Longboat Key Vacations 2026 from CA $802

Longboat Key flight + hotel packages

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

Kompose Boutique Hotel

CA $802

per person

Jun 6 - Jun 11

found 14 hours ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.

Ocean Club Treasure Island Hotel

Sunshine Beach

CA $1,547

per person

May 23 - May 30

found 1 day 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.

The Sarasota Modern, a Tribute Portfolio Hotel

Central Sarasota

CA $999

per person

Jun 6 - Jun 11

found 1 hour ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, 3 outdoor pools, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.

voco Sarasota by IHG

Central Sarasota

CA $960

per person

Jun 6 - Jun 11

found 14 hours ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

Book a stay at this business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.

FUSION Resort Waterfront Suites

CA $1,619

per person

Apr 20 - Apr 27

found 14 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Tampa (TPA)

Stay at this aparthotel in Treasure Island. Enjoy free WiFi, free parking, and a rooftop terrace. 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.

Top Longboat Key hotels deals

The St. Regis Longboat Key Resort

1601 Gulf Of Mexico Drive Longboat Key FL

CA $1,878

CA $2,223 total

Apr 6 - Apr 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 $418

CA $535 total

Apr 12 - Apr 13

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.

The Resort at Longboat Key Club

220 Sands Point Road Longboat Key FL

Free cancellation

Reserve now, pay when you stay

CA $753

CA $929 total

Apr 12 - Apr 13

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.

Longboat Bay Club by Coolvacay

3200 Gulf of Mexico Dr Longboat Key FL

Get rates

Stay at this condo in Longboat Key. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions St. Armands Circle and Lido Beach are located nearby.

Pool

Kitchen

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 Coquina Beach and Mote Marine Laboratory & Aquarium are located nearby.

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

Longboat Key FL

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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.

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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.

The Cannon near St. Thomas Island Marina

Cannons Marina

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

Quick Point Nature Reserve

Enjoy the beautiful sunsets and explore Quick Point Nature Reserve, a lovely green space in Longboat Key. While you're in the area, stroll along the beautiful beaches.

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 $802. 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.