Spa Vacations in Florida Keys 2026

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Flight and Spa hotel deals in Florida Keys

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

Hawks Cay Resort

CA $1,609

per person

Nov 26 - Nov 30

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Miami (MIA)

8.2/10 Very good! (1,006 reviews)

The village we were assigned has roaches and the main bedroom has the pain from the felling peeling which could be a hazard. Also, the water park that was supposed to be completed on September has a delay and that was the main reason a reserve this hotel.

Reviewed on Sep 21, 2026

Eden House

Key West Historic District

CA $2,596

per person

Nov 25 - Nov 30

found 13 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to Key West (EYW)

9/10 Wonderful! (1,003 reviews)

Islander Resort

Matecumbe

CA $1,714

per person

Nov 26 - Nov 30

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Miami (MIA)

9.4/10 Exceptional! (1,112 reviews)

Southernmost Beach Resort and Guesthouses

Old Town Key West

CA $2,679

per person

Nov 25 - Nov 30

found 13 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to Key West (EYW)

8.6/10 Excellent! (3,560 reviews)

Cheeca Lodge & Spa

Matecumbe

CA $1,890

per person

Dec 2 - Dec 5

found 11 hours ago

Roundtrip flight included

Vancouver (YVR) to Miami (MIA)

9.2/10 Wonderful! (1,422 reviews)

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5* Spa holidays in Florida Keys

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

Cheeca Lodge & Spa

Matecumbe

CA $1,890

per person

Dec 2 - Dec 5

found 11 hours ago

Roundtrip flight included

Vancouver (YVR) to Miami (MIA)

9.2/10 Wonderful! (1,422 reviews)

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3 Night Spa holidays in Florida Keys

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

Pier House Resort & Spa

Key West Historic District

CA $1,744

per person

Nov 21 - Nov 24

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Key West (EYW)

9/10 Wonderful! (1,308 reviews)

La ubicacion es excelente, solo que el hotel esta un poco dejado, le falta cariño, pero el personal es muy atento y hemos tenido una muy buena estancia en Key West,

Reviewed on Sep 23, 2026

Cheeca Lodge & Spa

Matecumbe

CA $1,890

per person

Dec 2 - Dec 5

found 11 hours ago

Roundtrip flight included

Vancouver (YVR) to Miami (MIA)

9.2/10 Wonderful! (1,422 reviews)

Southernmost Beach Resort and Guesthouses

Old Town Key West

CA $2,614

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) to Key West (EYW)

8.6/10 Excellent! (3,560 reviews)

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4 Night Spa holidays in Florida Keys

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

Islander Resort

Matecumbe

CA $1,714

per person

Nov 26 - Nov 30

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Miami (MIA)

9.4/10 Exceptional! (1,112 reviews)

Southernmost Beach Resort and Guesthouses

Old Town Key West

CA $1,869

per person

Nov 26 - Nov 30

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Key West (EYW)

8.6/10 Excellent! (3,560 reviews)

Orchid Key Inn - Adults Only

Old Town Key West

CA $1,850

per person

Nov 26 - Nov 30

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Key West (EYW)

9.8/10 Exceptional! (1,004 reviews)

Fantastic location! So convenient! Walking distance to most everything!!! Super friendly staff!!!

Reviewed on Sep 22, 2026

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Spa Hotels in Florida Keys

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

10 min walk from Duval Street

Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...

Margaritaville Beach House Key West

2001 South Roosevelt Blvd Key West FL

4 min drive from Duval Street

Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...

8.8/10 Excellent! (1,798 reviews)

"The room was fantastic, the staff excellent , the frozen drinks weak. We had lots of fun at the pool feeding the iguanas…would definitely recommend"

Reviewed on Sep 23, 2026

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street Key West FL

16 min walk from Duval Street

Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...

8.4/10 Very good! (935 reviews)

"Everything"

Reviewed on Sep 24, 2026

See all 8,221 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.