf side mangroves, Atlantic fishing, bridge fishing, and plenty of places to explore by boat. For anyone coming down to fish or dive, this house is set up really well. The 5-gallon ice machine was also a great feature. It was just enough to help keep our coolers iced down, and we only had to buy ice a few times during the trip. The downstairs storage area was really helpful too, especially with all of our fishing gear, dive gear, coolers, and boat stuff. The house itself had plenty of room for our group and had a great laid-back Keys feel. We loved the pool, the outdoor kitchen, and the overall setup of the home. It was comfortable, easy to settle into, and worked really well for a family trip. iTrip was easy to work with and communicated well throughout the stay. Overall, we really enjoyed our time at Castaway on the Keys and made a lot of great memories there. It is a great spot for anyone looking for a relaxing Lower Keys getaway, especially if you plan to spend a lot of time on the water.
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tmn54
Submitted Mar 4, 2026
Stayed Feb 1, 2026We recently spent the month of February at Castaway on the Keys and the property is wonderful. The house is bright, spacious and well equipped. The beds are comfortable and the bathrooms are great. The entire house is clean and well maintained. The outside area is resort-like, with a heated pool, plenty of pool chairs, and great water front views. The upper and lower deck/patio areas are large and provide ample space for lounging, with two gas grills, ice machine and sink. We have spent a month in the Keys for the past six years, each in a different house in a different Key, and this is our favorite property - by far. The communication with the property's agent, iTrip, was timely and informative.
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walter N.
Submitted Sep 18, 2025
Stayed Aug 23, 2025Great rental property. Plenty of room, comfortable beds, wonderful bathrooms. Well stocked kitchen, The pool was wonderful and bar/grill area great. Access to a boat dock was a bonus as we enjoyed having a friends boat on the property. Great location, only 45 minutes to key west. Looking to rent again for next season.
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Robert G.
Submitted Aug 20, 2025
Stayed Jul 25, 2025The house works perfectly for us. This is the third year in a row we have rented this house. I even have it reserved for next year. For those that fish/dive and have a boat, what a great place to stay. The house is clean, AC works great, TVs in every room and the hosts are stellar.
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Submitted Mar 7, 2025
Stayed Nov 30, 2024Our whole family, all ages enjoyed this awesome home.
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Meg N.
Submitted Jul 26, 2024
Stayed Dec 31, 1969Castaway on the Keys was a great house for our family and friends to stay! The location on the water was peaceful and really convenient for fishing with the boat dock. The pool was a great size, and the outdoor space by the pool was everyone’s favorite for hanging out. The house was really well equipped for two families. The bedrooms and bathrooms were a nice size, and the kitchen and living room were very spacious. The kitchen was beautifully stocked with everything you need. The neighborhood was quiet and great for walking and biking. Key deer would drop by for a visit each evening. Tina and the Itrip team were great to work with! We highly recommend it!
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Michelle V.
Submitted Apr 27, 2024
Stayed Dec 31, 1969We spent 4 weeks in this beautiful home, and really want to go again! The view of the water is amazing! The home was perfect for entertaining our family members who visited, only a 40 minute drive to the Key West airport, and all the entertainment options there. But SO peaceful and quiet, deer stopped by often, we walked the bridge to No Name key almost daily, kayaked and biked. We called in with a couple minor issues and they were handled very promptly. We rented a boat and the dock was great for that. The outdoor area was great for hanging out at night, we did pay the additional fee to heat the pool and were glad we did! Big Pine Key is our idea of the best vacation spot, grocery stores and other shops close by, but not the busyness you find in other keys. And this well stocked, open floor plan, modern home was absolutely perfect for us!
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Tara C.
Submitted Jul 24, 2023
Stayed Jun 25, 2023This is a new house with a perfect layout for an extended stay. It is beautifully decorated and has new technology. The view, pool, neighborhood were all amazing. We had the best time and loved this house so much.