Kid-friendly holiday rentals in Key West

Find and book unique family-friendly rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Key West family-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.
Guest favourite
Home in Key West
4.9 out of 5 average rating, 91 reviews

Gone Coastal

JimRating, 5 stars2 weeks ago
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.
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 stars4 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 stars4 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 stars4 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!
Superhost
Home in Key Colony Beach
4.74 out of 5 average rating, 136 reviews

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

LynnRating, 5 starstoday
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 stars6 days 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 stars4 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
Flat 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
Flat 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
Flat 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
Flat in Key Largo
4.83 out of 5 average rating, 339 reviews

Escape to the Keys!

AmyRating, 5 stars2 weeks ago
Ana was great. The place was exactly as described. Had a wonderful time and would stay here again!
Guest favourite
Flat 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
Flat in Key Largo
4.78 out of 5 average rating, 216 reviews

3. Oceanside Retreat with Canal Access, Key Largo!

JackieRating, 5 stars1 week 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
Flat 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
Flat 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.

Family-friendly apartment rentals

Superhost
Apartment 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
Apartment 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.
Guest favourite
Apartment in Key Largo
5 out of 5 average rating, 17 reviews

Key Lime Breeze Retreat!

SamRating, 5 stars1 week ago
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.
Guest favourite
Apartment 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
Superhost
Apartment in Tavernier
4.85 out of 5 average rating, 60 reviews

Charming Condo in Picturesque Tavernier - OP 2215

LisaRating, 5 stars3 weeks ago
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.
Guest favourite
Apartment in Key Largo
4.78 out of 5 average rating, 63 reviews

Spring-Summer Deals! LUX Oceanfront 1300sf Condo!

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
Apartment in Tavernier
5 out of 5 average rating, 47 reviews

Key Largo Sunrise Resort Style Ocean Pointe 5315

IanRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Key Largo
4.96 out of 5 average rating, 123 reviews

Kawama Suntastic @ Key Largo

VincenzoRating, 5 stars3 months ago
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