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4.3•Resort hotel

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Why it works for families:

• According to travel guides, Oceans Edge offers six outdoor swimming pools and an array of water-based activities (paddle boarding, kayaking, snorkelling, charter boats) which means families with active kids have plenty of options.
• The suites accommodate families — meaning ample space, balconies overlooking the water, and the ability to spread out rather than feeling cramped.
• Located a bit outside of the busiest Old Town core, which might make it a bit calmer for younger children while still close enough to the fun.

Considerations / Tips:

• Because it has so many amenities centred on water, if your children are very young or non-swimmers you might want to check if there are shallow areas / supervised space for little ones.
• If you plan to explore downtown Key West often, check transportation/parking info (how far is from major attractions, shuttle availability).
• Evening activities or late-night noise may vary; ensure you choose a room suited for your family’s bedtime routine.

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3.6•Hotel

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Why it’s a great pick:

• As one of the better-known options in Key West for families, it offers large family rooms / suites, pool(s) and beach access — which in the Keys is a valuable differentiator. From guest commentary:

“Casa marina is the best option … there are some family things to do.”

• According to KAYAK’s “family-friendly hotels” data, Casa Marina is among the most popular of such hotels in Key West.
• The beach + pool combination means that if the kids get restless, there are both water and land options right at your doorstep.

Considerations / Tips:

• Because it’s a premium property, rates may be higher; check for family suites or connecting-rooms if you have more than one child.
• Although beach access is good, some beaches in Key West may have sea-weed, or waves/conditions less ideal for very young children — always check the current conditions.
• Location is in the Reynolds St / southwest side: good for relaxing, but if you want to be in the very heart of downtown, you may need transport or a short drive/ride.

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4.1•Hotel

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Why this works for families:

• Many families travelling with multiple children/teenagers like properties that have large rooms/suites and alternative activities nearby. On Reddit:

“We stayed at Margaritaville … close to Smathers Beach, shuttle to Duval, nice pool, clean and decent sized rooms … we had 3 kids between 8-14.”

• The beach (Smathers Beach) is very near, giving the option for sand & sea play, and there is shuttle access to Old Town, so you don't have to be right in the busiest tourist area if you prefer calmer surroundings.
• The “resort style” feel means it gives a bit of vacation-mode freedom for kids (pool, beach, room space) while parents can relax.

Considerations / Tips:

• Double-check the room configuration (how many beds, pull-out sofas, how many bathrooms). If you have older children, you might want separate sleeping spaces.
• While the shuttle is a plus, being slightly away from central Old Town means you may plan for transport/time overhead if you want to visit downtown attractions.
• Evening noise or resort events: depending on the property’s vibe, there may be active areas; if you have younger children with early bedtimes, ask for a quieter room.

General Tips for Choosing a Family Hotel in Key West

• Location vs. ambience: Old Town (Duval Street area) is lively and fun but can be noisy, especially at night. If you want restful nights, a hotel slightly away from the busiest blocks may be wise.
• Room size & configuration: For families, look for suites / connecting rooms / extra bathrooms. Pools for kids, shallow sections or kiddie pools, and beach access are big pluses.
• Activities for kids: Watersports, on-site pool, easy access to family-friendly excursions (snorkelling, reef tours, nature walks) make a big difference. For example, travel guides highlight the importance of on-site or nearby kids’ activities.
• Budget & timing: Off-peak seasons (e.g., September, June) may offer better rates. KAYAK data suggests Thursdays may be cheaper nights than Fridays.
• Beach quality in Key West: Not all beaches in Key West are equal — some have more sea-weed, waves or are better for relaxing than playing. Guest comments emphasise this.
• Parking & transport: If you’re driving in or renting a car, check hotel parking policy (often limited). Otherwise check distance to main attractions or availability of shuttle service.
• Meals & convenience: A hotel with a kitchenette, or offering group-friendly dining, or kids’ menu helps. If you’re staying several nights, having some self-catering capacity is useful.

Final Thoughts

Key West can be a very good family vacation destination — especially if you pick a hotel that aligns with your family’s age-range, energy level, and interests. It offers a mix of beach, water-based adventures, historic downtown charm, and tropical island ambience.

The three hotels highlighted above each bring something slightly different: full-tilt water-activity focus (Oceans Edge), beach-and-resort comfort (Casa Marina), and family-friendly large rooms + shuttle convenience (Margaritaville).