Name: The St. Regis Longboat Key Resort
Price range: CA $1,902
Rating: 9.8

Your Longboat Key Vacation

With a reputation for its laid-back lifestyle and spectacular views, Longboat Key is an ideal getaway destination. Lock in one of our Longboat Key vacation packages and experience all that this fascinating city has to offer. IMG Academy, Coquina Beach and Cortez Beach are just a few of the attractions worth checking out during your trip to Longboat Key. Expedia will help you escape your daily routine. Tailor your vacation to Longboat Key to suit your travel style, whatever that may be.

Top Longboat Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Mar Bay Motel &Suites

CA $911

per person

May 1 - May 8

found 3 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

8.6/10 Excellent! (68 reviews)

The property was perfect for pets. Big space to walk and off the main road.

Reviewed on Mar 23, 2026

The Avalon Club

CA $1,729

per person

Jun 11 - Jun 15

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

9.4/10 Exceptional! (515 reviews)

Our family had a wonderful 4-night stay at this well kept hotel. The apartment was spacious, very clean, had nice amenities, and the hotel is conveniently located just steps from the beach. We recommend and would be happy to stay there again.

Reviewed on Mar 13, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

CA $1,304

per person

May 4 - May 9

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

9.6/10 Exceptional! (846 reviews)

Rooms are always clean and in great condition. The whole place is always clean. All staff is helpful and friendly. Great amenities. This is our second time staying and I highly recommend!

Reviewed on Mar 28, 2026

Saddlebrook Resort

Wesley Chapel South

CA $1,388

per person

May 8 - May 15

found 5 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Tampa (TPA)

7.4/10 Good! (27 reviews)

This resort is absolutely amazing I didn't eat breakfast there but I'm sure it was awesome because everything else there was awesome

Reviewed on Mar 16, 2026

Plaza Beach Hotel Beachfront Resort

CA $1,200

per person

May 4 - May 9

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

9/10 Wonderful! (1,012 reviews)

We had a wonderful experience!! The staff, the proximity to the beach, in-room kitchenette, and the ease of getting to area attractions were the best parts. (Although the daily happy hour was amazing too!) We always felt welcomed, safe, and comfortable. For a family with young kids, we don’t need/want anything fancy. We just wanted to have fun together and be on the beach. The Plaza Beach Resort provided that all for us and more!

Reviewed on Mar 28, 2026

Ready to book your vacation to Longboat Key?

Choose your dates

Longboat Key Hotel Deals

The St. Regis Longboat Key Resort

1601 Gulf Of Mexico Drive Longboat Key FL

CA $1,902

CA $2,251 total

Apr 12 - Apr 13

includes taxes & fees

9.8/10 Exceptional! (65 reviews)

Everything was amazing!!

Reviewed on Mar 24, 2026

Zota Beach Resort

4711 Gulf of Mexico Dr Longboat Key FL

Fully refundableReserve now, pay when you stay

CA $388

CA $501 total

Apr 12 - Apr 13

includes taxes & fees

9/10 Wonderful! (1,004 reviews)

Beautiful property.

Reviewed on Mar 25, 2026

The Resort at Longboat Key Club

220 Sands Point Road Longboat Key FL

CA $735

CA $909 total

Apr 27 - Apr 28

includes taxes & fees

9/10 Wonderful! (699 reviews)

yes

Reviewed on Mar 9, 2026

See all 883 properties in Longboat 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.