Siesta Key Vacations from ￥270,878
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The Latest Siesta Key Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Westin Tampa Bay
Rocky Point
Price was ￥307,206, price is now ￥278,852 per person
￥278,852
per person
Dec 18 - Dec 22
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sarasota (SRQ)
8.4/10 Very Good! (1,026 reviews)
I really enjoyed my stay. The room was spotless and smelled amazing. The hotel had a lovely smell as soon as you walk in I really love that they had their own private beach and the jet skis were fun. Will definitely be booking here in the future.
Reviewed on Nov 2, 2025
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
Beach Park
Price was ￥299,340, price is now ￥277,326 per person
￥277,326
per person
Dec 18 - Dec 22
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sarasota (SRQ)
8.6/10 Excellent! (1,766 reviews)
Great customer service, rooms clean and food was good
Reviewed on Oct 22, 2025
The Barrymore Hotel Tampa Riverwalk
Downtown Tampa
Price was ￥305,184, price is now ￥283,616 per person
￥283,616
per person
Dec 18 - Dec 22
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sarasota (SRQ)
8.4/10 Very Good! (2,490 reviews)
Food was mediocre but the restaurant and bar staff are wonderful. Highly recommend.
Reviewed on Oct 31, 2025
Hampton Inn Tampa Downtown Channel District
Downtown Tampa
Price was ￥303,400, price is now ￥283,396 per person
￥283,396
per person
Dec 18 - Dec 22
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sarasota (SRQ)
9.4/10 Exceptional! (1,933 reviews)
this was a fabulous property to stay at 2 nights before boarding a cruise .... close to the Tampa Port .... the staff especially Captain T at front desk was an absolute sweetheart .... when going back to the airport after our cruise we stayed here for an another night she arranged a taxi - black SUV and the driver who was spanish was a pleasant guy ... beyond impressed thank you so much for making it a fabulous stay hope this hotel gets this review .... the Narain Family ( Jill)
Reviewed on Nov 3, 2025
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
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 the Best Siesta Key Vacation Packages
Siesta Key Beach Vacation
Unwind on the shore while you gaze at the sunlight sparkling on the water during your Siesta Key vacation. 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 kilometers away). We suggest finding accommodations close by. However, plenty of visitors also opt for Siesta Key vacation 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 6,600 inches 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 vacation deals, you'll have more money in your pocket to explore.
Siesta Key Hotel Deals
Tropical Beach Resorts
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
The price is ￥24,738 per night from Nov 4 to Nov 5
￥24,738
￥31,434 total
Nov 4 - Nov 5
includes taxes & fees
9.2/10 Wonderful! (5,071 reviews)
We cannot express enough how much we love staying at Tropical Beach Resorts The rooms are fantastic, staff is welcoming, friendly, and helpful.
Reviewed on Nov 2, 2025
Tropical Breeze Resort
140 Columbus Blvd., Siesta Key, FL
Fully refundableReserve now, pay when you stay
The price is ￥45,245 per night from Nov 30 to Dec 1
￥45,245
￥57,262 total
Nov 30 - Dec 1
includes taxes & fees
8.8/10 Excellent! (1,028 reviews)
Hotel was in a great location. Staff was nice and the room was very clean. The pool and hot tub were also a nice
Reviewed on Nov 2, 2025
Captiva Beach Resort
6772 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (1,152 reviews)
Always a great experience when we stay here at Captiva.
Reviewed on Nov 1, 2025
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.
Discover the most popular places to visit in Siesta Key
Siesta Key Beach
4.5/5(1,425 reviews)
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.
What to do in Siesta Key
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
￥8,350
per adult
88% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
￥9,868
per adult
74% of travellers recommend
HydroCats - 2 Hour CraigCat Sightseeing Tour
￥22,131
per adult
100% of travellers recommend
Other vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
