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.
Barsala At The Wayland Condos

Barsala At The Wayland Condos

4 out of 5
Save 100% on your flight
per person
Aug 21 - Aug 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
7.6/10 Good! (10 reviews)
My little getaway was amazing!!! The studio was beautiful, had everything we needed I wasn't expecting a full kitchen with baking utensils as well. We had a blast the view was incredible. I loved the outside setup near the pool as well. Will definitely be booking another getaway real soon!!

Reviewed on Jun. 10, 2025

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
per person
Oct 6 - Oct 13
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (1,040 reviews)
Wonderful reception

Reviewed on Jul. 14, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (518 reviews)
No Complaints ...very clean, friendly staff. Very close to beach

Reviewed on Jul. 15, 2025

Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
per person
Oct 6 - Oct 13
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.2/10 Very Good! (1,003 reviews)
Beautiful resort and wonderful location! The staff are very professional, warm and friendly. So much to do within the resort, but we did manage to visit Tarpon Springs too! We are already talking about our next visit!

Reviewed on Jul. 12, 2025

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (2,352 reviews)
Staff was amazing the room was ok it better online. Overall experience was good

Reviewed on Jul. 14, 2025

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

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 $221 per night from Aug 10 to Aug 11
CA $221
CA $326 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (1,019 reviews)
Location location location!!
"My son and I stayed in a pool side room. Air conditioning was key. We walked everywhere and the free bikes were awesome. Siesta Key Village is right out your door. Food is good at the restaurant. Music is loud so I would avoid "bar" side rooms. Hotel manager is awesome. Short stroll to the beach ..."

Reviewed on Jul. 14, 2025

Siesta Key Beach Resort and Suites
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 $275 per night from Aug 14 to Aug 15
CA $275
CA $348 total
Aug 14 - Aug 15
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"Whole stay was great"

Reviewed on Jul. 13, 2025

Tropical Breeze Resort
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
The price is CA $2,056 per night from Jul 27 to Jul 28
CA $2,056
CA $3,839 total
Jul 27 - Jul 28
includes taxes & fees
10/10 Exceptional! (21 reviews)
Excellent house, great location
"Beatiful property, one block from the beach. Plenty of amenities"

Reviewed on Jun. 9, 2025

Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
See all 12,825 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Siesta Key Village vacation package cost?
Less than you might think --- from just CA $734, 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 $200
per adult
100% of travellers recommend
HydroCats - 2 Hour CraigCat Sightseeing Tour
Private Luxury Boat Charter

Private Luxury Boat Charter

CA $515
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.