Siesta Key Holidays

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Our guide on 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

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 Holiday

Siesta Key Beach Holiday

Unwind on the shore while you gaze at the sunlight sparkling on the water during your Siesta Key holiday. If you're yearning for a complete beach experience, a trip to Siesta Key certainly delivers. There's a good chance you've heard of Siesta Key Beach (2 kilometres away). We suggest finding accommodation close by. However, plenty of visitors also opt for Siesta Key holiday packages that are closer to Crescent Beach or Shell Beach, two other superb nearby options.

Things You Should Know About Siesta Key

  • Spend your getaway by the water and let the stresses and strains of daily life drift away with the sea breeze. Check out our Siesta Key beach hotels and discover beachside bliss.
  • Our condos, like Hyatt Siesta Key Beach and Siesta Key Inn, are popular with visitors of all sorts. Consider the amenities and get ready for your stay in Siesta Key!
  • Be sure to visit our Siesta Key things to do page for some trip planning inspiration. With a population of 16 764 cm Siesta Key, we're sure there'll be one or two locals who'll be happy to give you some extra advice!
  • Turtle Beach, Crescent Beach and Crescent Beach are just some of the attractions that should be on your travel schedule. With our Siesta Key holiday deals, you'll have more money in your pocket to explore.

Our pick of the best 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 NZ$406 per night from 23 June to 24 June
NZ$406
23 June - 24 June
includes taxes & fees
9.2/10 Wonderful! (4,714 reviews)
"Pleasant check-in experience. Well maintained property. Room was small but perfect for our stay. Clean with nice amenities. Convenient location on trolley route. Wish we could've stayed longer but we'll be back!"

Reviewed on 20 Jun. 2025

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 NZ$756 per night from 27 June to 28 June
NZ$756
27 June - 28 June
includes taxes & fees
8.8/10 Excellent! (1,012 reviews)
"What a great stay on Siesta key. Right down the street from stores and restaurants. Resort is so convenient to the beach and has great amenities like beach chairs, cooler and access to beach wagon. The only thing they don’t have is a beach umbrella so bring one or be prepared to purchase one at one ..."

Reviewed on 19 Jun. 2025

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 NZ$623 per night from 7 July to 8 July
NZ$623
7 July - 8 July
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
"Great location and place was perfect"

Reviewed on 16 Jun. 2025

Tropical Breeze Resort
See all 3,813 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.
Is it worth booking a holiday package to Siesta Key?
Boasting a host of highlights starting with its amazing coastal beaches, Siesta Key is a good holiday 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 holiday.
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.

Discover the most popular places to visit in Siesta Key

Siesta Key Beach

Siesta Key Beach

4/5(1 review)

The soft, white sand on Siesta Key’s award-winning family-friendly beach is perfect for relaxing under a sun umbrella and taking part in a game of volleyball.

Siesta Key Beach

What to do in Siesta Key

Kayak Tour through Mangrove Tunnels

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

NZ$91
per adult
88% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
Private Luxury Boat Charter

Private Luxury Boat Charter

NZ$624
per traveller
100% of travellers recommend
Private Luxury Boat Charter
Sarasota: Seabob Experience

Sarasota: Seabob Experience

NZ$298
per adult
Sarasota: Seabob Experience
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.