The Best Family Hotels in Cudjoe Key, FL from ￥28,031 in 2026

A tropical island with clear blue waters, palm trees, and a thatched-roof hut.

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Our top choices for Cudjoe Key family-friendly hotels

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Cudjoe Key

￥95,024 total

includes taxes & fees

Jul 14 - Jul 15

Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

Cudjoe Key

￥99,314 total

includes taxes & fees

Jul 14 - Jul 15

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Cudjoe Key

￥83,498 total

includes taxes & fees

Jul 14 - Jul 15

Florida Keys Waterfront Escape w/35' Seawall & Seconds to Open Water

Cudjoe Key

Outdoor pool, open 8:30 AM to 8:00 PM, sun loungers

Old Wooden Bridge Resort and Marina

Punta Brisa

Family paradise offers oceanside adventure with fishing, boating, and poolside fun for all ages.

￥41,508 total

includes taxes & fees

Jul 14 - Jul 15

Margaritaville Beach House Key West

Key West

Kids splash into tropical fun across from Key West's Smathers Beach, with a sparkling pool and family activities that make memories last.

￥43,257 total

includes taxes & fees

Aug 12 - Aug 13

Ocean View 3BR Condo with Rooftop Balcony | Balcony

Beachside Resort & Residences

Key West

￥38,601 total

includes taxes & fees

Jul 14 - Jul 15

Ibis Bay Beach Resort

Northside Resort

￥35,663 total

includes taxes & fees

Jul 23 - Jul 24

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Choose what matters most at family-friendly hotels in Cudjoe Key

Breakfast included

Pool

Top Cudjoe Key Hotel Reviews

Parrot Key Hotel & Villas

8/10 Good

"Very nice"

Blue Flamingo Resort Key West

10/10 Excellent

"Room was clean. Property was well-maintained. The lobby is a vibe, and always smells great. Had a king bed with sofa bed suite with fridge, microwave and sink. No laundromat on facility, but laundry services are available. Free hotel shuttle stops here first and drops you off about 5 min walk away from Duval St/Mallory Sq. Use it if you can or Lyft (cost us $14 at 10pm on a Sunday). Parking can be hard to find & can be expensive in the popular areas. Also Old Town Trolley pick up/drop off is just to the right of the property. Pool temp stayed comfortable even when windy. Pool towels available for drying off, just can’t be taken to the rooms. Lots of outdoor games between the two pools for all ages. Starbucks is downstairs, which was really convenient. McDonald’s is just to the left of the property. Hotel food was actually good. Chickens roam free, but that’s all over Key West. Publix is a short drive away. Plenty of restaurants around the island. Don’t come here for the beaches. Unfortunately sargassum has taken over the shores. This resort is situated away from those areas, so it does not stink. Come for snorkeling, sandbars, and other water activities. Enjoy the culture because it is truly beautiful. We’re from Texas but started our vacay in Siesta Key and Anna Maria. No sargassum there. Here you enjoy local food, homemade stuff, the sound, the atmosphere, and of course the water if you can spend a little extra to be on a boat to somewhere."