
Kid-friendly holiday rentals in Key West
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Key West
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Key West family-friendly rentals
Kid-friendly house rentals

Key West Paradise
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.

Gone Coastal
We enjoyed our stay here. It was an out a 20-25 minute drive to Duval so did have to take an Uber everywhere we went since we hadn’t rented a car. Overall it was a very nice place-we just weren’t crazy about the location.

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

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

Waterfront Home 37.5-ft dock, Cabana Club Included
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!

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach
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!

Casa Calypso 3bed3bath sleeps 8 beautiful decorate
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.

Golf Coast Oasis
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

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

Duval Balcony Spanky's Retreat
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.

Studio Near Downtown - The Bartlum
Excellent location, very walkable to everything we wanted to do and see! Clean, well kept, and cute. Would visit again!

Escape to the Keys!
Ana was great. The place was exactly as described. Had a wonderful time and would stay here again!

Duval St Apartment w/ Balcony w/parking Adult Only
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!

3. Oceanside Retreat with Canal Access, Key Largo!
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!

Breathtaking Oceanfront Views at Tropical Daze
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.

#205 Key West Suites
Great place and location was great too! We have a wonderful time! Would stay there again for sure.
Family-friendly apartment rentals

2BR - Key Largo Sunshine Getaway
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.

Tropical Escape at Sunrise
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.

Key Lime Breeze Retreat!
Kim's place was perfect for our extended family. The full unit (kitchen, lounge, bathroom, and bedroom) downstairs was perfect for my parents to stay while my family of 4 plus my sister stayed upstairs where there is another kitchen and lounge as well as 2 bedrooms. Facilities in the complex were fantastic with a huge pool, tennis and pickle ball courts, and clubhouse. The location was great to get anywhere in Key Largo as well as the rest of the Keys. Last, but definitely not least, the hosts were extremely responsive and helpful with all the questions and things that came up during the stay. Would definitely recommend and stay again if we are back in the Keys.

Downtown Aruba 2BR/2BA • Pool, Dock, Pet OK
Went for a quick fishing trip. Great location. Enjoyed it so much

Charming Condo in Picturesque Tavernier - OP 2215
This is a great location! There were some minor issues that the host addressed. This was our second stay in the condos- but a different unit. The reopening of the pool bar and island grill , as well as automated gates were amazing! The pool rules given on check in should have hours too.

Spring-Summer Deals! LUX Oceanfront 1300sf Condo!
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.

Key Largo Sunrise Resort Style Ocean Pointe 5315
Sean and Denise were amazing hosts. They were extremely responsive and very flexible with check-in and check-out. Their place was perfect and extremely clean. The beds were very comfortable as well. The grounds are great with access to both a private beach and pool. There are so many things to do in the area and the restaurants are fabulous. My family will definitely be back.

Kawama Suntastic @ Key Largo
Went to Cynthia's place 1/18-1/21. It was better than the pictures. The Kawama community, the lagoon and Key Largo are beautiful. First time visiting Key Largo and there's much to do.,,fishing, snorkeling, biking, and visit John Pennekamp Coral Reef State Park. I went with my three sons for a long weekend for fishing and went to Key West. The lagoon is few feet from the patio to enjoy a swim. My boys loved it. Cindy kept in touch with me to see if everything was good. I had a great time and her place is is neat, clean and meticulously maintained. Go and enjoy!
Quick stats about holiday rentals that are kid-friendly in Key West
Total rentals
60 properties
Nightly prices starting at
£121 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
- Florida Keys Holiday rentals
- Havana Holiday rentals
- Miami Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Seminole Holiday rentals
- Tampa Holiday rentals
- Central Florida Holiday rentals
- Kissimmee Holiday rentals
- Hotel rentals Key West
- Rentals with lake access Key West
- Rentals with a washing machine and dryer Key West
- Rentals with pools Key West
- Rentals with a firepit Key West
- Rentals with an accessible-height toilet Key West
- Beachfront rentals Key West
- Villa rentals Key West
- Pet-friendly rentals Key West
- Resort rentals Key West
- Townhouse rentals Key West
- Luxury rentals Key West
- Family-friendly rentals Key West
- Mansion rentals Key West
- Rentals with an EV charger Key West
- Fitness-friendly rentals Key West
- Rentals with a hot tub Key West
- Rentals with a kayak Key West
- House rentals Key West
- Beach apartment rentals Key West
- Rentals with outdoor seating Key West
- Rentals with beach access Key West
- Rentals with a patio Key West
- Waterfront rentals Key West
- Beach house rentals Key West
- Rentals with a fireplace Key West
- Rentals with breakfast Key West
- Houseboat rentals Key West
- Apartment rentals Key West
- Flat rentals Key West
- Cottage rentals Key West
- Family-friendly rentals Monroe County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do Key West
- Tours Key West
- Sightseeing Key West
- Art and culture Key West
- Things to do Monroe County
- Nature and outdoors Monroe County
- Food and drink Monroe County
- Sightseeing Monroe County
- Art and culture Monroe County
- Tours Monroe County
- Sports activities Monroe County
- Entertainment Monroe County
- Things to do Florida
- Wellness Florida
- Nature and outdoors Florida
- Art and culture Florida
- Food and drink Florida
- Tours Florida
- Sightseeing Florida
- Sports activities Florida
- Entertainment Florida
- Things to do United States
- Sightseeing United States
- Tours United States
- Art and culture United States
- Food and drink United States
- Entertainment United States
- Nature and outdoors United States
- Sports activities United States
- Wellness United States