Holiday rentals with outdoor seating in Big Pine Key

We had a wonderful family vacation at Naomi’s place. The place was perfect for our family of 4. There was so much to do to keep our active family busy. The house was well stocked with everything you may need for meals. Host was very responsive and helpful throughout our stay. We rented a boat and the dock was perfect for storing. We are looking forward to staying here again on our next visit to the keys!

We loved our stay! The house was super clean and the back patio was beautiful. We loved the back canal area and saw lots of very cool wildlife and enjoyed fishing right there. Having the kayaks to use was also great. Beds were very comfy and the rooms were spacious. The house had everything we needed. We loved the key colony area. The cabana club was a great space and the house is in walking distance to Sunset Beach, which was beautiful. The whole area is super close to fun things to do and great restaurants. We would absolutely stay here again!

Great location in Cudjoe key. The community has tons of amenities and great fishing!!

The location was great, the house was comfortable and clean. The dock and canal were wonderful. Loved having our boat so close and loved the manatee that came to visit us. Overall very nice home and would highly recommend. Loretta had good communication on check in and info. Thank you and we look forward to returning!

Alfonso is a very responsive host who provided clear details, local recommendations (multiple of which we used), and provided a place in a great location. Neighbors are friendly. Place was clean. Perfect for our family with a 14 and 6 year old.

Thank you for sharing your beautiful home. We appreciate your wonderful suggestions and thoroughly enjoyed our dinner at El Siboney restaurant. Unfortunately the rain kept us from using the pool but we still had a fantastic time.

This place was an absolute dream! The location felt so private yet was so close to whatever we needed or wanted. The house was very clean and so welcoming. It was just the two of us for this trip but with each of the 3 bedrooms having their own full bathroom, this place could have easily accommodated more. We definitely want to come back again with friends/family. The rest of the home is cozy and has everything you need. The outdoor areas are so nice and peaceful. The landscaping, private pool/spa area, and the fire pit area make it feel like you're in your own tropical paradise. The neighborhood was quiet and the people we interacted with were very kind. Seeing the Key deer walk around the area and hearing the peacocks made this place even more magical. This was our first time in The Keys and definitely won't be our last. The worst part of this experience was having to leave. This lovely place definitely made it difficult to go back to real life. We can't wait to come back!

Fun in the sun is the perfect place to rent during your stay at Key Colony! We are from Las Vegas so the humidity here in Florida was rough, so the pool was such a great amenity to have so we could cool off! The Cabana Club that is also included with our stay was such a great place to spend the day, food, pool and beach access from there. Whatever you needed Fun in the Sun house had it! Laura was so responsive and so helpful! We will definitely be back!

Place was nice and peaceful. We enjoyed the down time. Enjoyed laying on the beach and soaking up the sun. Only thing I can say negative is the tide was high and had lots of seaweed so u couldn’t get in the water but that’s out of ur control. Definitely somewhere we will return too in the future.

Was a great stay. Very close to all we wanted to do. Would come to stay again in the future.

Our first time using Air B&B. My wife loved the experience and location. I liked not having to drive. Parked the car and walked everywhere. Would definitely book again. Thanks for being great hosts!

Exactly as listed. Megan was very helpful and responsive. You are right in Duval street. If you are coming for a few days, this is the place to stay at.

The condo was nice and had a lot of extras we didn’t expect like bug spray, sunburn care and hair clips. The host responded in a timely manner when I had a question regarding checkin and everything was as expected.

Had a pleasant stay at Thomas place. Great location, lots to do and close distance to everything. Suite was very big and it was nice to have a private balcony. Bedroom and bed are a great size. Wish I could’ve stayed longer, definitely planning a future stay here!

This was our first family trip to the Keys and this location in Marathon was ideal! The condo was welcoming, beautiful and spacious for our family of 3. The balcony was our favorite place, which overlooked the pool and the seashore. The beach was lovely for shorter walks and just "being" with the ocean. Fun seashells & hermit crabs at low tide! Lots to do in the area -- definitely hoping to return next year. Mike was fantastic host & super helpful with questions.

We enjoyed our stay at Keith's place. The kitchen was well stocked except for having only one hand towel which we had to wash a few times. We loved being able to make coffee every morning and sip it on the patio, there is a drip coffee maker and plenty of filters. We purchased coffee and other food at Winn Dixie which is a very short drive, less than 5 minutes. The view from the balcony is even nicer than the photos. Traffic was congested at times because of road construction so we had to leave ourselves extra time to get to places. There were a lot of activities we did like scuba diving, snorkeling, kayaking, shopping, etc and Keith's place was in a great location to do everything we wanted and a short drive to many restaurants. Keith gave good recommendations for things to do and places to eat. The Roku TV was nice, easy to watch anything we wanted and also to stream Netflix, etc. If in the keys, we would definitely book Keith's place again.

Carrie's place was absolutely beautiful! it was so clean, the beds were insanely comfortable, and there were tons of linens and towels for everyone. We very comfortably fit 8 people into the home with no problems. The view from the balcony is absolutely amazing and we were all blown away. Carrie was extremely responsive and friendly. We were here for our wedding and had our wedding party stay here so it was extra magical. The pool and hot tub is super close, elevator to help with our bags, and the resort itself is gorgeous. 10/10 would stay again. We loved it so so much! Don't miss out.

Sandra's home was stunning. Very quiet condo, beautiful view of the keys! Comfortable couch to relax and watch a movie after a long day in the sun 🌞 Her home had everything we needed for a relaxing getaway! Beautifully decorated too :) Sandra gave us SO MANY incredible breakfast and dinner reservations and we took her up on them - so glad we did!!! Do not miss Marker 88, Snooks at sunset, Snappers and Wahoo had THE BEST Key lime pie and ocean front views!

Great place for a family. The pool and beach were ideal for kids and the little tiki bar was great for us. The surroundings were lush. We would stay here again.

We enjoyed our stay at John's place. It was clean and ready when we arrived. It is a great location with plenty to do in the Keys. The pool and hot tub access is a great feature as they both was perfect for late evening use. We would highly recommend this place as a renting option!

We were comfortable here. It was easy to find and parking was always available. It was quiet except near the airport, but it wasn't disturbing. There were plenty of towels and a washer and dryer, which were convenient.

We were very happy to stay there as a family of three. The property is convenietly located and easy to find. Check-In process was flawless. As already mentioned the Condo was very clean. Largo is a state of the art renter. We lost our car-keys in the drive way and he immediately contacted us when they were found and could be retrieved at the gate. We were in the Tavenier area for diving and were diving mostly with Conch-Repbulic Divers and Rainbowreef-Divers. Both shops can be reached within minutes. We definately recommend the Condo and Largo and would book the Condo anytime again. There were absolutely NO negatives and we were very happy to stay there.

This was a treasure in paradise for 2 couples to stay and feel completely relaxed. We enjoyed coffee sunrises, a wonderful sunset walk around the marina and we were in walking distance from anywhere we wanted to go in Old Town. Inside the home was a well appointed kitchen that met any cooking need including salt and pepper. It would have been a pleasure to cook but we ended up reheating our leftovers from all the great restaurants we visited. Coffee sunrise and a cocktail in the evening shade overlooking the marina on that beautiful big balcony were highlights of our time there. Thank you from all of us to our gracious host Jennifer. Laura, Neil, Rich and Deb

Great place. They had excellent neighbors and a great community. The overall experience was very good and the place was super clean. The dock was great and fit my 33’ center console.