Longboat Key Vacation Packages 2026 from $592

Longboat Key flight + hotel vacation packages

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

Holiday Inn Tampa Westshore - Airport Area by IHG

Westshore

Save 100% on your flight

$592

per person

Jan 15 - Jan 22

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the hot tub and perks like a free area shuttle.

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$1,161

per person

Dec 24 - Dec 31

found 4 hours ago

Roundtrip flight included

Cleveland (CLE) to Tampa (TPA)

This hotel features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A poolside bar, a 24-hour front desk, and a garden are also provided.

CW Resort

Save 100% on your flight

$1,778

per person

Dec 24 - Dec 31

found 4 hours ago

Roundtrip flight included

Cleveland (CLE) to Tampa (TPA)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. You'll appreciate the hot tub, poolside bar, and concierge services.

Innisbrook Resort

$765

per person

Jan 19 - Jan 26

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Tampa (TPA)

This Tudor resort features a golf course, a full-service spa, and 4 restaurants. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 6 outdoor pools and perks like free WiFi.

Cedar Cove Resort and Cottages

$979

per person

Jan 17 - Jan 22

found 9 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

This resort doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.

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

$854 nightly

$965 total

Nov 8 - Nov 9

Total with taxes and fees

This luxury hotel features a private beach, a full-service spa, and 3 restaurants. There's fun for all ages with a lazy river and a children's club, and supervised childcare is an added bonus. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi.

On private beach

Pool

Zota Beach Resort

4711 Gulf of Mexico Dr Longboat Key FL

Free Cancellation

Reserve now, pay when you stay

$259 nightly

$293 total

Dec 1 - Dec 2

Total with taxes and fees

A private beach and an outdoor pool are featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.

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

$509 nightly

$575 total

Nov 9 - Nov 10

Total with taxes and fees

This luxury resort features a private beach, a golf course, and a full-service spa. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's club and a playground, and families will appreciate the onsite laundry facilities.

On private beach

Pool

Sea Club I Beach Resort

4141 Gulf of Mexico Drive Longboat Key FL

Get rates

An outdoor pool, free self parking, and laundry facilities are featured at this apartment. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.

Pool

Kitchen

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

Longboat Key FL

Get rates

An outdoor pool is featured at this condo, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Pool

Kitchen

Breathtaking Beach Front Property Ground Floor Condo

Longboat Key FL

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This condo features a garden, laundry facilities, and barbecue grills.

Pool

Kitchen

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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.

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.

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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 $592. 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.