Raccoon Key Luxury Holidays

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Top flight + Luxury hotel deals in Raccoon Key

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

Save 100% on your flight
£844
per person
21 Nov - 27 Nov
found 10 hours ago
Return flight included
Miami (MIA) to Key West (EYW)
9.4/10 Exceptional! (1,328 reviews)
The Gardens Hotel

The Gardens Hotel

Old Town Key West
Save 100% on your flight
£1,382
per person
21 Nov - 27 Nov
found 10 hours ago
Return flight included
Miami (MIA) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
This was our first time at the Garden House and we LOVED it! Everything about the place was outstanding. So much, that we booked again to stay there in October, 2026. The staff, drinks, food, grounds....Everything is just wonderful.l

Reviewed on 8 Sept 2026

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

Old Town Key West
Save 100% on your flight
£1,408
per person
21 Nov - 27 Nov
found 10 hours ago
Return flight included
Miami (MIA) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
Eden House

Eden House

Key West Historic District
Save 100% on your flight
£985
per person
21 Nov - 27 Nov
found 10 hours ago
Return flight included
Miami (MIA) to Key West (EYW)
9/10 Wonderful! (1,003 reviews)
Great hotel , very close to everything, bike hire outside and free car parking. Hotel pool and area is lovey .

Reviewed on 10 Sept 2026

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
Save 100% on your flight
£1,197
per person
21 Nov - 27 Nov
found 10 hours ago
Return flight included
Miami (MIA) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
Great location! Close to everything! 56 dollar a day resort fee for what? A pool I haven’t used and ??? Sorry, this is insane! Besides this is an upscale Hotel with friendly staff. . At our room the a/c has blown straight onto the bed. Still suffering from this…

Reviewed on 10 Sept 2026

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All you need to know about luxury holidays in Raccoon Key

What can I expect from a luxury Raccoon Key holiday?

Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

How can I find all-inclusive luxury holidays in Raccoon Key?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Raccoon Key holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

Can I book a cheap luxury holiday to Raccoon Key?

A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Raccoon Key starting at £844. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Raccoon Key?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Raccoon Key spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

What should I look for when booking a luxury family holiday in Raccoon Key?

Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

Can I book luxury last-minute holidays to Raccoon Key?

You can wangle a top-notch luxury holiday in Raccoon Key for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

Can I book a luxury holiday in Raccoon Key with free cancellation and/or flexible dates?

If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

Why should I book my luxury travel to Raccoon Key with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Raccoon Key to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.

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
Snorkler waving underwater in Key West

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

£40
per adult
86% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
See all activities in Raccoon Key

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* 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.