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Siesta Key Vacation Packages

Choose two or more items and save on your trip:

Top Siesta Key Flight + Hotel Deals

Treasure Bay Resort & Marina
Pier House 60 Clearwater Beach Marina Hotel
Sunset Vistas Two Bedroom Beachfront Suites
Postcard Inn On The Beach
The Hotel Zamora

Top Hotels in Siesta Key

Tropical Beach Resorts
Tropical Beach Resorts
3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Free cancellationReserve now, pay when you stay
The price is CA $218 per night from Mar 8 to Mar 9
4.6/5Wonderful! (2,553 reviews)

"This place is absolutely perfect! The room was clean and spacious with everything we needed. The property was beautiful. The pool areas were nice and the pools were very warm. The walkway to the beach and available chairs for rent was one of the best features. It was in a great location with a beautiful ..."…"

Reviewed on Feb. 24, 2021

Tropical Beach Resorts
Captiva Beach Resort
Captiva Beach Resort
2 out of 5
6772 Sara Sea Circle, Siesta Key, FL
Get Rates
4.3/5Excellent! (692 reviews)

"The grounds are beautiful the room is in excellent condition and the kitchen has more than enough space for cooking, large refrigerator, toaster oven. It’s one of the nicer studios we’ve stayed in. The bathroom super clean"…"

Reviewed on Feb. 16, 2021

Captiva Beach Resort
Siesta Key Beach Resort & Suites; Tiki & Pool
Siesta Key Beach Resort & Suites; Tiki & Pool
2.5 out of 5
5311 Ocean Blvd, Siesta Key, FL
Free cancellation
The price is CA $335 per night from Mar 1 to Mar 2
3.6/5Good! (985 reviews)

"Great place. Right in the village. Everything nearby."…"

Reviewed on Jan. 29, 2021

Siesta Key Beach Resort & Suites; Tiki & Pool
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.

Top things to do in Siesta Key

Siesta Key Beach Vacation

It's time to slow things right down and enjoy a cocktail by the sea on a Siesta Key vacation. Beautiful coastal vistas are bountiful on a trip to Siesta Key — Siesta Key Public Beach (1 mile (1 km) away) is an excellent example. You'll love being able to walk there from your hotel. If you're looking for other options, many travelers also take advantage of Siesta Key vacation packages in the vicinity of Turtle Beach and Siesta Key Beach.

Things You Should Know About Siesta Key

  • Listening to the soothing sounds of lapping waves is one of life's small pleasures. See what you can find among our Siesta Key beach hotels and get ready to relax.
  • Condos are also popular with visitors to this area. Gulf Holiday by Beachside Management and Siesta Beach House #210 Beautiful Updated Unit 2 Bedroom Condo are good examples of what you can expect from this accommodation style.
  • Alternatively, let one of our All-Inclusive hotels in Siesta Key take care of all the finer details. That means more time for you to focus on the pressing task of relaxing.
  • Want to know what Siesta Key has to offer? It's hard to go past local knowledge. After you arrive, chat to one or two of the 6,600 people who call this place home. Check out our handy Siesta Key things to do page, too.
  • Save big bucks on unforgettable experiences with our Siesta Key vacation deals. Visit Siesta Key Public Beach, as well as other top attractions, with the extra dollars in your wallet.

Frequently asked questions

How much does a Siesta Key vacation package cost?
We make it simple for everyone to travel, with Siesta Key vacation packages starting from just CA $795. You’ll have the flexibility to combine your favorite airlines, hotels and car rental. For the ultimate escape, why not add a few tours and experiences to your itinerary?
If I'm not able to travel, can I cancel my Siesta Key vacation package?
We totally get that the universe can throw the odd curveball. If you’ve booked a Siesta Key vacation package and need to change or cancel it, we’re here to help. We recommend having a look at our Customer Service Portal first for information. But generally, if you’ve booked your package in the last 24 hours, you may be able to cancel or change your itinerary free of charge. If it’s more than 24 hours, your airline, hotel or car rental company may charge a fee.
How do I get a cheap travel package to Siesta Key?
Just imagine all the fabulous things you could do in Siesta Key with an extra C$590. If you bundle your hotel and flights into a vacation package, that’s the amount you could save! You have lots of choice when it comes to booking with Expedia. In fact, you can pick from over 400 air carriers and 321,000 hotels around the world. Whether you’re taking time out with the entire family or traveling with someone special, exploring Siesta Key is better with a deal.
When is the best time of year to visit Siesta Key?
If you love the buzz of peak season, head to Siesta Key in . If you’re looking for a more relaxed vibe, is the perfect time for you. Watching your budget? You might want to avoid , when things like airfares and hotels are more expensive. is generally when you’ll pick up the best bargains.
How far in advance should I book my Siesta Key vacation?
It can be tricky to know when is the perfect time to book your trip to Siesta Key. But usually the earlier you book, the lower the prices. In some cases, you can lock in your flights and hotels nearly a year prior to your departure date. If you’re considering a last-minute getaway, no need to stress! There are unbeatable bargains announced on Expedia every single day.
What does an Expedia Siesta Key travel package include?
That’s up to you. You can choose from a range of Siesta Key bundles, such as a flight, rental car and hotel. You can also book a hotel with a flight, or a flight with a rental car. Once you’ve made your booking, you can add on the fun stuff like experiences and tours. Whatever your dream Siesta Key escape looks like, you’re sure to save!
What should I know before booking a Siesta Key travel package?
Bundling your bookings into a Siesta Key vacation package is the easiest way to organize your trip. Not only that, you’ll save big when you combine your flights, hotels and car rentals. Once you’ve booked, why not add on a day tour or an activity?
Does Expedia offer Book Now, Pay Later Siesta Key vacation packages?
If you’re aching for a trip away but aren’t able to pay upfront, Expedia can help out with a tailored payment plan. Thanks to our partnership with online lender Affirm, you can Book Now, Pay Later and start planning your dream getaway today.
Can I choose my airline with a Siesta Key Expedia vacation package?
Definitely. Expedia has over 550 partner airlines to pick from globally. With so much choice, finding the right carrier to bring you to Siesta Key won’t be difficult.