Family-friendly vacation rentals in Big Pine Key

Roy was very responsive throughout the stay. His recommendations were spot on for restaurants and things to do. Roy’s retreat had everything we needed. Updated and very clean. The outside dock was amazing. The location on the canal was perfect for seeing manatees, fishing, kayaking and watching the sunrise. In addition Restaurants, Snorkeling, Fishing Charters, Sombrero Beach, and Bridge Fishing are all under 20 minutes away. 3 tackle shops are just moments away and 1 is right around the corner. We had an amazing family vacation. Hated to leave this true Keys Retreat. Thank you Roy for a great stay!

Steven is a great host. Very helpful and friendly. The place is great. Everything was clean and stocked with essentials. Location is an easy walk to the square, restaurants and beach yet still just far enough away to be quiet.

great place to stay in key West!

Gerardo’s home was perfect for a family gathering. It had everything we needed for a fun and relaxing week. His home is in a great location with so many things to do! Watching sunrises and sunsets from the house and getting visits from manatees are an added bonus! You will love this home!

We loved our stay!! We had 6 adults. More than enough room. Huge balcony. We did get quite a few bug bites on the balcony but I think they were Noseeums. Huge master bath tub. Was a great stay right on the water with nice pool, hot tub, rec room. All you needed. Only about a $11 uber ride to Duval. 7 minute ride.

The condo was exactly as described with a very easy check in process. Short drive to downtown, good value for the price.

Clean and peaceful place, close to restaurants in Islamorada. Met some nice people, pool was busy but not too busy that we could not find a spot. This place was perfect for what we were looking for. Hosts were responsive.

Was a great experience from start to finish. John's quick friendly responses made you feel comfortable. The place was very clean which I really look for.

We booked this home last minute and now have our go-to vacation spot in Marathon! Alida is a friendly host with great communication. The home is very clean. Beds are very comfortable. Kitchen is well stocked with pots, pans, etc. The kayaks and paddle board made our vacation even more special! The steet is very quiet and peaceful. The setting in the back yard is very private, as is the long dock. We had a 23' rental boat for our stay. The view is amazing and the sunsets are a special treat each evening. I very much appreciated the ample, comfortable seating everywhere - inside and outside of the home. Thank you Alida. We made great family memories here!

Highly recommend this location and townhome. Everything was really clean and the kitchen was well stocked. Our children really enjoyed the huge pool and the area attractions. Our favorite spots to send time were Sombrero Beach and Sandspur Beach at Bahia Honda State Park. We rented a boat for a few days and went out to the Sombrero Reef and the sandbar. So much fun! We are definitely coming back to stay at this home again.

We rented Ryan’s home during the week of our wedding in Key West — much more reasonably priced than KW, and only about an hour away. Home is clean, modern, well appointed. Heated pool and hot tub were a big hit with our family, especially kids (worth the extra charge). The pool was dirty when we arrived so when Ryan saw pics he deemed it unacceptable and sent a cleaner out to address it right away — he had a delicious key lime pie delivered for the inconvenience, which was a sweet gesture. It was good to have 2 wings to separate the bedrooms (main plus queen both with private baths on one end). We had 10 people in the home (including 4 kids) and had ample space. Helpful to have chairs and cooler for beach (umbrella didn’t hold up to windy day) — Sombrero beach while crowded was nice. Lighting outside to enjoy outdoors at night could be better, but awning to shade the chairs from sun during day is a great feature. Bring a Bluetooth speaker for music. We’d come back! Thanks, Ryan!

This place had everything we needed for a relaxing family vacation prior to the crazy Holiday season. we only had 6 people but it would easily accommodate more. Monica was responsive to any questions or concerns. The location was perfect. Easy access to sombrero Beach and Marathon amenities: bars, restaurants, and activities. we were able to experience a turtle release on Sombrero Beach from The Turtle Hospital. Highly recommend renting from Monica again and on Marathon Beach.

We stayed here with friends with a total of 10 people, 4 adults and 6 kids. There was plenty of room for everyone never felt crowded. We all had a great time!

Great place. A small kitchen if your wanting to cook a lot, no dishwasher. Loved having our boat right out back. Close to pretty much every and anything you'd like to do. The cost was very affordable compared to other places we've rented but was definitely a downgrade from those other places, the money was right for what it is. Older beds were a lil uncomfortable for our two week stay but not unsleepable. Couch in living room could use a shampooing, we purchased a blanket to have a cover on it. Host was attentive and friendly. Would recommend, definitely had an enjoyable stay for the most part. Couldn't ask for a better location either.

Beautiful view and clean home. Watch gorgeous sunrises right from the screened in porch or out on the dock. Great local restaurants close. We highly recommend The No Name Pub (amazing pizza, and make sure you bring a dollar for their wall). The Bent Prop was another favorite and was only about half a mile away. Breakfast recommendation is to go to Key West to Blue Heaven (try the banana bread)!

Wonderful stay!!! Deborah's place was spotless clean, well-organized, and in a beautiful area. Incredible kitchen with new appliances, very comfortable beds, and a beautiful deck. We had a rental car which allowed us to explore the different Keys and state parks. I would definitely recommend this rental to anyone looking for a peaceful get away and/or easy access to explore all the Florida Keys have to offer.

It was an awesome place! Beautiful, clean, and cozy! You can pull your boat right up to the dock! easy access threw the canal to the ocean and a couple of restraunts! pools nice! plenty of room for a big family! All of your amenities are nearby! Grocery store, restraunts, bars if your into that, gift shops and more!

Best location in Marathon! We just loved this home. It was close to stores, yet felt very private being on a dead end road and having nature across the canal. The outdoor area was perfect! The screened in porch was needed for the no see em bugs this time of year. Pool was a little oasis. Fishing area was great. Plenty of room if you have a boat but we opted for Ana banana charters (which I would recommend). Kitchen was well stocked with everything we needed to cook. House seemed bigger to me than pictures. We would love to come back soon!

We had an amazing time at this property. The location was couldn't get any better. We brought our boat and property was perfect for that. We are already starting to plan for next year!

We came for our second stay at Judy’s lovely house. It’s very clean and very comfortable and in a great location. The tiki hut has very comfortable chairs and is a great place to unwind with a drink in the evening. Highly recommended!!

The building and the property was absolutely beautiful. We had one small issue and called Marjorie and she took care of it very quickly. She was awesome. We are planning on staying there again next year. Her and her team are wonderful.

Rolando was an excellent host! We thoroughly enjoyed our time at his place. The location was exactly what we were looking for as it was central in the keys and close to everything. We did run into a problem while there, but Rolando was extremely responsive and helpful and had the issue solved literally the very next day. All in all, it was an excellent place to stay.

Beautiful place, exactly as pictured, for our family of six. We LOVED the pool and spa! The porch space was well used with lovely furniture overlooking the pool. Great location for restaurants and activities. The landscaping and grounds are beautifully maintained. Very peaceful and private during our stay.

The house was perfect for our family! There were 8 of us and it was perfect! Loved the layout and the location was great, biked to the beach, could walk to the store or some restaurants! And Meredith was amazing and answered all our questions right away!!