Kid-friendly holiday rentals in Stock Island

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Stock Island kid-friendly rentals

Child-friendly house rentals

Guest favourite
Home in Marathon
4.9 out of 5 average rating, 162 reviews

Waterfront Cozy Modern Retreat w/Deep Canal

TheresaRating, 5 stars2 weeks ago
Christy was the best host! She was always available for quick questions and gave us great information as well. Her home was gorgeous! Beautifully decorated, flooring was luxurious and the space was perfect for the 2 us and our boat. The back porch was comfortable and the gas grill was a work of art! The boat ramp was a 1 mile away, Publix and Winn Dixie right around the corner and many restaurants all around made the location perfect for us. We had such a great stay and would definitely stay here again!! Thank You Christy for sharing your beautiful home with us!
Guest favourite
Home in Cudjoe Key
4.97 out of 5 average rating, 159 reviews

Cudjoe Key Home with a View

RobRating, 5 stars3 weeks ago
Everything was great. We enjoyed the pool, pickleball, and the water. The house was perfect for the area. Definitely recommend!
Superhost
Home in Key West
4.91 out of 5 average rating, 214 reviews

MERMAID COVE- Funky Getaway on Duval

CarlRating, 5 stars1 month ago
Worked out great for our group of 4 couples. Individual quarters with common ground meeting place to hang out.
Guest favourite
Home in Cudjoe Key
4.93 out of 5 average rating, 178 reviews

106 Newly Renovated House with Oceanview and Pool

JoanRating, 5 stars1 month ago
As always, Michael’s place was spotless, perfectly stocked and just as pictured. We come back here annually to fish at Sugarloaf Marina and are always satisfied. Michaels house is in the perfect location, with the best sunsets, an amazing dock and pool, and the house is always stocked and we're able to relax for another day of tarpon fishing.
Guest favourite
Home in Key Colony Beach
4.95 out of 5 average rating, 116 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

TinaRating, 5 stars1 week ago
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.
Guest favourite
Home in Sugarloaf Key
4.81 out of 5 average rating, 113 reviews

The Guest House - Sugarloaf Beach Key West

KimberlyRating, 5 stars3 weeks ago
Upon arrival it was very clean, well taken care of and beds were comfortable sleeping 8 guests - which is not easy to find. Location is quiet, private and driving distance to town is minimal. My husband and I enjoyed walking on the private dock and beach. Tom greeted us right away and was exceptionally helpful anytime we had questions or needed anything at all We look forward to returning.
Top Guest favourite
Home in Key West
5 out of 5 average rating, 14 reviews

Kittyhouse on Catherine, Tropical Pool, Parking

MelanieRating, 5 stars1 week ago
We loved our stay! It rained most of the time, but Alan’s place made up for that with a lovely pool and gorgeous views of the tropical landscape from the patio. The spaces were comfortable and very clean and the washer/dryer access was a major plus for us. The location was excellent with walkable restaurants and short drives to all of the major things to do and see. Alan was an extremely courteous and responsive host. I would highly recommend his place to others!
Superhost
Home in Cudjoe Key
4.83 out of 5 average rating, 264 reviews

OCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!

AlexRating, 5 stars1 month ago
The house was exactly as pictured and in a very peaceful community. The beds were comfortable, as was the couch (two of our group opted to sleep on the couch itself instead of pulling out the sleeper sofa, and said it was pretty comfy!). Several of our group enjoyed using the bikes at night, and while we didn’t use the kayaks, it’s nice they were available. We didn’t get to do everything we hoped to do on our trip to Keys, but we plan to stay here again someday when we come back!

Kid-Friendly apartment rentals

Superhost
Apartment in Key Colony Beach
4.84 out of 5 average rating, 115 reviews

Beachside Unit 22 - Private Beach on Atlantic

JamesRating, 5 stars3 weeks ago
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.
Superhost
Apartment in Key West
4.77 out of 5 average rating, 362 reviews

Key West - Sunrise ❀ The Green House

ChadRating, 5 stars1 month ago
Great spot, super close to everything but never disturbed by late night noise. Balcony is awesome to have !
Guest favourite
Apartment in Key West
4.9 out of 5 average rating, 107 reviews

Duval Street Suites full kitchen Old Town with hea

RichardRating, 5 stars5 days ago
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
Top Guest favourite
Apartment in Key West
4.98 out of 5 average rating, 505 reviews

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

ReneeRating, 5 stars4 days ago
Bella Vita was impeccable! It was exactly as described and like the pictures. Eric and Kelly were communicative and very prepared hosts. This was our best Airbnb experience thus far, and best stay out of many in Key West. We will be back to Bella Vita. Everything was perfect!
Guest favourite
Apartment in Key West
4.85 out of 5 average rating, 237 reviews

Studio Near Downtown - The Bartlum

CrystalRating, 5 stars6 days ago
Conveniently located spot that is walking distance to Duval and all the nearby restaurants and sights!
Guest favourite
Apartment in Marathon
4.97 out of 5 average rating, 105 reviews

Beachfront Condo w/ Ocean Views in Marathon

AnneRating, 5 stars1 month ago
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.
Superhost
Apartment in Key West
4.9 out of 5 average rating, 201 reviews

Duval St Apartment w/ Balcony w/parking Adult Only

PaigeRating, 5 stars4 weeks ago
Amazing place to stay. We stayed for 2 nights and loved how walkable all the main places we wanted to go to were. The accommodation was amazing and loved the facilities, especially the pool!
Superhost
Apartment in Key West
4.86 out of 5 average rating, 276 reviews

#201 Key West Suites

BrookeRating, 5 stars1 month ago
This was our second stay here and it was great! They didnt have someone checking out the morning of our check in so they let us check in early whenever we arrived. It’s easy to get into the unit and the location is very walkable to bars, restaurants and shopping. I would highly recommend staying here if you are looking for a great location!

Child-Friendly Holiday Condos

Superhost
Condo in Key West
4.83 out of 5 average rating, 276 reviews

La Dolce Vita, Old Town Steps to Duval! 3 blks bch

MichaelRating, 5 stars3 weeks ago
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!
Guest favourite
Condo in Key Colony Beach
4.96 out of 5 average rating, 208 reviews

Oceanfront Sunrise Condo Private Beach Heated Pool

GinaRating, 5 stars2 weeks ago
Please stop looking and book this spot, you will not regret it! Kim provided a list of full things to do for dining, for fun, and much more. Honestly all you need is this spot and Kim’s recommendations. Walking distance to some amazing restaurants with great views and beautiful live music. Don’t have to drive no where to far because everything is less than 5 miles, sombreo beach is beautiful and is just around the condo. Please don’t even bother driving to Key West stay here and enjoy the Keys:) it’s absolutely beautiful and get your own private beach and the pool is so refreshing and CLEAN. No loud music or rowdy crowds, just bliss of relaxation. I’m so happy I booked this spot for our honeymoon and plan to come back for our anniversary or anniversaries. Had a very romantic dinner at the steak and lobster, again Kim’s recommendation!Which was delicious but don’t forget to make reservations. Kim you place had everything we needed. Service was so prompt for everything we needed.
Superhost
Condo in Key West
4.87 out of 5 average rating, 147 reviews

Rooftop Penthouse

ShaunaRating, 5 stars2 weeks ago
Our stay at the Penthouse over Duval St was absolutely amazing. Everything was perfect!!! Fully outfitted kitchen, spacious unit, all necessary components and then some. The balcony was so much fun to hang out on in the mornings, afternoons, and after going out on the town at night. Loved the master bedroom so much! Very cavernous, quiet, and dark - good for sleeping. Would definitely stay here again! Highly recommend this place.
Guest favourite
Condo in Key West
4.78 out of 5 average rating, 299 reviews

Affordable Beachfront Luxury Condo Sleeps 6

SharonRating, 5 stars1 month ago
Traci’s condo was great in every way! Everything was very clean and the view was amazing. We could enjoy watching the turquoise water and swaying palm trees from almost every room – both bedrooms, living room, kitchen, dining area, or relaxing on the large balcony. Some of the furniture is different in the photos, but my group agrees it is even better now than what you see. Having our own parking space in the garage was much appreciated, too. Traci responded quickly; clear check-in instructions. We would definitely stay here again.
Superhost
Condo in Key West
4.89 out of 5 average rating, 27 reviews

New Listing! Key Lime Paradise/Condo

StevenRating, 5 stars1 week ago
We Definitely would stay again if we are in the area. The place was exactly as advertised and centrally located. we had a nice relaxing time.
Guest favourite
Condo in Key West
4.89 out of 5 average rating, 168 reviews

A Perfect Getaway

DavidRating, 5 stars2 weeks ago
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.
Guest favourite
Condo in Key West
4.95 out of 5 average rating, 152 reviews

Fully renovated 2/2 bath condo w/ shared pool!

TinaRating, 5 stars2 days ago
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.
Guest favourite
Condo in Key West
4.88 out of 5 average rating, 153 reviews

Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"

GabriellaRating, 5 stars2 weeks ago
Had a nice time at Jennifer’s place! The space was very well cleaned and looked just like the pics. There must have been some construction going on because it was a bit noisy. Otherwise, it was great!

Quick stats about holiday rentals that are kid-friendly in Stock Island

  • Total rentals

    20 properties

  • Nightly prices starting at

    $332 NZD before taxes and fees

  • Total number of reviews

    860 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore