Plan a trip to see San Carlos Institute - Casa Cuba

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Fitch Lodge - Key West Historic Inns

Key West Historic District

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per person

21 Oct - 24 Oct

found 16 hours ago

Return direct flight included

Orlando (MCO) to Key West (EYW)

8.8/10 Excellent! (460 reviews)

I recently stayed at a lodge in Key West and had an incredible experience from start to finish. The location was perfect—close to everything but still quiet enough to relax. The room was clean, cozy, and full of charm, with tropical touches that made it feel uniquely Key West. The staff were friendly and welcoming, always ready to give local tips or help with anything I needed. The pool area was peaceful and well-maintained, and the complimentary breakfast was a great way to start the day. Whether you're in Key West for fun, relaxation, or a little of both, I highly recommend this lodge. I’ll definitely be back!

Reviewed on 11 Jul 2025

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

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per person

21 Oct - 24 Oct

found 16 hours ago

Return direct flight included

Orlando (MCO) to Key West (EYW)

9.2/10 Wonderful! (1,006 reviews)

2nd time there. Love it.

Reviewed on 2 Aug 2025

Paradise Inn Key West - Adults Only

Old Town Key West

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per person

21 Oct - 24 Oct

found 16 hours ago

Return direct flight included

Orlando (MCO) to Key West (EYW)

9.2/10 Wonderful! (1,002 reviews)

Great place, will be back!

Reviewed on 29 Jul 2025

Tours & day trips

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Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open bar

History & culture

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Key West Day Trip & Glass Bottom-Boat Tour from Miami

Free cancellation available

Wildlife & nature

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Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

Free cancellation available

Private & custom tours

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Dry Tortugas National Park Day Trip by Luxury Boat: Axopar 37 XC

Free cancellation available

Adventure & outdoor

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Key West Half-Day Fishing Charter

Free cancellation available

Popular places to visit

Jackson Square

You can learn about the history of Key West with a trip to Jackson Square. Stroll along the beautiful beaches or discover the area's beautiful sunsets.

Duval Street

4.5/5(47 reviews)

Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

Oldest House Museum and Garden

With its period décor and vintage documents, South Florida’s oldest house provides an impression of life in the Florida Keys archipelago in the 19th century

Curry Mansion Museum

You can spend an afternoon browsing the exhibits at Curry Mansion Museum during your travels in Key West. Stroll along the area's seaside or experience its lively festivals.