Key Haven Kid friendly Vacations

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Flight and Kid friendly hotel deals in Key Haven

Price found within the past 48 hours. Click for updated prices.

Southernmost Beach Resort and Guesthouses

Old Town Key West

Save 100% on your flight

CA $2,815

per person

Nov 14 - Nov 21

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Key West (EYW)

8.6/10 Excellent! (3,606 reviews)

The Gardens Hotel

Old Town Key West

Save 100% on your flight

CA $3,467

per person

Dec 18 - Dec 23

found 3 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.8/10 Exceptional! (1,000 reviews)

The Marker Key West Harbor Resort

Key West Historic District

Save 100% on your flight

CA $3,189

per person

Nov 14 - Nov 21

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Key West (EYW)

9.2/10 Wonderful! (1,016 reviews)

Clean.helpful staff.good a/c.good location.will definitely stay here again.

Reviewed on Oct 1, 2026

Southernmost House - Adult Exclusive

Old Town Key West

Save 100% on your flight

CA $3,985

per person

Nov 14 - Nov 21

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.4/10 Exceptional! (1,001 reviews)

We arrived at Key West just after 12 noon on a Sunday. I was planning to just leave our luggage’s at the hotel since check in time was at 4pm. Catherine was the one that greeted us and help us out on our check in process. She was very professional and very friendly. We got our room ready right away and we didn’t have to wait until check in time at 4PM. Our room was right by the pool, it was clean, has a full size fridge and small microwave, some kitchen amenities (plates, cups, silverware’s) and a dehumidifier. The bathroom is clean and very spacious (shower area). We thought it will be loud since it’s close to the pool and the bar but the whole time we were there it was nice and quiet. There’s are near by restaurants, shops and coffee shops but I suggest to rent a scooter to get to the port area if you have any plans on going to any boating trips (it’s a good 20-30 mins walk from the hotel). We met dean on our 2nd day and he was very friendly and make sure to give us our parking pass for the scooter that we rented. Dean and Catherine definitely made our stay special. And we will definitely come back to stay at this facility on our next trip to Key West. I highly recommend this place if you want a relaxing, laidback stay at Key West.

Reviewed on Oct 1, 2026

Eden House

Key West Historic District

Save 100% on your flight

CA $3,512

per person

Nov 14 - Nov 21

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9/10 Wonderful! (1,002 reviews)

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3 Night Kid friendly holidays in Key Haven

Price found within the past 48 hours. Click for updated prices.

The Gardens Hotel

Old Town Key West

CA $1,924

per person

Dec 3 - Dec 6

found 21 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9.8/10 Exceptional! (1,000 reviews)

Eden House

Key West Historic District

CA $2,537

per person

Dec 3 - Dec 6

found 21 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9/10 Wonderful! (1,002 reviews)

The Marker Key West Harbor Resort

Key West Historic District

CA $2,162

per person

Dec 3 - Dec 6

found 21 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9.2/10 Wonderful! (1,016 reviews)

Clean.helpful staff.good a/c.good location.will definitely stay here again.

Reviewed on Oct 1, 2026

Don't see what you're looking for?

See all available trips from Columbus to Key Haven

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4 Night Kid friendly holidays in Key Haven

Price found within the past 48 hours. Click for updated prices.

Orchid Key Inn - Adults Only

Old Town Key West

CA $3,449

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.8/10 Exceptional! (1,001 reviews)

We stayed for five days and we thoroughly enjoyed the property would highly recommend and would love to come back Kim and Maili from Seattle

Reviewed on Oct 1, 2026

The Key West Hotel

Key West Historic District

Save 100% on your flight

CA $4,243

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Key West (EYW)

9.2/10 Wonderful! (563 reviews)

Eden House

Key West Historic District

Save 100% on your flight

CA $4,450

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Key West (EYW)

9/10 Wonderful! (1,002 reviews)

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See all available trips from Columbus to Key Haven

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What are some benefits of booking a family-friendly vacation?

Whether it's luxurious or cheap, family vacations in Key Haven are among the most memorable experiences you'll ever have with your family. It can be a great way to bond and explore new destinations with the people you love most. Plus, it's easy to keep an eye on your little ones without having to worry about how they are with a sitter back home. You may even meet some other families and establish long-lasting friendships.

How can I find the best family-friendly vacations?

Using search filters makes finding the perfect family-friendly vacation easy. You can implement the search filter for family-friendly accommodations specifically, but that's just the beginning. You'll also find search filters for price range along with the desired number of bedrooms, so you can ensure you have enough space for everyone you want to bring to Key Haven.

Are there cheap family vacations to Key Haven?

Price varies quite a bit, ranging from to . The price you'll be paying depends on a variety of factors, and you can filter for them all. You can implement a filter for your budget limitations and also remove any 4- and 5-star stays from your search. You can even filter by accommodation type, which can present you with cheap alternatives to what is typically considered standard.

When should I book family-friendly vacation packages?

The right time to book family-friendly vacation packages in Key Haven depends on what you're looking for. If you're looking to save, booking during least popular month tends to be cheaper compared to the rest of the year, though that's not always a guarantee. Keep in mind that the off-season and the busy season differ from place to place, with family-friendly vacations in Canada being very different compared to options in France and Spain, for example.

Can I book an all-inclusive family vacation in Key Haven?

Yes, you'll find plenty of all-inclusive family vacation packages for Key Haven. To see what's available, just select the all-inclusive filter on your search.

How can I book the best family activity vacation?

If you're looking to make the most out of the available activities in Key Haven, you'll need to consider what your family likes to do. Cater your itinerary to your family's interests, and you'll create memories that you and your kids will hold on to for the rest of your lives whether it's family ski vacations in Key Haven or something a bit more relaxed.

Can I find luxury family vacations in Key Haven?

If you're looking for a luxury family vacation to Key Haven, you can use search filters to find the best options available. Activate the filter for 5-star packages to only see the best of the best. Plus, you'll find a range of first-class flights available to make even the journey there top-of-the-line.

How can I search for family vacation deals?

Finding deals is easy when you take advantage of the array of available search filters. You can set budget limitations and remove 4- and 5-star options from your search. If you don't want to miss out on your favourite amenities, however, you can consider travelling during , which often have lower prices because of the off-season in Key Haven.

Can I book a family vacation package that is fully refundable?

If you're looking for a fully refundable reservation, you won't have to look far on Expedia. Quite a few properties in Key Haven are fully refundable. You can search for this feature, but always make sure to check the specific property's policies and requirements before booking.

Why should I book my family trip with Expedia?

When you book with Expedia, you can book your accommodation and your flight together, with some discounts available for doing both at once. Additionally, you may be able to enjoy special discounts with Expedia Rewards that will earn you points you can then put toward discounts for subsequent bookings.