Book Exclusive Longboat Key Vacation Packages

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Longboat Key flight + hotel packages

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Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $1,344, price is now CA $925 per person
CA $925
per person
Oct 22 - Oct 25
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
Book a stay at this beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $2,895, price is now CA $1,915 per person
CA $1,915
per person
Sep 21 - Sep 25
just found
Roundtrip non-stop flight included
Hamilton (YHM) to Tampa (TPA)
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and Bean Point Beach are located nearby.
CW Hotel

CW Hotel

4 out of 5
Price was CA $1,393, price is now CA $960 per person
CA $960
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was CA $1,353, price is now CA $951 per person
CA $951
per person
Sep 4 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Price was CA $1,612, price is now CA $1,136 per person
CA $1,136
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.

Stay near popular Longboat Key attractions

A lake with clear water, surrounded by dense green trees and a partly cloudy sky.
Photo by throwingsofas
Open Photo by throwingsofas

Jewfish Key

9.0/10 (34 reviews)
Commune with nature and explore the great outdoors at Jewfish Key during your travels in Longboat Key. Wander the beautiful beaches in this relaxing area.
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Frequently asked questions

How much are vacation packages to Longboat Key?
Enjoy an unforgettable experience in Longboat Key with a vacation package starting at just CA $925. Organizing your hotels, flights and tours with Travelocity is so simple. And even better, our great deals will leave you with more savings in your pocket for fun, fun, fun!
Where can I get the best vacation package deals for Longboat Key?
Travelocity will be able to help you lock in an unbeatable Longboat Key package deal. With as many as 400 air carriers and 1,000,000 properties across the globe, we know you'll find the perfect mix.
Why should I book my Longboat Key vacation package via Travelocity?
We've got destinations to suit every type of globetrotter, top-notch service and 24/7 support. And the icing on the cake is we'll match any lower price you discover with our Price Match Guarantee.
Can I save money on my Longboat Key car rental if I book it with hotels and flights?
You certainly can with our Longboat Key vacation packages. With one of these, there are lots of ways to make your hard-earned cash go further. Combine any two or more car, flight, hotel and tour bookings and see the savings start to pile up. With your own set of wheels, all the main sights around Longboat Key are within your reach.

Photos of local treasures

Browse Longboat Key vacation photos for more inspiration

A coastal cityscape with a sunset over the water, featuring several high-rise buildings and palm trees.
A marina with boats docked, a bridge in the background, and high-rise buildings along the waterfront.
A coastal beach with clear turquoise waters, a long sandy shore, and a backdrop of trees and buildings.
A coastal cityscape with a golf course, residential areas, and a marina.
A beach at sunset with people walking along the shore.

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