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.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was CA $1,125, price is now CA $735 per person
CA $735
per person
May 17 - May 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.6/10 Excellent! (74 reviews)
The property was perfect for pets. Big space to walk and off the main road.

Reviewed on Mar 23, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $4,140, price is now CA $2,410 per person
CA $2,410
per person
May 22 - May 29
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Sarasota (SRQ)
9.2/10 Wonderful! (494 reviews)
Staff was great and the Sunflower Cottage was perfect! The beach was beautiful

Reviewed on Mar 27, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $2,663, price is now CA $1,674 per person
CA $1,674
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (846 reviews)
Place was amazing. We can’t wait to come back. Everything was perfect.

Reviewed on Mar 30, 2026

Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort

3 out of 5
Price was CA $7,973, price is now CA $5,254 per person
CA $5,254
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (861 reviews)
Four chairs and a small table on the balcony overlooking the ocean made the visit restful. Stayed in a two-bedroom, two-bath on the 5th floor. The kitchen had all the dishes and pans we needed. Used the brand new grills the building provided to cook the fish we caught. Elevator and stairs to use, and an assigned parking space made it easy. The pool and hot tub on site looked clean, and there were folks in there enjoying themselves. Paved walking path out front of the building, clean and WONDERFUL beach. Our unit had beach chairs and a beach umbrella to use, which was helpful. Would recommend and hope to stay again. P from Mass.

Reviewed on Feb 24, 2026

Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Price was CA $3,095, price is now CA $2,119 per person
CA $2,119
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
7.6/10 Good! (1,038 reviews)
The staff was great and friendly

Reviewed on Apr 1, 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

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 CA $430 per night from Apr 29 to Apr 30
CA $430
CA $544 total
Apr 29 - Apr 30
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
Really nice stay. Everyone was super friendly and room was clean. I love that they give beach chairs, beach towels, beach toys for kids, and bikes for free!! Perfect 3 day stay.

Reviewed on Mar 30, 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 CA $560 per night from Apr 9 to Apr 10
CA $560
CA $710 total
Apr 9 - Apr 10
includes taxes & fees
9/10 Wonderful! (1,086 reviews)
The room was spacious. The pool was great!!! The staff was very friendly and accommodating.

Reviewed on Apr 1, 2026

Siesta Key Beach Resort and Suites
Steps to Beach/Siesta Village-Resort Pool w/Slide

Steps to Beach/Siesta Village-Resort Pool w/Slide

Siesta Key FL
10/10 Exceptional! (41 reviews)
Great property and very responsive team

Reviewed on Dec 9, 2025

Get rates
Steps to Beach/Siesta Village-Resort Pool w/Slide
See all 13,696 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
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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 $735, 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 & a Hidden Beach Kayak Tour (Siesta Key)

CA $81
per adult
94% of travellers recommend
Mangroves, Manatees & a Hidden Beach Kayak Tour (Siesta Key)
Sarasota - Clear Kayak LED Night Glass Bottom Tour

Sarasota - Clear Kayak LED Night Glass Bottom Tour

CA $89
per adult
Sarasota - Clear Kayak LED Night Glass Bottom Tour
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

CA $89
per adult
86% of travellers recommend
Siesta Key, FL - 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.