Book Kid-Friendly Hotels in Islamorada from $173

Name: Bayside Villas by Islander Resort
Price range: $327 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! (156 reviews)

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

Travelers say...

Room and staff were great. Excellent property.

Reviewed on Nov 10, 2025

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Islander Resort

82100 Overseas Highway, Islamorada, FL

Fully refundableReserve now, pay when you stay

$316 nightly

$356 total

Dec 1 - Dec 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! (1,001 reviews)

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

Travelers say...

Awesome stay! Well recommended!

Reviewed on Nov 6, 2025

Cheeca Lodge & Spa

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

Fully refundableReserve now, pay when you stay

$243 nightly

$274 total

Nov 20 - Nov 21

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. ...

9/10 Wonderful! (1,255 reviews)

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

Travelers say...

It was absolutely beautiful and the staff was always super nice!

Reviewed on Nov 8, 2025

Amara Cay Resort

80001 Overseas Hwy, Islamorada, FL

Fully refundableReserve now, pay when you stay

$205 nightly

$231 total

Dec 2 - Dec 3

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! (1,251 reviews)

Very quiet and beautiful, bug rooms

Reviewed on Nov 11, 2025

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

84001 Overseas Hwy, Islamorada, FL

Fully refundableReserve now, pay when you stay

$279 nightly

$314 total

Nov 19 - Nov 20

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 ...

8.8/10 Excellent! (104 reviews)

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

Travelers say...

Good value for an off-season break in the Keys. The staff was excellent, helpful, and friendly. Easy parking close to our room. Lots to do inside the resort for no extra cost: kayaking, ping pong, corn hole, water taxi, nice swimming pools and loungers in the sun. Live music every night at the tiki ...

Reviewed on Nov 5, 2025

Bayside Villas by Islander Resort

81450 Overseas Highway, Islamorada, FL

Fully refundableReserve now, pay when you stay

$290 nightly

$327 total

Nov 20 - Nov 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! (392 reviews)

We loved our stay at Bayside Villas. We loved the access to both Bayside and Oceanside, the activities were great! Beautiful rooms, grounds! We will definitely return in the future.

Reviewed on Oct 4, 2025

La Siesta Resort & Villas

80241 Overseas Highway, Islamorada, FL

Fully refundableReserve now, pay when you stay

$231 nightly

$260 total

Nov 17 - Nov 18

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! (1,001 reviews)

Great spot! Beautiful grounds and awesome rooms. Pool, beach and boats docks are great. Def will stay again **beer and wine only** at the bar. FYI. Pack accordingly 😂😂

Reviewed on Nov 5, 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

$316 nightly

$356 total

Dec 1 - Dec 2

Total with taxes and fees

9.2/10 Wonderful! (1,001 reviews)

Hotels with Childcare in Islamorada

Cheeca Lodge & Spa

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

$243 nightly

$274 total

Nov 20 - Nov 21

Total with taxes and fees

9/10 Wonderful! (1,255 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 $173 per night. Our prices range up $356 per night if you want to enjoy the high life.

How many family-friendly hotels are there in Islamorada?

With over 2,216 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.