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.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Price was CA $1,378, price is now CA $962 per person
CA $962
per person
Jul 25 - Aug 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9/10 Wonderful! (1,006 reviews)
Centrally located and within walking distance of Downtown Sarasota. Room was clean and comfortable. Dinner in the lobby lounge was excellent for both the service and food. I would stay there again.

Reviewed on May 2, 2026

Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Price was CA $2,130, price is now CA $1,400 per person
CA $1,400
per person
Jul 22 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,245 reviews)
The 2 bedroom condo was very clean and updated. The walk to the beach was short and we didn't have to cross any busy streets just walked the small roads within the complex of other resort condos.

Reviewed on May 8, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $1,511, price is now CA $1,050 per person
CA $1,050
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (506 reviews)
The staff was so sweet and accommodating. Everything you could need for an overnight at the beach. Room by the road had traffic noise but we didn’t mind at all!

Reviewed on May 7, 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $2,358, price is now CA $1,645 per person
CA $1,645
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Tampa (TPA)
9.4/10 Exceptional! (534 reviews)
everything was perfect the only problem was we were in third floor next to gym after 9 am we couldn't sleep because of the noise.

Reviewed on May 9, 2026

Landing Bradenton Near G.T. Bray Park

Landing Bradenton Near G.T. Bray Park

4 out of 5
Price was CA $2,270, price is now CA $1,604 per person
CA $1,604
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (4 reviews)
Place was lovely Exceeded expectations

Reviewed on Dec 22, 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
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

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd Siesta Key FL
9/10 Wonderful! (1,107 reviews)
The beauty of the “resort” is its close proximity to the wonderful Siesta Key beach. I use quotations because it’s really just shelter and a pool, although a nice pool. The staff members were very nice and helpful but couldn’t do much for us in upgrading our room as they claim they never got our ...

Reviewed on May 10, 2026

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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 $283 per night from May 19 to May 20
CA $283
CA $358 total
May 19 - May 20
includes taxes & fees
9/10 Wonderful! (1,011 reviews)
Clean room, close proximity to the beach and shopping district. Complimentary beach chairs and the patio is relaxing

Reviewed on May 10, 2026

Tropical Breeze Resort
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 CA $258 per night from May 11 to May 12
CA $258
CA $368 total
May 11 - May 12
includes taxes & fees
9/10 Wonderful! (980 reviews)
The room was very clean, staff was great, room is small but comfortable, could use more wall hooks especially in bathroom and to hang wet suits. Convenient walk to beach. Awesome keyless entry to room. We would stay there again.

Reviewed on May 8, 2026

Siesta Key Beachside Villas
See all 13,749 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 $962, 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

Mangroves, Manatees & a Hidden Beach Kayak Tour

Mangrove Tunnel & Manatee Kayak Eco-Tour

CA $81
per adult
94% of travellers recommend
Mangrove Tunnel & Manatee Kayak Eco-Tour
Sarasota Guided Mangrove Tunnel Kayak Tour

Sarasota Guided Mangrove Tunnel Kayak Tour

CA $81
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

CA $89
per adult
74% 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.