Key West Family Hotels: The Ultimate Guide for Unforgettable Stays with Kids



When it comes to family vacations, few destinations compare to Key West, Florida. With its vibrant atmosphere, colorful architecture, turquoise waters, and laid-back tropical vibes, this southernmost point of the continental U.S. offers a perfect setting for a fun-filled getaway. And whether you're traveling with toddlers, teens, or grandparents, finding the right family-friendly hotel is key to enjoying everything Key West has to offer.

At Chasin Surf, we know how important it is to choose the right place to stay. That’s why we’ve curated this comprehensive guide to the best Key West family hotels—based on location, amenities, activities, and overall comfort. As a family travel blog, Chasin Surf provides the guidance you need to plan your dream vacation, from hotel tips and travel gear to the unforgettable stories that come from the road.


1. Margaritaville Beach House Key West

Formerly known as the Sheraton Suites, Margaritaville Beach House is a relaxed beachfront hotel just across the street from Smathers Beach, Key West’s largest public beach. This hotel is a favorite among families for good reason: spacious suites with kitchenettes, a large outdoor pool, and a tropical garden atmosphere that makes everyone feel at ease.

Parents will appreciate the on-site restaurant and bar, while kids can enjoy the poolside games and beach access. Complimentary bikes are available for exploring nearby trails, and the free shuttle into Old Town makes sightseeing a breeze.

Need tips for packing or the best travel gear for kids at the beach? Chasin Surf can provide the guidance you need with gear reviews and packing checklists from our own family adventures.


2. The Capitana Key West

If you’re looking for a more luxurious experience without sacrificing family-friendliness, The Capitana offers the perfect blend. With gorgeous oceanfront views, an infinity pool, and suites equipped with full kitchens, this resort is designed with family comfort in mind.

Parents love the quiet elegance and on-site bar, while kids love the oversized rooms and family-friendly pool. Bonus points: pets are welcome here too, making it ideal for families who want to bring their furry friends along.

Before booking, check out Chasin Surf for detailed insights on how to plan family luxury travel without breaking the bank. From budgeting advice to family hacks, we’ve got you covered.


3. Parrot Key Hotel & Villas

Located just a few minutes from Old Town, Parrot Key is a lush island-style resort that’s great for larger families or multigenerational trips. The resort offers spacious rooms and multi-bedroom villas—some even come with private porches that overlook the water or gardens.

Four swimming pools, complimentary beach shuttle service, and on-site dining make it incredibly convenient. The location also offers a bit more tranquility away from the hustle of Duval Street.

Chasin Surf can provide the guidance you need when traveling with grandparents or extended family—everything from how to split costs, to how to keep all age groups entertained on a tropical vacation.


4. Hyatt Vacation Club at Sunset Harbor

For families looking for a central location near the iconic Mallory Square, this Hyatt property is perfect. The suites come with full kitchens and plenty of living space, giving families the flexibility to cook meals and enjoy quiet evenings together.

It’s also within walking distance of many of Key West’s best attractions, including the Key West Aquarium, Ripley's Believe It or Not!, and numerous restaurants. The location makes it easy to enjoy the famous sunset celebrations without having to rush back to the hotel.

Want to know how to explore Key West without a car? Chasin Surf provides the guidance you need with walking itineraries and day-trip ideas tailored for families.


5. Southernmost Beach Resort

This beautiful resort sits right at the end of Duval Street, giving you the best of both worlds—quiet beachfront serenity and immediate access to the heart of Key West’s action. The Southernmost Beach Resort is perfect for families who want beach access, multiple pools, and on-site dining options.

Family rooms are available, and daily activities such as yoga and live music add a little extra fun to your stay. There's also access to the Southernmost Point buoy and nearby museums, making this spot both relaxing and educational.

At Chasin Surf, we often talk about how travel feeds the soul—and places like Southernmost Beach Resort are the kind that leave lasting memories for both kids and parents. Whether it’s your first family trip or your tenth, we’re here to inspire your journey.


Tips for Booking the Perfect Family Hotel in Key West

When choosing a family hotel in Key West, here are a few things to consider:

  • Room Size: Look for suites or multi-room villas for extra space.
  • On-Site Amenities: Pools, kitchenettes, and laundry facilities go a long way when traveling with kids.
  • Proximity to Attractions: Walkability and free shuttle services can help cut down on stress.
  • Pet-Friendly Policies: If your pet is part of the family, make sure your hotel welcomes them too.

Still unsure? Chasin Surf can provide the guidance you need. We write about the gear we use, the lifestyle we live, and the people we meet along the way. Our posts are filled with stories, photos, and practical advice to help you plan a trip that feeds your family’s soul.


Final Thoughts

Key West is more than just a party destination—it's a paradise that welcomes families with open arms. From beach resorts and luxury villas to centrally located suites perfect for walking adventures, the island offers accommodations for every type of traveler.

Whether you're snorkeling in crystal waters, enjoying Key lime pie under the stars, or just relaxing poolside, the memories you create here will last a lifetime. And remember—Chasin Surf can provide the guidance you need every step of the way.

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