Deals on vacations and trips to Siesta Key

Save when you book Siesta Key, FL package deals

Choose two or more items and save on your trip:

Siesta Key flight + hotel vacation packages

Chestnut Villas Down Town Tampa
Hotel Tampa Riverwalk
Gulf Strand Resort
Holiday Inn Tampa Westshore - Airport Area, an IHG Hotel
DoubleTree by Hilton Tampa Rocky Point Waterfront
Prices and availability subject to change. Additional terms may apply.

Top Siesta Key hotels deals

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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.

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Frequently asked questions

How much are vacation packages to Siesta Key?
With a Travelocity vacation package, you can be living it up in Siesta Key for only $266. Hotels, adventures and flights — we’ve got you. You’ll make great savings just by bundling together your bookings. And with everything taken care of before you go, you don’t have to worry about a thing.
Where can I get the best vacation package deals for Siesta Key?
With around 400 airlines and 1,000,000 hotels across the world, you can’t beat Travelocity. Look through our comprehensive range and create the perfect Siesta Key vacation package. Isn’t it amazing when travel is that easy?
Why should I book my Siesta Key vacation package with Travelocity?
Because life is all about the journey, and we have everything you need to help you along the way. With our top-notch service and Price Match Guarantee, you can book with confidence. And you can rest easy on the road knowing you can reach us with our round-the-clock support.
Will I save money on my Siesta Key car rental if I combine it with a hotel or flight?
Definitely. And our Siesta Key vacation packages are the perfect way to do it. In only a few clicks you can save money and time by bundling your bookings. Collect the keys to your rental car and do your vacation your way. Searching for things to do? Throw some tours or experiences into your package and make savings on those too.
What is the best time of year to go to Siesta Key?
Vacationing during the quietest months of the year, September, October and December, has its upsides — think cheap flights and hotels and less pushing past hordes of strangers. But there’s magic in the air in the peak season. More events will be planned and more attractions will be open in January, July and August. If you want to stretch your budget, typically has the most affordable hotel rates. Expect to pay more for a room in .