Kid-friendly vacation rentals in Key West

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Key West kid-friendly rentals

Kid-friendly house rentals

Guest favorite
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!
Top guest favorite
Home in Marathon
4.99 out of 5 average rating, 137 reviews

Cancellation Deal: 08/02 thru 08/09

KevinRating, 5 stars1 week ago
The house was very clean and inviting upon arrival. Nice location short drive to great restaurants and local grocery stores also less than 5min walk to the beach. Mr Eddie responded in a timely manner when we had questions. All in all we had a great time and very much enjoyed our stay! Thanks Mr Eddie
Guest favorite
Home in Cudjoe Key
4.97 out of 5 average rating, 159 reviews

Cudjoe Key Home with a View

RobRating, 5 stars2 weeks ago
Everything was great. We enjoyed the pool, pickleball, and the water. The house was perfect for the area. Definitely recommend!
Guest favorite
Home in Key West
4.97 out of 5 average rating, 66 reviews

Gorgeous Romantic Private Villa, Steps from Duval!

CliffordRating, 5 stars2 months ago
We had a fantastic stay at Villa Serendipity. Great location right off Duval Street within walking distance to everything. Private and secluded. The pool is small and shared with 12 units, but it was nice. The courtyard is welcoming and peaceful. Bed was very comfortable. Well appointed kitchen; having the ice machine was great! Hosts communicate well. Parking was tight but once we got a spot we didn’t move the car for the rest of the trip. Overall had a great time at this excellent spot in Key West!
Guest favorite
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.
Superhost
Home in Key Largo
5 out of 5 average rating, 4 reviews

Newely Renovated 3/2-private pool/dock/cabana club

OliviaRating, 5 stars2 weeks ago
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!
Guest favorite
Home in Key West
4.94 out of 5 average rating, 103 reviews

Paradise found

JenniferRating, 5 stars3 weeks ago
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.
Top guest favorite
Home in Key Colony Beach
4.96 out of 5 average rating, 105 reviews

Captain’s Quarters Ahoy Mateys! Florida, Keys

BrandyRating, 5 stars3 weeks ago
We loved our stay! The host was very responsive and helpful with local recommendations. Great neighborhood and centrally located.

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 !
Top guest favorite
Apartment in Tavernier
5 out of 5 average rating, 43 reviews

Island Time at Ocean Pointe Luxe 2 King Spa BR/BA

ChristaRating, 5 stars1 week ago
A wonderful place, beautifully decorated with absolutely everything you may need, and then some. It was super clean & tidy. We definitely recommend staying here! If you decide to snorkel, we had a great experience at Islander Girl, which is close by. In terms of beaches, our favorite was Bahia Honda State Park (Sandspur Beach).
Superhost
Apartment in Key West
4.77 out of 5 average rating, 149 reviews

Mango Hideaway @ the Eyebrow House off Duval

SpringRating, 5 stars1 month ago
Great place with awesome location. Unfortunately I broke my ankle 2 days before our trip so my husband had to carry me on his back up the stairs to get in. I would definitely stay again but without the broken ankle next time!🤣
Superhost
Apartment in Key West
4.6 out of 5 average rating, 10 reviews

Key West Garden - Green House

WilliamRating, 5 stars2 weeks ago
We had a wonderful time staying at this Airbnb in the heart of Old Town Key West. The location couldn’t have been better—everything was within walking distance, from local attractions and restaurants to shops and nightlife. Communication with the host was prompt and helpful. Shout out to Steven, our in-person contact during the stay—he was friendly, responsive, and incredibly helpful throughout all our interactions. We did experience a minor issue during our stay, but it was quickly addressed and resolved, which we really appreciated. The apartment had all the bare necessities we needed for a comfortable trip. We would definitely recommend this place and would be happy to stay here again!
Guest favorite
Apartment in Key West
4.85 out of 5 average rating, 237 reviews

Studio Near Downtown - The Bartlum

CrystalRating, 5 stars4 days ago
Conveniently located spot that is walking distance to Duval and all the nearby restaurants and sights!
Superhost
Apartment in Key Largo
4.84 out of 5 average rating, 280 reviews

Key's Cottage Escape

MariahRating, 5 stars4 weeks ago
This airbnb was perfectly located and equipped with everything we needed. We loved it and would definitely stay again.
Guest favorite
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.

Kid-friendly condo rentals

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 favorite
Condo in Key Colony Beach
4.96 out of 5 average rating, 207 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.
Guest favorite
Condo in Key West
4.89 out of 5 average rating, 142 reviews

Tropical Escape at Sunrise

MalloryRating, 5 stars3 weeks ago
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!
Guest favorite
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.
Guest favorite
Condo in Tavernier
4.9 out of 5 average rating, 286 reviews

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

MariaRating, 5 stars1 week ago
Kimberly’s condo was the perfect home base for exploring the upper keys. We enjoyed the views, the well equipped kitchen, and the pool!
Guest favorite
Condo in Tavernier
4.94 out of 5 average rating, 146 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

KatieRating, 5 stars2 weeks ago
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!
Guest favorite
Condo in Key West
4.87 out of 5 average rating, 201 reviews

Florida | Waterfront 2BR/2BA w/ Pool + Dock Access

JustinRating, 5 stars4 weeks ago
We had a great stay at Jennifer’s condo! It was clean, well-appointed, and had beautiful views of the harbor. The location was perfect—just a short drive to all that Key West has to offer. Jennifer was a proactive host and kept us well informed throughout our stay. Highly recommend!
Guest favorite
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.

Quick stats about vacation rentals that are kid-friendly in Key West

  • Total rentals

    60 properties

  • Nightly prices starting at

    R2,873 ZAR 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

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  2. United States
  3. Florida
  4. Monroe County
  5. Key West
  6. Kid-friendly rentals