
Pine Key Holidays
Book a Hotel + Flight or Car together to unlock savings
Where to stay in Pine Key

Downtown St. Petersburg
Downtown St. Petersburg is beloved for its fantastic nightlife. Take some time to explore sights in the area like Tampa Bay and Palladium Theater.
Top hotels in Pine Key

RumFish Beach at TradeWinds
Old and needs updating for the cost we paid to stay.
Reviewed on 17 Mar 2026

SkyBeach Resort
Love the design of the lobby, the pool area, the plants and beach area were so pretty! The room was great too.
Reviewed on 15 Mar 2026

Island Grand at TradeWinds
There was so much to do! I loved the pool and beach options. Your room comes with beach loungers and umbrellas that are set up for you by fabulous staff! There is a bar called Salty's right off the beach with awesome, fun drinks. There are several restaurants, including a higher end Italian restaurant ...
Reviewed on 17 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.



