Top Family Resorts in the Florida Keys

by CajunMama

At TravelingMamas.com we love to travel the globe searching for the best family friendly destinations, romantic escapes, and places for those girlfriend getaways. One destination that offers all three is The Florida Keys. Here are a few of the family friendly lodging choices we found for our readers.

The beach at Cheeca Lodge by Shannon Hurst Lane

The beach at Cheeca Lodge by Shannon Hurst Lane

Cheeca Lodge, Islamorada – Little CajunMama and I checked out this place on a mother-daughter trip. You can read about our experience at this family friendly resort and LCMs take on Camp Cheeca. We also made a video/slideshow of our stay.

Tranquility Bay Beach House Resort – I checked this place out solo to see if it met with our Traveling Mamas standards. The beach is definitely family friendly for even the littlest ones. These townhouse-style beach houses are perfect for families wanting to stay in one spot for their vacation. Each unit offers a kitchen, eliminating the need to leave the property during your stay. However, if cooking isn’t on your agenda, the beach bar and property restaurant is convenient and offers a wide variety on their menu. Two pools, one for families and an adult-only pool, is smart for a property to offer. I personally enjoyed the balcony of my oceanview unit and looked forward to evenings sipping wine and looking at the stars.

CajunMama finding Nirvana at Tranquility Bay Resort

CajunMama finding Nirvana at Tranquility Bay Resort

Sunset Key Island by Shannon Hurst Lane

Sunset Key Island by Shannon Hurst Lane

Sunset Key Island – This 27-acre luxury resort property has residential and resort units. One site is private, for residents. The other side offers the cutest little beach bungalows, some beachfront and others on the interior of island. If I was kid again, I would love spending a few days here playing in the sand. This property is a little pricey due to the location and atmosphere. There are tennis courts and other recreational opportunities on this getaway island, and during school holidays, group activities for kids are scheduled. The onsite gift shop is very pricey (Flipflops $50) but Latitudes Beach Cafe (onsite restaurant) offered some of the best French Toast I’ve ever eaten. Visitors are transported to and from the island from the dock at the Westin Key West Resort.

Stuffed French Toast at Latitudes Beach Cafe on Sunset Key Island

Stuffed French Toast at Latitudes Beach Cafe on Sunset Key Island

The Florida Keys offers a variety of attractions and activities for families. There are so many places to see and so many things to do that you just might have to plan multiple visits. Be sure to check out our Top 10 Family Activities in Key West.

Shannon Hurst Lane lives in south Louisiana and loves spontaneous road trips with her family or a solo mama getaway. She's the creator of TravelingMamas.com with a mission to inspire moms to get out there and explore our world.
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{ 8 comments… read them below or add one }

1 Ann Petronio January 12, 2009 at

I second your vote for Cheeca Lodge! We’ve stayed there several times (with and without kids) and it’s a very family-friendly resort. My kids love the Keys because there’s so much for them to do on, near and under the water.

There’s a kayak outfitter right in Islamorada that offers great guided kayak tours into the mangroves (Back Country Cowboy). We’ve gone on snorkeling trips from Bud ‘n Mary’s Marina. And the kids love to feed the tarpon (and watch for manatees) at Robbie’s. Plus, if you have a car, drive a little further south and do a dolphin swim at Hawk’s Cay Resort.

2 hauteroute March 3, 2009 at

check out NileGuide’s recommendations for kid-friendly places to stay in the Florida Keys

3 Shannon @ Luxury Adventure Travel May 26, 2009 at

That stuffed French Toast looks so… sinful, gotta get me one of those! Sunset Key looks nice, but hey, if you’re gonna have a luxury vacation, you gotta spend to make it a good one right?

4 Victor June 12, 2009 at

Awesome info. I’m going to check out Cheeca Lodge, we’re going to Florida in the fall. Thanks.

5 laura August 28, 2009 at

Yiks! Who can spend that kind of money just for the hotel on a family vacation. Anyone can find a nice place for $1000 a night. The challenge is finding one for $300 a night.

6 rubymama October 19, 2009 at

Are you kidding? …. Even under construction Sunset Key is 800 a night. Which family do you have in mind here? These are not recommendations with wide appeal because of the cost alone! Nice luxury choices, but where are the family choices during a recession!?!

7 florida vacation rentals October 19, 2009 at

Great post. I found it to be very useful. I will have to bookmark your site for future reading.

8 Amelias Mama January 11, 2010 at

Hawks Cay Resort was very fun and kid oriented. I found the caged dolphines to be depressing. The dolphines are treated well and in a natural ocean pool, however it’s still a sad sight and makes you feel powerless.

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