Cheap Flights to Siesta Key from $53
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How Much Does it Cost To Fly To Siesta Key?
The cheapest prices found with in the last 7 days for return flights were $102 and $53 for one-way flights to Siesta Key for the period specified. Prices and availability are subject to change. Additional terms apply
RDU
Raleigh - Durham Intl.
SRQ
Sarasota-Bradenton Intl.
$102 Roundtrip, found 5 hours ago
$102
Roundtrip
found 5 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| CLE | Sarasota | August 15 to August 20 | $170 |
| BOS | Sarasota | May 25 to May 30 | $202 |
| JFK | Sarasota | May 29 to June 5 | $202 |
| MSP | Sarasota | July 14 to July 28 | $239 |
| MDW | Sarasota | June 30 to July 7 | $243 |
| EWR | Sarasota | June 6 to June 11 | $243 |
| ORD | Sarasota | July 22 to July 29 | $257 |
| DTW | Sarasota | June 16 to June 24 | $265 |
| PHL | Sarasota | May 26 to May 29 | $372 |
| YYZ | Sarasota | May 26 to May 30 | $605 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| BOS | Sarasota | May 17 to May 24 | $304 |
| LGA | Sarasota | May 17 to May 21 | $330 |
| EWR | Sarasota | May 17 to May 21 | $333 |
| MSP | Sarasota | May 17 to May 20 | $370 |
| DTW | Sarasota | May 17 to May 28 | $427 |
| CLE | Sarasota | May 17 to May 21 | $448 |
| ORD | Sarasota | May 15 to May 17 | $457 |
| ORD | Sarasota | May 15 to May 17 | $457 |
| PHL | Sarasota | May 16 to May 20 | $462 |
Siesta Key Flight Information
Traveling to | Siesta Key |
|---|---|
Lowest Price | $102 |
Number of Airlines Serving | |
Airlines Serving | Breeze Airways |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Siesta Key Accommodation Deals
Siesta Key Beach Resort and Suites
5311 Ocean Blvd Siesta Key FL
$273 nightly
The price is $308 total per night from May 31 to Jun 1
$308 total
May 31 - Jun 1
Total with taxes and fees
Stay at this resort in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,107 reviews)
The beauty of the “resort” is its close proximity to the wonderful Siesta Key beach. I use quotations because it’s really just shelter and a pool, although a nice pool. The staff members were very nice and helpful but couldn’t do much for us in upgrading our room as they claim they never got our ...
Reviewed on May 10, 2026
Tropical Breeze Resort
140 Columbus Blvd. Siesta Key FL
$231 nightly
The price is $261 total per night from May 19 to May 20
$261 total
May 19 - May 20
Total with taxes and fees
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,012 reviews)
It was fantastic as always. Tropical Breeze is a great place to stay.
Reviewed on May 10, 2026
Captiva Beach Resort
6772 Sara Sea Circle Siesta Key FL
$207 nightly
The price is $232 total per night from May 12 to May 13
$232 total
May 12 - May 13
Total with taxes and fees
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,250 reviews)
The 2 bedroom condo was very clean and updated. The walk to the beach was short and we didn't have to cross any busy streets just walked the small roads within the complex of other resort condos.
Reviewed on May 8, 2026
Save an average of 15% on thousands of hotels when you're signed in
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
$209 nightly
The price is $236 total per night from May 25 to May 26
$236 total
May 25 - May 26
Total with taxes and fees
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ...
9.4/10 Exceptional! (5,474 reviews)
Great location on beach with convenient lounge chairs and umbrellas. Kids also loved the new pool. Many restaurants within walking distance but they get crowded. Our 2nd visit there and will be back in future.
Reviewed on May 9, 2026
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.
Luxury Hotels in Siesta Key
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
$209 nightly
The price is $236 total per night from May 25 to May 26
$236 total
May 25 - May 26
Total with taxes and fees
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ...
9.4/10 Exceptional! (5,474 reviews)
Great location on beach with convenient lounge chairs and umbrellas. Kids also loved the new pool. Many restaurants within walking distance but they get crowded. Our 2nd visit there and will be back in future.
Reviewed on May 9, 2026
Captiva Beach Resort
6772 Sara Sea Circle Siesta Key FL
$207 nightly
The price is $232 total per night from May 12 to May 13
$232 total
May 12 - May 13
Total with taxes and fees
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,250 reviews)
The 2 bedroom condo was very clean and updated. The walk to the beach was short and we didn't have to cross any busy streets just walked the small roads within the complex of other resort condos.
Reviewed on May 8, 2026
Siesta Key Beach Resort and Suites
5311 Ocean Blvd Siesta Key FL
$273 nightly
The price is $308 total per night from May 31 to Jun 1
$308 total
May 31 - Jun 1
Total with taxes and fees
Stay at this resort in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,107 reviews)
The beauty of the “resort” is its close proximity to the wonderful Siesta Key beach. I use quotations because it’s really just shelter and a pool, although a nice pool. The staff members were very nice and helpful but couldn’t do much for us in upgrading our room as they claim they never got our ...
Reviewed on May 10, 2026
Save an average of 15% on thousands of hotels when you're signed in
Tropical Breeze Resort
140 Columbus Blvd. Siesta Key FL
$231 nightly
The price is $261 total per night from May 19 to May 20
$261 total
May 19 - May 20
Total with taxes and fees
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,012 reviews)
It was fantastic as always. Tropical Breeze is a great place to stay.
Reviewed on May 10, 2026
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.
Family Friendly Hotels in Siesta Key
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
$209 nightly
The price is $236 total per night from May 25 to May 26
$236 total
May 25 - May 26
Total with taxes and fees
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ...
9.4/10 Exceptional! (5,474 reviews)
Families like: Outdoor pool, kitchenette, close to beach, bicycle rentals
Travelers say...
Great location on beach with convenient lounge chairs and umbrellas. Kids also loved the new pool. Many restaurants within walking distance but they get crowded. Our 2nd visit there and will be back in future.
Reviewed on May 9, 2026
Beach Club at Siesta Key by RVA
6732 Sarasea Circle Siesta Key FL
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Siesta Key Beach and Lido Beach are ...
9/10 Wonderful! (620 reviews)
Good
Reviewed on Dec 30, 2022
Siesta Key Beachside Villas
124 Columbus Blvd Siesta Key FL
$263 nightly
The price is $297 total per night from May 12 to May 13
$297 total
May 12 - May 13
Total with taxes and fees
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (981 reviews)
The room was very clean, staff was great, room is small but comfortable, could use more wall hooks especially in bathroom and to hang wet suits. Convenient walk to beach. Awesome keyless entry to room. We would stay there again.
Reviewed on May 8, 2026
Save an average of 15% on thousands of hotels when you're signed in
Captiva Beach Resort
6772 Sara Sea Circle Siesta Key FL
$207 nightly
The price is $232 total per night from May 12 to May 13
$232 total
May 12 - May 13
Total with taxes and fees
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,250 reviews)
The 2 bedroom condo was very clean and updated. The walk to the beach was short and we didn't have to cross any busy streets just walked the small roads within the complex of other resort condos.
Reviewed on May 8, 2026
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.
Best Siesta Key Flight and Hotel Packages
Siesta Key flight + hotel packages - economy flights
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Cleveland to Siesta Key
View all tripsNeed a Car For After Your Flight?
Compact
Sarasota, Florida, USA
$24
$84 total
found 3 days ago
Special
Sarasota, Florida, USA
$24
$84 total
found 3 days ago
Economy Special
Sarasota, Florida, USA
$24
$84 total
found 3 days ago
Standard
Sarasota, Florida, USA
$25
$87 total
found 3 days ago
Lowest prices found within the past 3 days. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
Plane Tickets To Siesta Key
Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Siesta Key. Browse through our inventory to explore a wide range of cheap flights to Siesta Key to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Siesta Key as you anxiously await to exit the plane and explore what Siesta Key has to offer. Considering all the amazing local food and culture in Siesta Key, we won't hold this against you.
When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Siesta Key to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Siesta Key without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Siesta Key with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Siesta Key today!
More Ways To Wander
Siesta Key Hotels
Find the perfect hotel after your flight
Siesta Key Vacation Rentals
Great Deals on alternative accommodations
Siesta Key Car Rentals
Affordable cars to get you around town
Siesta Key Vacations
Save more by combining flights, hotels and cars
Things to do in Siesta Key
Activities, attractions and tours
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