Kid-friendly vacation rentals in Big Pine Key

This was a fantastic location with a great pizzeria nearby as well as a fabulous French pastry and coffee cafe. This location is very near to nearby downtown and residence was cozy and provided all the comforts. We highly recommend!

Jeffrey is a great host! He checked in to make sure we had everything we needed. He gave a list of dining suggestions that we tried and appreciated. The house is clean and spacious with a big kitchen easy to cook in. The setting on the canal is great! We did see a manatee! The house is comfortable and made the whole family feel at home. Also the location couldn’t be better - so close to the beach, the grocery, shopping etc

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!

Incredible property. Perfect gathering space for my entire family of 6. Private yet close to commerce like Publix and local gym to work out. Great memories made.

The house was just as described. Loved having meals on the screened in porch each morning while watching the boats and wildlife float/fly by. Very peaceful setting. Modern bathrooms and kitchen. Also the Cabana Club pool and beach was a wonderful place to relax. We enjoyed meeting other Key Colony residents/visitors at the pool and at Sunset Park. They have concerts on Sunday afternoons in the park.

Mary's place was in a very safe and beautiful location. Everyone was friendly and there were endless dining options. There were even local conveniences that I didn't expect nearby such as Dollar Tree, Winn Dixie, Home Depot, etc. Showers had great water pressure, hot water, and had zero sulphur smell. Decor was lovely and ample storage space for your things. A/C and heat works great and no musty smells anywhere. Beds, outdoor furniture and couches very comfortable. Convenient off-street parking. Was too busy to enjoy the cabana amenities but visited it briefly and it looked wonderful. Thank you Mary hope to return in the future!

Great location away from the tourist area! House was warm and welcoming. Comfy beds and nicely outfitted.

This home was absolutely beautiful!! It was exactly what we had hoped for, We were a family of 4 with my husband and I, with are two sons, ages 17 & 20, plus ones girlfriend age 16. We wanted a nice family vacation without the spring break chaos & this was it! This home was so clean yet cozy, had all the necessities we needed, everyone had their own room and bathroom which was super!!! This home could definitely accomodate so many more if you wanted to do so. We were the only ones there at the time, so we had the pool area to ourselves which we loved sooooo much! We played bags by the pool daily, swam during day & at night. The home had a great deck with a wonderful grill, we made slushy drinks with the ninja blender, anything you wanted this place had! We traveled to Key West a couple times which was nice and close, about a 30 minute drive. All in all this place is top notch! Don't hesitate to book! It's worth it!! LOVED this Home!! & Nate was a spectacular host!!!

Eric and Kelly’s place is a MUST when staying in Key West! Cute, clean and adorable. Island vibes throughout. We will stay here again when we come back to Key West. Thanks again!

If you want to be right in the middle of everything, Tom’s place on Duvall is amazing! Everything is walkable!

Perfect location in Key West to see and do everything we wanted. Host was very responsive with great communication and recommendations.

Ana’s place was beautiful and a delight to stay at. It was in a very convenient spot which allowed us to make pit stops at the house in between trips up and down the keys. Ana was a great host, and I would definitely recommend staying here.

Great location. Right on Duval but definitely a quiet location.

Great location with amazing ocean views from living room and primary bedroom. Very comfortable unit, perfect for a family of 4. The unit has everything you need. Walking distance to the pool.

Walking distance to many of the local hangouts, Restaurants, bars and more. Everett was very accommodating and responsive to the few questions we had. Looking forward to staying here again our next time in KW!!!!

Truly a hidden gem. A beautiful cozy hideaway in the keys, took me back to the old days on Marathon. Perfect for a quick getaway from winter. Great hosts.

A beautiful condo in a resort community close to many Key West adventures and restaurants. The balcony offers absolutely incredible views of the tranquil water, birds, and stars at night. The views of the sunrise and sunset were stunning. Condo was very nicely furnished and beds were comfortable. Pool was great too. Would love to stay here again!

Great experience, great host and accommodations. Hot tub wasn't working while we were there, but repair was delayed over the holiday week which was out of the hosts' control. Very communicative and responsive.

Adorable condo! Great location and the private beach area was perfect. Vanessa was a wonderful host!

Host was responsive and sent information with traffic closures and was quick to respond with wifi issues

PERFECTION!!! I have so many great things to say about our stay. First, the condo was beautiful and fully stocked. It even had plenty of soap, toiletries, paper products etc to get you started. Yuni was the perfect host and answered all questions and gave clear instructions. The balcony was huge. It was enough for the family to eat and lounge all while enjoying the beach and pool views! Key Colony Beach is a charming community we walked to the sunset multiple nights. My kids aged 10,8,7 did not want to leave. The complex had very friendly retirees and a handful of families with kids. Everyone was super respectful and friendly. The pool was super clean and warm. The beach was groomed each night and the kid had plenty of room to play on the sand and hunt for shells and hermit crabs. Marathon is a great Key to stay on - close to lots of fun activities. We are already planning our next trip and we will definitely rent this condo again! It’s perfect for families!

Excellent place. Highly recommend. Great location, walk 1 min to nearby beach. Parking is free for our rental car which is hugely helpful. The place looks just like the photos. Kitchen is big, clean, functional with many utensils, pans. Throughout the home there are abundance of daily needed items such as additional towels, bedsheets, plates, pans, dishwashers which make it very convenient. Looking forward to coming back to this place again.

We very much enjoyed our stay. Largo was a very kind and helpful host. The ocean views are beautiful and we enjoyed the pool and the private beach. We would love to come back.

Wonderful accommodations for my family! The condo was extremely clean with all the amenities we needed. Pool/ hot tub was a big hit with our kids and the location was close to everything we planned. Sean and team were extremely kind and communicative.