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 stars2 weeks 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.
Guest favourite
Home in Marathon
4.94 out of 5 average rating, 186 reviews

May availability 70ft Dock, Near Beach VACA23-16

LaurelRating, 5 stars1 week 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, 132 reviews

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

JenniferRating, 5 stars1 week 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, 112 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

JessRating, 5 stars1 week 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 stars1 month 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!!!
Top guest favourite
Home in Key West
5 out of 5 average rating, 10 reviews

Kittyhouse on Catherine, Tropical Pool, Parking

KristinRating, 5 stars2 months ago
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.
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 stars6 days 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.

Family-friendly apartment rentals

Superhost
Apartment in Key West
4.88 out of 5 average rating, 1,471 reviews

At Mine | Lovely Suite steps from Duval Street

LeoRating, 5 stars1 day ago
Great location. Close to Duval but away from the noise. Very walkable. Excellent communications.
Top guest favourite
Apartment in Key West
4.98 out of 5 average rating, 498 reviews

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

LindaRating, 5 stars1 week ago
This was the second time we have stayed at this Airbnb and will return for sure in the future. It is in such a great spot on the southern side of the island close to lots of eateries shops, etc. we loved waking up every morning and having coffee on the porch And the space was perfect for my husband and I to enjoy Easter weekend on the island. I would highly recommend staying here if you get the chance it’s easy and you will feel right at home as soon as you walk in the door.
Guest favourite
Apartment in Key West
4.91 out of 5 average rating, 788 reviews

Duval Balcony Spanky's Retreat

NatalieRating, 5 stars3 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!
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!
Superhost
Apartment in Key West
4.85 out of 5 average rating, 243 reviews

#205 Key West Suites

GregRating, 5 stars2 weeks ago
We would be thrilled to stay here again. We have stayed many places while in the Keys however, this was the perfect place to walk about and see what we wanted to see. Everett's place is wonderful; comfortable, clean, and welcoming. Sure, I suppose it could use some updating and better lighting on the stairs, but we don't look at that when we are in Key West! We loved it!! Thank you Everett, and we'l see you again soon. Greg & Kimberly
Superhost
Apartment in Marathon
4.86 out of 5 average rating, 105 reviews

Cozy Keys Efficiency 8a

DerrickRating, 5 stars5 days ago
Great, quiet place to say. I really enjoyed it.
Top guest favourite
Apartment in Key West
4.96 out of 5 average rating, 273 reviews

Poolside Truman Annex 2 Bed | Conch Life Condo

NancyRating, 5 stars1 week ago
Jarrett was an outstanding host. He communicated extremely well. The condo was just right and very clean.

Family-friendly condo rentals

Guest favourite
Condo in Key West
4.97 out of 5 average rating, 73 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

LesleyRating, 5 stars2 weeks ago
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.
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.
Top guest favourite
Condo in Duck Key
5 out of 5 average rating, 35 reviews

Oceanfront and Sunrise Views!

SuzanneRating, 5 stars1 week ago
Loved the Condo. Very nice new restaurant just a couple of blocks down the street. A very good restaurant next door. Yolanda was great about recommendations and helpful when we needed help. It would have been nice to have a washer and dryer as we were there for a week. Thanks, Yolanda!
Guest favourite
Condo in Key West
4.9 out of 5 average rating, 138 reviews

Tropical Escape at Sunrise

RobertaRating, 5 stars2 weeks 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 stars3 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!
Superhost
Condo in Key West
4.62 out of 5 average rating, 240 reviews

Sunrise Suites Resort Key West, FL U #111 2bdr2bth

ElmerRating, 5 stars2 months ago
Very nice place to stay without breaking the bank. Lyft and Uber are always available to get you to where you want to go or rent a golf cart. Very responsive host, we will definitely be back.
Superhost
Condo in Key Colony Beach
4.85 out of 5 average rating, 109 reviews

Beachside Unit 37 - Come Relax on the Atlantic!

CharlesRating, 5 stars2 months ago
This is located in a great area of Marathon, Fl . A nice and safe area . The building is older but it has been updated and looks great. The beach area is awesome, a very nice beach with lots of sand with a few steps down to the ocean , this is a great private beach

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