Pine Key Holidays

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Where to stay in Pine Key

Find the best Pine Key areas and neighborhoods for the activities you enjoy most. Learn more about Pine Key
Downtown St. Petersburg featuring outdoor art

Downtown St. Petersburg

1 out of top 10 points of interest in this area

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

Find hotels in Downtown St. Petersburg

Top hotels in Pine Key

RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
The price is 7.074.101 ₫ per night from 22 Mar to 23 Mar
7.074.101 ₫
9.627.532 ₫ total
22 Mar - 23 Mar
includes taxes & fees
8.4/10 Very Good! (1,694 reviews)
Old and needs updating for the cost we paid to stay.

Reviewed on 17 Mar 2026

RumFish Beach at TradeWinds
SkyBeach Resort

SkyBeach Resort

4 out of 5
6800 Sunshine Skyway Lane St. Petersburg FL
The price is 5.891.141 ₫ per night from 25 Mar to 26 Mar
5.891.141 ₫
7.993.734 ₫ total
25 Mar - 26 Mar
includes taxes & fees
8.6/10 Excellent! (569 reviews)
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

SkyBeach Resort
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
5500 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
The price is 7.310.693 ₫ per night from 22 Mar to 23 Mar
7.310.693 ₫
9.894.882 ₫ total
22 Mar - 23 Mar
includes taxes & fees
7.6/10 Good! (1,051 reviews)
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

Island Grand at TradeWinds
See all 17,124 properties in Pine Key
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.

Popular places to visit

Florida. Madeira Beach Florida. Gulf of Mexico or ocean beach, Hotels and Resorts. John's Pass Village and Boardwalk. Turquoise color of salt water. American shore. Summer or Autumn vacation.

John's Pass Village & Boardwalk

4/5(33 reviews)

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.

John's Pass Village & Boardwalk
Vinoy Park

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.

Vinoy Park
Fort De Soto Park featuring a beach

Fort De Soto Park

4.5/5(25 reviews)

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.

Fort De Soto Park