The Family Vacation Guide to Choosing a Resort Stay in Key West

Booking a family trip to Key West is the easy part. The real decision? Where to stay. With so many places promising “paradise,” it can be tough to know which resort actually delivers when you’ve got kids in tow, luggage to spare, and everyone running on a different schedule.

The right resort becomes part of the adventure — a home base with pools, space, and easy access to everything the island offers. The wrong one has you squeezing four people into one cramped room, a long drive from the fun. Here’s how to choose well, what to look for, and how the whole family can make the most of Key West once you’ve landed.

Start With Space: Room to Spread Out

Families need room — to unpack, to nap, to escape each other for five minutes. Look for spacious rooms and suites built for groups, not just a queen bed and a squeeze. Connecting rooms, pull-out sofas, and separate living areas are worth their weight in gold when nap schedules collide with pool time.

At Blue Flamingo Resort, rooms and suites are designed with families in mind, and the Full Floor Suite Buyout is there for multi-generational trips or traveling with another family.

Parent Tip: Book directly through the resort. You’ll save up to 25% and get complimentary parking — the kind of small win that adds up on a family trip.

Weigh the Pools (Yes, Plural)

If there’s one thing that turns “we’re bored” into “five more minutes, please,” it’s a great pool. When comparing resorts, ask: How many pools? Is there shade? Is there space for kids to splash while parents actually relax?

Blue Flamingo answers with two outdoor pools, luxury shaded cabanas, and a backyard full of lawn games — cornhole, Jenga, shuffleboard, ping pong, and a mini golf hole set right between the two pools. It’s the rare setup where a toddler, a tween, and a tired parent can all find their happy place without leaving the property.

Look for All-Ages Amenities

The best family resorts think about everyone. Seek out on-site dining that welcomes high chairs and picky eaters, casual gathering spaces, and easy extras that make island days smoother. At Blue Flamingo, Rum Row and Toasted Coconut serve island-inspired bites and frozen drinks poolside (tacos and conch fritters for the kids, a cocktail for the grownups), and a bike rental package lets the whole family explore the flat, four-mile island on two wheels. Traveling with the family dog? The Pawsome Package makes Blue Flamingo a genuinely pet-friendly home base.

Mind the Location: Close to the Fun, Calm at Night

Here’s the balance to strike — near everything, but tucked into your own oasis when it’s time to wind down. Blue Flamingo sits at the entrance to the island on N Roosevelt Blvd, minutes from Old Town and the beaches, with a complimentary shuttle to Old Town so you can skip the parking headache with cranky kids.

From that home base, the island’s best family stops are all close:

• Key West Butterfly & Nature Conservatory (1316 Duval St) — a glass-enclosed, air-conditioned habitat full of butterflies and birds; quiet, beautiful, and a genuine parent win
• Fort Zachary Taylor Historic State Park (601 Howard England Way) — the island’s best beach, with calm swimming, easy snorkeling, and a real Civil War-era fort to explore
• The Conch Tour Train or Old Town Trolley — a breezy, open-air way to see the island without tiring little feet
• Mallory Square Sunset Celebration — jugglers, musicians, and food carts against a famous sunset; the kind of happy chaos kids love

Rainy Day Tip: Keep the Key West Aquarium (1 Whitehead St) in your back pocket, or head back to the resort for lawn games and poolside snacks under a cabana.

Don’t Forget the Small Stuff

As you compare resorts, watch the details that make family travel smoother: complimentary or discounted parking, laundry access for the inevitable sunscreen-and-sand situation, flexible check-in, and a team that genuinely welcomes kids. These small comforts separate a good stay from a great one.

Why Blue Flamingo

Add it all up — space to spread out, two pools and cabanas, lawn games for every age, an easy-going location with a free Old Town shuttle, bikes, and poolside dining — and Blue Flamingo Resort checks the boxes that matter most for families. It’s the relaxed Key West vibe and the amenities families actually need, all in one place.

Choosing the right resort is really about choosing more time together and fewer headaches. Get that part right, and the rest of your Key West family vacation falls happily into place.

Book your family stay at Blue Flamingo Key West →

Frequently Asked Questions About Family Resorts in Key West

What should families look for in a Key West resort?

The essentials are space (suites or connecting rooms), more than one pool, on-site dining that welcomes kids, all-ages amenities, and a location close to attractions but quiet at night. Blue Flamingo Resort offers all five.

Does Blue Flamingo Resort have pools for kids?

Yes. Blue Flamingo has two outdoor pools plus shaded luxury cabanas and a mini golf hole between them, so kids can splash and play while parents relax nearby.

Is Blue Flamingo close to Key West attractions?

Very. The resort sits at the entrance to the island on N Roosevelt Blvd, minutes from Old Town, Duval Street, and the beaches, with a complimentary shuttle to Old Town.

What is the best area to stay in Key West with kids?

A resort near Old Town but slightly removed from the Duval Street nightlife offers the best balance — easy access to family attractions with a calmer home base for bedtime. Blue Flamingo is positioned exactly there.