Florida Keys Kid friendly Holidays

Book a Kid friendly Hotel + Flight or Car together to unlock savings

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    Packages with flights are ATOL protected

Top flight + Kid friendly hotel deals in Florida Keys

Price found within the past 48 hours. Click for updated prices.
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

New Town
£748
per person
3 Oct - 10 Oct
found 7 hours ago
Return direct flight included
London (LGW) to Key West (EYW)
8.6/10 Excellent! (2,630 reviews)
We had a great time at this hotel, clean room, great views, exceptional hospitality from the staff!

Reviewed on 1 Sept 2026

Hawks Cay Resort

Hawks Cay Resort

Save 100% on your flight
£1,539
per person
8 Nov - 14 Nov
found 1 hour ago
Return flight included
London (LON) to Miami (MIA)
8.2/10 Very good! (1,011 reviews)
Great place. Loved the area, the staff very helpful and nice. The villa could used a better cleaning but overall was a great stay, will definitely be back!!!

Reviewed on 31 Aug 2026

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Old Town Key West
Save 100% on your flight
£1,810
per person
8 Nov - 14 Nov
found 1 hour ago
Return flight included
London (LON) to Key West (EYW)
8.8/10 Excellent! (3,534 reviews)
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

£1,386
per person
8 Nov - 14 Nov
found 1 hour ago
Return flight included
London (LON) to Miami (MIA)
9/10 Wonderful! (255 reviews)
we loved it !!!

Reviewed on 31 Aug 2026

Islander Resort

Islander Resort

Matecumbe
£1,223
per person
8 Nov - 14 Nov
found 1 hour ago
Return flight included
London (LON) to Miami (MIA)
9.4/10 Exceptional! (1,117 reviews)
Great property with an amazing concept, especially in an area where there aren’t many high-end properties offering this style and experience. The facilities are excellent, and overall we really enjoyed our stay. My only negative feedback is that a few members of staff were constantly on their phones watching clips and videos, often with the volume turned up. We found this quite annoying, particularly when trying to relax quietly by the pool. It would be great if staff could be reminded to use headphones or keep phone use to a minimum in guest relaxation areas. Room maintaince could also be better.

Reviewed on 31 Aug 2026

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5* Kid friendly holidays in Florida Keys

Price found within the past 48 hours. Click for updated prices.
Cheeca Lodge & Spa

Cheeca Lodge & Spa

Matecumbe
Save 100% on your flight
£2,077
per person
8 Nov - 14 Nov
found 1 hour ago
Return flight included
London (LON) to Miami (MIA)
9.2/10 Wonderful! (1,402 reviews)
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FAQs: family holidays in Florida Keys

How can I find the best family-friendly holidays in Florida Keys?

At Expedia, it’s super-easy to find family-friendly holidays in Florida Keys in our vast inventory. Use our handy filters to find hotels and resorts with the best reviews, most amenities and lowest price tags. You can also hunt out great flights and smashing deals on car hire, so you can book the whole shebang in one place.

Are there any cheap Florida Keys family holidays?

Avoid forking out for multiple hotel rooms by booking a villa or apartment with a kitchen and give your brood plenty of space and all the meals they love at a fraction of the cost. Find the most affordable family holidays by filtering your search by price. Generally, Florida Keys family getaways start at £748. Prices and availability are subject to change and additional terms may apply.

Can I book an all-inclusive Florida Keys family holiday package?

All-inclusive holidays can keep the costs down when you’re travelling as a family. Think unlimited mocktails for the little'uns and double doses of gin for the bigguns. Use our all-inclusive filter to see what’s available in Florida Keys and book the whole package in just a few clicks.

How can I book the best family activity holiday in Florida Keys?

Family holidays are all about spending quality time together, laughing, playing and bonding as you try new things. Pack your trip full of family activities they’ll love and make memories that’ll last a lifetime.

Can I find luxury family holidays in Florida Keys?

To treat the kids to a luxury holiday they’ll never forget, take a look at the most indulgent hotels and resorts in Florida Keys by using our 5-star filter. To really travel in style, use the first-class filter to find the best flights, too.

How can I search for Florida Keys family holiday deals?

Start by entering your dates, then use the family-friendly filter to narrow down your search to show the best available Florida Keys family holiday deals. If your travel dates are flexible, play around to see if you can find cheaper options or more availability at different times.

Can I book a Florida Keys family vacation package with free cancellation and/or flexible dates?

Plans change, so booking a family holiday with free cancellation is a great way to ensure you don’t lose out if they do. Use the fully refundable and reserve now pay later filters to find flexibility. Make sure you always check terms and conditions, too.

Why should I book my Florida Keys family trip with Expedia?

Forget family fights and start thinking about family flights. Our huge selection of easy to browse family-friendly holidays means you can find and book your dream family trip to Florida Keys in no time.

Top Kid friendly Florida Keys Hotels

Hawks Cay Resort

Hawks Cay Resort

61 Hawks Cay Blvd Marathon FL
  • 2 hours drive from Duval Street
Stay at this luxury hotel in Marathon. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.2/10 Very good! (1,006 reviews)

Families like: Outdoor pools, waterslide, games room, on the beach

Travelers say...
"Great place. Loved the area, the staff very helpful and nice. The villa could used a better cleaning but overall was a great stay, will definitely be back!!!"

Reviewed on 31 Aug 2026

Hawks Cay Resort
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL
  • 10 min walk from Duval Street
Stay at this spa hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
Southernmost Beach Resort and Guesthouses
Islander Resort

Islander Resort

82100 Overseas Highway Islamorada FL
  • 3 hours drive from Duval Street
Stay at this beach hotel in Islamorada. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
9.4/10 Exceptional! (1,112 reviews)

Families like: Outdoor pools, mini golf, on the beach, bike rentals

Travelers say...
"Great property with an amazing concept, especially in an area where there aren’t many high-end properties offering this style and experience. The facilities are excellent, and overall we really enjoyed our stay. My only negative feedback is that a few members of staff were constantly on their phones ..."

Reviewed on 31 Aug 2026

Islander Resort
See all 8,270 properties in Florida Keys
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

£33
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Key West Parasailing Downtown

Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides

£59
per traveller
92% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
Key West Premium Sunset Sail with Champagne, Wine & Tapas

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

£58
per adult
94% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
See all activities in Florida Keys

More holidays you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.