Raccoon Key Beach Vacations

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Flight and Beach hotel deals in Raccoon Key

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

Eden House

Key West Historic District

Save 100% on your flight

CA $1,975

per person

Dec 9 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9/10 Wonderful! (1,003 reviews)

Unfortunately our first room was a disaster however the next day the GM immediately apologised and offered a superior room which was a delight. In general the staff were helpful and accommodating.

Reviewed on Sep 24, 2026

The Gardens Hotel

Old Town Key West

Save 100% on your flight

CA $2,287

per person

Dec 6 - Dec 10

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.8/10 Exceptional! (1,003 reviews)

The Marker Key West Harbor Resort

Key West Historic District

Save 100% on your flight

CA $2,281

per person

Dec 9 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.2/10 Wonderful! (1,003 reviews)

Southernmost House - Adult Exclusive

Old Town Key West

Save 100% on your flight

CA $2,897

per person

Dec 18 - Dec 24

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.4/10 Exceptional! (1,004 reviews)

Hilton Key West Resort & Marina

Save 100% on your flight

CA $2,903

per person

Nov 5 - Nov 12

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9/10 Wonderful! (1,831 reviews)

Nice and comfortable

Reviewed on Sep 20, 2026

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3 Night Beach holidays in Raccoon Key

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

Southernmost House - Adult Exclusive

Old Town Key West

CA $2,235

per person

Nov 6 - Nov 9

found 6 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.4/10 Exceptional! (1,004 reviews)

Southernmost Beach Resort and Guesthouses

Old Town Key West

CA $2,698

per person

Nov 6 - Nov 9

found 6 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

8.6/10 Excellent! (3,560 reviews)

The Marker Key West Harbor Resort

Key West Historic District

CA $2,315

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9.2/10 Wonderful! (1,003 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Raccoon Key

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4 Night Beach holidays in Raccoon Key

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

Hyatt Vacation Club at Beach House, Key West

CA $1,708

per person

Dec 6 - Dec 10

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.4/10 Exceptional! (1,226 reviews)

Excellent location. Balcony definitely had some nice views, pool was great. Friendly staff..

Reviewed on Sep 24, 2026

The Key West Hotel

Key West Historic District

Save 100% on your flight

CA $3,546

per person

Nov 6 - Nov 10

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Key West (EYW)

9.2/10 Wonderful! (562 reviews)

Great place to stay - highly recommend.

Reviewed on Aug 20, 2026

The Gardens Hotel

Old Town Key West

Save 100% on your flight

CA $2,287

per person

Dec 6 - Dec 10

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.8/10 Exceptional! (1,003 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Raccoon Key

View all trips

What are some benefits when booking beach vacations in Raccoon Key?

When you travel to the beach in Raccoon Key, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.

How can I book the best beach vacations in Raccoon Key?

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Raccoon Key trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.

Can I book cheap beach vacations in Raccoon Key?

There are quite a few things you can do to get cheap beach vacations in Raccoon Key. Prices range from CA $1,708, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.

Can I book beach packages?

Yes, and you'll find quite a few beach packages available in Raccoon Key. These package deals let you save by booking your accommodation and your flight together with savings of up to 26.

Why should I book family beach vacations?

When you're travelling with the family to Raccoon Key, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.

How can I find a beachfront vacation in Raccoon Key?

It's easy to find a beachfront vacation accommodation in Raccoon Key using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

How can I book last-minute beach vacations?

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Raccoon Key as your destination and see what's available.

Can I find all-inclusive beach vacations ?

Yes, all you have to do to find all-inclusive beach vacations in Raccoon Key is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.

Can I book a beach trip that's fully refundable?

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Key West. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

Why should I book beach vacations with Expedia?

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.

Beach Hotels in Raccoon Key

Floralee House in Key West

Key West FL

11 min drive from Duval Street

Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Smathers Beach are located nearby.

Private & Haven-ly - Pool Home on Boating Canal

Key Haven FL

11 min drive from Duval Street

Stay at this vacation home in Key West. Enjoy laundry facilities, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Duval Street and ...

See all 3,080 properties in Raccoon Key

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.