Book Kid-Friendly Hotels in Islamorada from $174

Name: Bayside Villas by Islander Resort
Price range: $365 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! (179 reviews)

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

Travelers say...

"Muy bien todo excelente servicio"

Reviewed on Oct 2, 2026

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Islander Resort

82100 Overseas Highway Islamorada FL

Fully refundableReserve now, pay when you stay

$256 nightly

$288 total

Nov 15 - Nov 16

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 ...

9.4/10 Exceptional! (1,143 reviews)

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

Travelers say...

"Very nice experience and cosy hotel in the Keys, super recommended!"

Reviewed on Oct 16, 2026

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$208 nightly

$234 total

Oct 21 - Oct 22

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 ...

La Siesta Resort & Villas

80241 Overseas Highway Islamorada FL

$225 nightly

$253 total

Nov 16 - Nov 17

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, ...

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

Fully refundableReserve now, pay when you stay

$232 nightly

$261 total

Oct 21 - Oct 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. ...

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

84001 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$304 nightly

$342 total

Nov 2 - Nov 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 ...

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

$324 nightly

$365 total

Oct 27 - Oct 28

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

Islander Resort

82100 Overseas Highway Islamorada FL

$256 nightly

$288 total

Nov 15 - Nov 16

Total with taxes and fees

9.4/10 Exceptional! (1,143 reviews)

Hotels with Childcare in Islamorada

Pines & Palms Resort

80401 Old Hwy Islamorada FL

$278 nightly

$313 total

Oct 21 - Oct 22

Total with taxes and fees

9.2/10 Wonderful! (1,000 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!

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Recent Islamorada Hotel Reviews By Fellow Wanderers

Chesapeake Beach Resort

5 out of 5

Posted 13 hours ago

Travelocity Verified Review

"Excellent location we had a Waterview room, which was extremely clean well maintained with a beautiful view of the ocean and beach from our balcony. Both swimming pools were well maintained. Only glitch was hot tub was not working.. would definitely stay again ."

A verified traveler stayed at Chesapeake Beach Resort

Breezy Palms Resort

5 out of 5

Posted 17 hours ago

Travelocity Verified Review

"This property is a nice old Florida style hotel with a nice pool, a small beach and marina. The room was very clean and comfortable with a strong air conditioner. Islamorada it’s still hot in October. We got the room with ocean view and a kitchen. Is a spacious space with a pretty nice stove, lots of utensils, dishes, cups, cutlery, pans and appliances like a toaster, a drip coffee maker (all’americana machine) it even had a blender! It had a few frying pans, bowls for salad, a colander, pots for pasta with the steamer, I think it lacked a water jug because water is potable in the Florida keys and I hate buying plastic bottles, but I’m not complaining because I used the blender vase to chill water and the glass pot, the coffee carafe, too. On top of everything, this room also has two ice cubes trays. The room we got has everything you need in the kitchen. We didn’t really cooked but brought a small bottle of olive oil to make breakfast with eggs, toasts or sandwiches in the morning. Very close is CAO bakery and we had a very good Cuban espresso there every day."

A verified traveler stayed at Breezy Palms Resort

Hadley Resort and Marina

4 out of 5

Posted 2 days ago

Travelocity Verified Review

"Lovely gem of a place and in a great location to explore either direction in the Keys! Helpful and friendly staff! I stayed in the room units closer to the road and next to the main lobby, so I can't compare them to the larger suites or ocean-view spots--which I'm guessing are fancier. The room was decently clean and comfy! Just noting (not complaining), the bathroom was tiny, but it worked fine for 1 person. Had a nice little kitchenette with a mini fridge, microwave, large sink, and coffee pod maker, so it was easy to save restaurant leftovers or keep a few groceries. There's a sweet little spot to sit in loungers or chairs at the end of the marina and soak up some ocean views (east-facing for sunrise is nice). It's just a quick walk to the backside of the property. It wasn't busy during my stay in early Oct., so it was easy to get a chair anytime, but note that there isn't space for more than a few people at a time. There are kayaks and other things you can use (I didn't have the time)."

A verified traveler stayed at Hadley Resort and Marina