
Kid-friendly holiday rentals in Cudjoe Key
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Top-rated family-friendly rentals in Cudjoe Key
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Popular amenities for Cudjoe Key family-friendly rentals
Kid-friendly house rentals

Keysie Does It at Cudjoe Key
We absolutely loved our stay! Our checkin was smooth and flexible. The home was squeaky clean, linens and beds were unbelievably soft and comfortable, and there were more supplies/ amenities in the home than listed. We felt right at home and would love to come back! Absolutely 5 star place!

Indulge yourself. It's heavenly in Little Torch
Clean and neat home on a quiet canal. Neighbors were even friendly! Good amount of parking. Home is clean and well laid out. Airy living room just off the open kitchen. Large master bedroom and bathroom. We felt very comfortable there.

Moana Hale Paradise #164 - Venture Out, Cudjoe Key
It’s awesome. The additional fees are worth it. The community is great and the commitment to keeping the neighborhood classy is excellent.

Ocean Front Home in Great Location
Fantastic place for a home base while the beautiful keys. Close enough to key west for an upbeat day, very quiet in the evening. If anything, I’d say I was expecting less from the description and was very surprised at how nice this place is. I would stay here again in a heartbeat!

Waterfront Home 37.5-ft dock, Cabana Club Included
We were very comfortable at the home during our week stay. Great place to stay if you need room to park a boat trailer. Quiet very nice safe neighborhood.

Lower Keys Paradise
We needed to be near summerland key for work all week, but no short-term airbnbs on thT key. This was key adjacent, the rental was comfortable, the pool and hot tub were great for unwinding at the end of each work day.

Captain’s Quarters Ahoy Mateys! Florida, Keys
We loved our stay! The host was very responsive and helpful with local recommendations. Great neighborhood and centrally located.

Keysgetaway Retreat. Fish#Fun#Relax
It was a great place. She was on top of things. Water went out not just at her place the whole keys because of main break. She was on top of it went we let her know of the problem and she found out the problem and got back to us.
Family-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.

At Mine | Lovely Suite steps from Duval Street
We had a fantastic stay at Tranquility Guest House — we were able to check in early and everything was already clean and prepared for us. The host was very responsive and helpful with messaging which was reassuring. The pool is also clean, quiet, and private. Overall this is a great value for the money and the location is perfect!

Duval Street Suites full kitchen Old Town with hea
The location of the apartment could not have been in a better place. Easy access to the apartment from the rear of the building through the parking lot in Pool area to the front of the apartment on Duval Street. The apartment was immaculately kept. The bed and the pullout couch was very comfortable

Key West - Sunrise ❀ The Green House
Great spot, super close to everything but never disturbed by late night noise. Balcony is awesome to have !

Duval Balcony - Street Suite
The place is exactly as it’s shown on the listing! Super cute and quaint! It’s got a cute deck to people watch from when you need a moment to relax from all the fun of being in the middle of duval! And Tom was a great host! Super friendly and very easy to reach when needed. Will definitely book with him next time we visit!

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval
We had a really lovely stay at this space! It is as advertised and very clean. We used the kitchen every day and sometimes twice a day. What’s great about this space is that the patio and seating area is always in the shade…. at every hour of the day!

Honeymoon Hideaway, King bed, Private Deck & Spa!
This was our first time traveling to Key West and we weren’t sure what to expect. I can’t say enough great things about Center Cottage Inn. They went above and beyond our expectations and it was the perfect place to experience a lot of the wonderful things the island has to offer. The cottage we stayed in was fully equipped for all of our needs and was tiny in the best way. It had a lot of great storage, ample towels (both for bathing and the pool), fully stocked kitchen (we opted to make our own breakfast each day), and lots of thoughtful details like a portable speaker, bug spray, charging ports and more. Naomi was super responsive and helpful. We were able to leave our bags on the premises as our departure flight wasn’t until late afternoon. This was a game changer as we were able to enjoy our last day without carrying luggage around. If you want to feel like locals this is the place for you.

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.
Family-friendly apartment 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!

Rooftop Penthouse
The stay was perfect for me and my friends to experience Key West! Being right on Duval made it easy to walk to all the restaurants and bars in the area.

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!

A Perfect Getaway
We had a wonderful visit in Key west. The place was very clean, close to everything. We enjoyed this place very much and would rent it again. Thank you so very much. Sue and Dave Hopper.

Fully renovated 2/2 bath condo w/ shared pool!
Enjoyed our time at Chris’s place. Plenty of towels and the kitchen was well furnished. Wonder if an air purifier might help as a few of our allergies kicked in when we were inside. All in all a great vacation

"Abaco" Key West • 2/2 End Unit Waterfront+Dockage
The condo was exactly as pictured, clean, quiet and close enough you could walk to some things, I would suggest taking an uber to downtown especially during the summer. The restaurant/bar Mac’s next door has good food. The noise others complain about we could not really hear inside the condo, so not sure why that was mentioned by others. We had a great time, ate some great food and explored a lot of what Key West has to offer. We would definitely stay in this condo again. Thanks Jennifer for sharing your beautiful place with us.

Slip, Ramp, Pool, Trailer Parking, Bait Freezer
Absolutely perfect for a honeymoon getaway, quiet perfect amount of space for us, the set up was great with 2 bathrooms and a huge walkin closet, the couches were super comfy, the TV was big enough to see from across the room, we enjoyed everything about it. Got to meet some of the neighbors and they were all very welcoming and enjoyed talking to them. Scott had some great local recommendations and we enjoyed everything.

Coastal Key Colony Beach Condo, Oceanfront Complex
Kim’s condo was PERFECT for our stay, and Kim was an outstanding host. The apartment was clean, comfortable, and well stocked. It is a rarity to find reasonably priced lodging in the keys that has its own charming private beach!! I appreciated that we had access to a kitchen to cook in, outdoor gas grills, and a laundry area (takes $2 in quarters to cycle- bring a little change!). Kim gave us great recommendations on things to do in the area, and even gave me a tour of her incredible garden beds including a bed of pineapple plants! We can’t wait to return.
Quick stats about holiday rentals that are kid-friendly in Cudjoe Key
Total rentals
70 properties
Nightly prices starting at
₹3,443 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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