Siesta Key Vacations from ￥103,098
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Siesta Key Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Arvilla
Sunshine Beach
Price was ￥144,536, price is now ￥103,098 per person
￥103,098
per person
Feb 26 - Mar 1
found 15 hours ago
Roundtrip non-stop flight included
Washington (WAS) to Tampa (TPA)
7.2/10 Good! (24 reviews)
Very clean and has everything you need. 2 burner stove refrigerator. Table for 2 to sit. Snacks and water! You can see the ocean and quick walk to the waters edge. Nice walking trail. Pool was very clean and nice. Cant wait to go back
Reviewed on Dec 16, 2025
Island Grand at TradeWinds
Save 100% on your flight
Price was ￥197,167, price is now ￥139,878 per person
￥139,878
per person
Feb 26 - Mar 1
found 15 hours ago
Roundtrip non-stop flight included
Washington (WAS) to Tampa (TPA)
7.4/10 Good! (1,005 reviews)
Everything was fabulous, clean and the staff could not have been more helpful. My friend ending up being very sick and they moved me to another room at a discounted rate.
Reviewed on Dec 12, 2025
RumFish Beach at TradeWinds
Price was ￥158,332, price is now ￥116,492 per person
￥116,492
per person
Feb 26 - Mar 1
found 15 hours ago
Roundtrip non-stop flight included
Washington (WAS) to Tampa (TPA)
8.2/10 Very Good! (1,545 reviews)
We got an upgrade on the room , the service was amazing ; hotel, amenities , everything was excellent.
Reviewed on Dec 12, 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
The price is ￥19,706 per night from Dec 21 to Dec 22
￥19,706
￥25,785 total
Dec 21 - Dec 22
includes taxes & fees
9.2/10 Wonderful! (5,149 reviews)
Clean room, nice room amenities, courteous staff. I was disappointed regarding the following: -Shower pressure was non-existent. -Our room was difficult to find… the porch light being out made it even more difficult to find. -Secondary chain lock on door was broken.
Reviewed on Dec 15, 2025
Captiva Beach Resort
6772 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (1,174 reviews)
Very nicely updated room that was clean and spacious with everything needed in the kitchen and bathroom. Very quiet, relaxing, safe neighborhood just steps from a beautiful white sand beach. It's a down low retro Florida vibe that recharges you. The Frog Hop is a free trolley that takes you around ...
Reviewed on Dec 15, 2025
Siesta Key Beach Resort and Suites
5311 Ocean Blvd Siesta Key FL
8.8/10 Excellent! (1,025 reviews)
Absolutely!
Reviewed on Dec 13, 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
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
HydroCats - 2 Hour CraigCat Sightseeing Tour
￥22,714
per adult
100% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
￥8,274
per adult
92% of travellers recommend
Signature Service at the Spa- Refreshment Bar, Access to Serenity Lounge
￥15,425
per adult
100% of travellers recommend
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
