Longboat Key Vacations 2026 from CA $1,441

Longboat Key flight + hotel packages

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

The Marker

CA $1,441

per person

Aug 20 - Aug 24

found 6 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Tampa (TPA)

Stay at this hotel in Clearwater Beach. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Clearwater Beach and Beach Walk are located nearby.

CW Hotel

CA $1,642

per person

Jul 31 - Aug 7

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.

Cedar Cove Resort and Cottages

CA $1,763

per person

Aug 1 - Aug 8

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) 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 Anna Maria Beach and Bradenton Beach are located nearby.

Ocean Club Treasure Island Hotel

Sunshine Beach

CA $1,713

per person

Jul 31 - Aug 7

found 1 day ago

Roundtrip flight included

Detroit (DTW) 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.

The Avalon Club

CA $1,617

per person

Aug 20 - Aug 24

found 6 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Tampa (TPA)

Book a stay at this 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.

Top Longboat Key hotels deals

The St. Regis Longboat Key Resort

1601 Gulf Of Mexico Drive Longboat Key FL

Free cancellation

Reserve now, pay when you stay

CA $1,324

CA $1,599 total

Jul 6 - Jul 7

includes taxes & fees

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

On private beach

Pool

Zota Beach Resort

4711 Gulf of Mexico Dr Longboat Key FL

Free cancellation

Reserve now, pay when you stay

CA $334

CA $441 total

Jun 21 - Jun 22

includes taxes & fees

Book a stay at this 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 Coquina Beach are located nearby.

On private beach

Pool

The Resort at Longboat Key Club

220 Sands Point Road Longboat Key FL

Free cancellation

Reserve now, pay when you stay

CA $670

CA $836 total

Jun 23 - Jun 24

includes taxes & fees

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

Sea Club I Beach Resort

4141 Gulf of Mexico Drive Longboat Key FL

Get rates

Book a stay at this 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 Coquina Beach are located nearby.

Pool

Kitchen

Country Club Long Boat Key Beach Villa 2B 3BA Pool

Longboat Key FL

Get rates

Book a stay at this beach vacation home in Longboat Key. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Coquina Beach and Longboat Key Beaches are located nearby.

Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

Longboat Key FL

Get rates

Book a stay at this beach condo in Longboat Key. Enjoy free WiFi, private pools, and a beach locale. Popular attractions St. Armands Circle and Lido 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.

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 $1,441. 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.