Lower Florida Keys Luxury Holidays

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Top flight + Luxury hotel deals in Lower Florida Keys

Price found within the past 48 hours. Click for updated prices.
Bishop Hotel Key West

Bishop Hotel Key West

Old Town Key West
£1,412
per person
27 Oct - 30 Oct
found 1 day ago
Return flight included
Manchester (MAN) to Key West (EYW)
9.8/10 Exceptional! (668 reviews)
Love it! My bed was so comfortable and the big pillows are great! Will definitely stay there again!

Reviewed on 20 Sept 2026

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Old Town Key West
£1,507
per person
21 Nov - 28 Nov
found 12 hours ago
Return flight included
Manchester (MAN) to Key West (EYW)
9.2/10 Wonderful! (1,398 reviews)
Nos encantó nuestra estadía! Todo estuvo excelente. El lugar es muy moderno, cómodo y, sobre todo, muy limpio. La ubicación es perfecta porque está súper cerca de todo, restaurantes, tiendas y lugares para visitar. Nos sentimos muy cómodos durante toda la estadía. Sin duda volveríamos a hospedarnos aquí nuevamente y lo recomendamos 100%. ¡Una experiencia excelente! ⭐️⭐️⭐️⭐️⭐️

Reviewed on 20 Sept 2026

Lighthouse Suites Collection

Lighthouse Suites Collection

Old Town Key West
£1,462
per person
27 Oct - 30 Oct
found 1 day ago
Return flight included
Manchester (MAN) to Key West (EYW)
No reviews
My favorite place now. Won’t stay anywhere else. Lost track of the amount of my Key West stays, but this place has been the the most memorable.

Reviewed on 13 Sept 2026

The Gardens Hotel

The Gardens Hotel

Old Town Key West
Save 100% on your flight
£1,721
per person
3 Dec - 9 Dec
found 16 hours ago
Return flight included
London (LON) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
This is a lovely hotel. We stayed in on of the garden "cottages". It was a perfect room and offered a little privacy. I would definitely stay there again. It was a quiet area, but close to everything for walkability.

Reviewed on 20 Sept 2026

Eden House

Eden House

Key West Historic District
Save 100% on your flight
£1,642
per person
3 Dec - 9 Dec
found 16 hours ago
Return flight included
London (LON) to Key West (EYW)
9/10 Wonderful! (1,003 reviews)
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3 Night Luxury holidays in Lower Florida Keys

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

The Gardens Hotel

Old Town Key West
£1,368
per person
27 Oct - 30 Oct
found 1 day ago
Return flight included
Manchester (MAN) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
This is a lovely hotel. We stayed in on of the garden "cottages". It was a perfect room and offered a little privacy. I would definitely stay there again. It was a quiet area, but close to everything for walkability.

Reviewed on 20 Sept 2026

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
£1,398
per person
27 Oct - 30 Oct
found 1 day ago
Return flight included
Manchester (MAN) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
Room at arrival was clean, but after not being washing

Reviewed on 19 Sept 2026

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

Old Town Key West
£1,437
per person
27 Oct - 30 Oct
found 1 day ago
Return flight included
Manchester (MAN) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
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All you need to know about luxury holidays in Lower Florida Keys

What can I expect from a luxury Lower Florida Keys 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 Lower Florida Keys?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Lower Florida Keys 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 Lower Florida Keys?

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 Lower Florida Keys starting at £1,368. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Lower Florida Keys?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Lower Florida Keys 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 Lower Florida Keys?

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 Lower Florida Keys?

You can wangle a top-notch luxury holiday in Lower Florida Keys 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 Lower Florida Keys 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 Lower Florida Keys with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Lower Florida Keys 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 Lower Florida Keys

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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.