Kid-friendly vacation rentals in Big Pine Key

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Big Pine Key kid-friendly rentals

Kid-friendly house rentals

Superhost
Home in Key West
4.86 out of 5 average rating, 59 reviews

Key West Paradise

BharatRating, 5 stars1 week ago
Sharon was an excellent host that answered any of our questions promptly. The place was even better than what the photos showed. Comfortable enough for 7 people to stay for a long weekend. We didn't use the pool, but it was nice to have the option. Easy to get into the gated community, and we didn't struggle to find parking with our rental car. Easy to get to many different popular spots around Key West with rideshare. Convenient to have some convenience stores like CVS within walking distance, and a Publix not too far via car. Only thing I would improve is having more toilet paper and hand soap refills in each bathroom, especially with 7 people staying over a long weekend.
Top guest favourite
Home in Marathon
4.94 out of 5 average rating, 185 reviews

Avail. Now! 70ft Dock, Close to Beach VACA23-16,

LaurelRating, 5 stars5 days ago
Beautiful home located on a beautiful canal. We were able to see so much marine life including manatees. The house was spacious, clean and well located. If we ever get back to marathon we will definitely be looking up the twin palms to stay.
Guest favourite
Home in Marathon
4.95 out of 5 average rating, 131 reviews

Paradise - Pool, Hot tub, Mini Golf, Dockage, Fish

JenniferRating, 5 stars5 days ago
Although the place wasn’t ready when we arrived, Ryan was a great communicator! He addressed every issue we had (which were NOT within his control) and responded in a timely manner. He offered a fair solution and allowed us to sit back, relax and enjoy paradise! I’d highly recommend and hope to be back sometime soon!
Guest favourite
Home in Key Colony Beach
4.95 out of 5 average rating, 111 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

JessRating, 5 stars5 days ago
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!
Guest favourite
Home in Marathon
4.96 out of 5 average rating, 57 reviews

Paradise Ocean Front 4/3Home Heated Pool

BetsyRating, 5 stars3 weeks ago
We had a 5 star stay at Isabella’s Airbnb home! We had 10 guests and all had a place to sleep, place to sit and eat if we all wanted to sit together at the dining table and plenty of room there! We loved her home and our stay there!! Isabella remembered that we were there on vacation celebrating our mom’s 80th birthday and went out of her way to buy a key lime pie and balloon to have waiting for us/my mom when we arrived! That was very thoughtful and sweet of her!! Thank you for sharing your home with us!!!
Superhost
Home in Key Colony Beach
4.74 out of 5 average rating, 137 reviews

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

LynnRating, 5 stars1 day ago
This home was great! There was six of us staying in this rental. It was spacious for all of us. We loved sitting outside on the patio by the canal. We were able to walk to a local restaurant, beach and pool. The house was very clean and the neighborhood was super quiet. Overall a great stay and Mary was an excellent host!
Top guest favourite
Home in Key West
5 out of 5 average rating, 7 reviews

Casa Calypso 3bed3bath sleeps 8 beautiful decorate

AmyRating, 5 stars1 week ago
We had a great time at Judy’s airbnb. It was super nice, clean and had really comfortable beds. The pool was right across the parking area, very clean, private and always had chairs available. Over all our stay was great and we will definitely be back.
Guest favourite
Home in Marathon
4.87 out of 5 average rating, 23 reviews

Golf Coast Oasis

NoraRating, 5 stars5 days ago
We really enjoyed our week at Gulf Coast Oasis! The house was lovely, well-stocked, and great for our family of 5. We very VERY much enjoyed the pool and appreciated being able to heat it. Loved using the bikes and kayaks. Ate on the screened in porch. Madelyn was very helpful and responsive both in advance of and during our trip. Great stay! The only "negative" was the noise from the nearby airport -- not disruptive but worth noting.

Family-friendly apartment rentals

Top guest favourite
Apartment in Key West
4.98 out of 5 average rating, 496 reviews

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval

JacksonRating, 5 stars2 weeks ago
Had a great stay at Eric and Kelly’s place! Super clean, great space, they were very communicative and the instructions were clear. Amazing location with great restaurants nearby. Would definitely stay again
Guest favourite
Apartment in Key West
4.91 out of 5 average rating, 788 reviews

Duval Balcony Spanky's Retreat

NatalieRating, 5 stars2 weeks ago
As described. Very clean. Air conditioning units in main room and bedroom. Full size fridge. Safe area, Located in the middle of Duval st - just an eight block walk to either end and includes so many restaurants, bars, cafes, shops, cvs, Walgreens. Best way to get around is rent bicycles each day. Tom met us to check in to make sure we got in easily.
Superhost
Apartment in Key West
4.85 out of 5 average rating, 233 reviews

Studio Near Downtown - The Bartlum

MatthewRating, 5 stars3 weeks ago
Excellent location, very walkable to everything we wanted to do and see! Clean, well kept, and cute. Would visit again!
Superhost
Apartment in Key Largo
4.83 out of 5 average rating, 339 reviews

Escape to the Keys!

AmyRating, 5 stars3 weeks ago
Ana was great. The place was exactly as described. Had a wonderful time and would stay here again!
Guest favourite
Apartment in Key West
4.91 out of 5 average rating, 194 reviews

Duval St Apartment w/ Balcony w/parking Adult Only

JohnRating, 5 stars3 weeks ago
Greg is a great host and this place is a hidden gem right on Duval Street. What a great find thank you Duval House for a great week in the Keys!
Guest favourite
Apartment in Tavernier
4.83 out of 5 average rating, 259 reviews

Breathtaking Oceanfront Views at Tropical Daze

PatriciaRating, 5 stars1 week ago
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.
Superhost
Apartment in Key West
4.85 out of 5 average rating, 242 reviews

#205 Key West Suites

JamieRating, 5 stars2 weeks ago
Great place and location was great too! We have a wonderful time! Would stay there again for sure.
Superhost
Apartment in Marathon
4.86 out of 5 average rating, 104 reviews

Cozy Keys Efficiency 8a

MarshallRating, 5 stars1 month ago
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.

Family-friendly condo rentals

Guest favourite
Condo in Key West
4.97 out of 5 average rating, 72 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

BrianRating, 5 stars1 week ago
Great space with everything you need. Patio is a perfect place to relax. The house is well stocked. Plenty of room for a group. Access to hotel pools/restaurant with transportation into town if you need it. Great host communication. All you could want!
Superhost
Condo in Marathon
5 out of 5 average rating, 3 reviews

Beach/Docks Avail/3 Pools/Hot tub/Gym/Restaurants

MichaelneuroRating, 5 stars3 months ago
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.
Superhost
Condo in Tavernier
4.89 out of 5 average rating, 159 reviews

2BR - Key Largo Sunshine Getaway

LeslieRating, 5 stars1 week ago
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.
Guest favourite
Condo in Key West
4.9 out of 5 average rating, 138 reviews

Tropical Escape at Sunrise

RobertaRating, 5 stars1 week ago
Eric’s place was lovely, well maintained, nicely appointed, and immaculate. The 3 of us enjoyed the balcony overlooking the pool. Even though the apartment is near the airport we only heard planes twice in the 4 days we were there. There is a convenient little grocery store on the site and excellent BBQ from a food truck near the pool. Eric responded to our questions promptly. Comfy beds, everything worked and we enjoyed our stay. Would stay here again.
Top guest favourite
Condo in Marathon
5 out of 5 average rating, 11 reviews

*NEW* Kokomo Views-Pool/Beach

EmilyRating, 5 stars1 month ago
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!
Superhost
Condo in Key West
4.88 out of 5 average rating, 99 reviews

Key Wes't Best- Upgraded condo 5 mins to Smathers

DianaRating, 5 stars2 weeks ago
This place is a gem! The condo was very spacious and it was supplied with everything we needed, no need to buy any extras like other places we have stayed at- Thank you for that! The pool was fantastic! Walking distance to beautiful Smathers Beach. We did not get to do any water activities due to the wind but we had fun exploring around town. Will definitely be returning!
Guest favourite
Condo in Tavernier
4.9 out of 5 average rating, 120 reviews

Luxurious Suite+Open Ocean Views+Pool & Cabana Bar

JeffRating, 5 stars6 days ago
This place checked all the boxes! The location of this particular unit was awesome. Close to the pool, but not too close. A short walk to the beach area, and those views from the balcony are second to none. Largo is very responsive and very easy to communicate with. Tavernier Key is the perfect location to many activities. Our family misses this trip already.
Guest favourite
Condo in Key West
4.88 out of 5 average rating, 146 reviews

Downtown Aruba 2BR/2BA • Pool, Dock, Pet OK

SummerRating, 5 stars3 months ago
Went for a quick fishing trip. Great location. Enjoyed it so much

Quick stats about vacation rentals that are kid-friendly in Big Pine Key

  • Total rentals

    30 properties

  • Nightly prices starting at

    $180 CAD before taxes and fees

  • Total number of reviews

    410 reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore