Book Kid-Friendly Hotels in Islamorada from $245

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Top Islamorada Kid Friendly Hotels

The Caribbean Resort
Great for families

The Caribbean Resort

117 Carroll St Islamorada FL
A marina and an outdoor pool are featured at this hotel. There's a hot tub on site, and a terrace and a garden are also provided.
10/10 Exceptional! (171 reviews)

Families like: Outdoor pool, kitchen, bicycle rentals, washer and dryer

Travelers say...
We had the best time at this little resort! Our villa was nicely appointed, clean, and comfortable. We went with our two kids, 11 and 9 years old. We all enjoyed the pool and hot tub. The pool was warm but refreshing and the hot tub was hot and relaxing! You can “check out” fishing poles, bikes, ...

Reviewed on Apr 28, 2026

Opens in a new windowThe Caribbean Resort
Islander Resort
Great for families

Islander Resort

82100 Overseas Highway Islamorada FL
$264 nightly
The price is $297 total per night from Jun 1 to Jun 2
$297 total
Jun 1 - Jun 2
Total with taxes and fees
A private beach, 3 restaurants, and 2 outdoor pools are all featured at this hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Families ...
9.2/10 Wonderful! (1,015 reviews)

Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals

Travelers say...
I think some of the outdoor cushions could be updated.

Reviewed on May 13, 2026

Opens in a new windowIslander Resort
Cheeca Lodge & Spa
Great for families

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
$249 nightly
The price is $280 total per night from May 21 to May 22
$280 total
May 21 - May 22
Total with taxes and fees
This luxury resort features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
9.2/10 Wonderful! (1,330 reviews)

Families like: Outdoor pools, kids club, playground, game room

Travelers say...
Exelente service but the room need more clean and attention

Reviewed on May 11, 2026

Opens in a new windowCheeca Lodge & Spa
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Great for families

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

84001 Overseas Hwy Islamorada FL
$319 nightly
The price is $359 total per night from Jun 2 to Jun 3
$359 total
Jun 2 - Jun 3
Total with taxes and fees
This Art Deco resort features a private beach, a marina, and 4 restaurants. Enjoy a day at the beach snorkeling, or relax with sun loungers. Families will appreciate ...
9/10 Wonderful! (194 reviews)

Families like: Outdoor pools, game room, on the beach, bicycle rentals

Travelers say...
The resort, staff and facilities are excellent. The location in Islamorada is great either for a few days in the keys or as a stopping point to or from Key West. We didn’t get time to use all of the facilities but there are restaurants on site, kayaks, pools, a lively beach and breakfast so you don’t ...

Reviewed on May 10, 2026

Opens in a new windowThree Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy Islamorada FL
$253 nightly
The price is $284 total per night from May 19 to May 20
$284 total
May 19 - May 20
Total with taxes and fees
A private beach, 2 restaurants, and an outdoor pool are all featured at this resort. If you want to take your pet along, this pet-friendly property offers everything ...
8.8/10 Excellent! (1,283 reviews)
This hotel is a secret gem. The minute you arrive the friendly staff let you realize you are away. The beach, pool, fire pits in the eve all just make the vibe incredible. We continue to return!! Pet friendly!!!!

Reviewed on May 12, 2026

Opens in a new windowAmara Cay Resort
Bayside Villas by Islander Resort

Bayside Villas by Islander Resort

81450 Overseas Highway Islamorada FL
$251 nightly
The price is $282 total per night from May 20 to May 21
$282 total
May 20 - May 21
Total with taxes and fees
This hotel features 3 restaurants, a bar/lounge, and an outdoor pool. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free ...
8.8/10 Excellent! (428 reviews)
La propiedad me encantó, muy limpia y bonita. Para el precio está muy bien, sin duda volvería

Reviewed on May 10, 2026

Opens in a new windowBayside Villas by Islander Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

80241 Overseas Highway Islamorada FL
$232 nightly
The price is $261 total per night from May 27 to May 28
$261 total
May 27 - May 28
Total with taxes and fees
The private beach and marina are among the highlights at this resort. Enjoy the outdoor pool and perks like a free area shuttle. There's a poolside bar on site, ...
8.6/10 Excellent! (1,000 reviews)
We stayed for mother’s day and we had a good time there. Staff were very friendly

Reviewed on May 12, 2026

Opens in a new windowLa Siesta Resort & Villas
Conch On Inn Motel

Conch On Inn Motel

103 Caloosa Street Tavernier FL
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, concierge services, and barbecue grills are also on offer.
Opens in a new windowConch On Inn Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels With Pools in Islamorada

Hotels with Childcare in Islamorada

Islamorada Kid-Friendly Hotels

It’s not a family vacation if you can’t bring the entire clan with you, is it? Next time you have a few days off from work, plan a family-friendly getaway.  Set off on an adventure the entire family will love, and book your stay at one of the kid-friendly hotels in Islamorada.

Your little ones are the most important thing in your life, so make sure they enjoy your accommodation as much as you do. From a kids-only room service menu (macaroni and cheese, anyone?) to special perks like in-room video game consoles, these lodgings provide a little something extra for the smaller members of your crew. The best family-friendly hotels in Islamorada may even offer playgrounds and other activities to keep the kiddos busy. What’s more, some hotels provide a babysitting service so you can get a few hours to yourself!

Whether you’re traveling with one small child or hauling around your entire extended family, Travelocity is here to help. Let us hook you up with hotels for kids in Islamorada that will keep your youngsters happy without breaking the bank. You can save even more when you bundle your flight and hotel together, so what are you waiting for? Grab your family and get ready to explore!

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