Siesta Key Vacations

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Where to stay in Siesta Key

Find the best Siesta Key areas and neighborhoods for the activities you enjoy most. Learn more about Siesta Key
Siesta Key Village

Siesta Key Village

1 out of top 10 points of interest in this area
4.5/5(282 area reviews)

Travelers to Siesta Key Village praise its stunning beaches. If you've got some more time to explore, be sure to make a stop by Siesta Key Beach and Siesta Key Farmers Market.

Find hotels in Siesta Key Village

Find the Best Siesta Key Vacation Packages

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 (2 kilometers 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.

Siesta Key Hotel Deals

Tropical Beach Resorts
Tropical Beach Resorts
3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
The price is NT$5,502 per night from May 19 to May 20
NT$5,502
NT$6,953 total
includes taxes & fees
May 19 - May 20
9.2/10 Wonderful! (4,632 reviews)
"Clean, new and good price. Beach close. restaurants within walking distance. Staff very nice and eager to please. No complaints at all !"

Reviewed on 2025/4/21

Tropical Beach Resorts
Siesta Key Beach Resort and Suites
Siesta Key Beach Resort and Suites
2.5 out of 5
5311 Ocean Blvd, Siesta Key, FL
The price is NT$9,573 per night from May 6 to May 7
NT$9,573
NT$12,619 total
includes taxes & fees
May 6 - May 7
8.6/10 Excellent! (1,002 reviews)
"Always a great stay"

Reviewed on 2025/4/22

Siesta Key Beach Resort and Suites
Tropical Breeze Resort
Tropical Breeze Resort
3 out of 5
140 Columbus Blvd., Siesta Key, FL
Fully refundableReserve now, pay when you stay
The price is NT$9,557 per night from May 8 to May 9
NT$9,557
NT$12,096 total
includes taxes & fees
May 8 - May 9
8.8/10 Excellent! (999 reviews)
"Beautifully decorated room, close to everything."

Reviewed on 2025/4/21

Tropical Breeze Resort
See all 3,805 properties in Siesta Key
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.

Frequently asked questions

How much does a Siesta Key vacation package cost?
Offering great value package deals on Expedia, you’ll be surprised at how little a vacation to Siesta Key costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Siesta Key?
September, October and November are the best times to look for cheap Siesta Key vacation packages. Traveling in less busy periods means you can typically find reduced prices on accommodations and flights.
How many days is enough for Siesta Key?
Dedicate around 4 days for your Siesta Key vacation to really take in all that makes this destination unique. Stroll around key neighborhoods, including Central Sarasota and Siesta Key Village. Then head to the major sights like Shell Beach and Irma Beach. With a good itinerary, you can keep busy with room for some rest time too. Want to venture beyond Siesta Key? Consider an excursion or two.
Is it worth booking a vacation package to Siesta Key?
Boasting a host of highlights starting with its amazing coastal beaches, Siesta Key is a good vacation destination. Whether you’d like to discover attractions like Bay Island and Siesta Key Beach or take the road less traveled, you’ll have plenty to see and do on your Siesta Key vacation.
How to find the best Siesta Key package deals?
Start your search for a Siesta Key package deal by entering your destination and preferred travel dates under our “Packages” tab. Then add some filters, like “Property type” and “Amenities,” to tailor the results to your exact style. You can also sort by “Package discount” and browse offers that come with irresistible savings. If you don’t find the perfect Siesta Key package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Siesta Key escape off to a flying start.
Is it cheaper to book a Siesta Key vacation as a package?
You can enjoy significant savings on your next Siesta Key escape by booking a tailored vacation package. Click on the “Package” heading, then select your destination and travel dates to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Siesta Key?
If you have your Siesta Key travel dates finalized, book as soon as you can to score some fantastic deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for quick escapes.
How to plan a trip to Siesta Key?

  1. Choose when to get away: Check your calendar and get your bags packed. Your favorite time of year and the available activities will also help you decide when to escape to Siesta Key.
  2. Calculate your budget: Make sure you have enough money to pay for everything from meals and transportation to airfares and activities. Your accommodations will likely be the largest expense during your trip to Siesta Key.
  3. Determine how many days away: Start by making a list of all the activities and attractions you want to experience in Siesta Key. Then, estimate how long you’ll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customized Siesta Key vacation package.

Discover the most popular places to visit in Siesta Key

Jim Neville Marine Preserve

Explore the great outdoors at Jim Neville Marine Preserve and enjoy the beautiful sunsets during your trip to Siesta Key. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Jim Neville Marine Preserve
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.