Siesta Key Vacation Packages

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Your Siesta Key Vacation

Its laid-back lifestyle, laid-back lifestyle and beaches are just the start of the reasons to book a vacation package to Siesta Key. No matter your reason for coming to this Gulf of Mexico city, you're sure to have a fantastic experience. If taking in sights is part of the program during your trip to Siesta Key, visit top attractions like Siesta Key Beach, St. Armands Circle and Mote Marine Laboratory & Aquarium. Don't delay your visit to this destination any longer. Your perfect Siesta Key vacation is only a few clicks away with Expedia.

Top Siesta Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
University Serenity Suites 15th

University Serenity Suites 15th

2.5 out of 5
University
Save 100% on your flight
per person
Sep 1 - Sep 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Sarasota (SRQ)
6/10 (4 reviews)
This is a great apartment in a quite neighborhood. Highly recommend

Reviewed on Nov. 7, 2024

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Sep 12 - Sep 19
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.6/10 Exceptional! (419 reviews)
The condo unit was very nice and with great views.

Reviewed on Jun. 17, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Aug 21 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.6/10 Exceptional! (493 reviews)
Brand new construction Clean Comfortable

Reviewed on Jun. 25, 2025

Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Westshore
Save 100% on your flight
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Sarasota (SRQ)
8.8/10 Excellent! (1,938 reviews)
This hotel was not a bad place for the money we spent. We took advantage of the free shuttle service that would take you anywhere within 3 miles. Don’t forget to tip your driver. Unfortunately the hotel was still dealing with some damage from last year’s hurricane. They got creative and had an employee working the 1 working elevator using ring cameras and I pad. We got stuck 1 time and decided to take the stairs the rest of the trip. Overall I would stay here again once the elevators are all back in service.

Reviewed on Jun. 26, 2025

GALAXY HOTEL

GALAXY HOTEL

3.5 out of 5
Downtown St. Petersburg
Save 100% on your flight
per person
Sep 1 - Sep 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8/10 Very Good! (197 reviews)
Randy and Daniel were absolutely amazing the care the staff took and the condition/cleanliness of the room was immaculate I will definitely be back!

Reviewed on Jun. 23, 2025

Where to stay in Siesta Key

Find the best Siesta Key areas and neighborhoods for the activities you enjoy most. Learn more about Siesta Key
Siesta Key Village

Siesta Key Village

1 out of top 10 points of interest in this area
4.5/5(12 area reviews)

Travelers to Siesta Key Village praise its stunning beaches. If you've got some more time to explore, be sure to make a stop by Siesta Key Beach and Siesta Key Farmers Market.

Find hotels in Siesta Key Village

Siesta Key Beach Vacation

Unwind on the shore while you gaze at the sunlight sparkling on the water during your Siesta Key vacation. If you're yearning for a complete beach experience, a trip to Siesta Key certainly delivers. There's a good chance you've heard of Siesta Key Beach (2 kilometres away). We suggest finding accommodations close by. However, plenty of visitors also opt for Siesta Key vacation packages that are closer to Crescent Beach or Shell Beach, two other superb nearby options.

Things You Should Know About Siesta Key

  • Spend your getaway by the water and let the stresses and strains of daily life drift away with the sea breeze. Check out our Siesta Key beach hotels and discover beachside bliss.
  • Our condos, like Hyatt Siesta Key Beach and Siesta Key Inn, are popular with visitors of all sorts. Consider the amenities and get ready for your stay in Siesta Key!
  • Be sure to visit our Siesta Key things to do page for some trip planning inspiration. With a population of 16,764 cm Siesta Key, we're sure there'll be one or two locals who'll be happy to give you some extra advice!
  • Turtle Beach, Crescent Beach and Crescent Beach are just some of the attractions that should be on your travel schedule. With our Siesta Key vacation deals, you'll have more money in your pocket to explore.

Ready to book your vacation to Siesta Key?

 

Choose your dates

Siesta Key Hotel Deals

Tropical Beach Resorts
Tropical Beach Resorts
3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
The price is CA $267 per night from Jun 29 to Jun 30
CA $267
CA $333 total
Jun 29 - Jun 30
includes taxes & fees
9.2/10 Wonderful! (4,721 reviews)
"Very family friendly, easy quick walk to the beach. The new pool is fabulous!"

Reviewed on Jun. 22, 2025

Tropical Beach Resorts
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 $229 per night from Jun 30 to Jul 1
CA $229
CA $334 total
Jun 30 - Jul 1
includes taxes & fees
8.8/10 Excellent! (1,016 reviews)
"LOVED the pool, rooms were clean and comfortable. Located 5 minutes from the beach and 1 minute from excellent restaurants. Will go back as soon as I can!!"

Reviewed on Jun. 23, 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 $290 per night from Jun 30 to Jul 1
CA $290
CA $367 total
Jun 30 - Jul 1
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
"Absolutely perfect!! Clean, cute, walking distance from beach and bars/restaurants. Cannot wait to go back!!"

Reviewed on Jun. 24, 2025

Tropical Breeze Resort
See all 3,813 properties in Siesta Key
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 vacation package cost?
You'll find cheap prices from CA $580 on Expedia for your Siesta Key break. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Siesta Key costs.
What are the cheapest months to go to Siesta Key?
You can usually find lower rates and better availability in September, October and November. Check out our cheap Siesta Key vacation packages and you could get some great off-season deals.
How many days is enough for Siesta Key?
Siesta Key vacations come in all shapes and sizes, but to really sink your teeth into this destination, we'd say 4 days is about right. This will mean you can visit top sights like Lido Beach and St. Armands Circle along with hidden gems. Don't forget to visit neighbourhoods such as Central Sarasota and Siesta Key Village either. If you're smart with your time, you can even allow for a day trip or two from Siesta Key too.
Is it worth booking a vacation package to Siesta Key?
Well known for its coastal beaches and home to leading attractions like Bay Island, a Siesta Key vacation is sure to impress. Another top sight to visit? Don't miss Siesta Key Beach.
How to find the best Siesta Key package deals?
Begin your search for a Siesta Key package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Siesta Key package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Siesta Key getaway off to a flying start.
Is it cheaper to book a Siesta Key vacation as a package?
You can enjoy significant savings on your next Siesta Key getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to view the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Siesta Key?
If you have your Siesta Key travel dates locked in, book early to bag some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for quick escapes.
How to plan a trip to Siesta Key?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Siesta Key.
  2. Budget wisely: In addition to the price of your stay, you should factor in other expenses too. These include food, flights and transportation. Also, set aside some extra funds for unexpected expenses that may come up during your trip to Siesta Key.
  3. Decide your trip length: Consider how long you'd like to spend exploring Siesta Key. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Siesta Key vacation package that brings all your bookings together.

Discover the most popular places to visit in Siesta Key

Siesta Key Beach

Siesta Key Beach

4.5/5(75 reviews)

The soft, white sand on Siesta Key’s award-winning family-friendly beach is perfect for relaxing under a sun umbrella and taking part in a game of volleyball.

Siesta Key Beach
Crescent Beach

Crescent Beach

5/5(5 reviews)

Why not spend a carefree afternoon at Crescent Beach during your travels in Siesta Key? Stroll along the seaside or discover the sunsets in this relaxing area.

Crescent Beach

Jim Neville Marine Preserve

Explore the great outdoors at Jim Neville Marine Preserve and enjoy the beautiful sunsets during your trip to Siesta Key. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Jim Neville Marine Preserve

What to do in Siesta Key

Kayak Tour through Mangrove Tunnels

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

CA $75
per adult
88% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
Private Luxury Boat Charter

Private Luxury Boat Charter

CA $514
per traveller
100% of travellers recommend
Private Luxury Boat Charter
4 Hour Inshore Fishing Charter Sarasota Siesta Key Bradenton

#1 Top Rated - Calm Water Inshore Fishing Charter In Your Area

CA $820
per traveller
#1 Top Rated - Calm Water Inshore Fishing Charter In Your Area
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.