Siesta Key Vacations

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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

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

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 ₩228,279 per night from Nov 2 to Nov 3
₩228,279
₩290,077 total
Nov 2 - Nov 3
includes taxes & fees
9.2/10 Wonderful! (5,058 reviews)
The property is stunning, A pool with three waterfalls turf lounging. Tiki huts. The staff incredibly friendly & accommodating. Beach is in walking distance. I would come back again & again. Oh the Room perfect Tropical, clean, comfy bed.

Reviewed on Oct 25, 2025

Tropical Beach Resorts
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 ₩417,509 per night from Nov 30 to Dec 1
₩417,509
₩528,399 total
Nov 30 - Dec 1
includes taxes & fees
8.8/10 Excellent! (1,020 reviews)
There are no street light and my brother got a better price booking direct..buy 3 and get one night free with a suite.

Reviewed on Oct 28, 2025

Tropical Breeze Resort
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
6772 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (1,148 reviews)
Very good stay, clean, safe, and steps from the beach

Reviewed on Oct 25, 2025

Captiva Beach 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.

Discover the most popular places to visit in Siesta Key

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.