Siesta Key Village Vacations from ￥404,761

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The Latest Siesta Key Village Vacation Packages

Price found within the past 48 hours. Click for updated prices.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was ￥477,334, price is now ￥404,761 per person
￥404,761
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Tampa (TPA)
9.6/10 Exceptional! (1,206 reviews)
Clean room

Reviewed on Jul 12, 2026

CW Hotel

CW Hotel

4 out of 5
Price was ￥541,824, price is now ￥449,532 per person
￥449,532
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Tampa (TPA)
No reviews
We had such a great stay at the CW Resort in Clearwater! The pool area was beautiful and relaxing, the views were amazing, and the entire property was very clean and well maintained. It was the perfect place to unwind and enjoy a Florida getaway. We would definitely stay here again!

Reviewed on Jul 8, 2026

The Marker

The Marker

2 out of 5
Price was ￥585,908, price is now ￥492,660 per person
￥492,660
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Tampa (TPA)
6/10 (3 reviews)

The Avalon Club

The Avalon Club

4 out of 5
Price was ￥515,516, price is now ￥435,989 per person
￥435,989
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Tampa (TPA)
9.4/10 Exceptional! (564 reviews)
The property was not what I was expecting. It was breathtaking. Stellar views of the water. The balcony was huge and my entire party was able to sit out and have morning coffee/tea. Our family will be back for future visits.

Reviewed on Jul 10, 2026

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Price was ￥531,897, price is now ￥458,012 per person
￥458,012
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Tampa (TPA)
9.4/10 Exceptional! (3,447 reviews)
Great stay with friendly staff!

Reviewed on Jul 12, 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
A large, beige colonial-style building with columns, surrounded by palm trees and dense vegetation.

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 Siesta Key Marina and Crescent Beach.

Find hotels in South Village

Siesta Key Village Hotel Deals

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 ￥30,629 per night from Aug 11 to Aug 12
￥30,629
￥38,762 total
Aug 11 - Aug 12
includes taxes & fees
9/10 Wonderful! (1,019 reviews)
"We had a good time"

Reviewed on Jul 12, 2026

Tropical Breeze Resort
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd Siesta Key FL
The price is ￥34,063 per night from Aug 3 to Aug 4
￥34,063
￥47,443 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (1,156 reviews)
"Staff was fantastic - friendly, helpful, happy. The room was clean. The kids enjoyed the pool. The food was good."

Reviewed on Jul 12, 2026

Siesta Key Beach Resort and Suites
Siesta Key Beachside Villas

Siesta Key Beachside Villas

2.5 out of 5
124 Columbus Blvd Siesta Key FL
Fully refundableReserve now, pay when you stay
The price is ￥28,313 per night from Aug 11 to Aug 12
￥28,313
￥40,946 total
Aug 11 - Aug 12
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"Staff was pleasant and property is clean"

Reviewed on Jul 12, 2026

Siesta Key Beachside Villas
See all 13,672 properties in Siesta Key Village
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 ￥404,761, 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 lively bars.
See properties

Things to do

Mangroves, Manatees & a Hidden Beach Kayak Tour

Mangrove Tunnel & Manatee Kayak Eco-Tour

￥9,590
per adult
94% of travellers recommend
Mangrove Tunnel & Manatee Kayak Eco-Tour
Sarasota Guided Mangrove Tunnel Kayak Tour

Sarasota Guided Mangrove Tunnel Kayak Tour

￥9,590
per adult
96% of travellers recommend
Sarasota Guided Mangrove Tunnel Kayak Tour
Sarasota - Clear Kayak LED Night Glass Bottom Tour

Sarasota - Clear Kayak LED Night Glass Bottom Tour

￥10,565
per adult
78% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
See all activities in Siesta Key
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.