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Flight and Honeymoon hotel deals in Key West

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

Southernmost Beach Resort and Guesthouses

Old Town Key West

CA $1,288

per person

Apr 16 - Apr 19

found 2 hours ago

Roundtrip flight included

Toronto (YYZ) to Key West (EYW)

8.6/10 Excellent! (2,844 reviews)

This resort is more than we ever expected, located right on the gorgeous beach but also right on Duvall Street! The staff was awesome, the Beach Cafe incredible, delicious drinks and food! We will be back for sure!

Reviewed on Feb 9, 2026

The Gardens Hotel

Old Town Key West

CA $2,747

per person

Apr 15 - Apr 22

found 1 day ago

Roundtrip non-stop flight included

Bangor (BGR) to Key West (EYW)

9.8/10 Exceptional! (1,000 reviews)

Super stay at a lovely, quaint hotel just off Duval, so close to everything - centrally located. Lovely pool and gardens, very friendly staff. Delicious breakfasts every morning where we got to know Annette - a highlight of each day! Wine room, daily jazz 5-7pm. What’s not to like? We will definitely return!

Reviewed on Feb 9, 2026

La Concha Key West, Autograph Collection

Key West Historic District

CA $3,201

per person

Apr 29 - May 4

found 20 hours ago

Roundtrip flight included

Winnipeg (YWG) to Key West (EYW)

9/10 Wonderful! (263 reviews)

Good location, only one elevator working. Just an average stay.

Reviewed on Feb 7, 2026

Pier House Resort & Spa

Key West Historic District

CA $2,272

per person

Mar 11 - Mar 14

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Key West (EYW)

9/10 Wonderful! (1,006 reviews)

Great location - close to everything. Resort and rooms could use some love.

Reviewed on Feb 7, 2026

The Reach Key West, Curio Collection by Hilton

Old Town Key West

CA $1,448

per person

Apr 16 - Apr 19

found 2 hours ago

Roundtrip flight included

Toronto (YYZ) to Key West (EYW)

8.4/10 Very Good! (1,001 reviews)

Hotel was very nice in all respects, but its location on the beach was the best.

Reviewed on Feb 4, 2026

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See all available trips from Columbus to Key West

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3 Night Honeymoon holidays in Key West

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

Southernmost Beach Resort and Guesthouses

Old Town Key West

CA $1,288

per person

Apr 16 - Apr 19

found 2 hours ago

Roundtrip flight included

Toronto (YYZ) to Key West (EYW)

8.6/10 Excellent! (2,844 reviews)

This resort is more than we ever expected, located right on the gorgeous beach but also right on Duvall Street! The staff was awesome, the Beach Cafe incredible, delicious drinks and food! We will be back for sure!

Reviewed on Feb 9, 2026

Pier House Resort & Spa

Key West Historic District

CA $2,272

per person

Mar 11 - Mar 14

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Key West (EYW)

9/10 Wonderful! (1,006 reviews)

Great location - close to everything. Resort and rooms could use some love.

Reviewed on Feb 7, 2026

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

CA $2,305

per person

Mar 20 - Mar 23

found 24 hours ago

Roundtrip flight included

Toronto (YTO) to Key West (EYW)

8.4/10 Very Good! (433 reviews)

Great atmosphere. Perfect location. Beautiful beach area.

Reviewed on Feb 8, 2026

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See all available trips from Columbus to Key West

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4 Night Honeymoon holidays in Key West

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

The Gardens Hotel

Old Town Key West

CA $2,051

per person

May 1 - May 5

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9.8/10 Exceptional! (1,000 reviews)

Super stay at a lovely, quaint hotel just off Duval, so close to everything - centrally located. Lovely pool and gardens, very friendly staff. Delicious breakfasts every morning where we got to know Annette - a highlight of each day! Wine room, daily jazz 5-7pm. What’s not to like? We will definitely return!

Reviewed on Feb 9, 2026

Pier House Resort & Spa

Key West Historic District

CA $3,300

per person

Mar 11 - Mar 15

found 1 hour ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9/10 Wonderful! (1,006 reviews)

Great location - close to everything. Resort and rooms could use some love.

Reviewed on Feb 7, 2026

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

CA $2,356

per person

May 1 - May 5

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

8.4/10 Very Good! (433 reviews)

Great atmosphere. Perfect location. Beautiful beach area.

Reviewed on Feb 8, 2026

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Honeymoon Hotels in Key West

Hyatt Centric Key West Resort and Spa

601 Front St Key West FL

11 min walk from Duval Street

Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...

8.8/10 Excellent! (1,003 reviews)

Room was large and clean. Could use some updating though and the unit for heat and a/c was a bit noisy. The bed was very comfortable and the location of the Hyatt to the hot spots in Key west is fantastic. It's also just a short walk from the Key West express ferry port. Kelsey at the front desk ...

Reviewed on Feb 3, 2026

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

11 min walk from Duval Street

Book a stay at this beach 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 ...

8.6/10 Excellent! (3,065 reviews)

It was a nice place we've stayed at before. Rooms this time were cleaned very late 4 to 5 pm when your trying to get ready for dinner. Ice machine didn't work right outside our door, very loud every 20 minutes trying to drop ice, wake you right out of a sleep. Bar staff amazing and most cleaning ...

Reviewed on Feb 7, 2026

Pier House Resort & Spa

1 Duval St Key West FL

11 min walk from Duval Street

Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...

9/10 Wonderful! (1,026 reviews)

Yes! Was fabulous! The view the staff!

Reviewed on Feb 6, 2026

See all 2,699 properties in Key West

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.