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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Oceans Edge Key West Resort, Hotel & Marina

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per person

Aug 29 - Sep 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

8.8/10 Excellent! (1,668 reviews)

I really loved the whole experience from beginning to end! The receptionist are awesome and very pleasant to speak to all the staff are very pleasant and we really really enjoyed our stay

Reviewed on Jul 29, 2025

Hyatt Vacation Club at Beach House, Key West

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per person

Oct 5 - Oct 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.2/10 Wonderful! (1,003 reviews)

Great place, huge rooms, 2 bathrooms, washer and dryer, screened in porch. Covered parking. Pool and games for lids. We had a great time.

Reviewed on Jul 29, 2025

Orchid Key Inn - Adults Only

Old Town Key West

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per person

Sep 17 - Sep 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9.8/10 Exceptional! (1,005 reviews)

We have fallen in love with this place !!! Never had been here, came to Orchid Key for our anniversary weekend and are hooked. Local motel, quaint, clean, retro, friendly and amazing location. We have already rebooked ♥️

Reviewed on Jul 28, 2025

Browse tours and tickets to explore Simonton Beach

Tours & day trips

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Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

History & culture

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

Free cancellation available

Wildlife & nature

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Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

Free cancellation available

Private & custom tours

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Dry Tortugas National Park Day Trip by Luxury Boat: Axopar 37 XC

Free cancellation available

Adventure & outdoor

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Key West Half-Day Fishing Charter

Free cancellation available

Popular places to visit

South Beach

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

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.