How much does a Siesta Key vacation package cost?

You'll find cheap prices from CA $713 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?

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. 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. 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. 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.

Siesta Key Vacation Packages & Trips 2025 from $410

Name: Tropical Breeze Resort
Price range: CA $211
Rating: 8.8

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.

Clearwater Suites

per person

Oct 22 - Oct 27

found 1 hour ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

8.8/10 Excellent! (12 reviews)

Nice very spacious room. Close tobthe beach and restaurants.

Reviewed on Aug. 11, 2025

Ocean Club Treasure Island Hotel

per person

Sep 12 - Sep 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

9.6/10 Exceptional! (574 reviews)

As a travel agent I have traveled extensively and reviewed a plethora of properties. I would highly recommend Ocean Club. The check in area is small but it gets the job done. All condos are gulf front with beautiful views. Previous reviews remarked about the music from the pool- we were in room 206 which is almost directly above the pool and we didn’t have a problem. The actual Condo is very clean with everything you need for your stay- pots and pans, dishes, can opener, toaster, keurig (complete with a variety of pods), quality towels, and comfortable beds. There is also a full size washer and dryer in each unit. Others also remarked about “the trek” to the beach. Please remember that the waterline on a beach is variable and building codes require structures to be specific distances from the beach. Additionally, Florida law prohibits the destruction of certain grasses and sea oats. You can rent chairs and umbrellas on the beach OR there are plenty of umbrellas, chairs, sand toys,and floats that are in a communal area left by previous guests. There is a limit to one car per unit and with this parking is free. WiFi can be spotty as my partner did have to use her hotspot in order to work from our unit.

Reviewed on Aug. 12, 2025

Hotel Alba, Tapestry Collection by Hilton

Westshore

per person

Oct 22 - Oct 27

found 1 hour ago

Roundtrip non-stop flight included

Toronto (YTO) to Sarasota (SRQ)

8.8/10 Excellent! (2,044 reviews)

The elevator was broken

Reviewed on Aug. 13, 2025

Inn on the Beach

Pass-a-Grille

per person

Oct 22 - Oct 27

found 1 hour ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.8/10 Exceptional! (329 reviews)

Well designed, well thought out room with almost everything we needed. Appreciated the beach chairs, umbrellas & towels. Frig was great but a small microwave would have been a big plus. Ceiling fan was noisy & we asked for our floor to be swept & mopped, which didn’t happen. We had to brush our feet off before getting in bed. Great linens, towels & robed as well as quality toiletries. If we stay again we’ll ask for second floor as there was a lot of noise, chairs scraping, furniture moving & loud walking at all times of day & night, directly above us. Great location! Loved the area.

Reviewed on Jul. 30, 2025

Innisbrook Resort

per person

Sep 22 - Sep 28

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Tampa (TPA)

8.2/10 Very Good! (1,005 reviews)

Room was already best possible. No upgrade necessary

Reviewed on Aug. 11, 2025

Things to do in and around Siesta Key

Siesta Key, Florida, offers a delightful blend of beach and outdoor activities perfect for families. Enjoy the stunning beaches, explore local attractions, and visit shopping centres and resorts. Whether you're seeking golf vacations or relaxing beach getaways, Siesta Key has something for everyone. Don't miss out on the various trips and activities that showcase the area's natural beauty and vibrant community.

Shopping

The Siesta Key Farmers Market offers a charming local vibe, perfect for unique gifts. Just 4.8km away, Gulf Gate Mall features diverse shops and entertainment. If you're up for a drive, Artisans' World Marketplace, located 6.4km away, showcases local artistry and crafts for memorable souvenirs.

Recreation

Experience a blend of culture and entertainment at Van Wezel Performing Arts Hall, just 8.0km from Siesta Key. Enjoy the vibrant sports atmosphere at Ed Smith Stadium, located 9.7km away, or unwind with a round of golf surrounded by nature at Gulf Gate Golf Club, only 6.4km from the beach.

Adventure

Explore the stunning trails of Sarasota BayWalk, nestled 6.4km from Siesta Key, featuring breathtaking scenery. Challenge yourself with tennis at Payne Park Tennis Center, located 8.0km away. For family fun, visit the Astro Skate and Fun Center, an arcade adventure zone 20.9km from Siesta Key.

Nightlife

In Siesta Key, Florida, enjoy vibrant nightlife at venues like The Beach Club and Daiquiri Deck, where live music and dancing create a lively atmosphere. Stroll along Ocean Boulevard for bars and beachside lounges, perfect for socializing and enjoying the sunset with friends.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Siesta Key

Siesta Key, Florida, is an ideal destination for beach lovers and families seeking outdoor adventures. This charming locale features stunning Siesta Key Beach, inviting urban parks, and a lively marina. Visitors can explore the picturesque Siesta Key Village, offering a delightful mix of dining and shopping experiences. Whether you’re looking to relax on the beach or enjoy a city atmosphere, Siesta Key caters to every traveller's desires.

Siesta Key Beach: Renowned for its powdery white sand and crystal-clear waters, Siesta Key Beach offers a relaxing beach vibe perfect for sunbathing, swimming, or beach volleyball. Enjoy breathtaking sunsets and indulge in beachside activities, making it a quintessential Florida experience.
St. Armands Circle: A charming shopping and dining destination located 4.8km away, St. Armands Circle features a vibrant atmosphere with boutique shops, art galleries, and gourmet restaurants. Stroll through the picturesque streets and enjoy the city vibe while sampling local cuisine.
Marina Jack: Located 6.4km away, Marina Jack is a beautiful marina offering outdoor adventures such as boating, kayaking, and dining with stunning waterfront views. Embrace the beach vibe as you explore the scenic surroundings and enjoy water-based activities.

Best time to go to Siesta Key

The best time to visit Siesta Key is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	62.6°F (17.0°C)	Light Rain	Mostly Sunny	Moderately High	Average
February	65.1°F (18.4°C)	No Rain	Mostly Sunny	Average	Slightly High
March	68.0°F (20.0°C)	No Rain	Sunny	Moderately High	Slightly High
April	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Average	Slightly High
May	77.7°F (25.4°C)	Light Rain	Mostly Sunny	Average	Average
June	81.7°F (27.6°C)	Light Rain	Mostly Sunny	Average	Average
July	82.9°F (28.3°C)	Light Rain	Mostly Sunny	Moderately High	Average
August	83.3°F (28.5°C)	Light Rain	Mostly Sunny	Average	Slightly Low
September	81.5°F (27.5°C)	Light Rain	Mostly Sunny	Average	Slightly Low
October	77.2°F (25.1°C)	Light Rain	Mostly Sunny	Moderately Low	Average
November	70.7°F (21.5°C)	No Rain	Mostly Sunny	Moderately Low	Slightly Low
December	66.6°F (19.2°C)	No Rain	Mostly Sunny	Moderately Low	Average

Tips to save on your trip to Siesta Key

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling to Siesta Key during the low season (August to September and November) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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

6717 Sara Sea Circle, Siesta Key, FL

CA $192

CA $248 total

Sep 1 - Sep 2

includes taxes & fees

9.2/10 Wonderful! (4,854 reviews)

"The property is excellent and the location is great, at only some steps away from the beach with a great pool. Although the administration acted quickly. We only recommend to the administration that does not wait until guests complaint for music out of the rooms and group of people speaking loudly ..."

Reviewed on Aug. 11, 2025

Tropical Breeze Resort

140 Columbus Blvd., Siesta Key, FL

Fully refundableReserve now, pay when you stay

CA $211

CA $266 total

Sep 2 - Sep 3

includes taxes & fees

8.8/10 Excellent! (1,012 reviews)

"Muy bien"

Reviewed on Aug. 12, 2025

Siesta Key Beach Resort and Suites

5311 Ocean Blvd, Siesta Key, FL

CA $181

CA $281 total

Sep 1 - Sep 2

includes taxes & fees

8.8/10 Excellent! (1,003 reviews)

"We need more option of cuban food"

Reviewed on Aug. 9, 2025

See all 3,849 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.