Longboat Key Vacations 2025 from CA $703

Longboat Key flight + hotel packages

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

Highland Down Town Tampa

Old Seminole Heights

Save 100% on your flight

per person

Jan. 11 - Jan. 18

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

Stay at this 3.5-star vacation home in Tampa. Enjoy free WiFi, free parking, and a garden. Popular attractions Raymond James Stadium and Busch Gardens Tampa Bay are located nearby.

Ocean Club Treasure Island Hotel

per person

Feb. 16 - Feb. 23

found 1 day ago

Roundtrip flight included

Detroit (DTW) 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.

The Wayland Condos By Barsala

per person

Jan. 25 - Feb. 1

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) to Tampa (TPA)

Stay at this 4-star aparthotel in St. Petersburg. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Tropicana Field and Salvador Dali Museum are located nearby.

Wyndham Grand Clearwater Beach

Save 100% on your flight

per person

Jan. 25 - Feb. 1

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) to Tampa (TPA)

Stay at this 4-star 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.

Mar Bay Motel &Suites

Save 100% on your flight

per person

Jan. 25 - Feb. 1

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) to Tampa (TPA)

Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Chi Chi Rodriguez Golf Club 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 $997

CA $1,214 total

includes taxes & fees

8 Dec - 9 Dec

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.

Zota Beach Resort

4711 Gulf of Mexico Dr, Longboat Key, FL

Free cancellation

Reserve now, pay when you stay

CA $321

CA $423 total

includes taxes & fees

12 Dec - 13 Dec

Stay at this 4-star beach resort in Longboat Key. Enjoy a private beach, breakfast (surcharge), and room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Coquina Beach and Longboat Key Beaches 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 $561

CA $698 total

includes taxes & fees

4 Dec - 5 Dec

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 Siesta Key Beach are located nearby.

On private beach

Pool

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 Coquina Beach and Longboat Key Beaches are located nearby.

Pool

Kitchen

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

Get rates

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

Pool

Kitchen

Breathtaking Beach Front Property Ground Floor Condo

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Book a stay at this beach condo in Longboat Key. Enjoy a beach locale, a garden, and tennis courts. Popular attractions Coquina Beach and Longboat Key Beaches are located nearby.

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See all available properties in Longboat Key

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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.

Harborside Golf Course at Longboat Key Club

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

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.

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 $703. 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.