Monroe County, FL

Name: Havana Cabana at Key West
Price range: $225 total
Rating: 9

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.

Visit Monroe County

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

$227 nightly

$246 total

Nov 29 - Nov 30

Total with taxes and fees

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! (1,503 reviews)

"Food was excellent and staff was extremely friendly. The room could have been a little better. The floors were sandy but the room was otherwise clean"

Reviewed on Nov 3, 2026

Margaritaville Beach House Key West

2001 South Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$285 nightly

$321 total

Nov 18 - Nov 19

Total with taxes and fees

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! (1,813 reviews)

"Amazing. Loved it and I will be back"

Reviewed on Nov 2, 2026

Havana Cabana at Key West

3420 N. Roosevelt Blvd Key West FL

$200 nightly

$225 total

Nov 19 - Nov 20

Total with taxes and fees

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 ...

9/10 Wonderful! (1,893 reviews)

"I wish we didn’t have a room Right beside the road and have to wake up The employees loud cleaning with machines by the window both days at 8 am. The food should be a lot better, but it wasn’t. Service was kind and helpful."

Reviewed on Nov 3, 2026

See all 8,285 properties in Monroe County

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! (380 reviews)

"Very clean and comfortable beds. Great position in marathon. Effective a/c. Highly recommended"

Reviewed on Nov 1, 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

See all properties in Monroe County

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.

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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