Monroe County Vacations

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Monroe County Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
AED 507
AED 839 total
2 Sep - 3 Sep
includes taxes & fees
Southernmost Beach Resort and Guesthouses
Cheeca Lodge & Spa

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
AED 547
AED 884 total
2 Sep - 3 Sep
includes taxes & fees
Cheeca Lodge & Spa
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

1 Knights Key Boulevard Marathon FL
Fully refundableReserve now, pay when you stay
AED 724
AED 1,033 total
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (1,250 reviews)
"Nice stay, property was kept in great condition, helpful staff."

Reviewed on 26 August 2026

Isla Bella Beach Resort & Spa
See all 8,286 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)
With a visit to Duval Street, a favorite shopping spot in Key West, you can search for that perfect souvenir. Wander the seaside or discover the area's beautiful sunsets.
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A beach with a pier extending into the ocean during sunset.

Florida Keys Beaches

8.4/10 (858 reviews)
Nothing says vacation like spending a carefree day at Florida Keys Beaches, a popular beach in Long Beach Estates.
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A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.

Mallory Square

9.2/10 (15,939 reviews)
You can find out about the history of Key West with a stop at Mallory Square. Stroll along the area's beautiful beaches or experience its lively festivals.
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A sailboat named 'Soundwave' docked at a calm harbor with clear blue water, surrounded by a sandy beach and lush greenery.

Sombrero Beach

9.0/10 (2,464 reviews)
Why not spend a carefree afternoon at Sombrero Beach during your travels in Marathon? Stroll along the area's seaside, or simply savor its seafood restaurants.
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A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

Southernmost Point

8.8/10 (17,214 reviews)
You can find out about the history of Key West with a stop at Southernmost Point. Discover the area's lively bars and its lively festivals.
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A beach with white sand, palm trees, and a building in the background.

Smathers Beach

8.4/10 (8,320 reviews)
If a restful vacation is part of your travel plans, Smathers Beach might be the perfect place to seek out during your trip to Key West. Stroll along the seaside or discover the area's sunrises.
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A brick corridor with arched ceilings and benches.

Fort Zachary Taylor Historic State Park

9.0/10 (4,544 reviews)
Enjoy a trip to Fort Zachary Taylor Historic State Park and popular activities like boating in Key West. Discover the area's beautiful sunsets, or seek out its biking trails.
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A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

Ernest Hemingway Home and Museum

9.2/10 (8,543 reviews)
You can spend time studying the exhibits at Ernest Hemingway Home and Museum in Key West. Wander the area's seaside or simply enjoy one of its lively bars.
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