How much does a Siesta Key vacation package cost?

You'll find cheap prices from CA $1,153 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 | Competitive Pricing

Name: Tropical Breeze Resort
Price range: CA $275
Rating: 9

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.

Hibiscus Suites - Gateway to Siesta Key

CA $1,153

per person

Sep 8 - Sep 15

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Tampa (TPA)

8.6/10 Excellent! (2,346 reviews)

The property is in a great location, it's very clean and spacious. There's pool towels, snack machines and even coffee and tea provided in the office lobby. There's a shuttle that you can call to take you down to the siesta key beach strip that makes going to and from the area in high traffic times a breeze. It's really a great place. My low rating is due to the horrible mattress. I understand wear but this was one that should have been thrown away years ago. I couldn't sleep on it and just my 4 hour attempt hurt my back and neck so bad that I moved to the couch. I checked out a day early to sleep on a friends air mattress and slept wonderfully that night. The front desk attendant said that's on their list to replace...but it should be done immediately.

Reviewed on Jul 1, 2026

CW Hotel

CA $1,718

per person

Sep 10 - Sep 17

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

No reviews

Cedar Cove Resort and Cottages

CA $1,664

per person

Sep 8 - Sep 15

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Tampa (TPA)

9.2/10 Wonderful! (537 reviews)

Very clean, excellent customer service and staff

Reviewed on Jul 1, 2026

ChartHouse Clearwater Beach Marina Hotel

CA $1,191

per person

Sep 6 - Sep 12

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Tampa (TPA)

9.6/10 Exceptional! (1,179 reviews)

Room was amazing! So big and clean! Loved the balcony too! The location was perfect, walkable to all!

Reviewed on Jul 2, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

CA $1,699

per person

Aug 4 - Aug 11

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Tampa (TPA)

9.6/10 Exceptional! (1,035 reviews)

Loved staying here! It was clean. The mattresses were so comfortable. You just sink into them. The rooms were plenty big enough for my family of five. The views were gorgeous. The beach was a short walk away. The staff were super friendly! We would definitely stay again.

Reviewed on Jul 3, 2026

Things to do in and around Siesta Key

Siesta Key, Florida, is perfect for family vacations, offering stunning beaches and outdoor activities. Visitors can enjoy a variety of adventure activities, explore area attractions, and indulge in golf vacations. The destination features recreational areas, resorts, and shopping mall centres, ensuring there's something for everyone. Whether you're seeking relaxation or adventure, Siesta Key has a range of activities and trips to make your visit memorable.

Shopping

The Siesta Key Farmers Market offers a charming local vibe and is perfect for fresh produce and unique gifts. For more shopping, Gulf Gate Mall is only 4.8km away, boasting various family-friendly shops and entertainment. If you're up for a drive, Artisans' World Marketplace is 6.4km away, featuring unique artisan goods.

Recreation

Experience the vibrant arts at Van Wezel Performing Arts Hall, just 8.0km from Siesta Key, where culture meets entertainment. For sports enthusiasts, Ed Smith Stadium, 9.7km away, buzzes with energy, while Stoneybrook Golf & Country Club, 11.3km distant, offers a serene outdoor golfing experience.

Adventure

Sarasota BayWalk offers a scenic hiking trail that immerses you in the natural beauty of the area, located 6.4km from Siesta Key. For some energetic fun, visit Payne Park Tennis Center, 8.0km away, where you can engage in thrilling tennis matches amidst adventure vibes.

If you're looking for family-friendly excitement, head to Astro Skate and Fun Center, 20.9km from Siesta Key. This arcade adventure zone promises hours of fun with various games and activities, making it a perfect spot for both kids and adults seeking adventure.

Nightlife

Siesta Key offers a vibrant nightlife with beach bars like the Siesta Key Oyster Bar, perfect for live music and fresh seafood. For a lively atmosphere, visit The Beach Club, where you can dance the night away. Enjoy a laid-back evening at Daiquiri Deck with refreshing cocktails.

*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 perfect for beach lovers and families seeking outdoor adventures. With a variety of attractions, including Siesta Key Village, Siesta Key Beach, and local marinas, visitors can enjoy a delightful mix of relaxation and urban experiences. Whether you're lounging on the sand or exploring nearby parks, Siesta Key offers something for everyone looking to unwind in a beautiful setting.

Siesta Key Beach: Renowned for its powdery white sands and stunning turquoise waters, Siesta Key Beach offers a quintessential beach experience. Relax under the sun, enjoy beach volleyball, or take a leisurely stroll along the shore while soaking in the vibrant atmosphere.
St. Armands Circle: A charming shopping and dining destination located 4.8km from Siesta Key, St. Armands Circle features a mix of upscale boutiques, cafes, and art galleries. Experience the lively city vibes while indulging in gourmet dining and unique shopping.
Marie Selby Botanical Gardens: Situated 6.4km from Siesta Key, these gardens provide a romantic and tranquil escape. Wander through lush tropical landscapes, enjoy the stunning orchid collection, and create lasting memories with family amidst the beauty of nature.

Best time to go to Siesta Key

The best time to visit Siesta Key is dependent 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

Fully refundableReserve now, pay when you stay

CA $240

CA $308 total

Aug 2 - Aug 3

includes taxes & fees

9.4/10 Exceptional! (5,621 reviews)

"Great place to stay. Close to the beach. Walking ditto some great restaurants. Needs more towel bars and could be cleaned a little better."

Reviewed on Jul 3, 2026

Siesta Key Beach Resort and Suites

5311 Ocean Blvd Siesta Key FL

9/10 Wonderful! (1,148 reviews)

"Nous allons y retourner sans hésiter! C'est près de tout, la chambre est grande et propre, possibilité d'emprunter des chaises et cooler."

Reviewed on Jul 3, 2026

Get rates

Tropical Breeze Resort

140 Columbus Blvd. Siesta Key FL

Fully refundableReserve now, pay when you stay

CA $275

CA $347 total

Jul 6 - Jul 7

includes taxes & fees

9/10 Wonderful! (1,007 reviews)

"This property has several locations Route a half a mile radius of the front desk. When I first checked in, they gave me one about half a mile from the beach when they were advertising. It’s a two minute walk. When like brought it to there attention, they quickly changed me to a room closer to the ..."

Reviewed on Jul 2, 2026

See all 4,029 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.