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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
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pin
830 Truman Avenue, Key West FL 33040
layla
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 roomsFamily rooms
Free parkingFree parking
WiFiWiFi
Free WiFiFree WiFi
Non-smoking throughoutNon-smoking throughout
Lowest price
Booking
/night
Available from:May 15-19
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90% Match
Island City House
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411 William Street, Key West FL 33040
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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 roomsFamily rooms
Shallow endShallow end
Outdoor poolOutdoor pool
Outdoor pool (all year)Outdoor pool (all year)
Outdoor furnitureOutdoor furniture
Lowest price
Booking
/night
Available from:May 15-19
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90% Match
The Perry Hotel & Marina Key West
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7001 Shrimp Rd, Key West 33040
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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:
ParkingParking
RestaurantRestaurant
Pets allowedPets allowed
BarBar
24-hour front desk24-hour front desk
Lowest price
24% off
Booking
/night
Available from:May 15-19
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85% Match
Ambrosia Key West
starstarstar
pin
622 Fleming Street, Key West FL 33040
layla
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 roomsFamily rooms
Non-smoking roomsNon-smoking rooms
Outdoor poolOutdoor pool
Outdoor pool (all year)Outdoor pool (all year)
Shallow endShallow end
Lowest price
Booking
/night
Available from:May 15-19
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90% Match
The Capitana Key West
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pin
2401 North Roosevelt Boulevard, Key West FL 33040
layla
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 roomsFamily rooms
Free parkingFree parking
WiFiWiFi
Parking on siteParking on site
BeachBeach
Lowest price
Booking
/night
Available from:May 15-19
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