
Kid-friendly holiday rentals in Cudjoe Key
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Top-rated family-friendly rentals in Cudjoe Key
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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.

May availability 70ft Dock, Near 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!

Paradise Ocean Front 4/3Home Heated Pool
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!!!

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
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!

Palm Breezes! Room for Everyone on the Ocean.
This place was a great get away. Perfect location between key west and marathon. Very quiet and private. Plenty of space
Family-friendly apartment rentals

At Mine | Lovely Suite steps from Duval Street
Great location. Close to Duval but away from the noise. Very walkable. Excellent communications.

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

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!

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!

#205 Key West Suites
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

Cozy Keys Efficiency 8a
Great, quiet place to say. I really enjoyed it.

Poolside Truman Annex 2 Bed | Conch Life Condo
Jarrett was an outstanding host. He communicated extremely well. The condo was just right and very clean.
Family-friendly apartment rentals

BOOK today and enjoy our amazing discounts for yo
We had a great time at Julia's place! The condo was beautifully furnished and we enjoyed pool and private beach area. We love to walk and the location was perfect for us! The nearby deli and restaurants were also very good. Ubers are very quick and reasonable.

Oceanfront 3 bed condo Ocean Edge w/ optional slip
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.

Beach/Docks Avail/3 Pools/Hot tub/Gym/Restaurants
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.

Oceanfront and Sunrise Views!
We stayed here for a girls trip, it was the perfect size for us. The area was beautiful, quiet and relaxing. We did venture into Key West for a few days during our stay. The closest beach is about a 10-15 min drive from the condo. Numerous restaurants in the area, that provided ample choices.

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.

*NEW* Kokomo Views-Pool/Beach
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!

Key Wes't Best- Upgraded condo 5 mins to Smathers
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!

Sunrise Suites Resort Key West, FL U #111 2bdr2bth
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.
Quick stats about holiday rentals that are kid-friendly in Cudjoe Key
Total rentals
70 properties
Nightly prices starting at
£30 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
60 properties have a pool
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