Longboat Key Vacations 2025 from CA $931

Longboat Key flight + hotel packages

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

Legacy Vacation Resorts - Indian Shores

Save 100% on your flight

per person

Mar. 24 - Mar. 28

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

Stay at this 3-star beach aparthotel in Indian Shores. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions St. Petersburg - Clearwater Beaches and John's Pass Village & Boardwalk are located nearby.

The Avalon Club

Save 100% on your flight

per person

Mar. 3 - Mar. 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Stay at this 4-star beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.

Ocean Club Treasure Island Hotel

Save 100% on your flight

per person

Mar. 3 - Mar. 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Stay at this 4-star 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.

Bayview Plaza Waterfront Resort

Belle Vista

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per person

Apr. 5 - Apr. 12

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

Stay at this 3-star family-friendly hotel in St. Pete Beach. Enjoy free WiFi, a marina, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Dolphin Landings Charter Boat Center are located nearby.

Barsala at Champions Walk

Save 100% on your flight

per person

Feb. 17 - Feb. 21

found 13 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Sarasota (SRQ)

Stay at this 4-star aparthotel in Bradenton. Enjoy free WiFi, in-room washers/dryers, and in-room soaking tubs. Popular attractions IMG Golf Academy and Manatee Golf Course are located nearby.

Top Longboat Key hotels deals

Zota Beach Resort

4711 Gulf of Mexico Dr, Longboat Key, FL

Free cancellation

Reserve now, pay when you stay

CA $430

CA $551 total

includes taxes & fees

20 Jan - 21 Jan

Stay at this 4-star beach resort in Longboat Key. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Longboat Key Beaches and Cannons Marina are located nearby.

The St. Regis Longboat Key Resort

1601 Gulf Of Mexico Drive, Longboat Key, FL

CA $1,433

CA $1,710 total

includes taxes & fees

19 Jan - 20 Jan

Stay at this 5-star luxury hotel in Longboat Key. Enjoy a full-service spa, 3 restaurants, and a private beach. Popular attractions Lido Beach and St. Armands Circle are located nearby.

The Resort at Longboat Key Club

220 Sands Point Road, Longboat Key, FL

Free cancellation

Reserve now, pay when you stay

CA $693

CA $849 total

includes taxes & fees

22 Jan - 23 Jan

Stay at this 4-star beach resort in Longboat Key. Enjoy free WiFi, free valet parking, and a full-service spa. Popular attractions Lido Beach and St. Armands Circle are located nearby.

Sea Club I Beach Resort

4141 Gulf of Mexico Drive, Longboat Key, FL

Get rates

Stay at this 3-star beach apartment in Longboat Key. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Longboat Key Beaches and Cannons Marina are located nearby.

Pool

Kitchen

Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.

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Book a stay at this beach condo in Longboat Key. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Cannons Marina and Jewfish Key are located nearby.

Waterfront home with private beach, a private pool, and water activities! Moku

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Book a stay at this beach vacation home in Longboat Key. Enjoy private pools, a beach locale, and a pool table. Popular attractions Jewfish Key and Coquina Beach are located nearby.

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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

Jewfish Key

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.

Islandside Golf Course at Longboat Key Club

Enjoy a round of golf in Longboat Key at Islandside Golf Course at Longboat Key Club. Wander the beautiful beaches or discover the area's beautiful sunsets.

Cannons Marina

Explore the waterfront in Longboat Key with a trip to Cannons Marina. Wander the beautiful beaches and seaside in the area.

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 $931. 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.