Book Kid-Friendly Hotels in Islamorada from $208

Name: Bayside Villas by Islander Resort
Price range: $258 total

Find & compare hotels, resorts and vacation rentals for the whole family

Top Islamorada Kid Friendly Hotels

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! (177 reviews)

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

Travelers say...

"Excellent place to stay!"

Reviewed on Aug 25, 2026

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Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

Fully refundableReserve now, pay when you stay

$214 nightly

$241 total

Sep 15 - Sep 16

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! (1,434 reviews)

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

Travelers say...

"Lo mejor fue el confort de la habitación, lo recomiendo 100%"

Reviewed on Sep 5, 2026

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$211 nightly

$237 total

Sep 23 - Sep 24

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! (1,309 reviews)

"Baseboard were removed off the wall. Did not gave it a clean look . Walls in the hallway slightly dirty."

Reviewed on Sep 2, 2026

La Siesta Resort & Villas

80241 Overseas Highway Islamorada FL

$294 nightly

$331 total

Sep 7 - Sep 8

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, ...

8.8/10 Excellent! (1,002 reviews)

"Spectacular and quiet place"

Reviewed on Sep 4, 2026

Islander Resort

82100 Overseas Highway Islamorada FL

Fully refundableReserve now, pay when you stay

$243 nightly

$273 total

Sep 22 - Sep 23

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 ...

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

84001 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$248 nightly

$279 total

Sep 13 - Sep 14

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 ...

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.

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Bayside Villas by Islander Resort

81450 Overseas Highway Islamorada FL

Fully refundableReserve now, pay when you stay

$230 nightly

$258 total

Sep 15 - Sep 16

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 ...

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

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

$214 nightly

$241 total

Sep 15 - Sep 16

Total with taxes and fees

9.2/10 Wonderful! (1,434 reviews)

Hotels with Childcare in Islamorada

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

$214 nightly

$241 total

Sep 15 - Sep 16

Total with taxes and fees

9.2/10 Wonderful! (1,434 reviews)

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!