Monroe County, FL

Name: Blue Flamingo Resort Key West
Price range: $180 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.

Visit Monroe County

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

$186 nightly

$209 total

Oct 4 - Oct 5

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! (1,470 reviews)

"All the place is amazing but the rooms needs a little be of work to upgrade, and the beach was not as we imagined"

Reviewed on Sep 29, 2026

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

$187 nightly

$210 total

Oct 6 - Oct 7

Total with taxes and fees

Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

$160 nightly

$180 total

Oct 1 - Oct 2

Total with taxes and fees

Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...

See all 8,251 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! (364 reviews)

"It was perfect for me and my boyfriend. Waking up and sitting on the deck watching the tarpon and mullet splash around was an amazing part on my vacation."

Reviewed on Sep 28, 2026

Skipjack Resort & Marina

19 Sombrero Blvd Marathon FL

Book a stay at this golf aparthotel in Marathon. Enjoy free parking, a marina, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...

8.6/10 Excellent! (1,290 reviews)

"We didn't stay, one hour there was more than enough to decide to walk. Not very clean and not at all like the images, construction work going on, broken elevator, and very noisy with the works. Cant comment on the people or service as didnt encounter anyone other than workmen, though in messages ..."

Reviewed on Sep 2, 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.

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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