Florida may have travel restrictions in place due to COVID-19.

Holidays to Siesta Key

Accommodation, flights, car rentals, things to do and more - for your holiday in Siesta Key choose Expedia! Find everything you need to organise your trip to Siesta Key in one place. Enter your dates in the search bar above or scroll to our top deals below!

Top flight + hotel deals in Siesta Key

The Hotel Zamora
Postcard Inn On The Beach
Thunderbird Beach Resort
Epicurean Hotel, Autograph Collection
The Current Hotel, Autograph Collection
The Karol Hotel, St. Petersburg Clearwater, a Tribute Portfolio Hotel

Top Hotel Deals

Tropical Beach Resorts
Tropical Beach Resorts
3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
The price is £92 per night from 6 Dec to 7 Dec

Situated near the beach, this Siesta Key aparthotel is by the ocean, and within walking distance of Point of Rocks, Crescent Beach and Siesta Key Marina. Local ...

4.6/5Wonderful! (2,446 reviews)

"Everything was good. Very limited and not always convenient parking. Interior of room was somewhat worn but clean."…"

Reviewed on 25 Nov 2020

Tropical Beach Resorts
The Conclare Beach Resort
The Conclare Beach Resort
3 out of 5
6738 Sarasea Cir, Siesta Key, FL
The price is £85 per night from 6 Dec to 7 Dec

Situated in Siesta Key, this condominium resort is within a 5-minute walk of Siesta Key Beach and Crescent Beach. Turtle Beach and Siesta Key Marina are also ...

4.5/5Wonderful! (57 reviews)

"Excellent low-key property, perfect for families. The beach is one only one minute away."…"

Reviewed on 2 Dec 2020

The Conclare Beach Resort
Tropical Breeze Resort
Tropical Breeze Resort
3 out of 5
140 Columbus Blvd., Siesta Key, FL
The price is £112 per night from 8 Dec to 9 Dec

Offering direct access to the beach, this Siesta Key Village resort is in the entertainment district and within 1 mi (2 km) of Irma Beach and Siesta Key Beach. ...

4.2/5Very Good! (986 reviews)

"This was a great location and nice units! Everything is within in walking distance! Great for families"…"

Reviewed on 29 Nov 2020

Tropical Breeze Resort
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 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 (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 travellers also take advantage of Siesta Key holiday packages in the vicinity of Turtle Beach and Siesta Key Beach.

Plan your Siesta Key holiday with Expedia

  • Our 2020 bundled deals are currently unavailable, but you can now book our 2021 holiday packages deals. Buy your accommodation, flight or car together and get extra savings on your next trip!
  • We have selected for you amazing deals on incredible hotels in Siesta Key. Have a look simply by using the search bar above.
  • Most hotels come with free cancellation, because we believe that flexibility matters now more than ever!

For more information, visit our COVID-19 information page
Start browsing now!

*Some hotels require you to cancel at least 24-48 hours before check-in.

Frequently asked questions

If I'm not able to travel, can I cancel my Siesta Key holiday package?
We totally get that the universe can throw the odd curveball. If you’ve booked a Siesta Key holiday 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.
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 holiday?
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 should I know before booking a Siesta Key travel package?
Bundling your bookings into a Siesta Key holiday package is the easiest way to organise 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 holiday 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.