
Kid-friendly vacation rentals in Key West
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Top-rated kid-friendly rentals in Key West
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Popular amenities for Key West kid-friendly rentals
Kid-friendly house rentals

Waterfront with Boat Lift/Kayaks and Hot Tub
The place was amazing!! plenty of room for our family of 5. All of the fishing equipment was awesome!! From the rods and tackle, to the deep freezer with bait, the extras made the whole trip more enjoyable. Loved the house. It was perfect!!! Will definately be back in the future!! 10 out of 10 would recommend!!

Newely Renovated 3/2-private pool/dock/cabana club
Absolutely amazing place to stay! Dennis is amazing and had several great recommendations for us to eat and do! The dock out back was beautiful and we were even able to see manatees! The pool was a GREAT addition and my family wouldn’t have wanted to explore the Keys any other way! The neighbors are also friendly and great to talk to! Overall beautiful place! My family and I would stay again!

Paradise found
The house was clean and a great option for traveling as a large group. It was away from the bustle of Key West, but still easy to get around, and the restaurants nearby are delicious.

Grand Blue Arenas/ 120'Dock/Mini golf/GameRoom
We had an absolutely amazing stay at this beautiful home in Marathon Keys! From the moment we arrived, it was clear that this property is extremely well-maintained and spotless. The house was immaculately clean, which made settling in with kids feel effortless and comfortable.The two-story layout was perfect for our family, offering plenty of space for everyone to spread out and relax. The home is definitely kid-friendly and family-oriented, with thoughtful touches throughout. The pool was a huge hit with both the kids and adults, and we had so much fun spending our evenings enjoying it! The kitchen was gorgeous and fully equipped with high-quality appliances, which made cooking meals together easy and enjoyable. We brought both a 22-foot bay boat and a 22-foot pontoon, and docking was a breeze. Overall, this home was the perfect place for our family getaway. We made unforgettable memories here and would absolutely return. Highly recommended for families looking for a home in the Keys!

Waterfront Sunsets, Great Price, Relaxing Spot!!!
me and my partner had an incredible time! beautiful place, wonderful hosts, amazing view. genuinely the pictures do not do this amazing place justice! it was incredible. everything was so perfect, they had everything and more of what we needed and wanted. extra sheets, pillows, medicine, paper and regular plates, cleaning supplies, beach towels and chairs, sunscreen, even went as far as to get seasonings for the guests that stay. they had a guide book for places to look at around the area and were very helpful whenever we had any questions. we absolutely LOVED this airbnb thank you so much to Ray and his wonderful wife for providing us this memorable trip.

Truman's Trove at The Annex
Wonderful location, quiet community, and the property manager was amazing with communication. The home was absolutely beautiful, a great outdoor space, clean and cozy. Definitely would recommend!!

Captain's Retreat: Disneyland for Boaters
⭐️⭐️⭐️⭐️⭐️ Incredible Stay in Marathon, Florida! From the moment we arrived, this home blew us away. The pool was absolutely stunning—perfectly maintained, crystal-clear, and the true highlight of our trip. Whether we were lounging during the day or enjoying an evening swim under the stars, it felt like our own private resort. The house itself was exceptional. Every room felt thoughtfully designed and meticulously decorated, with beautiful coastal touches and upscale finishes that made the space feel both luxurious and welcoming. You can really tell the owner put a lot of care into every detail—from the cozy bedding and well-stocked kitchen to the smart layout and stylish accents throughout the home. The amenities were top-notch: great AC, comfortable beds, high-end appliances, outdoor seating, grill area, shuffleboard, pool table and even beach towels and gear available for guest use. It was clear that nothing was overlooked. If you’re looking for a peaceful, beautifully

Captain’s Quarters Ahoy Mateys! Florida, Keys
The place was great. Very clean and was better than the pics. Back patio was amazing and we caught fish off the dock with the supplied fishing poles (after getting our fishing license of course). It was the perfect homebase as we explored the keys.
Kid-friendly apartment rentals

Beachside Unit 22 - Private Beach on Atlantic
Very nice condo in key colony beach, affordable, great stay for a family. Clean rooms, nice pool, nice private beach area, will bring family down again.

Duval Balcony - Street Suite
Our stay at Street Suite was enjoyable from the time we checked in to the time we left. We enjoyed people watching from the balcony overlooking Duval Street. The room was perfect for us -its seating is a tad different from the photo, with just one love seat and a bistro table and chairs. It still worked and did not make a difference to us since we spent such little time in the room. There is a golf cart, bicycle, and scooter place right across the street. A key lime and ice cream shop below for those late-night munchies. It's a perfect location for an airbnb. We are already planning our next visit!

Mango Hideaway @ the Eyebrow House off Duval
The unit itself was great, clean , cute and close to the action yet far enough so it wasn’t noisy. My only complaint was that the upper windows needed curtains (we had to stuff pillows and cushions to block what light we could) without the room is lit up street and neighbors porch or spot lights. In the morning the sun comes blazing in. By 8:00 am you literally need sunglasses 😎. Other than that we enjoyed the place

Studio Near Downtown - The Bartlum
Just one block from Duval!! Clean, secure, close to many things Brightwild responded quickly to any questions we may have e had and made it easy to rent from them

Key's Cottage Escape
This airbnb was perfectly located and equipped with everything we needed. We loved it and would definitely stay again.

Duval Street Suites full kitchen, free parking, &
Was a super great location and a beautiful room, Had a bit of a problem in the middle of the night but she rushed right over when we let her know and she solved it right there and then super worth it will definitely stay again

Little Venice in Marathon (in the Beautiful Keys)
This is our 2nd time staying here. Great location and super clean. We love it here and look forward to booking again for next year! It is a nice and familiar place for us.

Beachfront Condo w/ Ocean Views in Marathon
This was our first family trip to the Keys and this location in Marathon was ideal! The condo was welcoming, beautiful and spacious for our family of 3. The balcony was our favorite place, which overlooked the pool and the seashore. The beach was lovely for shorter walks and just "being" with the ocean. Fun seashells & hermit crabs at low tide! Lots to do in the area -- definitely hoping to return next year. Mike was fantastic host & super helpful with questions.
Kid-friendly condo rentals

La Dolce Vita, Old Town Steps to Duval! 3 blks bch
Right next to Duval Street, easily walkable to major attractions, restaurants, bars.. Host was super responsive, friendly, and really worked with us on anything we needed.. Great place!

Condo de Paradise/Salt Water Pool/Boat Dock
We are absolutely in love with this place. The views are gorgeous. the grounds were immaculately groomed. There are so many colorful trees and flowers. The pool is slightly heated, which is perfect. Everyone we met was so nice and helpful with recommendations. We got to see the jets fly over a few times, so cool. The kitchen has everything you need to prepare meals and snacks. The beds in both rooms are very comfortable. We hope to stay here again in the future.

Oceanfront and Sunrise Views!
We had an amazing stay in this wonderful Condominium! The host was absolutely fabulous - super responsive, friendly, and made sure we had everything we needed. The apartment itself was clean, comfortable, and perfectly located. The whole experience was top-notch, and we highly recommend this place to anyone looking for a great stay. Thanks again to the host for making it so special!

Tropical Escape at Sunrise
We enjoyed our stay! A little outside of the heart of Key West so it was very quiet. This place does have a unit above, luckily we were not bothered by any sort of upstairs noise. Would recommend!

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!
Kimberly’s condo was the perfect home base for exploring the upper keys. We enjoyed the views, the well equipped kitchen, and the pool!

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach
This is a top notch airbnb. Excellent communication from the host, extremely clean, well stocked condo, generous supplies beautiful decor. We stayed 8 days in the condo and felt right at home. Loved the large pool. We caught many fish and cooked at the condo all but 2 evenings and had everything we needed to prepare meals. Really appreciated the assortment of coolers provided for day trips. Thank you again, John!

Florida Keys Getaway - Slps 4 - Ocean View
Would come back again. Very peaceful and good location. Host was very responsive and friendly.

Fully renovated 2/2 bath condo w/ shared pool!
This listing was everything and more! The space was very clean, and provided all of the necessary amenities. As far as location…top tier. All the major attractions and beaches were a short 15 minute drive. Chris was responsive when I reached out. Truly a gem, and I would recommend this space again and again.
Quick stats about vacation rentals that are kid-friendly in Key West
Total rentals
60 properties
Nightly prices starting at
$160 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
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