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Family-friendly hotels in Key West, Florida for a 4-night stay in mid-May
Key West offers a family-friendly atmosphere with charming neighborhoods like Old Town, featuring colorful historic homes, easy access to beaches, and kid-friendly attractions such as the Key West Butterfly and Nature Conservatory and the Aquarium. The area provides a relaxed vibe perfect for traveling with a young child, with plenty of parks and safe walking areas.
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90% Match










Silver Palms Inn
830 Truman Avenue, Key West FL 33040

Storied Collection:
family-friendly
outdoor pool
continental breakfast
This hotel is **family-friendly** with rooms offering **microwaves and refrigerators**, ideal for families needing convenient meal options. The outdoor pool and complimentary continental breakfast add to the comfort and convenience for a family stay.... Read more
8.6
Very Good
(3242 reviews)
Matched amenities:
Family rooms
Free parking
WiFi
Free WiFi
Non-smoking throughout
90% Match










Island City House
411 William Street, Key West FL 33040

Storied Collection:
family-friendly
outdoor pool
kitchen
This hotel is ideal for families with its **outdoor pool** and spacious rooms featuring a **kitchen**, perfect for preparing meals. Its location near Key West sea port and attractions like the aquarium and Mallory Square makes it convenient for family outings.... Read more
9.2
Wonderful
(660 reviews)
Matched amenities:
Family rooms
Shallow end
Outdoor pool
Outdoor pool (all year)
Outdoor furniture
90% Match










The Perry Hotel & Marina Key West
7001 Shrimp Rd, Key West 33040

Storied Collection:
family-friendly
waterfront pools
marina access
This hotel offers **luxury accommodations** with oversized private balconies and artisanal bath products, perfect for a comfortable family stay. The presence of **two waterfront pools**, direct marina access for water activities, and a complimentary shuttle to Old Town make it an excellent choice for family-friendly fun and convenience.... Read more
9.0
Very Good
(386 reviews)
Matched amenities:
Parking
Restaurant
Pets allowed
Bar
24-hour front desk
85% Match










Ambrosia Key West
622 Fleming Street, Key West FL 33040

Storied Collection:
family-friendly
outdoor pools
central location
This hotel is **family-friendly** with two outdoor pools and a hot tub, perfect for family relaxation. Its location near historic Duval Street and attractions like The Ernest Hemingway Home and Museum makes it ideal for family exploration during a 4-night stay.... Read more
8.9
Very Good
(791 reviews)
Matched amenities:
Family rooms
Non-smoking rooms
Outdoor pool
Outdoor pool (all year)
Shallow end
90% Match










The Capitana Key West
2401 North Roosevelt Boulevard, Key West FL 33040

Storied Collection:
family-friendly
private beach
outdoor pool
This hotel is ideal for families with its **private beach area**, **outdoor swimming pool**, and **hot tub**, providing plenty of activities for all ages. The rooms are spacious and equipped with family-friendly amenities like a fridge and microwave, perfect for a comfortable stay.... Read more
8.8
Very Good
(2891 reviews)
Matched amenities:
Family rooms
Free parking
WiFi
Parking on site
Beach
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