Longboat Key Vacation Packages 2026 from $721

Longboat Key flight + hotel vacation packages

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

Cedar Cove Resort and Cottages

$721

per person

Aug 13 - Aug 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

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

CW Hotel

Save 100% on your flight

$810

per person

Aug 14 - Aug 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$1,229

per person

Jul 24 - Jul 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This hotel features an outdoor pool and a hot tub. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A garden, luggage storage, and concierge services are also on offer.

The Avalon Club

Save 100% on your flight

$885

per person

Aug 14 - Aug 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

This aparthotel features a bar/lounge, a poolside bar, and an outdoor pool. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

The BC Resort on the Water

$760

per person

Jul 7 - Jul 14

found 19 hours ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. A terrace, concierge services, and barbecue grills 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

$1,054 nightly

$1,191 total

Jun 1 - Jun 2

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

$269 nightly

$304 total

Jun 1 - Jun 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

$529 nightly

$598 total

Jun 1 - Jun 2

Total with taxes and fees

This smoke-free 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

Longboat Bay Club by Coolvacay

3200 Gulf of Mexico Dr Longboat Key FL

Get rates

This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool is also provided.

Pool

Kitchen

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

Longboat Key FL

Get rates

This vacation home includes a garden and laundry facilities.

Kitchen

Washer

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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.

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

4/5(6 reviews)

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 $721. 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.