Siesta Key Vacation Packages 2026 from $504

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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.

The Latest Siesta Key vacation packages

Price found within the past 48 hours. Click for updated prices.

Hibiscus Suites - Gateway to Siesta Key

$504

per person

Oct 12 - Oct 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

8.6/10 Excellent! (2,393 reviews)

Clean room no me gustó que me cobraron de nuevo el pago del hotel que ya lo había hecho por expidiam

Reviewed on Aug 9, 2026

Cedar Cove Resort and Cottages

Save 100% on your flight

$666

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (568 reviews)

The Westin Sarasota

Central Sarasota

Save 100% on your flight

$642

per person

Sep 10 - Sep 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,163 reviews)

Was amazing! Will stay there again

Reviewed on Aug 10, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$654

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,128 reviews)

voco Sarasota by IHG

Central Sarasota

$570

per person

Sep 10 - Sep 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,007 reviews)

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See all available trips from Columbus to Siesta Key

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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

A vibrant building with a purple facade, a sign reading "Siesta," and a staircase leading to the entrance.

Siesta Key Village

1 out of top 10 points of interest in this area

Tropical colored buildings, lots of sandy beaches and a compact shopping area make this village a good choice to visit and stay. Enjoy an on-going social life too.

A large, beige colonial-style building with columns, surrounded by palm trees and dense vegetation.

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 Safe Harbor Siesta Key and Crescent Beach.

Aloha Kai

While Aloha Kai isn't home to many top sights, Siesta Key Beach and Siesta Key Beach Playground are some notable places to visit nearby.

Bailey Hall

When in Bailey Hall, you can plan a visit to Siesta Key Beach and Lido Beach, some noteworthy sights in the nearby area.

Point of Rocks

While there might not be top attractions in Point of Rocks, you can explore the larger area and discover places like Siesta Key Beach and Point of Rocks.

Stay near popular Siesta Key attractions

A lifeguard tower with an American flag, a green flag, and a signboard on a beach with people sunbathing and umbrellas.

Siesta Key Beach

9.6/10 (4,113 reviews)

Siesta Beach captivates with its unique quartz sand that stays cool even on hot days. Sink your toes into the powdery white shoreline while gazing at the clear turquoise waters that make this beach a favorite.

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A sunset over the ocean with silhouettes of people and tall grasses.

Crescent Beach

9.4/10 (815 reviews)

Crescent Beach offers powdery white quartz sand that stays cool even on scorching days. Explore the nearby Point of Rocks for exceptional snorkeling among vibrant marine life.

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A beach with a pier, palm trees, and calm ocean waters under a clear sky.

Point of Rocks

9.2/10 (444 reviews)

Dramatic limestone formations jut into the Gulf, creating a vibrant marine ecosystem for snorkelers. Explore clear waters teeming with colorful fish and coral during high tide for the best underwater views.

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A coastal town with a beach, marina, and residential area.

Shell Beach

9.2/10 (164 reviews)

Escape the crowds at this secluded north Siesta Key shoreline with pristine white sand and clear Gulf waters. Bring your own supplies and arrive early to secure one of the limited parking spots.

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A lifeguard tower with green and yellow colors, stairs, and a beach in the background.

Irma Beach

8.4/10 (66 reviews)

Escape to Irma Beach's soft white sands and tranquil waters on Siesta Key. This serene coastal retreat offers a more intimate experience away from the crowds of Florida's busier shores.

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Siesta Key Beach Playground

This beachside playground offers separate play areas for different age groups, all just steps from Siesta's famous white sand. Enjoy shaded structures while the kids play, then cool off with a quick dip in the Gulf.

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Siesta Key Farmers Market

This vibrant market showcases 30 local vendors selling fresh produce, artisanal goods, and handcrafted jewelry. Browse unique offerings while enjoying live music in this community gathering spot.

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What to do in Siesta Key

Taking in the views of another epic Siesta Key sunset!

Siesta Key Electric Bike Sunset Tour

$71

per adult

98% of travellers recommend

Mangroves, Manatees & a Hidden Beach Kayak Tour

Mangrove Tunnel & Manatee Kayak Eco-Tour

$59

per adult

94% of travellers recommend

HydroCats - 2 Hour CraigCat Sightseeing Tour

$131

per adult

100% of travellers recommend

See all activities in Siesta Key

Siesta Key Hotel Deals

Tropical Beach Resorts

6717 Sara Sea Circle Siesta Key FL

Fully refundableReserve now, pay when you stay

$158 nightly

$179 total

Aug 18 - Aug 19

Total with taxes and fees

9.4/10 Exceptional! (5,748 reviews)

"Clean room, friendly staff and great location."

Reviewed on Aug 10, 2026

Siesta Key Beach Resort and Suites

5311 Ocean Blvd Siesta Key FL

$195 nightly

$220 total

Aug 23 - Aug 24

Total with taxes and fees

9/10 Wonderful! (1,169 reviews)

"Close to the beach and we loved the atmosphere and the food ❤️"

Reviewed on Aug 11, 2026

Azul Resort Siesta Key

1105 Point of Rocks Rd Siesta Key FL

Fully refundableReserve now, pay when you stay

$147 nightly

$166 total

Sep 7 - Sep 8

Total with taxes and fees

8.8/10 Excellent! (243 reviews)

"Check in was smooth, she was very nice and helpful. Not all parking spots are marked, so is very confusing as just one is available per room. The room is very pretty, seems recently renovated but not as clean as it should be. Smeared mirrors, hair in floors and sink, shower glass never cleaned. Bed ..."

Reviewed on Aug 10, 2026

See all 4,019 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.

Find the Best Siesta Key Vacation Packages

Things to do in and around Siesta Key

Siesta Key is perfect for family vacations, offering stunning beaches and outdoor activities. Popular attractions include recreational areas, resorts, and shopping centers. For an unforgettable experience, consider exploring the best vacation packages, joining a kayak tour, or playing on the tennis courts. Don’t miss the sightseeing opportunities and the chance to discover hidden beaches that make Siesta Key a unique destination.

Shopping

The Siesta Key Farmers Market offers a charming local vibe, perfect for unique gifts. For a larger shopping experience, Gulf Gate Mall is just 3 miles away, featuring various stores and entertainment options. Bay Isles Shopping Center, located 4 miles from Siesta Key, also provides a variety of shopping choices.

Recreation

Experience the vibrant culture at Van Wezel Performing Arts Hall with captivating shows just 5 miles from Siesta Key. Enjoy a day of sports at Ed Smith Stadium, 6 miles away, or embrace the outdoors at Gulf Gate Golf Club, located 4 miles from the beach.

Adventure

Explore the scenic Sarasota BayWalk, a hiking trail 4 miles from Siesta Key, or enjoy family fun at Astro Skate and Fun Center, located 13 miles away. For tennis enthusiasts, Payne Park Tennis Center offers adventurous activities 5 miles from Siesta Key, perfect for a day of outdoor excitement.

Nightlife

Siesta Key's nightlife features vibrant beach bars and live music venues. Check out the Siesta Key Oyster Bar for great seafood and local bands. For a laid-back vibe, visit The Beach Club, where you can dance the night away with ocean views and 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 is perfect for family vacations, offering beautiful beaches and outdoor activities. Explore popular attractions like Siesta Key Beach, Siesta Key Palms, and local urban parks. Whether you’re interested in relaxing by the water or enjoying a vibrant city experience, there are plenty of options to ensure a memorable visit. Don't miss out on the marina for additional recreational opportunities.

Siesta Key Beach: Famous for its powdery white sands and crystal-clear waters, Siesta Key Beach offers a laid-back atmosphere perfect for sunbathing, swimming, and beach volleyball. The vibrant sunset views make it a must-visit for beach lovers.
St. Armands Circle: A charming shopping and dining district located 3 miles from Siesta Key, St. Armands Circle boasts a unique blend of upscale boutiques, art galleries, and diverse eateries. Enjoy the lively city vibes while exploring this picturesque area.
Marina Jack: Just 4 miles away, Marina Jack is a waterfront paradise offering boating, dining, and outdoor activities. Experience adventure on the water or relax at the marina while enjoying stunning views of Sarasota Bay.

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 during the off-peak season (typically August to September and November) for more affordable package holidays to Siesta Key.
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 (1 mile 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 6,600 in 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.

Siesta Key Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Sarasota-Bradenton Intl. Airport (SRQ)
Population	6,600
Max Temp Winter	70ºF
Max Temp Summer	90ºF
Top Sights	Siesta Key Beach, Lido Beach and Turtle Beach

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Frequently asked questions

How much does a Siesta Key vacation package cost?

Offering great value package deals from $504 on Expedia, you'll be surprised at how little a vacation to Siesta Key costs! Our packages make travel planning easier and save you more.

What are the cheapest months to go to Siesta Key?

You can typically find reduced prices and greater availability in September, October and December. Take a look at our cheap Siesta Key vacation packages and you could score some excellent off-season deals.

How many days is enough for Siesta Key?

With around 4 days, you'll have enough time to enjoy popular neighborhoods like Central Sarasota and Newtown during your Siesta Key vacation. Remember to also add Shell Beach and Irma Beach to your sightseeing list. Up for some more adventures? Consider exploring outside of Siesta Key on day trips and tours.

Is it worth booking a vacation package to Siesta Key?

Well known for its coastal beaches and home to popular attractions like Siesta Key Beach, a Siesta Key vacation is bound to impress. Another top sight worth exploring? Don't miss Crescent Beach.

How to find the best Siesta Key package deals?

Start your search for a Siesta Key package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Siesta Key package deal straight away, simply change 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 escape 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 escape by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.

When to book a vacation package to Siesta Key?

If you have your Siesta Key travel dates finalized, book as soon as you can to score some fantastic deals. With Expedia, you can generally reserve some flights up to a 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?

Choose your dates: The things you'd like to do in Siesta Key and your preferred season can help you decide when to travel.
Plan your budget wisely: Besides the cost of your stay, you should factor in other expenses too. These include flights, transportation and food. Also, set aside a little extra for unexpected expenses that may arise during your trip to Siesta Key.
Organize your Siesta Key getaway with Expedia's trip planning tool: Look for and book hotels and experiences all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Siesta Key together.
Decide how many days away: Start by making a list of all the sights and activities you'd like to get to in Siesta Key. Then, estimate how long you'll need for each, along with any travel time.
Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Siesta Key vacation package.
Add on excursions and experiences: Take a look at our travel guide to find some awesome things to do in Siesta Key. Book tickets or make reservations as soon as you can to save time and avoid the hassle of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Siesta Key vacation packages?

If you're like us, you love going away but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Siesta Key trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

Siesta Key Vacations from $504

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Siesta Key Vacation

The Latest Siesta Key vacation packages

Hibiscus Suites - Gateway to Siesta Key

Cedar Cove Resort and Cottages

The Westin Sarasota

Ocean Club Treasure Island Hotel

voco Sarasota by IHG

Where to stay in Siesta Key

Siesta Key Village

South Village

Aloha Kai

Bailey Hall

Point of Rocks

Stay near popular Siesta Key attractions

Siesta Key Beach

Crescent Beach

Point of Rocks

Shell Beach

Irma Beach

Siesta Key Beach Playground

Siesta Key Farmers Market

What to do in Siesta Key

Siesta Key Electric Bike Sunset Tour

Mangrove Tunnel & Manatee Kayak Eco-Tour

HydroCats - 2 Hour CraigCat Sightseeing Tour

Siesta Key Hotel Deals

Tropical Beach Resorts

Siesta Key Beach Resort and Suites

Azul Resort Siesta Key

Find the Best Siesta Key Vacation Packages

Things to do in and around Siesta Key

Find the best attractions in and around Siesta Key

Best time to go to Siesta Key

Tips to save on your trip to Siesta Key

Siesta Key Beach Vacation

Things You Should Know About Siesta Key

Siesta Key Essential Information

More vacations you might like

Frequently asked questions

Explore a world of travel with Expedia

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