Feel the breeze in your hair, the water swirling around your feet and the salt on your skin at Simonton Beach. Stay and watch the sun set to top off an awesome day out.

You can keep your money safely in your pocket, because it won't cost a penny to wander around Simonton Beach. Located in Uptown - Upper Duval, you'll find some cool attractions not far from this stretch of coastline. Why not explore Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Smathers Beach too?

Plan a trip to see Simonton Beach

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Hyatt Vacation Club at Beach House, Key West

Save 100% on your flight

$677

per person

Jan 20 - Jan 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9.4/10 Exceptional! (1,010 reviews)

Great customer service!

Reviewed on Oct 27, 2025

The Key West Hotel

Key West Historic District

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$1,811

per person

Jan 21 - Jan 25

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.2/10 Wonderful! (498 reviews)

Great location and friendly staff. They have remodeled a lot and are doing a super job. Nice decorations and LOVE the tiki bar and pool area. Key West Aloe products were a nice touch as well as the key lime cookies. The porch deck and handrail outside the Envy/Lust room needs a little attention. Overall, very comfortable and accommodating. I would definitely stay here again.

Reviewed on Oct 17, 2025

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

Save 100% on your flight

$767

per person

Jan 20 - Jan 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9.2/10 Wonderful! (1,021 reviews)

Second time here. Great resort and location. Very quiet and cleaning staff were great and efficient

Reviewed on Oct 27, 2025

Browse tours and tickets to explore Simonton Beach

Tours & day trips

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Key West Express Day Trip from Miami

Free cancellation available

History & culture

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

Free cancellation available

Wildlife & nature

See all 54 activities

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

Free cancellation available

Private & custom tours

See all 38 activities

Dry Tortugas National Park Day Trip by Luxury Private Boat

Free cancellation available

Classes & workshops

See all 6 activities

Florida: Sunset Champagne Cruise on the Marathon Mermaid

Free cancellation available

Popular places to visit

South Beach

4/5(980 reviews)

Head to the southernmost beach of the continental United States to relax and swim in the waters where famous writer Tennessee Williams once took his daily swim.

Key West Butterfly and Nature Conservatory

4.5/5(760 reviews)

With about 60 species of butterfly, an indoor waterfall and a tropical rainforest, this nature conservatory is one of the most popular attractions in Key West.