Book Kid-Friendly Hotels in Islamorada from $171

Name: Islander Bayside Villas and Boatslips
Price range: $276 total
Rating: 8.8

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.

9.8/10 Exceptional! (154 reviews)

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

Travelers say...

"Definitely will be back! Such a nice, quiet little place."

Reviewed on Apr 11, 2025

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Islander Resort

82100 Overseas Highway, Islamorada, FL

$252 nightly

$284 total

Sep 9 - Sep 10

Total includes 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 ...

9/10 Wonderful! (1,008 reviews)

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

Travelers say...

"It was great. Just wish something could have been done about all of the algae or seaweed so you can get in the ocean or near the inflatables."

Reviewed on Aug 18, 2025

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL

Fully refundableReserve now, pay when you stay

$211 nightly

$238 total

Aug 20 - Aug 21

Total includes 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. ...

9/10 Wonderful! (1,147 reviews)

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

Travelers say...

"Great place. Best way to relax and enjoy the keys."

Reviewed on Aug 17, 2025

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

84001 Overseas Hwy, Islamorada, FL

Fully refundableReserve now, pay when you stay

$254 nightly

$285 total

Sep 7 - Sep 8

Total includes 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! (57 reviews)

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

Travelers say...

"Great resort, excellent staff and customer service, I'll definitely coming back"

Reviewed on Aug 7, 2025

Amara Cay Resort

80001 Overseas Hwy, Islamorada, FL

Fully refundableReserve now, pay when you stay

$246 nightly

$276 total

Sep 1 - Sep 2

Total includes 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! (1,237 reviews)

"Na"

Reviewed on Aug 17, 2025

Islander Bayside Villas and Boatslips

81450 Overseas Highway, Islamorada, FL

Fully refundableReserve now, pay when you stay

$245 nightly

$276 total

Aug 25 - Aug 26

Total includes 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! (378 reviews)

"The front desk manager was amazing. The units are brand new."

Reviewed on Jul 29, 2025

La Siesta Resort & Villas

80241 Overseas Highway, Islamorada, FL

Fully refundableReserve now, pay when you stay

$200 nightly

$226 total

Sep 3 - Sep 4

Total includes 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! (1,003 reviews)

"My family had a great stay at La Siesta Resort! The staff was very kind and welcoming; they had everything ready ahead of our stay and even provided us with a free upgrade on the accommodation to boot! The pool and beach/marina area are great spaces and there were beach chairs and umbrellas throughout. ..."

Reviewed on Aug 10, 2025

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.

"The room was about 90° when we got there and never did cool off for two days we were there. Water pressure in the bathroom was bad. And one of the owners gave us a real bad attitude when we inquired about checking out a little bit late on our last day. We will never go back there again I would not ..."

Reviewed on Aug 6, 2018

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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

$252 nightly

$284 total

Sep 9 - Sep 10

Total includes taxes and fees

9/10 Wonderful! (1,008 reviews)

Hotels with Childcare in Islamorada

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL

$211 nightly

$238 total

Aug 20 - Aug 21

Total includes taxes and fees

9/10 Wonderful! (1,147 reviews)

Book a stay at the best kid-friendly hotels in Islamorada

How much does it cost to stay in a family hotel in Islamorada?

You can book a stay at a kid-friendly resort in Islamorada from just $171 per night. Our prices range up $285 per night if you want to enjoy the high life.

How many family-friendly hotels are there in Islamorada?

With over 2,176 hotels in Islamorada, you have a great selection of kid-friendly places to stay. Whether you’re looking for a cheap-and-cheerful property with plenty of space or an activity-filled kid-friendly resort, there’s a getaway to suit your style and your budget at Travelocity.

What is Travelocity’s cancellation policy for family hotels in Islamorada?

We offer free cancellation on select hotels. Policies can vary per property so it's best to check before you book. If you need to amend or cancel your vacation, just visit our Customer Service Portal. 

What are the best kid-friendly hotels in Islamorada?

At Travelocity, you can book the best family-friendly Islamorada hotel for you and your family by filtering your search by price, property type, and a range of amenities such as breakfast included or free airport shuttle. Use the map to see where the hotels are and the attractions they’re near.

What should I expect in the family-friendly hotels in Islamorada?

When you book a kid-friendly Islamorada resort, you can expect fun for all the family. Think pools, waterparks, and hot tubs. Think babysitting, kids’ menus, games rooms, and sport facilities—discover your ideal family vacation. Many resorts keep the kids happy, so you can indulge in bars, restaurants, and spas. Check details for each property as offers may vary.

How can I find family hotel deals in Islamorada?

Just enter your travel dates and sort your results by price. You can even filter your results by budget, so you’ll only see the deals that are right for your pocket. It’s easy to find great deals on family-friendly hotels in Islamorada with Travelocity. 

When is the cheapest time to go to Islamorada with your family?

The cheapest time to visit Islamorada is usually .

When is the best time to go to Islamorada with your kids?

The most popular months are and are great for booking in at a Islamorada kid-friendly resort. If you want a quieter vacation—or the kids aren’t in school yet— are usually less busy, but you can find incredible deals all year round with Travelocity. 

Why book a Islamorada child-friendly hotel with Travelocity?

Because we search the entire market, so you don’t have to. You’ll find great deals on everything from weekend trips to two-week family vacations. Whatever your budget or your wish list, we’ve got what you’re looking for.