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Kid-friendly holiday rentals in Key West

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Key West kid-friendly rentals

Child-friendly house rentals

Superhost
Home in Key West
4.87 out of 5 average rating, 61 reviews

Key West Paradise

BryanRating, 5 stars1 week ago
Very convenient location for our scheduled golf outing and fishing trips! Just a short distance to old town KW for all the crazy fun, which meant we got to leave the noise behind when we were ready to relax and just spend time with the family on the large back porch and the pool. The place was very clean and felt like home to us for the week that we spent there. Thank you to Sharon for everything.....my entire family is already asking when are we coming back!!!!
Guest favourite
Home in Marathon
4.94 out of 5 average rating, 186 reviews

May availability 70ft Dock, Near Beach VACA23-16

LaurelRating, 5 stars2 weeks 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 stars2 weeks 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 stars2 weeks 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!
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, 139 reviews

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

DonnaRating, 5 stars6 days ago
The four of us arrived at Mary’s place and we immediately felt right at home. The place was neat and clean and the decor was tropical. The backyard overlooking the canal was a great place to relax and unwind. We loved walking down the block to the Cabana club each afternoon after coming back from local excursions. One of the great benefits was being able to use the Cabana club which had a fantastic pool, hot tub, beach access and a full service bar with great food and drinks with excellent service and a friendly staff!
Top Guest favourite
Home in Key West
5 out of 5 average rating, 7 reviews

Casa Calypso 3bed3bath sleeps 8 beautiful decorate

AmyRating, 5 stars3 weeks 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
4.88 out of 5 average rating, 24 reviews

Golf Coast Oasis

AmandaRating, 5 stars1 week ago
This was the most perfect Airbnb for our vacation. First of all, Marathon is the perfect location if you are looking to explore multiple parts of the Keys. 1 hour to Key Largo, 1 hour to Key West. We could not have asked for a better location. The home looks just like the photos and was perfect for our family of 4 + our pup. The beds were comfortable, the living space had plenty of room for our crew, but the real show stopper was the pool. If we weren't out and about exploring the Keys, we were definitely in/by the pool! A few added bonuses: (1) K-cups for our use for that first morning. This kept us from having to worry about an emergency grocery store trip the evening of our arrival (2) pool floats available for our use (3) bikes & kayaks for everyone (4) EVERYTHING. We couldn't have asked for better - we will definitely be back!

Kid-Friendly apartment rentals

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 stars2 weeks 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, 791 reviews

Duval Balcony Spanky's Retreat

JoeRating, 5 stars2 weeks ago
The location on Duval makes everything walkable. We rented a scooter and drove up the ocean side of the island and buzzed all around the island. The scooter rental (Pirate Scooter Rental) was a couple blocks away. We paid to park behind the property, but could have found something for free a few blocks away. The only nit was the occasional Harley or other loud bike that would blast by (trying to make noise) could be heard. The price you pay for literally being on Duval. I looked at a lot of places in this area and no other came close in terms of value (price for amenity). The host was super-responsive, the checkin was flawless, the ac worked great, the shared balcony over Duval was nice.
Superhost
Apartment in Key West
4.85 out of 5 average rating, 234 reviews

Studio Near Downtown - The Bartlum

BernardRating, 5 stars1 week ago
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!
Superhost
Apartment in Key Largo
4.84 out of 5 average rating, 341 reviews

Escape to the Keys!

RosalieRating, 5 stars2 weeks ago
Ana's place is great if you want to spend a few days in the keys and don't want to drive all the way down to Key West. The appartment is big enough for a family with two kids. The balcony was very nice. The kitchen as well, we almost cooked there every night. It is easy to find. Not too far from other places that you want to visit. Close to grocery stores with the car. You did hear the highway a bit, but it was not bothering us at all.
Guest favourite
Apartment in Key West
4.91 out of 5 average rating, 195 reviews

Duval St Apartment w/ Balcony w/parking Adult Only

MarissaRating, 5 stars2 weeks ago
The Duval House is a magic place with a relaxing atmosphere. Its gardens invite to stay inside the premises all the time. The personnel is extremely friendly. Our room was very comfortable and spacious. The balcony overlooking Duval Street was a plus. I would like to return with my children.
Guest favourite
Apartment in Key Largo
4.78 out of 5 average rating, 217 reviews

3. Oceanside Retreat with Canal Access, Key Largo!

JackieRating, 5 stars3 weeks ago
I have so many great things to say and don't know where to begin. It's everything I wanted and more! we'll managed/great area! You will love it! I love how modern, very functional and they communicate well! I also stayed cause the pricing was not outrageous. I will stay there again if I come back to the Florida Keys!
Guest favourite
Apartment in Tavernier
4.83 out of 5 average rating, 259 reviews

Breathtaking Oceanfront Views at Tropical Daze

PatriciaRating, 5 stars3 weeks 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, 245 reviews

#205 Key West Suites

AnthonyRating, 5 stars2 weeks ago
Place is very good and as advertised. Fantastic Thai place right below the room. Great access to Duval, and absolutely walkable to all the tourist spots/bars.

Child-Friendly Holiday Condos

Superhost
Condo in Tavernier
4.89 out of 5 average rating, 160 reviews

2BR - Key Largo Sunshine Getaway

LeslieRating, 5 stars3 weeks 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 stars3 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.
Guest favourite
Condo in Key Largo
5 out of 5 average rating, 20 reviews

Key Lime Breeze Retreat!

LisaRating, 5 stars1 week ago
Loved our stay!!! Close to great restaurants!! The condo was beautiful, extremely spacious loved the studio apartment. That space provided much needed space for family of 8; Very clean, beautiful pool with grill.
Guest favourite
Condo in Tavernier
4.93 out of 5 average rating, 100 reviews

Light, Bright & Nautical Condo [Ocean Pointe 1211]

Maurus AlexRating, 5 stars1 week ago
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.
Guest favourite
Condo in Key West
4.89 out of 5 average rating, 149 reviews

Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"

LauraRating, 5 stars2 weeks ago
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
Guest favourite
Condo in Key Largo
4.78 out of 5 average rating, 63 reviews

May 7-26 SELL-OFF ONLY $199! (due to cancellation)

JeromeRating, 5 stars1 month ago
Great place just a short distance off Highway 1 and just steps from a nice heated pool. The salt water slough was a big hit for the kids swimming with the fish and the sunrise was amazing. I would definitely book again.
Top Guest favourite
Condo in Tavernier
5 out of 5 average rating, 48 reviews

Key Largo Sunrise Resort Style Ocean Pointe 5315

HarlanRating, 5 stars2 weeks ago
The condo was pristine and actually better than the photos. Bedrooms in particular were really lovely. Our only issue was that the WiFi was out but Sean was super responsive in getting it back up. Plus there was a common WiFi for the building which worked fine. I would definitely rent again.
Guest favourite
Condo in Key Largo
4.96 out of 5 average rating, 126 reviews

Kawama Suntastic @ Key Largo

Carolina BeatrizRating, 5 stars1 week ago
My family and I had an absolutely wonderful stay. We enjoyed swimming and powder boarding in the lagoon, feeding the fish, fishing off the point, relaxing poolside, and enjoying our time in Key Largo. Check-in was super easy and the owner, Cindy, was an absolute delight. Very smooth and easy, five stars, highly recommend, especially for children or anyone looking for a relaxing time.

Quick stats about holiday rentals that are kid-friendly in Key West

  • Total rentals

    60 properties

  • Nightly prices starting at

    $250 AUD before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    50 properties have a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Key West
  6. Kid-friendly rentals