Siesta Key Village Vacation Packages
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Top Holiday Package Deals in Siesta Key Village
Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel
Sunshine Beach
CA $1,011
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.6/10 Exceptional! (1,165 reviews)
Property was very clean and well maintained. The unit was well equipped and stocked w/ laundry/dish detergent and plenty of towels.
Reviewed on Aug 28, 2026
Captiva Beach Resort
South Village
CA $1,229
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,300 reviews)
Our stay was perfect! The room was beautiful with good AC and very clean. Housekeeping went above and beyond. Very close to the beach and the free trolley to the village. It was very quiet and we enjoyed great sleeps. This was our second time here and I can only hope we get to come back again.
Reviewed on Aug 27, 2026
Where to stay in Siesta Key Village
Find the best Siesta Key Village areas and neighborhoods for the activities you enjoy most. Learn more about Siesta Key Village
South Village
1 out of top 10 points of interest in this area
While visiting South Village, you might make a stop by sights like Safe Harbor Siesta Key and Crescent Beach.
Aloha Kai
While Aloha Kai isn't home to many top sights, Siesta Key Beach and Siesta Key Beach Playground are some notable places to visit nearby.
Bailey Hall
When in Bailey Hall, you can plan a visit to Siesta Key Beach and Lido Beach, some noteworthy sights in the nearby area.
Point of Rocks
While there might not be top attractions in Point of Rocks, you can explore the larger area and discover places like Siesta Key Beach and Point of Rocks.
White Beach
When in White Beach, you can plan a visit to Point of Rocks and Safe Harbor Siesta Key, some noteworthy sights in the nearby area.
Siesta Key Village Hotel Deals
Siesta Key Beach Resort and Suites
5311 Ocean Blvd Siesta Key FL
CA $190
CA $291 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,169 reviews)
"Great... dehumidifier quite noisy should be corrected but otherwise AWeSOME place!"
Reviewed on Aug 28, 2026
Tropical Breeze Resort
140 Columbus Blvd. Siesta Key FL
Fully refundableReserve now, pay when you stay
CA $149
CA $189 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Pictures r deceiving because it looks like your right on the beach but your not and that’s what I wanted still had to drive but not far. Walking distance to shops and restaurants and a grocery store. It said complimentary water which I thought would be in your room but you have to go to check in ..."
Reviewed on Aug 28, 2026
Siesta Key Beachside Villas
124 Columbus Blvd Siesta Key FL
Fully refundableReserve now, pay when you stay
CA $193
CA $295 total
Sep 1 - Sep 2
includes taxes & fees
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.
Frequently asked questions
How much does a Siesta Key Village vacation package cost?
Less than you might think — from just CA $954, in fact! By combining hotels, flights and car rentals into a custom-made travel package, your trip to Siesta Key Village is just clicks away.
How do I get a cheap travel package to Siesta Key Village?
Combining your hotel and flight with Expedia won't just save you time — it'll save you money too. A Siesta Key Village vacation package makes it simple to create your ideal trip. With more than 550 airlines throughout the world to choose from, finding flights that suit your busy schedule won't be difficult. In addition to that, we've got over 1,000,000 hotel options globally to pick from. Now that's what you call choice. No matter who you are, Expedia will help show you the world.
Where should I stay in Siesta Key Village?
If you want to be where the action is, stay somewhere close to Siesta Key Beach. Many visitors book a hotel around this famous tourist attraction.
What are the top hotels in Siesta Key Village?
If it's your first time in Siesta Key Village, lock in a room at Siesta Beach Cottage or Siesta Key 2bedroom /1bath Villa Barefoot Bungalows. Both hotels will make you feel at home and are favorites with many travelers.
How far in advance should I book my Siesta Key Village vacation?
Travelers are usually able to compare international fares on Expedia up to 12 months prior to departure. Booking last minute? With a little bit of luck, it's still possible to score a cheaper ticket only weeks before your flight.
What does an Expedia Siesta Key Village travel package include?
It's up to you! You can choose from a variety of Siesta Key Village packages, such as a flight, rental car and hotel. You can also book a hotel and a flight, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like experiences and activities. Whatever your perfect Siesta Key Village break looks like, you'll save!
What should I know before booking a Siesta Key Village travel package?
Design deals that fit your budget with an Expedia package. Hotels, flights, rental cars — we have everything you need to plan your escape. You'll save loads just for bundling your bookings. Whether you're embarking on a ski trip or kicking back on a warm beach, your perfect vacation is just a few clicks away.
Can I choose my airline with a Siesta Key Village Expedia vacation package?
Yes — that's the beauty of an Expedia package. You get to choose. We have more than 550 airline partners across the globe, so you have lots of choice when planning your Siesta Key Village adventure.
If I'm not able to travel, can I cancel my Siesta Key Village vacation package?
Yes, you can cancel your Siesta Key Village booking if your travel plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
Stay near popular Siesta Key Village attractions
Siesta Key Farmers Market
You can enjoy retail therapy at Siesta Key Farmers Market during your trip to Siesta Key. Amble around this quaint area's beautiful beaches and enjoy its top-notch restaurants.
Things to do
Siesta Key Electric Bike Sunset Tour
CA $99
per adult
96% of travellers recommend
Mangrove Tunnel & Manatee Kayak Eco-Tour
CA $82
per adult
94% of travellers recommend
Sarasota Guided Mangrove Tunnel Kayak Tour
CA $82
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.