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Kid-friendly holiday rentals in Islamorada

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Islamorada kid-friendly rentals

Child-friendly house rentals

Guest favourite
Home in Key Largo
4.79 out of 5 average rating, 24 reviews

Brand new beautiful and modern waterfront home

Mike & KristineRating, 5 stars1 week ago
Great accommodations, quiet location. Definitely look to stay there next time we are there.
Top Guest favourite
Home in Marathon
4.94 out of 5 average rating, 184 reviews

Avail. Now! 70ft Dock, Close to Beach VACA23-16,

KarineRating, 5 stars3 weeks ago
Nous étions un groupe de six et la maison était parfaite pour nous accueillir. Nous avons apprécié le fait que la maison était bien équipée pour la plage (chaise, glacière, parasol, jeux, etc. ) et nous avons adoré les vélos mis à notre disposition. Mon garçon a pêché dans le canal, nous y avons vu des pélicans et des manatees. Nous avons bien mangé dans les restos aux alentours et nous sommes allés visiter l’hôpital des tortues. Jeffrey a été un hôte proactif, à l’écoute et aidant.
Guest favourite
Home in Marathon
4.95 out of 5 average rating, 129 reviews

Paradise - Pool, Hot tub, Mini Golf, Dockage, Fish

SandyRating, 5 stars1 month ago
We rented Ryan’s home during the week of our wedding in Key West — much more reasonably priced than KW, and only about an hour away. Home is clean, modern, well appointed. Heated pool and hot tub were a big hit with our family, especially kids (worth the extra charge). The pool was dirty when we arrived so when Ryan saw pics he deemed it unacceptable and sent a cleaner out to address it right away — he had a delicious key lime pie delivered for the inconvenience, which was a sweet gesture. It was good to have 2 wings to separate the bedrooms (main plus queen both with private baths on one end). We had 10 people in the home (including 4 kids) and had ample space. Helpful to have chairs and cooler for beach (umbrella didn’t hold up to windy day) — Sombrero beach while crowded was nice. Lighting outside to enjoy outdoors at night could be better, but awning to shade the chairs from sun during day is a great feature. Bring a Bluetooth speaker for music. We’d come back! Thanks, Ryan!
Top Guest favourite
Home in Marathon
5 out of 5 average rating, 12 reviews

Waterfront Oasis w/Private Pool-Dockage-Beach

DaveRating, 5 stars3 months ago
Incredible property. Perfect gathering space for my entire family of 6. Private yet close to commerce like Publix and local gym to work out. Great memories made.
Guest favourite
Home in Key Colony Beach
4.94 out of 5 average rating, 108 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

AllisonRating, 5 stars2 weeks ago
The house was just as described. Loved having meals on the screened in porch each morning while watching the boats and wildlife float/fly by. Very peaceful setting. Modern bathrooms and kitchen. Also the Cabana Club pool and beach was a wonderful place to relax. We enjoyed meeting other Key Colony residents/visitors at the pool and at Sunset Park. They have concerts on Sunday afternoons in the park.
Top Guest favourite
Home in Key Largo
4.95 out of 5 average rating, 20 reviews

Island Breeze

JenniferRating, 5 stars1 week ago
We loved the private pool and tiki bar. The outdoor refrigerators were perfect to spend the day at the pool. The house was very clean with a perfect set up for our 2 families. We would definitely stay here again!
Guest favourite
Home in Marathon
4.96 out of 5 average rating, 56 reviews

Paradise Ocean Front 4/3Home Heated Pool

BetsyRating, 5 stars4 days ago
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!!!
Superhost
Home in Key Colony Beach
4.73 out of 5 average rating, 133 reviews

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

CherylRating, 5 stars3 months ago
Mary's place was in a very safe and beautiful location. Everyone was friendly and there were endless dining options. There were even local conveniences that I didn't expect nearby such as Dollar Tree, Winn Dixie, Home Depot, etc. Showers had great water pressure, hot water, and had zero sulphur smell. Decor was lovely and ample storage space for your things. A/C and heat works great and no musty smells anywhere. Beds, outdoor furniture and couches very comfortable. Convenient off-street parking. Was too busy to enjoy the cabana amenities but visited it briefly and it looked wonderful. Thank you Mary hope to return in the future!

Kid-Friendly apartment rentals

Superhost
Apartment in Key Colony Beach
4.84 out of 5 average rating, 105 reviews

Beachside Unit 22 - Private Beach on Atlantic

DevinRating, 5 stars1 month ago
We enjoyed our stay at the Key Colony Continental Inn. The environment and location was described accurately by Cindy, as stated there were endless amenities nearby which made the stay feel like home. The beach at the condo was nice although we discovered a nice public beach nearby named Sombrero Beach. Overall, Cindy was a great host whom responded quickly to our questions. We would definitely comeback to visit again and again.
Top Guest favourite
Apartment in Key Largo
4.99 out of 5 average rating, 142 reviews

Kawama Lagoon, 3D corner chickee 2bdr , 2 baths

KatrinRating, 5 stars3 months ago
Viel zu schnell sind die Tage bei Norma vergangen. Wir wären gerne noch länger geblieben und würden auf jeden Fall wiederkommen. Norma ist eine tolle, liebe Gastgeberin, die viele Tips hat. Das Haus hat eine tolle Lage. Und alles ist so wie beschrieben. Wir sind in der Lagune geschwommen und haben Sonnenuntergänge bewundert. Es waren rundherum perfekte vier Tage, vielen Dank Norma!
Top Guest favourite
Apartment in Homestead
5 out of 5 average rating, 8 reviews

Charming 1 Bedroom Apartment

EtienneRating, 5 stars1 week ago
Ne cherchez plus, je vous recommande fortement ce lieu !! Jennifer est une hôtesse exemplaire offrant le souci du détail et ayant le bien-être des voyageurs à coeur. Le logement était très propre, accueillant, bien disposé et très privé. Les instructions étaient très claires et bien établies. L'emplacement est parfait et près de tous les commerces en plus d'être environ à mi chemin entre les Keys et Miami. Merci Jennifer :)
Superhost
Apartment in Key Largo
4.92 out of 5 average rating, 261 reviews

Waterfront Studio 2| Couples Oasis | Kayaks | Pool

KarenRating, 5 stars2 weeks ago
We enjoyed our stay. The place was very clean and exactly as pictured. I will say it was a bit small for four people though. Not really anything with walking distance so you definitely need a car. The use of the kayaks and paddleboards were a definite plus!
Guest favourite
Apartment in Homestead
4.83 out of 5 average rating, 160 reviews

Historical property 30min from beautiful KEY LARGO

NamitaRating, 5 stars2 weeks ago
awesome place to stay in Homestead! the architecture is beautiful and the unit itself was larger than I expected from the photos. very comfortable and conveniently located. lili was kind enough to help me get into the unit, too!
Superhost
Apartment in Big Pine Key
4.78 out of 5 average rating, 37 reviews

Apartment in Big Pine

EvanRating, 5 stars2 weeks ago
This place was a great stay. The room has everything you need and the hosts are amazing.I believe a family lives below but if there wasn’t a car in the driveway we wouldn’t have even noticed. The place is super clean and very well taken care of. Had everything you need. You’re about 45 min from key west as well! We had a great time and a good stay. Would recommend for anyone trying to have a good vacation!
Superhost
Apartment in Key Largo
4.83 out of 5 average rating, 336 reviews

Escape to the Keys!

SJRating, 5 stars3 weeks ago
Ana’s place was beautiful and a delight to stay at. It was in a very convenient spot which allowed us to make pit stops at the house in between trips up and down the keys. Ana was a great host, and I would definitely recommend staying here.
Guest favourite
Apartment in Marathon
4.97 out of 5 average rating, 102 reviews

Beachfront Condo w/ Ocean Views in Marathon

WendyRating, 5 stars2 months ago
Stunning views, peaceful. we had stayed in this building before 7 years ago and found other vacations have never measured up to the view. This owner puts money back into his investment, furniture was comfortable, kitchen was beautiful and well stocked. This is a end unit so you really get special views! We definitely are going home with huge smile on our faces and are so distressed. On top of all that the unit was so clean!❤️

Child-Friendly Holiday Condos

Superhost
Condo in Tavernier
4.89 out of 5 average rating, 157 reviews

2BR - Key Largo Sunshine Getaway

NoelleRating, 5 stars1 week ago
Adorable condo! Great location and the private beach area was perfect. Vanessa was a wonderful host!
Top Guest favourite
Condo in Marathon
5 out of 5 average rating, 11 reviews

*NEW* Kokomo Views-Pool/Beach

EmilyRating, 5 stars4 weeks ago
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!
Guest favourite
Condo in Key Largo
5 out of 5 average rating, 14 reviews

Key Lime Breeze Ocean Retreat | Waterfront Oasis

TaraRating, 5 stars1 week ago
The host were great and so proactive. They showed such great hospitality and provided a wonderful home to stay in. The apartment down stairs was so perfect for our parents. The kids loved the pools and pickle ball courts! Also, loved all the extras like the pool toys and having access to a washer and dryer. Thanks again for the wonderful stay!
Guest favourite
Condo in Key Largo
4.9 out of 5 average rating, 77 reviews

Island Palms~Overlooking Tennis Courts

JenniferRating, 5 stars2 weeks ago
What a great condo! Felt right at home and has everything you need! Diane was very excellent with communication & details of what we would need. Would highly recommend staying here. Snappers restaurant is a great spot for lunch or dinner!
Superhost
Condo in Key Largo
4.86 out of 5 average rating, 125 reviews

Waterfront Spacious Condo Key Largo #4, 10% Off 7+

AustinRating, 5 stars6 days ago
The first half of our stay went extremely well and there was plenty of space to park our boat. I would definitely stay again.
Guest favourite
Condo in Tavernier
4.9 out of 5 average rating, 117 reviews

Luxurious Suite+Open Ocean Views+Pool & Cabana Bar

CarolineRating, 5 stars2 weeks ago
We very much enjoyed our stay. Largo was a very kind and helpful host. The ocean views are beautiful and we enjoyed the pool and the private beach. We would love to come back.
Guest favourite
Condo in Key Largo
4.77 out of 5 average rating, 62 reviews

Spring-Summer Deals! LUX Oceanfront 1300sf Condo!

JeromeRating, 5 stars1 week ago
Great place just a short distance off Highway 1 and just steps from a nice heated pool. The salt water slough was a big hit for the kids swimming with the fish and the sunrise was amazing. I would definitely book again.
Top Guest favourite
Condo in Tavernier
5 out of 5 average rating, 44 reviews

Key Largo Sunrise Resort Style Ocean Pointe 5315

JoelleenRating, 5 stars3 weeks ago
Wonderful accommodations for my family! The condo was extremely clean with all the amenities we needed. Pool/ hot tub was a big hit with our kids and the location was close to everything we planned. Sean and team were extremely kind and communicative.

Quick stats about holiday rentals that are kid-friendly in Islamorada

  • Total rentals

    60 properties

  • Nightly prices starting at

    $128 AUD before taxes and fees

  • Total number of reviews

    1K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    40 properties have a pool

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