Book Exclusive Longboat Key Vacation Packages

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Longboat Key flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Belle Vista
Price was CA $1,244, price is now CA $850 per person
CA $850
per person
Nov 22 - Nov 27
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
Book a stay at this beach hotel in St. Pete Beach. Enjoy free WiFi, a beach locale, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $1,508, price is now CA $974 per person
CA $974
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip 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 Bradenton Beach and Coquina Beach are located nearby.
The Fold Hotels Indian Shores

The Fold Hotels Indian Shores

3 out of 5
Price was CA $1,533, price is now CA $1,026 per person
CA $1,026
per person
Nov 2 - Nov 9
found 9 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
Book a stay at this 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 John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Stylish Treasure Island Escape

Stylish Treasure Island Escape

3 out of 5
Sunshine Beach
Price was CA $5,517, price is now CA $3,789 per person
CA $3,789
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTT) to Tampa (TPA)
Stay at this apartment in Treasure Island. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Price was CA $2,108, price is now CA $1,457 per person
CA $1,457
per person
Oct 28 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) 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.

Top Longboat Key hotels deals

Zota Beach Resort

Zota Beach Resort

4 out of 5
4711 Gulf of Mexico Dr Longboat Key FL
Free cancellation
Reserve now, pay when you stay
The price is CA $291 per night
CA $291
CA $392 total
Sep 20 - Sep 21
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 Coquina Beach and Longboat Key Beaches are located nearby.
On private beach
Pool
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

5 out of 5
1601 Gulf Of Mexico Drive Longboat Key FL
Free cancellation
Reserve now, pay when you stay
The price is CA $1,043 per night
CA $1,043
CA $1,280 total
Sep 20 - Sep 21
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 Lido Beach and Mote Marine Laboratory & Aquarium are located nearby.
On private beach
Pool
The Resort at Longboat Key Club

The Resort at Longboat Key Club

4 out of 5
220 Sands Point Road Longboat Key FL
Free cancellation
Reserve now, pay when you stay
The price is CA $611 per night
CA $611
CA $769 total
Sep 21 - Sep 22
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 Lido Beach and Siesta Key Beach are located nearby.
On private beach
Pool
Sea Club I Beach Resort

Sea Club I Beach Resort

3 out of 5
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 Coquina Beach and Mote Marine Laboratory & Aquarium are located nearby.
Pool
Kitchen
THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

Longboat Key FL
The price is CA $277 per night
CA $277
CA $546 total
Sep 20 - Sep 21
includes taxes & fees
Book a stay at this beach apartment in Longboat Key. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Lido Beach and Mote Marine Laboratory & Aquarium are located nearby.
Pool
Kitchen
Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

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 Lido Beach and Mote Marine Laboratory & Aquarium are located nearby.
Pool
Kitchen
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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.

Stay near popular Longboat Key attractions

A coastal cityscape with a bridge, marina, and lush greenery.

Longboat Key Beaches

9.6/10 (394 reviews)
Why not spend a lazy afternoon at Longboat Key Beaches during your trip to Longboat Key? Wander the beautiful beaches in this relaxing area.
See properties

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 $850. 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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