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.
Holiday Inn Express St. Petersburg North (I-275) by IHG

Holiday Inn Express St. Petersburg North (I-275) by IHG

2.5 out of 5
Lealman
Price was CA $1,250, price is now CA $824 per person
CA $824
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.6/10 Excellent! (989 reviews)
I made a 24 hour drive from Massachusetts and my check in was at 3:00 but I arrived around 11 am no worries the girl at the desk said she let me check in early and I needed it was just gonna sleep in my car but no need. Breakfast was great so many options.. My microwave didn’t work and they immediately replaced it. What a great hotel experience I will definitely use them again.

Reviewed on Aug. 9, 2025

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $2,340, price is now CA $1,426 per person
CA $1,426
per person
Nov 12 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Tampa (TPA)
9.4/10 Exceptional! (438 reviews)
it was great! we loved the whole stay - the only thing that kinda was a downfall was that the view we had - had a telephone pole with wires right in the way of the view - so in the future - i would be sure to ask for one that didn’t have that.

Reviewed on Aug. 19, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Price was CA $1,575, price is now CA $998 per person
CA $998
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.6/10 Exceptional! (598 reviews)
Love this place! Rooms are excellent. Please note the lobby is a tiny check in area but the rooms are amazing.

Reviewed on Aug. 20, 2025

Holiday Inn Express & Suites Tampa East - Ybor City by IHG

Holiday Inn Express & Suites Tampa East - Ybor City by IHG

2.5 out of 5
Price was CA $1,360, price is now CA $873 per person
CA $873
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Sarasota (SRQ)
9.4/10 Exceptional! (1,007 reviews)
Nice staff, grwat swimming pool

Reviewed on Aug. 20, 2025

The BC Resort on the Water

The BC Resort on the Water

4.5 out of 5
Price was CA $1,321, price is now CA $872 per person
CA $872
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
7.4/10 Good! (16 reviews)

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
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Aloha Kai

While Aloha Kai isn't home to many top sights, Siesta Key Beach and Crescent Beach are some notable places to visit nearby.

Find hotels in Aloha Kai

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 CA $213 per night from Sep 2 to Sep 3
CA $213
CA $269 total
Sep 2 - Sep 3
includes taxes & fees
8.8/10 Excellent! (1,014 reviews)
"Everything was less than a 3 min walk."

Reviewed on Aug. 21, 2025

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 CA $183 per night from Sep 1 to Sep 2
CA $183
CA $284 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"Plenty of places to eat with in walking distance!"

Reviewed on Aug. 18, 2025

Siesta Key Beach Resort and Suites
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

Siesta Key
9.8/10 Exceptional! (23 reviews)
"The house is in a Great location near the beach and village. I"

Reviewed on Aug. 19, 2025

Get rates
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
See all 12,820 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.
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Frequently asked questions

How much does a Siesta Key Village vacation package cost?
Less than you might think — from just CA $824, 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.

Things to do

Kayak Tour through Mangrove Tunnels

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

CA $76
per adult
88% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
HydroCats

HydroCats - 2 Hour CraigCat Sightseeing Tour

CA $201
per adult
100% of travellers recommend
HydroCats - 2 Hour CraigCat Sightseeing Tour
Private Luxury Boat Charter

Private Luxury Boat Charter

CA $516
per traveller
100% of travellers recommend
Private Luxury Boat Charter
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.