Paradise Key Holidays
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Where to stay in Paradise Key
Pass-a-Grille
Pass-a-Grille is popular for its beaches, and if you're looking for more to see and do, you might think about a trip to Pass-a-Grille Beach or St. Petersburg - Clearwater Beaches.
Top hotels in Paradise Key
RumFish Beach at TradeWinds
this property is clearly aged
Reviewed on 31 Mar 2026
SkyBeach Resort
Seating is horrible, all the chairs were all so low to the ground. I’m 67, cannot sit in your rediculous chairs, couldn’t sit by the fire. Also, really at 230.00 a night, there was no coffee bar. Yes coffee in the room but really, not a free cup of coffee. I wouldn’t recommend your place, ever
Reviewed on 31 Mar 2026
Island Grand at TradeWinds
If you’re looking for the perfect mix of relaxation and fun, TradeWinds Island Resorts truly delivers. The beachfront location alone is worth it—soft white sand, breathtaking sunsets, and easy access to the water make every day feel like a dream getaway. What really sets this resort apart is the ...
Reviewed on 30 Mar 2026
Popular places to visit
John's Pass Village & Boardwalk
When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the seaside in this family-friendly area or visit its top-notch restaurants.
Vinoy Park
After visiting Vinoy Park, make a plan to see the other sights and activities in St. Petersburg. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Fort De Soto Park
Enjoy the beautiful sunsets and explore Fort De Soto Park, a lovely green space in Tierra Verde. Discover the lively bars and great live music in this family-friendly area.