Siesta Key Holidays

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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
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Siesta Key Village

1 out of top 10 points of interest in this area
5/5(1 area review)

Siesta Key Village is known for its stunning beaches, and with sights like Siesta Key Beach and Siesta Key Farmers Market, you won't get bored spending a day wandering around this part of Siesta Key.

Find hotels in Siesta Key Village

Siesta Key Beach Holiday

It's time to slow things right down and enjoy a cocktail by the sea on a Siesta Key holiday. Beautiful coastal vistas are bountiful on a trip to Siesta Key — Siesta Key Public Beach (2 kilometres away) is an excellent example. You'll love being able to walk there from your hotel. If you're looking for other options, many travellers also take advantage of Siesta Key holiday 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 holiday deals. Visit Siesta Key Public Beach, as well as other top attractions, with the extra dollars in your wallet.

Top hotels in Siesta Key

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 S$418 per night from 23 Dec to 24 Dec
S$418
includes taxes & fees
23 Dec - 24 Dec
8.6/10 Excellent! (1,002 reviews)
"It was a quick unscheduled vacation. The online listing sounded good so went for it. Glad we did. It was really a beautiful quiet place to enjoy our stay at the beach."

Reviewed on 16 Dec,2024

Siesta Key Beach Resort and Suites
Tropical Beach Resorts
Tropical Beach Resorts
3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
The price is S$305 per night from 22 Jan to 23 Jan
S$305
includes taxes & fees
22 Jan - 23 Jan,2025
9.2/10 Wonderful! (4,532 reviews)
"The stay at the hotel was good. Issue was if you didn’t purchase their chair and umbrella then you were forced to sit at the end where the beach area is not kept nice. You’re spending the same money as everyone else to stay at resort. Should have the same right to sit where you want on the ..."

Reviewed on 12 Oct,2024

Tropical Beach Resorts
Tropical Breeze Resort
Tropical Breeze Resort
3 out of 5
140 Columbus Blvd., Siesta Key, FL
8.8/10 Excellent! (1,000 reviews)
"A very quaint quiet place to stay. We loved our stay and hope they recover quickly from the Hurricanes they experienced. We loved the main pool and had it to ourselves every evening. One important and unusual fact, the mattress was as comfortable as ours at home. We are looking forward to our next ..."

Reviewed on 22 Oct,2024

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Tropical Breeze Resort
See all 3,821 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 holiday package cost?
Offering great value package deals on Expedia, you’ll be surprised at how little a holiday 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 holiday packages. Travelling in less busy periods means you can typically find reduced prices on accommodation and flights.
How many days is enough for Siesta Key?
Dedicate around 4 days for your Siesta Key holiday to really take in all that makes this destination unique. Stroll around key neighbourhoods, 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.
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 holiday as a package?
You can enjoy significant savings on your next Siesta Key escape by booking a tailored holiday 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 holiday 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 favourite 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 accommodation 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 customised Siesta Key holiday package.

What to do in Siesta Key

Kayak Tour through Mangrove Tunnels

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

S$74
per adult
88% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
Sarasota: Seabob Experience

Sarasota: Seabob Experience

S$242
per adult
Sarasota: Seabob Experience
Private Luxury Boat Charter

Private Luxury Boat Charter

S$470
per traveller
100% of travellers recommend
Private Luxury Boat Charter
See all activities in Siesta Key

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.