Monroe County, FL

Name: Havana Cabana at Key West
Price range: $225 total

Travel Guide

A waterfront promenade with multi-story buildings, palm trees, and a clear blue sky.

An aerial view of a coastal city with a marina, clear blue waters, and a mix of residential and commercial buildings.

A bridge connecting two landmasses over turquoise waters, surrounded by clear skies and a sunset.

A calm waterfront with a boat docked, palm trees, and a white fence.

An aerial view of a coastal area with a marina, tennis courts, a baseball field, and surrounding greenery.

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Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

Fully refundable

$240 total

per night

Dec 2 - Dec 3

Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...

9.2/10 Wonderful! (1,511 reviews)

"Perfect halfway stop off for trip to The Keys . Staff exceptionally helpful.. particularly ‘Fran’ I think that was her name on Front Desk. Great pools and loved the bikes ! Rooms were spacious and comfy beds. Recommend Lorelei Restaurant for something to eat off site ..! Great stay, definitely ..."

Reviewed on Nov 8, 2026

Margaritaville Beach House Key West

2001 South Roosevelt Blvd Key West FL

$321 total

per night

Nov 18 - Nov 19

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 ...

Havana Cabana at Key West

3420 N. Roosevelt Blvd Key West FL

$225 total

per night

Nov 29 - Nov 30

Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...

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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.

Breezy Palms Resort

80015 Overseas Highway Islamorada FL

Book a stay at this beach aparthotel in Islamorada. Enjoy free WiFi, a beach locale, and a marina. Our guests praise the helpful staff and the clean rooms in ...

Yacht Haven Marina

5 Sombrero Blvd Marathon FL

Stay at this houseboat in Marathon. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff in our reviews. Popular attractions ...

9.6/10 Exceptional! (382 reviews)

"Overall the cleanliness was good however there some areas needed some attention of cleaning such as toilet, dusting trash can, table ceiling fan and couple other items. Staff were great. The water pressure was weak both in shower and sink."

Reviewed on Nov 7, 2026

Old Wooden Bridge Resort and Marina

1791 Bogie Drive Big Pine Key FL

Stay at this cottage in Big Pine Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Bahia ...

8.6/10 Excellent! (380 reviews)

"Excellent"

Reviewed on Nov 3, 2026

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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.

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Stay near popular Monroe County attractions

A street with a pharmacy, a theater, and a yellow building.

Duval Street

9.2/10 (20,928 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.

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